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$5,495,000
4 Beds ⋅ 4 Baths ⋅ 73391055 MLS
Development opportunities! Welcome to your private sanctuary—a breathtaking 5,898 sq. ft. custom contemporary estate nestled on a secluded 13.18-acre compound. In addition to the primary 4-acre lot, the property includes three additional parcels totaling 9.18 acres, offering unmatched privacy, expansion potential, or conservation opportunities. Designed with meticulous attention to detail, this four-bedroom, four-bathroom masterpiece seamlessly blends luxury and comfort. Exquisite custom stonework graces the interior and exterior, lending timeless elegance to the home’s modern aesthetic.Professionally landscaped grounds create a serene outdoor retreat, harmonizing architecture with nature. A spacious three-car garage offers ample storage and convenience, complementing the home’s thoughtful design. Whether hosting grand gatherings or enjoying the tranquility of its surroundings, this exceptional estate offers an unparalleled lifestyle in an extraordinary setting.

32-70 Lazell Street, Hingham

Listing courtesy of Listing Agent: Ashley Brennan from Listing Office: Gibson Sotheby's International Realty.
$5,490,000
4 Beds ⋅ 6 Baths ⋅ 73565201 MLS
Perched above Tiverton's coastline with sweeping views out to Fogland Beach, 10 High Hill Road is a newly built luxury home built by Hill and Harbor Design. This retreat spanning just over 5,000 square feet across a thoughtfully designed main residence and detached ADU. The 4-bedroom, 4.5-bath home showcases quality craftsmanship at every turn, with European white oak engineered flooring throughout and a chef's kitchen anchored by a Thermador appliance suite including a 48" gas range, panel-ready appliances, and a walnut island beneath waterfall quartzite countertops. The primary suite offers a spa-like marble bath with quartzite waterfall counters, a custom California Closets system, and Newport Brass fixtures. A coffered great room ceiling wrapped in natural grasscloth wallpaper anchors the main living space, warmed by a gas fireplace with a custom quartzite surround. Outside, a resort-style pool and outdoor shower are framed by professionally designed landscaping. Windows frame the water views from nearly every room, while a fully equipped one-bedroom ADU offers flexible space for guests, extended family, or a private studio. Premium finishes carry through every detail. Deeded mooring coveys with the property. Within walking distance to Fogland beach, restaurants, farm stands — making 10 High Hill Road coastal Rhode Island living at its finest.

10 High Hill Road, Tiverton

Listing courtesy of Listing Agent: Duckworth Prentice Group from Listing Office: Serhant.
$5,485,000
4 Beds ⋅ 5 Baths ⋅ 73373524 MLS
Tucked on a private road in Brookline’s coveted Cottage Farm neighborhood, this exceptional Colonial-style former carriage house underwent a 2 year renovation to the highest standards, completed in 2025. Soaring ceilings and oversized windows bathe the home in natural light and frame serene views of the surrounding gardens, yard and conservation land. The 1st floor presents a stunning open plan complete with large living and dining rooms, chef’s kitchen, breakfast room and oversized deck - for seamless indoor/outdoor entertaining. The upper level features a tranquil primary suite with 2 dressing rooms and a spa-like bath, an additional bedroom suite and laundry room. The lower level includes 2 bedroom suites (or office, gym), one of which has a private entry. Set on 0.44 acres of exquisitely landscaped grounds with direct access to Amory Park, this home offers a rare combination of luxury, privacy, and convenience—just minutes to Boston, Cambridge, shops, dining and public transit.

