Southshorehomefinder.com Search Results

$4,950,000

The lifestyle of your dreams awaits in this one-of-a-kind, New England shingle-style home, expertly crafted to meet the demands of modern living and set close to the town center with secluded outdoor spaces and a wildflower meadow. Whether hosting a grand soiree or an intimate family gathering, this home will elevate your entertaining endeavors. The stunning chef’s kitchen has slate counters, large breakfast bar island, informal dining, high end appliances, and seamless flow to the informal dining area and spectacular family room beyond. The backyard evokes the enchanting charm of a secret garden, perfect for entertaining with a wraparound stone porch, patio, and outdoor kitchen. Work from home in the private library or unwind in the billiard room. The luxurious primary suite has a huge walk-in closet, private balcony, fireplace and spa bathroom with a huge marble shower and jacuzzi tub. Third level teen/au pair suite and lower level with second family room, craft room, gym, and sauna.

5 Beds ⋅ 8 Baths ⋅ 73474595 MLS

The lifestyle of your dreams awaits in this one-of-a-kind, New England shingle-style home, expertly crafted to meet the demands of modern living and set close to the town center with secluded outdoor spaces and a wildflower meadow. Whether hosting a grand soiree or an intimate family gathering, this home will elevate your entertaining endeavors. The stunning chef’s kitchen has slate counters, large breakfast bar island, informal dining, high end appliances, and seamless flow to the informal dining area and spectacular family room beyond. The backyard evokes the enchanting charm of a secret garden, perfect for entertaining with a wraparound stone porch, patio, and outdoor kitchen. Work from home in the private library or unwind in the billiard room. The luxurious primary suite has a huge walk-in closet, private balcony, fireplace and spa bathroom with a huge marble shower and jacuzzi tub. Third level teen/au pair suite and lower level with second family room, craft room, gym, and sauna.

197 Grant St, Lexington

Listing courtesy of Listing Agent: Danielle Fleming from Listing Office: MA Properties.

$4,900,000

Have you been dreaming of lakefront living? Welcome to 74 Keewaydin Road in Wolfeboro, on Lake Winnipesaukee! This property has over 5 acres of land that sit on the shores of Winter Harbor in Wolfeboro, one of the premier areas of the lake! The harbor is perfect for paddle boarding, kayaking, or rowing as well as water skiing, wake boarding or just swimming too. The southwest exposure allows for sun all day and absolutely beautiful sunsets. With a winding driveway thru the woods, there is plenty of privacy as you approach the home. The waterfront boasts a sandy beach and a U-shaped covered dock with a storage shed. The home has plenty of room for everyone plus all the friends and guests! Sitting close to the water, there are endless views from just about every room in the house plus the outdoor space! There are 6 bedrooms with 5 baths. There is a full living space on the first floor with a fireplaced living room, primary suite bedroom, second bedroom, office, kitchen and screened porch as well as an outside deck to enjoy all the waterfront activities! The full second floor has four bedrooms, three baths, second kitchen, living room with woodstove and deck. The lower level is daylight with plenty of storage space for all the toys! This is the perfect place to spend long summer days watching the loons swim. Come and see what lake living is really all about!

6 Beds ⋅ 6 Baths ⋅ 5091162 MLS

Have you been dreaming of lakefront living? Welcome to 74 Keewaydin Road in Wolfeboro, on Lake Winnipesaukee! This property has over 5 acres of land that sit on the shores of Winter Harbor in Wolfeboro, one of the premier areas of the lake! The harbor is perfect for paddle boarding, kayaking, or rowing as well as water skiing, wake boarding or just swimming too. The southwest exposure allows for sun all day and absolutely beautiful sunsets. With a winding driveway thru the woods, there is plenty of privacy as you approach the home. The waterfront boasts a sandy beach and a U-shaped covered dock with a storage shed. The home has plenty of room for everyone plus all the friends and guests! Sitting close to the water, there are endless views from just about every room in the house plus the outdoor space! There are 6 bedrooms with 5 baths. There is a full living space on the first floor with a fireplaced living room, primary suite bedroom, second bedroom, office, kitchen and screened porch as well as an outside deck to enjoy all the waterfront activities! The full second floor has four bedrooms, three baths, second kitchen, living room with woodstove and deck. The lower level is daylight with plenty of storage space for all the toys! This is the perfect place to spend long summer days watching the loons swim. Come and see what lake living is really all about!

74 Keewaydin Rd, Wolfeboro

Listing courtesy of Cindy Melanson from Melanson Real Estate. ()

$4,900,000

This impressive new construction home ideally located on Sunset Rock Road offers 5 bedrooms, 5 en-suite baths, and 2 half baths. Designed for both luxury and functionality, it features two primary suites, including a private retreat accessed via a sunlit glass-link hallway. Spanning 7,811 sqft, the home showcases a custom kitchen with Wolf and Sub-Zero appliances, Calacatta Monalisa quartz countertops, a walk-in pantry, and seamless flow to the main living areas. Two fireplaces add warmth and architectural appeal, while dual laundry rooms provide convenience. The finished lower level is ideal for entertaining with a theater and wet bar, plus additional unfinished space for a gym or customization. Set on a premier lot, the outdoor space is perfect for relaxation or entertaining. Elevated, private and far from cookie-cutter. This home offers striking curb appeal, with final landscaping set to take it completely over the top.

5 Beds ⋅ 7 Baths ⋅ 73511215 MLS

This impressive new construction home ideally located on Sunset Rock Road offers 5 bedrooms, 5 en-suite baths, and 2 half baths. Designed for both luxury and functionality, it features two primary suites, including a private retreat accessed via a sunlit glass-link hallway. Spanning 7,811 sqft, the home showcases a custom kitchen with Wolf and Sub-Zero appliances, Calacatta Monalisa quartz countertops, a walk-in pantry, and seamless flow to the main living areas. Two fireplaces add warmth and architectural appeal, while dual laundry rooms provide convenience. The finished lower level is ideal for entertaining with a theater and wet bar, plus additional unfinished space for a gym or customization. Set on a premier lot, the outdoor space is perfect for relaxation or entertaining. Elevated, private and far from cookie-cutter. This home offers striking curb appeal, with final landscaping set to take it completely over the top.

99 Sunset Rock Rd, Andover

Listing courtesy of Listing Agent: Brette L'Italien from Listing Office: William Raveis R.E. & Home Services.

$4,895,000

A rare offering where New England charm meets modern luxury. Dating to 1835, this exceptional Cape has been thoughtfully renovated, preserving its architectural character while delivering comfort, technology, and craftsmanship. Beyond the visible finishes, extensive infrastructure has been upgraded, including electrical, plumbing, heating, septic and whole house Wi-Fi. A private courtyard introduces the main residence and an extraordinary chef’s kitchen appointed with an Italian granite island, prep sink, refrigerated drawers, Miele 6-burner range with griddle, dual-energy microwave/convection oven, Miele hood, and pot filler. The kitchen flows into the historic “keeping” room, creating a warm gathering space and continues to a sunlit living room with formal dining area. A screened porch and Bluestone patio extend the living space outdoors. The first-floor primary suite is a serene retreat featuring a fireplace, ensuite bath with soaking tub for two, double vanity and shower, private laundry, and a distinctive walk-in closet incorporating the original center chimney. Three additional bedrooms, each with ensuite bath, occupy the second floor. A three-story barn is connected to the main house and offers flexible living/entertaining spaces. Highlights include a family room with kitchenette, bath, laundry, sunroom overlooking stone walls and woods, bedroom, office, additional baths, and an open entertaining level with bar/buffet. Oversized barn doors open to the kitchen courtyard, creating an exceptional indoor-outdoor setting for entertaining. The carriage house offers versatility and privacy, with its own driveway and entrance, full kitchen, living room, office, 1/2 bath, private deck and grill area, plus an upstairs bedroom, ¾ bath, and laundry. A property that honors its history while embracing the best of contemporary living. This is a truly distinctive New England residence designed for both intimate everyday living and grand-scale entertaining.

6 Beds ⋅ 10 Baths ⋅ 5108870 MLS

A rare offering where New England charm meets modern luxury. Dating to 1835, this exceptional Cape has been thoughtfully renovated, preserving its architectural character while delivering comfort, technology, and craftsmanship. Beyond the visible finishes, extensive infrastructure has been upgraded, including electrical, plumbing, heating, septic and whole house Wi-Fi. A private courtyard introduces the main residence and an extraordinary chef’s kitchen appointed with an Italian granite island, prep sink, refrigerated drawers, Miele 6-burner range with griddle, dual-energy microwave/convection oven, Miele hood, and pot filler. The kitchen flows into the historic “keeping” room, creating a warm gathering space and continues to a sunlit living room with formal dining area. A screened porch and Bluestone patio extend the living space outdoors. The first-floor primary suite is a serene retreat featuring a fireplace, ensuite bath with soaking tub for two, double vanity and shower, private laundry, and a distinctive walk-in closet incorporating the original center chimney. Three additional bedrooms, each with ensuite bath, occupy the second floor. A three-story barn is connected to the main house and offers flexible living/entertaining spaces. Highlights include a family room with kitchenette, bath, laundry, sunroom overlooking stone walls and woods, bedroom, office, additional baths, and an open entertaining level with bar/buffet. Oversized barn doors open to the kitchen courtyard, creating an exceptional indoor-outdoor setting for entertaining. The carriage house offers versatility and privacy, with its own driveway and entrance, full kitchen, living room, office, 1/2 bath, private deck and grill area, plus an upstairs bedroom, ¾ bath, and laundry. A property that honors its history while embracing the best of contemporary living. This is a truly distinctive New England residence designed for both intimate everyday living and grand-scale entertaining.

