Feature Properties

Few homes command Oyster Pond like 12 Pond Street. Three soaring peaks, the center crowned in sculptural rounded copper, announce a custom Eastward Companies build of rare craftsmanship, with immediate proximity to Main Street and the beach. Inside, every room turns toward the water. The open first floor is anchored by a kitchen perched above stunning views, its custom cabinetry and large island opening to a fireplaced living and dining area that flows to the waterfront patio. Just beyond, the primary suite offers built-ins, a gas fireplace, a walk-in closet, and a spa-like bath. Hardwood, high ceilings, and exceptional millwork carry throughout. Upstairs, a vaulted family room with wet bar opens to a porch set above the water, joined by three bedrooms and two full baths. Below, a fully equipped gym and entertaining space. Outside, a full paver driveway, retaining walls, and terraced bluestone patios frame hydrangeas and lush native plantings, with a gas firepit, outdoor shower, and generator. A deeded association dock and mooring field deliver some of the finest boating and recreation on the Cape. A show house, purpose-built for entertaining and for a life lived on the water.

12 Pond Street, Chatham

Listing courtesy of Listing Agent: Guthrie Schofield Group (aschofield@robertpaul.com) from Listing Office: Berkshire Hathaway HomeServices Robert Paul Properties.

$6,500,000

6 Beds ⋅ 7 Baths ⋅ 73594019 MLS

Private West Tisbury Oasis – Modern Luxury on 4.85 Acres Built by the highly regarded Novo Builds and designed by acclaimed architect Zander Auerbach, this newly constructed estate in the heart of West Tisbury offers the perfect blend of architectural sophistication, privacy, and resort-style amenities. Set on 4.85 acres, the main residence spans 3,806 square feet with an additional unfinished 2,916 square feet of lower-level featuring 9-foot ceilings. The heart of the home is a stunning 45-foot great room with soaring 16-foot vaulted ceilings, creating a dramatic open-concept living and entertaining space. The residence includes four private en-suite bedrooms and four-and-a-half bathrooms, along with a den or home office and an attached two-car garage. Outdoor living is elevated with a nearly 1,000-square-foot deck, a PebbleTec swimming pool surrounded by a stone patio and lush landscaping, and outdoor shower. A separate 942-square-foot guest cottage offers two bedrooms and one full bathroom, ideal for guests. This thoughtfully designed property offers a rare opportunity to own a turnkey retreat that embodies modern Vineyard living at its finest—private, luxurious, and designed for seamless indoor-outdoor enjoyment.

16 Red Coat Hill, West Tisbury

Listing courtesy of Listing Agent: Joseph Holland from Listing Office: Vineyard Dream Realty LLC.

$6,500,000

5 Beds ⋅ 9 Baths ⋅ 24213955 MLS

Prestigious location. Stately presence. Exceptional living. Introducing a premier 1.25-acre Sasco Hill estate offering extraordinary luxury across 4 levels. This magnificent residence features 5 bedrooms, 9 baths & an uncompromising attention to detail. Outdoors, a private resort awaits with a heated pool & spa, fully equipped outdoor kitchen & expansive terrace overlooking exquisite gardens. An accessory apartment above the garage offers future potential, with plumbing & electrical rough-ins in place. Iron gates flanked by stone lions welcome you to a grand 2-story foyer. The main level showcases exceptional craftsmanship, from the stately living room & Gatsby-inspired formal dining room with garden views to the impressive chef's eat-in kitchen, spacious billiards room, inviting family room & private 1st-floor office. Elegant millwork enhances every room. The 2nd level features 4 luxurious en-suite bedrooms, including 2 primary suites with impressive walk-in closets & dressing rooms. The 3rd level offers flexible living space, including a home gym, bonus room with cedar closet & 5th en-suite bedroom. The finished lower level is an entertainer's dream, complete with an 8-seat home theater, recreation room & storage. Notable upgrades include a new wood roof, Belgian stone & oil-chip driveway, front gates, fencing, updated central air, whole-house generator & finished lower level. Discover extraordinary estate living in Fairfield's prestigious Sasco Hill neighborhood.

541 Sasco Hill Rd, Fairfield

Listing courtesy of Jackie Davis from William Raveis Real Estate. (203) 258-9912 (203) 255-6841

$6,500,000

4 Beds ⋅ 4 Baths ⋅ 5112674 MLS

A rare 148±-acre New Ipswich estate where luxury living, agriculture, equestrian use, recreation, and business potential come together on two expansive parcels. Built in 2022, the 8,550 sq ft residence offers exceptional scale and craftsmanship with 4 bedrooms, 4 baths, an expansive kitchen with Cambria quartz, solid-brick archways, walk-in pantry, first- and second-floor laundry, home theater, office, residential elevator, screened porch, and a cupola belvedere reached by spiral stairs. Beyond the residence is an extraordinary collection of improvements: an 8-stall center-aisle horse barn with individual runouts, tack/storage areas and a future 1-bedroom apartment; two large barns, including a heated farm shop/equipment garage with farm store and commercial cold storage; cattle/livestock barn, greenhouse and 3-bay storage garage. A separate hilltop event venue includes a tented pavilion, restroom facilities, licensed silo bar, fire-pit gathering area, and substantial parking. The acreage combines two lots of fields, pasture, trails, woods, wetlands, and direct frontage on the Souhegan River, with seasonal mountain views and exceptional privacy. Current MLS fields identify agricultural, commercial, mixed-use, recreational, and development potential. Town-approved sites for five cabins add another dimension to the property. A rare opportunity for a private estate, working farm, equestrian compound, event use or combination of pursuits. Additional maps, improvement details, and supporting documents are available in MLS attachments. Assisted Showings by appointment.

159 Greenville Rd, New Ipswich

Listing courtesy of Aimpoint Realty Group from Keller Williams Realty-Metropolitan. ()

$6,500,000

5 Beds ⋅ 6 Baths ⋅ 24208047 MLS

Clouds - An Architectural Retreat in Lakeville Set within 41 protected acres of rolling fields, wildflower meadows, and private trails, Clouds is an extraordinary contemporary country residence conceived in constant dialogue with its landscape. Approached along a winding drive through a cherry orchard-spectacular when awash in pink blossoms each spring-the house occupies the crest of a gentle bluff, commanding long views across meadows and to the distant Litchfield Hills. From a distance, the approximately 6,000-square-foot 5 bed and 5 full bath three level residence has the elemental simplicity of a refined agricultural building. Weathered cedar shake siding, a standing-seam stainless-steel roof, and a substantial stone chimney give the architecture a quiet permanence within its rural setting. Along the southwestern elevation, nearly 60 feet of windows transform the landscape into a living panorama, capturing rolling fields, wildflowers, mature trees, and the changing light from sunrise through magnificent south western views and sunsets. Inside, scale and light create an immediate sense of drama. The entrance opens to a remarkable 65-foot gallery with ceilings rising more than 20 feet. A ribbon of clerestory windows introduces eastern light from above, illuminating the walls and creating an exceptional setting for contemporary art. The principal rooms unfold enfilade along the western view, each with soaring ceilings and expansive glass framing the

250 Belgo Rd, Salisbury

Listing courtesy of Elyse Harney Morris from Elyse Harney Real Estate. (860) 318-5126 (860) 435-0120

$6,500,000

5 Beds ⋅ 6 Baths ⋅ 5111040 MLS

The jewel of New Hampshire's Coastline Perched high above the Atlantic, this gracious 19th-century seaside estate captures the timeless beauty of coastal New England. Once part of Rye's historic Ocean Wave Hotel, the home occupies a remarkable setting along New Hampshire's limited coastline, with sweeping views of the Atlantic and a magnificent porch wrapping three sides of the residence. This is a home for gracious living by the sea. Morning coffee as the sun rises over the Atlantic. Long summer afternoons in the salt air. Cocktails on the porch as evening settles along the coast. Rich in history, character and classic New England charm, 1413 Ocean Boulevard is a rare opportunity to own an exceptional seaside estate in Tax Free New Hampshire. See Docs for additional property information.

