Feature Properties

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

6 Beds ⋅ 9 Baths ⋅ 73574370 MLS

This impressive residence offers an elevated lifestyle in one of Needham’s most coveted estate neighborhoods. Set gracefully on more than an acre of beautifully landscaped grounds, the property combines timeless elegance with an exceptional array of amenities designed for both everyday living & grand-scale entertaining. An abundance of natural light fills the thoughtfully designed interiors, creating a warm & welcoming atmosphere throughout. Spacious living areas flow effortlessly from one room to the next, offering refined finishes, generous proportions & a seamless connection to the spectacular outdoors. The true centerpiece is the extraordinary manicured yard, crafted for relaxation and entertaining. A sparkling swimming pool & spa complemented by a charming pool house, screened in porch & sports court all surrounded by mature landscaping & lush greenery creates a resort-like setting. This remarkable property offers privacy, sophistication & an unparalleled staycation experience - all in a prestigious setting close to top schools, commuter routes & town. Fabulous opportunity!!

99 Country Way, Needham

Listing courtesy of Listing Agent: The Lara & Chelsea Collaborative from Listing Office: Coldwell Banker Realty - Wellesley.

$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

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 ⋅ 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.

$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

6 Beds ⋅ 8 Baths ⋅ 73492806 MLS

The Ultimate Newton Location 1/2 block from Waban Square! Have you been dreaming of working with a respected local design firm to realize your vision of a contemporary home equipped with a chef's kitchen? If you need an expansive home office on a separate level with privacy, comfort and a safe distance from the refrigerator this house has it! This charming village home is a modern masterpiece designed for discerning taste. Top rated schools, convenient public transit and strategic location near all major roadways make this the ideal option for your new home! The builder has their own model home custom build studio, and they will build this house to your exact specifications...but you need to act quickly before the work begins. Expect occupancy in the Summer of 2026.

151 Pine Ridge Road, Newton

Listing courtesy of Listing Agent: James Lowenstern from Listing Office: eXp Realty LLC.

$4,995,000

3 Beds ⋅ 1 Baths ⋅ 73343859 MLS

Development opportunity in a PRIME Newton Upper Falls location. This is a 41,102 sq ft MR1 / Multi residentially zoned lot with a single family home.

66 Rockland Place, Newton

Listing courtesy of Listing Agent: Alison Haran from Listing Office: Coldwell Banker Realty - Newton.

$4,990,000

5 Beds ⋅ 9 Baths ⋅ 73498185 MLS

Privately set at the end of a quiet cul-de-sac and DIRECTLY ABUTTING ESTABROOK WOODS, this exceptional Concord estate sits on 3.5 acres of breathtaking landscaped level land. With over 12,500 sq ft, the home offers refined architectural details, custom millwork, marble accents and beautifully scaled rooms for both grand entertaining and comfortable daily living. The dramatic great room features soaring 21-ft arched ceilings and a striking stone fireplace. Elegant living and dining rooms, a richly appointed library and a chef’s kitchen with top-tier appliances anchor the main level. A luxurious FIRST FLOOR PRIMARY SUITE offers a spa-inspired marble bath and French doors opening to the bluestone patio and grounds. Outdoor living includes an expansive terrace with outdoor cooking overlooking the sparkling POOL. Finished lower level with large finished rooms and private au pair apartment. A rare opportunity to enjoy estate-scale living with direct access to ESTABROOK WOODS!

215 Monument Farm Rd, Concord

Listing courtesy of Listing Agent: Senkler, Pasley & Whitney from Listing Office: Coldwell Banker Realty - Concord.

