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21 Ruggles Road, Orleans
$2,695,000
3 Beds ⋅ 2 Baths ⋅ 22604315 MLS
Waterfront with a dock on Town Cove in Orleans! This well built meticulously maintained 3 bedroom 2 bath Cape has sweeping water views from every room! With high ceilings and oversized windows the water view commands attention; meanwhile the rear deck and patio encourage outdoor living. The detached garage with loft is a good spot for future expansion. This house has been beautifully cared for. All the important updates are done. The back yard has room for a pool. The septic is in the front yard and has been recently replaced. There is a generator and central AC. This home has room all the way around for expansion. Dock is private and yes a boat can be tied up to it; the water is approx 2.5 to 3 feet at dead low tide. Owned by the same family for the past 50 years; opportunities like this don't come along often. Come see this beautiful spot to call home!

21 Ruggles Road, Orleans

Listing courtesy of Listing Agent: Beth Ryan (beth.ryan@compass.com) from Listing Office: Compass Massachusetts, LLC.

124 Main St., Tisbury
$2,695,000
5 Beds ⋅ 4 Baths ⋅ 73560291 MLS
Historic Water View Elegance Meets Modern Luxury in Vineyard Haven: Step into a piece of Martha's Vineyard history with this exceptionally charming antique Cape, originally dating back to 1808. While the home proudly retains its authentic historical character, boasting exquisite period details, rich moldings, and wide-pine floorboards, it has been thoughtfully updated to offer the ultimate in contemporary living. There are 5 total bedrooms, 2 on the first floor and 3 on the second floor. There are 2 en suite bedrooms, 1 on the first floor and 1 on the second floor. In addition, there are 4 full bathrooms (3 newly renovated), and a light-filled, spacious kitchen, designed to blend old world charm with modern needs. Additional updates include central air conditioning, 3 lined chimneys, and an upgraded septic system. A bluestone patio is ideal for al fresco dining and summer barbecues. And a lovely, professionally maintained backyard and garden complete the storybook picture. Perfectly positioned right across from picturesque Owen Park, this property places you at the very heart of Vineyard Haven culture and coastal convenience. Take in water views and the boat activity of scenic Vineyard Haven Harbor. Enjoy front-row access to Owen Park with the newly built town dock and the historic bandstand where you can enjoy the Vineyard Haven Band play Sunday evenings in the summer. When you want to explore further, you are a short walk from the village where there are several exciting new restaurants, a multitude of shops, and the historic Playhouse. Whether you are looking for a gracious year-round island residence, a seasonal getaway, or a desirable vacation rental income producer, this historic gem delivers on every front. Schedule your private tour today and experience the magic of Vineyard Haven living. Offer mostly furnished and equipped with some exclusions.

124 Main St., Tisbury

Listing courtesy of Listing Agent: Idalyn Macchia Gilstad from Listing Office: Wallace & Co. Sotheby's International Realty.

70 Menauhant Road, East Falmouth
$2,695,000
5 Beds ⋅ 4 Baths ⋅ 22603183 MLS
Spectacular water views from nearly every room! Breathtaking sunrises and sunsets overlooking Vineyard Sound, Bristol and Falmouth Heights Beaches, and Little Pond. This home offers one of the finest vantage points in town for enjoying the Fourth of July fireworks. Offered for the first time in over 100 years, this exceptional property combines timeless character with comfortable living. Rebuilt in 1992, two properties were combined and the structure was raised 14 ft., providing for a garage and basement. The convenience of one floor living is provided with an elevator, first-floor bedroom suite, and first floor laundry. Multiple living spaces are provided for entertaining family and friends. The sun-filled sunroom is the perfect place to start your morning. Additional features include a two-car garage, wrap-around deck, and a private yard ideal for summer enjoyment. Mechanicals on first and second floors. New 2000-gallon septic tank installed in 2026. Passing Title V in hand.

70 Menauhant Road, East Falmouth

Listing courtesy of Listing Agent: Cindy Lee Caldwell (cindylee.caldwell@sothebyshomes.com) from Listing Office: Sotheby's International Realty.

110 Rockmeadow Rd, Westwood
$2,695,000
7 Beds ⋅ 6 Baths ⋅ 73551671 MLS
Exceptional custom Colonial built in 2018, ideally situated on a beautifully landscaped one-acre corner lot in Westwood's highly sought-after Pine Hill School District. Offering over 5,300 sq. ft., this meticulously maintained home features 7+ bedrooms, 5.5 baths, a stunning chef's kitchen with oversized island, granite countertops, stainless appliances, and an open floor plan to the fireplaced family room. A first-floor bedroom with full bath offers ideal au pair or in-law potential. Upstairs, the luxurious primary suite includes vaulted ceilings, a custom walk-in closet, and a spa-like bath. Enjoy a covered rear porch with recessed lighting, ceiling fans, patio, and fire pit. Additional highlights include a 3-car garage, whole-house generator, double-wide mahogany staircase to a full basement with 9' ceilings ready for future expansion. Minutes to top-rated schools, shopping, commuter rail, and major routes.