153 Atlantic Ave, North Hampton

Listing courtesy of Marie Drake from Coldwell Banker Realty - Portsmouth, NH. (Off: 603-334-1900)

$4,895,000

Along a quieter section of Lake Champlain, where the water feels protected and the setting is defined by peace and privacy, this property offers an exceptional lakefront experience. The landscaped grounds include mature trees, perennial gardens, a small apple orchard, expansive stonework, bluestone patios, irrigated lawns and gardens, and a lighted walkway to the water. A private dock with boat lift, Floe dock system, and deep-water mooring make the lake part of daily life. Custom-built by Red House Building with Blue Sky Architects and completed in 2016, the residence was extensively renovated in 2024 and offers approximately 6,500 square feet of living space. The main living areas are open, comfortable, and lake-oriented, with a living room centered around a contemporary gas fireplace with custom concrete mantle, a dining area with lake views, and a well-appointed kitchen with Cabico cabinetry, quartzite island, soapstone counters and backsplash, premium appliances, pantry, and wet bar. A screened porch, lakeside hot tub, and stone patio off the kitchen create inviting spaces for gathering, dining, and enjoying lake views. The first-floor primary suite opens directly to a private stone patio and is complemented by an additional main-level bedroom suite and ensuite den. The second floor includes another bedroom suite, bunk room with custom built-in beds, and workspace with built-in cabinetry, while the lower level adds a recreation room, home theater with surround sound, pool table area, playroom, and storage. A separate 1,120± square foot carriage house provides guest accommodations with lake and garden views, living room, galley kitchen, full bath, finished living space, stone patio, and radiant-heated two-car garage. Together, the main residence, carriage house, grounds, dock, and lake access create an extraordinary Lake Champlain property, designed for year-round comfort and entertaining, just 30 minutes from Burlington.

4 Beds ⋅ 6 Baths ⋅ 5096164 MLS

Along a quieter section of Lake Champlain, where the water feels protected and the setting is defined by peace and privacy, this property offers an exceptional lakefront experience. The landscaped grounds include mature trees, perennial gardens, a small apple orchard, expansive stonework, bluestone patios, irrigated lawns and gardens, and a lighted walkway to the water. A private dock with boat lift, Floe dock system, and deep-water mooring make the lake part of daily life. Custom-built by Red House Building with Blue Sky Architects and completed in 2016, the residence was extensively renovated in 2024 and offers approximately 6,500 square feet of living space. The main living areas are open, comfortable, and lake-oriented, with a living room centered around a contemporary gas fireplace with custom concrete mantle, a dining area with lake views, and a well-appointed kitchen with Cabico cabinetry, quartzite island, soapstone counters and backsplash, premium appliances, pantry, and wet bar. A screened porch, lakeside hot tub, and stone patio off the kitchen create inviting spaces for gathering, dining, and enjoying lake views. The first-floor primary suite opens directly to a private stone patio and is complemented by an additional main-level bedroom suite and ensuite den. The second floor includes another bedroom suite, bunk room with custom built-in beds, and workspace with built-in cabinetry, while the lower level adds a recreation room, home theater with surround sound, pool table area, playroom, and storage. A separate 1,120± square foot carriage house provides guest accommodations with lake and garden views, living room, galley kitchen, full bath, finished living space, stone patio, and radiant-heated two-car garage. Together, the main residence, carriage house, grounds, dock, and lake access create an extraordinary Lake Champlain property, designed for year-round comfort and entertaining, just 30 minutes from Burlington.

29 Sweeney Farm Rd, South Hero

Listing courtesy of Wade Weathers from LandVest, Inc-Burlington. ()

$4,895,000

Much admired 7 bedroom, 7000+sf estate home on an acre of manicured lawns on famed Cliff Road. Built and re designed by two of New England’s most acclaimed architects, this home boasts the grandeur of stately proportions and sumptuous millwork with a newly renovated and superbly equipped chef’s Kitchen and butler’s pantry with adjacent family room. A banquet sized dining room and gracious living room both with fireplaces and french doors lead to the private grounds with stone walls, built in grill and multiple sitting areas. Handsome mahogany study with fireplace, ensuite bedroom with newly renovated bath plus a separate sun room complete the 1st floor. Up a curved staircase befitting the most prestigious of homes you will find 6 bedrooms and 4 full baths including the primary suite with, luxurious bath and laundry. Lower level with recreation room and state of the art wine cellar, 3 car heated garage, heated driveway and whole house generator. A once in a lifetime opportunity!

7 Beds ⋅ 7 Baths ⋅ 73376559 MLS

Much admired 7 bedroom, 7000+sf estate home on an acre of manicured lawns on famed Cliff Road. Built and re designed by two of New England’s most acclaimed architects, this home boasts the grandeur of stately proportions and sumptuous millwork with a newly renovated and superbly equipped chef’s Kitchen and butler’s pantry with adjacent family room. A banquet sized dining room and gracious living room both with fireplaces and french doors lead to the private grounds with stone walls, built in grill and multiple sitting areas. Handsome mahogany study with fireplace, ensuite bedroom with newly renovated bath plus a separate sun room complete the 1st floor. Up a curved staircase befitting the most prestigious of homes you will find 6 bedrooms and 4 full baths including the primary suite with, luxurious bath and laundry. Lower level with recreation room and state of the art wine cellar, 3 car heated garage, heated driveway and whole house generator. A once in a lifetime opportunity!

200 Cliff Rd, Wellesley

Listing courtesy of Listing Agent: Donahue Maley and Burns Team from Listing Office: Compass.

$4,880,000

Welcome to 22 Lincoln Rd, a magnificent luxury estate, completely renovated in 2023, nestled on over 3 pristine private acres, where refined elegance meets everyday comfort in perfect harmony. Thoughtfully designed across 3 fully finished levels, the residence showcases rich hardwood flooring, multiple fireplaces, curated lighting, & a sophisticated layout enhanced by 2 staircases. The gourmet chef's kitchen is a culinary masterpiece, outfitted with premium Thermador appliances including a 6 burner range, an oversized refrigerator, microwave, dual dishwashers, and two sinks. A chic wet bar & dedicated coffee bar elevate every dining occasion. With 7 spacious bedrooms, eight luxurious full bathrooms, and three half baths, this home offers remarkable versatility for any lifestyle. A separate suite complete independence with its OWN KITCHEN, living space, bedroom, & full bath. Outside, two expansive decks, an alfresco fireplace, and a potential sports court that awaits your final design.

7 Beds ⋅ 11 Baths ⋅ 73500670 MLS

Welcome to 22 Lincoln Rd, a magnificent luxury estate, completely renovated in 2023, nestled on over 3 pristine private acres, where refined elegance meets everyday comfort in perfect harmony. Thoughtfully designed across 3 fully finished levels, the residence showcases rich hardwood flooring, multiple fireplaces, curated lighting, & a sophisticated layout enhanced by 2 staircases. The gourmet chef's kitchen is a culinary masterpiece, outfitted with premium Thermador appliances including a 6 burner range, an oversized refrigerator, microwave, dual dishwashers, and two sinks. A chic wet bar & dedicated coffee bar elevate every dining occasion. With 7 spacious bedrooms, eight luxurious full bathrooms, and three half baths, this home offers remarkable versatility for any lifestyle. A separate suite complete independence with its OWN KITCHEN, living space, bedroom, & full bath. Outside, two expansive decks, an alfresco fireplace, and a potential sports court that awaits your final design.

22 Lincoln Rd, Lincoln

Listing courtesy of Listing Agent: The Lucci Witte Team from Listing Office: William Raveis R.E. & Home Services.

$4,850,000

SERENA LODGE is a one-of-a-kind private mountain estate where timeless architecture, natural beauty, and the Vermont lifestyle come together to create an extraordinary legacy retreat. Inspired by Rockefeller's famed Adirondack Great Camp, The Point, this nearly 9,000-square-foot residence is nestled on over two acres overlooking a crystal-clear brook, with the gentle sound of cascading waterfalls flowing year-round. Serena Lodge combines the privacy and scale of a standalone mountain estate with the convenience of being part of the established Hawk Mountain Resort community. Through the association, owners benefit from road maintenance, snow removal, emergency services, and property management, making ownership easier and more turnkey, particularly for those enjoying Serena Lodge as a second home. Perfectly positioned for four-season recreation, Serena Lodge is approximately 20 minutes from both Killington and Okemo Resorts, about 30 minutes from the quintessential New England village of Woodstock, and just minutes from championship golf, pristine lakes for swimming, kayaking, scenic trails and fishing. Designed by Daniel Pratt of Robert Carl Williams Architects as a multigenerational retreat, Serena Lodge offers six en-suite bedrooms, including a private primary wing with fireplace, sitting room, and balcony. The spectacular Great Hall forms the heart of the home, with soaring timber beams, a monumental stone fireplace, walls of windows that fill the home with natural light and an open kitchen created for effortless entertaining. Beyond the Great Hall, a loft studio, expansive Adirondack room, family room, workshop, and multiple living spaces provide abundant room for family and friends to relax, connect and enjoy the home in comfort and privacy.