178 Ivy Street, Brookline

Listing courtesy of Listing Agent: Maggie Gold Seelig from Listing Office: MGS Group Real Estate LTD.
$5,475,000
4 Beds ⋅ 6 Baths ⋅ 73387997 MLS
WORLD-CLASS BOSTON ARCHITECT designs a spectacular home incorporating the historic GREENOUGH BARN! 5,418 s.f. Of living space plus a 915 s.f heated and cooled garage/workshop designed for 3 car lifts/6 car storage! The barn frame was relocated from Carlisle conservation land! The barn was reimagined and will be reconstructed as a MODERN MASTERPIECE on one of the most dramatic lots ever offered for any Concord new construction. Surrounded on 3 SIDES BY CONCORD CONSERVATION LAND that is farmed for sunflower fields. Beyond the conservation land are open & UNDISTURBED VIEWS OF MINUTEMAN NATIONAL PARK in every direction. The main living space soars with 30'+ CEILINGS & MASSIVE GLASS WALLS. All 4 bedrooms are on the 1st floor of this one-of-a-kind home. 2nd floor features a media room & private home office. The house offers a 3 car garage significant enough for multiple car lifts. There is no comparable new home currently being built in Greater Boston! The lower level could be utilized for a playroom or additional recreation area. Designed to ENJOY THE LARGE SKY & SPECTACULAR SUNSET VIEWS! Rare Opportunity - permit approved!

241 Shadyside Avenue, Concord

Listing courtesy of Listing Agent: The Zur Attias Team from Listing Office: The Attias Group, LLC.
$5,450,000
4 Beds ⋅ 6 Baths ⋅ 73499730 MLS
Refined Vineyard living in The Preserve. Set on a knoll overlooking the pond and sweeping grasslands, this exceptional home blends classic coastal architecture with modern luxury. The expansive great room showcases cathedral ceilings, rich millwork, and abundant natural light, with three sets of French doors opening to a bluestone patio with multiple sitting areas and a heated saltwater pool. The chef’s kitchen flows seamlessly into the dining and living spaces. One wing offers an inviting lounge and a luxurious primary suite with spa-like bath and dressing room, while the opposite wing features three guest bedrooms, each with ensuite baths and walk-in closets. Additional highlights include a proper mudroom and a finished lower level with media room, full bath, and storage. Surrounded by mature landscaping, with easy access to trails, the bike path and Farm Neck Golf Club. The Preserve is a private enclave of luxury homes and is arguably one of Oak Bluffs most exclusive neighborhoods.

8 Paddock Rd, Oak Bluffs

Listing courtesy of Listing Agent: Lesley Heidt from Listing Office: Sandpiper Realty, Inc..
$5,390,000
5 Beds ⋅ 6 Baths ⋅ 73507096 MLS
A rare opportunity on Cohasset Harbor now offered at a compelling new price. This stunning shingle-style estate offers extraordinary privacy on elevated land surrounded by 20 acres of salt marsh & woodland with sweeping harbor views. Meandering boardwalks lead to small islands, including one with a tidal dock for direct water access. Designed by Sally Weston & fully renovated, the home blends timeless architecture with modern comfort. A dramatic 2 story foyer opens to formal living & dining rooms each with fireplaces. The kitchen features a large island, baking room & banquette seating, flowing into a family room & sunroom filled with natural light. First-floor spaces include a unique octagonal bedroom, mudroom & potting kitchen. Upstairs the primary suite offers a private sitting area & a spa-like bath, alongside 3 bedrooms, a loft office & a deck overlooking the harbor. 3rd floor suite adds more living space with an additional full bath and room for guests or playroom. Amenities include tennis & bocce courts plus a three story barn perfect for boat storage, a car collection, indoor sports court or artist studio. Third floor of barn features a spacious totally renovated 4 room apartment perfect for generational living. Not in flood zone.

1-R Baileys Island Rd, Scituate

Listing courtesy of Listing Agent: Christine Powers from Listing Office: Coldwell Banker Realty - Cohasset.
$5,300,000
5 Beds ⋅ 4 Baths ⋅ 73493300 MLS
This historically significant townhouse was built in the Greek Revival style in 1834 by Asher Benjamin. The house was owned by Benjamin’s heirs until 1925 and was rented to the family of the well known landscape architect Arthur Shurcliff for many years. The home has five bedrooms, a beautiful living room with floor to ceiling windows and great light, a formal dining room, a deck, and a spacious kitchen looking out on a small garden. The home has had a number of updates over the years, including the addition of an exterior iron balcony. A lovely wide staircase winds through the lower four floors. This gem is one of the prettiest houses on Beacon Hill.

