Refine Search
Sort by
10 Chandler Circle, Weston
$4,650,000
5 Beds ⋅ 6 Baths ⋅ 73535557 MLS
Beautiful custom built Modern Classic home sited in a premier estate location on the south side of Weston. Designed by acclaimed architect Marcus Gleysteen and built by luxury home builder Wellen Construction this property has an absolutely enchanting setting adjacent to 30 acres of conservation land and trails. Reminiscent of a country estate in Vermont it evokes relaxed comfort with finely crafted wood details, fireplaces, a screened porch and an oversized chef's kitchen. Walls of glass showcase views of this lushly landscaped 1.4 acre ultra private lot and french doors lead to a bluestone terrace perfect for outdoor living and entertaining. Highlights include four floors of finished space, a dramatic primary suite with vaulted ceilings and a fireplace, a gym, home office and finished lower level. Nestled on a quiet cul de sac near Chestnut Street, yet offering fast access to commuting routes, top ranked public and private schools and Boston. A rare blend of prime location and charm.

10 Chandler Circle, Weston

44 Seapuit Road, Barnstable
$4,650,000
7 Beds ⋅ 9 Baths ⋅ 73502998 MLS
Set on 3.4 acres of meticulously landscaped grounds in Osterville's coveted Seapuit neighborhood, this magnificent Colonial estate offers the best of modern living. The 5-bedroom residence showcases architectural splendor and attention to detail throughout, with expansive outdoor living spaces. The grounds boast rolling lawns, a sports court, a swimming pool, and a poolside guest house with a kitchenette and 2 bedrooms. On the main level of the home, an eat-in chef's kitchen opens to a great room with a stone fireplace and glass doors that connect to the pool area. The first-floor primary suite enjoys a sumptuous bathroom and access to a private patio overlooking the gardens. On the second level, 4 well-appointed guest bedrooms provide refined accommodations for family and guests, with additional bonus space. Ideal for the car collector, the home is equipped with an attached 3-car garage and a drive-in lower level. Located minutes from everything Osterville has to offer.

44 Seapuit Road, Barnstable

71 Saint Johns Pl, New Canaan
$4,650,000
5 Beds ⋅ 6 Baths ⋅ 24134303 MLS
Discover New Canaan as it was meant to be. This stunner on coveted St. John's Place was built in 1910 and occupied by the same family for 44 years. Every year, the home was improved, and stands today as a testament to the labor of love built and cared for over four decades. Fully modernized to today's high standards with hints of its storied history as one of the loveliest homes in New Canaan. This quintessential home boasts classic cedar shingle siding and roof, high ceilings, 4 wood-burning fireplaces, bay windows, custom plantation shutters and beautiful wainscoting and molding throughout. Prime location on St. John's Place, steps from Elm and Park Street and bordering God's Acre. The picturesque property abuts ACRES of wooded conservation land with a charming, tucked-away pool surrounded by lush plantings and trees. Militantly maintained interiors lovingly updated with four en-suite bedrooms PLUS versatile library/office space with enchanting private spaces throughout this gracious home.

71 Saint Johns Pl, New Canaan

178 Ivy Street, Brookline
$4,650,000
4 Beds ⋅ 5 Baths ⋅ 73373524 MLS
Tucked on a private road in Brookline’s coveted Cottage Farm neighborhood, this exceptional Colonial-style former carriage house underwent a 2 year renovation to the highest standards, completed in 2025. Soaring ceilings and oversized windows bathe the home in natural light and frame serene views of the surrounding gardens, yard and conservation land. The 1st floor presents a stunning open plan complete with large living and dining rooms, chef’s kitchen, breakfast room and oversized deck - for seamless indoor/outdoor entertaining. The upper level features a tranquil primary suite with 2 dressing rooms and a spa-like bath, an additional bedroom suite and laundry room. The lower level includes 2 bedroom suites (or office, gym), one of which has a private entry. Set on 0.44 acres of exquisitely landscaped grounds with direct access to Amory Park, this home offers a rare combination of luxury, privacy, and convenience—just minutes to Boston, Cambridge, shops, dining and public transit.