110 Rockmeadow Rd, Westwood

Listing courtesy of Listing Agent: Maher Realty Group from Listing Office: eXp Realty LLC.

70 Menauhant, Falmouth
$2,695,000
5 Beds ⋅ 4 Baths ⋅ 73544315 MLS
Spectacular water views from nearly every room! Breathtaking sunrises and sunsets overlooking Vineyard Sound, Bristol and Falmouth Heights Beaches, and Little Pond. This home offers one of the finest vantage points in town for enjoying the Fourth of July fireworks. Offered for the first time in over 100 years, this exceptional property combines timeless character with comfortable living. Rebuilt in 1992, two properties were combined and the structure was raised 14 ft., providing for a garage and basement. The convenience of one floor living is provided with an elevator, first-floor bedroom suite, and first floor laundry. Multiple living spaces are provided for entertaining family and friends. The sun-filled sunroom is the perfect place to start your morning. Additional features include a two-car garage, wrap-around deck, and a private yard ideal for summer enjoyment. Mechanicals on first and second floors. New 2000-gallon septic tank installed in 2026. Passing Title V in hand.

70 Menauhant, Falmouth

Listing courtesy of Listing Agent: Cindy Caldwell from Listing Office: Sotheby's International Realty.

15 Cummings Cove Rd, Meredith
$2,695,000
4 Beds ⋅ 2 Baths ⋅ 5097577 MLS
Located on Meredith Neck in Cummings Cove within the highly desirable Spindle Point Association on Lake Winnipesaukee, this level property offers a rare combination of protected sandy bottom swimming, ideal for kayaking, paddleboarding, and swimming, paired with long lake views towards Gunstock Mountain, a combination rarely found on the lake. Known for its Fourth of July firework display, Cummings Cove is one of Lake Winnipesaukee's most treasured waterfront neighborhoods. Lovingly maintained and cherished by the same family for many years, this extraordinary property is ready for its next chapter and the opportunity to create new memories. Beautiful stonework, mature apple trees, established gardens, and inviting outdoor living spaces create the perfect setting for gathering with family and friends. The waterfront patio and fire pit invite you to enjoy lake life from sunrise to sunset. The first floor plan centers around a large kitchen featuring granite countertops, stainless steel appliances, beautiful cabinetry, and abundant storage. Two first floor bedrooms offer convenient one level living, while the generous second floor primary suite with a bonus loft provides additional flexibility for family and guests. A rare bonus, the separate back lot features an oversized heated three car garage with electricity, a car lift, and unfinished space above, offering outstanding potential for future expansion, additional guest space, a home office, hobby room, or exceptional storage for boats and lake toys. Relax on the welcoming covered mahogany porch with your morning coffee or unwind after a day on the lake. The quiet, walkable neighborhood is perfect for walking, running, and biking while enjoying the very best of Lake Winnipesaukee living.

15 Cummings Cove Rd, Meredith

Listing courtesy of Adam Dow from KW Coastal and Lakes & Mountains Realty/Wolfeboro. (Phone: 866-525-3946)

292 Cross Street Unit Lot 26, Norwell
$2,695,000
5 Beds ⋅ 5 Baths ⋅ 73537370 MLS
For Open House, please come park at the main office- first driveway on your left to meet agent for a tour. Completion date set for November 2026. Give yourself the ultimate holiday gift this year! There are homes you live in, and then there are homes that feel like they were meant for you. Overlooking picturesque cranberry bogs in beautiful Norwell, this extraordinary new construction offers the rare opportunity to become part of a thoughtfully created neighborhood while enjoying the space, tranquility, and quality of upgrades in a brand-new home. Phase 1 is almost complete, and your future neighbors are waiting to welcome you home. There is something special about arriving in a neighborhood that is already taking shape- where new friendships are beginning, familiar faces greet you, and the feeling of community is already there. Now, it’s your turn to be part of it. This expansive home offers five bedrooms, four and a half bathrooms, combining both open concept and private spaces. Designed with everyday living and memorable gatherings in mind, the home provides an exceptional amount of space for relaxing, entertaining, and making memories for years to come. A three-car garage and walk out basement provide convenience and abundant storage, while the acre lot offers endless possibilities for creating your own outdoor sanctuary. Imagine summer evenings outside, gatherings with friends and family, and quiet mornings taking in the peaceful landscape and timeless beauty of the cranberry bogs. Maybe there is a pool in your future? This is more than new construction. It is the opportunity to build a life, become part of a community, and come home to a setting that feels distinctly South Shore.

292 Cross Street Unit Lot 26, Norwell

Listing courtesy of Listing Agent: Jessica Flynn from Listing Office: William Raveis R.E. & Home Services.