9 West Cedar St, Boston

Listing courtesy of Listing Agent: Sally T. Brewster from Listing Office: Brewster & Berkowitz R. E..
$5,299,000
4 Beds ⋅ 5 Baths ⋅ 73476823 MLS
NEWLY REPOSITIONED PRICING! Located just moments from Town and the harbor, 2 Mariner Way presents a rare opportunity to own new construction in one of Nantucket’s most coveted settings. Tucked within an enclave of only 3 luxury residences, this home offers the perfect balance of in-town convenience and the serenity of nearby Monomoy’s shoreline. Enjoy easy access to Main Street, the Great Harbor Yacht Club, and scenic bike paths. The thoughtfully designed floor plan balances gathering and retreat. An open-concept kitchen, dining, and living space with fireplace anchors the first floor, complemented by a private guest suite. Upstairs, the spacious primary suite is joined by two en-suite bedrooms and a secondary living area. Fully move-in ready for the 2026 season and including a one-year developer warranty for a seamless transition, 2 Mariner Way combines location, lifestyle, and turnkey design to capture the very best of Nantucket living.

2 Mariner Way, Nantucket

Listing courtesy of Listing Agent: Janice Dumont from Listing Office: JD Advisors, Inc.
$5,295,000
3 Beds ⋅ 7 Baths ⋅ 73496934 MLS
Set along 125 feet of private Lagoon frontage, this beautifully designed home offers over 5,400 sq. ft. of light-filled living space across three levels. High ceilings, skylights, and walls of glass capture sweeping water views, while a decorative stone fireplace anchors the main living area. The chef’s kitchen features stainless appliances, stone counters, custom cabinetry, and a large island, complemented by a wet bar and casual dining area. Three ensuite bedrooms include a primary suite with water views, a sitting area, walk-in closet, pool access, and a spa-like bath. The walk-out lower level offers a game room, media area, kitchenette, wine storage, and bonus room. Outdoors, enjoy a heated pool, spa, bluestone terrace, and direct access to calm waters for swimming, boating, and some of the best steamers, littleneck, and cherry stones on the Island. Offered furnished with strong rental history.

385 Barnes Road, Oak Bluffs

Listing courtesy of Listing Agent: Stephanie Roache from Listing Office: Donnelly + Co..
$5,250,000
4 Beds ⋅ 4 Baths ⋅ 73529657 MLS
Perched on the waterfront in Chatham's coveted Stage Island neighborhood, this exceptional 4-bedroom, 4-bath coastal retreat offers 270-degree panoramic views of Stage Harbor, Nantucket Sound, and surrounding tidal marshes. Built to stringent post-Katrina standards and completed in 2011, the home showcases superior construction, reinforced structural tie-downs, and impact-rated windows. Designed to maximize its breathtaking setting, the light-filled open floor plan features walls of glass and stunning water views from nearly every room. The main level includes a spacious living room with fireplace, dining area, updated kitchen, two bedrooms, and a shared bath. Upstairs, two private en-suite bedrooms enjoy elevated harbor vistas. The walkout lower level offers a family room and fitness space overlooking the water. A 2025 kitchen renovation, 2019 revetment, direct water access for kayaking, paddleboarding, fishing, clamming, and swimming, make this an exceptional opportunity.

56 Stage Island Road, Chatham

Listing courtesy of Listing Agent: James Lowenstern from Listing Office: eXp Realty LLC.
$5,225,000
6 Beds ⋅ 4 Baths ⋅ 73472922 MLS
Overlooking Nantucket Sound and just steps from the vibrant heart of downtown Oak Bluffs, this distinctive compound blends laid-back West Coast style with classic island charm. The light-filled four-bedroom main house has been thoughtfully updated with modern, year-round comforts. Privately set at the rear, the guest house known as The Nest offers a peaceful retreat with a private deck, outdoor shower, parking, and mini-split climate control; its upstairs bedroom enjoys views from Farm Pond to Nantucket Sound. Completing the property is the charming Lilac House, a fun open-concept bunk house with a full bath, water-view deck, and private outdoor shower. A wraparound porch captures sweeping ocean views, while beaches, shops, restaurants, Circuit Avenue, and the Harbor are moments away. An established rental history further enhances this rare opportunity in one of Oak Bluffs’ most iconic locations.