5 Beds ⋅ 6 Baths ⋅ 5105346 MLS

SERENA LODGE is a one-of-a-kind private mountain estate where timeless architecture, natural beauty, and the Vermont lifestyle come together to create an extraordinary legacy retreat. Inspired by Rockefeller's famed Adirondack Great Camp, The Point, this nearly 9,000-square-foot residence is nestled on over two acres overlooking a crystal-clear brook, with the gentle sound of cascading waterfalls flowing year-round. Serena Lodge combines the privacy and scale of a standalone mountain estate with the convenience of being part of the established Hawk Mountain Resort community. Through the association, owners benefit from road maintenance, snow removal, emergency services, and property management, making ownership easier and more turnkey, particularly for those enjoying Serena Lodge as a second home. Perfectly positioned for four-season recreation, Serena Lodge is approximately 20 minutes from both Killington and Okemo Resorts, about 30 minutes from the quintessential New England village of Woodstock, and just minutes from championship golf, pristine lakes for swimming, kayaking, scenic trails and fishing. Designed by Daniel Pratt of Robert Carl Williams Architects as a multigenerational retreat, Serena Lodge offers six en-suite bedrooms, including a private primary wing with fireplace, sitting room, and balcony. The spectacular Great Hall forms the heart of the home, with soaring timber beams, a monumental stone fireplace, walls of windows that fill the home with natural light and an open kitchen created for effortless entertaining. Beyond the Great Hall, a loft studio, expansive Adirondack room, family room, workshop, and multiple living spaces provide abundant room for family and friends to relax, connect and enjoy the home in comfort and privacy.

476 Salt Ash Rd, Plymouth

Listing courtesy of Debra Staniscia from Four Seasons Sotheby's Int'l Realty. (debra.staniscia@fourseasonssir.com)

$4,850,000

Sunshine Daydream - recently completed and ready to go. Located on a quiet street in desirable 'Sconset village, this newly constructed Cape-style cottage has been thoughtfully expanded and fully renovated. Designed with an efficient use of space and the island lifestyle in mind, the four bedroom home with oversized garage and studio suite is ideal for coastal living and checks all the boxes. The flexible layout offers various options for entertaining and a potential fifth bedroom for guests. Enjoy outdoor living with a large private yard, inviting front porch, wrap around deck and heated Plunge pool all surrounded by native landscaping and custom hardscape. Finished in 2026 and being offered turnkey furnished. Ownership member is a licensed real estate agent in Massachusetts.

4 Beds ⋅ 5 Baths ⋅ 22501583 MLS

Sunshine Daydream - recently completed and ready to go. Located on a quiet street in desirable 'Sconset village, this newly constructed Cape-style cottage has been thoughtfully expanded and fully renovated. Designed with an efficient use of space and the island lifestyle in mind, the four bedroom home with oversized garage and studio suite is ideal for coastal living and checks all the boxes. The flexible layout offers various options for entertaining and a potential fifth bedroom for guests. Enjoy outdoor living with a large private yard, inviting front porch, wrap around deck and heated Plunge pool all surrounded by native landscaping and custom hardscape. Finished in 2026 and being offered turnkey furnished. Ownership member is a licensed real estate agent in Massachusetts.

8 Sconset Avenue, Siasconset

Listing courtesy of Listing Agent: Paul N Drepanos (paul.drepanos@compass.com) from Listing Office: Compass Massachusetts, LLC.

$4,850,000

"Hollow Farm" - An Expansive Historic Estate Reimagined for Modern Country Living Nestled in its own private valley, this 72-acre estate includes a Main House, thoughtfully updated and expanded in 2005; a charming Guest Bungalow; screened Gazebo perched over a pond; Pool Pavilion; Stables with caretaker's apartment; and a restored Barn. Comprised of multiple parcels, offering maximum privacy. The circa-1755 Main House features a dramatic great room with stone fireplace, adjoining chef's kitchen, and formal dining room. Additional main-level spaces include both a sitting room and a library with back-to-back fireplaces, plus a guest suite with full bath and sitting room. Upstairs, the primary suite offers a lofted sitting area with fireplace, as well as private deck, while two guest bedrooms share a hall bath. The lower level includes a wine cellar with cobbled floor and a gym. Outside, multi-level terraces showcase exceptional stonework, a fire pit, grilling area, pool, and spa. Two ponds and the sparkling Merryall Brook enhance the 18 acres of open land. Extensive landscaping compliments the natural beauty of the forested hills. As with the Main House, every outbuilding and outdoor space has been meticulously maintained. Although it feels a world away, this remarkable property is only 15 minutes from Kent, New Preston, and Washington. With its historic character, modern updates and expansive private setting Hollow Farm offers a rare opportunity for refined country living

4 Beds ⋅ 5 Baths ⋅ 24176398 MLS

"Hollow Farm" - An Expansive Historic Estate Reimagined for Modern Country Living Nestled in its own private valley, this 72-acre estate includes a Main House, thoughtfully updated and expanded in 2005; a charming Guest Bungalow; screened Gazebo perched over a pond; Pool Pavilion; Stables with caretaker's apartment; and a restored Barn. Comprised of multiple parcels, offering maximum privacy. The circa-1755 Main House features a dramatic great room with stone fireplace, adjoining chef's kitchen, and formal dining room. Additional main-level spaces include both a sitting room and a library with back-to-back fireplaces, plus a guest suite with full bath and sitting room. Upstairs, the primary suite offers a lofted sitting area with fireplace, as well as private deck, while two guest bedrooms share a hall bath. The lower level includes a wine cellar with cobbled floor and a gym. Outside, multi-level terraces showcase exceptional stonework, a fire pit, grilling area, pool, and spa. Two ponds and the sparkling Merryall Brook enhance the 18 acres of open land. Extensive landscaping compliments the natural beauty of the forested hills. As with the Main House, every outbuilding and outdoor space has been meticulously maintained. Although it feels a world away, this remarkable property is only 15 minutes from Kent, New Preston, and Washington. With its historic character, modern updates and expansive private setting Hollow Farm offers a rare opportunity for refined country living

57 Indian Trail Rd, New Milford

Listing courtesy of Elyse Harney Morris from Elyse Harney Real Estate. (860) 318-5126 (860) 435-0120

$4,850,000

Introducing The Winslow Manor, one of Westport's most exceptional estates, is a secluded retreat defined by beauty, privacy, and grace, now available for the first time in decades, inviting its next residents to experience the privilege of living within this storied and extraordinary sanctuary. Just steps from downtown & completely remodeled in 2002, welcome home to a rare and timeless estate where classic Arts & Crafts architecture meets the tranquility of a private countryside retreat. Set on over 2.5+ sprawling acres of pristine grounds, this exceptional 5 Bed, 5 Bath residence offers more than 5,100 sqft of refined living, surrounded by natural beauty & complete privacy. From the moment you arrive down the private, meandering drive framed by mature landscaping; The Winslow Manor evokes a sense of warmth, character, and enduring craftsmanship. Rich architectural details, beamed ceilings, inviting living spaces, & thoughtfully designed interiors create a home that feels both grand and deeply welcoming- as if stepping into a piece of cozy history, carefully preserved and elevated for modern living. Designed for both relaxation & recreation, the estate unfolds into an extraordinary outdoor experience. A sparkling Gunite pool, multiple terraces, Pergolas, & dedicated home gym create the ultimate summer retreat, while the surrounding pond and protected wetlands attract an abundance of wildlife, offering peaceful views and a connection to nature rarely found so close town.

5 Beds ⋅ 5 Baths ⋅ 24172211 MLS

Introducing The Winslow Manor, one of Westport's most exceptional estates, is a secluded retreat defined by beauty, privacy, and grace, now available for the first time in decades, inviting its next residents to experience the privilege of living within this storied and extraordinary sanctuary. Just steps from downtown & completely remodeled in 2002, welcome home to a rare and timeless estate where classic Arts & Crafts architecture meets the tranquility of a private countryside retreat. Set on over 2.5+ sprawling acres of pristine grounds, this exceptional 5 Bed, 5 Bath residence offers more than 5,100 sqft of refined living, surrounded by natural beauty & complete privacy. From the moment you arrive down the private, meandering drive framed by mature landscaping; The Winslow Manor evokes a sense of warmth, character, and enduring craftsmanship. Rich architectural details, beamed ceilings, inviting living spaces, & thoughtfully designed interiors create a home that feels both grand and deeply welcoming- as if stepping into a piece of cozy history, carefully preserved and elevated for modern living. Designed for both relaxation & recreation, the estate unfolds into an extraordinary outdoor experience. A sparkling Gunite pool, multiple terraces, Pergolas, & dedicated home gym create the ultimate summer retreat, while the surrounding pond and protected wetlands attract an abundance of wildlife, offering peaceful views and a connection to nature rarely found so close town.

22 Evergreen Ave, Westport

Listing courtesy of Valerie Alvarez from Serhant Connecticut, LLC. (203) 224-0361 (203) 489-7800

$4,850,000

The Kemble, a registered Great Estate built in 1881, is set in the heart of downtown Lenox. Originally a Gilded Age estate, it has been updated and is now offered fully furnished as a turnkey luxury rental. The property is designed for groups, with multiple gathering spaces, a well-equipped kitchen, a mahogany bar, and 13 en-suite bedrooms. It comfortably accommodates 20+ guests and has been a strong performer for weddings, corporate retreats, and multi-generational stays. The grounds feature open lawns, established gardens, and west-facing views. Fully ADA compliant and walkable to Lenox's restaurants, shops, and cultural venues. A rare opportunity to own a large-scale, income-producing property in one of the Berkshires' most established locations.

