Feature Properties

Elegant Custom Estate on 1.8 Acres in Weston! This stunning 8,000+ sq ft Colonial sits on a beautifully landscaped, level 1.8-acre lot with a private drive and circular entry. Inside, a grand foyer with a sweeping staircase opens to formal living and dining rooms with soaring ceilings, crown moldings, and French doors. The gourmet kitchen with marble countertops, super high-end & branded appliances flows into a spacious family room and sunroom, both with fireplaces. A luxurious first-floor primary suite offers a spa-like bath, dual walk-in closets, private office, and gym. Residents and guests can unwind in the spacious private theater, perfect for an immersive entertainment experience. The expansive finished basement offers an additional comfortable living area, ideal for recreation, relaxation, or extended guest stays.Outdoors, enjoy a bluestone patio with built-in grill and fire pit, plus a resort-style pool with waterfall spa, surrounded by elegant stonework. Very near to schools.

568 Wellesley St, Weston

Listing courtesy of Listing Agent: Rose Hall from Listing Office: Blue Ocean Realty, LLC.

$4,375,000

5 Beds ⋅ 7 Baths ⋅ 73570598 MLS

Set on coveted Mashpee Neck, this spectacular waterfront home seamlessly pairs classic Cape Cod architecture with modern luxury. Built in 2025, the residence showcases superlative quality and craftsmanship throughout, while a private deep-water dock delivers the best of coastal living with access to Nantucket Sound. Immediately upon entering, an open layout defines the light-filled living spaces, complete with beamed ceilings, hardwood floors, and custom millwork. The eat-in chef's kitchen is equipped with professional-grade appliances, stone countertops, and a butler's pantry, ideal for casual living or grand entertaining. In the adjacent living room, a gas fireplace and wet bar offer a refined ambience, while sliding glass doors open to a waterside deck for al fresco dining. Providing the utmost comfort and convenience, an expansive first-floor primary suite leaves nothing to be desired, complete with two walk-in closets, a private balcony, and a sumptuous bathroom. On the second level, four en suite bedrooms ensure well-appointed accommodations for family and friends. The finished lower level provides endless opportunities for entertainment, with a home theater, fitness room, bar, and sliding glass doors that open to a covered terrace with a built-in barbecue overlooking the water. Located minutes from Willowbend, Mashpee Commons, and Cotuit Village, this stunning waterfront home is ready to be enjoyed.

28 Quaker Run Road, Mashpee

Listing courtesy of Listing Agent: Paul E. Grover from Listing Office: .

$4,375,000

5 Beds ⋅ 7 Baths ⋅ 22604338 MLS

Set on coveted Mashpee Neck, this spectacular waterfront home seamlessly pairs classic Cape Cod architecture with modern luxury. Built in 2025, the residence showcases superlative quality and craftsmanship throughout, while a private deep-water dock delivers the best of coastal living with access to Nantucket Sound. Immediately upon entering, an open layout defines the light-filled living spaces, complete with beamed ceilings, hardwood floors, and custom millwork. The eat-in chef's kitchen is equipped with professional-grade appliances, stone countertops, and a butler's pantry, ideal for casual living or grand entertaining. In the adjacent living room, a gas fireplace and wet bar offer a refined ambience, while sliding glass doors open to a waterside deck for al fresco dining. Providing the utmost comfort and convenience, an expansive first-floor primary suite leaves nothing to be desired, complete with two walk-in closets, a private balcony, and a sumptuous bathroom. On the second level, four en suite bedrooms ensure well-appointed accommodations for family and friends. The finished lower level provides endless opportunities for entertainment, with a home theater, fitness room, bar, and sliding glass doors that open to a covered terrace with a built-in barbecue overlooking the water. Located minutes from Willowbend, Mashpee Commons, and Cotuit Village, this stunning waterfront home is ready to be enjoyed.

28 Quaker Run Road, Mashpee

Listing courtesy of Listing Agent: Paul E Grover (paul@paulgrover.com) from Listing Office: Berkshire Hathaway HomeServices Robert Paul Properties.

$4,350,000

6 Beds ⋅ 7 Baths ⋅ 73507578 MLS

Rare Oceanfront Queen Anne Victorian Estate | Beachhurst | Boston Skyline Views directly on the ocean just 11 miles from Boston, this magnificent shingle-style home offers an unparalleled oceanfront lifestyle. Featuring 8 bedrooms (4 ensuite), & multiple outdoor spaces, the home is designed for grand entertaining and relaxed coastal living. Wake to sweeping views of Boston's glittering skyline, harbor islands, and open sea from nearly every room. Direct access to Eisen Beach puts sand and surf at your doorstep. The chef's kitchen opens via French doors straight to the water, while the wraparound covered porch and pergola invite endless hours of coastal enjoyment. The original craftsmanship designed by Richard Morris Hunt shines with inlaid hardwood floors, hand-carved balusters, stained-glass entry doors, rich wood paneling & multiple ornate fireplaces. Swampscott's most iconic oceanfront home with green lawn, all just minutes from the commuter rail with direct service to Boston.

251 Puritan Road, Swampscott

Listing courtesy of Listing Agent: Beth Dickerson from Listing Office: Gibson Sotheby's International Realty.

$4,350,000

10 Beds ⋅ 10 Baths ⋅ 24165309 MLS

Exceptional versatility in Stonington! Live comfortably in the main residence while generating steady rental income from the charming carriage house. Key Highlights: Main House + Carriage House: Ideal multi-generational or income-producing setup. Separate Legal Parcel: Includes an already-divided 2-family home and/or buildable lot, opening up endless possibilities-keep for immediate rental income, sell off separately, or develop further. Water Access: Enjoy nearby small boat and personal watercraft launch access to the Mystic River right on Whitehall Avenue.

152 & 156 Whitehall Ave, Stonington

Listing courtesy of Ann Buonocore from Buena Vista Real Estate Co.. (860) 572-7305 (860) 572-7305

$4,350,000

4 Beds ⋅ 6 Baths ⋅ 24141675 MLS

Exceptional versatility in Stonington! Live comfortably in the main residence while generating steady rental income from the charming carriage house. Key Highlights: Main House + Carriage House: Ideal multi-generational or income-producing setup. Separate Legal Parcel: Includes an already-divided 2-family home and/or buildable lot, opening up endless possibilities-keep for immediate rental income, sell off separately, or develop further. Water Access: Enjoy nearby small boat and personal watercraft launch access to the Mystic River right on Whitehall Avenue.

152 Whitehall Ave, Stonington

Listing courtesy of Ann Buonocore from Buena Vista Real Estate Co.. (860) 572-7305 (860) 572-7305

$4,350,000

5 Beds ⋅ 7 Baths ⋅ 73488436 MLS

Welcome to Bay Pond Road, a private waterfront enclave in the heart of Powder Point. Make summer exceptional with views of boats sailing by, beautiful sunsets from a covered porch, and exclusive water access with a boat mooring. This gracious home is set on almost 1acre of beautifully landscaped level grounds offering ample opportunities for pool and guest house/ADU expansion. Extensively renovated in 2009 by a notable Boston architect, this 5 BR, 7 bath, 5800sf home combines understated elegance with refined modern living. An expansive first floor main suite offers 2 full baths, 2 walk-in closets and overlooks the English gardens. Generous light-filled rooms, marble kitchen and baths, 3 fireplaces, walls of French doors, and stone patios are all hallmarks of this property. Every element of this home, from the gas lanterns to the custom millwork was selected with intention. A rare opportunity for a new owner to create their own tradition of exceptional living in coveted Powder Point

39 Bay Pond Rd, Duxbury

Listing courtesy of Listing Agent: Suzanne Stevens from Listing Office: South Shore Sotheby's International Realty.

