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140 Upland Road, Cambridge
$4,385,000
6 Beds ⋅ 5 Baths ⋅ 73564377 MLS
Grand and stately 1888 Queen Anne brick single-family with superb sun exposures, sited above the street grade on a rare 1/4-acre corner lot at the summit of Avon Hill, close to the Porter Square Red Line, Commuter Rail, Harvard Law School, & Harvard's science center. 14 well-proportioned rooms. Gracious and elegant residence: high ceilings, crown moldings, large windows, custom woodwork, 3 period fireplaces, magnificent large-scale 19th-c. stained-glass panel, original medallions. Excellent cross-ventilation. Beautiful modern kitchen with informal dining area. 6 bedrooms, 3 full & 2 half-baths. Hardwood floors. 2 sets of washers/dryers. 5 bay windows, stone window sills, distinctive brickwork, gables, distinctive shingle patterns, slate roof. Separate-entrance 905 s.f. lower-level office & 1/2-bath. Porch with granite steps, turned balusters. Floor-through 3rd-floor auxiliary apartment has separate entry & 175 s.f. rooftop deck. Without architectural changes, the apartment can be re-integrated with 1st- & 2nd-floor living areas. Landscaped & fenced gardens with mature trees & scores of flowering perennials, rhododendron and azalea. Secluded 500-s.f. stone patio. Charming pond & fountain with goldfish & shubunkin. 2020 state-of-the-art 2-pipe boiler system installed by specialist firm New England SteamWorks. Two 2023 Bosch heat pump/AC compressors: one for the main house and one for the apartment. The 2nd floor has high-velocity system with ducting in the ceilings above the rooms. Off-street parking.

140 Upland Road, Cambridge

Listing courtesy of Listing Agent: The Petrowsky Jones Group from Listing Office: Compass.

28 Quaker Run Road, Mashpee
$4,375,000
5 Beds ⋅ 7 Baths ⋅ 73570598 MLS
Set on coveted Mashpee Neck, this spectacular waterfront home seamlessly pairs classic Cape Cod architecture with modern luxury. Built in 2025, the residence showcases superlative quality and craftsmanship throughout, while a private deep-water dock delivers the best of coastal living with access to Nantucket Sound. Immediately upon entering, an open layout defines the light-filled living spaces, complete with beamed ceilings, hardwood floors, and custom millwork. The eat-in chef's kitchen is equipped with professional-grade appliances, stone countertops, and a butler's pantry, ideal for casual living or grand entertaining. In the adjacent living room, a gas fireplace and wet bar offer a refined ambience, while sliding glass doors open to a waterside deck for al fresco dining. Providing the utmost comfort and convenience, an expansive first-floor primary suite leaves nothing to be desired, complete with two walk-in closets, a private balcony, and a sumptuous bathroom. On the second level, four en suite bedrooms ensure well-appointed accommodations for family and friends. The finished lower level provides endless opportunities for entertainment, with a home theater, fitness room, bar, and sliding glass doors that open to a covered terrace with a built-in barbecue overlooking the water. Located minutes from Willowbend, Mashpee Commons, and Cotuit Village, this stunning waterfront home is ready to be enjoyed.

28 Quaker Run Road, Mashpee

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

135 Edmunds Road, Wellesley
$4,350,000
5 Beds ⋅ 6 Baths ⋅ 73585342 MLS
Welcome to 135 Edmunds Road, an exceptional brick Colonial in Peirce Estates, one of the most coveted areas of Wellesley Hills’ Cliff Estates. Meticulously renovated and expanded by a preeminent architect and builder, this remarkable residence seamlessly blends timeless architectural detail with sophisticated modern living. Hardwood floors and exquisite millwork are showcased throughout. The gracious fireplaced living room opens through French doors to the elegant dining room. A step-down family room features a coffered ceiling, custom built-ins and wet bar, with French doors leading to multiple outdoor patios. The spectacular chef’s kitchen is designed for both everyday living and entertaining, with a double oven, gas range, breakfast nook and pantry. Thoughtfully designed spaces provide easy access to the outdoors and an effortless flow throughout the home. A private library/office with fireplace, custom cabinetry and hardwood floors offers a refined retreat. The second floor is accessible by both front and rear staircases and features a generous primary suite with spa-like bath and radiant-heated floor, four additional spacious bedroom suites and a versatile bonus sitting room. The connection between the beautifully appointed interior and the private outdoor spaces is extraordinary. Enjoy a screened porch, expansive bluestone terrace, charming Beacon Hill-inspired patio and rooftop deck, creating exceptional settings for entertaining or relaxing surrounded by nature.The newly renovated lower level offers a game room, gym space, wine cellar and extensive storage. A rare opportunity to own a truly distinctive home that combines timeless elegance, exceptional craftsmanship and every amenity for today’s lifestyle.

135 Edmunds Road, Wellesley

Listing courtesy of Listing Agent: Jill Finkelstein & Associates from Listing Office: Compass.

