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16 Westport Ave, Westport
$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
15 Elm St, Groton
$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
433 Wrights Crossing Rd, Pomfret
$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
231 Carnegie Harbor Drive, Portsmouth
$6,300,000
5 Beds ⋅ 8 Baths ⋅ 1424943 MLS
An unparalleled offering within Carnegie Harbor: a beautifully renovated residence paired with the community's last remaining buildable lot, creating a one-of-a-kind private estate in one of RI's most exclusive gated waterfront communities. The only opportunity of its kind, combining a turnkey luxury residence, adjoining one-acre parcel, privacy, and sweeping Narragansett Bay views. Timeless architecture and sophisticated modern finishes define the residence, with expansive living spaces capturing spectacular water views and sunsets. Set just off the shoreline, the home offers panoramic Narragansett Bay views with added privacy and protection. Generous interiors suit elegant entertaining and everyday living, including a finished lower level ideal for recreation, guests, or extended stays. The grounds feature a professionally designed putting green, chipping area, and practice bunker. The adjoining landscaped one-acre parcel the last buildable lot in Carnegie Harbor offers flexibility to expand the estate, add a guest residence or amenities, or preserve the privacy and open space. Residents enjoy direct gated access to Aquidneck Marina, with the Aquidneck Club golf course moments away. Downtown Newport, world-class sailing, beaches are minutes away. For the buyer seeking something that cannot be replicated, this exceptional property offers the scale, privacy, views, and flexibility of a private Newport-area compound an estate opportunity without equal in Carnegie Harbor.

231 Carnegie Harbor Drive, Portsmouth
10 Mary Jane Ln, Westport
$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
24 Arrowhead Way, Darien
$6,250,000
5 Beds ⋅ 9 Baths ⋅ 24214699 MLS
In the prestigious Tokeneke Association, this elegant 8,300sf Colonial on 1.78 acres sits above lawns and beautiful gardens. Almost a 50% new addition and extensive renovations in 2006, the owners respected the architectural heritage while introducing the ease and refinement of contemporary living. The pool and spa sit within the back wraparound terrace, now an exceptional outdoor living sanctuary. A living room, sunroom, formal dining room, the connecting kitchen and family room with fireplace and the spectacular first floor primary wing all open through French doors onto the sunlit terrace and sweeping lawns. The vaulted primary suite with fireplace, his/her baths and dressing rooms leads to your own patio. Steps from the entry foyer is an elegant living and dining room, and a beautiful kitchen with an impressive nine-foot marble island opens onto the family room with fireplace and breakfast room all opening to the gardens, creating a natural flow from formal living to relaxed everyday life. Upstairs is a second primary suite with fireplace and sitting room and three additional en suite bedrooms. A cathedral ceiling great room with exposed beams and attached bath creates the ultimate in an entertaining space. A playroom is on the third floor. The walk-out lower level features a stone and wood office with fireplace, bar and wine cellar and exercise room. A two car garage cottage has heated upstairs office/sleeping room. Serene and private. 47 miles NYC. The best of Darien

24 Arrowhead Way, Darien
29 Greenough Place, Newport
$6,250,000
6 Beds ⋅ 7 Baths ⋅ 1424750 MLS
Expansive family retreat in the heart of Newport! Set on a half acre of hedged, private grounds with a south-facing heated pool, a guest house, and an easy walk to town, this 1855 home was taken down to the studs in 2021 and rebuilt by the acclaimed Horan Building Company. It lives like new construction with all the character of the original. Custom millwork runs throughout, and the kitchen and baths were designed for the house. The first floor is wonderfully open and made for entertaining, flowing easily to the covered porch, the pool, and the outdoor kitchen yet there are still quiet corners to slip away to, with a sun room, an office, a sitting room, and a first-floor primary bedroom and bath. Upstairs, the the second floor primary suite is a retreat of its own, with a soaking tub, separate shower, and a walk-in closet the size of a bedroom. Two more en suite bedrooms and a generous laundry room share the floor, and the top level opens into a wide recreation room with another bedroom and bath. Outside, hedged for privacy on every side, the grounds hold the pool, an outdoor kitchen, a fire pit, outdoor shower and a hot tub. The garage is new as well and carries a full one-bedroom guest house above with kitchenette, separately heated and a legal second unit. Whole-house generator, parking for six or more, and a short walk to downtown Newport, Easton's Beach, the Cliff Walk, and St. Michael's Country Day School.

