Feature Properties

Legacy estate set prominently on one of the highest Osterville bluffs delivers classic waterfront expectations with a superior dock and substantial dynamic views from the Vineyard to Hyannisport. The grand yesteryear home constructed in 1920 conveys the qualities of that oceanfront era, with higher ceilings, multiple great rooms, and the character of hidden porches, exclusive balconies, and romantic patios. Curving stone walls, terraced rock feature gardens, and stone patios complement the entire grounds. Across the river from your 200 feet of waterfront is Long Beach, a pristine barrier stretch of powdery white sand and privacy. The dock enjoys some of the deepest water of any house on this stretch, allowing for multiple boats and other recreational craft. The quaint conclusion to this fairytale setting is a larger detached apartment over the garage. The square footage of 9,011, seven bedrooms and seven-and-a-half bathrooms speak for themselves. This treasure is waiting for you.

63 Main Street, Barnstable

Listing courtesy of Listing Agent: Christa Zevitas from Listing Office: .

$8,500,000

8 Beds ⋅ 12 Baths ⋅ 5085575 MLS

A rare and truly exceptional offering in the heart of downtown Portsmouth—this one-of-a-kind property includes a luxury penthouse residence, a second residential unit, and two commercial storefronts, all offered in its entirety. Built in 2008 and meticulously maintained, the property blends modern construction, upscale amenities, and timeless interior style in an unbeatable downtown location. The main entrance on State Street opens to a foyer with elevator access to both residences and the lower level. A four-car garage is accessed from the rear of the foyer, while two ground-level storefronts with premier State Street frontage flank the entrance. Both retail spaces are leased to established tenants, with one at-will and one under lease. The second floor features a spacious three-bedroom, four-bath garden-style residence with an open-concept floor plan, hardwood floors, gas fireplaces, and three en suite bedrooms. The third and fourth floors comprise a stunning two-story penthouse offering four bedrooms and six baths, including four en suite bedrooms plus a fifth en suite office or guest suite. The expansive main living level showcases a chef’s kitchen with island, casual and formal dining areas, private office, mudroom, and rich cognac-toned wide-pine floors. Expansive decks span all three residential levels, each oriented toward the quiet, sun-filled, south-facing Court Street side. Additional highlights include secure private elevator access to each residence, four deeded garage parking spaces with additional storage, and a finished lower level ideal for a fitness room, wine storage, or flexible use space.Condominium conversion potential presents a rare investment or legacy ownership opportunity. Enjoy the many benefits of New Hampshire living, including no state income or sales tax, close proximity to the scenic coastlines and beaches of NH and Maine, and convenient access to 4 regional and international airports in less than one hour.

58 State St, Portsmouth

Listing courtesy of Jennifer Madden from Gibson Sotheby's International Realty. ()

$8,475,000

4 Beds ⋅ 7 Baths ⋅ 73479490 MLS

Back Bay Single Family Brownstone on Marlborough Street - Designed for the buyer who values privacy and operational ease. Pull into three radiantly heated brownstone parking spaces, step inside, and let the elevator carry you from the parlor hosting floor to the rooftop terrace. Entertaining starts in the custom kitchen with integrated appliances, moves through formal dining and living rooms, then out to the private garden patio for open air evenings. Later, take the elevator up to the top floor family and media room, then step onto the rooftop terrace for open sky and distance from the street below. The entire third floor is devoted to the primary suite with dressing room, sitting room or office, and a radiant heated marble clad bath. A guest or au pair suite with wet bar keeps separation when you need it. Four bedrooms, three gas fireplaces, two wet bars, walnut built ins, and chevron floors finish the interiors. Private showings by request only.

352 Marlborough St, Boston

Listing courtesy of Listing Agent: Michael Carucci from Listing Office: Serhant.

$8,450,000

6 Beds ⋅ 8 Baths ⋅ 24190641 MLS

Extraordinary New Construction home on one of Westport's newest premier cul-de-sacs. Offering nearly 10,000 SF of impeccably finished living space, this exceptional home blends timeless elegance w/ modern luxury & showcases the finest craftsmanship throughout.Designed with an uncompromising attention to detail, features include exquisite millwork, stunning custom cabinetry, spectacular ceiling details & European windows that flood the interiors w/ natural light.The Chef's Kitchen is highlighted by natural stone countertops,a dramatic stone backsplash & custom stone hood, premium appliances with column refrigerator & freezer all set flush to the cabinets. Luxurious living and entertaining spaces flow seamlessly to the outdoor oasis featuring a sparkling pool, spa, & private 1.6 property w/an irrigation system Belgium block trimmed driveway The magnificent primary suite is a private retreat, complete w/ a custom rift oak cathedral ceiling & a covered balcony w/ glass & wood railings overlooking the property.The 2nd level features 5 BRs w/ensuite baths. The 6th BR Suite is privately in the LL where there is a large FR & Gym.Additional amenities include natural gas, city water, Visual Comfort luxury lighting throughout, integrated recessed lighting, & countless custom features that elevate every room.This is a rare opportunity to own a newly built, architecturally stunning estate where exceptional design and refined living come together beautifully. Ready for move in Summer 2026

10 Beltas Farm Ln, Westport

Listing courtesy of Linda Skolnick from Coldwell Banker Realty. (203) 246-0088 (203) 227-8424

$8,300,000

5 Beds ⋅ 10 Baths ⋅ 73471157 MLS

Sited privately in Lincoln Center on 6.25A park like grounds, this rare architectural estate seamlessly blends history, modernism and sustainability. Originally built in the 1860 as a Victorian manor, the home was reimagined in 1950 introducing the Bauhaus principles of clean lines, functional design and indoor-outdoor harmony. Today, after a meticulous LEED-certified restoration, the residence stands as both a preserved landmark and a showcase of modern luxury. Expansive glass walls, dramatic overhangs, and a sculptural spiral staircase define interiors that flow with light and openness. A kitchen with recycled glass and quartz countertops, professional-grade appliances and radiant-heated stone floors anchors the home. Five spacious bedrooms, spa-inspired baths and flexible living spaces include a library, office, music room, recreation room and wine cellar, offering comfort and versatility.

23 Bedford Rd, Lincoln

Listing courtesy of Listing Agent: Salem Coughlin Group from Listing Office: Compass.

$8,250,000

6 Beds ⋅ 8 Baths ⋅ 24184237 MLS

190 Brookwood Lane is set in one of New Canaan's most unique and desirable residential settings - a bucolic landscape of rolling meadows, mature woodlands, and gently flowing streams set on just over 3 acres of quintessential New England beauty. Situated in the heart of New Canaan, the property offers a peaceful and established neighborhood setting where quiet roads, mature trees, and estate-scale properties create an atmosphere increasingly difficult to replicate. This extraordinary proposed residence blends timeless New England architecture with refined modern living. Designed by Tanner White Architects as the quintessential New Canaan colonial with gracious proportions and exceptional scale, the home is envisioned with approximately 7,500 square feet across the first and second floors, including expansive entertaining spaces, dramatic 10-foot ceilings on the main level, generously scaled bedrooms, and seamless indoor-outdoor living throughout. The proposed floor plan includes 6 bedrooms, 8 bathrooms, 3-car garage, and pool with the opportunity to finish attic and lower-level spaces for more than 10,000 total square feet. The oversized homesite provides exceptional flexibility for estate level outdoor amenities while maintaining tremendous privacy and natural beauty.