$4,300,000

4 Beds ⋅ 5 Baths ⋅ 22601640 MLS

Perched above the Ospreys with views from the living room, kitchen, bedrooms, and outside patio of Nauset Beach and the Atlantic beyond, 12 Windswept Lane sits at the edge of the National Seashore. Located in the sought-after Countryside neighborhood and built in 1995, the 4,300-square-foot, 4-bedroom, 4.5-bath house is large enough to accommodate both family and friends. The open living space is bathed in light from ever-changing ocean and marsh views. A neighborhood path runs through the Orleans Conservation Trust and leads right to Nauset Beach. Around the corner, there is ORV North Beach private access exclusively for Orleans residents. Priscilla Beach is close by, lending itself to relaxing by the calm waters of Nauset Estuary, and is very popular for Kayaking and birdwatching in the sheltered marshes. This is beach living without the worry of storms and waves.

12 Windswept Lane, Orleans

Listing courtesy of Listing Agent: Jeffrey S Marcus (jeffrey.marcus@corcoranadvisors.com) from Listing Office: Corcoran Property Advisors.

$4,300,000

4 Beds ⋅ 5 Baths ⋅ 5100917 MLS

Near the protected waters of Diamond Cove, nestled within Winter Harbor, one of Lake Winnipesaukee's most sheltered and sought after areas, this rare offering in the prestigious Wyanoke Harbors Association presents an exceptional opportunity to create a lasting legacy in New Hampshire's premier lakefront destination. Set on approximately 1.78 acres with nearly 200 feet of shoreline, this property combines privacy, protected waters, and an exceptional lifestyle minutes from downtown Wolfeboro, America's Oldest Summer Resort. Charming boutiques, acclaimed restaurants, marinas, Carry Beach, and a vibrant year round community have made Wolfeboro one of New England's most sought-after waterfront destinations. Designed for gathering family and friends, the home features four generously sized bedrooms (plus 2 bonus rooms), 5 baths, and a functional floor plan with an expansive recreation room with a second kitchen ideal for entertaining, multi generational living, rainy day games, or seamless indoor/outdoor summer living. Separate bedroom wings provide privacy for owners and guests, while expansive waterfront-facing living spaces offer the perfect canvas for updates tailored to your vision. An attached two-car garage with Level II electric vehicle charging and access to public water add modern convenience. Outside, a cozy sandy beach invites swimming, kayaking, or simply relaxing along the shoreline, while a substantial T shaped dock provides effortless access to New Hampshire's largest lake, with 72 square miles of crystal-clear water, hundreds of islands, and countless secluded coves. Ownership also includes access to the Wyanoke Harbors tennis pickleball, and basketball courts. Whether enjoyed as it is or thoughtfully reimagined over time, this is a rare opportunity to secure one of Wolfeboro's premier waterfront settings, where protected waters, timeless views, and an exceptional Lakes Region lifestyle come together in a property to be treasured for generations.

6 Wyanoke Gate Ln, Wolfeboro

Listing courtesy of Sara Reineman from BHHS Verani Wolfeboro. (Cell: 781-708-5825)

$4,300,000

4 Beds ⋅ 5 Baths ⋅ 73505446 MLS

Perched above the Ospreys with views from the living room, kitchen, bedrooms, and outside patio of Nauset Beach and the Atlantic beyond, 12 Windswept Lane sits at the edge of the National Seashore. Located in the sought-after Countryside neighborhood and built in 1995, the 4,300-square-foot, 4-bedroom, 4.5-bath house is large enough to accommodate both family and friends. The open living space is bathed in light from ever-changing ocean and marsh views. A neighborhood path runs through the Orleans Conservation Trust and leads right to Nauset Beach. Around the corner, there is ORV North Beach private access exclusively for Orleans residents. Priscilla Beach is close by, lending itself to relaxing by the calm waters of Nauset Estuary, and is very popular for Kayaking and birdwatching in the sheltered marshes. This is beach living without the worry of storms and waves.

12 Windswept Lane, Orleans

Listing courtesy of Listing Agent: Jeffrey Marcus from Listing Office: Corcoran Property Advisors.

$4,299,000

5 Beds ⋅ 6 Baths ⋅ 73574948 MLS

Gracefully positioned along Winter Pond, this exceptional waterfront residence offers a rare opportunity to own one of the Flats most desirable addresses. A true legacy property, it has been beautifully renovated, maintained and updated, blending classic architecture with modern comfort. This 5-bedroom, 5.5 bath classic provides generous, well-proportioned rooms designed for both refined entertaining and relaxed daily living. Water views serve as a serene backdrop to the large modern kitchen, where the natural light dapples and shines all day. It's what everyone craves: the bright, sunny, warm inviting hub of the home. There is an attached mudroom with custom lockers/cabinets, and radiant heat floors. A large family room is attached and is highlighted by a gas-burning fireplace. The expansive living and dining rooms offer plenty of space for more formal entertaining and big groups. One of our favorite features is the study, tucked off the living room and connected to a divine screened-in porch. The natural woodwork and handsome architecture harken to yesteryear while providing the perfect home office and a place to unwind when done working. A generous primary suite is a private retreat with a spacious bath and ample walk-in closets. There are 4 other ample bedrooms, 3 of which are connected to baths, and a second-floor laundry complete this floor. The basement has a huge media and game room, sauna, gym, wine cellar and direct access through a mudroom to a covered patio. Several curated outdoor dining and gathering areas invite entertaining, sunset dinners or quiet reading, overlooking the pond. There is also a full walk-up attic with great ceiling height, unfinished and waiting for your inspiration. An oversized two-car garage with soaring ceilings complete the must-haves. Kayak, skate, go fishing and enjoy life on the water in one of Winchester's most prized, quiet neighborhoods!

4 Dartmouth, Winchester

Listing courtesy of Listing Agent: The Pallotta Group from Listing Office: Gibson Sotheby's International Realty.

$4,295,000

5 Beds ⋅ 7 Baths ⋅ 73574473 MLS

Why wait for new construction? Built in 2025, this Waban residence offers all the benefits of modern living in one of the most coveted locations on the same block as the recently built Zervas Elementary School and Richardson field and playground. Conveniently located with easy access to the heart of Waban Center, Newton Highlands and 4 Corners, as well as the the Windsor Club, and the MBTA Green Line (D), offering effortless access to Boston and beyond.Thoughtfully designed for today's lifestyle, the open-concept main level features a private office, elegant dining room, and a chef's kitchen showcasing custom cabinetry, top-of-the-line appliances, an oversized island, and a sun-drenched breakfast area with a beautiful built-in banquette. A spacious family room with fireplace flows seamlessly to a covered patio with outdoor kitchen, an entertainer's dream inside and out, complete with a large and private flat backyard. Upstairs, the luxurious primary suite impresses with two walk-in closets and a spa-inspired bath featuring a soaking tub, steam shower, and heated floors. Three additional ensuite bedrooms and a dedicated laundry room complete the second floor. A versatile third floor offers the ideal retreat for work or relaxation with another full bathroom, while the finished lower level provides a fifth bedroom, full bath, gym with built-in sauna, and media/playroom with space for every need. Solar panels are owned and included in the sale. Enjoy all the benefits of nearly new construction, in an established Waban location you'll love coming home to.

98 Beethoven Ave, Newton

Listing courtesy of Listing Agent: The Shulkin Wilk Group from Listing Office: Compass.

$4,295,000

4 Beds ⋅ 4 Baths ⋅ 73573613 MLS

OCEANFRONT LIVING AT ITS BEST! Welcome to 41B Wingaersheek Road, an exceptional 2023 modular coastal residence offering a rare combination of modern comfort, energy efficiency, investment potential, and direct access to one of Gloucester’s most coveted stretches of shoreline. Thoughtfully engineered and factory-built in precision-fabricated modules before being assembled on site, the home offers a sophisticated alternative to conventional construction. A combination of structural steel and wood framing creates a durable, highly engineered building envelope while maintaining a clean, modern aesthetic. Designed for year-round comfort and efficiency, this home features extensive closed-cell spray-foam insulation throughout the walls, floors, and roof. The property consists of two beautifully appointed residences, each offering 2 bedrooms and 2 full baths, creating a versatile 4-bedroom, 4-bath configuration. Both units feature bright, open-concept living spaces, sleek kitchens with quartz countertops, center islands, and stainless steel appliances, as well as in-unit washers and dryers. A convenient lockout door provides the option for the two residences to function independently as a multi-family property or be incorporated into one expansive single-family home, offering an ideal setup for extended family, guests, or those seeking additional private space. Steel structural components are integrated throughout the modular system, including engineered connections between modules, resulting in exceptional structural integrity and energy performance. Mechanical systems were carefully incorporated into the design, including heat-pump HVAC and air-conditioning, along with a heat-recovery ventilation system providing continuous whole-house ventilation. Plumbing and electrical systems were substantially installed within the factory-built modules and seamlessly connected during on-site assembly, allowing for an efficient and highly coordinated construction process.Designed for effortless coastal living, this home is equipped for year-round enjoyment. Step outside and follow the private path directly to the beach, where you can spend your days swimming or strolling the shoreline. This home offers the opportunity to create a private family compound, a sought-after vacation retreat, or an income-producing investment. Rarely available, this is a remarkable opportunity to own a piece of the Gloucester coastline.