4 Canonicus Ave, Oak Bluffs

Listing courtesy of Listing Agent: Katie Donahue & Rachel Serwa Group from Listing Office: Sandpiper Realty, Inc..
$5,200,000
5 Beds ⋅ 4 Baths ⋅ 73534187 MLS
Set high on the north shore with panoramic views of Vineyard Sound and deeded private beach access, this secluded 9.8-acre estate enjoys a rare setting abutting conservation land and the Menemsha Hills trail network. The meticulously maintained residence features a reverse floor plan designed to maximize natural light, soaring ceilings, and stunning water views. The upper level offers an open-concept kitchen, dining, and living area, a private primary suite, office, screened porch, and expansive decks. Thoughtfully appointed with air conditioning, a whole-house generator, integrated sound system, and outdoor lighting. The grounds include a tennis court, landscaped gardens with a water feature, and several acres of open meadow surrounded by mature woodland, ensuring exceptional privacy with no visible neighboring homes. Ample room exists for a pool, and the parcel may offer subdivision potential. Ownership includes rights to Brickyard Beach.

49 Gosnolds Way, Chilmark

Listing courtesy of Listing Agent: Bonnie Pierce from Listing Office: Wallace & Co. Sotheby's International Realty.
$5,100,000
3 Beds ⋅ 7 Baths ⋅ 73511019 MLS
Situated on a lovely street, this very special five story townhome has it all. There are three plus bedrooms with potential for more as the top floor with an open floor plan and sunny balcony offers great flexibility. Wonderful entertaining space and formal rooms with beautiful proportions and architectural details add to the charm. A door from the living room opens out to an extraordinary deck with a balustrade. The bright, eat-in kitchen with large windows looks out on the inviting garden. Amenities include a finished basement with a garden room and lots of storage.

52 Pinckney St, Boston

Listing courtesy of Listing Agent: Sally T. Brewster from Listing Office: Brewster & Berkowitz R. E..
$5,100,000
7 Beds ⋅ 7 Baths ⋅ 73376559 MLS
Much admired 7 bedroom, 7000+sf estate home on an acre of manicured lawns on famed Cliff Road. Built and re designed by two of New England’s most acclaimed architects, this home boasts the grandeur of stately proportions and sumptuous millwork with a newly renovated and superbly equipped chef’s Kitchen and butler’s pantry with adjacent family room. A banquet sized dining room and gracious living room both with fireplaces and french doors lead to the private grounds with stone walls, built in grill and multiple sitting areas. Handsome mahogany study with fireplace, ensuite bedroom with newly renovated bath plus a separate sun room complete the 1st floor. Up a curved staircase befitting the most prestigious of homes you will find 6 bedrooms and 4 full baths including the primary suite with, luxurious bath and laundry. Lower level with recreation room and state of the art wine cellar, 3 car heated garage, heated driveway and whole house generator. A once in a lifetime opportunity!

200 Cliff Rd, Wellesley

Listing courtesy of Listing Agent: Donahue Maley and Burns Team from Listing Office: Compass.
$5,000,000
6 Beds ⋅ 7 Baths ⋅ 73478835 MLS
Step inside this one-of-a-kind, recently built Victorian style home, seamlessly blending modern convenience with timeless elegance, and offering a prime location on one of the most historic sites in Lexington only steps to the town center. Whether hosting parties, guests or large family gatherings, this home will elevate your entertaining. The stunning chef’s kitchen is equipped with granite counters, 2 center islands, a breakfast bar topped with custom glass, informal dining and professional grade SS appliances including the True refrigerator and Wolf 60” gas range. Venture through the custom gazebo to the backyard, a private resort with an expansive blue stone patio, pergola, outdoor kitchen, and heated saltwater pool. The expansive primary suite has a huge walk-in closet, private balcony, fireplace and spa bathroom with glass-topped dual sink vanity, fireplace, tiled shower, and spa tub. Resort living with a pool, a movie theater, gym, and wine cellar without having to leave home!