29 Greenough Place, Newport
21 Sturges Commons, Westport
$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
991 Lake Ave, Greenwich
$6,250,000
5 Beds ⋅ 7 Baths ⋅ 24182061 MLS
Some properties simply need to be experienced in person, and 991 Lake Avenue is one of them. Set on four beautifully landscaped and exceptionally private acres, this distinctive European-inspired estate offers nearly 9,500 sq. ft. of gracious living and entertaining space. Dramatic beamed rooms, stone fireplaces and light-filled interiors give the home wonderful character, while French doors open to expansive terraces, formal gardens and a 40' x 20' pool and spa. Five bedrooms, a spacious game room and extensive office space provide exceptional flexibility. A rare Backcountry setting where privacy, scale and serenity come together, just five minutes from the Merritt Parkway with convenient access to all that Greenwich has to offer.

991 Lake Ave, Greenwich
631 West Rd, New Canaan
$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
21 Calhoun Dr, Greenwich
$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
18 Ledge Road, Newport
$6,100,000
5 Beds ⋅ 5 Baths ⋅ 1414589 MLS
Offered for the first time in 50 years, now with a substantial reduction in price, this remarkable 1.6-acre Ledge Road property features a three-bed primary residence and a separate two-bed guest cottage in all, a legal two-family lot with noteworthy flexibility in a tried-and-true upscale residential Newport neighborhood. Tucked into a private expanse of green grass and towering trees behind the iconic southernmost bend of Bellevue Avenue, Tree Haven enjoys endless possibility in a locale that will never lose its coveted status among Newport's premiere addresses. A stone's throw from Bailey's Beach and the southwest terminus of the Cliff Walk, the Atlantic Ocean beckons from across the street. This listing radiates privacy, sophistication and temperament, a once-in-a-lifetime opportunity.

18 Ledge Road, Newport
1210 Graces Cove Road, Block Island
$6,100,000
5 Beds ⋅ 6 Baths ⋅ 1387550 MLS
Coastal Elegance on Block Island's West Side. Commanding a premier waterfront setting in the sought-after Grace's Cove area, this exceptional coastal estate on Block Island's west side seamlessly merges timeless New England architecture with a complete, high-end renovation, offering a level of privacy and quality rarely available on the Island. Set above the shoreline with uninterrupted views across the Sound and out to the mainland, the residence has been meticulously reimagined with curated finishes and advanced performance features throughout. The interior embraces a refined coastal aesthetic hardwood flooring, custom millwork, tailored cabinetry, and designer lighting all working in harmony to create an atmosphere of relaxed sophistication. Expansive main living areas are bathed in natural light, with walls of glass and French doors opening to an array of outdoor living spaces, including ocean-facing verandas, a fire-lit terrace, and a dramatic infinity-edge pool and spa suspended above the sea. Designed for both effortless entertaining and quiet retreat, the home flows seamlessly between indoor and outdoor spaces. Private bedroom suites offer tranquil sanctuaries with sweeping water views, blending comfort and elegance at every turn. From sunrise reflections to glowing sunset skies, this extraordinary property offers a rare front-row seat to the natural beauty of Block Island where luxury meets the enduring spirit of the coast, and every day feels like a getaway.

1210 Graces Cove Road, Block Island
19 Harding Ln, Westport
$5,995,000
6 Beds ⋅ 9 Baths ⋅ 24199970 MLS
Magnificent new construction by AR Luxury Homes on a flat, private acre at the end of a coveted cul-de-sac in Greens Farms. Thoughtfully designed finishes by Tara Benet Design of Greenwich, this 6-bedroom, 6 full/2 half bath residence offers 7,874 sq ft across the first and second floors, plus a finished 1,950+/- sq ft walk-out lower level. Soaring 10' first-floor ceilings anchor an open plan with a great room, custom kitchen, formal dining room, living room, office, wet bar, and mudroom. The primary suite offers a spa bath and walk-in closet, with four additional ensuite bedrooms. The walk-out lower level includes a bedroom, full bath, playroom, gym, and ample storage. Outside, enjoy a 20' x 40' heated pool with spa and automatic cover on a bucolic property. City water, septic, and propane service the home. There is space for an elevator to all floors that can be added, and 1,800 sq ft can be finished on the walk up third floor at additional cost. A rare opportunity, with time to customize select finishes. Home to be completed late spring 2027.