41-B Wingaersheek Rd, Gloucester

Listing courtesy of Listing Agent: The Apex Team from Listing Office: Apex Realty Group, LLC.

$4,295,000

3 Beds ⋅ 4 Baths ⋅ 22604318 MLS

"I WANT A CAPE HOUSE THAT FEELS A WORLD AWAY. I want the driveway to wind through the trees, leave the road behind, and then there it is - our beautiful escape overlooking the water. I want to wake up to amazing views, head down to our own dock, and sail out along the River to Pleasant Bay. I want lazy afternoons on the deck, long summer dinners in a screened porch... and a massive outdoor fireplace for cool nights. And enough room for everyone to be together but without feeling crowded." And here it is. Set high on nearly an acre above saltwater Arey's Pond, this shingle-style home has the feel of a fine yacht, with dazzling views, open gathering spaces, cozy nooks, fir floors, four fireplaces, and a bridge-like upper-level walkway. Great for entertaining, the wet bar in the living room is the mainstay while a delicious meal comes together in the timeless chef's kitchen. Outside, bask in the freedom of your private dock, play some croquet on the back lawn, pick some blueberries for a home-made pie, and spend the evening on the screened porch. Three bedroom suites feel like their own retreats when the day is done. Once you're here, there's really nowhere else you need to be.

32 Areys Lane, Orleans

Listing courtesy of Listing Agent: Sarah Keith (sarah@capecodbliss.com) from Listing Office: eXp Realty, LLC.

$4,295,000

5 Beds ⋅ 6 Baths ⋅ 22601109 MLS

Welcome to 'Summer Salt', a stunning retreat where elegant coastal living meets timeless Cape Cod charm. Thoughtfully renovated, this exquisite home combines sophistication and ease, perfect for family gatherings or entertaining guests in style inside and out. Sweeping views of Arey's Pond and you own private deep water dock with easy access to Pleasant Bay. Beautiful grounds with a saltwater pool, hot tub, and large deck for gatherings or peaceful enjoyment. A must see if you are a boater, looking for a great investment, or want to enjoy summers on the Cape with your family and friends.

36 Areys Lane, Orleans

Listing courtesy of Listing Agent: The Eva Scott Group (eva.scott@gibsonsir.com) from Listing Office: Gibson Sotheby's International Realty.

$4,295,000

4 Beds ⋅ 4 Baths ⋅ 73542573 MLS

Experience the best of Magnolia waterfront living at 16 Hesperus Circle. Situated at the center of a truly private landscape with unobstructed, breathtaking views of the Atlantic, this exceptional residence offers over 4,000 square feet of living space with 4 bedrooms and 3.5 baths. A flowing open layout is designed to maximize natural light and showcase the spectacular coastal setting, creating an ideal space for both everyday living and entertaining. Step outside to a stunning infinity pool overlooking the water, where endless ocean vistas provide the backdrop for unforgettable gatherings and quiet moments alike. Enjoy the rare combination of privacy and convenience, with Magnolia Beach, downtown Magnolia's shops and restaurants, and all that Cape Ann has to offer just a short walk away. A remarkable opportunity to own a premier waterfront home in one of Gloucester's most coveted seaside neighborhoods.

16 Hesperus Circle, Gloucester

Listing courtesy of Listing Agent: Amanda Armstrong Group from Listing Office: Compass.

$4,295,000

4 Beds ⋅ 4 Baths ⋅ 73509923 MLS

This exceptional coastal retreat was designed to capture sweeping views of tidal salt marshes, natural vistas, and Nantucket Sound from nearly every room. Soaring ceilings & dramatic walls of glass fill the home with natural light and frame spectacular sunsets. Multiple sliders open to an expansive wraparound deck for effortless indoor-outdoor living. Chefs kitchen, dual living areas, and adjacent open dining create an exceptional setting for relaxing or entertaining. There's nearly 5,000 sq on three levels, with 4 bedrooms and 3.5 baths. The luxurious primary suite offers panoramic water and sunset views. A finished multi-room lower level includes family room and convenient kitchenette. Solar panels, generator, gas heat, Central A/C, outside shower, reclaimed wood floors & more. You'll enjoy a seasonal dock/catwalk on Bucks Creek for kayaking, paddle-boarding, or clamming from your own back yard - and the calm waters of Harding's Beach are a short stroll via sidewalk. Don't miss out!

38 Indian Trail, Chatham

Listing courtesy of Listing Agent: Lori Jurkowski from Listing Office: Christie's International Real Estate Atlantic Brokerage.

$4,295,000

5 Beds ⋅ 6 Baths ⋅ 73494776 MLS

Welcome to 'Summer Salt', a stunning retreat where elegant coastal living meets timeless Cape Cod charm. Thoughtfully renovated, this exquisite home combines sophistication and ease, perfect for family gatherings or entertaining guests in style inside and out. Sweeping views of Arey's Pond and your own private deep water dock with easy access to Pleasant Bay. Beautiful grounds with a saltwater pool, a hot tub, and a large deck for gatherings or peaceful enjoyment. A must-see if you are a boater, looking for a great investment, or want to enjoy summers on the Cape with your family and friends.

36 Areys Lane, Orleans

Listing courtesy of Listing Agent: The Eva Scott Group from Listing Office: Gibson Sotheby's International Realty.

$4,288,000

4 Beds ⋅ 4 Baths ⋅ 73574433 MLS

4 BEDROOMS, 3 FULL BATHS, 6442 SQUARE FEET.Situated on 2 acres of land with room to develop up to 6,000 more square feet onto the existing property, this is an unbelievable opportunity to be in the best location in Weston with the ability to expand — just a 15-minute commute to Boston. This renovated ranch-style estate is set in Weston's coveted South Side Golf Club neighborhood, bordering conservation land and scenic walking trails. Inside, the home offers light-filled, open living areas, dramatic high ceilings, and expansive windows throughout. A chef-caliber kitchen anchors the home with Wolf and Sub-Zero appliances, quartz counters, and custom cabinetry. The main level features a luxurious primary suite alongside two additional bedrooms, while the finished walkout lower level adds a guest/au pair suite, kitchenette, media room, and additional flexible living space.

80 Doublet Hill Rd, Weston

Listing courtesy of Listing Agent: William Montero from Listing Office: Gibson Sotheby's International Realty.

$4,275,000

4 Beds ⋅ 7 Baths ⋅ 22604608 MLS

Sited at the tip of one of the coveted West Dennis Fingers, this renovated waterfront home offers unobstructed, 180-degree water views that capture the feel of looking out from the deck of your private ship. Designed in an L-shape to ensure quiet, view-filled spaces, the home is a true private sanctuary at the water's edge where you can watch the sunrise, sunset & passing boats against the backdrop of Bass River & Nantucket Sound. Deep-water dockage includes a 72-foot dock on the protected lagoon side, plus a rare license & permit for a second dock on the river side. Extensive updates over the last five years feature new steel framing, a brand-new kitchen, refreshed baths, new wood floors, HVAC, whole-house generator and a custom seawall. The flexible floor plan offers primary suites on both the main & upper levels, plus a dedicated guest wing. Complete with a spacious two-car garage, seaside fire pit, and seamless ocean access, this is an extraordinary opportunity to establish your family's Cape Cod legacy.