13 Beds ⋅ 14 Baths ⋅ 73496031 MLS

The Kemble, a registered Great Estate built in 1881, is set in the heart of downtown Lenox. Originally a Gilded Age estate, it has been updated and is now offered fully furnished as a turnkey luxury rental. The property is designed for groups, with multiple gathering spaces, a well-equipped kitchen, a mahogany bar, and 13 en-suite bedrooms. It comfortably accommodates 20+ guests and has been a strong performer for weddings, corporate retreats, and multi-generational stays. The grounds feature open lawns, established gardens, and west-facing views. Fully ADA compliant and walkable to Lenox's restaurants, shops, and cultural venues. A rare opportunity to own a large-scale, income-producing property in one of the Berkshires' most established locations.

2 Kemble, Lenox

Listing courtesy of Listing Agent: Cameron Volastro from Listing Office: William Pitt Sotheby's International Realty.

$4,850,000

Sunshine Daydream - recently completed and ready to go. Located on a quiet street in desirable 'Sconset village, this newly constructed Cape-style cottage has been thoughtfully expanded and fully renovated. Designed with an efficient use of space and the island lifestyle in mind, the four bedroom home with oversized garage and studio suite is ideal for coastal living and checks all the boxes. The flexible layout offers various options for entertaining and a potential fifth bedroom for guests. Enjoy outdoor living with a large private yard, inviting front porch, wrap around deck and heated Plunge pool all surrounded by native landscaping and custom hardscape. Finished in 2026 and being offered turnkey furnished. Ownership member is a licensed real estate agent in Massachusetts.

4 Beds ⋅ 5 Baths ⋅ 73360776 MLS

Sunshine Daydream - recently completed and ready to go. Located on a quiet street in desirable 'Sconset village, this newly constructed Cape-style cottage has been thoughtfully expanded and fully renovated. Designed with an efficient use of space and the island lifestyle in mind, the four bedroom home with oversized garage and studio suite is ideal for coastal living and checks all the boxes. The flexible layout offers various options for entertaining and a potential fifth bedroom for guests. Enjoy outdoor living with a large private yard, inviting front porch, wrap around deck and heated Plunge pool all surrounded by native landscaping and custom hardscape. Finished in 2026 and being offered turnkey furnished. Ownership member is a licensed real estate agent in Massachusetts.

8 Sconset Ave, Nantucket

Listing courtesy of Listing Agent: Paul Drepanos from Listing Office: Compass.

$4,800,000

Deep mountain solitude meets luxury for the elite sportsman seeking an unprecedented legacy getaway. Mountain views stretching 80 miles include Jay Peak, and Clarksville Pond. Ricker Road transforms into the ultimate fall refuge, inviting you to hunt miles of vibrant trails. Up to 440 additional acres are offered separately, presenting a rare opportunity for privacy. Wilderness meets sophisticated opulence in this Douglas Fir timber frame residence. Every inch boasts premium, ultra-luxury interior finish work, featuring soaring cathedral ceilings, magnificent timber-frame architecture, and rich hardwood and tile flooring designed for hosting in absolute comfort. Engineered for absolute autonomy, the estate integrates premium, high-efficiency energy systems and a commercial-grade standby generator -delivering flawless, independent power and climate control. The estate’s elite infrastructure matches this caliber: a heated, two-level Maintenance Barn features plumbing and dual high-clearance bays - the ultimate command center for a premium collection of recreational vehicles. Complementing it is the Restored Heritage Barn, a structurally renewed historic cattle barn primed for transformation into an equine barn or whatever your heart desires. Cast from the private dock into your 40-foot-deep stocked rainbow trout pond, or launch your boat at Clarksville Pond across the road. For outdoor enthusiasts, enjoy direct access to the greater regional snowmobile and ATV trail systems alongside your own meticulously maintained private recreational trails. A custom 6-hole golf course rounds out this wilderness retreat, featuring room to add holes, alongside a massive field prime for a private aviation runway. While nearby Pittsburg is the region's hunting, fishing, and snowmobiling haven, saturation has compromised its solitude. Clarksville offers the same legendary access to world-class sporting culture, but with the untouched, elite remoteness true privacy demands.

5 Beds ⋅ 4 Baths ⋅ 5095530 MLS

Deep mountain solitude meets luxury for the elite sportsman seeking an unprecedented legacy getaway. Mountain views stretching 80 miles include Jay Peak, and Clarksville Pond. Ricker Road transforms into the ultimate fall refuge, inviting you to hunt miles of vibrant trails. Up to 440 additional acres are offered separately, presenting a rare opportunity for privacy. Wilderness meets sophisticated opulence in this Douglas Fir timber frame residence. Every inch boasts premium, ultra-luxury interior finish work, featuring soaring cathedral ceilings, magnificent timber-frame architecture, and rich hardwood and tile flooring designed for hosting in absolute comfort. Engineered for absolute autonomy, the estate integrates premium, high-efficiency energy systems and a commercial-grade standby generator -delivering flawless, independent power and climate control. The estate’s elite infrastructure matches this caliber: a heated, two-level Maintenance Barn features plumbing and dual high-clearance bays - the ultimate command center for a premium collection of recreational vehicles. Complementing it is the Restored Heritage Barn, a structurally renewed historic cattle barn primed for transformation into an equine barn or whatever your heart desires. Cast from the private dock into your 40-foot-deep stocked rainbow trout pond, or launch your boat at Clarksville Pond across the road. For outdoor enthusiasts, enjoy direct access to the greater regional snowmobile and ATV trail systems alongside your own meticulously maintained private recreational trails. A custom 6-hole golf course rounds out this wilderness retreat, featuring room to add holes, alongside a massive field prime for a private aviation runway. While nearby Pittsburg is the region's hunting, fishing, and snowmobiling haven, saturation has compromised its solitude. Clarksville offers the same legendary access to world-class sporting culture, but with the untouched, elite remoteness true privacy demands.

39 Ricker Rd, Clarksville

Listing courtesy of Emily M Locke from KW Vermont-Stowe. (Cell: 802-760-6124)

$4,800,000

Tucked along one of the most sought-after streets in West Cambridge, between Harvard Square & the Charles River, this beautifully proportioned home blends historic character with everyday convenience. Mercer Circle, originally called Telephone Street, is part of a storied enclave developed by Gardiner G. Hubbard, founder of the National Geographic Society and 1st president of Bell Telephone Company. The property showcases a 29' covered wrap-around porch overlooking specimen plantings. Inside, gracious rooms are defined by tall windows & ceilings, fireplaces, and custom built-ins. Outside, the irrigated fruit gardens yield plums, blueberries, apples, and vegetables. Ideally located just 0.2 miles from BB&N’s Lower and Middle Schools and approximately one mile from Shady Hill School & BB&N’s Upper School. Properties on Mercer Circle are rarely offered, as residents tend to stay for generations, drawn by the tranquil setting, community, & enduring curb appeal.

4 Beds ⋅ 5 Baths ⋅ 73502038 MLS

Tucked along one of the most sought-after streets in West Cambridge, between Harvard Square & the Charles River, this beautifully proportioned home blends historic character with everyday convenience. Mercer Circle, originally called Telephone Street, is part of a storied enclave developed by Gardiner G. Hubbard, founder of the National Geographic Society and 1st president of Bell Telephone Company. The property showcases a 29' covered wrap-around porch overlooking specimen plantings. Inside, gracious rooms are defined by tall windows & ceilings, fireplaces, and custom built-ins. Outside, the irrigated fruit gardens yield plums, blueberries, apples, and vegetables. Ideally located just 0.2 miles from BB&N’s Lower and Middle Schools and approximately one mile from Shady Hill School & BB&N’s Upper School. Properties on Mercer Circle are rarely offered, as residents tend to stay for generations, drawn by the tranquil setting, community, & enduring curb appeal.

6 Mercer Circle, Cambridge

Listing courtesy of Listing Agent: Gail Roberts, Ed Feijo & Team from Listing Office: Coldwell Banker Realty - Cambridge.

$4,800,000

Set on 5.6 private acres on Weston’s highly desirable south side, this impressive estate offers exceptional privacy and timeless appeal. Tucked at the end of a long, winding driveway, this Federal Colonial blends classic architecture with comfortable living, featuring sun-filled interiors, a dramatic two-story family room with fireplace, a bright sunroom, and a stylish home office. The flexible layout includes a first-floor bedroom suite ideal for guests, while upstairs offers five bedrooms, including a spacious primary suite with fireplace, luxurious bath, dressing area, and multiple walk-in closets, along with four additional bedrooms and three full baths. The finished walk-out lower level with a separate entrance includes a kitchen, bedroom, full bath, exercise and media rooms—perfect for extended living or entertaining. Complete with a five-car garage and located just minutes from the state’s top public schools, with convenient access to Boston.

5 Beds ⋅ 7 Baths ⋅ 73494280 MLS

Set on 5.6 private acres on Weston’s highly desirable south side, this impressive estate offers exceptional privacy and timeless appeal. Tucked at the end of a long, winding driveway, this Federal Colonial blends classic architecture with comfortable living, featuring sun-filled interiors, a dramatic two-story family room with fireplace, a bright sunroom, and a stylish home office. The flexible layout includes a first-floor bedroom suite ideal for guests, while upstairs offers five bedrooms, including a spacious primary suite with fireplace, luxurious bath, dressing area, and multiple walk-in closets, along with four additional bedrooms and three full baths. The finished walk-out lower level with a separate entrance includes a kitchen, bedroom, full bath, exercise and media rooms—perfect for extended living or entertaining. Complete with a five-car garage and located just minutes from the state’s top public schools, with convenient access to Boston.