1413 Ocean Blvd, Rye

Listing courtesy of Delaney M Philbrick from Gibson Sotheby's International Realty. ()

$6,500,000

10 Beds ⋅ 7 Baths ⋅ 73563188 MLS

A rare opportunity to acquire one of Newton’s most distinctive residences, offered as a fully renovated, to-be-completed estate. Set behind gates on 0.88 acres of private, park-like grounds, the property will offer more than 9,000 square feet across four levels and 10 bedrooms when complete. Blending turn-of-the-century character with modern amenities, the home will be completed by the seller, a builder with more than 50 years of experience. City-approved plans reflect years of thoughtful planning while still allowing the discerning buyer to personalize select aspects of the floor plan and finishes. The transformation will preserve the home’s 1905 character, including intricate moldings, tiger oak floors, and wood-burning fireplaces, while introducing a substantial addition with an attached two-car garage, a two-bedroom ADU above, a four-stop elevator, two new kitchens, and new bathrooms throughout. The expansive lower level can be finished to the buyer’s specifications, with potential for an indoor pool, theater, gym, lounge, bar, or media space. Near Charles River Country Club and minutes from Newton Center and Chestnut Hill, the property offers convenient access to Boston while maintaining a remarkable sense of privacy and tranquility. A rare combination of historic character, significant acreage, modern infrastructure, and the opportunity to create a truly remarkable Newton estate.

432 Dedham Street Unit TBB, Newton

Listing courtesy of Listing Agent: Brendan Carroll from Listing Office: Luxury Residential Group, LLC.

$6,500,000

4 Beds ⋅ 5 Baths ⋅ 24196609 MLS

Welcome to 10 Dragonwood Lane - The Iconic Origami House Set on an extraordinary 15.57-acre estate spanning four separately deeded parcels, 10 Dragonwood Lane is a one-of-a-kind architectural masterpiece that seamlessly blends modern design, luxury, and nature. Known as the Origami House, this remarkable residence offers unparalleled privacy, tranquility, and future development potential while bordering a serene nature preserve. A winding, tree-lined driveway leads past flowering cherry trees, a private electronic gate, and a lighted tennis court before unveiling the home's breathtaking contemporary design. Conceived by the renowned Leroy Street Studio of Manhattan, the approximately 8,500-square-foot residence draws inspiration from the art of folded geometry. Sculptural cube-like forms create dramatic ceiling heights, expansive walls of glass, and light-filled interiors that effortlessly blur the distinction between indoor and outdoor living. At the heart of the home is the spectacular Glass Great Room, inspired by I.M. Pei's iconic Louvre Pyramid. Enclosed by glass on three sides, this extraordinary space opens onto an expansive terrace overlooking one of two cascading waterfalls within the estate's nationally recognized koi sanctuary. Designed for both sophisticated everyday living and grand-scale entertaining, the residence offers:

10 Dragonwood Ln, Weston

Listing courtesy of Bill Martin from Douglas Elliman of Connecticut. (917) 612-5372 (203) 622-4900

$6,500,000

10 Beds ⋅ 10 Baths ⋅ 22602857 MLS

Landmark Chatham Georgian estate set on 1.3 acres overlooking Oyster Pond, with downtown and beach just moments away. Known as ''Beechwood'', this iconic residence was built in 1948 for Henry Howes, a descendant of one of Chatham's earliest families and showcases exceptional craftsmanship throughout. The stately brick main structure is flanked by two projecting wings. The home offers over 7,500 sq ft with 10 bedrooms and 10 bathrooms. Inside, enjoy hand-painted murals, sweeping water views, curved staircases, intricate woodwork, and beautifully scaled living spaces filled with character. The lower level features a ''speakeasy'', ballroom, workshop, and storage. Outside, expansive terraces, mature gardens, bluestone walkways, towering trees, and rolling lawns create a spectacular setting leading toward the water. In 1978, the property was divided into three townhouse residences, each with private entrances, kitchens, living areas, laundry, terraces, and separate utilities. The property has since been used as a single-family home, but offers remarkable flexibility as either a grand estate or redevelopment opportunity. A rare chance to own one of Chatham's most iconic legacy properties.

150-154 Cross Street, Chatham

Listing courtesy of Listing Agent: Chris Rhinesmith (chris.rhinesmith@compass.com) from Listing Office: Compass Massachusetts, LLC.

$6,500,000

4 Beds ⋅ 5 Baths ⋅ 22601498 MLS

Direct waterfront offering in West Hyannisport with 100 feet of private sandy beach along Nantucket Sound. Set on approximately 0.94 acres on a quiet, private lane, this four-bedroom residence offers a compelling combination of privacy, scale, and immediate water access - an increasingly limited opportunity along this coastline with sandy beach stretching as far as the eye can see. Designed for relaxed coastal living, the home features generous living spaces, a deck off the main living area, and a private deck off the upstairs bedroom suite, each oriented to capture open water views, prevailing southwest breezes, and notable sunset vistas. Multiple bedrooms and flexible living areas provide ample room for guests, while thoughtful infrastructure, including multi-zone climate control and EV charging, supports year-round use. Additional highlights include an attached two car garage, outdoor shower, and a walk-out finished lower level. Capture this rare offering within close proximity to both Osterville and Centerville villages, where dining, shopping, and daily conveniences remain just minutes away. The information contained herein has been obtained through sources deemed reliable but cannot be guaranteed as to its accuracy. Buyers are encouraged to do their own due diligence through independent verification.

142 Greely Avenue, West Hyannisport

Listing courtesy of Listing Agent: Robert B Kinlin (rkinlin@robertpaul.com) from Listing Office: Berkshire Hathaway HomeServices Robert Paul Properties.

$6,500,000

3 Beds ⋅ 5 Baths ⋅ 73555391 MLS

Nestled within nearly 36 pristine acres, this newly completed custom estate is a triumph of "quiet luxury" and environmental stewardship. Arrive through a private gated entrance to a meticulously secured property, offering absolute anonymity and thoughtful smart-home security. Built with eco-friendly, zero-VOC materials, the sun-drenched interiors feature a warm neutral palette, artisanal finishes, and a seamless flow. The primary wing serves as a private haven with a spa-like bath and private balcony. Below, a walkout lower level entertainer's dream hosts a wellness room, home office, and custom sauna. The estate grounds feature a pool, integrated spa, and an incredible 3,400 sq. ft. climate-controlled car barn outfitted with custom lighting and an indoor climbing wall. A rare fusion of architectural responsibility, advanced peace of mind, and elite private recreation. Private showings available by appointment.

61 Green Avenue, Belchertown

Listing courtesy of Listing Agent: Maria Romero Vagnini from Listing Office: Mathieu Newton Sotheby's International Realty.

$6,500,000

10 Beds ⋅ 10 Baths ⋅ 73535185 MLS

Landmark Chatham Georgian estate set on 1.3 acres overlooking Oyster Pond, with downtown and beach just moments away. Known as ''Beechwood'', this iconic residence was built in 1948 for Henry Howes, a descendant of one of Chatham's earliest families and showcases exceptional craftsmanship throughout. The stately brick main structure is flanked by two projecting wings. The home offers over 7,500 sq ft with 10 bedrooms and 10 bathrooms. Inside, enjoy hand-painted murals, sweeping water views, curved staircases, intricate woodwork, and beautifully scaled living spaces filled with character. The lower level features a ''speakeasy'', ballroom, workshop, and storage. Outside, expansive terraces, mature gardens, bluestone walkways, towering trees, and rolling lawns create a spectacular setting leading toward the water. The property was divided into three townhouse residences, but has since been used as a single-family home. A rare chance to own one of Chatham's most iconic legacy properties.

150-154 Cross Street, Chatham

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

$6,500,000

4 Beds ⋅ 5 Baths ⋅ 73502888 MLS

Direct waterfront offering in West Hyannisport with 100 feet of private sandy beach along Nantucket Sound. Set on approximately 0.94 acres on a quiet, private lane, this four-bedroom residence offers a compelling combination of privacy, scale, and immediate water access - an increasingly limited opportunity along this coastline with sandy beach stretching as far as the eye can see. Designed for relaxed coastal living, the home features generous living spaces, a deck off the main living area, and a private deck off the upstairs bedroom suite, each oriented to capture open water views, prevailing southwest breezes, and notable sunset vistas. Multiple bedrooms and flexible living areas provide ample room for guests, while thoughtful infrastructure, including multi-zone climate control and EV charging, supports year-round use. Additional highlights include an attached two car garage, outdoor shower, and a walk-out finished lower level. Capture this rare offering within close proximity to both Osterville and Centerville villages, where dining, shopping, and daily conveniences remain just minutes away. The information contained herein has been obtained through sources deemed reliable but cannot be guaranteed as to its accuracy. Buyers are encouraged to do their own due diligence through independent verification.

142 Greely Ave, Barnstable

Listing courtesy of Listing Agent: Robert Kinlin from Listing Office: .