190 Brookwood Ln, New Canaan

Listing courtesy of James Hoffman from Houlihan Lawrence. (203) 517-8105 (203) 869-0700

$8,250,000

6 Beds ⋅ 9 Baths ⋅ 24169340 MLS

A rare offering in back-country Greenwich, this timeless estate is set on 3.58 exquisitely landscaped and gated acres, masterfully blending classic architecture with contemporary luxury. Designed for both grand-scale entertaining and intimate everyday living, the residence offers a sun-filled interior with soaring ceilings, custom millwork, and modern, bespoke finishes throughout. The grand foyer of this center hall colonial sets the tone for elegant, refined living. The gourmet marble kitchen opens to a multi-exposure family room with sweeping views of the manicured yard, pool, and fully equipped outdoor kitchen. The grounds are equally captivating, with a tranquil koi pond enhancing the natural beauty of the landscape. The luxurious primary suite with sitting area, spa-inspired bath, and three walk-in closets is among five second-level bedroom suites, each offering exceptional privacy and comfort. A versatile second-level suite with private entrance currently functions as a private gym but can effortlessly serve as an au pair suite or guest quarters. The thoughtfully executed lower level is fit with a theater, bar, wine cellar, and recreation spaces. The pool house extends the living experience with two additional bedrooms and two full baths-set amidst expansive patios and a lush, tree-lined lawn. Located just minutes from town, schools, and 45 minutes to Manhattan, this meticulously designed compound offers a rare blend of serenity, sophistication, and convenience.

34 Carrington Dr, Greenwich

Listing courtesy of Carissa Larriuz from Houlihan Lawrence. (203) 914-5218 (203) 869-0700

$8,200,000

6 Beds ⋅ 9 Baths ⋅ 73526856 MLS

Set on over 1.2 acres with a 1.62-acre experience via a neighboring easement, this exceptional Chestnut Hill estate offers a tranquil oasis on one of the area’s most coveted and secluded streets. Originally built in 1900 and thoughtfully renovated over time, the residence spans more than 9,300 square feet with six bedrooms, six full bathrooms, and three half bathrooms. Its richly detailed living spaces were designed for both elegant entertaining and everyday comfort. Gracious formal rooms, soaring ceilings, and exquisite millwork overlook beautifully landscaped grounds featuring a heated, in-ground pool, a basketball court, and ample parking. Once home to Alvan T. Fuller, the 50th Governor of Massachusetts, the property carries remarkable historic provenance. The grounds were originally designed by Frederick Law Olmsted, further contributing to the property’s timeless character. This is a rare opportunity to own a historic estate of this scale in an unbeatable location.

40 Singletree Rd, Brookline

Listing courtesy of Listing Agent: Maggie Gold Seelig from Listing Office: MGS Group Real Estate LTD.

$8,200,000

6 Beds ⋅ 10 Baths ⋅ 5076041 MLS

Premier 416 acre Vermont Mountain Sanctuary -Luxury Estate with sweeping mountain views-a rare expression of outdoor and mountain living where nature inspired artistry, master craftsmanship and the environment converge in quiet harmony.. Set within an expansive private landscape, the 10,000+SF residence unfolds as a sanctuary oasis designed to elevate everyday living, remaining deeply rooted in its surroundings while still just a short drive to Stratton Mountain Resort and the Stratton Helipad. Step into an open-concept haven where elegance meets comfort. Framed by soaring timber beam ceilings, the main living area echoes the grandeur of the mountains while preserving the warmth and intimacy of a true retreat. Natural materials, handcrafted details, and thoughtful design choices create a home that feels warm, timeless and deeply personal. The estate preserves uninterrupted views across the landscape—ensuring that natural beauty remains the focal point from every vantage point.The grand stone fireplace anchors the living area, drawing the eye to soaring ceilings and expansive windows that frame breathtaking mountain ridges. Sunlight floods the space, highlighting the harmonious blend of natural textures and refined finishes.The gourmet kitchen blends beauty and function with custom wood cabinetry, hand-carved artistic accents, a welcoming breakfast bar, and an expansive island designed for conversation, connection, and effortless entertaining. Every space in this residence has been intentionally designed with a keen eye to detail. While every room blends effortlessly with the home’s elevated rustic feel, each one remains extremely unique. Offering six en-suite bedroom in the main residence and 2 bedroom2.5 bath guest quarters. Main Residence with extraordinary gathering rooms and multiple suites, 5 bay barn, guest quarters, pond, miles of maintained trails for mountain biking and winter activities,

557 Trager Rd, Jamaica

Listing courtesy of Kim Morgan-Wohler from Wohler Realty Group. ()

$8,000,000

5 Beds ⋅ 5 Baths ⋅ 73492678 MLS

Elegant single family home set on a landscaped European garden on Marlborough St. Renovated to the finest standards while keeping the quintessential Back Bay details, this home boasts 5 BR's, 3 full & 2 half baths.There is a gourmet chef's kitchen & family room on the lower level that lead out to a private patio, hot tub & direct to 2 full sized parking spaces. The main level showcases a fireplaced formal living room & dining room w/ a butler's pantry, perfect for hosting family & friends. Up one flight to the 2nd floor on an original classic staircase, you will enter the sumptuous primary suite w/ fireplace. It spans the entire floor, complete with a huge spa bathroom w/ a large soaking tub. A custom walk in closet is not to be missed. The remaining four BR's are on the upper floors & are spacious & versatile for home office & guests. Two more full baths service these BR's. A beautiful stained glass skylight crowns the top of this fabulous home. Central AC rounds out this showpiece!

340 Marlborough St, Boston

Listing courtesy of Listing Agent: Lisa Merriman Barth from Listing Office: Barth Real Estate.

$7,995,000

5 Beds ⋅ 6 Baths ⋅ 22505080 MLS

Nestled amid beautifully landscaped grounds, this exceptional 7,500± square foot residence captures breathtaking views over West Bay and Eel River. A private sandy beach and deep-water dock provide effortless access to Nantucket Sound, creating a rare combination of serenity and seafaring adventure. Inside, the five-bedroom home blends refined architecture with inviting coastal warmth. A dramatic two-story great room opens to an expanse of windows that frame the water, seamlessly connecting the interior to the surrounding natural beauty. The thoughtfully designed main level includes a chef's kitchen adjoining a sun-filled sitting room, elegant dining room, gracious living room, and handsome home office. The first-floor primary suite offers a peaceful retreat with water views, while a second primary suite and three additional bedrooms complete the upper level. A captivating tower room provides a 360-degree vantage point for enjoying sweeping sunsets and the ever-changing coastal landscape. The finished lower level extends the living space with a recreation area, wet bar, and kitchenette, ideal for casual gatherings or guest overflow. A two-car garage, expansive outdoor terrace and lush gardens complement the home's elegant yet relaxed design. Privately positioned, yet moments from Osterville's charming village center, this remarkable estate epitomizes luxurious waterfront living on Cape Cod. 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.

168 Garrison Lane, Osterville

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

$7,995,000

5 Beds ⋅ 7 Baths ⋅ 22601038 MLS

LEGACY COMPOUND WITH EXTRAORDINARY VIEWS // Pleasant Dreams is a spectacular one-of-a-kind family compound on perhaps one of the most desirable pieces of property on Cape Cod. This 2.5 acre estate boasts approximately 345 feet of saltwater frontage directly on Pleasant Bay with access to the Atlantic Ocean and showcases 180-degree breathtaking views of Pleasant Bay and beyond. This compound features 3 unique buildings. An approximately 7000 square foot main house, a guest cottage with pool and a boat house. This home contains the finest in craftsmanship and impeccable attention to detail. The large, open professional kitchen complete with top-of-the-line appliances, an oversized island and generous windows that overlook the bay makes this the natural centerpiece of the main house. Designed and professionally manicured landscaping with multi-level stone walls and gardens makes this property look magazine worthy. A truly unique family compound where memories will be created for a lifetime.

