Feature Properties

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

1-R Baileys Island Rd, Scituate

Listing courtesy of Listing Agent: Christine Powers from Listing Office: Coldwell Banker Realty - Cohasset.

$5,350,000

5 Beds ⋅ 8 Baths ⋅ 73573262 MLS

Set within Wellesley’s coveted Dana Hall neighborhood, this exceptional Colonial has been transformed into a secluded retreat where architecture, craftsmanship, and livability come together beautifully. Renovated by Flavin Architects and Ken Vona Construction, the home showcases an exacting level of design and detail. A gracious two-story foyer introduces interiors filled with natural light, while quarter-sawn oak floors lead to the formal dining room, where floor-to-ceiling windows and glass doors open to a secluded patio. A bright solarium and inviting screened-in porch offer additional spaces to unwind and take in the surrounding landscape.At the heart of the home, the Bulthaup kitchen features premium appliances, a butler’s pantry, double ovens, a full-size wine cooler, and an expansive island that flows into the family room with vaulted ceilings, custom built-ins, and a stone gas fireplace. Five bedrooms and six full baths include a serene primary suite with soaring ceilings, a spa-inspired bath, and a private balcony overlooking the grounds. The finished lower level provides a gym, playroom, wet bar, wine cellar, media room, full bath, and entertainment area. Meticulously landscaped grounds complete this distinctive residence, offering an extraordinary setting for both everyday living and entertaining.

55 Ridge Hill Farm Rd, Wellesley

Listing courtesy of Listing Agent: Debi Benoit from Listing Office: William Raveis R.E. & Home Services.

$5,300,000

6 Beds ⋅ 4 Baths ⋅ 73529550 MLS

Discover oceanfront quintessential island living in this newer constructed shingle style home, thoughtfully designed from the ground up to honor the storied architectural heritage of the New England coast while delivering every comfort the modern household demands. From the moment you arrive, the home's classic cedar-shingled façade and welcoming front porch communicate a sense of permanence and grace. It is a home that feels as though it has always belonged on this stretch of Plum Island shoreline. This home offers the most spectacular sunrises and sunsets. Waterviews are admired from every room. Every room tells the same story, thoughtful design, premium craft, and an abiding respect for the islands setting that surrounds it. The front and primary porches offer up a place for morning coffee, afternoon reading, and the simple pleasure of watching the world drift by at an island pace. Plum Island and this home is not just an address, it is a way of living a lifestyle.

4 35th St, Newbury

Listing courtesy of Listing Agent: Kristin Francoeur from Listing Office: Gibson Sotheby's International Realty.

$5,300,000

5 Beds ⋅ 4 Baths ⋅ 73493300 MLS

This historically significant townhouse was built in the Greek Revival style in 1834 by Asher Benjamin. The house was owned by Benjamin’s heirs until 1925 and was rented to the family of the well known landscape architect Arthur Shurcliff for many years. The home has five bedrooms, a beautiful living room with floor to ceiling windows and great light, a formal dining room, a deck, and a spacious kitchen looking out on a small garden. The home has had a number of updates over the years, including the addition of an exterior iron balcony. A lovely wide staircase winds through the lower four floors. This gem is one of the prettiest houses on Beacon Hill.

9 West Cedar St, Boston

Listing courtesy of Listing Agent: Sally T. Brewster from Listing Office: Brewster & Berkowitz R. E..

$5,295,000

4 Beds ⋅ 5 Baths ⋅ 73473408 MLS

Extraordinary and rarely offered, this private estate in the heart of historic Sandwich commands sweeping, panoramic views of Cape Cod Bay from nearly 19 acres of secluded land. A true legacy property, the setting offers unmatched privacy, rolling grounds, and endless possibilities in one of Cape Cod’s most coveted locations. The residence encompasses over 6,000 square feet and is designed to support both refined living and grand-scale entertaining, whether enjoyed as a seasonal retreat or year-round residence. Outdoor living is paramount, with a heated gunite pool, classic farmer’s porch, and widow’s walk serving as exceptional vantage points to take in the ever-changing bay views and coastal horizon. The property also features its own dedicated solar field, enhancing efficiency and sustainability. Rarely does an estate of this magnitude, acreage, and outlook become available—an exceptional opportunity to own a private sanctuary defined by space, serenity, and breathtaking water views

19 Cedarville Road, Sandwich

Listing courtesy of Listing Agent: Ashley Brennan from Listing Office: Gibson Sotheby's International Realty.