$4,980,000

5 Beds ⋅ 5 Baths ⋅ 73574731 MLS

From the moment you arrive, you’ll fall in love with this much-admired white brick Colonial, beautifully sited on a charming corner in Wellesley’s coveted Cliff Estates. Set back from the road and surrounded by beautifully landscaped grounds, this exceptional home offers the perfect blend of elegance, comfort, and space for today’s lifestyle. Inside, gracious rooms unfold with everything exactly where you want it—and more than you expect. The inviting fireplaced living room opens to a light-filled sunroom, ideal as a home office or quiet retreat, with French doors leading to the stone patio. The state-of-the-art kitchen features generous stone countertops, new ovens and Sub-Zero refrigeration, a charming dining area with banquette seating, and an exceptional walk-in pantry. A gracious dining room with a window seat and custom built-ins is perfect for entertaining.The oversized family room, with its dramatic barrel ceiling, abundant windows, and doors opening to the yard, is sure to become the heart of the home. An additional study provides yet another flexible space for working from home or relaxing. A glamorous turned staircase leads to the second floor and a stunning primary suite featuring two walk-in closets and a luxurious marble spa bath. Three additional bedrooms and two full baths, including one en-suite, complete this level. The finished lower level offers even more versatile living space with a playroom, exercise area, additional bedroom, and full bath. Oversized three-car garage with added storage space is such a plus! Outside, enjoy professionally landscaped grounds with mature trees and beautiful plantings. Exceptionally maintained and beautifully decorated throughout, this elegant Cliff Estates home offers a rare combination of timeless style, generous living space, and effortless everyday comfort.

97 Arnold Road, Wellesley

Listing courtesy of Listing Agent: Bobby Morgenstern from Listing Office: Gibson Sotheby's International Realty.

$4,950,000

6 Beds ⋅ 6 Baths ⋅ 73575312 MLS

Rare quarter-acre retreat in the heart of Brookline Village, this fully renovated Victorian offers 5,487 square feet of exceptional living space, a large private backyard, and the character of a historic home paired with modern luxury. Completely renovated to the studs in 2025, the six-bedroom, six-bath residence is just steps from the shops, restaurants, and Green Line in Brookline Village, minutes from Longwood, and only three miles from downtown Boston. Inside, soaring ceilings, white oak hardwood floors, and extensive custom millwork, cabinetry, built-ins, and vanities create a timeless, sophisticated interior. The chef’s kitchen features high-end appliances, including a paneled Sub-Zero refrigerator and 36-inch Wolf convection range, complemented by a butler’s pantry, dedicated coffee bar, and additional under-counter wine refrigerator. Designed for both everyday living and entertaining, the home offers expansive living, dining, and family spaces, four fireplaces, radiant heated floors, two laundry rooms, and an impressive full-height lower level. A private wellness retreat includes a dedicated gym, cedar sauna, and steam shower, while a wet bar with a full-height Sub-Zero wine refrigerator and adjoining recreation space provides an additional setting for entertaining. Two oversized decks, an outdoor gas fireplace, and hot tub extend the living space outdoors and overlook the expansive, fully fenced backyard. Behind the historic exterior, the residence has been comprehensively modernized with new-construction-level infrastructure, including all-new electrical, plumbing, and mechanical systems and five-zone central heating and cooling. A rare opportunity to enjoy substantial private outdoor space, beautifully preserved Victorian character, and the comforts of a complete modern renovation in one of Brookline’s most desirable and convenient locations. See more at 220Aspinwall.com

220 Aspinwall Ave, Brookline

Listing courtesy of Listing Agent: Christopher Roy from Listing Office: Gibson Sotheby's International Realty.

$4,950,000

3 Beds ⋅ 4 Baths ⋅ 73570275 MLS

Situated along the peaceful shores of the Oyster Pond River, this stunning seaside home effortlessly blends classic New England architecture with modern luxury. Arriving along a gravel driveway bordered by blooming hydrangeas and mature trees, the residence makes an immediate impression with crisp white columns and a bluestone walkway. Inside, light-filled interiors showcase clean architectural lines, light wood floors, and custom built-ins. At the heart of the home lies a soaring vaulted great room anchored by a large stone fireplace, framed by double-height windows and glass French doors that capture panoramic water views.Designed for effortless entertaining and everyday comfort, the main level flows between open gathering areas and quiet retreats. The eat-in chef's kitchen features custom cabinetry and professional-grade appliances, including a Sub-Zero refrigerator, double ovens, and a Thermador range. Adjoining the kitchen, the formal dining room serves as a centerpiece for hosting, complete with built-in display shelving and a cozy window seat, illuminated by a custom glass pendant light fixture suspended from a recessed ceiling. A first-floor en suite bedroom completes the main level, providing refined accommodations for guests or family. On the second level, a light-filled den is equipped with a wet bar, a built-in alcove day bed, and a private balcony overlooking the water. The primary suite serves as a true sanctuary, complete with vaulted ceilings, expansive windows framing water views, and a contemporary fireplace. The spa-like primary bath boasts a deep soaking tub with a wood surround, a glass shower with textured wall tiling, dual-sink vanities with under-cabinet lighting, and connects to a spacious walk-in closet. The lower level offers endless possibilities with a stone fireplace, built-in workstations, additional guest space, and a fully appointed bath with a deep soaking tub. Outside, multi-tiered outdoor spaces - including covered decking, a stone patio, and manicured lawns running down toward the water's edge - offer front-row seats to Chatham's iconic maritime landscape. Whether setting off by kayak for a day on the water or enjoying al fresco entertaining amidst unsurpassed natural beauty, this property represents coastal Cape Cod living at its absolute finest.