12 Fayette Street (Rear), Cambridge
$4,350,000
4 Beds ⋅ 4 Baths ⋅ 73577841 MLS
Tucked away from the street amid mature trees in coveted Mid Cambridge, this 2023 free-standing residence is an architectural masterpiece and private sanctuary. Designed by Suzumori Architecture and built to Passive House standards, the home pairs sculptural modernism with exceptional comfort, efficiency, and wellness. Curved walls, soaring 12-ft ceilings, a dramatic white oak staircase, and full-height triple-pane windows flood the interiors with natural light while framing the extraordinary two-tier garden by Christie Dustman Co.—a secluded urban oasis of native plantings, custom stonework, trellises, and tranquil gathering spaces. The Scandinavian-inspired kitchen showcases a 10-ft quartzite island and artisan mosaic backsplash. The soaring primary suite features a jaw-dropping Zen luxe bath with floor-to-ceiling tile, curbless shower, and dual vanity. Complementing the primary suite are two additional bedrooms, a full bath, and a conveniently located laundry room, while a treetop studio with Juliet balcony provides a light-filled retreat for fitness, work, or creative pursuits. The finished lower level offers recreation space, guest accommodations, and a fourth bedroom with full bath. Enhanced by state-of-the-art smart-home technology, this one-of-a-kind residence delivers a holistic living experience where architecture, nature, and tranquility exist in perfect harmony.

12 Fayette Street (Rear), Cambridge

Listing courtesy of Listing Agent: Maggie Dee + Charles Cherney Team from Listing Office: Compass.

251 Puritan Road, Swampscott
$4,350,000
6 Beds ⋅ 7 Baths ⋅ 73507578 MLS
Rare Oceanfront Queen Anne Victorian Estate | Beachhurst | Boston Skyline Views directly on the ocean just 11 miles from Boston, this magnificent shingle-style home offers an unparalleled oceanfront lifestyle. Featuring 6 bedrooms (4 ensuite), & multiple outdoor spaces, the home is designed for grand entertaining and relaxed coastal living. Wake to sweeping views of Boston's glittering skyline, harbor islands, and open sea from nearly every room. Direct access to Eisen Beach puts sand and surf at your doorstep. The chef's kitchen opens via French doors straight to the water, while the wraparound covered porch and pergola invite endless hours of coastal enjoyment. The original craftsmanship designed by Richard Morris Hunt shines with inlaid hardwood floors, hand-carved balusters, stained-glass entry doors, rich wood paneling & multiple ornate fireplaces. Swampscott's most iconic oceanfront home with green lawn, all just minutes from the commuter rail with direct service to Boston.

251 Puritan Road, Swampscott

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

23 Ocean Street, Manchester
$4,300,000
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 Dartmouth, Winchester
$4,299,000
5 Beds ⋅ 6 Baths ⋅ 73574948 MLS
Gracefully positioned along Winter Pond, this exceptional waterfront residence offers a rare opportunity to own one of the Flats most desirable addresses. A true legacy property, it has been beautifully renovated, maintained and updated, blending classic architecture with modern comfort. This 5-bedroom, 5.5 bath classic provides generous, well-proportioned rooms designed for both refined entertaining and relaxed daily living. Water views serve as a serene backdrop to the large modern kitchen, where the natural light dapples and shines all day. It's what everyone craves: the bright, sunny, warm inviting hub of the home. There is an attached mudroom with custom lockers/cabinets, and radiant heat floors. A large family room is attached and is highlighted by a gas-burning fireplace. The expansive living and dining rooms offer plenty of space for more formal entertaining and big groups. One of our favorite features is the study, tucked off the living room and connected to a divine screened-in porch. The natural woodwork and handsome architecture harken to yesteryear while providing the perfect home office and a place to unwind when done working. A generous primary suite is a private retreat with a spacious bath and ample walk-in closets. There are 4 other ample bedrooms, 3 of which are connected to baths, and a second-floor laundry complete this floor. The basement has a huge media and game room, sauna, gym, wine cellar and direct access through a mudroom to a covered patio. Several curated outdoor dining and gathering areas invite entertaining, sunset dinners or quiet reading, overlooking the pond. There is also a full walk-up attic with great ceiling height, unfinished and waiting for your inspiration. An oversized two-car garage with soaring ceilings complete the must-haves. Kayak, skate, go fishing and enjoy life on the water in one of Winchester's most prized, quiet neighborhoods!

4 Dartmouth, Winchester

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

14 Winthrop St, Newton
$4,295,000
7 Beds ⋅ 7 Baths ⋅ 73578127 MLS
Set on a landscaped, level lot in coveted West Newton Hill, this 1880 Victorian blends timeless architectural character with exceptional scale and comfort. Rich period details, soaring ceilings, generous proportions, and abundant natural light define the home. The sun-filled kitchen and family room, surrounded by windows on three sides, features a gas fireplace, oversized island, dining area, built-in office nook, and direct access to a bluestone patio and flat backyard. The main level also offers elegant formal living and dining rooms, a music room, mudroom, and 2 half baths. The 2nd floor includes a spacious primary suite with private office, deck, dressing room, and bath, plus three additional bedrooms, two full baths, and laundry. The third floor offers two bedrooms, a full bath, and family room. The finished lower level includes a guest bedroom, full bath, second laundry, storage, and flexible bonus space.

14 Winthrop St, Newton

Listing courtesy of Listing Agent: The Drucker Group from Listing Office: Compass.

