Feature Properties

There are few settings on Cape Cod quite like this—and even fewer homes built with this level of thought, scale, and finish. Tucked privately along Ashumet Pond on 1.40 acres, this nearly 8,000-square-foot waterfront estate was clearly designed for an end user, with exceptional attention paid not only to aesthetics, but to how the home lives day to day. Seven fireplaces, soaring ceilings, dramatic expanses of glass, beautifully considered finishes, and water views from nearly every room create a residence that feels both substantial and remarkably refined. The home unfolds effortlessly for entertaining and everyday living, with a beautifully appointed chef’s kitchen, a second full kitchen on the lower level, wet bar, media room, wine cellar, and multiple gathering spaces oriented toward the water. Four en-suite bedrooms include two primary suites, while a private office, gym, laundry hookups on every floor, and a heated garage speak to a level of planning and convenience rarely found in a home of this scale. Outside, the setting is equally exceptional, with a pool, generous terraces, fire pit, outdoor shower, private beach, and brand-new private dock offering direct access to Ashumet Pond. This is the rare property where the architecture, amenities, craftsmanship, and setting have already been considered in full—allowing the next owner to simply move in and enjoy a home that would be extraordinarily difficult to replicate today.

26 Wheeler Rd, Mashpee

Listing courtesy of Listing Agent: The Sarkis Team from Listing Office: Douglas Elliman Real Estate - The Sarkis Team.

$5,395,000

6 Beds ⋅ 8 Baths ⋅ 73572478 MLS

Set on a private road at the end of a quiet cul de sac, 50 Willard offers exceptional privacy on 1.3 acres in one of Weston’s most desirable settings. This newly constructed 8,300+ sq ft home was designed for modern family living, with a light filled open floor plan, elegant family room, chef’s kitchen with oversized quartz waterfall island, breakfast area, butler’s pantry and wet bar. Four ensuite bedrooms upstairs include a serene primary suite with spa inspired bath and expansive walk in closet. The finished lower level features a gym, sauna, wine room, wet bar, theater and au pair suite. Beautifully landscaped grounds, generous patios and a three car garage create the perfect setting for entertaining, relaxing and family life. Just moments from Weston’s highly regarded schools, golf courses and walking trails, this 6 bed, 6.5 bath home combines new construction luxury with estate like privacy and easy access to Boston.

50 Willard, Weston

Listing courtesy of Listing Agent: Yassien Youssef from Listing Office: Compass.

$5,390,000

5 Beds ⋅ 6 Baths ⋅ 73507096 MLS

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

1-R Baileys Island Rd, Scituate

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

$5,350,000

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

5 Beds ⋅ 8 Baths ⋅ 73586522 MLS

October Hill, the original estate on Paine Avenue in historic Prides Crossing reflects the quiet grace and coastal character that define Boston’s Gold Coast. This magnificent 2.6 acre private property features original Olmsted-designed gardens, southern exposure, and breathtaking views of Baker’s and Misery Islands and Salem Sound, plus private beach access and a current mooring off the beach. Cherished and meticulously maintained by the same owners for more than 35 years, the home has benefited from several significant updates in the past 2 years including new windows, upgraded electrical systems, updated Primary suite and bath with custom walk-in closet, refinished floors, and fresh exterior and interior paint. Inside, timeless craftsmanship shines through original custom woodwork, hardwood floors, soaring ceilings, fireplaces, and an expansive eat-in kitchen. Ideal setting for both everyday living and elegant entertaining. A home gym, outdoor shower, hot tub and game room bring a touch of resort-style ease to daily life.

23 Paine Avenue, Beverly

Listing courtesy of Listing Agent: Gretchen Berg from Listing Office: J. Barrett & Company.

$5,300,000

3 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..

$5,299,000

7 Beds ⋅ 9 Baths ⋅ 73493729 MLS

Stunning waterfront home in Squantum with sweeping ocean views from nearly every room. Defined by its nautical charm and breathtaking waterfront setting, this exceptional residence offers 7 bedrooms, 7 full baths, 2 half baths, a private office, media room, and a 3-car garage. Sun-filled living spaces, soaring ceilings, warm wood floors, and a custom kitchen with sleek cabinetry and high-end appliances create a perfect blend of comfort and luxury. Set directly on the water in Quincy’s premier coastal neighborhood, just moments from marinas, beaches, waterfront walks, and with easy access to Boston.

156 Crabtree, Quincy

Listing courtesy of Listing Agent: Joe Karam from Listing Office: Northeast Development & Investment, Inc..

$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

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.

$4,999,999

7 Beds ⋅ 5 Baths ⋅ 73586949 MLS

Introducing the newly reimagined 18 Hereford Street, an exceptional Back Bay single-family residence offering remarkable scale, soaring ceilings, oversized windows, and abundant natural light. Built circa 1871 for builder and contractor George Martin Gibson, this distinguished home is one of four contiguous residences he developed on the block. (Historical information from the Back Bay Houses website). A gracious foyer welcomes you inside, opening to an elegant living room and an adjoining formal dining room. A dramatic curved staircase leads to the second floor, the heart of daily living, with a warm den, inviting dining space, a kitchen with stainless-steel appliances and granite countertops, and a full bath. The third floor offers three generously proportioned bedrooms and a full bath. Three additional bedrooms, another full bath, and a laundry room occupy the fourth floor. Either upper level offers excellent flexibility for creating a spacious, customized primary suite. Fully renovated in 2023, the garden level opens directly to a charming brick patio and features a kitchenette, full bath, and versatile bedroom—ideal for guests, an au pair, a home gym, or a family room. Thoughtful updates include electrical, heating, and HVAC improvements. Rental parking is available nearby. Ideally situated in Back Bay, 18 Hereford Street is moments from the neighborhood’s shopping, dining, green space, and cultural amenities.