77 Towhee Lane, Orleans

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

$7,995,000

8 Beds ⋅ 9 Baths ⋅ 24170626 MLS

Unprecedented opportunity to purchase two landmark, historic residences, situated side by side on Ridgefield's beloved Main St., which have been developed into an unparalleled lifestyle compound. This once in a lifetime sale includes the treasured Hawley House at 236 Main St. - Ridgefield's oldest home, on its original lot (5) which was built by the proprietors in 1713 for the Rev. Thomas Hawley, first pastor & town clerk. It also includes 250 Main St. - the iconic & brightly colored neighboring Gothic Revival Victorian, built Ca. 1826 by Hawley descendants. Working with Peter Coffin of DCA Architects & the Historic District Commission, the home underwent a meticulous full restoration & renovation, thoughtfully balancing historic preservation with modern luxury updates. Over $10M has been spent in top of the line improvements & designer appointments inside & out. Together, both homes span a pastoral 3.16 acres, juxtaposing sidewalks to vibrant downtown Ridgefield with rear privacy including 2 magnificent barns. 236 Main's "Red Barn," Ca. 1900 & renovated in 2012 features: 2,015 sf, indoor basketball court, home office/conference rm, arts & crafts studio, 1 full/2 half bths & 2 car garage. 250 Main's Pool/Carriage house includes: 3,684 sf, 1-2 BRs, 2 full/1 half bths, 2 fplcs, 2 car garage (2 Tesla chargers), gym with sauna, game room/bar, poker room, arcade, 30+ seat movie theater, plus kitchen/great room open to the heated, gunite, saltwater pool, spa & outdoor resort oasis.

236 & 250 Main St, Ridgefield

Listing courtesy of Laura Ancona from William Pitt Sotheby's Int'l. (203) 733-7053 (203) 438-9531

$7,995,000

5 Beds ⋅ 7 Baths ⋅ 73493011 MLS

Pleasant Dreams is a spectacular one-of-a-kind family compound on perhaps one of the most desirable pieces of property on Cape Cod. This 2.5 acre estate boasts approximately 345 feet of saltwater frontage directly on Pleasant Bay with access to the Atlantic Ocean and showcases 180-degree breathtaking views of Pleasant Bay and beyond. This compound features 3 unique buildings. An approximately 7000 square foot main house, a guest cottage with pool and a boat house. This home contains the finest in craftsmanship and impeccable attention to detail. The large, open professional kitchen complete with top-of-the-line appliances, an oversized island and generous windows that overlook the bay makes this the natural centerpiece of the main house. Designed and professionally manicured landscaping with multi-level stone walls and gardens makes this property look magazine worthy. A truly unique family compound where memories will be created for a lifetime.

77 Towhee Lane, Orleans

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

$7,995,000

5 Beds ⋅ 6 Baths ⋅ 73441700 MLS

Nestled amid beautifully landscaped grounds, this exceptional 7,500± square foot residence captures breathtaking views over West Bay and Eel River. A private sandy beach and deep-water dock provide effortless access to Nantucket Sound, creating a rare combination of serenity and seafaring adventure. Inside, the five-bedroom home blends refined architecture with inviting coastal warmth. A dramatic two-story great room opens to an expanse of windows that frame the water, seamlessly connecting the interior to the surrounding natural beauty. The thoughtfully designed main level includes a chef's kitchen adjoining a sun-filled sitting room, elegant dining room, gracious living room, and handsome home office. The first-floor primary suite offers a peaceful retreat with water views, while a second primary suite and three additional bedrooms complete the upper level. A captivating tower room provides a 360-degree vantage point for enjoying sweeping sunsets and the ever-changing coastal landscape. The finished lower level extends the living space with a recreation area, wet bar, and kitchenette, ideal for casual gatherings or guest overflow. A two-car garage, expansive outdoor terrace and lush gardens complement the home's elegant yet relaxed design. Privately positioned, yet moments from Osterville's charming village center, this remarkable estate epitomizes luxurious waterfront living on Cape Cod. 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.

168 Garrison Ln, Barnstable

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

$7,990,000

6 Beds ⋅ 8 Baths ⋅ 24194541 MLS

Build your coastal dream home on a rare, full acre* property along one of Compo Beach's most coveted cul-de-sacs, where opportunities of this caliber seldom become available. Ideally positioned just across from Longshore and moments from the shoreline, this extraordinary setting places Westport's most treasured amenities at your fingertips: golf, tennis, swimming, boating, beaches, playgrounds, fine dining, and more. To be custom built by Coastal Luxury Homes, Fairfield County's foremost luxury builder, this distinguished residence will offer three beautifully finished levels defined by unrivaled quality and meticulous craftsmanship. Expansive walls of glass will bathe the interiors in natural light, showcase the magnificent grounds, and create a seamless connection to the outdoors. Exquisite millwork, natural stone, refined finishes, a curated selection of top-tier appliances, and generous allowances will elevate every space, while the sumptuous primary suite will serve as a private, resort-inspired retreat. Thoughtfully tailored to your every wish with room for a pool, this remarkable home will reflect your personal style and vision for sophisticated coastal living.

4a Compo Pkwy, Westport

Listing courtesy of Jaclyn Picarillo from Higgins Group Bedford Square. (203) 981-5012 (203) 226-0300

$7,985,000

6 Beds ⋅ 6 Baths ⋅ 24205532 MLS

Introducing 12 Beltas Farm Lane, an extraordinary new construction estate in Westport, Connecticut, set within Beltas Farm-one of Westport's newest and most distinctive luxury enclaves. Once part of a 23-acre working family farm, this special setting has been thoughtfully transformed into an intimate collection of exceptional residences, with nearly five acres preserved as open space. The result is something increasingly rare in Westport: beautiful open views, a sense of space and privacy, and an enclave of significant luxury homes. Offered at $7,895,000 and built by Fairfield County Contractors, known for exceptional quality and craftsmanship, this remarkable new Westport home encompasses more than 9,000 square feet of sophisticated living space. A handsome wood roof introduces timeless architecture and the exceptional level of finish found throughout. Designed for today's luxury lifestyle, the residence features six ensuite bedrooms and beautifully proportioned living and entertaining spaces filled with natural light and oriented to capture the property's open views. A wine cellar adds another layer to the home's exceptional entertaining spaces, while the thoughtful floor plan balances impressive scale with comfortable everyday living. Outside, a stunning pool and spa create a private resort experience surrounded by the beauty and openness of the Beltas Farm setting. What distinguishes 12 Beltas Farm Lane is not simply the caliber of the new construction, but the rarity

12 Beltas Farm Ln, Westport

Listing courtesy of Judy Michaelis from Coldwell Banker Realty. (203) 247-5000 (203) 227-8424

$7,950,000

4 Beds ⋅ 5 Baths ⋅ 22603541 MLS

NEW CONSTRUCTION: Experience modern Katama luxury in this thoughtfully designed home by Morgan Studio, a husband-and-wife-led boutique design firm. Created for effortless indoor-outdoor living, the residence features soaring ceilings, a flowing floor plan, oversized windows, and exceptional materials and finishes throughout. A private interior courtyard, envisioned as an edible garden, anchors the home and connects seamlessly to the cathedral-ceiling great room with a wood-burning fireplace and a 20' x 40' heated gunite pool. The chef's kitchen features a Patagonia Tiffany stone island, breakfast nook, and butler's pantry. Private bedroom suites occupy separate wings, including a spa-inspired primary suite with a circular skylit shower and wall-to-wall travertine. A bright lower level with 10-foot ceilings provides generous recreation and entertaining space. A custom furniture package is available upon request for a truly turnkey offering. Conveniently located near Crocker Drive with easy access to South Beach, bike paths, Katama, and downtown Edgartown. A refined interpretation of the Vineyard summer house, thoughtfully designed for relaxed coastal living.

2 Lexington Avenue, Edgartown

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

$7,950,000

5 Beds ⋅ 6 Baths ⋅ 73543062 MLS

Nestled in the highly coveted enclave of Acoaxet and Westport Harbor, this magnificent coastal estate at 169 Atlantic Ave offers the pinnacle of New England waterfront living. Meticulously reimagined from top to bottom, this home underwent a complete, high-end remodel completed in 2021. Sited flawlessly to maximize panoramic views of the open Atlantic Ocean, sandy shorelines, and the Elizabeth Islands, this property seamlessly blends classic Shingle-style architecture with unparalleled private luxury.