103 Aunt Nabby's Lane, Chatham

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

$4,950,000

5 Beds ⋅ 8 Baths ⋅ 73556306 MLS

Representing the pinnacle of coastal elegance, this extraordinary estate on Little Island offers a rare opportunity for a generational compound in mint condition and an unsurpassed location. Finished to the highest standards, the property features a spectacular five-bedroom main residence, a swimming pool, a pool house with kitchenette and full bath, and a detached three-car garage with a home gym above. In the main residence, timeless and sophisticated design is on display throughout, with custom millwork, designer wallpaper, soaring vaulted ceilings, and a smart home system that governs doors, locks, and hardware with effortless ease. Superlative craftsmanship and finishes define every room, from the chef's kitchen with professional grade appliances to the exquisitely appointed first-floor primary suite featuring custom-designed closets and a luxurious bathroom with a jetted Grohe shower system. Four additional bedrooms, including a second-floor primary suite, ensure refined accommodations for family and guests, while a finished lower level provides flexible bonus space. Set amidst park-like grounds with manicured landscaping, the backyard features multiple gathering spaces, including an expansive poolside terrace with a summer kitchen and fire pit. The stunning pool house caters to resort-style living and offers endless possibilities. Meticulously appointed with no detail overlooked, additional highlights include a whole-home generator, state-of-the-art security, and Lutron smart lighting. Minutes from everything Osterville has to offer, this exceptional family compound is ready to be enjoyed.

313 Bridge Street, Barnstable

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

$4,950,000

5 Beds ⋅ 6 Baths ⋅ 73520009 MLS

Set on more than 30 acres along the shores of Cape Cod Bay, Sunset Farm is a rare coastal compound of remarkable privacy and unlimited potential. Thoughtfully created by a master arborist with great vision and care, this legacy property features a curated landscape of specimen trees, open meadows, and winding trails around 5 large and naturally recharging freshwater ponds. A custom built farmhouse, substantial barn, and a separate two-bedroom guest cottage provide for immediate enjoyment, while conceptual plans exist for a full multi-generational family compound including stables, additional guest houses, pool and tennis court. With direct beach ownership and an atmosphere of complete seclusion, Sunset Farm feels far removed from the everyday, yet located within proximity to restaurants, shops and galleries. Timeless, serene, and impossible to replicate, this is one of Cape Cod’s most magical properties and is a pleasure to show, by appointment only.

46 Roos Road, Sandwich

Listing courtesy of Listing Agent: Brian Dougherty from Listing Office: Corcoran Property Advisors.

$4,950,000

4 Beds ⋅ 5 Baths ⋅ 73518596 MLS

Nestled in an elevated position overlooking Chatham Seaside Links, this architectural masterpiece embodies classic coastal elegance and is turn key, furnished and ready for summer! Just a stone's throw to Chatham's pristine beaches and the Village's renowned restaurants, the residence offers a private oasis. It is framed by masterful stonework, open-air living spaces, and artisanal native plantings--setting a captivating tone before you even step inside. The foyer sets the stage for the exceptional design that unfolds within. Built by Steven Nickerson, meticulous millwork, custom Kochman Reidt+Haigh cabinetry accentuating many spaces, and intricate architectural details are found throughout the home. The house boasts an extraordinary level of artistry and craftmanship. The main living room with fireplace is refined yet comfortable and flows seamlessly into an intimate sitting area, partitioned by a custom-built cabinet containing a motorized TV lift, creating multi-use spaces.