16 Meriam St, Lexington

Listing courtesy of Listing Agent: Danielle Fleming from Listing Office: MA Properties.
$4,999,000
6 Beds ⋅ 8 Baths ⋅ 73555707 MLS
Nature Lovers Paradise on the Charles River! Stunning in every season, each element of this spectacular property is crafted to maximize your enjoyment and access to the great outdoors. Reimagined by renowned architect Patrick Ahern, the exterior boasts a flat grassy backyard and stone patios with unobstructed views. Inside, a gracious and flexible floor plan is filled with light and views from myriad windows, French doors, and private balconies. First floor living with exquisite primary bedroom suite, a great room, expansive living room, dining and updated kitchen w/ light-filled breakfast room, an add’l bedroom suite and choice of offices complete the main floor. Upstairs, 4 more ensuite bedrooms, including a 2nd primary suite option. Large walk-out finished LL w/ bar, gym & media room. 3 car garage and flat courtyard driveway off protected cul de sac within minutes of extensive Wellesley Trails and Town Center. A notch above the rest. Bring your hiking shoes, kayaks, lounge chairs and lawn games!

12 Winding River Cir, Wellesley

Listing courtesy of Listing Agent: Christine Lawrence from Listing Office: Rutledge Properties.
$4,998,500
4 Beds ⋅ 5 Baths ⋅ 73520842 MLS
Nestled on a private 0.92-acre lot in the prestigious Chestnut Hill neighborhood, this exceptional custom-designed Mid-Century Modern ranch, inspired by the timeless architecture of Frank Lloyd Wright, offers a rare blend of sophistication, privacy, and seamless indoor-outdoor living. Thoughtfully designed with gracious proportions and walls of glass, the home is filled with natural light and overlooks beautifully landscaped grounds. A spectacular four-season breakfast room with four skylights complements the chef’s kitchen featuring top-of-the-line appliances, three ovens, two dishwashers, and custom cabinetry. The luxurious primary suite serves as a private sanctuary with dual showers and vanities, smart toilets, separate dressing areas, a soaking tub, and an attached office/library. The versatile lower level offers excellent potential for an in-law suite. Sliding glass doors line the rear of the home, opening to a serene outdoor retreat with an elegant patio and heated pool. Superb

9 Singletree Rd, Brookline

Listing courtesy of Listing Agent: Deborah M. Gordon from Listing Office: Coldwell Banker Realty - Brookline.
$4,998,000
6 Beds ⋅ 6 Baths ⋅ 73501987 MLS
Elegance, sophistication & incredible architectural craftsmanship highlight this exquisite home, walkable to both Newton Centre & Newtonville. This contemporary colonial offers over 6900 sqft of luxurious living with 6 bedrooms & 6 full baths. The sunsplashed main level offers a formal dining, living room, office/bedroom with a 2 sided fireplace & full bath. The spacious chef's kitchen features Wolf & Subzero appliances, 2 dishwashers & 2 sinks, an island that seats 5 as well as a separate breakfast & sitting area. The inviting oversized family room with vaulted ceilings & fireplace lead out to a patio & private yard featuring an in ground pool & spa perfect for hours of entertaining. The 2nd level offers an gorgeous primary suite with a spa like bathroom & 2 walk in closets. Three additional generously sized en suite bedrooms & laundry complete this level. The finished lower level includes a spacious great room, wet bar, 2 mudrooms, bedroom, bathroom & elevator. A true masterpiece!

136 Beaumont Ave, Newton

Listing courtesy of Listing Agent: The Jeff Groper Group from Listing Office: Coldwell Banker Realty - Newton.
$4,995,000
3 Beds ⋅ 3 Baths ⋅ 73566298 MLS
Waterfront home with Deep-Water dock on Popponessett Island, within our New Seabury Resort! Rare opportunity to own an exceptional contemporary with sweeping views of Nantucket Sound & Popponesset Creek. Thoughtfully designed to showcase this spectacular setting, the sun-filled open floor plan features a dramatic floor-to-ceiling wall of glass that frames the breathtaking water views. The large kitchen flows seamlessly into the living room w/a wood-burning FP. The dining area with multiple sliders opens to a spacious deck perfect for outdoor dining, entertaining or taking in the ever-changing scenery. In addition, there is a primary bedroom w/private bath, plus a bedroom and bath. The lower level features a bedroom, bath, den & home office offering flexible living space for family and guests. The generous family room with a bar area has direct access to a waterfront patio and a lush lawn ideal for all your summer gatherings. This home is located at the end of a quiet cul-de-sac surrounded by water. Enjoy easy access to a sandy ocean beach on Nantucket Sound, spend the day boating to Martha's Vineyard, kayaking or simply relax taking in the cool summer breezes & endless water views.