21 Glenwood Street, West Yarmouth
$2,690,000
5 Beds ⋅ 4 Baths ⋅ 22605456 MLS
Experience exceptional waterfront living in this beautifully renovated five-bedroom home overlooking Lewis Bay. Expansive Marvin windows fill the home with natural light while framing captivating water views. The living room features a shiplap-accented gas fireplace, while bamboo flooring flows throughout the first-floor living areas. The gourmet kitchen showcases custom cabinetry, quartz countertops, a breakfast island, barn-door pantry, and adjoining dining area. A first-floor primary ensuite offers a spa-inspired bath, while a powder room, laundry, and storage complete the main level. Upstairs, a second primary suite enjoys panoramic water views and a private bath, along with three guest bedrooms and a beautifully appointed guest bath. Sliding doors open to a composite deck, spacious patio, and outdoor shower—perfect for entertaining and enjoying spectacular sunsets over Lewis Bay. A two-car garage completes this exceptional Cape Cod waterfront retreat.

21 Glenwood Street, West Yarmouth

Listing courtesy of Listing Agent: Anne Kennedy (Anne.Kennedy@CBRealty.com) from Listing Office: Coldwell Banker Realty.

21 Glenwood St, Yarmouth
$2,690,000
5 Beds ⋅ 4 Baths ⋅ 73595911 MLS
Experience exceptional waterfront living in this beautifully renovated five-bedroom home overlooking the sparkling waters of Lewis Bay. Designed to capture the beauty of its coastal setting, this impressive residence combines sophisticated finishes, thoughtful craftsmanship, and spectacular water views. Upon entering, expansive Marvin windows fill the home with natural light while framing captivating views of the bay. The inviting living room is anchored by a shiplap-accented gas fireplace, creating a warm focal point against the stunning waterfront backdrop. Bamboo flooring flows throughout the first floor living areas, enhancing the home’s relaxed coastal elegance. The gourmet kitchen is beautifully appointed with custom cabinetry, quartz countertops, a generous breakfast island, and a distinctive barn-door pantry. An adjoining dining area creates a seamless setting for entertaining while enjoying the surrounding views.A first-floor primary ensuite offers comfort and privacy with a spa-inspired bathroom and refined finishes. A stylish powder room with shiplap detailing, laundry area, and additional storage complete the main level. Upstairs, a second primary suite is a true retreat, showcasing panoramic water views and a private ensuite bath. Three additional guest bedrooms provide generous accommodations, with two enjoying beautiful views of Lewis Bay. The guest bathroom is exquisitely finished with a double vanity, quartz countertop, tiled shower, and custom millwork.Sliding doors from the living room open to an expansive outdoor living space designed to take full advantage of the waterfront setting. A composite deck, spacious patio, and outdoor shower create the perfect environment for summer entertaining, relaxing after a day on the water, or simply enjoying the spectacular sunsets over Lewis Bay. A two-car garage completes this remarkable property. With exceptional finishes inside and out, multiple water-view bedrooms, beautifully designed entertainment spaces, and an extraordinary waterfront setting, this luxury residence offers a rare opportunity to experience the very best of Cape Cod living.

21 Glenwood St, Yarmouth

Listing courtesy of Listing Agent: Anne M Kennedy from Listing Office: Coldwell Banker Realty - Newton.

1074 Sturges Hwy, Fairfield
$2,690,000
5 Beds ⋅ 5 Baths ⋅ 24205145 MLS
A rare Greenfield Hill find, 1074 Sturges Highway pairs the presence of a classic Colonial with a sleek, thoroughly modern point of view. Thoughtfully reimagined, the home retains its original craftsmanship while introducing clean-lined updates and a minimalist sensibility that feels chic, current and effortless. Inside, the balance between old and new is masterfully struck. Original millwork and architectural details are paired with elegantly edited finishes, creating spaces that feel sophisticated without ever tipping into formal. The layout flows naturally for everyday living, with room to gather, entertain and simply enjoy the house. Set on over 2 acres of impeccably manicured and extremely private grounds, the property offers a rare sense of seclusion. A gorgeous patio with fireplace extends the living space outdoors, setting the scene for summer dinners, cocktails and fireside evenings. A newly constructed garage with loft above adds flexibility for a home office, studio, gym or creative retreat. Where classic architecture meets a fully modern point of view, 1074 Sturges Highway is a masterclass in understated sophistication. FAIRFIELD SCHOOLS: Schools: DWIGHT, LUDLOW, LUDLOW.

1074 Sturges Hwy, Fairfield

Listing courtesy of Amy Desel from Compass Connecticut, LLC. (203) 522-6925 (203) 293-9715

32 Highland Ave, Newbury
$2,690,000
6 Beds ⋅ 4 Baths ⋅ 5086527 MLS
Set along the prized eastern shoreline of Lake Sunapee, this four-season waterfront, rebuilt in 2009, pairs a thoughtfully designed main residence with a beautifully appointed carriage house, also rebuilt in 2012, both oriented to capture sweeping lake views and remarkable sunsets. The home is built for effortless indoor-outdoor living, with an open-concept layout that flows directly to expansive decks and patios, all leading to a rare two-finger dock and a sandy-bottom swim area ideal for summer days on the water. The carriage house offers exceptional flexibility for guests or extended family, complete with two bedrooms, a full bath, kitchen, living area, and its own private decks. Just to the north, the iconic John Hay Estate at The Fells sits within easy reach, adding a sense of place and history to the setting, while the call of loons provides a quintessential New Hampshire backdrop. In cooler months, gather by the living room fireplace after a day on the ice or skiing at nearby Mount Sunapee, or retreat to the primary suite, where a private deck and wood-burning hearth create a quiet, elevated escape. The property is buffered by mature forest, offering privacy from the road and neighboring homes. A year-round driveway leads to a heated two-bay garage, and a well-designed 10' x 10' laundry room with full cabinetry adds everyday functionality to this exceptional lakeside offering. Located just minutes from Mount Sunapee Resort, this property offers seamless access to both summer lake living and winter skiing, delivering a true four-season lifestyle in one of the region’s most desirable settings.