15 Bay Lane, Chatham

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

$4,950,000

5 Beds ⋅ 6 Baths ⋅ 73486306 MLS

Construction is about to begin on this exceptional home in a private setting—an increasingly rare opportunity to own a residence designed by an internationally recognized, award-winning architect. The vision blends the timeless beauty of traditional architecture with the comfort and functionality of modern living. This respected local development team is known for investing in top architects, designers, and craftsmanship, producing homes in the area that are widely admired. Thoughtful design and attention to detail set this home apart from typical new construction in Newton. Highlights include dramatic floor-to-ceiling windows opening to an expansive deck overlooking the backyard, a chef’s kitchen flowing into a spacious family room, and a luxurious primary suite with three additional bedrooms on the 2nd floor. The lower level has a fantastic recreation room with walk-out access to the yard. There is still time to personalize finishes or add custom touches to make it your forever home

Claremont Street, Newton

Listing courtesy of Listing Agent: Chamberlain Group from Listing Office: Coldwell Banker Realty - Brookline.

$4,950,000

5 Beds ⋅ 8 Baths ⋅ 73474595 MLS

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

197 Grant St, Lexington

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

$4,900,000

5 Beds ⋅ 7 Baths ⋅ 73511215 MLS

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

99 Sunset Rock Rd, Andover

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

$4,895,000

7 Beds ⋅ 7 Baths ⋅ 73376559 MLS

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

200 Cliff Rd, Wellesley

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

$4,880,000

7 Beds ⋅ 11 Baths ⋅ 73500670 MLS

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

22 Lincoln Rd, Lincoln

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

$4,850,000

13 Beds ⋅ 14 Baths ⋅ 73496031 MLS

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

2 Kemble, Lenox

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

$4,850,000

4 Beds ⋅ 5 Baths ⋅ 73360776 MLS

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

8 Sconset Ave, Nantucket

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

$4,800,000

4 Beds ⋅ 5 Baths ⋅ 73502038 MLS

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

6 Mercer Circle, Cambridge

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

$4,800,000

5 Beds ⋅ 7 Baths ⋅ 73494280 MLS

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

451 Wellesley St, Weston

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

$4,800,000

6 Beds ⋅ 7 Baths ⋅ 73466199 MLS

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

180 Ivy St, Brookline

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

$4,799,000

6 Beds ⋅ 7 Baths ⋅ 73509976 MLS

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

1640 Commonwealth Ave, Newton

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

$4,795,000

5 Beds ⋅ 7 Baths ⋅ 73542127 MLS

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

22 Scudder Road, Barnstable

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

$4,790,000

4 Beds ⋅ 4 Baths ⋅ 73542241 MLS

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

44 Carey Lane, Falmouth

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

$4,780,000

6 Beds ⋅ 7 Baths ⋅ 73573880 MLS

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

15 John Poulter Road, Lexington

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

$4,750,000

3 Beds ⋅ 5 Baths ⋅ 73544248 MLS

Rarely available 3.25-acre property on Newton's South Side offers an exceptional development opportunity in an estate property area. The site is located on picturesque Dudley Road, surrounded by mature trees and expensive homes. There is currently a 4,200sf antique barn on the property that was converted to a residence 50 years ago. This residence has 4 bedrooms, 3 bathrooms and a 2-car garage. The owners have secured an engineering opinion confirming the potential for a three-lot, as-of-right subdivision, by creating a cul-de-sac off Dudley Rd. The creation of the cul-de-sac would require the removal or relocation of the existing barn. Each lot holds the potential for a 8,000+ SF house. Whether you envision restoring and modernizing the existing home, creating a new private estate, or pursuing a subdivision for multiple grand residences, the possibilities here are significant. Buyer to perform due diligence prior to submitting an offer.

136 Dudley Rd, Newton

Listing courtesy of Listing Agent: Ezra Stillman from Listing Office: Hammond Residential Real Estate.