98 Beethoven Ave, Newton
$4,295,000
5 Beds ⋅ 7 Baths ⋅ 73574473 MLS
Why wait for new construction? Built in 2025, this Waban residence offers all the benefits of modern living in one of the most coveted locations on the same block as the recently built Zervas Elementary School and Richardson field and playground. Conveniently located with easy access to the heart of Waban Center, Newton Highlands and 4 Corners, as well as the the Windsor Club, and the MBTA Green Line (D), offering effortless access to Boston and beyond.Thoughtfully designed for today's lifestyle, the open-concept main level features a private office, elegant dining room, and a chef's kitchen showcasing custom cabinetry, top-of-the-line appliances, an oversized island, and a sun-drenched breakfast area with a beautiful built-in banquette. A spacious family room with fireplace flows seamlessly to a covered patio with outdoor kitchen, an entertainer's dream inside and out, complete with a large and private flat backyard. Upstairs, the luxurious primary suite impresses with two walk-in closets and a spa-inspired bath featuring a soaking tub, steam shower, and heated floors. Three additional ensuite bedrooms and a dedicated laundry room complete the second floor. A versatile third floor offers the ideal retreat for work or relaxation with another full bathroom, while the finished lower level provides a fifth bedroom, full bath, gym with built-in sauna, and media/playroom with space for every need. Solar panels are owned and included in the sale. Enjoy all the benefits of nearly new construction, in an established Waban location you'll love coming home to.

98 Beethoven Ave, Newton

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

41-B Wingaersheek Rd, Gloucester
$4,295,000
4 Beds ⋅ 4 Baths ⋅ 73573613 MLS
BEACHFRONT LIVING AT ITS FINEST! Welcome to 41B Wingaersheek Road, a rare offering with 48 feet of private beachfront on one of Gloucester’s most coveted shorelines. Built by Honomobo, this beautifully designed modern modular home combines precision engineering with coastal luxury, connecting you effortlessly to the ocean. Built in Western Canada to withstand extreme temperatures, this property offers a sophisticated alternative to conventional construction, with the home factory-built in precision-fabricated modules and assembled on-site. The property features two beautifully appointed open-concept residences, each offering 2 bedrooms and 2 full baths, with a convenient lockout door providing ultimate flexibility to use the property as an expansive single-family featuring a versatile layout of 4 beds, 4 baths or as two independent units for a multi-family investment. Both residences feature sun-drenched living spaces, in-unit laundry, and sleek kitchens with quartz countertops, center islands, and stainless steel appliances. Outdoor living is thoughtfully designed with a spacious first-floor deck featuring both open and screened-in areas, perfect for enjoying the coastal setting in any season while the top floor deck takes full advantage of the location, offering unobstructed views of the private beach. The highly engineered building envelope pairs structural steel with wood framing to deliver incredible durability and a clean, modern aesthetic, while extensive closed-cell spray-foam insulation, high-efficiency heat-pump HVAC, and a heat-recovery ventilation (HRV) system provide year-round comfort and continuous fresh air. Designed for effortless seaside living, just step outside and follow your private path directly to the beach for a day of swimming or strolling the shoreline. Whether you envision a private family compound, a luxury vacation retreat, or a lucrative income-producing property, this meticulously executed home delivers a remarkable opportunity to own a premier piece of the Gloucester coastline.

41-B Wingaersheek Rd, Gloucester

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

16 Hesperus Circle, Gloucester
$4,295,000
4 Beds ⋅ 4 Baths ⋅ 73542573 MLS
Experience the best of Magnolia waterfront living at 16 Hesperus Circle. Situated at the center of a truly private landscape with unobstructed, breathtaking views of the Atlantic, this exceptional residence offers over 4,000 square feet of living space with 4 bedrooms and 3.5 baths. A flowing open layout is designed to maximize natural light and showcase the spectacular coastal setting, creating an ideal space for both everyday living and entertaining. Step outside to a stunning infinity pool overlooking the water, where endless ocean vistas provide the backdrop for unforgettable gatherings and quiet moments alike. Enjoy the rare combination of privacy and convenience, with Magnolia Beach, downtown Magnolia's shops and restaurants, and all that Cape Ann has to offer just a short walk away. A remarkable opportunity to own a premier waterfront home in one of Gloucester's most coveted seaside neighborhoods.

16 Hesperus Circle, Gloucester

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

80 Doublet Hill Rd, Weston
$4,288,000
4 Beds ⋅ 4 Baths ⋅ 73574433 MLS
4 BEDROOMS, 3 FULL BATHS, 6442 SQUARE FEET.Situated on 2 acres of land with room to develop up to 6,000 more square feet onto the existing property, this is an unbelievable opportunity to be in the best location in Weston with the ability to expand — just a 15-minute commute to Boston. This renovated ranch-style estate is set in Weston's coveted South Side Golf Club neighborhood, bordering conservation land and scenic walking trails. Inside, the home offers light-filled, open living areas, dramatic high ceilings, and expansive windows throughout. A chef-caliber kitchen anchors the home with Wolf and Sub-Zero appliances, quartz counters, and custom cabinetry. The main level features a luxurious primary suite alongside two additional bedrooms, while the finished walkout lower level adds a guest/au pair suite, kitchenette, media room, and additional flexible living space.