178 Ivy Street, Brookline

221 Gardner Rd, Brookline
$4,625,000
5 Beds ⋅ 6 Baths ⋅ 73567713 MLS
221 Gardner Road is a beautifully designed young home offering modern living, exceptional quality, and a wonderful location in the heart of Brookline. Built in 2024 and further enhanced by the current owners, the property features extensive landscaping and thoughtfully designed outdoor spaces for everyday living and entertaining. Expansive windows bring in abundant natural light throughout the open floor plan. The spacious kitchen with a large center island flows seamlessly into the dining area and family room, with direct access to a stone patio and generous backyard. A first-floor bedroom with an en-suite bath offers flexibility for guests, family, or a home office. Upstairs, the spacious primary suite includes a spa-like bath and walk-in closet. Three additional en-suite bedrooms, a comfortable lounge area, and a laundry room complete this level. The lower level features a mudroom with direct access to the heated three-car garage with car charger. There is also the option to install an elevator servicing all floors. Ideally located close to Brookline schools, restaurants, shops, parks, and the MBTA Green Line.

221 Gardner Rd, Brookline

172 Beacon Street Unit 4, Boston
$4,625,000
4 Beds ⋅ 4 Baths ⋅ 73483040 MLS
OH CANCELLED 3/29. Commanding Charles River & skyline views, this premier 3+ BD/3.5 BA floor-through residence offers exceptional scale w/ three exposures. A grand foyer opens to expansive living & dining rooms & a sun-filled study/bedroom, each w/ a wood-burning fireplace. The open chef’s kitchen w/ Viking range & oversized granite island anchors the heart of the home, flowing seamlessly to family & dining areas. The south-facing primary offers dual closets, one a walk-in, & an ensuite bath overlooking the brownstones of Beacon St. Two generous bedrooms & two full baths, along w/ a powder & laundry rooms, butler’s pantry w/ wet bar, & separate food pantry, enhance the home’s functionality. The stunning roof deck offers sweeping Esplanade views w/ multiple al fresco dining areas & gas grill. Located on Waterside Beacon in an elegant Georgian Revival w/ full-time concierge & direct elevator access, this prime Back Bay residence also includes private storage & one assigned parking space.

172 Beacon Street Unit 4, Boston

10 Tierney Ln, Westport
$4,625,000
5 Beds ⋅ 8 Baths ⋅ 24103087 MLS
This is the second of 2 custom homes, beautifully sited at the end of a private lane in the heart of Greens Farms. Combining classic design with modern detailing by an established local builder of premier residences, this masterfully crafted home is sure to delight even the most discerning buyer. The main level showcases expert millwork and warm white oak accents throughout, flowing from the Living and Dining Rooms with paneled walls into the Study with built-in cabinetry. The Chef's Kitchen with Wolf and Cove appliances adjoins the sunny Family Room which opens to a picturesque 1.4 acres with salt water Swimming Pool and Spa, surrounded by a handsome granite patio. An elegant Primary Suite with fireplace, luxurious Bathroom, dressing area and 2 walk-in closets with custom cabinetry, plus 4 additional Bedrooms with 3 additional Baths, a Family Room/Lounge and Laundry Room grace the second level. The third floor has a Playroom and an additional Flex Space/Office. The lower level features a Gym with mirrored walls and rubber floor, a Sauna, a handsome Bar and gathering area with a glass garage door that opens to a patio, a full bath plus an additional room with a private entrance for Media, Office or use as a Bedroom. Available for immediate occupancy.

10 Tierney Ln, Westport

739 Lake Ave, Greenwich
$4,620,000
5 Beds ⋅ 6 Baths ⋅ 24204371 MLS
Your own private oasis in a prime Midcountry location. 739 Lake Avenue blends peaceful private living with easy access to downtown and all that Greenwich has to offer. The classic colonial is set back on 2.3 acres. Inside, the layout flows effortlessly from room to room, ideal for both everyday living and entertaining. Five oversized bedrooms and five and a half baths provide comfortable, flexible space for the whole family, and every detail reflects timeless colonial charm paired with thoughtful livability. A home that has been meticulously cared for throughout the years while keeping gorgeous charm from moldings to archways. Step outside to your own private oasis: a sparkling pool and beautifully landscaped backyard made for long summer days, weekend gatherings, and quiet evenings at home. A cabana bath attached to the house makes pool days effortless, no tracking water through the home required. Just 10 minutes from downtown Greenwich, you get the best of both worlds: peaceful, private living with easy access to town, shops, restaurants, and the train. A rare find, and a true classic Greenwich home.