451 Wellesley St, Weston

Listing courtesy of Listing Agent: Yang Liu from Listing Office: Weston Realty LLC.

$4,800,000

Over the past century, The Loring-Atherton House has been owned by just two families. Now, this distinguished Cottage Farm residence presents a rare opportunity for its next owner to thoughtfully reinterpret it for a new era. Set on a prominent corner lot in the heart of Brookline’s Cottage Farm Historic District, the residence is an exceptional example of Georgian Revival architecture. Its stately brick exterior is defined by a slate roofline, dormer windows, tall chimneys and a classically detailed entrance crowned by an arched fanlight. At the rear, a broad brick terrace, graceful curved staircases and a multi-paned bay overlook the mature, tree-canopied grounds. Inside, the home reveals an extraordinary collection of architectural details. A dramatic great room features a soaring exposed timber ceiling, hand-painted decorative friezes, richly paneled walls, built-in bookcases and window seating, and a substantial marble fireplace. Elsewhere, a beautifully crafted wood staircase, patterned tile floors, ornamental ironwork, additional fireplaces and a mural-lined library speak to the artistry and character carried throughout the residence. Together, these elements provide a compelling architectural language from which something entirely personal can be created. Currently offering six bedrooms and six and a half bathrooms across approximately 8,326 square feet of finished living space, the property encompasses more than 10,000 square feet of finished and unfinished space in total. The opportunity is not simply to restore what was, but to consider how its most distinctive elements can inform what comes next, creating a home that feels relevant to the present while remaining connected to its remarkable history. Directly across from Mason Square Park and moments from the Longwood Medical Area, Fenway, Boston University, leading schools and many of the region’s finest cultural and green spaces, 180 Ivy Street offers the architectural character and greenery of Brookline while keeping Back Bay, downtown Boston, Cambridge and Harvard University all within easy reach. More than a significant address, it is an opportunity to carry forward a century-long legacy while defining its next era.

6 Beds ⋅ 7 Baths ⋅ 73466199 MLS

Over the past century, The Loring-Atherton House has been owned by just two families. Now, this distinguished Cottage Farm residence presents a rare opportunity for its next owner to thoughtfully reinterpret it for a new era. Set on a prominent corner lot in the heart of Brookline’s Cottage Farm Historic District, the residence is an exceptional example of Georgian Revival architecture. Its stately brick exterior is defined by a slate roofline, dormer windows, tall chimneys and a classically detailed entrance crowned by an arched fanlight. At the rear, a broad brick terrace, graceful curved staircases and a multi-paned bay overlook the mature, tree-canopied grounds. Inside, the home reveals an extraordinary collection of architectural details. A dramatic great room features a soaring exposed timber ceiling, hand-painted decorative friezes, richly paneled walls, built-in bookcases and window seating, and a substantial marble fireplace. Elsewhere, a beautifully crafted wood staircase, patterned tile floors, ornamental ironwork, additional fireplaces and a mural-lined library speak to the artistry and character carried throughout the residence. Together, these elements provide a compelling architectural language from which something entirely personal can be created. Currently offering six bedrooms and six and a half bathrooms across approximately 8,326 square feet of finished living space, the property encompasses more than 10,000 square feet of finished and unfinished space in total. The opportunity is not simply to restore what was, but to consider how its most distinctive elements can inform what comes next, creating a home that feels relevant to the present while remaining connected to its remarkable history. Directly across from Mason Square Park and moments from the Longwood Medical Area, Fenway, Boston University, leading schools and many of the region’s finest cultural and green spaces, 180 Ivy Street offers the architectural character and greenery of Brookline while keeping Back Bay, downtown Boston, Cambridge and Harvard University all within easy reach. More than a significant address, it is an opportunity to carry forward a century-long legacy while defining its next era.

180 Ivy St, Brookline

Listing courtesy of Listing Agent: Ricardo Rodriguez & Associates Group from Listing Office: Coldwell Banker Realty - Boston.

$4,799,000

JUST COMPLETED. FINAL LANDSCAPING UNDERWAY. Timeless home by a premier local developer in iconic West Newton Hill. A sun-drenched foyer with custom millwork, soaring ceilings, & expansive windows creates a striking first impression, opening to elegant living & dining spaces. The kitchen is the heart of the home, outfitted with high-end appliances, inset cabinetry, an oversized waterfall island, scullery, and pantry, flowing seamlessly into a warm, inviting family room with fireplace and custom built-ins overlooking the landscaped backyard and covered patio. A breakfast area framed by floor-to-ceiling windows captures natural light throughout the day. A first-floor suite/office with patio access. A large mudroom with custom built-ins & direct access to heated garage. Upstairs, four ensuite bedrooms with custom closets, anchored by a serene primary suite with built-ins, bar, fireplace, spa-like bath, walk-in closet & private balcony. Finished lower level w/den, bar, bedroom, bath, & gym.

6 Beds ⋅ 7 Baths ⋅ 73509976 MLS

JUST COMPLETED. FINAL LANDSCAPING UNDERWAY. Timeless home by a premier local developer in iconic West Newton Hill. A sun-drenched foyer with custom millwork, soaring ceilings, & expansive windows creates a striking first impression, opening to elegant living & dining spaces. The kitchen is the heart of the home, outfitted with high-end appliances, inset cabinetry, an oversized waterfall island, scullery, and pantry, flowing seamlessly into a warm, inviting family room with fireplace and custom built-ins overlooking the landscaped backyard and covered patio. A breakfast area framed by floor-to-ceiling windows captures natural light throughout the day. A first-floor suite/office with patio access. A large mudroom with custom built-ins & direct access to heated garage. Upstairs, four ensuite bedrooms with custom closets, anchored by a serene primary suite with built-ins, bar, fireplace, spa-like bath, walk-in closet & private balcony. Finished lower level w/den, bar, bedroom, bath, & gym.

1640 Commonwealth Ave, Newton

Listing courtesy of Listing Agent: Lena Voloshin from Listing Office: LV Group Real Estate.

$4,795,000

Welcome to the beautiful village of Osterville on Cape Cod located in the heart of town, close to many stores & restaurants & only 1 mile to Dowses Beach. This newly built home was custom designed by Barnstable Harbor Builders including many high end features such as: quartz counters, Thermador appliances, red oak HW floors & custom trim detail, beadboard ceilings, & crown molding. The home is positioned seamlessly on a large .52 acre lot with a spacious back yard, a brand new vinyl saltwater pool, outdoor shower, a screened in porch, large patio area, & an outdoor pool cabana w/ a bathroom. This home is perfect for those special summer nights on Cape Cod sitting by the pool and relaxing. Each bedroom includes it's own full bathroom including the 1st floor primary suite bedroom. A few other features added by the builder: a whole house generator, gas fireplace, irrigation system, & a 1-year builder warranty as well. Come see your dream home today before it's too late!

5 Beds ⋅ 7 Baths ⋅ 22603117 MLS

Welcome to the beautiful village of Osterville on Cape Cod located in the heart of town, close to many stores & restaurants & only 1 mile to Dowses Beach. This newly built home was custom designed by Barnstable Harbor Builders including many high end features such as: quartz counters, Thermador appliances, red oak HW floors & custom trim detail, beadboard ceilings, & crown molding. The home is positioned seamlessly on a large .52 acre lot with a spacious back yard, a brand new vinyl saltwater pool, outdoor shower, a screened in porch, large patio area, & an outdoor pool cabana w/ a bathroom. This home is perfect for those special summer nights on Cape Cod sitting by the pool and relaxing. Each bedroom includes it's own full bathroom including the 1st floor primary suite bedroom. A few other features added by the builder: a whole house generator, gas fireplace, irrigation system, & a 1-year builder warranty as well. Come see your dream home today before it's too late!

22 Scudder Road, Osterville

Listing courtesy of Listing Agent: Sean Dacey (sean.dacey@nemoves.com) from Listing Office: Coldwell Banker Realty.

$4,795,000

Welcome to the beautiful village of Osterville on Cape Cod located in the heart of town, close to many stores & restaurants & only 1 mile to Dowses Beach. This newly built home was custom designed by Barnstable Harbor Builders including many high end features such as: quartz counters, Thermador appliances, red oak HW floors & custom trim detail, beadboard ceilings, & crown molding. The home is positioned seamlessly on a large .52 acre lot with a spacious back yard, a brand new vinyl saltwater pool, outdoor shower, a screened in porch, large patio area, & an outdoor pool cabana w/ a bathroom. This home is perfect for those special summer nights on Cape Cod sitting by the pool and relaxing. Each bedroom includes it's own full bathroom including the 1st floor primary suite bedroom. A few other features added by the builder: a whole house generator, gas fireplace, irrigation system, & a 1-year builder warranty as well. Come see your dream home today before it's too late!

5 Beds ⋅ 7 Baths ⋅ 73542127 MLS

Welcome to the beautiful village of Osterville on Cape Cod located in the heart of town, close to many stores & restaurants & only 1 mile to Dowses Beach. This newly built home was custom designed by Barnstable Harbor Builders including many high end features such as: quartz counters, Thermador appliances, red oak HW floors & custom trim detail, beadboard ceilings, & crown molding. The home is positioned seamlessly on a large .52 acre lot with a spacious back yard, a brand new vinyl saltwater pool, outdoor shower, a screened in porch, large patio area, & an outdoor pool cabana w/ a bathroom. This home is perfect for those special summer nights on Cape Cod sitting by the pool and relaxing. Each bedroom includes it's own full bathroom including the 1st floor primary suite bedroom. A few other features added by the builder: a whole house generator, gas fireplace, irrigation system, & a 1-year builder warranty as well. Come see your dream home today before it's too late!