$6,500,000

9 Beds ⋅ 6 Baths ⋅ 24118083 MLS

Maple Lane Farms is a unique, one of a kind, property and potential business opportunity consisting of approximately 225 contiguous acres with approximately 114 acres located in the town of Preston and approximately 111 acres located in the town of North Stonington. The property's improvements include: a c. 1993 Cape Cod style single family home; a c. 1791 Antique Colonial style residence (the "Inn"); a c. 1997 Banquet Building (the "Barn"); a commercial grade greenhouse and 3 additional equipment & storage barns / sheds - all of which are in very good condition. The Cape Cod style residence has 3 bedrooms, 2.5 baths, an open floor plan, cathedral ceilings and a 3 car attached garage. The Inn is a permitted "Historic Country Inn" with 6 bedrooms, 3.5 baths, sleeps up to 12 guests, plus a detached garage with an auxiliary apartment. The Barn is a post & beam style event venue providing approximately 2,000 sq ft of indoor space boasting elegant chandeliers, exposed wooden pillars, heat & A/C, loading dock & prep area for caterers, a stone patio, pergola, large lawn, and pond allow for outdoor activities as well. The approximately 8,000 sq ft hydroponic greenhouse is currently set up and growing hydroponic Bibb lettuce that is being sold to fine grocery stores and food distributors. The property includes a wide array of landscape types & terrain roughly 50% is a mix of open meadow, tree plantations - which has allowed the operation of a 50 acre Christmas tree farm selling

57 Nw Corner Rd, Preston

Listing courtesy of Thomas Switz from Switz Real Estate Associates. (860) 884-6003 (860) 572-9501

$6,499,500

4 Beds ⋅ 4 Baths ⋅ 5109125 MLS

This custom contemporary lakefront residence pairs panoramic views of Lake Champlain and the Adirondack Mountains with architecture by TruexCullins, landscape design by Wagner Hodgson, and construction by Roundtree Construction. Mature landscaping, perennial gardens, a living roof, and organic screening provide privacy throughout the property. A maple-lined entry leads to the cedar-shingled residence, where floor-to-ceiling windows, white oak floors, cove lighting, and a multilevel, glass-lined stairwell define the interiors. The open main level brings together a custom kitchen finished with Danby marble, dining and living areas oriented toward the lake, a three-sided contemporary glass fireplace, and sliding doors that open to a cantilevered balcony. The upper level includes a primary suite with sweeping lake views, private balcony, soaking tub, marble shower, dual vanities, and custom walk-in closet, along with an en-suite guest bedroom and a studio or additional bedroom with direct access to the living roof balcony. The walkout lower level offers an additional bedroom and bath, sauna, laundry, and flexible living space opening directly to the pool and lakeside patio. Outdoor amenities include a lap pool with integrated hot tub and waterfall feature, bluestone patios, a gas fire pit, multiple decks, and stairs descending to the lakefront. A heated three-car garage, radiant heat, generator, irrigation and landscape lighting complete the property.

4279 Harbor Rd, Shelburne

Listing courtesy of Averill Cook from LandVest, Inc-Burlington. ()

$6,499,000

4 Beds ⋅ 5 Baths ⋅ 24207566 MLS

A rare and extraordinary Long Island Sound waterfront estate, offering over half an acre and nearly 100 feet of direct beach frontage across two parcels (1845 & 1859 Ffld Bch Rd). Set along one of Fairfield's most coveted stretches of shoreline, this exceptional property presents a unique opportunity to create a private coastal compound with an abundance of space, water access, and privacy. The expansive 0.55-acre property features a gracious main residence with an airy second floor offering three bedrooms and a bonus room, along with an additional 748 sq ft on the third floor, creating the potential for sweeping Long Island Sound views. The main residence is complemented by a private in-ground pool and a separate two-car garage. Across the property, a creekside boathouse offers an extraordinary additional dimension, featuring a finished studio apartment, a second two-car garage, and a private dock with creek access. A beautifully manicured, fenced-in grassy lot provides an exceptional sense of privacy and offers generous space for outdoor entertaining, recreation, or exploring future possibilities. With its combination of expansive grounds, direct beach frontage, private dock, pool, two separate two-car garages, and versatile additional living space, this is an exceptionally rare waterfront offering. Buyer to perform their own due diligence with the Town of Fairfield regarding all building, renovation, zoning, and waterfront development possibilities.

1859 Fairfield Beach Rd, Fairfield

Listing courtesy of Mary Kate Klemish-Boehm from Brown Harris Stevens. (203) 583-1027 (203) 221-0666

$6,495,000

6 Beds ⋅ 9 Baths ⋅ 24191769 MLS

Custom built in 2009 for this site and held by one family since, this New Canaan estate sits on four private acres with a pond, a gunite pool and wooded land that continues beyond the lawn. Three levels and 8,942 square feet above grade are finished with custom millwork and Venetian plaster, and a geothermal system heats and cools the entire house. The kitchen, family room, pantry and office were rebuilt together in 2018 and open to the way a household actually gathers. Seven fireplaces warm the interior and an eighth anchors the patio. Six en suite bedrooms, six full and three half baths, a second-floor laundry room and a cedar closet make the upper floors easy to live in. The lower level runs at full ceiling height with a media room, gym, bar, wine closet and fireplace. Nearly 1,800 square feet of open porch and flagstone terraces extend the main rooms outdoors. The pool house has a cathedral ceiling, a full bath, a kitchen and a grill, and an outdoor shower which makes the pool area a self-contained retreat. New Canaan is widely considered the most beautifully preserved New England town within one hour of New York City. Boutiques, fine dining, outstanding schools and services gather in one walkable village center, with the residential community radiating outward in quiet, leafy tranquility.

505 Country Club Rd, New Canaan

Listing courtesy of Melissa Engel from Douglas Elliman of Connecticut. (203) 858-0266 (203) 889-5580

$6,495,000

7 Beds ⋅ 9 Baths ⋅ 73596886 MLS

A Weston Masterpiece! Experience exceptional craftsmanship, timeless architectural details, and elevated design in this extraordinary new-construction residence. Thoughtfully crafted with a sophisticated floor plan, gorgeous millwork, and luxurious finishes throughout, this home offers the perfect blend of elegance, comfort, and versatility. The custom chef’s kitchen is a showstopper, featuring bespoke cabinetry, designer appliances, and a fully equipped scullery, ideal for effortless entertaining. The second floor is anchored by a breathtaking primary suite with dual spa-inspired bathrooms and generous walk-in closets. Three additional spacious bedrooms, each with a private en-suite bath, complete this level. Designed for today’s lifestyle, the flexible floor plan also includes a dedicated first-floor office, an additional first-floor bedroom with a private bath, and versatile bonus space above the three-car garage—ideal for a guest retreat, home office, or additional living area. The walkout lower level expands the home’s living and entertaining possibilities, offering a fully equipped kitchenette, flexible recreation or playroom space, and an additional bedroom with a private en-suite bath. Outside, beautifully landscaped grounds create a serene setting for relaxation and outdoor enjoyment.Ideally located just steps from Weston Public Schools, the Public Library, Weston Center, Land’s Sake Farm, and scenic walking trails, this exceptional property combines refined living with the privacy and charm that make Weston so desirable. A rare opportunity to personalize select finishes ahead of anticipated March 2027 delivery. Don’t miss the chance to make this remarkable home your own!

Wellesley Street, Weston

Listing courtesy of Listing Agent: James Brasco from Listing Office: William Raveis R.E. & Home Services.

$6,495,000

6 Beds ⋅ 8 Baths ⋅ 73591991 MLS

A true masterpiece awaits! This stunning, newly-constructed home offers the pinnacle of luxury living on Weston’s coveted Southside. The dramatic, 2-story foyer flows seamlessly into both formal and informal spaces. The dining / living room is optimal for family gatherings & entertaining, and the custom kitchen w/an exceptional quartz island, high-end appliances and wet bar adjoins a generous eat-in area and fireplaced family room overlooking the beautiful grounds. There is also an ensuite bedroom/office, large mud room, pantry and powder room on this floor. A stunning, white oak staircase with glass railings leads to the 2nd level featuring an elegant primary suite with a gorgeous, spa-like bath and grand, walk-in closet, three ensuite bedrooms and laundry. The lower level offers a bar area and recreation room, ensuite bedroom, media room with potential for a golf simulator, gym and full bath with sauna. The expansive outdoor space has a lovely patio with a fire pit and kitchen, and there is a potential for a pool, pool house and more. Conveniently located close to top-rated schools, Weston / Wellesley town centers, trails and commuting routes.