739 Lake Ave, Greenwich

8 Glen Brook Road, Wellesley
$4,620,000
6 Beds ⋅ 8 Baths ⋅ 73498301 MLS
Surrounded by the beauty of Wellesley Farms, this exceptional home offers a rare blend of privacy, tranquility and stunning interior design. Bathed in natural light the front to back foyer welcomes you into this impressive home with high ceilings. Expansive windows frame views of the professionally landscaped grounds bringing the outdoors in & filling every corner with warmth & brightness. The beautifully appointed kitchen flows seamlessly into the inviting family room, offering an open & airy layout where comfort meets effortless style. The elegant living & dining rooms each include a fireplace, custom millwork, and mahogany-inlaid floors. Additional highlights include a gorgeous library with custom built-ins & French doors—perfect for working from home—and a stylish mudroom to keep belongings organized. Every detail of this home has been curated with superb craftsmanship. An idyllic retreat just moments from everything that makes Wellesley so desirable, with easy access into Boston.

8 Glen Brook Road, Wellesley

6 Searles Rd, Darien
$4,600,000
5 Beds ⋅ 5 Baths ⋅ 24190513 MLS
Welcome to this classic Coastal Connecticut colonial, ideally situated in the coveted Tokeneke Association - offering space, comfort, and versatility for every member of the family. With 5 bedrooms - including a convenient first-floor guest suite and four bedrooms on the second level - this home is designed for gracious everyday living. The main floor features a formal living room, elegant dining room, casual dining area, and a spacious office, all flowing effortlessly together. The chef's kitchen opens to both casual dining and a warm, fireplace-lit gathering room, the heart of the home. A large mudroom with garage and back-entrance access, plus a separate laundry room, adds everyday ease. Retreat to the private primary suite, complete with an en-suite bath and two walk-in closets. The second floor also offers a second en-suite bedroom, two additional bedrooms sharing a beautifully renovated hall bath, a versatile sitting/work area, and abundant storage throughout. The finished basement boasts a spectacular wine room, that holds 1600 bottles, and casual sitting area - perfect for relaxing or entertaining. The attached garage holds two-cars plus, and a third bay is in the "barn" - a blank canvas ready to become a guest quarters, entertaining space, second-floor hangout, studio, or whatever you can imagination. Outside, unwind on the beautiful stone patio, set against an expansive, green yard. A rare opportunity in one of the most sought-after associations.

6 Searles Rd, Darien

240 Devonshire Street Unit U4602, Boston
$4,600,000
2 Beds ⋅ 3 Baths ⋅ 73532103 MLS ⋅ ['Millennium Residences @ Winthrop Center'] BLDG.
Offering an exclusive 3.875% Mortgage - The life you want to live is here - The Millennium Residences at Winthrop Center! 46th floor 2 BR + /flex space, 3 BA featuring views of Charles River, Common, Back Bay & beyond. Finishes include 10’9” ceilings, Studio Becker cabinetry, Sub-Zero, Wolf Induction cooking, Marble kitchen/baths, oak floors & more. Combining 5-star services with unprecedented residential amenities including stunning entry lobby & exclusive vehicle accessed lobby for weather-free arrival & departure, Winthrop Center offers 8 food & beverage spots, a next-generation office club & unrivaled live/work amenities including: 35th floor CLUB with owner’s lounge & bar; 2 sprawling outdoor terraces, screening room, FLX fitness, 75-foot indoor lap pool; Club VIPets, THE COLLECTIVE & more as the most evolved living experience Millennium has ever created transcends everything on the market today.