145 Popponesset Island Rd, Mashpee

Listing courtesy of Listing Agent: Dorothy Oosterman from Listing Office: New Seabury Sotheby's International Realty.
$4,995,000
5 Beds ⋅ 4 Baths ⋅ 73563718 MLS
A rare waterfront offering in Sherborn, gracefully set along the shores of picturesque Farm Pond. Privately sited amid mature trees and lush grounds, this classic New England residence offers an exceptional setting of secluded, natural beauty, and timeless character. Direct Farm Pond frontage includes your own beach, creating a truly special opportunity for swimming, kayaking, paddleboarding, or simply enjoying peaceful days at the water’s edge. A sparkling saltwater pool provides an additional destination for summer entertaining, while expansive lawns, mature landscaping, and wooded surroundings create a serene sense of tranquility. The residence offers the warmth and enduring appeal of classic architecture, thoughtfully complemented by its extraordinary natural setting. From the landscaped grounds to the sweeping pond views, every element invites a more relaxed way of living. A singular opportunity to embrace exclusive waterfront living and quintessential New England beauty less than 25 miles from Boston. Located within the highly regarded Dover-Sherborn Regional School District, consistently ranked among the top 5 school districts in the Commonwealth.

112 Farm Rd, Sherborn

Listing courtesy of Listing Agent: The Berkowitz Team from Listing Office: Keller Williams Boston MetroWest.
$4,995,000
5 Beds ⋅ 5 Baths ⋅ 73553568 MLS
Experience the rare opportunity to own a timeless Cohasset Coastal Estate with sweeping Ocean Views and access to 2 Private Beaches. Originally built in 1890, this beautifully updated home has been thoughtfully renovated to preserve its architectural heritage while embracing todays sought after open concept design where the rooms seamlessly connect creating an ideal setting for both everyday living and grand entertaining. The expansive 6500+ sq ft floor plan includes 5 generous bedrooms, 4.5 baths, a Gourmet Kitchen and a sun-drenched Au Pair or In Law Suite. Large windows frame breathtaking Ocean Views bringing the beauty of the ocean into your home. Whether you are enjoying your morning coffee on one of the multiple outside decks overlooking Minot's Light or hosting a summer gathering, you will feel like you are on a permanent vacation! Designed for modern comfort, with many recent updates, this one-of-a-kind home creates a truly rare offering for those seeking luxury, privacy and a unique coastal lifestyle. A private fenced in backyard and 4 car garage are two bonuses. Appointment required.

41 Hobart Ln, Cohasset

Listing courtesy of Listing Agent: Janice Crowley from Listing Office: Coastal Countryside Properties.
$4,995,000
5 Beds ⋅ 5 Baths ⋅ 73551180 MLS
Set off a lovely cul-de-sac, this restored Greek Revival sits on 4+ acres of open field, rare this close to Boston, stretching out rather than closing in. The expansive field: open, level, and bordering the 7,000 acre Blue Hills Reservation, accessible and yours to explore. A buildable lot: room to expand, a family compound, simply hold as open space, you decide. Fine millwork and French doors speak to fine craftsmanship. The kitchen is anchored by top appliances and built for serious cooking. A well-appointed mudroom keeps the everyday beautifully managed. A glass-walled garden room with fireplace, woodland views and stillness. Modern systems (geothermal heating/cooling, solar array, EV charger) reflect a commitment to sustainability. Privacy and peace without sacrificing reach: commuter rail, Rts 128/95, and Logan Airport all close. Access to Milton's public and the area's prestigious independent schools. This is where sophistication, sanctuary, and the wide-open sky meet.