32 Highland Ave, Newbury

Listing courtesy of Jessica & Anthony Dolan from Dolan Real Estate. (Phone: 603-359-9177)

168 Richdale Rd, Needham
$2,689,999
6 Beds ⋅ 6 Baths ⋅ 73598772 MLS
Completely reimagined and thoughtfully designed, this exceptional Needham residence offers a seamless blend of luxury, comfort, and functionality. Featuring six generously sized bedrooms, each with its own private en-suite bathroom, the home showcases elevated finishes throughout, including carefully curated tile selections and designer details. At the heart of the home is a stunning chef-inspired kitchen, thoughtfully appointed with abundant cabinetry, elegant Taj Mahal quartz countertops, and premium Fisher & Paykel appliances, creating the perfect setting for both everyday living and entertaining. Soaring ceilings throughout enhance the sense of space while inviting an abundance of natural light into every room. Designed with entertaining in mind, the home is equipped with surround sound throughout, bringing an added level of convenience and enjoyment to gatherings. Additional highlights include a two-car garage, a spacious rear deck ideal for summer evenings, and a generous backyard with plenty of green space for children to play and enjoy. A truly turnkey offering where thoughtful design, high-end finishes, and everyday functionality come together.

168 Richdale Rd, Needham

Listing courtesy of Listing Agent: Dot Collection from Listing Office: Access.

373 High Rock Street, Needham
$2,689,000
6 Beds ⋅ 7 Baths ⋅ 73579607 MLS
New Construction: Finished and ready for immediate occupancy. 373 High Rock offers a fresh take on luxury living—sophisticated and stylish, yet warm, comfortable. The open floor plan centers around a stunning chef’s kitchen with custom cabinetry, oversized island, Wolf range, and warm natural wood accents and white oak floors. The custom lighting adds warmth and contrast throughout. Six bedrooms, seven baths, and four finished levels provide exceptional space and flexibility. The individually designed baths are a standout, featuring beautiful tile, custom vanities, and thoughtfully selected fixtures. This is New Construction with personality—not another cookie-cutter home. The house is complete. The landscaping is in. This beautiful home is ready now. Located in a wonderful location with a fenced yard, large patio, and deck.

373 High Rock Street, Needham

Listing courtesy of Listing Agent: Ned Mahoney from Listing Office: eXp Realty LLC - Corporate Office.

112 River Rd, Hanover
$2,688,000
4 Beds ⋅ 5 Baths ⋅ 73582890 MLS
Welcome to Hanover’s finest estate! Once the site of the Pantooset Farms Country Club, 112 River Road is a magnificent property embodying a true estate, with size, amenities, architecture, and privacy. Endless windows and full glass sliders capture the parklike grounds, abundant wildlife, and unobstructed views of the ever-changing North River. Classic stone entry pillars, large circular drive, dock with power and water, boat ramp, heated pool, waterfall, poolhouse, woodshed, and riverside fire pit are just some of the property’s assets – even a special outbuilding ideally positioned and ready to convert to an ADU! The numerous decks and terraces overlooking the North River make this home an entertainer’s dream! Inside, the residence lacks for nothing over the three levels of refined living. Key first-floor features include the open floor plan, impressive entry foyer, amazing chef’s kitchen, oversized dining room, large fireplace living room with a coffered ceiling, half bath, and sunroom. Take one of the two sweeping stairways to the second level to an expansive primary suite with decks, fireplace, his & her baths, and closets. Additionally, there are two other large bedrooms, a den, full bath, and laundry room. The walkout River Level offers a second full kitchen, which services both the River Level living and has immediate access to the pool – the caterer’s dream! The River Level also has a bedroom, full bath, laundry area, walk-in cedar closet, game room, and gym/office. The house is not in a flood zone, is fully sprinklered, has a whole-house generator, whole-house water filter, expansive irrigation system with private well, and a 3-car heated garage. Exceptional convenience to Previte’s Marketplace, the Square Café, and numerous other restaurants & shopping, with nearby Route 3 providing easy access to Boston & the Cape.

112 River Rd, Hanover

Listing courtesy of Listing Agent: Kristen M. Dailey from Listing Office: The Firm.