169 Atlantic Avenue, Westport

Listing courtesy of Listing Agent: Kirk Schryver Team from Listing Office: Compass.

$7,950,000

9 Beds ⋅ 10 Baths ⋅ 24168537 MLS

Set within the coveted Tokeneke Association, 16 East Trail is a rare legacy property where architectural pedigree meets modern luxury. Originally built in 1908 as one of the enclave's earliest residences, the home reflects the timeless elegance of McKim, Mead & White and Delano & Aldrich-thoughtfully reimagined for today's living. A masterful renovation by architect Peter Pennoyer preserves the home's historic integrity while introducing refined, livable spaces. Interiors by acclaimed designer Katie Ridder bring a fresh yet classic sensibility, blending color, texture, and bespoke detail throughout. The main residence offers 7 bedrooms and 6 full baths, anchored by five fireplaces that add warmth and character across its gracious living spaces. A classic carriage house offers a fully equipped 2-bedroom, 1-bath guest residence with its own kitchen, providing exceptional flexibility-ideal for extended stays, in-law living, or a private home office retreat. The grounds, designed by renowned landscape architect Janice Parker, are a true highlight-lush, structured, and beautifully layered for year-round interest. An in-ground saltwater pool completes the estate-like setting, creating a private retreat perfect for both entertaining and quiet enjoyment. Rich in history and elevated by a world-class design team, 16 East Trail offers a rare opportunity to own a piece of Darien's architectural legacy-seamlessly tailored for modern living.

16 E Trail, Darien

Listing courtesy of Ashley Dineen from Compass Connecticut, LLC. (203) 253-9616 (203) 423-3100

$7,950,000

6 Beds ⋅ 8 Baths ⋅ 24166431 MLS

New Construction BY Ritzzo Development a premier builder! Situated on a country road among luxury estates, this 8,050 sq. ft., to be built new construction strikes the perfect balance of secluded privacy and commanding views. The 8.18 acre lot is bordered by state forest on 3 sides. The welcoming front porch sets a sophisticated tone, leading into an interior defined by 5" white oak flooring, Pella windows and doors with exquisite craftsmanship throughout. The heart of the home is a chef's kitchen with custom white oak cabinetry paired with professional Sub-Zero/Wolf appliances, an inviting island, and a sun-drenched breakfast room. Dramatic architecture defines the family room, where exposed beams complement a soaring vaulted ceiling and a striking wood-burning hearth. The residence offers six en-suite bedrooms. The expansive primary retreat is a true standout, boasting dual bathroom suites and matching, dual walk-in closets. Functional luxury continues with a main-level guest suite, a dedicated home office, and two powder rooms on the main level. Personal gym in the lower level. Outdoor highlights include a premium granite patio with built in barbeque overlooking a stunning 18x36 in-ground gunite pool. For peace of mind the electric service is buried with 400-amp service, with a dedicated EV charger, plus a fully equipped Generac 26KW auto transfer generator. This is a rare opportunity to start the year in a home designed for ultimate style, comfort and sophistication

197 A Tinker Hill Rd, Washington

Listing courtesy of Sharon Wyant McGuire from William Pitt Sotheby's Int'l. (203) 417-2925 (860) 868-6600

$7,950,000

5 Beds ⋅ 3 Baths ⋅ 73476753 MLS

A rare opportunity -- a Vineyard harbor front property with a Victorian gambrel cottage restored to its original grandeur of a century ago, an expansive front yard, 180 degree commanding views of the active harbor, private sandy beach, and unmatched serenity. You have the opportunity to own one of the finest estates gracing the Vineyard Haven harbor front -- so admired by all visitors to the Vineyard. The property, located on a private way in the historic Hatch Road neighborhood, is a short distance to downtown Vineyard Haven and the West Chop Club. The home, built in 1900, was the summer residence of Leland and Carol Powers who named their estate ''The Mooring.'' Enjoy the magnificent views and sounds from the wrap-around porch: spectacular sunrise over East Chop; tell time by the passing ferries; see youngsters learn the art of sailing from the Yacht Club; see the Black Dog tall ships raise their sails in front of you; watch family members and guests enjoy lawn games, and swimming.

33 Goethals Way, Tisbury

Listing courtesy of Listing Agent: Buder Team from Listing Office: Sandpiper Realty, Inc..

$7,926,000

6 Beds ⋅ 7 Baths ⋅ 24177287 MLS

Set within Westport's most prestigious private estate enclave, surrounded by grand coastal estates and quintessential antique treasures, this exceptional Greens Farms 2+ acre* new construction offering is poised to become one of Fairfield County's most coveted addresses. Perfectly positioned, moments from beaches, downtown boutiques, vibrant dining scene, and just an express train to Manhattan, the property offers a rare blend of privacy, convenience, and timeless sophistication. Fully customizable and designed to fit your lifestyle and desired scale, this masterfully built residence will feature bespoke craftsmanship, rich stone, curated designer finishes, advanced smart home technology, and world-class amenities tailored entirely to your vision. Expansive grounds offer tranquil space for a private resort-style setting with endless possibilities for outdoor living and recreation. Walk the property with us and the Coastal Luxury Homes team and begin designing your dream estate.

Clapboard Hill Rd Unit (New Build), Westport

Listing courtesy of Brett Lieberman from The Riverside Realty Group. (203) 216-2515 (203) 226-8300

$7,900,000

6 Beds ⋅ 7 Baths ⋅ 22604537 MLS

Spectacular waterfront property located in the exclusive village of Daniels Island inside of the resort community of New Seabury. This stately property sits high above Popponesset Bay which allows for panoramic views of the bay and distant views of Nantucket Sound. Highlights of this 6 bedroom home include an open first floor plan with water views from almost every room, great room with vaulted ceiling and fireplace, chef's kitchen with double Wolf gas range and oversized kitchen island, secluded 2nd floor Primary Suite with his & her baths/sitting area and private balcony that overlooks the heated pool, raised hot tub & Popponesset Bay. Other features of this property include separate guest/nanny quarters, home office, additional first floor bedroom and 2 additional bedrooms with shared bath upstairs using its own private staircase, 2 car garage and private dock located on the bay. The property is walking distance to the marina and a short drive to the shops, restaurants in New Seabury, The Country Club at New Seabury and the stores at Mashpee Commons.

141 Daniels Island Road, Mashpee

Listing courtesy of Listing Agent: Mark A Thompson (Mark@newseaburyre.com) from Listing Office: New Seabury Sotheby's International Realty.

$7,900,000

5 Beds ⋅ 1 Baths ⋅ 5095851 MLS

A truly rare offering on the shores of Winter Harbor, this remarkable 20 acre property presents a once-in-a-generation opportunity to own one of the most extraordinary waterfront estates in Wolfeboro. Comprised of one distinct 20-acre parcels, the property captures the very essence of lakeside New England living. On the lake side of North Main Street, an antique seasonal cottage overlooks the sparkling waters of Lake Winnipesaukee, where breathtaking sunsets paint the sky above Winter Harbor each evening. Sandy waterfront, sweeping views, and the tranquil setting create an idyllic retreat to enjoy today while envisioning what tomorrow may bring. The existing home offers an opportunity for restoration or redevelopment, while the gently sloping terrain provides exceptional flexibility for future plans, including the potential for walkout lower levels designed to maximize both views and indoor-outdoor living. Whether your vision is a private family compound, or a multigenerational retreat, or a thoughtfully designed development opportunity, the rare combination of substantial acreage, waterfront, and lake views offers possibilities that are nearly impossible to replicate in today's market. This is a property meant to be cherished, shaped by its next steward, and enjoyed for generations to come. Adding to its appeal is the location itself. Welcome to Wolfeboro, often regarded as one of New England's most charming villages. Here, you'll find the perfect balance of peace and privacy while remaining just minutes from the vibrant downtown, with its boutique shops, restaurants, marinas, and year-round community events.