5 Deer Path Lane, Weston

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

$6,495,000

5 Beds ⋅ 9 Baths ⋅ 22604121 MLS

Exceptional waterfront retreat on the protected waters of Squeteague Harbor. This private Scraggy Neck property offers an extraordinary boating lifestyle with a private dock, boathouse, heated saltwater pool, spa and beautifully landscaped grounds. Completely renovated to the studs in 2019, the residence features bright, inviting interiors with vaulted ceilings, expansive windows, light wood floors and picturesque harbor views. The chef's kitchen features professional-grade appliances, center island, butler's pantry and double-sided fireplace, opening to gracious living and dining spaces overlooking the water. The thoughtfully designed floor plan includes a private primary suite with deck, family room with wet bar, elevator, and guest apartment above the three-car garage. Expansive stone terraces and extensive hardscaping create seamless indoor-outdoor living, while mature landscaping provides exceptional privacy. A pool house, outdoor showers and waterfront boathouse with changing rooms complete this turnkey coastal property, offering an uncommon combination of privacy, boating, entertaining and waterfront living on Scraggy Neck.

219 Scraggy Neck Road, Cataumet

Listing courtesy of Listing Agent: Peyton Wallace (peyton@studiorealty.com) from Listing Office: Studio Realty LLC.

$6,495,000

6 Beds ⋅ 8 Baths ⋅ 24194674 MLS

Rarely does a new construction home and property like this come on the market in Westport. Set at the end of a cul-de-sac, in the coveted Long Lots neighborhood, this 2.3-acre, flat property offers a rare combination of privacy and convenience to town. The property features a resort-style, saltwater pool w/spa and automatic safety cover, expansive covered and open-air patios, and a fully equipped outdoor kitchen. There's still space to add a full sized Tennis Court and ADU to create a luxury compound! Built by award-winning Westport Family Homes, this thoughtfully designed 6 bed/8 bath home spans 9,062 square feet on 4 finished floors, showcasing exceptional craftsmanship and attention to detail. Soaring ceilings and an abundance of natural light. Main Level: Gracious Foyer, 2 Powder Rms, Formal Liv/Din Rms, private Office, Designer Kitchen w/Scullery for entertaining. Kitchen opens to large Great Rm w/FP and Outdoor Liv Rm. Second Level: Primary Ste w/FP, 2 walk in closets, spa inspired Bathrm and 4 other Bedrms. Third Level: Playroom w/Bathrm. Lower Level: Walk out to Pool w/ 6th Bedrm, full Bathroom, Family Rm w/Bar, Play/Media Room and large Gym. Full-house generator, oversized 3 car garage w/EV charging capability and room for 3 car lifts. The home is elevator-ready, enhancing convenience and long-term livability. Great for multi generational living. City Water, Natural Gas. This masterfully crafted home has a timeless floor plan and modern design.

5 Baldwin Pl, Westport

Listing courtesy of Lori Popkin from Coldwell Banker Realty. (203) 984-7677 (203) 227-8424

$6,495,000

4 Beds ⋅ 5 Baths ⋅ 24192357 MLS

Experience the future of coastal living in this brand-new smart home located just steps from the sands of Compo Beach. This is the only just-completed residence on the Compo Beach side of Westport delivered as a fully integrated, self-monitoring home: rooftop solar power w/battery storage, intelligent load management, leak detection w/automatic water shutoff, energy-recovery ventilation, radiant heated floors, singular app-controlled lighting, shades, locks + HVAC. The house can be monitored + adjusted from anywhere in the world and stays powered on stored solar when the grid goes down. Designed by The O'Dell Group across three vertical levels + a panoramic rooftop deck w/gas fireplace, the home opens to Long Island Sound through full-height glazing & connects ground-floor living to a private loggia, heated gunite spa, + landscaped courtyard. Inside, the open kitchen pairs Subzero refrigeration + an integrated appliance package w/a generous island + pantry; the primary suite includes a private balcony + spa-style bath; a fully accessible shower is finished in stone, and a flexible main-level room w/full bath lives as an additional bedroom, home office, or guest suite. Iconic Compo Beach is just a short drive to the Metro-North station and about an hour to Grand Central/Midtown Manhattan. The Westport Project is in a category of its' own; a home engineered to take care of itself, and you, whether you're upstairs, in the city, or on the other side of the world.

16 Westport Ave, Westport

Listing courtesy of Karen Scott from Compass Connecticut, LLC. (203) 613-9200 (203) 293-9715

$6,495,000

3 Beds ⋅ 4 Baths ⋅ 73501398 MLS

Front-door parking on Beacon Hill is one of the city’s most elusive privileges—an arrival experience that transforms historic living into something completely effortless. Behind a preserved 19th-century facade, this residence has undergone an uncompromising modern reconstruction, imbuing the heritage framework with unexpected continuous sightlines and soaring natural light. The parlor level opens into an expansive architectural "salon" anchored by custom millwork, an integrated gas fireplace, and a tailored banquette designed for both comfort and elegance. At the center of the floor, the kitchen is anchored by monolithic, deeply veined slabs of Arabescato Vagli marble, illuminated by sunlight that tracks across bespoke cabinetry throughout the day. Occupying the entire second story, the primary suite forms a quiet, full-floor sanctuary. Generous ceiling volumes frame a tranquil sleeping chamber, a dedicated executive study, a bespoke dressing suite, and an intricately appointed artisan stone bath. Guests have also been masterfully considered, with each parallel suite enjoying its own floor. Crowning the home, an upper-level lounge opens directly onto a private skyline roof terrace. Outfitted with an integrated outdoor kitchen and a discreet retractable entertainment center, it offers a sheltered, elevated vantage point looking out over the historic gas-lit canopy below.

19 Charles River Square, Boston

Listing courtesy of Listing Agent: Rebecca Davis Tulman and Leslie Singleton Adam from Listing Office: Gibson Sotheby's International Realty.

$6,495,000

8 Beds ⋅ 11 Baths ⋅ 24133886 MLS

Iconic Historic Inn steps from Historic Downtown Mystic. Once-in-a-lifetime opportunity to live in this exquisite architectural masterpiece. Meticulous 10,500 Sq Ft Italianate Victorian with 8 Bedrooms, 8 Full Bathrooms and 3 Half Bathrooms all nestled on 1.49 manicured acres with private parking lot and porte-cochere. Featuring 3 grand parlors with hand-painted ceilings, full commercial kitchen with stainless steel counters, formal dining room for 30 with French Doors leading out to brick patio for Alfresco Dining. 5 beautiful ornate original fireplaces converted to gas. Serviced by municipal water and sewer. Also includes a registration area, and potential lower-level Speakeasy. Endless possibilities. Perfect for a boutique inn, buyouts, or luxury residence. Zoned for business or private use. Stunning tri-state views from the Belvedere. One of the most historically significant building in Mystic. A very rare investment opportunity in a prime shoreline location. This property blends History, Luxury and Functionality - ideal as a boutique inn, or private residence. Whether hosting small gathering under the stars on your brick patio or welcoming guests through the grand porte-chchere, every detail reflects timeless New England elegance. Discover this landmark estate where every minute feels like a dream and just steps to Historic Downtown Mystic!

15 Elm St, Groton

Listing courtesy of Judith Caracausa from William Pitt Sotheby's Int'l. (860) 912-9903 (860) 536-5900

$6,490,000

5 Beds ⋅ 9 Baths ⋅ 73533214 MLS

Introducing a timeless European inspired mansion with a private gate and elegant marble fountain. This custom estate is situated on 3 acres. A spectacular pool and spa complemented by a fully equipped pool house with a kitchen adorn the grounds. A beautiful wrought iron fence embraces the entire estate which includes stone patios and tennis court. The grand entry and living and dining rooms boast beautiful granite floors for fine entertaining. Additionally, rich oak wood floors are throughout the house. Three custom marble fireplaces grace the sitting areas. A first floor primary suite, private office and sunroom complete the main level. Upstairs has 4 large bedroom suites while the finished 3rd floor is ideal for a dual in-home office or guest bedroom. The tremendous lower level features a sauna, steam and home theater. This exceptional home embodies an elevated blend of refined and recreational living. This location provides excellent proximity to Boston and top-ranked schools.

15 Brown Street, Weston

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

$6,488,000

7 Beds ⋅ 7 Baths ⋅ 22505869 MLS

Experience one of Cape Cod's most exceptional luxury estates. Offered fully furnished, this spectacular NEW CONSTRUCTION - 6,700 sq. ft. residence is set on 2.52 secluded acres with 7 bedrooms, 6.5 baths, a heated pool, wine cellar, home theater, and 3-car garage. Walls of glass frame tranquil water views, while soaring ceilings, designer finishes, and a chef's kitchen create an extraordinary setting for entertaining and everyday living. Swim, kayak, paddleboard, or fish from your backyard, then keep your boat just minutes away at Ryder's Cove, Wychmere, or Saquatucket Harbors. Rarely does a home combine this level of privacy, luxury, recreation, and turnkey convenience. A true multigenerational retreat designed for unforgettable gatherings and the very best of Cape Cod living. NEW CONSTRUCTION

19 Walkerwoods Drive, Harwich

Listing courtesy of Listing Agent: Marirose Lynch (Marirose@livingthatcapecodlife.com) from Listing Office: RE/MAX Real Estate Center.