240 Devonshire Street Unit U4602, Boston

61 High Ridge Ave, Ridgefield
$4,600,000
5 Beds ⋅ 7 Baths ⋅ 24174956 MLS
61 High Ridge Ave is an extraordinary estate in the heart of Ridgefield's Historic District, set atop one of the town's highest elevations with sweeping skies, radiant sunsets, and far-reaching views beyond the Hudson River. Custom built in 1997, this distinguished Stone Manor blends timeless elegance with exceptional craftsmanship. Encompassing more than 8,000 square feet across three levels, the residence showcases a stone facade, slate shingle roof, five generously sized bedrooms, and 6.1 baths. A dramatic two-story foyer opens to refined formal rooms and a handsome library, enriched by mahogany windows and doors, hardwood floors, and exquisite millwork. The expansive eat-in kitchen flows seamlessly into the inviting family room with fireplace, creating an effortless setting for everyday living and gracious entertaining. Upstairs, the serene primary suite offers two walk-in closets, a fireplace, and a private balcony, while additional ensuite bedrooms provide comfort and privacy. A finished third floor adds versatile space for wellness, work, or leisure. Beyond the main house, a separate studio cottage with full bath and fireplace offers elegant guest or flexible accommodations. Set on 2.61 landscaped acres, the estate is further enhanced by a pool, tennis court, and four garage bays, completing this rare and luxurious retreat.

61 High Ridge Ave, Ridgefield

3 Cleveland, Brookline
$4,600,000
5 Beds ⋅ 7 Baths ⋅ 73509230 MLS
Classic brick colonial nestled on a quaint side street in ideal Brookline location. This 4300 SQFT 5+ bedroom, 6.5 bathroom home was extensively renovated in 2021. The main level offers a custom kitchen with a large marble island, 6 burner Wolf range, & built in Thermador columns. Banquette area & breakfast bar offer ample dining options. A connected family room with gas fireplace and dual french doors out to the bluestone patio offers wonderful connectivity between indoor & outdoor living. The second floor has a primary suite w/ large custom walk-in closet & 5 piece en suite marble bath w/ steam shower. 2 spare bedrooms w/ a jack and jill bath & the third floor has 2 additional bedrooms, each with their own bath (1 ensuite) custom closets. The outdoor space is highlighted by a fully fenced in flat yard, outdoor kitchen w/ built-in gas grill & sunken hot tub. The detached 2 car garage has a finished home office/guest suite complete with a full bath, electronic murphy bed & wet bar.

3 Cleveland, Brookline

10 Rowes Wharf Unit 1201, Boston
$4,600,000
2 Beds ⋅ 3 Baths ⋅ 73496305 MLS ⋅ ['The Residences At Rowes Wharf'] BLDG.
Magnificent residence at Rowes Wharf offering mesmerizing views of Boston Harbor, the Seaport, and ocean beyond from every room. Rowes Wharf, a treasured landmark on Boston’s skyline, is home to Boston Harbor Hotel, a Forbes Five-Star and AAA diamond waterfront hotel that offers residents a white-glove living experience second to none. The spectacular floor plan includes a stunning, open concept living and dining room with oversized windows providing panoramic water views and connected to a private balcony, eat-in kitchen, and a wood paneled family room or home office with a built-in workstation. Both bedrooms offer sensational water views, including the expansive primary suite. In addition to hotel services, amenities include 24-hour concierge, doorman, storage, and a newly reimagined Health Club, now open after $7 million renovation. Steps from the vibrant Greenway and high-end restaurants, shops and hotels, all offering luxury living at its finest. Complete with 2 garage parking.

10 Rowes Wharf Unit 1201, Boston

9 Tuttle Lane, Lynnfield
$4,600,000
5 Beds ⋅ 7 Baths ⋅ 73486106 MLS
Tucked at the end of a private cul-de-sac on 1.79 acres, 9 Tuttle Lane was built for the buyer who values privacy as much as they value quality. Meticulously crafted by Orr Homes, every detail was executed without compromise — herringbone white oak floors, 10-foot ceilings, and a chef's kitchen outfitted with Sub-Zero, Wolf & Cove appliances, a large double island, pot filler, wine chiller, wet and dry pantry, this has it all. The primary suite features a double-sided fireplace, spa bath, digital shower, and freestanding soaking tub. Four generously sized en-suite bedrooms with custom build in closets. The finished lower level is a full private resort — gym, sauna, cold plunge, and wet bar with full sized windows and exceptional ceiling height. Three-car garage, 400-amp electric, foam insulation, and a fully integrated smart home system. Brand new. Built for those who understand the difference between luxury and legacy.