606 N Main St, Wolfeboro

Listing courtesy of Lobin Frizzell from KW Coastal and Lakes & Mountains Realty/Meredith. ()

$7,900,000

4 Beds ⋅ 6 Baths ⋅ 73536744 MLS

Set along one of Back Bay's most picturesque tree-lined streets, this distinguished single-family residence pairs timeless architectural elegance with thoughtfully updated interiors and modern amenities. Grand living spaces are defined by soaring ceilings, oversized bay windows, elegant custom built-ins, handsome fireplaces, and abundant natural light. The beautifully renovated kitchen features custom cabinetry, top-of-the-line appliances, and a spacious butler's pantry designed for effortless entertaining. Crowning the home is a spectacular roof deck with sweeping views of the Back Bay skyline and city beyond. Recent improvements include updated HVAC systems and lighting throughout. Additional amenities include an elevator servicing all floors, a wine room, and a versatile lower level with kitchenette and full bath, ideally suited for a guest suite. Complete with an outdoor patio and 2 full parking spaces, this residence offers a rare opportunity in Boston's most coveted neighborhood.

122 Marlborough Street, Boston

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

$7,900,000

7 Beds ⋅ 9 Baths ⋅ 24165104 MLS

Introducing a one-of-a-kind gem in Darien: the historic Eliaseph Whitney House, originally built in 1770, nestled on an expansive 4.12-acre parcel- one of the largest of its kind in town. This iconic property effortlessly blends centuries-old charm with modern-day functionality. Step inside to discover timeless details like wood-beamed ceilings and floors, multiple fireplaces, a cozy den and library, all complemented by bright, open living spaces with a kitchen family room space built for today's lifestyle. Two garage spaces offer room for six cars and incredible storage. The surprises don't stop indoors-step outside into meticulously maintained grounds showcasing a gorgeous pool, landscaping, split rail fences, and charming stone walls that evoke a sense of storybook elegance. A sprawling, incredible field offers endless opportunities for recreation or relaxation, and the potential to divide the property into two lots opens the door to even more possibilities. Adding to the allure is a stunning barn-style guest house, built in 2008, offering two bedrooms and endless possibilities. Whether it's a private retreat for guests, a party barn, or a multi-generational living space, this addition enhances the property's versatility. This is more than a home - it's a rare opportunity to own a piece of Darien's history, surrounded by natural beauty, modern comforts, and limitless potential. A true treasure, this iconic home is a generational opportunity awaiting you!

246 Brookside Rd, Darien

Listing courtesy of Keiley Fuller from Compass Connecticut, LLC. (203) 858-4609 (203) 423-3100

$7,900,000

3 Beds ⋅ 3 Baths ⋅ 5081944 MLS

140 Acres of Rare Opportunity in Kensington, NH. Discover an extraordinary property offering a truly rare opportunity in one of southern New Hampshire’s most desirable locations. Just 4 miles from I-95, this remarkable parcel combines privacy, convenience, and scale - only 50 minutes to Boston, 20 minutes to the beaches, and a short drive to Exeter and Portsmouth. The land features rolling pastures, wooded areas, three serene ponds, four professionally maintained orchards with apple, peach, and plum trees, a picturesque bridge, and up to 80 acres of open fields. Over a mile of paved road winds through the property, providing excellent access throughout. All underground utilities are in place, adding valuable infrastructure for future use and development. A 5,000+ sq. ft. post-and-beam barn, guest or caretaker cottage, and chicken coop are already on site, creating a versatile framework for agricultural, equestrian, recreational, or future vision-based use. The existing main house offers potential for renovation, replacement, or a custom rebuild, allowing the next owner to shape the property to suit their needs. This is a rare chance to own a substantial and highly versatile piece of Kensington with exceptional location, scale, and long-term potential.

14 Bartlett Rd, Kensington

Listing courtesy of Kevin Kneeland from Compass New England, LLC. ()

$7,900,000

7 Beds ⋅ 8 Baths ⋅ 24155364 MLS

Introducing Butternut Brook House; a Majestic, Luxurious Country Estate commanding stunning 360-degree views of the Litchfield Hills. Representing a masterful fusion of absolute privacy, consummate sophistication and breathtaking natural beauty, this legacy property spans over 36 pristine acres of rolling countryside. The palatial main residence encompasses an impressive 13,056 square feet, including a recently appointed lower level. Accommodations are lavish, with seven principal bedrooms, each distinguished by its own fireplace and six & a half sumptuous baths. Inside, discover character-filled living spaces designed for grand entertaining and intimate repose. A spacious open plan kitchen / dining / family room flows into the formal Dining Room with custom millwork adjoining the elegant Living Room and screened porch. Luxury amenities abound, including an elevator to all 4 levels, a serene spa, dedicated billiards room and a timeless wood-paneled library/study. The second floor hosts dual primary suites and four supplementary bedrooms, while the third floor is home to a dedicated bunk room and a state-of-the-art home theater. The finished lower level is an entertainer's dream, offering a spacious recreation room, climate-controlled wine cellar, wet bar, two additional fireplaces, gym area and a half bath. The estate's auxiliary structures elevate the property to a luxurious, multifaceted estate and gathering complex.

19 Seherr Thoss Dr, Litchfield

Listing courtesy of Alan O'Doherty from William Pitt Sotheby's Int'l. (917) 993-3483 (860) 927-1141

$7,850,000

4 Beds ⋅ 6 Baths ⋅ 73504170 MLS

This classic New England home in Katama offers a refined blend of timeless architecture and modern comfort, set on a spacious, beautifully landscaped lot. The main house features three well-appointed bedrooms, including a light-filled primary suite and inviting guest rooms designed for comfort and privacy. The open-concept living area is ideal for entertaining, highlighted by a cozy fireplace and large windows overlooking the manicured grounds. French doors lead to a deck perfect for outdoor dining and relaxation. A state-of-the-art media room with plush seating and a large screen provides the ultimate space for movie nights or game days, with a wine cellar just steps away. The carriage house includes a three-car garage with a spacious one-bedroom apartment above. Located beside Sheriff’s Meadow Conservation land with public access to Katama Bay, and just minutes to South Beach and downtown Edgartown.

24 Katama Bay View Road, Edgartown

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

$7,750,000

6 Beds ⋅ 7 Baths ⋅ 73574746 MLS

An entire South End brownstone. One remarkable home. A truly distinctive opportunity in a market defined largely by condominium living, this offering presents the chance to own an entire classic bow-front brownstone on one of the South End’s most beautiful & coveted tree-lined streets. Currently configured as two meticulously renovated residences, a penthouse triplex & garden duplex, the property has been transformed to near-new construction standards, bringing together timeless architecture, tailored interiors & exceptional flexibility under one roof. For those seeking the scale, privacy & permanence of a true townhome, the property offers the opportunity to combine both residences into one substantial single-family home, with conversion plans available for review. The existing configuration also provides immediate flexibility for multigenerational living, extended family, guests, an au pair or the ability to occupy one residence while generating income from the other. The approximately 2,518 SF penthouse triplex offers 3+ beds & 3.5 baths across three beautifully considered levels. Soaring ceilings, abundant natural light, custom millwork, gas fireplaces & refined finishes define the interiors, while a designer kitchen with custom cabinetry & high-end appliances anchors the main entertaining level. A private balcony extends from the kitchen, while an expansive private roof deck offers Boston skyline views, a built-in grill, integrated sound & fire pit. The approximately 1,802 SF garden duplex offers 2 beds & 2.5 baths across two generous levels, with beautifully proportioned living & dining spaces, a gas fireplace, custom cabinetry, integrated storage & curated finishes throughout. The living space opens directly to a substantial private patio for seamless indoor-outdoor living. Together, the residences provide approximately 4,320 SF of finished interior space, private outdoor living at both the garden & rooftop levels & 2 direct-access parking spaces. Moments from acclaimed dining, cafés, parks, SoWa, boutiques, galleries & premier private schools, this is a rare opportunity to move beyond the traditional condo & own an entire South End brownstone, ready to live beautifully today or become one extraordinary home for the future.