18 Wendy Way, West Dennis

Listing courtesy of Listing Agent: The Cape House Team (TheCapeHouse@raveis.com) from Listing Office: William Raveis Real Estate & Home Services.

$4,275,000

4 Beds ⋅ 5 Baths ⋅ 24200461 MLS

Set on 7.06 acres in a premier Salisbury location, this custom-built modern farmhouse, completed in 2022, captures sweeping western mountain views across a beautiful pastoral landscape. Designed for exceptional one-floor living, the home is filled with natural light and thoughtfully oriented to take full advantage of its remarkable setting. At the heart of the home, a dramatic vaulted great room with exposed beams, a propane fireplace, and expansive walls of glass opens to the dining area and kitchen, creating a bright, inviting space with mountain views always in sight. The spacious kitchen features a large center island and adjoining butler's pantry, ideal for both everyday living and entertaining. The home offers four bedrooms, including a private primary suite with spectacular views and a light-filled, spa-like bath with a freestanding soaking tub and marble shower. Additional bedrooms also enjoy abundant natural light and views of the surrounding landscape. A dedicated fitness area provides additional space for recreation and wellness in the lower level. The lower level can be finished to accommodate more living space. Outside, professionally landscaped grounds surround the home, with broad lawns, open meadow, a heated gunite 16 x 50 pool and spa, and multiple areas for outdoor living-all set against an extraordinary mountain backdrop. House includes an auto-testing generator.

360 Taconic Rd, Salisbury

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

$4,250,000

4 Beds ⋅ 5 Baths ⋅ 73576453 MLS

This exceptional Chatham residence blends coastal luxury with country farmhouse charm in the exclusive Stage Neck neighborhood. Sited on nearly an acre lot with a separate barn/out-building, this property allows for privacy, with easy access to the Chatham Loop and vibrant downtown life. Abundant curb appeal starts with the circular driveway, mature plantings, and covered mahogany farmer's porch. Step inside to a home created by one of the Cape's finest craftsmen; custom built with meticulous care and quality. The floor plan provides multiple living areas on two levels, combined with open living spaces today's Buyers are seeking. Four en-suite bedrooms including a wonderful primary on the first floor w/amazing walk-in closet. Bright, renovated granite and stainless kitchen w/breakfast bar, center island, butler's pantry, and wet bar. Spacious living room offers a slider to a deck overlooking the yard. The first floor also encompasses a dining room, office nook, and full laundry room. Three fireplaces, beautiful wood floors, custom crown moldings, built-ins, natural gas heat, Central A/C, outside shower, well-irrigation, 2-car garage, full basement, and so much more. The stunning lot includes a charming barn with many possibilities: workshop, artist studio, kayak storage, or park a tractor! Properties like this don’t come along very often; this is one-of-a-kind offering in a remarkable location. Whether you desire a Summer retreat or elegant year-round living, you will find it here at 22 Moonpenny Lane!

22 Moonpenny Ln, Chatham

Listing courtesy of Listing Agent: Lori Jurkowski from Listing Office: Christie's International Real Estate Atlantic Brokerage.

$4,250,000

4 Beds ⋅ 5 Baths ⋅ 22604577 MLS

This exceptional Chatham residence blends coastal luxury with country farmhouse charm in the exclusive Stage Neck neighborhood. Sited on nearly an acre lot with a separate barn/out-building, this property allows for privacy, with easy access to the Chatham Loop and vibrant downtown life. Abundant curb appeal starts with the circular driveway, mature plantings, and covered mahogany farmer's porch. Step inside to a home created by one of the Cape's finest craftsmen; custom built with meticulous care and quality. The floor plan provides multiple living areas on two levels, combined with open living spaces today's Buyers are seeking. Four en-suite bedrooms including a wonderful primary on the first floor w/amazing walk-in closet. Bright, renovated granite and stainless kitchen w/breakfast bar, center island, butler's pantry, and wet bar. Spacious living room offers a slider to a deck overlooking the yard. The first floor also encompasses a dining room, office nook, and full laundry room. Three fireplaces, beautiful wood floors, custom crown moldings, built-ins, natural gas heat, Central A/C, outside shower, well-irrigation, 2-car garage, full basement, and so much more. The stunning lot includes a charming barn/out-building with many possibilities: workshop, artist studio, kayak storage, or park a tractor! Properties like this don't come along very often; this is one-of-a-kind offering in a remarkable location. Whether you desire a Summer retreat or elegant year-round living, you will find it here at 22 Moonpenny Lane!

22 Moonpenny Lane, Chatham

Listing courtesy of Listing Agent: Lori Jurkowski (lori@cireab.com) from Listing Office: Christie's International Real Estate Atlantic Brokerage.

$4,250,000

5 Beds ⋅ 6 Baths ⋅ 24205146 MLS

Exceptional custom-built residence in Greenwich's coveted Bailiwick Association, thoughtfully designed with the finest materials, craftsmanship and an effortless connection to the outdoors. Set on 1.4+ beautifully level acres, this 5,400+ SF transitional Colonial is filled with incredible natural light and offers seamless flow for everyday living and entertaining. A welcoming front porch opens to a dramatic double-height, front-to-back foyer. The elegant living and dining rooms feature beautiful millwork, soaring ceilings and walls of sliding glass doors opening to expansive decks and patios. At the heart of the home, a stunning chef's kitchen with double islands, Sub-Zero and Wolf appliances and butler's pantry anchors an expansive open living space with a sun-filled, vaulted breakfast area and family room. A first-floor ensuite bedroom with deck access, mudroom and two powder rooms complete the main level. Upstairs, the primary suite offers vaulted ceilings, a gas fireplace, two walk-in closets and luxurious marble bath with double vanities and oversized rainfall shower. Four additional bedrooms, three full baths, an office, sitting area and laundry complete the second floor. Mature trees and new landscaping surround the perfectly level property, while an oversized three-car garage with soaring ceilings offers room for lifts and additional parking. An exceptional setting just minutes to Glenville and approximately 10 minutes to Greenwich Avenue and the train.

7 Bailiwick Rd, Greenwich

Listing courtesy of Jennifer Leahy from Compass Connecticut, LLC. (917) 699-2783 (203) 343-0141

$4,250,000

5 Beds ⋅ 8 Baths ⋅ 22604240 MLS

Welcome to this extraordinary waterfront estate on Buzzards Bay. A scenic drive through Little Harbor Golf Club leads to this private, gated shingle-style retreat with shared tennis court access. Inside, exceptional craftsmanship, rich millwork, and architectural detail evoke a sophisticated Beacon Hill residence. The soaring great room with fireplace and dining area flows into a chef's kitchen with Viking range, Sub-Zero refrigeration, and oversized island. The main-level primary suite features a fireplace, walk-in closet, spa-like bath, and access to a covered porch with gas fireplace. Upstairs are three ensuite bedrooms, a lounge, and a private guest suite with kitchen, living area, and full bath. The signature lighthouse-inspired tower offers panoramic water views, while the third floor provides additional living space, wet bar, and full bath. Outside, enjoy beautiful stonework, a plunge pool, and a path to your private beach—ideal for swimming, kayaking, and paddleboarding. A rare coastal compound offering exceptional privacy and natural beauty.

4 Sherbourne Way, Wareham

Listing courtesy of Listing Agent: Shawn M Costa (Shawn.Costa@compass.com) from Listing Office: Compass Massachusetts, LLC.