$4,750,000

4 Beds ⋅ 6 Baths ⋅ 73536461 MLS

Welcome to 15 Ice House Road in Duxbury, a thoughtfully designed custom-built home offering exceptional luxury living. The private, fenced resort-style backyard is designed for year-round enjoyment, featuring a stunning pool and outdoor living area with a stone fireplace. Inside, quality craftsmanship and custom finishes shine throughout. The chef's kitchen boasts custom cabinetry, Thermador and Miele appliances, a walk-in pantry, and center island, flowing into the dining area, living room with coffered ceiling and gas fireplace, and screened porch overlooking the pool. The first-floor primary suite features a spa-inspired bath with jacuzzi tub, digital valve shower, custom walk-in closet, and double vanities. A custom office for two and laundry room complete the main level. Upstairs are three ensuite bedrooms and a spacious bunk/game room. The finished lower level, 1185 sq. ft. offers 9-ft ceilings, wine room, media room with 8K screen, exercise room and half bath.

15 Ice House Road, Duxbury

Listing courtesy of Listing Agent: Kerri Wick from Listing Office: Sotheby's International Realty.

$4,750,000

4 Beds ⋅ 5 Baths ⋅ 73499231 MLS

This iconic Hingham gem sits on a gentle knoll overlooking Historic Lincoln Street on 1.83 acres of private,professionally landscaped grounds just steps from Hingham Square.Renovated in 2022,it blends historic character with refined luxury.Designer curated interiors feature high ceilings,wood floors,period moldings,built-ins,and three fireplaces,creating exceptional craftsmanship and open,light-filled living spaces.The flowing plan includes a sophisticated yet welcoming fireplaced living room,elegant dining room and sunfilled family room.Custom chef’s kitchen opens to a casual dining area and solarium for seamless indoor-outdoor living.All bedrooms are ensuite, including a retreat-like primary suite with coffered ceiling,fireplace,2 walk-in closets,and a luxurious bath.LL offers finished space with bedroom,kitchenette, living room.Outdoors enjoy front porch,stone patios,saltwater pool & spa,vegetable beds and a fruit orchard.There's an on site Irrigation well for this year round oasis!

54 Lincoln Street, Hingham

Listing courtesy of Listing Agent: Anne Greene from Listing Office: Coldwell Banker Realty - Hingham.

$4,749,900

5 Beds ⋅ 7 Baths ⋅ 73559641 MLS

Extraordinary opportunity to build a custom Modern New England estate on a picturesque one-acre parcel in one of Westwood’s most desirable neighborhoods. Envisioned at approximately 5,200± sq. ft., this exceptional residence is designed to offer 5 bedrooms, 5 full and 2 half baths, soaring ceilings, a dramatic great room, private study, formal dining, chef’s kitchen with prep kitchen, luxurious primary suite, bonus space, and 3-car garage. Optional finished lower level may include a fitness studio, media room, wine lounge, golf simulator, and guest suite. Enjoy professionally designed outdoor living with the potential for a pool, spa, and covered terrace. Convenient to Westwood Center, top-rated schools, commuter rail, shopping, dining, and major routes. Renderings are conceptual; final design, specifications, finishes, pricing, and features are subject to builder approval and may change.

36 Blue Hill Dr, Westwood

Listing courtesy of Listing Agent: Michael Musto from Listing Office: RE/MAX Distinct Advantage.

$4,725,000

3 Beds ⋅ 5 Baths ⋅ 73564664 MLS

Set amongst beautifully landscaped grounds and vibrant gardens, this inviting Chappaquiddick retreat offers a wonderful sense of privacy and tranquility. Stunning hydrangeas frame the property, also complemented by mature trees, colorful blooms, and established gardens, creating a beautiful setting throughout the seasons. Multiple outdoor spaces invite relaxing and entertaining, with a heated saltwater pool, completed in 2025, serving as the centerpiece. Inside, warm and inviting living spaces are filled with natural light, while shiplap details and a relaxed coastal aesthetic give the home a classic island feel. Vaulted ceilings and thoughtful attention to detail enhance the home’s comfortable, refined character, while a thoughtfully designed single-level layout offers the ease and convenience of true first-floor living, with a private primary suite and separate guest wing providing an ideal sense of space and privacy. The detached studio with workshop is a hobbyist’s dream, overlooking the pool and offering a versatile space for creative pursuits, hobbies, or use as a pool cabana.