189 W Brookline St, Boston

Listing courtesy of Listing Agent: Ricardo Rodriguez & Associates Group from Listing Office: Coldwell Banker Realty - Boston.

$7,750,000

5 Beds ⋅ 6 Baths ⋅ 73467958 MLS

Set on 180 feet of beachfront, this rare and highly coveted Marblehead Neck estate offers an extraordinary blend of privacy, scale, and coastal prestige. Encompassing nearly 2-acres of irreplaceable shoreline, the property presents a once-in-a-generation opportunity to reimagine a legacy retreat in one of North Shore’s most exclusive enclaves. This 5 bedroom, 5.5 bath residence captures sweeping ocean vistas, awe-inspiring sunrises, and gentle sea breezes, providing an unparalleled setting for refined coastal living with private beach ownership. Whether the current home is meticulously restored or the site is transformed into a bespoke modern masterpiece, the land itself represents the ultimate in luxury. Expansive and rich with possibility, this estate is a lifestyle investment offering the rare freedom to design a beachfront vision that will endure for generations. For those seeking a premier waterfront acquisition, this property stands as a hallmark of North Shore excellence.

349 Ocean Avenue, Marblehead

Listing courtesy of Listing Agent: Judith Toner from Listing Office: The Proper Nest Real Estate.

$7,725,000

7 Beds ⋅ 13 Baths ⋅ 24164249 MLS

Exquisite Nantucket-style country estate magnificently sited on seven sprawling acres in Redding, CT's coveted Umpawaug neighborhood. Comprised of three extraordinary residences, this masterfully crafted 2008 HOBI award-winning compound offers 13,904 sf of carefully constructed living space with meticulous architectural details, effortlessly balancing timeless elegance with modern function. The main residence greets with a sweeping two story entry bathed in natural light, flanked by gracious formal living & dining rooms with fireplaces. The heart of the home, a chef's kitchen with custom cabinetry, high-end appliances, butler's pantry & French doors to an expansive terrace, seamlessly integrated with spectacular grounds. Additional main-level highlights include great room & study with fireplaces, steps from a serene covered porch; mudroom, full bath, & attached three-car garage. Upstairs, a primary suite sanctuary with fireplace, sitting room with wet bar, dressing room with custom cabinetry & spa-like bath with soaking tub & steam shower. Completing the 2nd floor, four additional bedrooms featuring en-suite baths & walk-in closets, family room and laundry. On the 3rd level, 2nd office, gym, half bath & ample storage. Elevator to wine cellar, home theater, billiards room & walkout au pair suite; commercial grade utilities & generator. Award-winning pool house, carriage house with in-law suite, heated gunite pool, spa & manicured grounds complete a remarkable legacy property.

206 Umpawaug Rd, Redding

Listing courtesy of Lauren Parr from Houlihan Lawrence. (347) 852-2599 (203) 438-0455

$7,595,000

5 Beds ⋅ 7 Baths ⋅ 22505128 MLS

Waterfront Perfection on Buzzards Bay North Falmouth. At the tip of a private peninsula, this exceptional Cape Cod estate embodies the essence of elegant coastal living. Set on 1.07 acres with sweeping views of Buzzards Bay, the residence combines timeless architecture, refined craftsmanship, and every amenity for a luxurious seaside lifestyle. Built by renowned Osterville builder Polhemus Savery, the home offers five en suite bedrooms, including a first-floor primary suite and three additional bedrooms upstairs, plus a separate guest or nanny suite above the garage—ideal for extended stays. A comfortable second-floor family room provides a casual space for gathering. The light-filled, south-facing living areas are designed to capture the beauty of the Bay. The open-concept kitchen and living room invite effortless entertaining, while the formal dining room offers an intimate setting overlooking the water. French doors lead to a covered porch and patio area that frame the saltwater system pool, spa and pool house, all just steps from your private beach, over 250 feet of water frontage, perfect for launching kayaks, paddle boards, sunfish sailboats and more. Additional features include hardwood floors, central air conditioning, custom built-ins, a private study, and so much more. Outdoors, enjoy both sunrise and sunset vistas, a heated pool, and direct water access for all your coastal pursuits. Residents may also join the nearby Wild Harbor Yacht Club, offering sailing, swimming, and a vibrant seaside community. A rare offering, out of the flood zone, in pristine condition, this estate represents the pinnacle of Cape Cod waterfront livingprivate, polished, and perfectly positioned on Buzzards Bay.

40 Point Road, North Falmouth

Listing courtesy of Listing Agent: Kerrie A Marzot (kerrie.marzot@sothebys.realty) from Listing Office: Sotheby's International Realty.

$7,595,000

5 Beds ⋅ 6 Baths ⋅ 73442362 MLS

At the tip of a private peninsula, this exceptional Cape Cod estate embodies the essence of elegant coastal living. Set on 1.07 acres with sweeping views of Buzzards Bay, the residence combines timeless architecture, refined craftsmanship, and every amenity for a luxurious seaside lifestyle. Built by renowned Osterville builder Polhemus Savery, the home offers five en suite bedrooms, including a first-floor primary suite and three additional bedrooms upstairs, plus a separate guest or nanny suite above the garage—ideal for extended stays. A comfortable second-floor family room provides a casual space for gathering.The light-filled, south-facing living areas are designed to capture the beauty of Buzzards Bay. With roughly 250 feet of water frontage it is ideal for swimming, launching paddle boards and kayaks. Not to be missed!

40 Point Rd, Falmouth

Listing courtesy of Listing Agent: Kerrie Marzot from Listing Office: Sotheby's International Realty.

$7,550,000

6 Beds ⋅ 9 Baths ⋅ 73511372 MLS

Designed for elevated everyday living and effortless entertaining, this exceptional residence at 132 Country Drive in Weston offers the perfect blend of luxury, comfort, and convenience. Set in one of Weston’s most desirable neighborhoods—known for its top-ranked schools and peaceful surroundings—the home is just minutes from Boston and major commuter routes. Inside, an oversized chef’s kitchen with a large center island and walk-in pantry anchors the open-concept layout. Expansive living and dining spaces are filled with natural light, creating an inviting atmosphere throughout. Upstairs, four spacious bedrooms each feature en-suite baths and custom closets, including a luxurious primary suite with a private deck, spa-like bath, and walk-in closet. The lower level is designed for entertaining and wellness, complete with a second living area, home theater, golf simulator, gym, sauna, and more. Outdoors, the walk-out backyard offers a fire pit, dining space, and room for a future pool.

132 Country Drive, Weston

Listing courtesy of Listing Agent: Simon Collaborative Group from Listing Office: Gibson Sotheby's International Realty.

$7,500,000

25 Beds ⋅ 13 Baths ⋅ 22604481 MLS

A strategic coastal acquisition opportunity for developers, hospitality groups and commercial investors in Dennis Port's established resort district. Situated across the street from the beach, this nearly one-acre property combines significant site area, approximately 50 existing parking spaces, a substantial commercial building previously operated as a 180-seat restaurant with a transferable liquor license and multiple residential structures. Located within the Chase Avenue Hotel Resort Area, the property benefits from a zoning framework designed to accommodate significant hospitality investment. Qualifying hotel development may reach up to 4½ stories or 50 feet. Chase Avenue is an active hospitality corridor surrounded by oceanfront resorts, vacation properties, beaches and established dining destinations. This concentration provides a built-in visitor base and places the property within one of Cape Cod's most recognizable resort settings. Whether envisioned as a boutique resort, hotel-condominium development, signature hospitality concept, restaurant revival, or adaptive-reuse project, this site offers substantial potential in a proven coastal destination.