$4,250,000

5 Beds ⋅ 8 Baths ⋅ 73568719 MLS

Welcome to 4 Sherburne Way, an extraordinary waterfront estate on Buzzards Bay. The journey begins with a drive through the Little Harbor Golf Club, under a lush canopy of trees, signaling your arrival at a retreat that offers a level of privacy rarely found on the South Coast. Beyond the stone pillars and gated entry, a stunning shingle-style residence awaits, complete with access to a shared tennis court. Inside, the home’s character unfolds with a grand foyer and a graceful turned staircase. The craftsmanship throughout is exceptional; the rich woodwork and architectural detail feel more like a sophisticated Beacon Hill estate than a typical beach house. The heart of the home is a soaring great room anchored by a fireplace and a formal dining area, flowing seamlessly into a chef’s kitchen. Outfitted with a Viking stove, Sub-Zero refrigeration, and a massive center island, this space is designed for both entertaining and quiet mornings. A casual sitting room and a spacious home office flank the main living area, offering versatile spaces for work or relaxation. The primary suite is also located on the main level, featuring a private fireplace, an expansive walk-in closet, and a spa-like ensuite bathroom with a soaking tub, double vanity, and bidet. Exterior doors lead directly to a large, covered porch, where a dedicated seating area and gas fireplace offer a perfect vantage point for the grounds. The second level is equally impressive, hosting a lounge area and three additional ensuite bedrooms. This floor also includes a self-contained living suite—perfect for guests or extended stays—featuring its own kitchen, living area, and full bath. The home’s most iconic architectural feature is the "tower room," designed to resemble a lighthouse. A ladder leads to an elevated lookout, providing breathtaking, panoramic water views that capture the true essence of this estate. The third level adds even more versatility with an additional seating area, full bath, and a wet bar. The outdoor living space is a masterpiece of stonework and natural beauty. Relax by the plunge pool or follow the path down to your own private beach. Whether you are launching a kayak, paddleboarding, or simply enjoying a swim, this is a rare opportunity to own a private coastal compound in an unmatched setting. Come live in a community where the landscape is treated with such reverence, surrounded by neighbors who truly value the stewardship and preservation of the natural world.

4 Sherburne Way, Wareham

Listing courtesy of Listing Agent: Shawn Costa from Listing Office: Compass.

$4,250,000

5 Beds ⋅ 7 Baths ⋅ 24200327 MLS

Ready to enjoy from day 1, all of the work has been done to upgrade and update 16 Rockyfield Road.The residence has been completely retooled (ask for the upgrade list!). This is the ideal home that does not feel generic and the luxury touches will make everyday seem special. The brand new kitchen is a showstopper featuring handcrafted Zellige tiles,a Lacanche range,2 dishwashers and custom cabinetry. The work did not stop there.The bathrooms,floors,bonus room and mud room have all been redone to make this house into a custom home. Outside the home truly comes alive. Pool (with autocover),spa,outdoor kitchen featuring a pizza oven,automated pergola and porcelain patio to enjoy entertaining and lingering summer evenings.

16 Rockyfield Rd, Westport

Listing courtesy of Meredith Cohen from Serhant Connecticut, LLC. (718) 570-5254 (203) 489-7800

$4,250,000

3 Beds ⋅ 4 Baths ⋅ 22603916 MLS

Waterfront home in the heart of Osterville Village, where charming shops, restaurants, and amenities are just a short stroll away. Enjoy spectacular, unobstructed views, sunsets and frontage on the picturesque North Bay- all this and room for a pool. This meticulously maintained and beautifully appointed home is move-in ready, offering the perfect opportunity to enjoy immediately or create your dream waterfront retreat. With a 5-bedroom septic system already installed, the property offers outstanding expansion potential, making it ideal for future additions or a custom renovation. Whether you're seeking a turnkey home or envisioning a larger estate, this exceptional property combines an unbeatable village location with endless possibilities. No flood insurance required on current property.

35 Blue Heron Drive, Osterville

Listing courtesy of Listing Agent: Tom P Foley (thefoleyco@comcast.net) from Listing Office: The Foley Company.

$4,250,000

4 Beds ⋅ 4 Baths ⋅ 5104137 MLS

Imagine being on the pristine shores of Lake Winnipesaukee in the highly sought-after low-tax town of Moultonborough, where timeless lakefront living meets exceptional craftsmanship. Situated on one of 3 bridged islands, completely renovated and thoughtfully expanded in 2014, this remarkable waterfront was redesigned to maximize natural light and capture breathtaking lake views from nearly every room. There have been many recent upgrades also, roof, furnace and hot water in 2026, some newer appliances, new built in grill, chimney and cap, and more. The reimagined floor plan offers an effortless blend of elegance and comfort, highlighted by an expanded primary suite featuring a spacious walk-in closet and luxurious en-suite bath. Every bathroom has been beautifully renovated with premium finishes, while new insulation, updated electrical wiring, Mitsubishi split-system air conditioning, and radiant heated floors in the welcoming front entry provide modern comfort and efficiency throughout. Designed for unforgettable lakeside living, the outdoor spaces are equally impressive. An expansive low maintenance deck with contemporary cable railings creates the perfect vantage point to take in the water and gorgeous mountain views,while the amazing screened porch complete with panoramic screens and a stunning stone fireplace extends the living space through every season. A bluestone patio with a built-in fire pit, outdoor grilling station, and professionally designed landscaping and fencing provide an exceptional setting for entertaining family and friends along the shores of New Hampshire's most iconic lake. From the custom stone and wood front entry to the thoughtfully added third-floor powder room, every detail reflects quality and intentional design. This is a rare opportunity to own a beautifully private waterfront home offering luxury, and an unparalleled lifestyle on Lake Winnipesaukee in one of the Lakes Region's most desirable communities.

170 Black Cat Island Rd, Moultonborough

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

$4,250,000

4 Beds ⋅ 6 Baths ⋅ 22600932 MLS

The location that has it all...walk to both town, fish pier, beach and baseball games....New Farmhouse with pool built by Morgan and Sons is completed. Enjoy Chatham from this 4BR 5.5 bath , 3980 sq foot home. All bedrooms offer spacious accommodations with private baths. First floor boasts a primary suite, an inviting study, living room with vaulted ceilings with large slider with views overlooking the new pool and patio area , airy chef's kitchen and dining area. A detached outer building houses a one car garage and a separate cabana comprised of 252 sf with living room, full bath and wet bar. Terrific entertaining home whether indoors or out.

222 Barcliff Avenue, Chatham

Listing courtesy of Listing Agent: Lori L Fanning Smith (Lori.Smith@compass.com) from Listing Office: Compass Massachusetts, LLC.

$4,250,000

3 Beds ⋅ 4 Baths ⋅ 22603504 MLS

Exceptional waterfront estate offering breathtaking views from nearly every room and a private sandy beach. Lovingly owned by the same family for nearly three decades, this spectacular 3 bedroom, 3.5 bath residence offers three levels of beautifully designed living overlooking Crow's Pond. A grand foyer opens to a dramatic living room with soaring ceilings, a fireplace, walls of windows, and sweeping water views. Glass doors lead from the living room to a deck and patio overlooking the water, creating the perfect setting for entertaining or relaxing. The first floor also features a waterfront dining room, kitchen, spacious primary suite, wood-paneled den, powder room, laundry, and an attached two-car garage. A charming side porch provides yet another inviting outdoor retreat with spectacular water views. Upstairs, two guest bedrooms enjoy water views and share a full bath. The walkout lower level offers a family room, office, full bath, natural light, and excellent storage. Experience Cape Cod's finest waterfront living with boating, kayaking, swimming, and fishing right from your private sandy beach. Ideally located next to Eastward Ho! and a short drive to downtown Chatham.

600 Fox Hill Road, Chatham

Listing courtesy of Listing Agent: Chris Rhinesmith (chris.rhinesmith@compass.com) from Listing Office: Compass Massachusetts, LLC.

$4,250,000

3 Beds ⋅ 4 Baths ⋅ 22601200 MLS

This stunning new contemporary home by Eastward Companies is nearing completion. Designed to embrace the unique topography and natural setting, it overlooks a flourishing natural hollow. The three levels of living space offer immersive views of the surrounding native flora, further enhanced by a comprehensive natural landscape plan. Walls of south-facing windows and multiple decks offer quiet spaces and tranquil vistas. The great room encompasses the first floor, ideal for gatherings. The natural wood chef's kitchen is a striking complement to the sleek lines and kerfed windows of the living and dining space. Upstairs are two guest bedrooms and a stylish primary suite with fireplace and private deck. The fixtures, finishes and workmanship throughout are superb. The lower walkout level is for media, games, and access to the inground plunge pool with its private granite patio, outdoor shower and gas fire pit. Watch the stars or the amazing variety of birds and wildlife that visit. Coupled with a superb Briar Springs Hills address, an area loved by walkers for generations, this property presents the ultimate Cape retreat or year-round home.