80 Doublet Hill Rd, Weston

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

18 Wendy Way, Dennis
$4,275,000
4 Beds ⋅ 7 Baths ⋅ 73576629 MLS
Sited at the tip of one of the coveted West Dennis Fingers, this renovated waterfront home offers unobstructed, 180-degree water views that capture the feel of looking out from the deck of your private ship. Designed in an L-shape to ensure quiet, view-filled spaces, the home is a true private sanctuary at the water's edge where you can watch the sunrise, sunset & passing boats against the backdrop of Bass River & Nantucket Sound. Deep-water dockage includes a 72-foot dock on the protected lagoon side, plus a rare license & permit for a second dock on the river side. Extensive updates over the last five years feature new steel framing, a brand-new kitchen, refreshed baths, new wood floors, HVAC, whole-house generator and a custom seawall. The flexible floor plan offers primary suites on both the main & upper levels, plus a dedicated guest wing. Complete with a spacious two-car garage, seaside fire pit, and seamless ocean access, this is an extraordinary opportunity to establish your family's Cape Cod legacy.

18 Wendy Way, Dennis

Listing courtesy of Listing Agent: Katie Clancy from Listing Office: William Raveis Real Estate & Homes Services.

6 Huckleberry Lane, Truro
$4,250,000
4 Beds ⋅ 6 Baths ⋅ 73590565 MLS
The Cloyster: a landmark modernist estate on 1.07 private acres abutting the Cape Cod National Seashore. Designed in 1981 by celebrated modernist Charlie Zehnder, the original home is cast in poured concrete as three overlapping squares. From 2014 to 2017, Princeton- and Cooper Union-trained Carmi Bee, FAIA, renovated and expanded it with a new wing joined by a bridge. The result honors Zehnder's vision while bringing it into the present as a modern luxury Truro estate. Featured in Cape Cod Life and listed in the Truro Modern House Inventory, it is a residence of true architectural pedigree. Today the home offers 4,804 SF with four en-suite bedrooms, a second kitchen, an elevator, and accordion glass walls that open to the woods. More than 4,300 SF of decks and patios extend the living space outdoors, and the grounds offer potential for a pool. Owned solar, radiant heat, a generator and an attached three-car garage deliver efficient, year-round comfort. Bordered by protected Seashore land, the property ensures lasting privacy, minutes from Wellfleet and Provincetown. A rare blend of design, legacy, scale and modern amenity, ideal as a primary home, retreat or legacy investment.

6 Huckleberry Lane, Truro

Listing courtesy of Listing Agent: Guthrie Schofield Group from Listing Office: .

120 Rawson Rd, Brookline
$4,250,000
5 Beds ⋅ 4 Baths ⋅ 73590255 MLS
Set high atop Aspinwall Hill in close proximity to Washington Square and Brookline Village, this incredible Shingle-style carriage house offers a remarkable confluence of breathtaking historical character and effortless contemporary cool. Designed by prominent Boston architects Hartwell and Richardson in 1888 and spanning over 6300 sf of interior living space, this property preserves striking original architectural features, from original double doors used for horse drawn carriages to a turreted top level living area featuring soaring cathedral ceilings, restored beams, skylights, and sweeping vistas of the lushly landscaped 0.58 acre lot. Modern touches also abound, from the stone-capped kitchen island in the upper-level entertaining space to the two-story fireplace in the voluminous open-plan downstairs living area. An entertainer’s paradise, this property offers two equally stunning living, dining and kitchen spaces, plus a wonderful newly refinished auxiliary lounge on the lower level. In addition to five generous bedrooms and three and a half full baths, the house also offers a brilliant built-in office or library, a second office / workspace in a repurposed carriage stall, and a versatile workshop or art studio. The one-of-a-kind “jockey walk” art gallery off the main foyer offers an inspiring spot to showcase an art collection. The house offers exceptional indoor-outdoor connections including a luminous family room or sun room off the garden, two generous decks, multiple balconies, a stone patio, and an expansive backyard with mature plantings. A graceful circular driveway and two garage bays offer plenty of parking for a crowd. Numerous recent updates, including five-zone 2023 HVAC, five new skylights, many new light fixtures; and new recessed lights, sheet rock and new or newly refinished wood floors in all the bedrooms. Exceptionally well located on a private way yet easily accessible to premier shopping, dining, multiple Green Line stops, downtown Boston, the Longwood Medical area, and renowned public and private schools. This thrilling property is like nothing you’ve ever seen---a serene oasis nestled in one of Brookline's most desirable locations with the best of city living at your doorstep. An incredible opportunity.

120 Rawson Rd, Brookline

Listing courtesy of Listing Agent: Elisabeth Preis from Listing Office: Compass.

11 Amy Circle, Newton
$4,250,000
7 Beds ⋅ 9 Baths ⋅ 73589066 MLS
Exceptional new construction set on a private cul-de-sac in one of Waban’s most coveted neighborhoods, offering 6,213± square feet of sophisticated living across four beautifully finished levels. Thoughtfully designed with a refined modern sensibility, the residence is distinguished by exceptional craftsmanship, elevated finishes, and meticulous attention to detail throughout. The main level centers around a striking kitchen with sleek designer Scavolini cabinetry that continues throughout the home, creating a refined and beautifully cohesive feel. Gracious living and entertaining spaces, a cozy fireplace, private office, and beautifully appointed first-floor en-suite bedroom complete the level. Upstairs, the luxurious primary suite features a beautifully scaled bedroom, spa-inspired bath, and custom-designed closet spaces, complemented by three additional en-suite bedrooms, each with its own distinctive character. The finished lower level is designed for elevated entertaining and extended living, with a spacious media room, dedicated game room, private gym, and expansive en-suite bedroom. The third floor offers a generous bonus room with an additional full bath—an inviting, light-filled space for entertaining or relaxed everyday living. A private yard and thoughtfully planned outdoor living areas provide additional space for entertaining, play, and everyday enjoyment, while a two-car garage with a designated EV charging location adds convenience. Ideally positioned within walking distance of top-rated Zervas Elementary School and moments from Cold Spring Park and its scenic walking trails, with nearby cafés, restaurants, shops, and public transportation, this exceptional residence offers a rare combination of architectural refinement, elevated design, privacy, and sophisticated living in one of Waban’s most sought-after neighborhoods. Now available for private showings by appointment.