1632 Canton Ave, Milton

Listing courtesy of Listing Agent: Julianne Bridgeman from Listing Office: Ceres Real Estate.
$4,995,000
6 Beds ⋅ 6 Baths ⋅ 73545332 MLS
One of Wellelsey's signature properties! Rarely available 18 room estate w/ 4 floors of living situated in the heart of Peirce Estates. Stunning foyer w/ curved staircase. Sunken living room w/ coffered ceilings & stone fireplace. Oversized dining room w/ bay window plus large butler's pantry. Kitchen w/ stainless appliances, center island & breakfast nook. One of a kind family room filled w/ built-in bookcases, coffered ceiling, fireplace & wet bar perfect for entertaining & everyday living. Wood panel den/office. Main bedroom w/ 2 walk-in closets & fireplace. 3 additional beds & 2 baths. Large sitting room/bonus room w/ fireplace completes 2nd floor. Third floor w/ 2 more beds & bath plus another large bonus room with built-in bunk beds. Lower level w/ playroom, game room & bar room. Over 7700 sq ft with almost one acre of privacy abutting the reservoir. Fieldstone patio. 400 amp service. 3 car garage & steel beam construction. Your chance to own one of Wellesley's most iconic homes!

43 Monadnock Road, Wellesley

Listing courtesy of Listing Agent: Melissa Dailey from Listing Office: Coldwell Banker Realty - Wellesley.
$4,995,000
6 Beds ⋅ 7 Baths ⋅ 73542515 MLS
Set in one of Andover's most exclusive neighborhoods, this newly constructed estate enjoys a premier location beside The Pike School and within the prestigious Phillips Academy area—an address synonymous with distinction, academic excellence, and enduring value. Opportunities to own new construction of this caliber in such a highly regarded setting are exceedingly rare. Designed for modern living and entertaining, the home features six bedrooms, six full baths, and one half bath, offering a blend of comfort, elegance, and functionality. Expansive living spaces, architectural details, and premium finishes create an atmosphere of timeless luxury. A private first-floor guest suite with direct patio access and a mudroom with a dedicated dog wash station add convenience and flexibility. The sought-after location places residents moments from downtown Andover's dining, shopping, and commuter routes while enjoying the character of one of the town's distinguished neighborhoods.

7 Cider Hill Way, Andover

Listing courtesy of Listing Agent: Team Lillian Montalto from Listing Office: Lillian Montalto Signature Properties.
$4,995,000
3 Beds ⋅ 4 Baths ⋅ 73536923 MLS
Truly incredible offering! This elegant property with 17(!) windows on the parlor level alone, offers a private townhouse-style entrance on picturesque Spruce Street, grand spaces and 3+ bedrooms. The rooms welcome you upon entry with their allure and volume. Guests will be in awe of the expansive living and dining spaces w/ 12 foot ceilings - unique, rarely seen architecture and scale. Beautiful millwork, a gas fireplace & warm hardwood flooring all add to this graceful space. Standout features include a handsome library/home office w/ wood paneled walls-a distinguished setting. A wonderfully laid out, oversized kitchen w/ notable appliances and pantry is adjacent to a fantastic den allowing for casual dining & cozy entertaining options. A luxurious primary suite w/ seating area offers 2 walk-in closets and an opulent bathroom. Two addt'l large bedrooms w/ en suite baths, powder room, storage. Reference floorplan to view the exceptional layout of this spacious, one-of-a-kind property.

50 Beacon Street Unit 50, Boston

Listing courtesy of Listing Agent: Rebecca Davis Tulman and Leslie Singleton Adam from Listing Office: Gibson Sotheby's International Realty.
$4,995,000
3 Beds ⋅ 2 Baths ⋅ 73531359 MLS
Rare opportunity in the Seven Gates Farm community of Chilmark. Designed by architects Jane and Christian Langmuir, this exceptional three-bedroom home is set on 5.3 acres of beautifully landscaped grounds. Thoughtfully designed to embrace natural light and its surroundings, the residence blends natural materials with contemporary architectural details.The dramatic great room features a striking fireplace with a glacial stone hearth, while the open kitchen offers custom cabinetry and premium appliances. The primary suite includes two office spaces, a media area, walk-in closet, and spa-inspired bath. A private guest suite features a full bath with soaking tub, and the third bedroom is currently configured as a wellness space with sauna. Additional amenities include an attached two-car garage, owned solar panels, EV charging station, and a six-bedroom septic system.Seven Gates Farm residents enjoy access to private beaches, docks, tennis courts, and more.1000 acres of protected land.