88-94 Chase Avenue, Dennis Port

Listing courtesy of Listing Agent: Paul McCormick (paul.mccormick@gibsonsir.com) from Listing Office: Gibson Sotheby's International Realty.

$7,500,000

3 Beds ⋅ 6 Baths ⋅ 22602282 MLS

Nestled along the sparkling shores of North Bay in the heart of Osterville, this exceptional Waterfront Estate delivers timeless beauty and relaxed elegance. Wake each morning to sweeping water views and ocean breezes, step onto your boat from the Substantial Dock, (complete with 30 Amp power outlets and fresh water). Featuring a Primary Suite and Guest Suite both on the 1st Floor, the residence is thoughtfully designed to blend coastal charm with modern comfort, with sun-filled living spaces, expansive windows, and seamless indoor-outdoor flow perfect for entertaining or quiet seaside relaxation. Waterfront Chef's Kitchen with Cathedral Ceiling, Living Rooms, Dens, separate living quarters complete with a Kitchen over the 3-Bay Garage. Step outside to your private waterfront oasis, where launching a kayak at sunrise, enjoying afternoon boating on North Bay, or taking sunset walks with the dog, every day feels like a vacation. Located just moments from Osterville Village's boutiques, restaurants, and marinas, this rare offering combines serenity, sophistication, and the quintessential Cape Cod lifestyle in one unforgettable waterfront setting.

46 Great Bay Road, Osterville

Listing courtesy of Listing Agent: Chuck Tuttle (chuck@chucktuttlehomes.com) from Listing Office: William Raveis Real Estate & Home Services.

$7,500,000

4 Beds ⋅ 5 Baths ⋅ 24165467 MLS

This is not simply waterfront living. This is a waterfront lifestyle unlike any other. Tucked within the coveted enclave of Sachem's Head, this extraordinary estate commands direct Long Island Sound frontage with unobstructed harbor views and breathtaking sunsets. Masterfully crafted in 2003 and transformed by the current owners with uncompromising quality, the 6,000 SF+ residence is defined by Dramatic walls of glass framing endless water views from virtually every room offering seamless indoor-outdoor living. You will be immediately wowed by the jaw dropping great room with an incredible fireplace & soaring ceiling. At the heart of the home lies a stunning Poliform kitchen, the pinnacle of modern luxury, thoughtfully appointed with premium appliances and designed to delight the most discerning chef. Oversized dining area that effortlessly steps right onto the expansive Ipe deck for additional outdoor waterfront entertaining. The all glass-enclosed family room overlooks the sound as well as the heated saltwater pool. Upstairs, a dramatic suspended gallery leads to an octagonal office and private outdoor captain's walk with endless vistas. The primary suite is a sanctuary with panoramic water views, balcony, fireplace, custom closets, and a spa-inspired bath with oversized shower and infrared sauna. A separate wing offers three en-suite bedrooms with stunning new baths and custom bunks for additional guests. Exceptional boating amenities include a permanent pier of concrete

620 Colonial Rd, Guilford

Listing courtesy of Susan Santoro from William Pitt Sotheby's Int'l. (203) 605-5297 (203) 453-2533

$7,500,000

3 Beds ⋅ 6 Baths ⋅ 73520995 MLS

Nestled along the sparkling shores of North Bay in the heart of Osterville, this exceptional Waterfront Estate delivers timeless beauty and relaxed elegance. Wake each morning to sweeping water views and ocean breezes, step onto your boat from the Substantial Dock. Featuring a Primary Suite and Guest Suite both on the 1st Floor, the residence is thoughtfully designed to blend coastal charm with modern comfort, with sun-filled living spaces, expansive windows, and seamless indoor-outdoor flow perfect for entertaining or quiet seaside relaxation. Waterfront Chef's Kitchen with Cathedral Ceiling, Living Rooms, Dens, separate living quarters complete with a Kitchen over the 3-Bay Garage. Step outside to your private waterfront oasis, where launching a kayak at sunrise, enjoying afternoon boating on North Bay, or taking sunset walks with the dog, every day feels like a vacation. Located just moments from Osterville Village's boutiques, restaurants, and marinas.

46 Great Bay Rd, Barnstable

Listing courtesy of Listing Agent: Chuck Tuttle from Listing Office: William Raveis R.E. & Home Services.

$7,500,000

5 Beds ⋅ 8 Baths ⋅ 73498221 MLS

Welcome to 75 Hancock Street Beacon Hill, a beautifully renovated townhouse with elevator that epitomizes luxury living in one of Boston's most prestigious neighborhoods. This 24' wide six-level residence features 5 spacious bedrooms, 5 full bathrooms, and 3 half bathrooms, including a private au pair suite. The state-of-the-art kitchen, complete with a butler’s pantry, opens to a cozy family room and a stunning private garden adorned with stone pavers and a gas fireplace—perfect for outdoor gatherings. The elegant parlor level is ideal for entertaining, boasting a full wet bar and access to an inviting outdoor deck and patio. Additional highlights include opulent marble baths, restored fireplaces, a dedicated laundry room, and a top-level entertaining space with soaring ceilings and another wet bar. The basement is finished and designed for ample dry storage and gym with high ceilings. Meticulously designed with the finest craftsmanship, this exceptional home is a true Beacon Hill gem

75 Hancock St, Boston

Listing courtesy of Listing Agent: Rodney Scott from Listing Office: Engel & Volkers Boston.

$7,500,000

6 Beds ⋅ 8 Baths ⋅ 73487838 MLS

A rare find in Brookline, this property offers privacy and tranquility on a secluded lot adjacent to Sargent Estates. Spanning three finished levels plus a lower level, the home features 6 bedrooms and 6 full and 2 half baths, with meticulous craftsmanship and striking architectural details throughout. A grand rotunda entry leads to a chef’s kitchen, expansive living and dining rooms, family room, and mudroom. The second floor includes three bedroom suites, each with its own bath, plus two office spaces. The third floor offers two additional bedroom suites, while the lower level includes a sixth suite, gym, large family room, and laundry. Surrounded by mature landscaping and set well back from the street, the property boasts a pool, hot tub, sauna, outdoor fireplace, pizza oven, and full outdoor kitchen—an exceptional setting for both relaxation and entertaining. Not to be missed!

1 Chestnut Place, Brookline

Listing courtesy of Listing Agent: Maggie Gold Seelig from Listing Office: MGS Group Real Estate LTD.

$7,500,000

5 Beds ⋅ 7 Baths ⋅ 73486301 MLS

Nestled within Seven Gates Farm, one of Martha’s Vineyard’s most storied and scenic communities, this 26.5-acre estate features a beautifully renovated farmhouse blending modern comforts with historic charm. Surrounded by ancient stone walls, mature trees, and lush gardens, the property also includes a charming guest house, scenic walking paths, and a peaceful hilltop retreat with a stone bench overlooking Vineyard Sound and the Elizabeth Islands. Located just steps from Gray’s Beach and dock, this is among the most picturesque settings in Seven Gates Farm. The community includes 45 homesites across 1,600 acres, with 1,000 acres of protected conservation land, open fields, woodlands, ponds, and miles of trails. Residents enjoy exclusive access to 1.5 miles of private beach, two piers, and tennis courts. An extraordinary opportunity to be part of a community dedicated to preserving the island’s natural beauty.