22 Scudder Road, Barnstable

Listing courtesy of Listing Agent: The Quirk Group from Listing Office: Coldwell Banker Realty - Boston.

$4,795,000

A rare Lake Winnipesaukee offering, this legacy property features 300 feet of pristine waterfront and over 2.7 private acres and spectacular views, ideally situated between Meredith and Center Harbor, providing convenient access to shopping, dining, marinas, and all the attractions of the Lakes Region. Turn into the beautiful winding driveway and shortly you will be at home. Blending classic lakehouse charm with modern amenities, this inviting waterfront retreat is designed for gathering and making memories. The spacious kitchen is a chef's dream, featuring an 8-burner Viking range, walk-in pantry, wet bar, and ample space for entertaining. Multiple living areas, highlighted by two fireplaces, offer comfortable places to relax in every season, while the screened porch provides the perfect setting for morning coffee or evening dinners overlooking the lake. The main level includes a bedroom and ¾ bath, offering flexibility for guests and convenient first-floor living. Upstairs, the primary suite enjoys its own large private deck with sweeping water views, accompanied by two additional bedrooms and a full bath. Beautifully landscaped grounds lead to the waterfront, where two private docks, walk-in lake access, with sandy bottom and 300 feet of shoreline create an exceptional setting for boating, swimming, and enjoying life on the lake. An adorable bunkhouse with its own screened porch and ¾ bath provides a charming guest retreat just steps from the water. Additional features include a detached two-car garage with a screened porch and finished space above, as well as a detached barn offering abundant storage for boats, water toys, and recreational equipment. Combining exceptional privacy, extensive waterfrontage, and close proximity to everything by car or by boat, this is a unique opportunity to own a classic Lake Winnipesaukee property ready to be enjoyed for generations to come. 6 BR State approved septic.

5 Beds ⋅ 4 Baths ⋅ 5093615 MLS

A rare Lake Winnipesaukee offering, this legacy property features 300 feet of pristine waterfront and over 2.7 private acres and spectacular views, ideally situated between Meredith and Center Harbor, providing convenient access to shopping, dining, marinas, and all the attractions of the Lakes Region. Turn into the beautiful winding driveway and shortly you will be at home. Blending classic lakehouse charm with modern amenities, this inviting waterfront retreat is designed for gathering and making memories. The spacious kitchen is a chef's dream, featuring an 8-burner Viking range, walk-in pantry, wet bar, and ample space for entertaining. Multiple living areas, highlighted by two fireplaces, offer comfortable places to relax in every season, while the screened porch provides the perfect setting for morning coffee or evening dinners overlooking the lake. The main level includes a bedroom and ¾ bath, offering flexibility for guests and convenient first-floor living. Upstairs, the primary suite enjoys its own large private deck with sweeping water views, accompanied by two additional bedrooms and a full bath. Beautifully landscaped grounds lead to the waterfront, where two private docks, walk-in lake access, with sandy bottom and 300 feet of shoreline create an exceptional setting for boating, swimming, and enjoying life on the lake. An adorable bunkhouse with its own screened porch and ¾ bath provides a charming guest retreat just steps from the water. Additional features include a detached two-car garage with a screened porch and finished space above, as well as a detached barn offering abundant storage for boats, water toys, and recreational equipment. Combining exceptional privacy, extensive waterfrontage, and close proximity to everything by car or by boat, this is a unique opportunity to own a classic Lake Winnipesaukee property ready to be enjoyed for generations to come. 6 BR State approved septic.

28 Veasey Shore Rd, Meredith

Listing courtesy of Ellen Mulligan from Coldwell Banker Realty Center Harbor NH. (Cell: 603-387-0369)

$4,795,000

Offering an elegant lifestyle without compromise, this property spans 1.24 acres and boasts stunning ocean views, perfect for both grand celebrations and serene retreats. An array of five-star amenities enhances the private compound: an outdoor heated pool, a cabana bar with a television and grill, a putting green, an elevator, and an ocean-viewing platform with a private staircase to rugged Pint Cove. The first floor boasts open living areas that offer breathtaking views framed by expansive walls of windows. French doors lead to the covered seating and to the open sun deck, perfect for alfresco dining. The coastal ambiance is highlighted throughout the living area, with maple flooring, elegant, coffered ceilings, and a gas fireplace surrounded by handsome built-ins, raised paneling, and polished stone slabs. Ideal for gourmet cooking, the kitchen showcases an island with bar seating, a brushed stainless-steel refrigerator, an oversized gas range with double ovens, and custom cabinetry. Additional features on the first floor include a billiard room with a six-stool bar, an adjacent screened-in seaside porch, a guest suite with private deck access, and an overflow guest room with a nearby bathroom. The grand turret staircase, featuring elegant, twisted balustrades and a custom wood tray ceiling, leads to the generous primary suite. It includes a spacious living area with a wet bar and beverage refrigerator, a gas fireplace, and a door leading to a romantic balcony overlooking the sea. Double vanities, a large, jetted tub, and a separate custom-tiled shower define the primary bath. This level offers two additional guest suites and a workout nook. Downstairs, the media room features tiered theater seating, a wet bar with two beverage refrigerators, and a bar island. The temperature-controlled wine cellar features backlit wine storage and a tasting table, as well as a bathroom and ample storage. The garage comes with custom closets for additional organization.

4 Beds ⋅ 6 Baths ⋅ 5085269 MLS

Offering an elegant lifestyle without compromise, this property spans 1.24 acres and boasts stunning ocean views, perfect for both grand celebrations and serene retreats. An array of five-star amenities enhances the private compound: an outdoor heated pool, a cabana bar with a television and grill, a putting green, an elevator, and an ocean-viewing platform with a private staircase to rugged Pint Cove. The first floor boasts open living areas that offer breathtaking views framed by expansive walls of windows. French doors lead to the covered seating and to the open sun deck, perfect for alfresco dining. The coastal ambiance is highlighted throughout the living area, with maple flooring, elegant, coffered ceilings, and a gas fireplace surrounded by handsome built-ins, raised paneling, and polished stone slabs. Ideal for gourmet cooking, the kitchen showcases an island with bar seating, a brushed stainless-steel refrigerator, an oversized gas range with double ovens, and custom cabinetry. Additional features on the first floor include a billiard room with a six-stool bar, an adjacent screened-in seaside porch, a guest suite with private deck access, and an overflow guest room with a nearby bathroom. The grand turret staircase, featuring elegant, twisted balustrades and a custom wood tray ceiling, leads to the generous primary suite. It includes a spacious living area with a wet bar and beverage refrigerator, a gas fireplace, and a door leading to a romantic balcony overlooking the sea. Double vanities, a large, jetted tub, and a separate custom-tiled shower define the primary bath. This level offers two additional guest suites and a workout nook. Downstairs, the media room features tiered theater seating, a wet bar with two beverage refrigerators, and a bar island. The temperature-controlled wine cellar features backlit wine storage and a tasting table, as well as a bathroom and ample storage. The garage comes with custom closets for additional organization.

1 Cove Rd, York

Listing courtesy of Anne Erwin Real Estate from Anne Erwin Sothebys International Rlty. (Call/text 207-370-5406? for info)

$4,790,000

Waterfront contemporary luxury on a private lane in the coveted enclave of Quissett Harbor. Blending architectural distinction with coastal serenity, this exceptional 4BD/3.5BA residence offers light-filled living spaces designed for both everyday comfort and elegant entertaining. Soaring walls of glass and sun-filled interiors create a seamless connection to the surrounding landscape. The private primary suite wing features a study, walk-in closet, and expansive floor-to-ceiling windows. A separate bedroom wing offers two spacious guest rooms, while the second-floor guest suite provides flexible space for visitors, a home office, or artist's studio. Upgrades include native plant landscaping with new irrigation, new furnaces, and new roof. Two minute walk from scenic harbor offering a full service marina and yacht club. Adjacent is a nature preserve with hiking trails and secluded sandy beach. Unlimited recreation of sailing, kayaking, swimming at a private beach club, and nearby golf.

4 Beds ⋅ 4 Baths ⋅ 22603120 MLS

Waterfront contemporary luxury on a private lane in the coveted enclave of Quissett Harbor. Blending architectural distinction with coastal serenity, this exceptional 4BD/3.5BA residence offers light-filled living spaces designed for both everyday comfort and elegant entertaining. Soaring walls of glass and sun-filled interiors create a seamless connection to the surrounding landscape. The private primary suite wing features a study, walk-in closet, and expansive floor-to-ceiling windows. A separate bedroom wing offers two spacious guest rooms, while the second-floor guest suite provides flexible space for visitors, a home office, or artist's studio. Upgrades include native plant landscaping with new irrigation, new furnaces, and new roof. Two minute walk from scenic harbor offering a full service marina and yacht club. Adjacent is a nature preserve with hiking trails and secluded sandy beach. Unlimited recreation of sailing, kayaking, swimming at a private beach club, and nearby golf.

44 Carey Lane, Falmouth

Listing courtesy of Listing Agent: O'Neill Group (oneillgroup@robertpaul.com) from Listing Office: Berkshire Hathaway HomeServices Robert Paul Properties.