$6,488,000

7 Beds ⋅ 7 Baths ⋅ 73499989 MLS

Experience one of Cape Cod's most exceptional luxury estates, where private lakefront serenity meets effortless access to Nantucket Sound. Newly constructed in 2025 and offered fully furnished, this spectacular 6,700 sq. ft. residence is set on 2.52 secluded acres with 7 bedrooms, 6.5 baths, a heated pool, wine cellar, home theater, and 3-car garage. Walls of glass frame tranquil water views, while soaring ceilings, designer finishes, and a chef's kitchen create an extraordinary setting for entertaining and everyday living. Swim, kayak, paddleboard, or fish from your backyard, then keep your boat just minutes away at Ryder's Cove, Wychmere, or Saquatucket Harbors. Rarely does a home combine this level of privacy, luxury, recreation, and turnkey convenience. A true multigenerational retreat designed for unforgettable gatherings and the very best of Cape Cod living.

19 Walkerwoods Dr, Harwich

Listing courtesy of Listing Agent: Marirose Lynch from Listing Office: RE/MAX Real Estate Center.

$6,475,000

5 Beds ⋅ 6 Baths ⋅ 73506966 MLS

Wake to sweeping harbor and ocean views from a rare offering on coveted Harbor Street in Manchester featuring two separately deeded parcels being separate fully approved individual lots of record. The main residence offers more than 6,000 square feet of finished living space across three levels and was thoughtfully expanded in the mid-2000s. Sun-filled interiors, generous ceiling heights and hardwood floors create inviting spaces for everyday living and entertaining. The luxurious primary suite, media room, gym and home office complement today’s lifestyle. Set on approximately 0.70 acres, the property offers an expansive, private yard, wraparound deck and beautifully landscaped grounds. The separately deeded second parcel (#75) includes a permitted carriage house footprint with potential for a two-bedroom residence within the existing 1903 structure (buyer due diligence advised). Just moments from Tucks Point, this is a rare opportunity to own a distinctive waterfront estate.

73 - 75 Harbor Street, Manchester

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

$6,450,000

5 Beds ⋅ 6 Baths ⋅ 73585134 MLS

Privately set at the end of a long, winding drive, this exceptional Manchester-by-the-Sea estate spans more than 21 acres across Manchester and Gloucester, with sweeping lawns, mature gardens and beautiful views toward the Atlantic. Remarkably private yet moments from the village and coast, the property also enjoys deeded access across Summer Street to the beach. Originally built in 1917, the residence was extensively renovated and expanded, taken down to the studs while preserving its architectural character. Salvaged doors, fireplaces and historic materials—including marble from the nearby Coolidge Estate—were incorporated alongside new systems, windows, plumbing, electrical and HVAC. The result is an approximately 6,879-square-foot home that feels established, warm and timeless.Beautifully scaled interiors feature custom millwork, eight fireplaces and inviting spaces for both entertaining and everyday living. The renovated kitchen opens to informal dining and sitting areas, complemented by a living room, library, formal dining room and fireplaced family room. The primary suite offers a fireplace, luxurious bath, dressing room and private deck, with four additional bedrooms and a third-floor recreation room. Outside, rolling lawns and colorful gardens surround a saltwater Gunite pool and spa with ocean views. A newly built 621-square-foot pool house, centered around a striking antique fireplace, features vaulted ceilings, warm wood finishes, a full kitchen, bath and dedicated laundry. Substantial yet welcoming, this extraordinary estate combines privacy, historic character and relaxed North Shore living.

600 Summer St, Manchester

Listing courtesy of Listing Agent: Lanse Robb from Listing Office: LandVest, Inc., Manchester -by-the-Sea.

$6,450,000

12 Beds ⋅ 9 Baths ⋅ 24101484 MLS

Welcome to Bark Meadow Farm, a 127-acre legacy estate once cherished by the Gulden mustard family in CT's "Quiet Corner." The journey begins at a majestic entrance, where a striking allee of century-old maples stands alongside magnificent oaks nearing 200 years of age. This multi-generational compound offers 12 bedrooms & 7.2 bathrooms across three year-round residences. At the heart is the 1799 Main Residence, a 7,577 SF, 5-bedroom, 5.2-bathroom masterpiece of timeless architecture. Ideal for grand-scale entertaining, the butler's pantry flows seamlessly from the exquisite dining room into a spacious eat-in kitchen, complete with a Viking Professional stove. Additional structures include a 1900 Caretaker's Residence (4 bedrooms) & a 1948 14-stall barn with a 3-bedroom apartment above-ideal for a barn manager or rental income, it also offers great potential for a remote home office. Car collector enthusiasts & woodworking hobbyists will love the ultra-spacious garage, complete with a large workshop, a walk-in laundry/tack room, & a powder room. Amenities abound: 2 inground pools, an enchanting pool house with a potting room, raised-bed gardens, & a tranquil bass pond. Enjoy direct access to the Air Line Trail for riding/hiking. The estate directly abuts the CT Audubon Society land, with its beautiful trails located just a half-mile down the road, while the prestigious Pomfret & Rectory Schools are a mere 1.5 miles away. Conveniently accessible to Hartford, Providence/RI

433 Wrights Crossing Rd, Pomfret

Listing courtesy of Lisa Rollins from Compass Connecticut, LLC. (203) 671-0295 (203) 245-1593

$6,450,000

4 Beds ⋅ 4 Baths ⋅ 73508634 MLS

Unique opportunity to have your dream home built in the heart of Fisher Hill! 11,338 sf level lot with foundation and plans for a 4 bedroom, 3.5 bath classic brick colonial home with 4,825 square feet of space (on 3 levels) and a 2 car detached garage with shed. Gourmet kitchen opens to the den, dining and living room. First floor covered porch and terrace, perfect for al fresco dining. Exceptional location, close to Fisher Hill Park, Runkle School, public transportation, shopping, dining, an easy commute to Boston, Longwood medical area and Cambridge. Modifications to the plans subject to review and approval. Buyer to verify all information. Photos are renderings.Also available as a lot with foundation for $2,950,000.

9 Willard Road, Brookline

Listing courtesy of Listing Agent: Celine Sellam from Listing Office: Coldwell Banker Realty - Brookline.

$6,400,000

4 Beds ⋅ 4 Baths ⋅ 73593324 MLS

Set along the Bluefish River and Duxbury Bay, 44 River Lane is one of Duxbury’s most iconic waterfront properties, home to the beloved “Perfect Tree.” Panoramic views stretch from Bluefish River Bridge to Clark’s Island and beyond, creating a picturesque setting that is private and serene. Nearly 900 feet of shoreline, provides you many choices for placing moorings. The private wharf with new pilings in 2022, leads to the gangway and float where you can tie up your boat and access to the swim ladder. Completely renovated and expanded in 2020, the home pairs timeless architectural detail with thoughtfully designed living spaces. Expansive kitchen features a large island, butler’s pantry with additional refrigerator and sink, and is open to the dining area with French doors to the patio and sweeping river views. A front to back living room with fireplace, built-in cabinetry and views of the river and the Bay, provides an inviting setting for entertaining. The spacious family room with cathedral ceiling and walls of windows offer spectacular views of the river and sunsets. A first-floor bedroom with a private bath offers flexibility and comfort. Upstairs, there are three spacious bedrooms and two baths, including the primary suite. With its extraordinary shoreline and beautiful views, 44 River Lane offers a distinctive connection to Duxbury Bay and beyond.

44 River Ln, Duxbury

Listing courtesy of Listing Agent: Reggie Irving from Listing Office: Coldwell Banker Realty - Duxbury.

$6,400,000

4 Beds ⋅ 5 Baths ⋅ 73500458 MLS

A magnificent home located in the highly coveted estate section of Brookline directly across from the famed Country Club. 198 Clyde Street is a wonderful cape style estate perfectly adapted to modern living. The property offers 6,521 square feet of living space located on just under 1 acre of impeccably landscaped grounds. Beautifully appointed interiors include grand formal living and dining rooms overlooking the outdoor space, a gourmet kitchen, and a spectacular family room with double-height ceilings. The luxurious primary suite is complete with separate dressing rooms and bathrooms and direct access to an outdoor sitting area. The exterior is as wonderful as the interior with multiple outdoor patios, a sprawling lawn and a pergola. Additional features include a 2-car garage, laundry room, home office, wine cellar, wood paneled den and a custom hockey training area. This outstanding home is minutes from Larz Anderson, Dexter/Southfield, Park School, and The Street at Chestnut Hill.