$5,250,000

4 Beds ⋅ 5 Baths ⋅ 73571701 MLS

Brand-new and sun-filled, this exceptional shingle-style Gambrel is privately set on nearly an acre of professionally landscaped, level grounds just off coveted Shore Road, less than a block from the ocean. A refined coastal retreat, the 4-bedroom, 4.5-bath residence pairs exceptional craftsmanship with effortless luxury and gracious indoor-outdoor living. Beautiful millwork and 9' ceilings define the first floor, anchored by a vaulted beam-ceiling primary suite with a spectacular spa-inspired bath. The generous eat-in kitchen and family room feature a dramatic shiplap-vaulted ceiling and open to a sun-drenched patio surrounding a heated plunge pool and oversize yard with unlimited potential. A second-floor deck overlooks the secluded grounds, while an additional primary en-suite and two bedrooms and two more baths complete the upper level. Stroll to Chatham Bars Inn, the Fish Pier and Main Street - an enviable setting where the best of Chatham is truly at your doorstep.

106 Barcliff Ave, Chatham

Listing courtesy of Listing Agent: Jill Boudreau from Listing Office: eXp Realty LLC - Corporate Office.

$5,225,000

6 Beds ⋅ 4 Baths ⋅ 73472922 MLS

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

4 Canonicus Ave, Oak Bluffs

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

$5,200,000

5 Beds ⋅ 4 Baths ⋅ 73534187 MLS

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

49 Gosnolds Way, Chilmark

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

$5,100,000

5 Beds ⋅ 4 Baths ⋅ 73578429 MLS

Welcome to 97 Oakmont, an extraordinary Montana-built log cabin retreat set on 80 private acres in Westminster. Combining exceptional craftsmanship, natural beauty, and unmatched privacy, this is the kind of property that rarely comes to market. The 5+ bedroom home showcases soaring log timbers, a dramatic fireplace, warm wood interiors, and expansive decks designed to take full advantage of the stunning surroundings. Nearly every room offers a view, including the beautifully positioned kitchen boasting Dakota mahogany granite countertops, overlooking the fields, meadows, and rolling landscape beyond. A second-floor office with water views provides a peaceful place to work, create, or simply enjoy the quiet. Outside, the property is just as impressive. Enjoy direct access to Croker Pond with your own private dock and views of the pond's two islands. Whether you're kayaking, fishing, paddleboarding, or simply enjoying a morning coffee by the water, the setting is nothing short of spectacular. The 80 acres offer a rare mix of open meadows, mature woods, and established trails for walking, hiking, exploring, and enjoying nature right outside your door. Organic fields free of chemical fertilizers, abundant wildlife, and a mature maple grove with maple syrup production potential create a property that feels both private and purposeful. The finished walk-out lower level includes a separate living area with direct access to a covered patio, creating a seamless connection to the outdoors and offering some of the property's most beautiful views. The lower garage allows you to park your snow mobile at the end of the day. While the setting feels worlds away, you're just minutes from everything Westminster has to offer, including local restaurants, shopping, Wachusett Mountain, golf, and year-round outdoor recreation. Route 2 and the Fitchburg commuter rail provide convenient access to Boston and surrounding communities.97 Oakmont is more than a home—it's a private New England estate offering waterfront living, extensive acreage, recreational opportunities, and the kind of peace and tranquility that is increasingly difficult to find. A truly rare opportunity.

97 Oakmont Ave, Westminster

Listing courtesy of Listing Agent: The Edwards Realty Team from Listing Office: Barrett Sotheby's International Realty.

$5,100,000

3 Beds ⋅ 7 Baths ⋅ 73511019 MLS

Situated on a lovely street, this very special five story townhome has it all. There are three plus bedrooms with potential for more as the top floor with an open floor plan and sunny balcony offers great flexibility. Wonderful entertaining space and formal rooms with beautiful proportions and architectural details add to the charm. A door from the living room opens out to an extraordinary deck with a balustrade. The bright, eat-in kitchen with large windows looks out on the inviting garden. Amenities include a finished basement with a garden room and lots of storage.

52 Pinckney St, Boston

Listing courtesy of Listing Agent: Sally T. Brewster from Listing Office: Brewster & Berkowitz R. E..