35 South Bowl Rd, Chilmark

Listing courtesy of Listing Agent: Tina Miller from Listing Office: Donnelly + Co..
$4,995,000
4 Beds ⋅ 6 Baths ⋅ 73529545 MLS
Few homes in Cohasset capture the ocean, Minot’s Light and Little Harbor and with such extraordinary breadth. Extensively renovated with exceptional finishes, this four-bedroom residence offers sweeping water views from nearly every principal room, a custom library/study, four full and two half baths, and a spectacular roof deck with panoramic vistas. The sophisticated coastal design flows beautifully throughout the home, while recent improvements include new systems, Azek decking, landscaping and masonry. Ideally located near Cohasset Village, Sandy and Black Rock beaches, and the commuter rail, this exceptional property offers a rare combination of expansive water views, refined interiors and convenient access to Boston.

3 Jerusalem Lane, Cohasset

Listing courtesy of Listing Agent: Greta Gustafson from Listing Office: LandVest, Inc..
$4,995,000
10 Beds ⋅ 11 Baths ⋅ 73523970 MLS
The Aldrich House returns to Red Brook Harbor. Built in 1890 as a seaside retreat for Boston travelers arriving by train, the Cataumet landmark was fully restored in 2022 with all-new systems, whole-house generator, and an 18-bedroom Title V septic, the kind of permit Cape towns no longer issue. Across three stories, more than 7,000 SF of refined interior: an open great room with floor-to-ceiling stone fireplace, a chef's kitchen, original hardwood restored throughout, and wraparound porches that hold the harbor view. 10 en-suite bedrooms, each with private sitting room, kitchenette, independent climate control, and a balcony for Buzzards Bay sunsets. Outside, 1.84 manicured acres with in-ground pool, gazebo, and firepit. The home includes 3X Commercial Speed Queen dashers and dryers, and more. Family compound, private retreat, or boutique hospitality. Minutes from sandy beaches, Red Brook walking trails, the National Seashore, and the Islands ferries; and only 80 minutes from Boston.

48 Red Brook Harbor Rd, Bourne

Listing courtesy of Listing Agent: Michael Carucci from Listing Office: Serhant.
$4,995,000
5 Beds ⋅ 8 Baths ⋅ 73503213 MLS
Reimagined & redesigned stunning custom home on over 1 acre in Weston's prestigious Golf Club neighborhood. New layout, new floors, new custom built-ins, new kitchen, new butler pantry, new bathrooms, new moudings, white oak door trim, new furnaces, new AC condensers, new Marvin windows, new stone walls & landscaping...... Kitchen family room w/ breakfast nook opens to large family room w/ fireplace. Spacious living room/dining room ideal for entertaining. Private office off of grand foyer. Bedroom & en suite bath on first floor. Main bedroom w/ large custom closet & gorgeous spa-like bath. 3 additional bedrooms all w/ large closets & en suite baths. Front & back staircase. 2 mudrooms. Lower level w/ full bath, playroom, media room plus exercise. This home has huge Marvin windows creating a sunfilled home. Overlooking majestic Skating Pond & its rustic lodge designed by Fredrick Law Olmstead in 1909. Close distance to Weston Town Center and routes to Boston. A must see!

9 Skating Pond Road, Weston

Listing courtesy of Listing Agent: Melissa Dailey from Listing Office: Coldwell Banker Realty - Wellesley.
$4,995,000
4 Beds ⋅ 5 Baths ⋅ 73495595 MLS
CLASSIC CHILMARK RETREAT. Set on nearly six acres of picturesque land, this beautifully restored and expanded modern farmhouse offers a seamless blend of timeless Vineyard character and contemporary comfort. The 3-bedroom, 3.5-bath main residence spans approximately 5,400 square feet of thoughtfully designed living space, highlighted by a sun-filled open kitchen and living area anchored by a striking central fireplace—ideal for both everyday living and entertaining. An expansive primary suite wing features a spacious bedroom, full bath, private office, half bath, and dedicated laundry. The second floor offers flexible space for a studio, office, or media room, while a classic three-season room invites relaxed enjoyment of the surrounding landscape and distant winter water views. Perfect for compound living, the property includes a guest house, solar, horse barn, fenced pasture, garage, and historic boat shed. Deeded access to Chilmark Pond and South Shore Beach completes this property.

205 South Rd, Chilmark

Listing courtesy of Listing Agent: Tina Miller from Listing Office: Donnelly + Co..

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