78 Elsinore Street, Concord
$2,685,000
4 Beds ⋅ 3 Baths ⋅ 73584480 MLS
Designed by an award-winning architect and builder in close collaboration with the owner, this distinctive home is both visually striking and remarkably functional. Its unique design evolved as a series of interconnected pods centered on a dramatic cupola that anchors the home. Form meets function through a carefully considered combination of practical features, architectural interest and unexpected details. Constructed with attention from the ground up, the home incorporates a sophisticated mix of materials, energy-efficient features, smart-home capabilities, 2×6 interior walls and upgraded systems. The exterior is distinguished by standing-seam metal accent roofs, cedar shakes, Port Orford cedar vertical siding, lead-coated copper accents and Ipe decking across three open porches. Inside, cherry beams, built-ins and cabinetry establish a rich and consistent theme. Strategically positioned Marvin windows maximize natural light, frame the surrounding landscape and heighten the connection between indoors and out. The beautifully landscaped grounds create a private sanctuary, with lush plantings, natural privacy buffers, meandering bluestone patios, firepit and grilling areas, and a truly special water feature. The distinctive garage structure, complete with a potting shed, is both functional and playful and can easily transition into an outdoor entertainment space for larger gatherings. Every element of the design and construction was carefully considered, resulting in a one-of-a-kind home where architectural creativity, quality craftsmanship and everyday livability come together seamlessly. All of this is tucked into a popular yet quiet neighborhood just steps from Concord Center, with shops, eateries, the library, playgrounds and the commuter rail all close at hand.

78 Elsinore Street, Concord

Listing courtesy of Listing Agent: Barrett & Comeau Group from Listing Office: Barrett Sotheby's International Realty.

83 Sisters Circle, Yarmouth Port
$2,685,000
4 Beds ⋅ 6 Baths ⋅ 22602740 MLS
Welcome to your dream home in sought after Cummaquid Heights! Custom front porch invites you to sit back and relax while enjoying the serene surroundings. This stunning new Colonial offers 4 bedrooms/5.5 baths and custom details throughout that will leave you breathless. Step inside and be greeted by a spacious open floor plan boasting a chef's kitchen equipped with Viking stainless steel appliances, perfect for creating culinary masterpieces, dining area and living room with gas fireplace. This stunning property features 1st and 2nd floor en-suites, perfect for ultimate privacy and comfort. The finished lower level boasts a family room, in-home gym, movie theatre, wet bar & half bath creating endless opportunities for entertainment and relaxation. Step outside and be greeted by a luxurious heated pool, inviting hot tub, gas fire pit and spacious stone patio perfect for entertaining. Whether you're soaking up the sun or hosting a summer barbecue, this backyard paradise is one you don't want to miss! Just 3 minutes from Cummaquid Golf Course. All parties to verify information contained here.

83 Sisters Circle, Yarmouth Port

Listing courtesy of Listing Agent: Marcia Prette (mapusa2025@hotmail.com) from Listing Office: LPT Realty.

83 Sisters Cir, Yarmouth
$2,685,000
4 Beds ⋅ 6 Baths ⋅ 73531718 MLS
Welcome to your dream home in sought after Cummaquid Heights! Custom front porch invites you to sit back and relax while enjoying the serene surroundings. This stunning new Colonial offers 4 bedrooms/5.5 baths and custom details throughout that will leave you breathless. Step inside and be greeted by a spacious open floor plan boasting a chef's kitchen equipped with Viking stainless steel appliances, perfect for creating culinary masterpieces, dining area and living room with gas fireplace. This stunning property features 1st and 2nd floor en-suites, perfect for ultimate privacy and comfort. The bonus room is ideal for out of town guests or a private sanctuary away from the hustle and bustle. The finished lower level boasts a family room, in-home gym, movie theatre, wet bar & half bath creating endless opportunities for entertainment and relaxation. Step outside and be greeted by a luxurious heated pool, inviting hot tub, and spacious stone patio perfect for entertaining.

83 Sisters Cir, Yarmouth

Listing courtesy of Listing Agent: Marcia Prette from Listing Office: LPT Realty, LLC.

105 Prescott Road, Concord
$2,685,000
4 Beds ⋅ 5 Baths ⋅ 73510429 MLS
JUST COMPLETED! - WALKABLE TO GREAT MEADOWS WILDLIFE REFUGE! Expertly designed and built by local & renowned Bentley Building Corp, this home offers THREE LEVELS OF FINISHED LIVING SPACE tailored for modern living at its finest! The main level showcases a bright, open concept floorplan, including a PRIVATE HOME OFFICE ideal for remote work! The sun filled kitchen is the heart of the home & flows seamlessly into the dining area, offering spectacular views through large glass doors & offers direct access to the back deck & patio! A two-car attached garage connects to a thoughtfully designed mudroom with custom storage! Upstairs, you’ll find four spacious bedrooms, including a LUXURIOUS PRIMARY SUITE, a secondary bedroom with ensuite bath, two additional bedrooms, a full bath, & convenient second-floor laundry! THE FINISHED LOWER LEVEL PROVIDES INCREDIBLE FLEXIBILITY with space for a game room, home gym, or both! A RARE OPPORTUNITY TO OWN EXCEPTIONAL NEW CONSTRUCTION, IDYLLIC NEIGHBORHOOD!