198 Clyde Street, Brookline

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

$6,375,000

7 Beds ⋅ 7 Baths ⋅ 73573177 MLS

A grand Victorian refined and reimagined with quiet sophistication, 177 Hancock St offers unparalleled single-family living in the heart of Mid-Cambridge, replete with 2-car parking and a full ADU. Defined by gracious proportions and tactile, organic finishes, the entire home radiates an inviting airy warmth. The bespoke kitchen sets the tone, with honed Vermont marble, unlacquered brass hardware, and custom light fixtures—materials echoed in the mudroom and walk-in pantry. Oversized glass doors open to a landscaped backyard and large bluestone patio. A stunning sculptural staircase lit by an oversized skylight and cascading pendants leads to the upper floors, which host 6 bedrooms and 4 baths, including 2 lavish primary suites overlooking the yard. With a private entry, full kitchen, and laundry, the 1-bed ADU offers seamless space for family or an au pair. Moments to Harvard, Inman, and Central Squares, 177 Hancock is a rare opportunity in one of Cambridge’s most desirable neighborhoods.

177 Hancock St, Cambridge

Listing courtesy of Listing Agent: Lewis Carroll Team from Listing Office: Compass.

$6,350,000

6 Beds ⋅ 8 Baths ⋅ 73572991 MLS

Enter through a long tree lined driveway and arrive at this extraordinary Shingle Style Estate on a sprawling 2.58 acre lot in one of Weston's most desirable Southside neighborhoods.This turn key Modern Classic residence offers over 9000sf of sun-filled interior space, 6 en suite bedrooms, a 4 car garage, an oversized chef's kitchen open to a fireplaced family room with french doors leading to stone terraces and a lushly landscaped backyard perfect for entertaining. Bordering conservation land and offering total privacy, this beautiful Nantucket style home built in 2016 offers magnificent level acreage and has potential for a pool and sports court. A lavish lower level features high ceilings, with an entertainment lounge, a glass walled wine cellar, a spectacular gym, full bath and flex space for a media room. The luxurious primary suite has vaulted ceilings, a fireplace, a balcony overlooking the breathtaking grounds and a spa like bathroom with steam shower. This home offers a rare combination of land, location and flawless move in condition. Enjoy fast access to Weston's top ranked public and private schools, all commuter routes and an amazing lifestyle in one of Greater Boston's premier communities.

250 Country Drive, Weston

Listing courtesy of Listing Agent: Rosemary McCready from Listing Office: Compass.

$6,350,000

5 Beds ⋅ 8 Baths ⋅ 73517236 MLS

Set privately on 2.08 acres with a graceful, tree-lined approach, 82 Deer Path Lane offers a fully reimagined home where natural light, timeless detailing, and expansive indoor-outdoor living shine. Beautiful millwork and refined molding enhance the main living spaces, including a dramatic great room with soaring ceilings and panoramic views of the large, flat backyard, with patios and deck—ideal for future outdoor amenities. The chef’s kitchen features an oversized island and a fully outfitted pantry with prep space. The first floor includes a spacious living–dining room, a study, and a private bedroom suite. Upstairs, the primary suite is a true retreat with a spa-like bath and oversized walk-in closet, joined by a second office and four additional bedroom suites. A finished third-floor bonus room with full bath and a sun-filled walkout lower level with theater, gym, wet bar, sauna, and steam shower complete this exceptional home. One-year builder’s warranty included.

82 Deer Path Ln, Weston

Listing courtesy of Listing Agent: Jonathan Caldwell from Listing Office: ACRE Property Advisors LLC.

$6,299,000

6 Beds ⋅ 7 Baths ⋅ 24147970 MLS

New construction by renowned Red Coat Homes, ideally set on a quiet cul-de-sac in a premier Westport neighborhood. Designed by architect Judith Larson, this exceptional home offers over 7,000 sq ft of refined living space on more than one acre, complete with a resort-style pool. Timeless architecture and sophisticated finishes create spaces ideal for entertaining, work, and everyday living, with generous room sizes, flexible living areas, and seamless indoor-outdoor flow. Additional highlights include a three-car garage, elevator-ready and thoughtful design throughout. Conveniently located close to Westport schools, train, beaches, and town amenities, this is a rare opportunity to own a custom home in a coveted setting. **See photos for progress update!**

10 Mary Jane Ln, Westport

Listing courtesy of Danna Rogers from Higgins Group Bedford Square. (917) 282-6292 (203) 226-0300

$6,250,000

5 Beds ⋅ 6 Baths ⋅ 73589849 MLS

A truly one-of-a-kind Beacon Hill residence, 70 Myrtle Street preserves the historic charm and curb appeal of its original exterior while offering the rare advantages of a 2019 new build within. Reconstructed from the ground up—including a newly excavated, deepened lower level—this exceptional home blends timeless architectural details with sophisticated modern design, systems, and amenities. Ash floors, reclaimed American White Oak used for built ins, hot water loop ensures hot water is immediately available in all bathrooms - no waiting to come up from basement, restored original elements, floating stairs, gas and wood-burning fireplaces, radiant heat bathroom and kitchen floors, smart-home controls, whole-house audio, zoned HVAC, and premium fixtures create an exceptional living experience. The Bulthaup kitchen features Gaggenau, Miele, and Sub-Zero appliances. Spa-like baths, a private primary-suite balcony, wine cellar, sauna, gym, and custom storage complete the interiors. Rare private outdoor space includes a landscaped, lighted patio with powered doors, Kalamazoo outdoor kitchen, gas and water service, and a permanently plumbed natural-gas fire table—an extraordinary Beacon Hill retreat. Live the life you were always meant to live, on the peak of Beacon Hill.

70 Myrtle St, Boston

Listing courtesy of Listing Agent: Bill Patterson from Listing Office: Craft Realty.

$6,250,000

6 Beds ⋅ 9 Baths ⋅ 5112024 MLS

Nestled upon a private hilltop just above the town of Dorset, your sprawling country retreat awaits. Set on 28.61 acres with sweeping mountain views, this enchanting Vermont property offers an impressive combination of luxury, amenities, and beautifully maintained grounds. Perfect for multigenerational living, the entertainer or a growing family; the compound includes a five-bedroom main residence with an attached two car garage, a separate newly renovated guest house with an attached two car garage, an in-ground pool and pool house, a hot tub, a tennis court, an additional freestanding two car garage with storage, extensive stonework and patios, specimen plantings and raised garden beds . Architecturally this home seamlessly blends rustic reclaimed beams and floors with a contemporary, airy floor plan. The great room frames the sweeping mountain view through expansive windows, while a floor-to-ceiling stacked-stone fireplace creates a striking focal point. A wet bar and dual french doors to the stone patio make the space ideal for entertaining, with a generous dining room providing additional room for formal gatherings. The spacious cook’s kitchen features marble countertops and a large island, with an adjoining dining area overlooking the stone terrace and spectacular Taconic mountain views. The three-level home offers both first and second floor primary suites, each with a walk-in closet and custom built-ins, along with an office, billiard room and a lower-level media room with built-in bar and wood-burning fireplace. A converted wine cellar, exercise room, studio space and spacious sauna add flexibility for hobbies, recreation and relaxation. Five fireplaces throughout the home provide warmth and character. A rare combination of acreage, views, indoor and outdoor amenities, and exceptional and flowing living spaces. Just a stone's throw away from New England's finest skiing, golf, and fly fishing.