$5,000,000

5 Beds ⋅ 7 Baths ⋅ 73582552 MLS

What if your favorite destination was home? Set on one of Southborough’s most distinguished streets, 3 Wyndemere Drive is a residence designed for both extraordinary moments and beautifully lived everyday life - a place where timeless elegance, exceptional amenities and effortless comfort come together. From the moment you enter, soaring spaces, refined architectural details and an elegant flow create a sense of presence without sacrificing warmth. Expansive windows fill the interiors with natural light and capture views of the picturesque wildflower meadow and surrounding conservation land. At the heart of the home, beautifully appointed gathering spaces transition effortlessly from quiet mornings to intimate dinners and memorable evenings. The main-level primary suite is a world of its own - generously scaled, private and designed around the rituals of everyday luxury. A serene sitting room opens to a private balcony, while two exceptional walk-in closets create beautifully designed spaces for dressing, displaying and organizing a wardrobe with room to truly indulge. And then there’s downstairs, where an entirely different experience awaits. The expansive lower level is dedicated to entertaining, wellness and fun, with a sophisticated bar and oversized island, wine display, indoor grill, golf simulator and putting area, fitness space and impressive indoor jet pool. Perfect your swing, work out, gather for drinks or entertain late into the evening - all without ever making a reservation! Outside, approximately 4.6 acres of manicured grounds create a remarkable sense of privacy and a beautiful backdrop through the changing seasons. Generous living spaces, multiple levels of thoughtfully designed amenities and a three-car garage complete a residence created for life on a grand scale - yet with the warmth and versatility to feel equally at home during quiet everyday moments. Perfectly positioned in Southborough, the residence offers the rare combination of privacy and accessibility, with Fay and St. Mark’s schools nearby and Boston approximately 25 miles away - keeping exceptional education, culture and city access within easy reach. Elegant yet unexpected, sophisticated yet meant to be lived in, 3 Wyndemere Drive offers something increasingly rare: the freedom to entertain, play, recharge and enjoy life entirely on your own terms. This isn't simply a home to see. It's one to experience.

3 Wyndemere Dr, Southborough

Listing courtesy of Listing Agent: Edith Paley from Listing Office: William Raveis R.E. & Home Services.

$5,000,000

4 Beds ⋅ 4 Baths ⋅ 73571790 MLS

There are beautiful homes on Cape Cod, and then there are properties whose scale, setting and presence place them in a category entirely on their own. Privately set at the end of a quiet North Truro cul-de-sac, 8 Schardt Way is one of those rare gems—a Chatham-like estate in scale and sophistication, surrounded by the untamed beauty of the Outer Cape and just minutes from Provincetown. Built by Cape Associates in 2009, the four-bedroom, three-and-one-half-bath residence offers an impressive 5,824 square feet of living space on approximately 3.7 private acres. Elevated above its surroundings, the home captures sweeping views toward Provincetown and Cape Cod Bay from almost every room—expansive skies, changing light and unforgettable sunsets become part of everyday life. Adding to the extraordinary nature of this offering is 6 Schardt Way, an adjacent vacant, buildable parcel of approximately 1.1 acres, creating a combined setting of approximately 4.8 acres and providing additional privacy, flexibility and a rare opportunity to control more of the surrounding landscape.Enhancing its future potential, 6 Schardt Way has an engineered Title V plan designed for a five-bedroom residence, along with a test well, offering an exceptional opportunity to further develop the property as an expanded estate, guest residence or multigenerational family compound. The residence was created on a scale rarely encountered on the Outer Cape. Generous living and entertaining spaces invite a house filled with family and friends, while the expansive grounds provide the extraordinary feeling of having your own world within one of Cape Cod's most treasured landscapes. This is a property that gives purpose to coming home—where summer weekends become traditions, children and grandchildren return year after year, friends gather around the pool, and spectacular Cape sunsets remind you exactly why you chose to be here. A saltwater in-ground pool creates a private resort-like setting, while a heated three-bay garage, heated driveway track, radiant basement floors, 30kW Kohler automatic generator and extensive recent mechanical upgrades provide exceptional year-round comfort. The primary suite offers its own private sanctuary, highlighted by a BainUltra ThermoMasseur bath. There is a certain feeling that comes with owning a property of this significance—a sense of arrival, permanence and belonging. A place worthy of what you have accomplished.

8 Schardt Way, Truro

Listing courtesy of Listing Agent: The Beach Buoys from Listing Office: Gibson Sotheby's International Realty.