105 Prescott Road, Concord

Listing courtesy of Listing Agent: The Zur Attias Team from Listing Office: The Attias Group, LLC.

426 Roaring Brook Rd, Killington
$2,675,000
6 Beds ⋅ 5 Baths ⋅ 5097098 MLS
This Stunning home has an amazing location on the 4th hole of Killington Golf Course in the heart of Killington Resort! It has an extraordinary combination of golf course frontage and unobstructed vistas of the Killington Mountain range. Enjoy total privacy while being less than a half a mile to the downtown restaurants, and less than 2 miles to the Killington Base lodges. The recent renovations by renowned architectural firm Robert Carl Williams include large round custom windows, wide plank white oak quarter sawn flooring, and natural Vermont granite, which are seen throughout this magnificent home. The open floor plan is ideal for entertaining. The chef’s kitchen and large connected dining room are steps from the sunroom with its floor to ceiling windows that integrate the 1.5-acre landscape. This floor also has a main floor guest bedroom and full bathroom. The generous newly added master bedroom on the top floor, with en-suite bathroom, features breathtaking year-round mountain views. This floor also has an additional bedroom and full bathroom. Visit the first floor to discover a family room with a fireplace, kitchenette, two offices, a full bathroom, an additional sunroom, as well as access to the outdoor hot tub. You enter the home via the custom post and beam four vehicle carport. The property has an equally impressive studio apartment located above a heated detached two-car garage. Meticulously designed, constructed, and maintained, this exceptional home will be enjoyed for generations to come.

426 Roaring Brook Rd, Killington

Listing courtesy of Gretchjen Smith from Williamson Group Sothebys Intl. Realty. (Cell: 802-356-1873)

159 Woodland Mead, Hamilton
$2,675,000
4 Beds ⋅ 7 Baths ⋅ 73533514 MLS
Welcome to a unique opportunity to own your own Hamilton legacy property on 22 acres in the heart of horse country abutting miles of trails of conservation land for hiking, snowshoeing or riding. Properties like this rarely come to market. Just minutes from town center, top rated public & private schools, and a short commute to Boston, this is perfectly situated to enjoy North Shore and beyond.Among the interior hallmarks are high ceilings,hand carved decorative wood embellishments featuring beautiful crown & dentil moldings.Many of the chandeliers and fixtures are hand forged with hand blown glass. A wonderfully balanced flow allows for flexible use and extra tall windows let in the light. The home is equipped with four fireplaces, a white paneled kitchen with multiple built ins, butlers pantry with scullery & half bath, and a finished lower level complete with 3 guest suites, kitchenette, and fitness room /media room options. The view from the approach is of a grand estate,yet this was designed and can live like a ranch if single level living is your desire - with plenty of private space for guests, family or live ins on lower level. The first-floor primary suite has its own fireplace as well as direct access to terrace through a spa like bathroom overlooking the rear garden with western views over neighboring equestrian properties.Outside, the manicured grounds come with a gunite pool, brick pool cabana with kitchenette & summer bathroom and numerous al fresco entertaining spaces, including a porch overlooking pond and bird resplendent conservation land. Helping ensure privacy are mature trees, professionally landscaped grounds,New England stone walls and a long driveway. The house is not visible from the street.

159 Woodland Mead, Hamilton

Listing courtesy of Listing Agent: Cricket Sperry from Listing Office: J. Barrett & Company.

620 High Rock St, Needham
$2,665,000
5 Beds ⋅ 6 Baths ⋅ 73475061 MLS
Rare Find. Stunning turnkey home on 18 SF + coveted, flat corner lot in very desirable area. Experience unparalleled luxury in this meticulously maintained 5,200 SF gem featuring 5 bedrooms and 6 full baths. A dramatic two-story vaulted foyer welcomes you with a flowing floor plan designed for comfort and entertaining. A spectacular chef’s kitchen with gas range, double ovens, breakfast bar, butler’s pantry and pot-filler seamlessly flow into the family room with cozy gas fireplace and built-ins. Highlights include a rare first floor secondary primary suite and beautifully finished 1,000 + SF lower level with full bath, wet bar, wine cooler. The private, professionally landscaped, fenced backyard with stone patio is ideal for a pool, tennis court or ADU. This 4 yr. estate designed for entertaining & multi-generational living is enhanced by $200K + in premium upgrades, is lightly lived in and move-in ready. Reflecting impeccable quality and modern efficiency. Your private tour awaits.

620 High Rock St, Needham

Listing courtesy of Listing Agent: Paula Meridan from Listing Office: Compass.

19 Kimball Beach Rd, Hingham
$2,650,000
4 Beds ⋅ 4 Baths ⋅ 73598005 MLS
New Construction | Crow Point | Hingham. Limited opportunity to select finishes for Q1 2027 Delivery. Thoughtfully designed new construction offering 3,473 square feet of modern living in a desirable Hingham neighborhood. This 4 bedroom + 1st floor office /flex room features 5 full and 1 half baths with a functional, open-concept layout ideal for today’s lifestyle. The main level includes a spacious kitchen, dining, and living area, mudroom along with a dedicated office. Upstairs offers well-proportioned bedrooms, including a spacious primary suite with private bath and balcony. Quality finishes, abundant natural light, and clean, modern design throughout. Located in a neighborhood with access to a private beach association and close to local schools, Hingham Center, restaurants, commuter rail, ferry, and major routes.