300 Nims Rd, Dorset

Listing courtesy of Andrea C Kaplan from Four Seasons Sotheby's Int'l Realty. ()

$6,250,000

6 Beds ⋅ 9 Baths ⋅ 24194597 MLS

NEW CONSTRUCTION NEAR COMPLETION IN THE COVETED HUNT CLUB NEIGHBORHOOD BY THE MOST SOUGHT-AFTER LUXURY BUILDER, MATTERA CONSTRUCTION, celebrated for creating architecturally significant & stunning modern homes that blend timeless elegance, exceptional craftsmanship & bespoke interiors. A Mattera home is a masterpiece with state-of-the-art amenities, breathtaking design & uncompromising structural integrity. This impeccably designed 6-bedroom residence offers sophisticated interiors & seamless indoor-outdoor living across four finished levels, perfectly sited on a quiet, private cul-de-sac. The light filled main level showcases an open floor plan with a two-story foyer, a custom kitchen and breakfast area, family room with fireplace, private office, living room, dining room, mudroom & two powder rooms. Upstairs, the luxurious primary suite is a true retreat with a spa-inspired bath, expansive dressing areas, 2 walk-in closets plus 4 additional ensuite bedrooms & a spacious laundry room. The walkout lower level provides a recreation/family room, gym, 6th bedroom & a full bath. The finished third floor offers flexible space for a playroom, office, media room plus a half bath. The resort-style backyard includes a heated Gunite pool and spa, expansive stone patio, outdoor kitchen and beautifully landscaped grounds. Offering a rare opportunity to own an exceptional Mattera home of enduring quality & the highest level of craftsmanship, consistently creating lifelong admirers

21 Sturges Commons, Westport

Listing courtesy of Patricia Shea from Coldwell Banker Realty. (203) 895-0280 (203) 227-8424

$6,250,000

5 Beds ⋅ 9 Baths ⋅ 73575382 MLS

Once in a lifetime opportunity to own an irreplaceable almost 10 acre estate*One of the area's most desired streets is home for this completely bespoke manor*Meander down the long, sense of arrival driveway past your own spring fed small pond and charming barn setting the stage for understated elegance*Enter the slightly elevated parking court surrounded by granite walls with complete paver entry (partially heated for winter weather) and be impacted by this refined home of exceptional quality built by noted local builder*While being welcoming and inviting, this home is ultra-luxe in every conceivable way without being ostentatious*Impeccable grounds include acres of lush, groomed grass, a tree lined groomed allee creates a visual promenade for the rear of the property and is tastefully and subtly illuminated with abundant landscape lighting*Sumptuous pool area with covered outdoor entertainment pavilion, dressing room, bathroom, outdoor shower and patios with stone walls and metal balusters is set off to the side enjoying privacy and great afternoon sun*This home enjoys remarkable and substantial infrastructure for years of enjoyment*Refined styling is paramount for timeless enjoyment of this unique home*Custom crafted front double doors and custom crafted mahogany garage doors are complemented by subtle sand-colored cut granite and wood shingles all capped by the new wood roof*Multiple rooflines, many bay windows, covered porch and screened porch make this home an architectural masterpiece*1st level enjoys a front-to-back limestone Foyer bisecting the home and creating a sense of flow*Formal rooms are complemented by more casual spaces to provide a feeling of warmth*1st floor enjoys 2 Family Room areas, formal rooms for entertaining, heart-of-the-home Kitchen, substantial mudroom and stunning vaulted, fireplace screened porch*Follow the incredible sweeping staircase to the upper story with the west side for fireplaced Primary suite with two generous, custom WI closets plus a cedar closet, private balcony and truly sumptuous bath*there is also a guest bedroom & bath on this side*The east side of the house is home for two additional bedroom suites, giant well-outfitted study with built-in desk units, large laundry, craft room and wonderful "in-law" or long-term guest suite*Finished walkout lower level has exercise room, spa-bath, large multi-use space and movie theatre*4 car garage*Lit sport court for basketball or pickle ball*Every imaginable upgrade*

31 Sears Rd, Southborough

Listing courtesy of Listing Agent: Andrew Abu from Listing Office: Andrew J. Abu Inc., REALTORS®.

$6,250,000

5 Beds ⋅ 7 Baths ⋅ 24182061 MLS

Some homes must be experienced to be fully appreciated. Set on 4 beautifully landscaped, secluded acres in backcountry Greenwich, this European-inspired residence offers timeless elegance, exceptional craftsmanship and an abundance of natural light that fills its gracious living spaces. Rich architectural details and quality construction would be difficult to replicate at today's building costs. The main level features a spacious kitchen, charming family room with fireplace, formal dining room, dramatic beamed living room with magnificent stone fireplace and double bedroom with full bath. French doors open to expansive terraces overlooking formal gardens, a 40' x 20' gunite pool and spa. Upstairs are a primary suite and 3 additional bedrooms. The finished lower level offers a spacious game room with stone fireplace and extensive office space with private entrance. A rare combination of privacy, serenity and enduring quality. Now offered at $6,250,000, this exceptional property represents remarkable value and a unique opportunity to enjoy the coveted Greenwich lifestyle.

991 Lake Ave, Greenwich

Listing courtesy of Susan Fleisher from Coldwell Banker Realty. (203) 461-0447 (203) 622-1100

$6,250,000

6 Beds ⋅ 6 Baths ⋅ 73528490 MLS

Set high on nearly an acre in one of Marblehead Neck's most prestigious locations, this 6 bedroom, 5.5 half bathroom exceptional Colonial captures lovely views of Marblehead Harbor while offering privacy, elegance, and timeless architectural appeal. A circular driveway and extraordinary landscaping introduce beautifully curated living spaces where a top-to-bottom renovation has seamlessly blended classic architectural detail with superior designer finishes throughout. From Belgium bluestone flooring to German imported glass on the bar, every detail was thoughtfully selected to the highest standard. Rich wood detailing, crisp moldings, soaring ceilings, and expansive windows frame harbor views and fill the home with natural light. Grandly scaled rooms open effortlessly to a wraparound porch, deck, and bluestone patios. A stunning pool and hot tub are perfectly positioned beside an expansive flat lawn — creating an exceptional private setting for relaxation and entertaining.

48 Harbor Ave, Marblehead

Listing courtesy of Listing Agent: Haley Paster Scimone from Listing Office: Gibson Sotheby's International Realty.

$6,200,000

6 Beds ⋅ 5 Baths ⋅ 24209323 MLS

Set high above West Road on nearly five sunlit acres, the Leuthold House embraces south and west light and looks out over its own spring-fed pond from every room. Allan Gelbin, the Frank Lloyd Wright apprentice who supervised the building of Tirranna, designed it in 1966 with an unlimited budget and considered it his finest work. Offered for the first time in 29 years. A long curve of glass, white plaster and mahogany follows the land beneath deep overhangs and two planted green roofs. Life flows easily inside and out. The generous living room, with clerestory windows, fireplace and wet bar, opens through walls of glass to the terrace and a pool that traces the curve of the house. The dining room opens to the kitchen and its curved breakfast nook, or closes off for formal evenings. The first-floor primary suite spans its own wing with dressing room, two mahogany closets, spa bath and a private terrace with the best view in the house. Upstairs, four bedrooms and three baths open to a roof terrace. The office hides its files behind a disappearing mahogany wall and steps out to a private garden. Gelbin's teak and mahogany millwork runs throughout. A covered breezeway connects the private guest house with bedroom, bath, kitchenette and living area. 150 specimen trees, gardens and landscape lighting. Restored by Hobbs Inc. and JMK Architects with geothermal radiant heat and cooling. Cover of Connecticut Cottages & Gardens. Architecturally important and completely livable.

631 West Rd, New Canaan

Listing courtesy of Melissa Engel from Douglas Elliman of Connecticut. (203) 858-0266 (203) 889-5580

$6,199,000

5 Beds ⋅ 6 Baths ⋅ 73557536 MLS

Welcome to 54 Pinckney Street! Tucked away on one of Beacon Hill’s most coveted blocks just steps from Louisburg Square, 54 Pinckney Street is a masterclass in refined city living. This meticulously renovated townhouse offers five sun-drenched levels of living space, steeped in a rich literary heritage as the former residence of Nathaniel Hawthorne. Every floor has been reimagined with an uncompromising eye for detail, creating a layout that flows effortlessly from one level to the next.At the heart of the home, the state-of-the-art kitchen is a chef’s dream, featuring sleek granite countertops and a premium appliance suite by Wolf, Sub-Zero, and Bosch. It opens directly onto a lush, private garden patio—a rare outdoor sanctuary that was recently featured on the prestigious Beacon Hill Hidden Garden Tour. This professionally planted oasis offers a level of horticultural beauty and privacy that is truly exceptional for the city.The second level serves as the home's centerpiece, boasting a grand formal living room with soaring ceilings and a handsome study/media room complete with a custom wet bar.The primary suite is a true retreat, with a large walk in closet and a breathtaking, spa-like bathroom anchored by a deep resin soaking tub and a glass enclosed shower room. The top floor contains 3 additional bedrooms and two full marble bathrooms featuring Water Works fixtures. Throughout the residence, five stately fireplaces, bespoke millwork, and rich hardwood floors add layers of warmth and character. Practicality is woven into the design with two laundry areas, all-new systems, and a versatile lower-level au pair suite. This private guest space includes a wine cellar, a new kitchen and its own separate entrance, providing independence and convenience for long-term visitors.A modern fire suppression sprinkler system and a security system is also in place.This is a masterful recreation of Old-World Boston, reimagined for a contemporary lifestyle with the highest caliber of craftsmanship and a storied past. Some photos are from a prior listing.