149 Litchfield Road, Edgartown

Listing courtesy of Listing Agent: Katie Donahue & Rachel Serwa Group from Listing Office: Sandpiper Realty, Inc..

$4,700,000

3 Beds ⋅ 4 Baths ⋅ 73536845 MLS

Sense of place is the initial impression one ascribes of 23 Ocean Street in Manchester-by-the-Sea. This spectacular Contemporary home could easily be sited on the rugged Northern California coast, yet here we are on the refined North Shore of Boston. The property overlooks White Beach, the coastal marshes spreading toward Black Beach and the open Atlantic Ocean. The elevated position above the shoreline ensures privacy and enhances the rhythm of the sea. The great room has cathedral ceilings, fireplace, bookcases and walls of glass that frame the ever-changing views. Sliders lead out to magnificent multi-level decks that provide sublime entertaining spaces. The kitchen features contemporary white cabinetry, high-end appliances (Thermador, SubZero, Meile). The primary suite has luxe bathroom, fireplace and a home office in the tower. How cool! An intimate library, two additional bedrooms, one en-suite rounds out this level. First level bonus room with bath, two car garage & gardens.

23 Ocean Street, Manchester

Listing courtesy of Listing Agent: Scott Smith from Listing Office: Coldwell Banker Realty - Manchester.

$4,695,000

6 Beds ⋅ 10 Baths ⋅ 73555839 MLS

Sophisticated elegance on approximately an acre of land in highly desirable neighborhood. A warmth upon entering through the grand foyer reveals an abundance of natural light and 76 impressive oversized windows. Beautiful architectural elements are revealed as the floor plan flows through an open concept chef's kitchen • butler's pantry • 5 entertaining rooms • 2 private home offices • media room • 6 en suite bedrooms • main level bedroom suite • fitness center • game room • sports bar with lounge • wine cellar and tasting room • 2 large stone patios • outdoor kitchen and fireplace • tranquil views of large flat private rear yard • 3 car heated garage. Nearby entrance to 150 acres of historic conservation land including trails, ponds, meadows, and antique stone walls. Just blocks to historic Lexington center and both elementary and middle schools. Easy commuter location to routes 3, 2 and I-95.

23 Burroughs Road, Lexington

Listing courtesy of Listing Agent: Andrea Jackson from Listing Office: Barrett Sotheby's International Realty.

$4,695,000

3 Beds ⋅ 2 Baths ⋅ 73478787 MLS

Downtown Vineyard Haven with Harbor Views. Positioned between the energy of Main Street and the quiet prestige of West Chop, this location delivers a rare balance of downtown access, privacy, and harbor frontage. Built in 2015, the three-bedroom, two-bath modern ranch is designed for easy first-floor living with expansive water views. Wide, harbor-facing windows showcase the meadow and water beyond. The interior feels open, calm, and intentional, with spaces that flow naturally toward the outdoors and keep the focus where it belongs. Outside, the landscape opens gently toward the water. A private beach path sits immediately adjacent to the Vineyard Haven Yacht Club, offering sailing, tennis, dock access, and a café just steps away, an uncommon amenity pairing in such a peaceful, natural setting. Whether enjoyed as a personal escape or leveraged as an income-producing property, the home’s strong rental history reflects its wide appeal.

16 Frog Hollow, Tisbury

Listing courtesy of Listing Agent: Rose Ryley from Listing Office: Wallace & Co. Sotheby's International Realty.

$4,650,000

5 Beds ⋅ 7 Baths ⋅ 73502884 MLS

Situated in the coveted gated neighborhood of Seaside between the Ocean and country club stands this stunning retreat. As you approach the home you will notice the classic charm is grand yet welcoming. The open concept living area has coffered ceilings a fireplace and plenty of space for guests to gather. The kitchen is truly a delight with a large center island and top of the line appliances. In the back yard you have both covered and open patio spaces surrounding a heated pool. The first floor Primary Suite has direct patio access, a large walk in closet and a private en-suite that is perfect after a long day. Upstairs has 2 bedrooms each with their own dedicated bath a sitting area and a rooftop deck overlooking the ocean! The lower level contains additional sleeping areas an office space as well as a family room. The 2 car garage features a guest suite above it perfect for longer term guests. Enjoy deeded access to the beach just steps away. Be the home where everyone gathers.