21 Pleasant View Drive, Orleans

Listing courtesy of Listing Agent: Jeffrey E Cusack (jeff@coveroadrealestate.com) from Listing Office: Cove Road Real Estate.

$4,250,000

3 Beds ⋅ 4 Baths ⋅ 73552814 MLS

Exceptional waterfront estate offering breathtaking views from nearly every room and a private sandy beach. Lovingly owned by the same family for nearly three decades, this spectacular 3 bedroom, 3.5 bath residence offers three levels of beautifully designed living overlooking Crow's Pond. A grand foyer opens to a dramatic living room with soaring ceilings, a fireplace, walls of windows, and sweeping water views. Glass doors lead from the living room to a deck and patio overlooking the water, creating the perfect setting for entertaining or relaxing. The first floor also features a waterfront dining room, kitchen, spacious primary suite, wood-paneled den, powder room, laundry, and an attached two-car garage. A charming side porch provides yet another inviting outdoor retreat with spectacular water views. Upstairs, two guest bedrooms enjoy water views and share a full bath. The walkout lower level offers a family room, office, full bath, natural light, and excellent storage. Experience Cape Cod's finest waterfront living with boating, kayaking, swimming, and fishing right from your private sandy beach. Ideally located next to Eastward Ho! and a short drive to downtown Chatham.

600 Fox Hill Rd, Chatham

Listing courtesy of Listing Agent: Chris Rhinesmith from Listing Office: Compass.

$4,250,000

6 Beds ⋅ 9 Baths ⋅ 24165540 MLS

Exceptional new construction by AR Luxury Homes with 7,500+/- square feet of thoughtfully designed living space across four finished levels in a prime Westport location. This 6-bedroom, 6 full and 3 half bath residence blends refined craftsmanship with modern functionality, featuring an open-concept layout ideal for both everyday living and entertaining. The heart of the home is a custom-designed kitchen equipped with premium appliances including Wolf and Sub-Zero, expansive island, and seamless flow to the family room with fireplace. Three fireplaces throughout the home add warmth and architectural interest. White oak flooring, custom millwork, and high-end finishes elevate every space. The upper levels offer a luxurious primary suite with spa-like bath and custom closet, along with well-appointed secondary bedrooms. A fully finished lower level with walkout access provides flexible space for recreation, fitness, or additional living. Set on a level .50-acre property, the outdoor experience is complete with a 15' x 30' heated gunite pool, bluestone patio, and professionally planned landscaping-perfect for enjoyment and relaxation. Additional features include city water and sewer, propane gas, 400-amp electrical service, 24 KW generator, and wiring for audio, security, and smart home systems. A rare opportunity to own a new construction home with exceptional scale, quality, and amenities. Still time to customize finishes.

6 Janson Dr, Westport

Listing courtesy of Brett Lieberman from The Riverside Realty Group. (203) 216-2515 (203) 226-8300

$4,250,000

4 Beds ⋅ 6 Baths ⋅ 73493426 MLS

The location that has it all...walk to both town, fish pier, beach and baseball games... New Farmhouse being built by Morgan and Son is well underway and expecting completion by July. Enjoy Chatham from this 4BR 5.5 baths, 3980Sq foot home. All bedrooms offer specious accommodations with private baths. First floor boasts a primary suite, an inviting study, living room with vaulted ceilings large slider with views overloooking the new pool and patio area, airy chef's kitchen and dining area. A detached outer building houses a one car garage and a seperate

222 Barcliff, Chatham

Listing courtesy of Listing Agent: Lori Fanning Smith from Listing Office: Compass.

$4,200,000

5 Beds ⋅ 5 Baths ⋅ 73570743 MLS

SET DIRECTLY on the Pleasant Bay estuary, 5 Kidd Way offers expansive water views, immediate deepwater boating access, and exceptional privacy on nearly 1.5 acres. This distinctive 5BR/5BA home spans three finished levels, with flexible living spaces designed to accommodate family and guests. The light-filled main level features open living and dining areas overlooking the water, a wood-burning fireplace, updated kitchen with quartz countertops and new appliances, and a spacious primary suite. Multi-level mahogany decks extend the living outdoors and provide an ideal setting for dining and entertaining. Additional bedroom suites and flexible spaces are located on the upper and lower levels, including private exterior access from the lower level. A separate heated and cooled guest cottage with full bath offers excellent possibilities for guests, a studio or home office, or potential ADU use. The 1.4+ acre setting provides room for a pool or additional accessory structure, subject to approvals. Enjoy private shoreline access for kayaking, paddleboarding, swimming, sailing, and boating. The existing deepwater mooring is available subject to Harbormaster approval.With a proven peak-season rental history approaching $100,000 per year, 5 Kidd Way offers an unusual combination of waterfront lifestyle, flexibility, and income potential—all just minutes from Orleans and Chatham. NOTE: A substantial addition and renovations have been completed at the property. These alterations are not yet reflected in public records, assessments, or estimated valuations.

5 Kidd Way, Orleans

Listing courtesy of Listing Agent: Frances Schofield from Listing Office: .

$4,200,000

4 Beds ⋅ 6 Baths ⋅ 5108010 MLS

"Twin Willows... A private Architectural Gem with captivating vistas amidst the pines." Timeless elegance and modern comfort blend to perfection in this handsomely designed home, thoughtfully nestled on a private 18 acre estate. Every detail reflects consummate care and superb craftsmanship! No expense has been spared creating this serene retreat where luxury meets nature! Surrounded by dramatic views this amazing property also includes a most charming and cozy (as it gets) two bedroom guest house providing additional space for family and guests. Adding to the appeal is an impressive 2+bay garage and substantial workshop offering extraordinary flexibility for collectors, craftsmen, or anyone who values exceptional workspace! This is more than a home! It is a sanctuary of beauty, privacy and impeccable design! And a story waiting to be continued..!

325 Twin Willows Ln, Dorset

Listing courtesy of Sunny Breen from Josiah Allen Real Estate, Inc.. ()

$4,200,000

6 Beds ⋅ 5 Baths ⋅ 73570627 MLS

This rare and special property is available for the first time in 35 years! A near acre parcel surrounded by mature growth trees perched above a quiet dead-end street overlooking Newton’s largest conservation area, Webster Woods, just 2 blocks from the heart of Newton Center, and less than 15 minutes from downtown Boston. A prime location with great convenience and proximity to everywhere in the Greater Boston area. This wonderfully designed contemporary family home has 6 bedrooms and an office with 4 full and 1 half baths. The thoughtful layout of the home has some unique features including: a 2-room en-suite 1st floor bedroom, a 2nd 1st floor bedroom, as well as a dedicated study/office; a large double-height great room and dining room are the heart of the home that function perfectly for hosting large gatherings and holiday celebrations with family and friends; and on the 2nd floor there is a huge private primary suite with soaring ceilings, a large en-suite bathroom with steam shower and soaking tub, and a generous light-filled walk-in closet. The primary suite does NOT share any walls with any of the other bedrooms or living spaces providing for maximum privacy. The property itself is uncommonly desirable for its size and privacy, as well as its zoning. The home is not subject to historical review/control and allows for as much as 12,500SF above grade, so future owners have tremendous liberty to renovate and/or expand to make this home and property ideally suited to their taste and needs. A truly exceptional place for you and your loved ones to make your home for many years to come!

40 Warren Street, Newton

Listing courtesy of Listing Agent: Philip Garfinkle from Listing Office: Philip Garfinkle Realty Inc..