$5,000,000

6 Beds ⋅ 5 Baths ⋅ 73571780 MLS

Maplemere is one of Lexington’s truly distinctive properties, with origins dating to the early 19th century. The architectural character, historic barn, and carriage house preserve a tangible connection to Lexington’s agricultural past. Set on 1.7 acres in the coveted Meriam Hill neighborhood and directly abutting 27 acres of conservation land, Maplemere enjoys an extraordinary sense of privacy, permanence, and protected natural beauty. Mature landscaping and expansive grounds create a rare feeling of seclusion while remaining close to the character and community of Lexington. Inside, gracious living spaces are designed for both sophisticated entertaining and comfortable family life, all anchored by a magnificent family room that invites gathering. A large wrap-around porch, partially screened-in, extends the living spaces outdoors, creating beautiful settings for dining, entertaining, and enjoying the landscape throughout the seasons. The main level is thoughtfully designed for modern living, with a private second main bedroom offering the rare convenience of first-floor living. Two dedicated home offices provide elegant spaces for work or study, while a handsome library offers a quiet retreat for reading and conversation. Upstairs, the primary suite offers a particularly special vantage point, overlooking the protected conservation land and opening to a private walk-out balcony. Four additional bedrooms provide generous accommodations for family and guests, complemented by a fitness room. The grounds unfold as a private retreat, with a beautiful swimming pool and pool house at the heart of summer living. The surrounding conservation land provides a peaceful backdrop and protected views, while mature trees and gardens create an atmosphere of timeless beauty. There is a rare sense of continuity at Maplemere. The land that once supported a historic Lexington farm now provides the backdrop for an extraordinary modern lifestyle. A landmark property, Maplemere offers something increasingly difficult to find: enduring land, exceptional privacy, and a home thoughtfully designed for generations of living. Ideally situated just blocks from Lexington Center, this location offers exceptional proximity to top-rated schools and major commuter routes.

42 Adams Street, Lexington

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

$5,000,000

6 Beds ⋅ 7 Baths ⋅ 73478835 MLS

Step inside this recently constructed Victorian style home to discover an exquisite and majestic estate that has been meticulously built to seamlessly blend modern convenience with timeless elegance, perfectly tailored to fit the needs of today’s lifestyle. Nestled within highly desirable Merriam Hill and offering a prime location only steps to the town center and on one of the most historic sites in Lexington, 16 Meriam Street is sited on the very spot where Samuel Adams exclaimed to John Hancock upon hearing the first shots of the revolution, “Oh what a glorious morning for America!” The exterior and surrounding gardens are captivating with professionally landscaped grounds, stone walls, and specialty plantings. Whether hosting a grand soiree or an intimate family gathering, this home elevates your entertaining endeavors to new heights. The heart of the home opens with the stunning chef’s kitchen with professional grade, high end appliances including the 48” True double door refrigerator/freezer and Wolf 60” gas range. The chef is sure to appreciate the granite countertops with quartz accents, a rounded center island, a breakfast bar topped with custom artistic glass by Thinkglass, a custom designed backsplash, and a spacious informal dining area overlooking the backyard entertainment haven, easily accessible from both the kitchen and gazebo. The primary suite is a sanctuary, featuring a gas fireplace with a quartz surround and double French doors to a private balcony with Ipe flooring overlooking the backyard. A huge walk-in closet offers a window seat, a curved hanging area, and custom built-ins to provide the ultimate organization. The spa-like primary bathroom features an additional gas fireplace, and a dual sink vanity with a glass countertop and glass vessel sinks. Retreat to the secluded third level with two additional bedrooms, a full bathroom, perfect to use as a teen/au pair suite. Enjoy the home theater with 110” screen, high-definition Sony projector, and 7.1 surround sound system for an immersive cinematic experience. Slate tile flooring flows throughout the rest of the lower level, complete with a game room, home gym, and mudroom. Venture outdoors to find your very own private resort. The huge bluestone patio offers lots of space for outdoor enjoyment, including the barbecue station and a granite-topped breakfast bar. The heated saltwater lap pool glistens in the backdrop with its infinity waterfall, a welcome retreat on hot summer days.