11 Amy Circle, Newton

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

1005 Main St, Dennis
$4,250,000
4 Beds ⋅ 7 Baths ⋅ 73585455 MLS
An iconic estate at 1005 Main St in Dennis Village, this lakefront sanctuary was the vision of Joseph Carr, founder of Josh Cellars Winery, and wife Deirdre. Inspired by classic Nantucket architecture with a Hudson River Valley/NYC flair, the home was designed by Mark Zibrat and built by Gable Bulding, both of Chatham. It offers universally functional interiors tailored just as well for grand galas as for intimate gatherings. The sprawling front lawn has hosted rousing white parties and lawn games, while a winding, wooded path leads to the shores of Scargo Lake, complete with a hidden lakeside living room. Inside, enjoy wide King Pine floors, a custom La Cornue range, Italian Carrara marble, and a secret wine tasting room. Featured across top publications, the property includes a new two-story, two-car garage withan executive office, plus a separate "salon" outbuilding that seats up to 14 for an al fresco dinner party. Built along historic Route 6A where early sea captains intentionally settled, this tranquil retreat offers private and warm freshwater swimming with the famous Dennis bayside beaches just around the corner.

1005 Main St, Dennis

Listing courtesy of Listing Agent: Katie Clancy from Listing Office: William Raveis Real Estate & Homes Services.

362 Tappan St, Brookline
$4,250,000
6 Beds ⋅ 7 Baths ⋅ 73580905 MLS
Exquisitely renovated and restored in 2016, this architecturally significant fieldstone-faced attached single family marks the perfect confluence of historic charm, modern luxury, and a wildly desirable location in the heart of Brookline’s Washington Square area. Spanning more than 5700 sq ft of spectacular living space, this property serves as a master class in timeless craftsmanship and a showcase for beautifully curated fixtures and finishes. The main level, graced with 11’ ceilings, features an elegant entry foyer with a fireplace and built-in benches flanked by a spacious bay-front living room with diamond-paned glass detailing & an addl. fireplace. The dining room is an entertainer's paradise with bespoke built-in bar & coffee stations, a gas fireplace, and French doors to a professionally landscaped deck/oasis with irrigation. The open-plan kitchen is a true showstopper, outfitted with floor to ceiling cabinetry, marble countertops, premium appliances, a stone-capped island, and a luminous breakfast area. A sculptural central staircase with a multi-level modern glass chandelier leads to the second level, equipped with a luxe primary suite w/ a gas fireplace, marble bath w/ bidet, and multiple walk-in closets. This level also includes a spacious alternative primary suite equipped with a Murano glass chandelier, fireplace, built-in office, marble bath and laundry. Three more beautiful bedrooms or offices and a sleek modern bath comprise the third level. The sun-drenched top level aerie or art studio, currently used as a media / family room, features its own dedicated bath and triple walk-in closets. Downstairs, the well-appointed fully walkout garden level offers an expansive ensuite guest / in-law space; a play room or lounge; 1.5 renovated baths; an auxiliary laundry room or kitchenette w/ gym space; and ample storage. An enviable mud room boasts French doors and access to a professionally landscaped covered patio / dining area plus parking for 2-3 vehicles. Extensive infrastructure upgrades since 2016 include electric rewiring with 400amp service; five-zone HVAC with hydro air; gut renovations of the kitchen and five+ marble baths; repointing; basement remodeling; slate work; professional landscaping and irrigation; wiring for hi-speed Internet; mesh WiFi; Sonos sound system; & a new sewer line. Coveted location near top-tier shopping, dining, the C & D Green Lines; Longwood Medical; public & private schools. An exceptional opportunity.

362 Tappan St, Brookline

Listing courtesy of Listing Agent: Elisabeth Preis from Listing Office: Compass.

133 Associates Road, Falmouth
$4,250,000
3 Beds ⋅ 3 Baths ⋅ 73578367 MLS
Set on prized Chapoquoit Island - a private, gated community accessed by bridge in West Falmouth - this exceptional property stands as a showcase of classic New England architecture and relaxed coastal luxury. A rare opportunity to immediately enjoy the best of Cape Cod living, the residence was built to the highest standards in 2022 and delivers access to two association beaches, a dock, tennis/pickleball courts, and more. Lush gardens and mature trees set the stage upon approach, amidst the sounds of the ocean and a gentle sea breeze. Multiple outdoor living spaces are thoughtfully designed to capture the breathtaking surroundings, including a screened porch, stone patios, and a balcony. The interior layout emphasizes open spaces, natural light, and refined detail. Warm wide-plank wood flooring and crisp wainscoting run throughout the main living areas. Designed for effortless cooking and gathering, the kitchen features professional-grade appliances, a large stone island, and a custom mosaic tile backsplash. The first-floor primary suite offers comfort and convenience with a walk-in closet and a spa-inspired bath with double vanities and a soaking tub. On the second level, three guest bedrooms provide well-appointed accommodations for family and friends. A walk-out lower level complete with a sauna delivers extensive bonus space, currently configured as a rec room and fitness area. Whether spending warm summer days at the association beach, fishing off the pier, or paddling kayaks in the harbor, this exceptional home delivers a coveted lifestyle in one of Cape Cod's most desirable communities.