5 Coastline Drive, Mashpee

Listing courtesy of Listing Agent: Timothy Morgan from Listing Office: RE/MAX Innovative Properties.

$4,600,000

3 Beds ⋅ 5 Baths ⋅ 73563876 MLS

An exceptional home in a coveted area, 165 Wings Neck Road pairs remarkable craftsmanship with a spectacular coastal setting overlooking Pocasset Harbor and Bassett’s Island. Custom built by noted luxury home builder Peter B. Coffin, this approximately 5,000-square-foot residence was conceived with an uncompromising level of quality, scale and detail, surrounded by beautifully landscaped grounds with a heated gunite pool and extraordinary water views.Light-filled interiors unfold in an open, sophisticated plan designed equally for entertaining and everyday coastal living. Three south-facing decks embrace the scenery, while distinctive architectural details include hand-hewn hickory floors, extensive custom millwork and built-ins, and seven fireplaces throughout the home. The expansive kitchen serves as the heart of the residence with a large island, pantry and generous gathering space. Main and upper floor primary suites offer exceptional privacy, complemented by additional guest accommodations. A four-person elevator connects the living levels with the four-car garage, adding convenience rarely found in a Cape Cod residence of this character.Outside, the experience is equally compelling. The pool and landscaped grounds create a private resort-like retreat, while views stretch across Pocasset Harbor toward Bassett’s Island with the natural landscape of the neighboring Wings Neck Sanctuary completing the backdrop. Rare on its own and even more extraordinary as part of a larger opportunity, adjacent 155 Wings Neck Road is also offered for sale. Acquire 165 individually or consider both residences together to create a significant multi-home coastal compound on one of Pocasset’s most desirable stretches of shoreline.

165 Wings Neck Rd, Bourne

Listing courtesy of Listing Agent: Fisher and Marks from Listing Office: .

$4,600,000

6 Beds ⋅ 6 Baths ⋅ 73522816 MLS

Nestled within the idyllic and highly coveted setting of Farm Neck Golf Club, 15 Tamarack Lane offers a rare opportunity to own a stunning 3.7 acres in one of Martha’s Vineyard’s most exclusive communities. The property enjoys picturesque views over the 7th fairway and 8th tee box, across to Sengekontacket Pond, creating a peaceful backdrop of lush greens and distant water. The historic five-bedroom main residence, along with a separate one-bedroom carriage house, are rich in character and await a thoughtful renovation or reimagining. Ideally located near the clubhouse, restaurant, tennis courts, and pro shop, the property offers easy access to the Farm Neck lifestyle while remaining just minutes from town, the harbor, and ferry terminal. This is an extraordinary chance to secure a property within the esteemed Farm Neck Golf Club community. Included is a highly sought-after Farm Neck Club Stockholder Membership, enhancing both its prestige and value.

15 Tamarack Lane, Oak Bluffs

Listing courtesy of Listing Agent: Stephanie Roache from Listing Office: Donnelly + Co..

$4,600,000

4 Beds ⋅ 4 Baths ⋅ 73514104 MLS

ONE MILE FROM HISTORIC EDGARTOWN VILLAGE. NEW home with a POOL, and close to SOUTH BEACH. The facade offers a covered porch. The entry foyer presents with an oversized lounge area to the right and a spectacular great room ahead. The great room has a soaring cathedral ceiling and a rear wall of two story windows with a gas fireplace. The great room opens to the dining room with a wall of glass doors overlooking the pool area. The dining room flows into the gourmet kitchen with a seating island. Off the dining and kitchen area is access to the mudroom which has a half bath, pantry, and laundry area. Off the mudroom area is an outdoor shower. The first floor hosts the primary bedroom with a luxurious bathroom. The second floor has three guest rooms and two full bathrooms. The rear yard offers privacy in the 14 x 30 ft. salt water heated pool that is surrounded by bluestone and professional landscape.

9 Marthas Way, Edgartown

Listing courtesy of Listing Agent: Michele Casavant from Listing Office: Vineyard Village Realty.

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