16 Meriam St, Lexington

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

$4,999,500

6 Beds ⋅ 9 Baths ⋅ 73573665 MLS

One of 13 estates in Dover’s magnificent Snow’s Hill neighborhood, 5 Hamlin’s Crossing includes 3.2+ impeccably manicured acres overlooking & abutting gorgeous conservation land. Privacy, timeless finish/craftsmanship, brilliant entertaining spaces & outstanding value distinguish this extraordinary property. Dover Land Conservation Trust manages 138 acres of trails adjacent to the neighborhood. Stunning stone walls outline the 2-tiered front lawn & the generous circular drive creates a dramatic approach. Exhale & enjoy the unequaled peace & privacy Snow’s Hill residents enjoy. French-inspired architecture, incl. multiple brick porticos & pretty dormered windows, reveals a home built with no detail spared. Inside, a 2-story foyer w/marble floors & sensational dome ceiling is anchored by a dramatic curved staircase. Windows everywhere provide abundant direct views of the backyard & pool. Magnificent. Richly lined w/custom bookshelves, the home office includes a FP & generous seating area. Multigenerational households take note: the west wing offers a rare 1st-floor 4-room primary suite, effortlessly accommodating family or long-term guests. Dedicated billiard room w/deluxe bar & egress to the side-yard putting green is a playful, beloved gathering spot. Beautiful sunken LR & enormous FR w/cathedral ceiling & custom architectural beams are the main gathering spaces. Designed for holidays & family parties, the open-concept kitchen/FR is where everyone gathers. Eat-in dining area w/island & peninsula seating + comfortable built-in window seat accommodates the crowd. This is the heart of the home. Priceless. Royal formal DR, mudroom off spotless 4-car garage & 2 half BRs complete the main level. 2nd level is accessed by 1 of 2 staircases & connected by wide hallways & elegant catwalk. West side includes a 2nd primary suite w/rich, spacious bath, 2 WICs, dressing room & bonus custom closet. 4 ensuite BRs w/spotless hardwood floors, generous laundry room w/awesome storage & folding spaces + media room w/Savant AV projector/screen ideal for family movie nights & game days complete the 2nd level. Glorious sun-splashed deck is steps from the saltwater pool. Insta-worthy slide & waterfall + fully equipped pool house w/bath, full kitchen & laundry make end-of-year parties & cocktail hours effortless. Expensive recent improvements incl. high-efficiency gas furnaces, Tesla Power wall/solar panels, Crestron lighting system & extensive landscaping/hardscaping.

5 Hamlins Crossing, Dover

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

$4,999,000

6 Beds ⋅ 9 Baths ⋅ 73555707 MLS

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

12 Winding River Cir, Wellesley

Listing courtesy of Listing Agent: Christine Lawrence from Listing Office: Rutledge Properties.

$4,998,000

5 Beds ⋅ 8 Baths ⋅ 73514626 MLS

Perfectly situated in Pheasant Brook Estates, this remarkable property showcases Lexington's most premier landscape, offering a flawless blend of luxury, privacy and natural beauty. Surrounded by manicured grounds and serene private pond, this home spans over 9,000 square feet of thoughtfully designed living space. The main level showcases a harmonious, sun-drenched layout with clean architectural lines, expansive rooms and oversized windows seamlessly inviting the outdoors inside. Designed with balance and flow, every space feels both refined and welcoming. The second level features five spacious en-suite bedrooms, including a stunning primary suite with two-sided fireplace opening to a private home office, creating an ideal retreat. Each additional bedroom is graciously proportioned, offering comfort and privacy. Crafted to celebrate family, tranquility and connection to nature, this exceptional residence delivers a rare opportunity to own a truly luxurious and distinctive property.

16 Solomon Pierce Rd, Lexington

Listing courtesy of Listing Agent: Martha Sevigny from Listing Office: William Raveis R.E. & Home Services.

$4,995,000

4 Beds ⋅ 5 Baths ⋅ 73581090 MLS

COASTAL LUXURY IN KATAMA — EXCEPTIONAL LIVING NEAR SOUTH BEACH. Set in one of Katama’s most coveted locations, where the sound of the ocean drifts in and South Beach is within easy reach, this distinctive coastal contemporary was thoughtfully designed to maximize natural light, energy efficiency, and long-term flexibility.The reverse-style floor plan places the main gathering spaces on the upper level, where abundant windows fill the interiors with sunlight and frame distant views across the lower reaches of Katama Bay. The open-concept Living, Dining, and Kitchen areas flow seamlessly together, creating an inviting setting for relaxed Vineyard living and effortless entertaining. At the heart of the home, the oversized Chef’s Kitchen opens directly onto a spacious porch for outdoor dining, gathering, and lounging, while two additional porches further extend the living space. The upper porch also enjoys seasonal views of the Edgartown fireworks, and nearby Fisherman’s Wharf and the public boat landing offer convenient access to Katama Bay and Edgartown Harbor.The home features four light-filled en suite bedrooms, each with a private bath and spacious shower. The generous Primary Suite includes dual oversized closets, a walk-in shower, and a private water closet. A bright first-floor bonus room offers flexible use as a Den, In-Home Gym, yoga studio, or additional guest space, with sliding glass doors for privacy, its own porch, and an adjacent half bath.Future accessibility was incorporated into the original design through a fully framed, wired, and mechanically prepared elevator shaft, allowing for the potential installation of an elevator with minimal disruption.Offered turnkey with indoor and outdoor furnishings and an established rental history, 98 Edgartown Bay Road is equally compelling as a personal Vineyard retreat, an income-producing investment, or a combination of both. The property also offers room for a future swimming pool and detached garage, subject to local approvals. Thoughtfully conceived for entertaining, sustainability, accessibility, and lasting enjoyment, this exceptional Katama residence presents a rare opportunity just moments from South Beach.