9 Tuttle Lane, Lynnfield

15 Marianne Rd, Darien
$4,600,000
5 Beds ⋅ 6 Baths ⋅ 24156751 MLS
Ideally situated between the coveted town centers of Darien and New Canaan, this exceptionally and recently completely redesigned colonial rests on 2.4 acres of pristine, park-like grounds. Enveloped by a perimeter of mature trees, a rare sense of serenity is felt upon arrival. Finished with an uncompromising attention to detail, a sophisticated design aesthetic and superior craftsmanship throughout, curated to deliver both timeless elegance and modern comfort. The heart of the home is a stunning chef's kitchen complemented by a walk-in butler's pantry and an exquisitely appointed bar. Expansive walls of glass bathe the interiors in natural light while seamlessly connecting indoor and outdoor living. Large family room, living room and dining rooms are part of the open floor plan. French doors open to an impressive flagstone terrace - the perfect setting for al fresco dining, sunset gatherings, and tranquil mornings overlooking the private grounds. A dramatic recreation room with soaring cathedral ceilings provides a striking architectural statement and an abundance of space for leisure and relaxation. The oversized three-car garage offers generous storage and flexibility to accommodate today's lifestyle needs. A luxurious master and additional 3 bedrooms complete the second flr. A 5th Bedroom can be found on the third flr. 15 Marianne Rd represents a rare opportunity to acquire a meticulously renovated estate where luxury, privacy, and location converge in perfect harmony.

15 Marianne Rd, Darien

21 Fox Hill Ln, Darien
$4,597,500
5 Beds ⋅ 7 Baths ⋅ 24161616 MLS
Set at the end of a coveted Fox Hill cul de sac on a private 1 acre lot, this spectacular 5 bedroom, 6 bath home offers an exceptional lifestyle defined by luxury, comfort, and effortless entertaining. Completely redesigned, the home is surrounded by open, beautifully manicured grounds with a premium lawn and expansive feel, combining privacy and serenity with a setting that feels both special and inviting. Designed for modern living, the home features four fireplaces, a stunning chef's kitchen with soaring ceilings, a statement center island, and high end appliances, as well as a private home office, theater room, gym with sauna, and a first floor in law suite with full bath. Outside, the resort style backyard is the ultimate private retreat, complete with a pool, hot tub, outdoor fire pit, and expansive mahogany deck for seamless indoor outdoor living. Warm, inviting, and beautifully designed, this is a rare opportunity to own a private oasis in one of Darien's most sought after locations.

21 Fox Hill Ln, Darien

65 Woodcliff Rd, Wellesley
$4,593,250
7 Beds ⋅ 8 Baths ⋅ 73488659 MLS
Spectacular Cliff Estates Colonial set on a majestic, private ¾ acre lot in one of Wellesley’s most coveted neighborhoods. Meticulously updated and expanded by renowned architect Patrick Ahern + KVC Builders, this exceptional residence blends timeless elegance, exquisite detailing and refined modern living. Designed for grand entertaining, the main level features a front-to-back living room w/a fireplace and French doors to a balcony overlooking beautifully landscaped grounds, a formal dining room, and a sunlit chef’s kitchen with dual islands, breakfast room and butler’s pantry. A gracious family room w/a fireplace and custom built-ins opens to a richly paneled study. The serene primary suite offers a fireplace, spa-like bath with soaking tub & private balcony. There are 6 additional bedrooms plus a finished walkout LL w/a media room, recreation spaces and an office. An extraordinary offering close to top schools, commuting routes, and Wellesley’s premier shops, dining and more!