54 Pinckney St, Boston

Listing courtesy of Listing Agent: Cort LaBonte Coldren Coopersmith Group from Listing Office: Compass.

$6,195,000

7 Beds ⋅ 7 Baths ⋅ 73578111 MLS

1860 West Newton Hill Georgian Revival masterpiece with exquisitely restored historic detailing. This exceptional 7-bedroom/6.5-bath residence offers 4 levels of refined elegance highlighted by a dramatic 3-story elliptical spiral staircase, along with marble and hardwood floors, a slate roof with 4 skylights, 4 gas fireplaces, and a heated 4-car garage. Thoughtfully designed outdoor spaces include oak decks with mahogany railings and bluestone terraces overlooking level, fenced, tree-lined, manicured grounds offering rare privacy and scale. Timeless architecture blends with sophisticated modern amenities including an indoor/outdoor audio system, full smart home functionality, and 3 surround-sound media rooms. Ideally located near top public and private schools with easy access to Cambridge and Boston. This is a rare offering for the most discerning buyer.

95 Temple St, Newton

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

$6,188,000

6 Beds ⋅ 7 Baths ⋅ 73582569 MLS

OFFERING 2/1 BUY DOWN AND SPECIAL FINANCING!!Spectacular newly completed residence in the heart of West Newton Hill, this exceptional six-bedroom home brings together striking architecture, sophisticated interiors, and thoughtfully designed spaces for everyday living and entertaining. Set on a private, professionally landscaped lot, the home spans 7,465 square feet across three beautifully finished levels. Inside, natural light pours through oversized windows, highlighting 10-foot ceilings, custom millwork, Venetian plaster finishes, and carefully selected architectural details throughout. The main living spaces are open, inviting, and designed with an effortless sense of flow. The gourmet kitchen is a true centerpiece of the home featuring Wolf and Sub-Zero appliances, custom cabinetry, a generous center island, scullery and walk-in pantry. A sitting area, family room with a venetian plaster fireplace and custom built-ins lead out to a spacious covered stone patio complete with a kitchen and integrated AV system ideal for indoor-outdoor living. Additionally, there is a spacious bedroom suite on the main level providing flexibility for guests, extended family, or an alternative primary suite. Completing this level is a sunsplashed formal dining room, living room/library and powder room. The second floor primary suite features a luxurious bath with steam shower and soaking tub, an expansive custom closet, and a glass-framed deck overlooking the well-manicured backyard. Three additional ensuite bedrooms are joined by a dedicated homework or creative space and a custom-designed laundry room. The finished lower level is a true retreat adding another dimension to the home featuring a sixth bedroom and full bath as well as a family room with fireplace, kitchenette, beverage center, wine storage, fitness room and sauna. The lower level also provides direct access outside.An elevator connects all three floors, while a heated three-car garage with EV charging, Lutron lighting, extensive AV infrastructure, and heated front steps add comfort and convenience behind the scenes. Surrounded by mature landscaping, the backyard feels remarkably private and creates a natural extension of the home's living space.Less than a mile from Peirce School, Brae Burn Country Club, and the shops and restaurants of West Newton Square, the location pairs neighborhood living with convenient access to Boston, Cambridge, and major commuting routes.

308 Prince, Newton

Listing courtesy of Listing Agent: The Jeff Groper Group from Listing Office: Coldwell Banker Realty - Newton.

$6,150,000

5 Beds ⋅ 8 Baths ⋅ 24205524 MLS

A rare opportunity in one of Greenwich's most coveted in-town settings, 21 Calhoun Drive combines the timeless presence and character of a classic Greenwich estate with exceptional privacy, generous scale and remarkable potential. Set amid mature landscaping on approximately 1.8 acres in a one-acre zone, the property offers nearly twice the typical lot size while remaining just moments from the heart of Greenwich. Inside, gracious entertaining rooms, comfortable everyday living spaces and distinctive architectural details create a home with warmth, character and a sense of permanence rarely replicated today. A newly renovated kitchen brings a fresh, modern sensibility to the residence and serves as a beautiful centerpiece for daily living and entertaining. A private wellness retreat, complete with an indoor pool and dedicated fitness space, brings resort-style amenities into the comfort and privacy of home. Beyond the main residence, the expansive grounds offer an exceptional opportunity to further enhance the estate. Fully permitted plans provide the option to add a Cottage, along with the potential for a pickleball or tennis court an increasingly rare offering this close to town. With its substantial acreage, established landscaping, private wellness amenities and extraordinary flexibility for the future, this is a unique opportunity to enjoy a private estate setting without sacrificing the convenience of in-town Greenwich living.

21 Calhoun Dr, Greenwich

Listing courtesy of Danielle Malloy from Serhant Connecticut, LLC. (203) 921-9987 (203) 489-7800

$6,150,000

6 Beds ⋅ 7 Baths ⋅ 73565263 MLS

Tucked away on a quiet street in coveted West Chop, this pristine property offers exceptional privacy, stunning scenery, and easy access to downtown Vineyard Haven. Designed for effortless indoor-outdoor living, this sophisticated compound combines timeless charm with every modern amenity. The first floor features an inviting open-concept layout ideal for both relaxed family living and entertaining. The kitchen overlooks the dining area, an intimate sitting area, and a versatile game and reading area beyond. The spacious TV and family room features custom built-in bookcases and French doors that open onto a bluestone patio and the pool area beyond. A generous screened porch provides additional living space. Completing the first floor is a large guest bedroom with an ensuite bath, along with a powder room, pantry, mudroom, and laundry room. Upstairs, the gracious primary suite features vaulted ceilings, a sitting area, and a luxurious bath with a soaking tub. There are two additional guest bedrooms, each with an ensuite bath. A private sun deck overlooks the pool and beautifully landscaped grounds, offering a wonderful spot to relax and enjoy distant water views. A dedicated office with water views toward Woods Hole and the Elizabeth Islands provides an inspiring setting for work or quiet retreat. Above the garage, a separate one-bedroom apartment offers a full kitchen, bath, and laundry, with convenient interior and exterior access. The living space in the apartment is currently being used as the sixth bedroom. Outside, the property transforms into a private oasis. The upper garden patio features an inviting sofa seating, while a stone staircase leads down to the heated 20' x 40' pool with spa. The expansive pool terrace is furnished with comfortable loungers and the pool cabana provides additional seating and a welcome retreat from the sun, all surrounded by lush, mature plantings. Other amenities include a gym, two enclosed outside showers and a pool powder room. With its exceptional privacy, generous living spaces, water views, pool and cabana, guest accommodations, this stunning property is truly one of the Grand Dames of West Chop.

59 Hagerty Drive, Tisbury

Listing courtesy of Listing Agent: Carol Shore from Listing Office: Donnelly + Co..

$6,125,000

4 Beds ⋅ 6 Baths ⋅ 73590664 MLS

Set within one of historic Edgartown Village’s most coveted neighborhoods, this gracious 4-bedroom, 5.5-bath home with guest suite is a rare opportunity to acquire a true heirloom property. Inside, a grand foyer, soaring ceilings and generously proportioned rooms create an atmosphere of understated elegance, while beautiful wood floors and custom millwork throughout, add character and a sense of history. Interior photos coming soon. The thoughtful floor plan flows seamlessly from one living space to the next, making the home as comfortable for quiet evenings as it is for entertaining family and friends. Two fireplaces anchor the principal gathering spaces, adding charm through every season. Adding a truly one-of-a-kind touch in the dining room, trompe l’oeil murals by Linda Carnegie bring scenes of Edgartown indoors as works of art. The first-floor primary suite is a private retreat, complete with custom closets and cabinetry. The spa-like full bath features a sunken tub, and the suite opens to its own private deck with an outdoor shower. The living extends outdoors through an impressive collection of spaces designed for relaxed island days and long summer evenings. Multiple decks provide room to dine and lounge, while the screened porch offers a shaded retreat from morning coffee to sunset cocktails. Surrounding it all, lush gardens designed by Donaroma’s bring color, texture, and privacy, with each season offering something new to admire. Above the garage, a separate guest suite offers its own kitchen, full bath, and private entrance – ideal for visiting family, extended-stay guests, a caregiver, or an independent retreat for older children. With its refined interiors, beautiful grounds, and prized location just moments from Edgartown’s shops, restaurants, harbor, and historic waterfront, this exceptional property is a unique opportunity.

78 Plantingfield Way, Edgartown

Listing courtesy of Listing Agent: Dawn Bellante from Listing Office: Sandpiper Realty, Inc..

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