98 Edgartown Bay Rd, Edgartown

Listing courtesy of Listing Agent: Wendy Harman from Listing Office: Compass.

$4,995,000

6 Beds ⋅ 8 Baths ⋅ 73579890 MLS

A rare and exceptional six bedroom estate with timeless architectural appeal, Designed by Jan Gleysteen Architects, this custom home showcases unsurpassed craftsmanship, meticulous attention to detail and curated finishes throughout. The first floor welcomes you with the grand foyer's dramatic staircase, a richly appointed mahogany-paneled library, and elegant formal living and dining rooms. The kitchen includes a large island, breakfast room that leads to the family room anchored by a beautiful limestone fireplace and screened in porch. Five en suite bedrooms are highlighted by the expansive primary suite complete with a spa-like bath and generous walk-in closets. The third floor has a sun-filled sitting room with a 6th bedroom. The lower level offers a bonus room with bar, golf simulator room and home gym. Set on one of Weston's most picturesque roads close to trails and major commuting routes to Boston and Cambridge.

448 Concord Road, Weston

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

$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

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

4 Beds ⋅ 5 Baths ⋅ 73532630 MLS

Wing House Farm is an exceptional 12+ acre estate offering refined pastoral beauty and coastal country living. Abutting the 280+/- acre Destruction Brook Woods, the property enjoys direct access to scenic trails while remaining close to Village shops, marinas, beaches and dining. Rolling lawns, stone walls, split-rail fenced paddocks and established gardens define the picturesque landscape. At the heart of the estate is a meticulously renovated antique Colonial with elegant proportions and timeless charm. Equestrian amenities further distinguish the property, including a barn equipped with 4 box stalls, tack room and guest quarters. Perfectly sited between the barn and the detached 2 bay garage with loft space, an in-ground pool and spa add an inviting layer of leisure. A rare offering where historic character, equestrian amenities and coastal access converge along the South Coast.

111 Slades Corner Road, Dartmouth

Listing courtesy of Listing Agent: Team MCM 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. Fully furnished, turn-key, move right in!

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, level and landscaped land. With over 12,500 sq ft, the home offers refined architectural details, custom millwork, marble accents, beautifully scaled rooms for both grand entertaining and comfortable daily living as well as many recent updates and improvements. 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. For guests or live-in help, a lower level suite with a separate entrance, kitchenette and recreation room offers added flexibility. Outdoor living includes an expansive terrace with outdoor cooking overlooking the sparkling inground pool. 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.

$4,988,000

7 Beds ⋅ 9 Baths ⋅ 73572673 MLS

Just completed with Certificate of Occupancy in hand, this newly constructed home delivers uncompromising luxury in Newton’s coveted Waban village. An architectural statement defined by timeless design and forward-thinking sustainability, the home welcomes you with modern essentials including a heated driveway and dedicated EV charging. Inside, the main level features soaring 10-foot ceilings, an expansive reception foyer, formal dining, a private study, and a sunlit family room anchored by a floor-to-ceiling stone fireplace. At the heart of the residence, the culinary kitchen is outfitted with an elite Sub-Zero and Wolf suite, dual Miele dishwashers, and a breakfast alcove that flows directly out to an expansive covered patio. A bespoke mudroom provides seamless transition to the oversized three-car garage. The second level is dedicated to private comfort, offering four en-suite bedrooms with custom walk-in closets, highlighted by a serene primary retreat featuring a private balcony and spa-caliber bath. Above, the fully finished third level provides an expansive playroom or flexible lounge with a dedicated full bath. Designed for comprehensive entertaining and wellness, the walk-out lower level serves as a private club retreat complete with a wet bar, wine room, fitness studio, media space, and a fully appointed fifth guest suite. Positioned just minutes from Waban Village, the Green Line T, elite public and private schools, and major routes into downtown Boston.