65 Woodcliff Rd, Wellesley

14 Thoreau Road, Lexington
$4,570,000
6 Beds ⋅ 8 Baths ⋅ 73519358 MLS
An exceptional newly constructed residence set within one of Lexington’s most coveted neighborhoods. Overlooking an expansive manicured lawn with ample space for a potential pool, the property abuts conservation land, offering a rare blend of privacy and seamless connection to the surrounding natural landscape. Soaring 10-foot beamed ceilings, rich hardwood floors and oversized windows create a dramatic sense of volume and light. Thoughtfully designed open-concept living features a chef’s eat-in kitchen complemented by a walk-in pantry, an elegant formal dining room and a spacious living room complete with wet bar, ideal for both everyday living and refined entertaining. Six en-suite bedrooms | Main-Level space suitable for a seventh bedroom or home office | Three car garage | Mudroom | Lower Level provides additional flexibility for a game room or fitness area. Just blocks from Lexington Center, offering access to all the town's amenities and major commuter routes.

14 Thoreau Road, Lexington

313 Bridge Street, Barnstable
$4,565,000
5 Beds ⋅ 8 Baths ⋅ 73556306 MLS
Representing the pinnacle of coastal elegance, this extraordinary estate on Little Island offers a rare opportunity for a generational compound in mint condition and an unsurpassed location. Finished to the highest standards, the property features a spectacular five-bedroom main residence, a swimming pool, a pool house with kitchenette and full bath, and a detached three-car garage with a home gym above. In the main residence, timeless and sophisticated design is on display throughout, with custom millwork, designer wallpaper, soaring vaulted ceilings, and a smart home system that governs doors, locks, and hardware with effortless ease. Superlative craftsmanship and finishes define every room, from the chef's kitchen with professional grade appliances to the exquisitely appointed first-floor primary suite featuring custom-designed closets and a luxurious bathroom with a jetted Grohe shower system. Four additional bedrooms, including a second-floor primary suite, ensure refined accommodations for family and guests, while a finished lower level provides flexible bonus space. Set amidst park-like grounds with manicured landscaping, the backyard features multiple gathering spaces, including an expansive poolside terrace with a summer kitchen and fire pit. The stunning pool house caters to resort-style living and offers endless possibilities. Meticulously appointed with no detail overlooked, additional highlights include a whole-home generator, state-of-the-art security, and Lutron smart lighting. Minutes from everything Osterville has to offer, this exceptional family compound is ready to be enjoyed.

313 Bridge Street, Barnstable

11 Wake Robin Rd, Westport
$4,560,000
5 Beds ⋅ 6 Baths ⋅ 24167814 MLS
Just completed and ready for immediate occupancy, this beautifully crafted new construction home is set on a quiet cul-de-sac in the desirable Greens Farms area. Situated on a level one-acre property with a pool, the home is filled with abundant natural light and offers a thoughtful, well-balanced layout designed for both everyday living and entertaining. The stunning kitchen opens to a dramatic double-height family room, creating an inviting central gathering space. With five-plus bedrooms, including a first-floor primary suite featuring a spacious walk-in closet and a well-appointed bath, the home provides flexibility to suit a variety of living arrangements. Two laundry rooms add convenience, while high-end finishes and attention to detail are evident throughout. A fully finished lower level offers additional living space with a gym, recreation area, and more. Ideally located for commuting, with easy access to town, beaches, shopping, and transportation.

11 Wake Robin Rd, Westport

25 Gower St, New Canaan
$4,555,000
5 Beds ⋅ 8 Baths ⋅ 24126368 MLS
Luxury New Construction in the Heart of New Canaan! Coming Soon 2026! Experience the finest in modern living with this exceptional new home by Kaeser Custom Homes, renowned for quality craftsmanship and timeless design. Ideally situated between South Ave and South School, this elegant residence offers the perfect blend of neighborhood, convenience, and luxury-with sidewalk access to town for ultimate enjoyment. Spanning over 6,200 square feet across four beautifully finished levels, this 5 ensuite bedroom, 6 full and 2 half-bath masterpiece is thoughtfully designed for both everyday living and stylish entertaining. Highlights include: Gourmet chef's kitchen with top-tier appliances opens to a spacious family room with a fireplace. Luxurious primary suite with personal sitting room, spa-like bath and walk-in closet. Private home office, formal dining, and flexible living spaces. Finished lower level ideal for a gym and media room. Set on a picturesque lot with professionally landscaped grounds, this home is a rare opportunity to own a newly built property in one of New Canaan's in-town neighborhoods.