85 North Reservoir Road, West Tisbury

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

$7,499,999

4 Beds ⋅ 5 Baths ⋅ 73566967 MLS

Experience the vibrant energy of maritime life paired with the serenity of coastal living. Set within the coveted enclave of Saquatucket Bluffs with private association beach rights, this sophisticated residence has been meticulously renovated to strike a flawless balance between architectural elegance and coastal warmth. A classic front porch provides a graceful welcome, leading into a vaulted living room bathed in natural light. The layout emphasizes effortless indoor-outdoor living, with water views from nearly every room and direct access to the exterior. The main level features a dedicated office and a versatile ensuite, while the second floor serves as a sanctuary featuring dual balconies and two additional guest ensuites. The heart of the home is the chef's kitchen, outfitted with a center island, spacious pantry, and a breakfast nook designed to frame panoramic views of boats navigating the harbor. Entertaining is elevated by a dedicated bar with a wine fridge and a seamless flow to the large deck. Outside, professionally landscaped grounds host a harbor-view pool. Moments from downtown Harwich Port, this home offers a refined lifestyle and a premier waterfront connection.

18 Saquatucket Point, Harwich

Listing courtesy of Listing Agent: Sandra Tanco from Listing Office: Kinlin Grover Compass.

$7,499,999

4 Beds ⋅ 6 Baths ⋅ 22603923 MLS

Experience the vibrant energy of maritime life paired with the serenity of coastal living. Set within the coveted enclave of Saquatucket Bluffs with private association beach rights, this sophisticated residence has been meticulously renovated to strike a flawless balance between architectural elegance and coastal warmth. A classic front porch provides a graceful welcome, leading into a vaulted living room bathed in natural light. The layout emphasizes effortless indoor-outdoor living, with water views from nearly every room and direct access to the exterior. The main level features a dedicated office and a versatile ensuite, while the second floor serves as a sanctuary featuring dual balconies and two additional guest ensuites. The heart of the home is the chef's kitchen, outfitted with a center island, spacious pantry, and a breakfast nook designed to frame panoramic views of boats navigating the harbor. Entertaining is elevated by a dedicated bar with a wine fridge and a seamless flow to the large deck. Outside, professionally landscaped grounds host a harbor-view pool. Moments from downtown Harwich Port, this home offers a refined lifestyle and a premier waterfront connection.

18 Saquatucket Point, Harwich Port

Listing courtesy of Listing Agent: Sandra Tanco (sandra.tanco@compass.com) from Listing Office: Kinlin Grover Compass.

$7,499,000

6 Beds ⋅ 10 Baths ⋅ 24184383 MLS

NEW CONSTRUCTION - Set on a quiet cul-de-sac just minutes from the heart of New Canaan, this custom-built estate by renowned builder V&A Construction reflects the superior craftsmanship, attention to detail and refined finishes for which the company is known. Currently in the final stages of construction, the home is designed for both everyday living and effortless entertaining. A gracious floor plan features ceilings exceeding 10 feet, two staircases, an elevator serving multiple floors, six spacious ensuite bedrooms, 10 bathrooms, two laundry rooms, imported European windows and doors, wide-plank white oak floors throughout and a Brava premium composite slate roof. At the center of the home is a spectacular chef's kitchen appointed with Sub-Zero and Wolf appliances, dual dishwashers, custom cabinetry and a large island. The space opens seamlessly to the family room, formal living and dining rooms, a grand private office and outdoor living areas. The private backyard is designed for resort-style living with a 20' x 50' heated Gunite pool featuring a sun shelf and integrated spa, a well-equipped outdoor kitchen, covered porch, expansive patios and professionally designed landscaping framed by mature plantings.

46 Norholt Dr, New Canaan

Listing courtesy of Katherine Kuras from BHHS Darien/New Canaan. (203) 524-3352 (203) 655-5114

$7,499,000

8 Beds ⋅ 12 Baths ⋅ 73474238 MLS

Located in the highly sought-after Stevens Farm neighborhood of Westwood, this gated estate is set on 3.48 acres of beautifully landscaped grounds and was designed by noted architect Patrick Ahearn. The foyer, with its dramatic three-story atrium, leads to French doors opening on a 70’ terrace overlooking a spectacular pool and cabana. Formal living and dining rooms flow seamlessly off the atrium. The striking new chef’s kitchen adjoins the family room, casual dining room, and a separate terrace. A mahogany-paneled study with lounge and wet bar is ideal for private conferences. The residence offers 8+ en-suite bedrooms, including a grand primary suite with dual baths and a 20’x25’ walk-in closet. Two guest suites provide flexibility, each with a private entrance. The lower level includes a gym, sauna, steam, changing rooms, playroom, theater, wine cellar, and billiard room. Close to Rte 128/95 and top-rated schools.

18 Longmeadow Drive, Westwood

Listing courtesy of Listing Agent: John Boyle from Listing Office: LandVest, Inc..

$7,498,000

4 Beds ⋅ 4 Baths ⋅ 5085295 MLS

"Days End" is a magnificent waterfront estate situated on 2.08 acres in Straws Point. Known for its grand history and record-breaking sales of $18.5M and $25M, Straws Point is an exclusive coastal enclave representing the pinnacle of luxury in a tax-free haven. This coastal New England property is defined by its access to a private beach with panoramic, unobstructed ocean views of the Atlantic and the vibrant, ever-changing tidal marsh, emphasizing the desirable land and magical setting. Perfect for entertaining with family and friends, the floorplan is anchored by a magnificent great room providing 3 grand French doors leading to the terrace and a formal dining room perfect for large-scale hosting. The interior highlights include an impressive curved staircase, 5 fireplaces, a stately paneled library, a chef’s kitchen offering top appliances and an octagon English conservatory surrounded by glass with views of the tidal marsh and Rock Beach. The spectacular outdoor space is bordered by stone walls and includes an expansive stone patio, a screen porch, a wrap-around covered porch, professionally designed gardens, sweeping lawns, and a Bocci court, with the significant acreage offering incredible potential for expansion (ADU, multi-generational compound). Accessed via a private road, 6 Wildwood Lane ensures a level of seclusion, distinction, and prestige to be cherished for generations. Enjoy a short walk (about 1/10th of a mile) to Jenness Beach. Under the main photo, please click on the virtual tour links for the virtual tours.

6 Wildwood Ln, Rye

Listing courtesy of Lauren Stone from Carey Giampa, LLC/Rye. (Cell: 603-944-1368)

$7,495,000

5 Beds ⋅ 8 Baths ⋅ 24194488 MLS

Exceptional, new 2027 construction showcases an architecturally stunning in-town Colonial on .72 acres with pool, private yard and resort-style amenities close to world-class shops, restaurants and Schools. Expertly built by acclaimed Sonny Anand/AR Luxury Homes, this sunlit residence reflects their signature blend of sophisticated design, superior craftsmanship and outstanding architectural detail. Seamless indoor-outdoor living unfolds across a covered terrace with fireplace, Phantom screens, heaters; outdoor kitchen and lower level wellness center with gym, cold plunge and sauna. Standout features include elevator, three fireplaces, office, chef's dream kitchen, butler's pantry, stylish formal rooms, family room, primary suite with deck and four en-suite bedrooms. Still time to customize.

64 Hillside Rd, Greenwich

Listing courtesy of Amanda Bates from Houlihan Lawrence. (203) 536-1195 (203) 869-0700

$7,450,000

5 Beds ⋅ 6 Baths ⋅ 73575249 MLS

Renovated Venetian Gothic beauty located on a much sought after South End Square – Rutland Square designed in the 19-Century around an English-style central garden park. This beautiful low stoop single family developed with a 4-story glass extension is comprised of 5 bedrooms (4 on the top two levels – a rare find), 4 bathrooms and 2 powder rooms, open concept kitchen flows naturally to the living/dining room, expansive family room, sitting room and separate library & office. Distinguishing features include 3 gas fireplaces, custom cabinetry & millwork, wired for home audio/surround sound, custom closets (tremendous amount of storage), designer/custom window treatments & rugs, 2 wet bars, high ceilings, 2 laundry locations, deck off the kitchen, roof deck, patio and direct access parking for 2 cars.

21 Rutland Sq, Boston

Listing courtesy of Listing Agent: Sprogis Neale Doherty Team from Listing Office: Sprogis & Neale Real Estate.

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