19 Kimball Beach Rd, Hingham

Listing courtesy of Listing Agent: Cutter Luxe Team from Listing Office: Serhant.

18 Middlesex St, Winchester
$2,650,000
4 Beds ⋅ 5 Baths ⋅ 73593868 MLS
Inspired by the timeless villas of Europe, this exceptional residence blends classic elegance with modern design. A dramatic curved staircase and soaring architectural details introduce inviting living spaces featuring handcrafted finishes, antique beams, stone fireplaces, and expansive French doors that connect seamlessly to the outdoors. At the heart of the home, a chef’s kitchen showcases custom cabinetry, luxury appliances, and an adjoining mudroom. The outdoor setting offers a private retreat with a granite-columned loggia, heated saltwater pool, landscaped grounds with irrigation, and multiple areas for entertaining.The spa-inspired primary suite, ensuite guest bedrooms, and finished lower level with flexible bonus spaces provide comfort and versatility. Heated driveways and walkways add year-round convenience. Ideally located within walking distance of downtown, the new Lynch School, the new commuter rail station, and an array of shops and restaurants, this home offers a thoughtful balance of timeless style, modern amenities, and everyday comfort.

18 Middlesex St, Winchester

Listing courtesy of Listing Agent: Jennifer Taves from Listing Office: Coldwell Banker Realty - Boston.

31 Pawson Rd, Branford
$2,650,000
4 Beds ⋅ 3 Baths ⋅ 24214219 MLS
New construction - to be built! Introducing an extraordinary custom new construction that beautifully blends modern farmhouse architecture with timeless New England charm. Thoughtfully designed with striking rooflines, classic white siding, bold architectural gables, expansive windows, and elegant stone accents, this residence offers a fresh, sophisticated aesthetic with enduring appeal. Combining the warmth of farmhouse-inspired design with the clean lines and conveniences of modern construction, this exceptional residence presents an opportunity to enjoy the character of classic architecture with the benefits of a newly built home. A striking blend of style, space, and thoughtful design, this home is envisioned for those who appreciate quality craftsmanship, contemporary comfort, and .78 acres on waterfront/marsh with views! sale dependent upon the contract owner's ability to take title

31 Pawson Rd, Branford

Listing courtesy of Lauren Freedman from Coldwell Banker Realty. (203) 889-8336 (203) 481-4571

132 Wompatuck Rd, Hingham
$2,650,000
4 Beds ⋅ 5 Baths ⋅ 73593080 MLS
Exceptional new construction in Hingham's coveted Crow Point neighborhood! Offering 3,580 square feet of thoughtfully designed living space across three finished levels, this 4-bedroom, 4.5-bath home blends timeless coastal architecture with modern functionality. The first floor features an open-concept chef's kitchen and dining area, inviting living room with a gas fireplace, a dedicated home office, pantry, and mudroom to the two-car garage. Upstairs, the spacious primary suite offers a vaulted ceiling, walk-in closet, and beautifully designed private bath. Two additional bedrooms with en-suite bathrooms and second-floor laundry complete this level, while the finished third floor provides a private fourth bedroom and full bath, ideal for guests or flexible living space. A welcoming covered front porch adds to the home's classic New England charm. Enjoy the best of Crow Point living with convenient access to Hingham's waterfront, The Hingham Shipyard, downtown shops and restaurants, and commuter options. Anticipated end of December completion.

132 Wompatuck Rd, Hingham

Listing courtesy of Listing Agent: Megan Belson from Listing Office: William Raveis R.E. & Home Services.

78 Hanover Rd, Carlisle
$2,650,000
6 Beds ⋅ 7 Baths ⋅ 73590797 MLS
Exceptional 6-bedroom, 6½-bathroom residence is set in one of Carlisle’s most sought-after neighborhoods. Stunning architectural details, refined millwork, & sun-filled interiors showcase the home’s timeless elegance, craftsmanship, & meticulous maintenance. Surrounded by nature & open, landscaped grounds, this remarkable home offers a sophisticated setting for gracious living & effortless entertaining. The 1st floor features a dramatic, high-ceilinged family room surrounded by expansive windows & anchored by a beautiful real-wood fireplace, flowing seamlessly into a gourmet kitchen & eat-in area. Boasting gorgeous marble countertops & high-end appliances, the kitchen centers on a 9-foot plus island w/ ample seating. Adjoining living spaces open to a sweeping bluestone terrace. Additional 1st-floor highlights include a gracious living room w/ classic built-ins & gas fireplace, a sophisticated office w/ custom bookcases, & an elegant dining room. A thoughtfully designed mudroom w/ built-in storage & bench provides practical organization. The 2nd floor includes a luxurious primary suite offering a peaceful retreat, complete w/ marble-appointed bathroom, three generous walk-in closets (one cedar), & a comfortable sitting area. Three additional spacious bedrooms, all en-suite, comfortably accommodate family & guests, complemented by the convenience of 2nd-floor laundry. The 3rd floor has thoughtfully finished bonus space w/ full bath & walk-in closet, ideal as an au pair suite, private guest retreat, or home studio. The LL adds generous recreation & gathering space, including a guest suite, full bath, game room, & media room. Outdoors, exceptional grounds, specimen trees, lush perennial gardens, & hydrangeas throughout create a picturesque backdrop. A curving bluestone path winds toward a charming granite-post fountain set in cobblestone & ringed by stone walls. Bookended by matching wood garden shed & cabana, a second bluestone patio overlooks the inviting gunite in-ground pool & spa, edged with ancient granite slabs. In a quiet, private setting, the home is near Carlisle Center & the town’s elementary & middle school campus. Concord, Bedford, & Westford town centers are a short drive away, providing convenient access to shopping, dining, & everyday amenities. Boston is about 25 miles away—easy access to the city’s business, cultural, & entertainment destinations. A rare Carlisle gem with architectural character & luxurious amenities in a coveted community.