25 Gower St, New Canaan

80 Bayberry Ln, Westport
$4,525,000
6 Beds ⋅ 7 Baths ⋅ 24175344 MLS
Privately tucked away at the end of a long circular drive on 6+ acres, this exceptional country estate blends timeless elegance with the warmth and comfort of everyday living. Though grand in scale, the home feels intimate and inviting, designed for both relaxed living and memorable entertaining. Exquisite architectural details, a covered mahogany veranda, sunroom, library, and exceptional kitchen/great room create spaces that are both sophisticated and welcoming.The current owners have further elevated the property with extensive professional landscaping, creating a breathtaking natural setting anchored by a gorgeous pool and spa. The lifestyle here is truly special with effortless access to all schools, making daily routines remarkably convenient. Outdoors, the property becomes a year-round retreat; from winter sledding on the gentle hill to summer slip-and-slides, exploring the brook in rain boots, and evenings filled with birdsong and visits from owls among the beautifully tended grounds. A luxurious primary suite, private bedroom wing, and walk-out finished lower level complete this extraordinary retreat where privacy, nature, and refined living come together in a setting that feels a world away, yet close to everything.

80 Bayberry Ln, Westport

23 Inverness Rd, Wellesley
$4,525,000
6 Beds ⋅ 8 Baths ⋅ 73497956 MLS
Welcome to 23 Inverness Road, an exceptional home in Wellesley’s coveted Country Club neighborhood. The first floor is designed for both everyday living and entertaining, anchored by a stunning Bulthaup kitchen with double islands, Miele and Sub-Zero appliances, appliance garage, integrated dining table, and a wood-burning fireplace, seamlessly flowing into the dining room, living room, formal living room, and private home office, all enhanced by custom built-ins and surround sound. Upstairs, the primary suite offers a true retreat with heated floors and a spa-like bath, accompanied by four additional bedrooms. The third floor features a private sixth-bedroom suite. The lower level includes a gym, theatre, and professionally designed recording studio. Outside, enjoy beautifully landscaped grounds, patio lighting, and an outdoor fireplace—perfect for entertaining.

23 Inverness Rd, Wellesley

230 Barcliff, Chatham
$4,525,000
4 Beds ⋅ 6 Baths ⋅ 73480794 MLS
Stunning brand new construction from The Young Companies at 230 Barcliff Ave is well underway and ready for Summer 2026. Architecturally pleasing 4BR 5.5 bath shingled home will offer impeccable details ,finish work, detached two car garage and unbeatable walk to town location. Enjoy walking to Chatham's summer league baseball games, iconic fish pier and exclusive Chatham Bars Inn. The 5300 sf home will offer the best new new amenities with a nod to the shingled coastal cottage estates of times past. The open interior as both a welcoming front porch as well as a rear screened porch. The magic continues with high ceilings, centrally located great room with fireplace that opens to a well designed kitchen and adjacent dining room with butler's pantry. A robust primary ensuite , private study and three additional bedrooms grace the second floor. Expansive lower level for use as media room/playroom or gym? You decide! Room for a pool!

230 Barcliff, Chatham

1218 Smith Ridge Rd, New Canaan
$4,501,000
6 Beds ⋅ 9 Baths ⋅ 24165816 MLS
Designed by acclaimed architect Dinyar Wadia, this exceptional 5-bedroom estate is set on park-like grounds just minutes from downtown New Canaan. Tranquil gardens, a scenic pond, meandering stream, and curated perennial plantings create a rare sense of serenity and privacy - an ideal setting for both entertaining and everyday living. In the main residence, a gracious foyer introduces elegant, well-proportioned interiors, with dining and living rooms anchored by a double-sided stone fireplace. The gourmet kitchen opens to the family room, sunroom, and front and rear covered porches. The home also features multiple private offices and sun-filled bedrooms, including a serene primary-suite with vaulted ceiling, fireplace, private porch, and own sauna. A third-floor suite provides a private guest retreat, while the fully finished lower level includes a dedicated gym with separate entrance. Exceptional outdoor living unfolds with a heated pool, outdoor kitchen, fieldstone fireplace, spa tub, stone terraces, and covered dining areas. A six-person sauna with full bath enhances the spa-like atmosphere, while an authentic tea house provides the ideal setting for yoga or meditation. A refined separate barn/garage includes a beautifully appointed 1-bedroom apartment-perfect for guests, extended family, or a private retreat. The expansive garage accommodates up to six cars, with space for lifts and multiple charging stations, offering a rare opportunity for the discerning car collector.