$4,790,000

Waterfront contemporary luxury on a private lane in the coveted enclave of Quissett Harbor. Blending architectural distinction with coastal serenity, this exceptional 4BD/3.5BA residence offers light-filled living spaces designed for both everyday comfort and elegant entertaining. Soaring walls of glass and sun-filled interiors create a seamless connection to the surrounding landscape. The private primary suite wing features a study, walk-in closet, and expansive floor-to-ceiling windows. A separate bedroom wing offers two spacious guest rooms, while the second-floor guest suite provides flexible space for visitors, a home office, or artist’s studio. Upgrades include native plant landscaping with new irrigation, new furnaces, and new roof. Two minute walk from scenic harbor offering a full service marina and yacht club. Adjacent is a nature preserve with hiking trails and secluded sandy beach. Unlimited recreation of sailing, kayaking, swimming at a private beach club, and nearby golf.

4 Beds ⋅ 4 Baths ⋅ 73542241 MLS

Waterfront contemporary luxury on a private lane in the coveted enclave of Quissett Harbor. Blending architectural distinction with coastal serenity, this exceptional 4BD/3.5BA residence offers light-filled living spaces designed for both everyday comfort and elegant entertaining. Soaring walls of glass and sun-filled interiors create a seamless connection to the surrounding landscape. The private primary suite wing features a study, walk-in closet, and expansive floor-to-ceiling windows. A separate bedroom wing offers two spacious guest rooms, while the second-floor guest suite provides flexible space for visitors, a home office, or artist’s studio. Upgrades include native plant landscaping with new irrigation, new furnaces, and new roof. Two minute walk from scenic harbor offering a full service marina and yacht club. Adjacent is a nature preserve with hiking trails and secluded sandy beach. Unlimited recreation of sailing, kayaking, swimming at a private beach club, and nearby golf.

44 Carey Lane, Falmouth

Listing courtesy of Listing Agent: O'Neill Group from Listing Office: .

$4,780,000

Welcome to exceptional elegance in a coveted location, perfectly positioned just steps from top-rated schools and Lexington’s most sought-after amenities. This custom home showcases thoughtful design & superior construction, w/ exquisite millwork, soaring 10-foot ceilings, & expansive windows that fill the home w/ natural light. Designed for luxury & everyday living, it incorporates mobility considerations w/ energy-efficient features throughout. Enjoy seamless indoor-outdoor living on a beautifully landscaped 1/2-acre setting, where outdoor spaces rival the interior. Standout features are; 6 en-suite bedrooms, including elegant primary suite, 1st floor accessible suite, a spectacular entertainment-sized kitchen w/ floor-to-ceiling custom cabinetry, large island, Wolf appliances, enviable pantry, office w/ fireplace; heated 3-car garage, 9-zone HVAC, 1st floor radiant heat, whole-house generator; Sonos & designer lighting w/ Legrand controls. Excellence personified in prime location.

6 Beds ⋅ 7 Baths ⋅ 73573880 MLS

Welcome to exceptional elegance in a coveted location, perfectly positioned just steps from top-rated schools and Lexington’s most sought-after amenities. This custom home showcases thoughtful design & superior construction, w/ exquisite millwork, soaring 10-foot ceilings, & expansive windows that fill the home w/ natural light. Designed for luxury & everyday living, it incorporates mobility considerations w/ energy-efficient features throughout. Enjoy seamless indoor-outdoor living on a beautifully landscaped 1/2-acre setting, where outdoor spaces rival the interior. Standout features are; 6 en-suite bedrooms, including elegant primary suite, 1st floor accessible suite, a spectacular entertainment-sized kitchen w/ floor-to-ceiling custom cabinetry, large island, Wolf appliances, enviable pantry, office w/ fireplace; heated 3-car garage, 9-zone HVAC, 1st floor radiant heat, whole-house generator; Sonos & designer lighting w/ Legrand controls. Excellence personified in prime location.

15 John Poulter Road, Lexington

Listing courtesy of Listing Agent: Coleman Group from Listing Office: William Raveis R.E. & Home Services.

$4,775,000

Perched in Solitude, one of Okemo’s most sought-after on-mountain neighborhoods, 924 Okemo Ridge Road offers exceptional slope access, sweeping long-range views, and the scale to comfortably bring generations together under one roof. With 7 bedrooms and 6.5 bathrooms, this is a true ski home designed for gathering, hosting, and making memories year after year. The home delivers classic ski lodge vibes with expansive living spaces, walls of glass framing the mountain views, and seamless indoor-outdoor flow. Slopeside outdoor living is a standout feature, with a maintenance-free deck system, covered hot tub area, heated stone patio, and an exterior fireplace built for long après-ski afternoons. Ski home, light the fire, and settle in. Inside, the kitchen was fully renovated in 2021 and anchors the main living space with new cabinetry, granite countertops, a reconfigured island, a dedicated coffee and bar area, a pizza oven, and thoughtfully integrated appliances—perfect for feeding a crowd. Multiple gathering zones include a theater room, game room, wine room, sauna, and a well-designed boot room that keeps ski days organized. Significant mechanical and system upgrades add peace of mind. Other great upgrades include Tesla charging and whole-home Sonos. The result is a turnkey, well-maintained slopeside retreat that balances comfort, durability, and fun—whether it’s a holiday weekend with the whole family or a quiet midweek powder day. Located just steps from some of the best skiing on the mountain at Okemo Mountain Resort, this Solitude home stands apart for its access, views, and ability to live large on the mountain. Visit the Okemo real estate community today. Taxes are based on current town assessment. ROFR

7 Beds ⋅ 7 Baths ⋅ 5076511 MLS

Perched in Solitude, one of Okemo’s most sought-after on-mountain neighborhoods, 924 Okemo Ridge Road offers exceptional slope access, sweeping long-range views, and the scale to comfortably bring generations together under one roof. With 7 bedrooms and 6.5 bathrooms, this is a true ski home designed for gathering, hosting, and making memories year after year. The home delivers classic ski lodge vibes with expansive living spaces, walls of glass framing the mountain views, and seamless indoor-outdoor flow. Slopeside outdoor living is a standout feature, with a maintenance-free deck system, covered hot tub area, heated stone patio, and an exterior fireplace built for long après-ski afternoons. Ski home, light the fire, and settle in. Inside, the kitchen was fully renovated in 2021 and anchors the main living space with new cabinetry, granite countertops, a reconfigured island, a dedicated coffee and bar area, a pizza oven, and thoughtfully integrated appliances—perfect for feeding a crowd. Multiple gathering zones include a theater room, game room, wine room, sauna, and a well-designed boot room that keeps ski days organized. Significant mechanical and system upgrades add peace of mind. Other great upgrades include Tesla charging and whole-home Sonos. The result is a turnkey, well-maintained slopeside retreat that balances comfort, durability, and fun—whether it’s a holiday weekend with the whole family or a quiet midweek powder day. Located just steps from some of the best skiing on the mountain at Okemo Mountain Resort, this Solitude home stands apart for its access, views, and ability to live large on the mountain. Visit the Okemo real estate community today. Taxes are based on current town assessment. ROFR

924 Okemo Ridge Rd S Unit S 11, Ludlow

Listing courtesy of Katherine K Burns from William Raveis Real Estate Vermont Properties. (Off: 802-228-8877)

$4,750,000

A fresh take on Modern Luxury awaits at this new construction home set on stunning property in the Old Hill area of Westport. Now complete and ready for immediate enjoyment, this dynamic residence is perfectly located for convenience to commuting, the train station, schools, shopping and more. Exhilarating architecture will awaken your senses as you approach this customquality home. Walls of glass blend the natural setting with stunning interiors, and bring sunlight deep into the spectacular rooms. The chef's kitchen is a showpiece, featuring bespoke oak cabinetry, premium finishes, and a substantial walkin pantry. Dual mainlevel offices support today's lifestyle. 5 spacious bedrooms and 7 refined baths create a harmonious balance of comfort and sophistication. The primary suite is a serene retreat with three fitted closets and a spalevel ambiance. Additional bedrooms offer generous scale and thoughtful design. A sunlit upstairs lounge and a finished thirdfloor space provide flexible areas for work, play, or creativity. The finished lower level offers exceptional spaces for fitness, media, or entertaining. Outside, an expansive patio overlooks 1.68 acres of private grounds, ideal for gatherings or quiet reflection. A 3car garage (with a separate bay for a trophy vehicle or storage) and sleek modern detailing complete this remarkable offering. An inspired blend of architecture, setting, and convenience await in a prime location. Pool permit in place.

5 Beds ⋅ 7 Baths ⋅ 24204438 MLS

A fresh take on Modern Luxury awaits at this new construction home set on stunning property in the Old Hill area of Westport. Now complete and ready for immediate enjoyment, this dynamic residence is perfectly located for convenience to commuting, the train station, schools, shopping and more. Exhilarating architecture will awaken your senses as you approach this customquality home. Walls of glass blend the natural setting with stunning interiors, and bring sunlight deep into the spectacular rooms. The chef's kitchen is a showpiece, featuring bespoke oak cabinetry, premium finishes, and a substantial walkin pantry. Dual mainlevel offices support today's lifestyle. 5 spacious bedrooms and 7 refined baths create a harmonious balance of comfort and sophistication. The primary suite is a serene retreat with three fitted closets and a spalevel ambiance. Additional bedrooms offer generous scale and thoughtful design. A sunlit upstairs lounge and a finished thirdfloor space provide flexible areas for work, play, or creativity. The finished lower level offers exceptional spaces for fitness, media, or entertaining. Outside, an expansive patio overlooks 1.68 acres of private grounds, ideal for gatherings or quiet reflection. A 3car garage (with a separate bay for a trophy vehicle or storage) and sleek modern detailing complete this remarkable offering. An inspired blend of architecture, setting, and convenience await in a prime location. Pool permit in place.