78 Hanover Rd, Carlisle

Listing courtesy of Listing Agent: Kim Patenaude and Rory Fivek Real Estate Group from Listing Office: Barrett Sotheby's International Realty.

350 Pleasant Point Ave, Wellfleet
$2,650,000
4 Beds ⋅ 4 Baths ⋅ 73589005 MLS
Situated near the tip of Wellfleet's Pleasant Point peninsula, this waterfront home enjoys a peaceful, private setting with panoramic views of Blackfish Creek and views of Drummer's Cove. Owned by the same family and offered for the first time, it overlooks an ever changing landscape of water and marsh as the tides shift and seasons unfold. Pleasant Point Landing is a short walk away for kayaking, fishing, and swimming. With four bedrooms and 3.5 baths, the home offers space to gather and retreat, including a spacious primary suite accessed by a separate staircase. A sunroom lined with glass adjoins a dining and sitting room for entertaining. The great room features cathedral ceilings, exposed beams, and warm wood interiors. Both the sunroom and great room open to the deck. Two fireplaces, a generator, a walkout lower level, and a garage complete the home.

350 Pleasant Point Ave, Wellfleet

Listing courtesy of Listing Agent: Emily Letendre from Listing Office: Vogt Realty Group, LLC.

350 Pleasant Point Avenue, Wellfleet
$2,650,000
4 Beds ⋅ 4 Baths ⋅ 22605124 MLS
Situated near the tip of Wellfleet's Pleasant Point peninsula, this waterfront home enjoys a peaceful, private setting with panoramic views of Blackfish Creek and views of Drummer's Cove. Owned by the same family and offered for the first time, it overlooks an ever changing landscape of water and marsh as the tides shift and seasons unfold. Pleasant Point Landing is a short walk away for kayaking, fishing, and swimming. With four bedrooms and 3.5 baths, the home offers space to gather and retreat, including a spacious primary suite accessed by a separate staircase. A sunroom lined with glass adjoins a dining and sitting room for entertaining. The great room features cathedral ceilings, exposed beams, and warm wood interiors. Both the sunroom and great room open to the deck. Two fireplaces, a generator, a walkout lower level, and a garage complete the home.

350 Pleasant Point Avenue, Wellfleet

Listing courtesy of Listing Agent: Emily A Letendre (emilyletendre@vogtrealtygroup.com) from Listing Office: Vogt Realty Group.

164 Taunton Hill Rd, Newtown
$2,650,000
4 Beds ⋅ 4 Baths ⋅ 24209536 MLS
Every so often, a home comes to market that was clearly built by someone who understands the "bones" of a house. 164 Taunton Hill Road is that home-a builder's own custom Dutch colonial residence where no expense was spared. The quality is evident from the curb, featuring durable Hardie Board siding and the copper gutters. Inside, the craftsmanship is unmatched. A custom open staircase with hand-turned Mahogany railings serves as a stunning centerpiece, set against rich, wide-plank walnut floors. The layout is designed for effortless flow, a fireplaced living room that exudes warmth and a large dining room. The heart of the home is the newly updated kitchen, anchored by crisp quartz countertops. With 4 bedrooms, including a flexible setup for a possible in-law suite. The infrastructure is equally impressive, featuring in-floor hydronic heating and upgraded insulation for peak efficiency. For those seeking a professional workspace, the two-room office suite with a private entrance offers a quiet sanctuary. Car enthusiasts will find paradise in the expansive 7-car garage-a rare luxury for any collector. Additional spaces include a bonus room gym and a serene screened porch for enjoying the outdoors in comfort. The robust custom trim and thoughtful architecture provide a sense of scale and elegance. A 6 bedroom septic and pool is approved and attic and basement are finished and in the process of final approval. This will add 4000+ to the existing sq. footage on field card.

164 Taunton Hill Rd, Newtown

Listing courtesy of Christine Poppy from Compass Connecticut, LLC. (203) 417-2182 (203) 293-9715

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