133 Associates Road, Falmouth

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

23 Stonefield Court, Needham
$4,250,000
6 Beds ⋅ 8 Baths ⋅ 73577854 MLS
Welcome to 23 Stonefield Court, where timeless elegance meets everyday livability in one of Needham's most coveted neighborhoods. Set on a beautiful acre lot, this exceptional six-bedroom home offers space, style, and versatility for entertaining and everyday living.Inside, a sun-filled main floor unfolds through a gracious dining room, formal living room, and wood-paneled library, ideal for both quiet nights in and gatherings that spill from room to room. The gourmet kitchen, with two dishwashers, multiple ovens, refrigerator drawers, and a walk-in pantry, opens to a breakfast room and a vaulted family room anchored by a stone fireplace, with access to a bluestone patio and firepit for evenings outdoors.Upstairs, five bedrooms include a primary suite with vaulted ceilings, custom closets, and a marble bath, plus two additional en-suite bedrooms, three en-suite in all. The walkout lower level opens directly onto its own private stone patio and offers a sixth bedroom alongside a gym, theater, kitchenette, great room, full bath, and game room with its own fireplace, space built for however you want to use it.A separate carriage house adds exceptional flexibility as a private guest suite, in-law suite, or home office, complete with full bath, sitting area, and kitchenette, while five garage spaces in total handle the rest. All of this just minutes from the commuter rail and downtown Needham.23 Stonefield Court is more than a home, it is a place to gather, unwind, and settle in for the next chapter.

23 Stonefield Court, Needham

Listing courtesy of Listing Agent: Migdol Moore Team from Listing Office: Gibson Sotheby's International Realty.

22 Moonpenny Ln, Chatham
$4,250,000
4 Beds ⋅ 5 Baths ⋅ 73576453 MLS
This exceptional Chatham residence blends coastal luxury with country farmhouse charm in the exclusive Stage Neck neighborhood. Sited on nearly an acre lot with a separate barn/out-building, this property allows for privacy, with easy access to the Chatham Loop and vibrant downtown life. Abundant curb appeal starts with the circular driveway, mature plantings, and covered mahogany farmer's porch. Step inside to a home created by one of the Cape's finest craftsmen; custom built with meticulous care and quality. The floor plan provides multiple living areas on two levels, combined with open living spaces today's Buyers are seeking. Four en-suite bedrooms including a wonderful primary on the first floor w/amazing walk-in closet. Bright, renovated granite and stainless kitchen w/breakfast bar, center island, butler's pantry, and wet bar. Spacious living room offers a slider to a deck overlooking the yard. The first floor also encompasses a dining room, office nook, and full laundry room. Three fireplaces, beautiful wood floors, custom crown moldings, built-ins, natural gas heat, Central A/C, outside shower, well-irrigation, 2-car garage, full basement, and so much more. The stunning lot includes a charming barn with many possibilities: workshop, artist studio, kayak storage, or park a tractor! Properties like this don’t come along very often; this is one-of-a-kind offering in a remarkable location. Whether you desire a Summer retreat or elegant year-round living, you will find it here at 22 Moonpenny Lane!

22 Moonpenny Ln, Chatham

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

4 Sherburne Way, Wareham
$4,250,000
5 Beds ⋅ 8 Baths ⋅ 73568719 MLS
Welcome to 4 Sherburne Way, an extraordinary waterfront estate on Buzzards Bay. The journey begins with a drive through the Little Harbor Golf Club, under a lush canopy of trees, signaling your arrival at a retreat that offers a level of privacy rarely found on the South Coast. Beyond the stone pillars and gated entry, a stunning shingle-style residence awaits, complete with access to a shared tennis court. Inside, the home’s character unfolds with a grand foyer and a graceful turned staircase. The craftsmanship throughout is exceptional; the rich woodwork and architectural detail feel more like a sophisticated Beacon Hill estate than a typical beach house. The heart of the home is a soaring great room anchored by a fireplace and a formal dining area, flowing seamlessly into a chef’s kitchen. Outfitted with a Viking stove, Sub-Zero refrigeration, and a massive center island, this space is designed for both entertaining and quiet mornings. A casual sitting room and a spacious home office flank the main living area, offering versatile spaces for work or relaxation. The primary suite is also located on the main level, featuring a private fireplace, an expansive walk-in closet, and a spa-like ensuite bathroom with a soaking tub, double vanity, and bidet. Exterior doors lead directly to a large, covered porch, where a dedicated seating area and gas fireplace offer a perfect vantage point for the grounds. The second level is equally impressive, hosting a lounge area and three additional ensuite bedrooms. This floor also includes a self-contained living suite—perfect for guests or extended stays—featuring its own kitchen, living area, and full bath. The home’s most iconic architectural feature is the "tower room," designed to resemble a lighthouse. A ladder leads to an elevated lookout, providing breathtaking, panoramic water views that capture the true essence of this estate. The third level adds even more versatility with an additional seating area, full bath, and a wet bar. The outdoor living space is a masterpiece of stonework and natural beauty. Relax by the plunge pool or follow the path down to your own private beach. Whether you are launching a kayak, paddleboarding, or simply enjoying a swim, this is a rare opportunity to own a private coastal compound in an unmatched setting. Come live in a community where the landscape is treated with such reverence, surrounded by neighbors who truly value the stewardship and preservation of the natural world.