1218 Smith Ridge Rd, New Canaan

5 Charles River Square, Boston
$4,500,000
4 Beds ⋅ 4 Baths ⋅ 73566279 MLS
This beautiful south-facing, 22-foot-wide single-family residence is tucked away from the bustle of the city, yet ideally situated along Beacon Hill’s charming, gas-lit streets, with parking directly outside the front door and proprietorship in the coveted Annie Fields Garden. Thoughtfully renovated while preserving its historic character, this four-story townhome offers a classic and versatile layout. The chef’s kitchen opens seamlessly to a charming breakfast nook with walnut accents and an adjacent family room, creating an inviting space for everyday living. For more formal entertaining, the parlor level features a fireplaced living room and elegant wood-paneled dining room overlooking Annie Fields Garden, complemented by an adjacent butler’s pantry with wet bar. The second-floor primary suite offers a peaceful retreat with a luxurious marble bath and a spacious, sun-filled study with a gas fireplace. The top floor features three bedrooms, two full baths, and an office, with a full staircase leading to a renovated, oversized roof deck. Lush plantings and an irrigation system create a private, serene setting, an exceptional urban oasis in the heart of Beacon Hill.

5 Charles River Square, Boston

6 Clapboard Hill Rd, Westport
$4,500,000
6 Beds ⋅ 6 Baths ⋅ 24193530 MLS
At the top of Clapboard Hill, through the gate and over the brick drive, an iconic Westport Colonial welcomes with an immediate feeling of privacy and classic beauty. The main entrance reveals a double height foyer, sweeping staircase and historic charm. The formal living room spans front to back with multiple seating areas flanking the original fireplace. A smart, chic library lands just off the center hall, followed by the gorgeous dining room ready for family dinners and holiday entertaining. The white and bright kitchen is anchored by an island and includes a full butler's pantry, a prohibition era wine closet, and the sunniest breakfast room overlooking the patio. The family room is so spacious with room for lounging by the fire and piling in for movie nights. Upstairs holds a total of six bedrooms. The primary suite includes a beautiful bath, multiple walk-in closets and sweeping views. A sweet set of bedrooms share a Jack and Jill bath. There are three additional bedrooms, a full bath, and a laundry room. The third level is fully finished as a recration room. The two acre property is fully irrigated, professionally landscaped, and sectioned for pool, play, patio spaces and privacy. The stunning pool includes a lap lane and the pool house is cabana perfection with a main room, poolside necessities (including a secondary bbq!) and full bath. There is a three car garage and automatic gate to split driveway. So close to beaches, GF train stations, schools and town!

6 Clapboard Hill Rd, Westport

89 Revere St, Boston
$4,500,000
4 Beds ⋅ 5 Baths ⋅ 73550139 MLS
Step inside this renovated townhouse in the heart of Beacon Hill offering 4 beds, 2 offices, 4.5 baths, and a roof deck with sweeping city views. Upon entry, guests are welcomed into a beautiful foyer that leads to a dramatic library. One level up is the main living, dining and kitchen space featuring an open floorplan with excellent natural light and high ceilings. The kitchen has adundant storage space, high-end applicances and marble counters/backsplash. The living space features brand new front-facing windows that run through the entirety of the house. Two bedrooms, an office and full bath sit on the next level, followed by an entire floor dedicated to the primary suite. The primary suite offers a large bedroom with walk-in closet, en suite bath, and a seperate office space. A thoughtfully-placed wet bar and powder room allow for easy entertaining off of the multi-level roof deck with stunning views. Steps from the Charles Street Garage and Beacon Hill’s best shops and restaurants.

89 Revere St, Boston

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

How much is your home worth?

Get instant property value now!