125 Allen Ave, Newton

Listing courtesy of Listing Agent: Yari Korchnoy from Listing Office: New England Premier Properties.

$4,980,000

5 Beds ⋅ 7 Baths ⋅ 73579970 MLS

Welcome to 90 Suffolk Road, a truly special Chestnut Hill residence where classic architecture, beautiful proportions, and a warm, welcoming feel come together on approximately one private acre. From the moment you arrive, there is a sense of space, privacy, and timeless elegance that makes this house feel like home. Sunlight fills the gracious main level, where generously sized rooms flow naturally from one to the next. The spacious cooks kitchen is made for gathering, while the elegant living and dining rooms provide the perfect setting for entertaining. A fireplaced den or office offers a cozy retreat, and the living room fireplace adds warmth and character. A beautifully appointed in-law suite with full bath provides exceptional flexibility for guests or extended family visits. A wraparound deck overlooks the expansive grounds. Upstairs, the primary suite is a peaceful retreat, with a spa-like bath, two custom walk-in closets, and beautiful views across the property. Three additional spacious bedrooms and 2 bathrooms complete the second level. The walk-out lower level adds another dimension to the home, with a comfortable family room, playroom, and bonus office space. The grounds are magical—private and lush, and offering a rare sense of space in one of Chestnut Hill's most sought-after neighborhoods. Close proximity to Boston, public transportation, major hospitals, schools, and shopping.

90 Suffolk Rd, Newton

Listing courtesy of Listing Agent: Deborah M. Gordon from Listing Office: Coldwell Banker Realty - Brookline.

$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 ⋅ 9 Baths ⋅ 73576957 MLS

Set on 2.19 beautifully landscaped acres in coveted South Natick, this exceptional estate offers a rare combination of architectural refinement, privacy, and resort-caliber amenities. Encompassing more than 8,500 square feet, the 6 bedroom residence has been thoughtfully designed for both sophisticated entertaining and effortless everyday living, with seven full and two half baths and refined craftsmanship throughout. At the heart of the home, a beautifully updated chef’s kitchen anchors the main living spaces and opens to a vaulted-ceiling family room with a fireplace and direct access to a deck and expansive grounds. An elegant dining room is ideal for memorable gatherings, and the gracious living room, with fireplace, and a wall of windows frames views of the breathtaking grounds. The primary suite is a luxurious retreat unto itself. French doors open from the bedroom, creating a seamless connection to the surrounding landscape. The spa-inspired bath features a soaking tub and steam shower, plus two custom closets. Two private offices, a walk-in pantry, laundry room, and two half baths complete the main level. Upstairs, five bedrooms provide flexibility for family and guests. Four are en-suite, including a particularly spacious suite ideally suited as a second primary- an elegant solution for multigenerational living, or a private guest retreat. Designed for entertaining on a different scale, the walk-out lower level feels like a destination of its own. The recreation space features a built-in bar, fireplace, kitchen, and dedicated wine room. A gym, full bath, 2nd laundry room, and abundant storage complete the exceptional lower level. Beyond the home, the property unfolds as a private resort. A stunning swimming pool serves as the centerpiece, accompanied by a state-of-the-art outdoor kitchen + bar pavilion for effortless open-air entertaining. The cabana also has a full bath, outdoor shower; and the fireside sitting area creates an inviting retreat. Mature, thoughtfully curated plantings surround the property in privacy, while the expansive level lawn offers abundant space to play. Yet perhaps the estate’s most compelling attribute is one that simply cannot be recreated: its setting alongside the cherished Lookout Farm orchards. A rare expression of luxury in South Natick, this extraordinary estate brings together beautiful interiors, exceptional amenities, resort-inspired outdoor living, designed not simply to impress, but to be lived in + enjoyed.

7 Pegan Ln, Natick

Listing courtesy of Listing Agent: Beyond Boston Properties Group from Listing Office: Compass.

$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

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

10 Beds ⋅ 3 Baths ⋅ 73490272 MLS

The iconic Hooper-Lee-Nichols House, built c.1685 and recognized as the second-oldest home in Cambridge, now seeks its next chapter. The three-story Georgian structure is distinguished by its central chimney and balanced proportions. Set on an expansive 18,012± sq. ft parcel, the house is sited well back from the street with a detached carriage house/garage accessed from Kennedy Road. Today it stands as the headquarters of History Cambridge and though it is currently configured for office use, future owners will have the opportunity to reimagine the interiors as a grand private home. The property is protected by historic preservation measures ensuring its integrity for generations to come. An easement held by the Massachusetts Historical Commission safeguards important interior features, while its location within the Old Cambridge Historic District safeguards the exterior. The Hooper-Lee-Nichols House is an invitation to stewardship—an opportunity to carry forward a 340-year legacy.