$4,200,000

5 Beds ⋅ 5 Baths ⋅ 22604327 MLS

SET DIRECTLY on the Pleasant Bay estuary, 5 Kidd Way offers expansive water views, immediate deepwater boating access, and exceptional privacy on nearly 1.5 acres. This distinctive 5BR/5BA home spans three finished levels, with flexible living spaces designed to accommodate family and guests. The light-filled main level features open living and dining areas overlooking the water, a wood-burning fireplace, updated kitchen with quartz countertops and new appliances, and a spacious primary suite. Multi-level mahogany decks extend the living outdoors and provide an ideal setting for dining and entertaining. Additional bedroom suites and flexible spaces are located on the upper and lower levels, including private exterior access from the lower level. A separate heated and cooled guest cottage with full bath offers excellent possibilities for guests, a studio or home office, or potential ADU use. The 1.4+ acre setting provides room for a pool or additional accessory structure, subject to approvals. Enjoy private shoreline access for kayaking, paddleboarding, swimming, and boating. The existing deepwater mooring is available subject to Harbormaster approval. With a proven peak-season rental history approaching $100,000 per year, 5 Kidd Way offers an unusual combination of waterfront lifestyle, flexibility, and income potential—all just minutes from Orleans and Chatham. NOTE: A substantial addition and renovations have been completed at the property. These alterations are not yet reflected in public records, assessments, or estimated valuations.

5 Kidd Way, Orleans

Listing courtesy of Listing Agent: Fran I Schofield (fschofield@robertpaul.com) from Listing Office: Berkshire Hathaway HomeServices Robert Paul Properties.

$4,200,000

3 Beds ⋅ 5 Baths ⋅ 5107161 MLS

Welcome to 350 Portsmouth Avenue, an exceptional waterfront residence offering a front row seat to one of the most captivating maritime settings on the New Hampshire Seacoast. With expansive water views of the Piscataqua River and Back Channel, this remarkable property captures everything that makes New Castle waterfront living so special. From magnificent ships and iconic Portsmouth tugboats to sailboats, fishing vessels and pleasure craft, the ever changing boat traffic provides a spectacular backdrop from morning until night. A private deep water dock makes this a dream for boating enthusiasts, offering direct access to Portsmouth Harbor, the Piscataqua River and the open Atlantic. Adding to the property's unique appeal is deeded access to the Back Channel, creating a wonderful launching point for kayaks and paddleboards. Designed to embrace this extraordinary setting, the home features multiple waterfront decks for entertaining, outdoor dining or simply watching the river come alive. A walk-out lower level extends the living space outdoors, while the hot tub and sauna create a private waterfront retreat to enjoy throughout the seasons. Enjoy all the amenities that make New Castle one of the Seacoast's most coveted communities, the nearby yacht clubs, Wentworth Marina, Wentworth by the Sea Country Club, Great Island Common, beaches and the historic charm of island living, all just minutes from downtown Portsmouth. And with New Castle's exceptionally low property taxes, this is a rare opportunity to combine an extraordinary waterfront lifestyle with one of New Hampshire's most desirable communities. Deep water boating out your front door. Kayaking and paddleboarding from your deeded Back Channel access. Incredible water views, spectacular boat traffic, waterfront decks, hot tub and sauna, all in the heart of New Castle. 350 Portsmouth Avenue isn't simply a waterfront home, it's a lifestyle defined by the water.

350 Portsmouth Ave, New Castle

Listing courtesy of Janet Sylvester from Great Island Realty LLC. ()

$4,200,000

3 Beds ⋅ 3 Baths ⋅ 22602056 MLS

Laissez Faire, designed and built by Polhemus Savery DaSilva in 2012, is a coastal showpiece set in Hardings Beach Hills, with sweeping views of the marsh and creek. Blending classic Cape vernacular with modern lines, the home showcases exceptional craftsmanship and architectural detail throughout. The open main level is anchored by an arched fireplace wall that flows into a dramatic two-story dining area and reading loft, both set off by a soaring wall of windows with water views. The chef's kitchen offers bar seating, while a versatile bedroom or study, full bath and mudroom complete the floor. The primary suite is a quiet retreat, featuring a fireplace, built-in bookshelves, a window seat and a luminous stained-glass accent window. A second guest suite with vaulted ceilings completes the upper level. The walk-out lower level provides generous family space, custom built-ins, abundant storage and room for expansion. Outdoors, mature plantings, stonework, a large deck and a pergola patio create a seamless connection to the landscape. As part of the Bucks Creek Association, residents enjoy access to a private picnic area and dock on Nantucket Sound. The nearby Cape Cod Rail Trail offers an easy, scenic ride to downtown Chatham and surrounding towns.

30 Indian Trail, Chatham

Listing courtesy of Listing Agent: Chris Rhinesmith (chris.rhinesmith@compass.com) from Listing Office: Compass Massachusetts, LLC.

$4,200,000

6 Beds ⋅ 8 Baths ⋅ 24192442 MLS

Nestled within the absolute privacy of the 1,700-acre Doolittle Lake Company woods, this beautifully maintained 100-acre estate across two parcels features a magnificent 5,670-square-foot 1780 Center Hall Colonial blending colonial and Art Deco charm. Painstakingly relocated in the 1930s by architect Robert Carrere, the home boasts grand reception rooms with wide red pine floors, two wet bars, and nine wood-burning fireplaces. Authentic 1930s nostalgia is preserved through functioning rotary dial phones and butler bells, while the gourmet kitchen is updated with a fireplace, custom cabinetry with antique glass, and a unique trout-cleaning fish sink on the back porch. The main floor opens to stone-walled perennial gardens and a custom, heated oval gunite pool, complete with a dramatic arched pool house featuring kitchenette, half bath, dressing rooms, and an outdoor shower. Upstairs, the primary suite offers a private sitting area, fireplace, and steam shower alongside three large ensuite bedrooms with fireplaces, and a playroom. A private ensuite studio bedroom sits above the heated three-car garage, offering perfect accommodations for staff or guests.

210 Doolittle Dr, Norfolk

Listing courtesy of Martha Mullins from William Pitt Sotheby's Int'l. (860) 480-5168 (860) 435-2400

$4,200,000

5 Beds ⋅ 7 Baths ⋅ 73548853 MLS

Extraordinary Shingle Style estate set on one of Wayland’s most spectacular private settings. Positioned on a hill overlooking sweeping lawns, a winding drive leads to a circular motor court with generous parking. Blending classic style with relaxed comfort, a grand open-concept living space flows from a chef’s kitchen to a family room, “laptop lounge,” and billiard room with wet bar. Upstairs, the luxurious primary suite includes walk-in closets, fireplace, balcony, and gorgeous spa bath. A private one-bedroom guest apartment is located above the 3-car garage. The third floor offers space for recreation, media, or remote work. Additional highlights include a spacious home gym and a resort-style backyard with covered porch, expansive deck with outdoor kitchen and bar, fire pit, putting green, saltwater infinity-edge pool and spa, all surrounded by lush grounds and specimen plantings. This special retreat offers the benefit of top-rated schools and easy access to Boston.

226 Cochituate Rd, Wayland

Listing courtesy of Listing Agent: The Joni Shore Group from Listing Office: Douglas Elliman Real Estate - Wellesley.

$4,200,000

5 Beds ⋅ 7 Baths ⋅ 24187690 MLS

Stunning European-style mini-estate where rolling golf course greens meet breathtaking views of the Long Island Sound. Crafted with a timeless stone exterior, cedar roof, hardwood floors, and exquisite granite surfaces, this home offers an unparalleled lifestyle of privacy and sophistication. The heart of the home is an open-concept layout featuring a soaring 2-story family room with dramatic French doors that open to a backyard oasis. The chef's kitchen is equipped with high-end appliances, custom cabinetry, and a massive center island. The main floor boasts a formal dining room, a dedicated office with built-in bookshelves, and a luxurious primary suite featuring vaulted ceilings, a private screened porch overlooking the golf course, and a spa-like bath with a soaking tub and custom walk-in closet. Upstairs, a stunning balcony looks out to the Sound, leading to 4 generous bedrooms: 2 en-suites and 2 sharing a Jack-and-Jill bath. The lower level is the ultimate entertainment hub, offering 3,000 sq ft of finished space designed as a private club with a state-of-the-art gym, connoisseur's wine room, spacious billiards room, and full bath. Step outside to a private paradise with manicured gardens, a sparkling gunite pool, and a pool house with a full bath. A fully equipped outdoor kitchen makes summer hosting an absolute breeze. Do not miss this rare opportunity to own a resort-style masterpiece.