4 Sherburne Way, Wareham

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

600 Fox Hill Rd, Chatham
$4,250,000
3 Beds ⋅ 4 Baths ⋅ 73552814 MLS
Exceptional waterfront estate offering breathtaking views from nearly every room and a private sandy beach. Lovingly owned by the same family for nearly three decades, this spectacular 3 bedroom, 3.5 bath residence offers three levels of beautifully designed living overlooking Crow's Pond. A grand foyer opens to a dramatic living room with soaring ceilings, a fireplace, walls of windows, and sweeping water views. Glass doors lead from the living room to a deck and patio overlooking the water, creating the perfect setting for entertaining or relaxing. The first floor also features a waterfront dining room, kitchen, spacious primary suite, wood-paneled den, powder room, laundry, and an attached two-car garage. A charming side porch provides yet another inviting outdoor retreat with spectacular water views. Upstairs, two guest bedrooms enjoy water views and share a full bath. The walkout lower level offers a family room, office, full bath, natural light, and excellent storage. Experience Cape Cod's finest waterfront living with boating, kayaking, swimming, and fishing right from your private sandy beach. Ideally located next to Eastward Ho! and a short drive to downtown Chatham.

600 Fox Hill Rd, Chatham

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

6 West Orchard St., Marblehead
$4,200,000
5 Beds ⋅ 3 Baths ⋅ 73589640 MLS
Premier Goldthwait seaside location.This well maintained and updated center entrance Colonial home offers panoramic island, ocean and Marblehead Harbor views. 2 combined lots (.65 acres) feature frontage on both West Orchard Street as well as Stevens Road. Custom granite and stainless kitchen opens to a magnificent dining/family area surrounded by walls of glass and combines with a vaulted ceiling for truly an amazing experience. Above grade living space of 3724 sq. ft. includes 4/5 bedrooms and 3 updated full bathrooms with radiant heat. Spacious fire placed living room and large, gracious formal dining room features fabulous ocean views and exterior access to an expansive deck with classic awning. A 3rd level bonus room with open floor plan delivers flex space with dramatic ocean and harbor views. Air conditioning throughout. Lower lever is also spacious for storage or future finish. An oversized 2-car garage w/ landscape storage space. Assessed value of $3,480,900 includes 2 lots in Single Residence/ Shoreline Single Residence (SR/SSR) zoning. New windows and new full bathrooms. Deeded 10' wide easement to beach. Access to Gallison Beach and Goldthwait Reservation just around the corner. Professionally landscaped grounds with irrigation offer a genuine privacy. See attached floor plans, GIS maps for both lots, dimensional table requirements and deed.Listing information has been obtained from 3rd party sources and has not been independently verified. Buyer and Buyer's agent should perform his/her own due diligence.

6 West Orchard St., Marblehead

Listing courtesy of Listing Agent: Steven White from Listing Office: William Raveis R.E. & Home Services.

7 Monadnock Rd, Newton
$4,200,000
4 Beds ⋅ 5 Baths ⋅ 73588000 MLS
Welcome to the Golden Triangle of Chestnut Hill! Ideally situated between Newton Centre, The Street and Chestnut Hill Square, with convenient access to Rt.9 and the Mass Pike, this exceptional home offers a rare combination of privacy, mature landscape, and character of an established Chestnut Hill setting with the scale, ceiling heights, infrastructure, and quality of a custom-built home. From the dramatic marble foyer and sweeping staircase, the home's defining sense of volume is immediately apparent. High ceilings extend throughout all levels of the home, while oversized windows fill the interiors with natural light. Generous proportions and airy living spaces create a sense of scale rarely found in established homes. The heart of the home features a spacious kitchen and informal dining area overlooking the grounds and pool, while formal living and dining rooms provide elegant spaces for entertaining. A front-to-back family room and extensive floor-to-ceiling windows create a seamless connection between indoor and outdoor living. Upstairs, the oversized primary suite offers remarkable scale and flexibility, with a large walk-in closet and luxurious bath with jacuzzi tub and steam shower. The bedroom could potentially be reconfigured into two generously proportioned bedrooms. The additional bedrooms are equally spacious, with private bathroom access. Mature landscaping surrounds the property with exceptional privacy, creating a secluded oasis. A large heated saltwater pool and expansive patio provide the perfect setting for summer entertaining, outdoor dining, and relaxed afternoons at home. A three-car garage adds exceptional convenience and storage.

7 Monadnock Rd, Newton

Listing courtesy of Listing Agent: Esin Susol Team from Listing Office: William Raveis R. E. & Home Services.