18 Hereford St, Boston

Listing courtesy of Listing Agent: Bill Gehan from Listing Office: Campion & Company Fine Homes Real Estate.

$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 ⋅ 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

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.

$4,988,000

7 Beds ⋅ 9 Baths ⋅ 73572673 MLS

Just completed, 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 ⋅ 6 Baths ⋅ 73588247 MLS

Welcome to The Nightingale Country Estate, a distinctive private retreat where elegant living and natural beauty come together. Encompassing 15.31 acres, the property includes 5.84 acres of manicured lawns, colorful gardens, and two spring-fed ponds ideal for summer swimming and winter skating, all introduced by gated entrances and handsome stone walls. An additional 9.47 acres of sunlit meadows, open fields, and peaceful woodlands enhance the estate’s exceptional privacy, while the property borders extensive conservation land and scenic trails. The expansive, picturesque acreage also presents exciting possibilities for outdoor recreation and equestrian pursuits, with ample space to accommodate a pool, tennis or pickleball court, or barn and paddock, subject to applicable approvals. At the heart of the property is the five-bedroom main residence, accompanied by a carriage house featuring a heated four-car garage and a self-contained one-bedroom suite with kitchen—perfect for guests, extended family, or staff. An additional two-car garage provides further space for vehicles, storage, or recreational equipment. With the guidance of a renowned architect, the main residence was thoughtfully reimagined with high-end updates while preserving its character. The gracious floor plan evokes the elegance and charm of an earlier era, offering beautiful rooms for entertaining as well as intimate reading and sitting rooms warmed by fireplaces. Gorgeous hardwood floors, intricate millwork, French doors, and five fireplaces add elegance and architectural interest throughout, while two staircases provide convenience and enhance the home’s natural flow. The modern chef’s kitchen is appointed with desirable high-end appliances. Two en suite bedrooms on the main level provide the ease of single-level living. Upstairs are three additional bedrooms and a quiet sitting room. Thoughtfully designed and beautifully situated, this exceptional country estate offers picturesque grounds where privacy, natural beauty, and refined living blend seamlessly.

157 Centre St, Dover

Listing courtesy of Listing Agent: Kandi Pitrus from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

$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

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.

$4,900,000

4 Beds ⋅ 7 Baths ⋅ 73583907 MLS

Set along Marblehead’s coveted coastline, this grand and gracious 4+ bedroom 5.5 bath residence offers an extraordinary opportunity to experience the very best of waterfront living. A grand circular driveway with a decorative imprinted asphalt finish creates an impressive arrival, setting the tone for the property's elegance and scale. Here, the ocean becomes part of everyday life, with a private outdoor oasis that includes a stunning Gunite pool and expansive patio - an exceptional setting for summer afternoons, poolside gatherings, and long evenings with family and friends. Just beyond, easy access to the beach invites you to step directly into the coastal lifestyle that makes this property so special. Inside, the scale and character of the home are immediately apparent. A magnificent two-story foyer welcomes you into beautifully proportioned rooms, architectural details, and gracious spaces designed equally for everyday family life and sophisticated entertaining. From the incredible living room and formal dining room to the expansive all season porch overlooking the pool and ocean, the home offers a remarkable combination of grandeur, comfort, and connection to the outdoors. With multiple entertaining spaces, generous bedroom accommodations, spectacular ocean views, and finished spaces on both the lower and upper levels, this home is meant to be enjoyed. The finished lower level offers great flexibility with a private bedroom, full bath and separate living area. With the potential to add a kitchenette, this space could easily serve as an in-law or au pair suite, or be transformed into a fabulous game room, media room or recreation space. This is a home where generations can gather, guests can stay comfortably, summer days can be spent by the pool and beach, and memories can be made for years to come.

352 Atlantic Avenue, Marblehead

Listing courtesy of Listing Agent: Julie Sagan from Listing Office: Gibson Sotheby's International Realty.

$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.

$4,888,000

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.

$4,852,000

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

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.

$4,850,000

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.

$4,800,000

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.

$4,800,000

4 Beds ⋅ 5 Baths ⋅ 73502038 MLS

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

6 Mercer Circle, Cambridge

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

$4,800,000

5 Beds ⋅ 7 Baths ⋅ 73494280 MLS

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

451 Wellesley St, Weston

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

$4,795,000

4 Beds ⋅ 5 Baths ⋅ 73520842 MLS

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

9 Singletree Rd, Brookline

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

$4,790,000

4 Beds ⋅ 4 Baths ⋅ 73542241 MLS

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

44 Carey Lane, Falmouth

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

$4,780,000

6 Beds ⋅ 7 Baths ⋅ 73573880 MLS

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

15 John Poulter Road, Lexington

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

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