159 Brattle Street, Cambridge

Listing courtesy of Listing Agent: Monahan Barker Team from Listing Office: LandVest, Inc., Ipswich.

$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

4 Beds ⋅ 6 Baths ⋅ 73582186 MLS

A rare opportunity to own this exquisitely renovated and impressive home with unobstructed ocean views on Marblehead's coveted Fluen Point. A covered front porch opens to a light-filled two-story foyer, where a winding staircase sets the tone for the exceptional craftsmanship found throughout this 6,500-square-foot residence — three gas fireplaces and hardwired sound carry warmth and music from room to room. Off the entry, a gracious formal dining room sits opposite the heart of the home: a recently updated chef's kitchen that is a true showpiece, appointed with Sub-Zero refrigeration, a Thermador gas range, an oversized island with a second sink, a coffee nook, and floor-to-ceiling pantry storage. The kitchen opens to a sun-filled breakfast nook and flows into a fireplaced living room framed by two walls of windows, where French doors lead out to an expansive wraparound deck and the water beyond. A private main-floor primary suite — renovated in 2023 — offers a spa-inspired bath, custom walk-through closet, and gas fireplace. Upstairs, three additional fully en-suite bedrooms, generous walk-in closets, and a custom office overlook the double-height living spaces below, totaling four bedrooms and four full and two half baths. The finished lower level extends the living space with a billiard room, media room, exercise room, and an expansive family room. A luxurious detached pool house adds its own full kitchen and bath and is perfect as a no-compromise cabana space or separate living quarters for an au pair, in-law or long-term guest. Numerous upgrades include extensive designer lighting and finely crafted custom built-ins. Thoughtfully maintained and move-in ready, the home features boilers, a water heater, and a generator that were all replaced in 2026. It also offers a 2+ car heated, attached garage with an EV charger and a full security system. Outdoors, unwind by the heated pool and spa with a retractable cover, gather around the gas fire pit, and entertain across new stone pavers and the wraparound deck overlooking the sloping lawn with its exquisitely landscaped perennial gardens — unsurpassed ocean front living at its finest. Private beach access and deep-water mooring rights are available through an association membership and mooring arrangement—no waitlists, no hassle, just immediate access to the water that defines this extraordinary address. A stunner!

1 Anchorage Ln, Marblehead

Listing courtesy of Listing Agent: Steven Cohen Team from Listing Office: Keller Williams Realty Boston-Metro | Back Bay.

$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.

$4,888,000

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.

$4,880,000

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.

$4,852,000

6 Beds ⋅ 6 Baths ⋅ 73578019 MLS

Perched high above town on a quiet street, this newly built 4,400± sq. ft. home offers an exceptional blend of space, craftsmanship, and energy efficiency. The main residence features 4 bedrooms and 3.5 baths, filled with natural light and designed for comfortable everyday living and entertaining. A bright and spacious 2-bedroom, 2-bath accessory dwelling unit (ADU) with a private entrance occupies the lower level, providing excellent potential for guest accommodations, multi-generational living, or year-round rental income. Set on over one-third of an acre, the property offers multiple decks, mature landscaping, and seasonal harbor views. The thoughtfully designed floor plan includes a premium kitchen with stainless steel appliances, white oak flooring throughout, a gas fireplace, and expansive living spaces. The top-floor retreat features a private deck, steam shower, and dry sauna, ideal as a luxurious primary suite or private getaway. Built with quality and efficiency in mind, the home includes 2x6 construction, spray-foam insulation, advanced heat-pump heating and cooling systems, on-demand hot water, solar-ready wiring, and upgraded electrical capacity throughout.Additional features include extensive custom masonry with fieldstone retaining walls, bluestone stairs, perimeter paver walkways, a Kohler high-capacity propane generator, and a 500-gallon propane tank.With exceptional construction, flexible living arrangements, and premium amenities throughout, this is a rare opportunity to own a brand new home offering comfort, efficiency, and lasting value.

8A Willow Drive, Provincetown

Listing courtesy of Listing Agent: Gabby Hanna from Listing Office: Gibson Sotheby's International Realty.

$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.

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