392 S Main St, Cohasset
$4,200,000
4 Beds ⋅ 5 Baths ⋅ 73586542 MLS
A remarkable waterfront setting meets exceptional craftsmanship on 1.55 acres along Cohasset’s Gulph River. Reimagined over two years as a forever home, this residence was comprehensively reconstructed by a respected local builder and expanded from the original foundation up, transforming a classic Cape into an elegant French Colonial while preserving meaningful pieces of its history. More than 5,700 SF of living space is framed by panoramic river and marsh views with walls of glass presenting spectacular sunrises and serene sunsets. The home's slopeside position creates an elevated setting overlooking the river and marsh while offering a private backyard oasis. Inside the home, wide-plank hickory floors, high-efficiency Andersen windows and doors, closed-cell insulation, three-zone HVAC and a high-performance hot water system reflect the same attention to quality found throughout. At the center of the home, the chef’s gourmet kitchen pairs professional-grade Viking appliances with leathered Brazilian quartzite, custom cabinetry, imported Moroccan tile and a commercial-grade hood trimmed in reclaimed 1800s barn beams. Open living and dining spaces flow to the waterside deck, while the living room’s gas fireplace features a handcrafted mantel of the original hand-sawn barn beam. The primary suite is a private retreat with a balcony, a walk-in closet, and a distinctive spa bath with a custom Turkish-spindle vanity, an oversized clawfoot soaking tub, and a Tadelakt-finished shower. Three additional bedrooms and two more full baths complete the second floor. The finished walkout lower level, with two sets of French doors, water views, full bath, and polished concrete floors, offers flexible space for a gym, recreation, guests and more. Outside, an expansive lawn offering endless possibilities leads toward the river with timeless views across the estuary and direct access to the water. A renovated barn adds exceptional versatility, including a heated and cooled second floor ideal for an office or studio. MoistureShield CoolDeck composite decking, a backup generator, and thoughtful efficiency upgrades complete this extraordinary Cohasset property, just a short walk to the Village, commuter rail, restaurants, and harbor.

392 S Main St, Cohasset

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

69 Forest St, Sherborn
$4,200,000
3 Beds ⋅ 3 Baths ⋅ 73578788 MLS
Steeped in history this extraordinary antique estate presents a once-in-a-lifetime opportunity to own a remarkable piece of local heritage. Built circa 1694 and lovingly passed down through generations of the Holbrook family, this treasured property has never been offered for sale. Carefully preserved over the centuries, the residence retains much of its original character, including authentic paneling, exposed beams, plank flooring and countless period details that reflect its rich history and craftsmanship. Adding to the property's unique appeal is an extraordinary 3 story barn constructed prior to 1870 with approximately 12,000 square feet of space! This property is being offered as one complete package, including the historic home, barn and 22 acres. In addition to the main estate the acreage will include 4 buildable lots all with street frontage creating exceptional investment and development opportunities, or maintained as a private compound. Rarely does a property of this historical significance, scale and potential become available!!

69 Forest St, Sherborn

Listing courtesy of Listing Agent: Maryann Clancy from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

5 Kidd Way, Orleans
$4,200,000
5 Beds ⋅ 5 Baths ⋅ 73570743 MLS
SET DIRECTLY on the Pleasant Bay estuary, 5 Kidd Way offers expansive water views, immediate deepwater boating access, and exceptional privacy on nearly 1.5 acres. This distinctive 5BR/5BA home spans three finished levels, with flexible living spaces designed to accommodate family and guests. The light-filled main level features open living and dining areas overlooking the water, a wood-burning fireplace, updated kitchen with quartz countertops and new appliances, and a spacious primary suite. Multi-level mahogany decks extend the living outdoors and provide an ideal setting for dining and entertaining. Additional bedroom suites and flexible spaces are located on the upper and lower levels, including private exterior access from the lower level. A separate heated and cooled guest cottage with full bath offers excellent possibilities for guests, a studio or home office, or potential ADU use. The 1.4+ acre setting provides room for a pool or additional accessory structure, subject to approvals. Enjoy private shoreline access for kayaking, paddleboarding, swimming, sailing, and boating. The existing deepwater mooring is available subject to Harbormaster approval.With a proven peak-season rental history approaching $100,000 per year, 5 Kidd Way offers an unusual combination of waterfront lifestyle, flexibility, and income potential—all just minutes from Orleans and Chatham. NOTE: A substantial addition and renovations have been completed at the property. These alterations are not yet reflected in public records, assessments, or estimated valuations.

5 Kidd Way, Orleans

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

30 Indian Trail, Chatham
$4,200,000
3 Beds ⋅ 3 Baths ⋅ 73515489 MLS
Laissez Faire, designed and built by Polhemus Savery DaSilva in 2012, is a coastal showpiece set in Hardings Beach Hills, with sweeping views of the marsh and creek. Blending classic Cape vernacular with modern lines, the home showcases exceptional craftsmanship and architectural detail throughout. The open main level is anchored by an arched fireplace wall that flows into a dramatic two-story dining area and reading loft, both set off by a soaring wall of windows with water views. The chef’s kitchen offers bar seating, while a versatile bedroom or study, full bath and mudroom complete the floor. The primary suite is a quiet retreat, featuring a fireplace, built-in bookshelves, a window seat and a luminous stained-glass accent window. A second guest suite with vaulted ceilings completes the upper level. The walk-out lower level provides generous family space, custom built-ins, abundant storage and room for expansion. Outdoors, mature plantings, stonework, a large deck and a pergola.

30 Indian Trail, Chatham

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

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