95 Old Saugatuck Rd, Norwalk

Listing courtesy of Toni Mickiewicz from William Pitt Sotheby's Int'l. (203) 246-4340 (203) 227-1246

$4,200,000

6 Beds ⋅ 9 Baths ⋅ 24176656 MLS

Rare beachfront opportunity at 40 Pond Rd in Old Lyme featuring two homes on one lot with incredible views of Long Island Sound. This exclusive coastal property includes one beautifully remodeled home and one brand-new construction home nearing completion, offering exceptional flexibility for guests, rental potential, or multi-generational use. Designed with modern coastal living in mind, the new construction features sleek concrete floors, open floor plans, abundant natural light, stylish bathrooms, and seamless indoor-outdoor living. Enjoy breathtaking water views from the expansive beachside deck, perfect for relaxing, entertaining, and taking in the shoreline setting. A private exclusive mooring adds tremendous value for boating enthusiasts, with direct access to the water. A truly unique Long Island Sound beachfront compound combining modern design, luxury finishes, and an unmatched coastal lifestyle 365 days of the year.

40 Pond Rd, Old Lyme

Listing courtesy of Maria Bardelli from Douglas Elliman of Connecticut. (203) 509-2434 (203) 889-5580

$4,200,000

3 Beds ⋅ 3 Baths ⋅ 73515489 MLS

Laissez Faire, designed and built by Polhemus Savery DaSilva in 2012, is a coastal showpiece set in Hardings Beach Hills, with sweeping views of the marsh and creek. Blending classic Cape vernacular with modern lines, the home showcases exceptional craftsmanship and architectural detail throughout. The open main level is anchored by an arched fireplace wall that flows into a dramatic two-story dining area and reading loft, both set off by a soaring wall of windows with water views. The chef’s kitchen offers bar seating, while a versatile bedroom or study, full bath and mudroom complete the floor. The primary suite is a quiet retreat, featuring a fireplace, built-in bookshelves, a window seat and a luminous stained-glass accent window. A second guest suite with vaulted ceilings completes the upper level. The walk-out lower level provides generous family space, custom built-ins, abundant storage and room for expansion. Outdoors, mature plantings, stonework, a large deck and a pergola.

30 Indian Trail, Chatham

Listing courtesy of Listing Agent: Chris Rhinesmith from Listing Office: Compass.

$4,200,000

4 Beds ⋅ 5 Baths ⋅ 73500198 MLS

A remarkable waterfront setting meets exceptional craftsmanship on 1.55 acres along Cohasset’s Gulph River. Reimagined over two years as a forever home, this residence was comprehensively reconstructed by a respected local builder and expanded from the original foundation up, transforming a classic Cape into an elegant French Colonial while preserving meaningful pieces of its history. More than 5,700 SF of living space is framed by panoramic river and marsh views with walls of glass presenting spectacular sunrises and serene sunsets. The home's slopeside position creates an elevated setting overlooking the river and marsh while offering a private backyard oasis. Inside the home, wide-plank hickory floors, high-efficiency Andersen windows and doors, closed-cell insulation, three-zone HVAC and a high-performance hot water system reflect the same attention to quality found throughout. At the center of the home, the chef’s gourmet kitchen pairs professional-grade Viking appliances with leathered Brazilian quartzite, custom cabinetry, imported Moroccan tile and a commercial-grade hood trimmed in reclaimed 1800s barn beams. Open living and dining spaces flow to the waterside deck, while the living room’s gas fireplace features a handcrafted mantel of the original hand-sawn barn beam. The primary suite is a private retreat with a balcony, a walk-in closet, and a distinctive spa bath with a custom Turkish-spindle vanity, an oversized clawfoot soaking tub, and a Tadelakt-finished shower. Three additional bedrooms and two more full baths complete the second floor. The finished walkout lower level, with two sets of French doors, water views, full bath, and polished concrete floors, offers flexible space for a gym, recreation, guests and more. Outside, an expansive lawn offering endless possibilities leads toward the river with timeless views across the estuary and direct access to the water. A renovated barn adds exceptional versatility, including a heated and cooled second floor ideal for an office or studio. MoistureShield CoolDeck composite decking, a backup generator, and thoughtful efficiency upgrades complete this extraordinary Cohasset property, just a short walk to the Village, commuter rail, restaurants, and harbor.

392 S Main St, Cohasset

Listing courtesy of Listing Agent: Rosemary Sullivan from Listing Office: Conway - Hingham.

$4,200,000

4 Beds ⋅ 3 Baths ⋅ 73453125 MLS

Northern California coast meets Boston's Gold Coast in this iconic, 4-bedroom, 3-bath direct waterfront Mid-century Modern house in Prides Crossing. Designed by famous architect John Lawrence Jr. as a weekend retreat, this home enjoys an unparalleled level of privacy and panoramic, 180-degree vistas of Manchester-by-the-Sea, Marblehead, Salem Sound to Misery and beyond. Sited on 2+ acres abutting RockMarge Estate to the west and 18 acres of conservation land to the east, the elevated living space is framed by seagrass covered dunes at the very end of a secluded, winding road lined with lush vegetation. Ideal for entertaining or intimate gatherings, this property is a slice of heaven. Looking to create something completely new? This offering includes city approvals and plans in hand to build a new 4,600+ sq. ft. primary residence and preserve 1,300 sq. ft. of existing home as a beach cabana. This is an exceptional opportunity.

68 Paine Ave, Beverly

Listing courtesy of Listing Agent: Alexandra Cutler from Listing Office: J. Barrett & Company.

$4,200,000

6 Beds ⋅ 8 Baths ⋅ 24116481 MLS

A Historic Masterpiece, Reimagined for Modern Living Originally crafted in 1931 by renowned architect Frazier Forman Peters, this iconic stone residence has been completely reinvented-expanded, redesigned, and redefined for today's luxury lifestyle. The newly completed home now offers over 9,000 square feet of exquisite living space with 6 bedrooms, 7.5 baths, and every modern comfort imaginable, all while preserving the timeless character of its hand-cut fieldstone construction. Inside, soaring ceilings, a dramatic double staircase, and elegant living and dining spaces create a perfect blend of grandeur and warmth. Five fireplaces anchor inviting gathering areas, while French doors lead to light-filled suites and sweeping terraces overlooking the serene landscape. From its architectural heritage to its meticulous, top-to-bottom reinvention, this residence stands as a true work of art-a rare fusion of history, craftsmanship, and modern sophistication-just minutes from downtown New Canaan. SQ FT REFLECTS TO BE BUILT RENDERINGS 9000 SQ FT+-

760 Valley Rd, New Canaan

Listing courtesy of Richard Breglia from Coldwell Banker Realty. (203) 273-3916 (203) 622-1100

$4,199,000

5 Beds ⋅ 5 Baths ⋅ 73575200 MLS

Sophisticated elegance best describes this residence in prestigious location on Belmont Hill. Some say it feels like a small boutique hotel perfect for entertaining with features like a brand new heated gunite salt water pool, an outdoor grilling station, a home gym, a great room with wet bar and Sub zero wine column, and a caterer's kitchen. The showpiece of the home is the custom kitchen in the center of all the activity with huge island, sub zero refrigerator, Wolf range and wall ovens, custom pantry all with direct access to a cozy family room with fireplace. There are 5 bedrooms including the primary with spa like bath that includes dual sinks plus a make up area, freestanding tub, and heated floors. This is the home you have been looking for. Belmont is a great community with top ranking schools, easy access to Cambridge and Boston, a commuter rail stop and buses to Alewife and Harvard Square.

55 Crestview Rd, Belmont

Listing courtesy of Listing Agent: Lori Orchanian from Listing Office: Coldwell Banker Realty - Belmont.

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