1 Twin Oaks Ln, Westport

Listing courtesy of Douglas Bross from Coldwell Banker Realty. (203) 526-6537 (203) 227-8424

$4,750,000

Located in the heart of the Monadnock Region, reknown for its cultural offerings, close knit communities, protected landscapes and recreational amenities including Crotched Mountain Ski area in town and nearby Crotched Mountain Golf Club. An impressive farm since the early 1800's, Pierce Hill Farm was transformed to a gentleman's estate in 1909. . Its over 306 acres feature extensive hayfields managed by a local farmer, cut stone walls built by Irish masons, gravel carriage roads, walking paths, a private pond, and mountain views. The three story main house has been conscientiously maintained and enjoys lovely grounds with gardens, broad lawn, in-ground pool with patio, tennis court and beautiful views. The first floor boasts large, gracious rooms for entertaining or family gathering. The second floor had a primary suite, two guest bedrooms and four small bedrooms in the kitchen wing. On the third floor are four large bedrooms and two more baths. Also dating from 1909 are the two bedroom, two bath guest house, the five bedroom, two bath farm manager's residence, and the former milk house, now a two bedroom one bath residence. An additional two bedroom 1 bath residence was built in 1961. All the houses enjoy a screened porch with a lovely, private outlook. Farm buildings incude the old dairy barn with slate roof, full hayloft, 2 bay vehicle storage, 4 animal pens and water hydrant. Its attached ell has a tractor bay, box stalls,hayloft, and more animal pens below. The horse barn was built as a showplace with a vaulted two story entry. Clerestory windows light the hayloft below the slate roof. The main aisle is floored with wood bricks and the stall walls have been removed, creating a light open space. The main floor also has a heated workshop, old plumbing, and storage rooms. A full, walkout lower level is used for storage. Additional outbuidings include a garden house, sap house, equipment barn, and old ice house now used for storage.

11 Beds ⋅ 7 Baths ⋅ 5106118 MLS

Located in the heart of the Monadnock Region, reknown for its cultural offerings, close knit communities, protected landscapes and recreational amenities including Crotched Mountain Ski area in town and nearby Crotched Mountain Golf Club. An impressive farm since the early 1800's, Pierce Hill Farm was transformed to a gentleman's estate in 1909. . Its over 306 acres feature extensive hayfields managed by a local farmer, cut stone walls built by Irish masons, gravel carriage roads, walking paths, a private pond, and mountain views. The three story main house has been conscientiously maintained and enjoys lovely grounds with gardens, broad lawn, in-ground pool with patio, tennis court and beautiful views. The first floor boasts large, gracious rooms for entertaining or family gathering. The second floor had a primary suite, two guest bedrooms and four small bedrooms in the kitchen wing. On the third floor are four large bedrooms and two more baths. Also dating from 1909 are the two bedroom, two bath guest house, the five bedroom, two bath farm manager's residence, and the former milk house, now a two bedroom one bath residence. An additional two bedroom 1 bath residence was built in 1961. All the houses enjoy a screened porch with a lovely, private outlook. Farm buildings incude the old dairy barn with slate roof, full hayloft, 2 bay vehicle storage, 4 animal pens and water hydrant. Its attached ell has a tractor bay, box stalls,hayloft, and more animal pens below. The horse barn was built as a showplace with a vaulted two story entry. Clerestory windows light the hayloft below the slate roof. The main aisle is floored with wood bricks and the stall walls have been removed, creating a light open space. The main floor also has a heated workshop, old plumbing, and storage rooms. A full, walkout lower level is used for storage. Additional outbuidings include a garden house, sap house, equipment barn, and old ice house now used for storage.

92,94,96,98,100 Pierce Hill, Bennington

Listing courtesy of Heather Peterson from Four Seasons Sotheby's International Realty. ()

$4,750,000

HILLTOP- Stunning hilltop estate just minutes from Norwich Village, Hanover, and Dartmouth College. This unrivaled property commands incredible southerly long-range views, along with a second view corridor to the east. The 73+ private acres feature an elegant hedge-lined driveway, pond with established gardens, open fields, tennis court, barn, and gazebo. Beautifully constructed with premium finishes throughout, the nearly 12,000 square foot home is solid and substantial and provides an ideal setting for either quiet relaxation or comfortable entertaining. The main level contains the majority of the living space, with open-concept areas encompassing the kitchen, dining room, and spectacular primary sunroom. A wood-paneled living room with a Rumford fireplace and sizable bar is nearby, creating a warm and inviting gathering space. On the west wing is a generous primary suite featuring a private office, luxurious bathroom, and large walk-in closet. Two additional private ensuite bedrooms on east side of the home complete the main level. The lower level is designed for recreation and relaxation, with a 40-foot indoor pool and second sunroom with a large hot tub overlooking the views, as well as a private office, home theater, exercise room, and greenhouse. Above the garage, the fantastic recreation room is ideal for family gatherings and additional sleeping space. This exceptional property offers an extraordinary sense of privacy without compromising proximity to the cultural, recreational, educational, and other conveniences of the Upper Valley. Some photos are virtually adjusted.

3 Beds ⋅ 7 Baths ⋅ 5105531 MLS

HILLTOP- Stunning hilltop estate just minutes from Norwich Village, Hanover, and Dartmouth College. This unrivaled property commands incredible southerly long-range views, along with a second view corridor to the east. The 73+ private acres feature an elegant hedge-lined driveway, pond with established gardens, open fields, tennis court, barn, and gazebo. Beautifully constructed with premium finishes throughout, the nearly 12,000 square foot home is solid and substantial and provides an ideal setting for either quiet relaxation or comfortable entertaining. The main level contains the majority of the living space, with open-concept areas encompassing the kitchen, dining room, and spectacular primary sunroom. A wood-paneled living room with a Rumford fireplace and sizable bar is nearby, creating a warm and inviting gathering space. On the west wing is a generous primary suite featuring a private office, luxurious bathroom, and large walk-in closet. Two additional private ensuite bedrooms on east side of the home complete the main level. The lower level is designed for recreation and relaxation, with a 40-foot indoor pool and second sunroom with a large hot tub overlooking the views, as well as a private office, home theater, exercise room, and greenhouse. Above the garage, the fantastic recreation room is ideal for family gatherings and additional sleeping space. This exceptional property offers an extraordinary sense of privacy without compromising proximity to the cultural, recreational, educational, and other conveniences of the Upper Valley. Some photos are virtually adjusted.

101 Old Coach Rd, Norwich

Listing courtesy of David Donegan from Snyder Donegan Real Estate Group. (Cell: 603-443-0044)

$4,750,000

Rare opportunity to experience waterfront living at its finest. Perfectly positioned on the picturesque Five Mile River with 240 feet of direct water frontage, this exceptional shingle-style residence offers panoramic water views, an all-tide dock, & direct access to Long Island Sound for boating, paddleboarding, kayaking, fishing, and waterfront entertaining. Designed to embrace its setting, the turnkey 4-bedroom, 3-bath home features a light-filled floor plan with vaulted ceilings, a chef's kitchen appointed with a new Sub-Zero refrigerator, Wolf oven, and gas cooktop, and seamless indoor-outdoor living extending to a private, enclosed waterfront yard, perfect for entertaining or enjoying sunrises over the harbor. Equipped with a full-house generator, underground irrigation, and abundant storage. Ideally located within walking distance of Rowayton Village, Metro-North, and the scenic roads of Tokeneke, this exceptional home offers the best of Fairfield County's coastal lifestyle. Spend your days enjoying Darien's beaches, charming cafes, boutique shops, and local restaurants, while taking advantage of a direct commute to Manhattan, less than an hour away. Combining an all-tide dock, expansive water frontage, and unparalleled access to both nature and amenities, this is a rare offering in one of Fairfield County's most coveted coastal communities. The listing agent can secure your private appointment. Available to move in immediately (before closing).

4 Beds ⋅ 3 Baths ⋅ 24196499 MLS

Rare opportunity to experience waterfront living at its finest. Perfectly positioned on the picturesque Five Mile River with 240 feet of direct water frontage, this exceptional shingle-style residence offers panoramic water views, an all-tide dock, & direct access to Long Island Sound for boating, paddleboarding, kayaking, fishing, and waterfront entertaining. Designed to embrace its setting, the turnkey 4-bedroom, 3-bath home features a light-filled floor plan with vaulted ceilings, a chef's kitchen appointed with a new Sub-Zero refrigerator, Wolf oven, and gas cooktop, and seamless indoor-outdoor living extending to a private, enclosed waterfront yard, perfect for entertaining or enjoying sunrises over the harbor. Equipped with a full-house generator, underground irrigation, and abundant storage. Ideally located within walking distance of Rowayton Village, Metro-North, and the scenic roads of Tokeneke, this exceptional home offers the best of Fairfield County's coastal lifestyle. Spend your days enjoying Darien's beaches, charming cafes, boutique shops, and local restaurants, while taking advantage of a direct commute to Manhattan, less than an hour away. Combining an all-tide dock, expansive water frontage, and unparalleled access to both nature and amenities, this is a rare offering in one of Fairfield County's most coveted coastal communities. The listing agent can secure your private appointment. Available to move in immediately (before closing).

61 Five Mile River Rd, Darien

Listing courtesy of Mitch Ross from William Raveis Real Estate. (203) 249-7937 (203) 227-4343