19 Harding Ln, Westport
1 Harbor View Drive, Newport
$5,995,000
4 Beds ⋅ 6 Baths ⋅ 1423476 MLS
Set on 1.19 elevated acres overlooking Newport Harbor, this exceptional property combines panoramic water views, remarkable privacy, and excellent walkability to downtown Newport, along with the rare opportunity to create a custom legacy estate. Tucked away on a private road behind mature hedges, the setting feels secluded while remaining just moments from the harbor and downtown Newport. The existing residence takes full advantage of the impressive views, featuring an expansive deck overlooking the harbor and a new custom chef's kitchen with quartz countertops, premium appliances, and an oversized island opening to expansive living and dining spaces. The first floor includes two ensuite guest bedrooms and a luxurious primary suite with sweeping water views, a fireplace, wet bar, marble bath, soaking tub, dual vanities, and sauna. A spacious lower level offers an additional living area, kitchenette, 4th bedroom, full bath and laundry. Outside, a heated gunite pool, spa, bluestone patio, and pool house create the perfect space for entertaining and relaxing with friends and family. Alternatively, the 1.19-acre parcel presents an extraordinary opportunity to build a custom dream home of up to approximately 18,000 square feet and 35 feet in height. Buildable parcels offering this combination of acreage, elevation, privacy, water views, and downtown walkability are exceptionally rare, an opportunity to create something truly special in Newport.

1 Harbor View Drive, Newport
67 Peach Hill Rd, Darien
$5,995,000
6 Beds ⋅ 9 Baths ⋅ 24191678 MLS
Privately set on 2.15 beautifully landscaped, park-like acres just minutes from town, this exceptional six-bedroom residence offers a rare blend of timeless elegance, everyday comfort, and complete privacy. Thoughtfully designed for the way people truly live, the home is filled with light, gracious proportions, and inviting spaces that welcome both intimate gatherings and memorable celebrations. The heart of the home is a beautifully appointed chef's kitchen with a sunlit breakfast area that opens seamlessly to the spacious family room, where French doors invite you outdoors to expansive lawns and peaceful sunsets. Formal living and dining rooms provide the perfect backdrop for entertaining, while a butler's pantry and generous mudroom bring effortless function to everyday life. The tranquil primary suite is a retreat of its own, featuring a cozy fireplace, a private balcony overlooking the grounds, and a luxurious spa-inspired bath. Five additional en suite bedrooms offer exceptional comfort and privacy for family and guests. A finished third level provides a flexible bedroom and bonus space ideal for a home office, playroom, or creative studio, while the expansive lower level offers endless possibilities for recreation, fitness, media, or entertaining. Outside, sweeping lawns, mature landscaping, and exceptional privacy create a setting that feels worlds away, yet is only moments from town, schools, and everything Darien has to offer.

67 Peach Hill Rd, Darien
775 Sasco Hill Rd, Fairfield
$5,995,000
5 Beds ⋅ 7 Baths ⋅ 24175742 MLS
775 Sasco Hill Road is an extraordinary estate where timeless elegance meets modern luxury. Impeccably renovated and beautifully curated by the current owners, this sophisticated residence offers three full levels of refined living set across five private, park-like acres. A dramatic cathedral foyer and soaring 9-foot ceilings create an immediate sense of scale and light, while the thoughtfully designed floor plan balances grand entertaining with everyday comfort. Formal living and dining rooms, a private library, and a stunning open-concept kitchen seamlessly connect to the expansive family room with vaulted ceilings. Luxurious accommodations include a private guest suite, an elegant primary retreat with dual walk-in closets and a spa-inspired bath, plus additional ensuite bedrooms and a versatile third-floor bonus level ideal for recreation, guests, or a home office. Outdoors, a large stone patio overlooks meticulously landscaped grounds and a spectacular gunite pool, creating a true private oasis. Extensive upgrades throughout the home and property elevate both style and functionality, offering an exceptional lifestyle in one of Fairfield's most coveted locations. Furnishings available for purchase ~ Negotiable.

775 Sasco Hill Rd, Fairfield
1046 Ocean Road, Narragansett
$5,995,000
3 Beds ⋅ 4 Baths ⋅ 1410734 MLS
This exceptional ocean-view residence offers a refined coastal lifestyle, designed for elevated effortless entertaining. The main level is a seamless open-concept layout, where the kitchen, dining, and living spaces flow together making it ideal for hosting on any scale. The chef's kitchen is beautifully appointed with premium appliances, quartz countertops, and an oversized island, all opening to an expansive 26'7 x 32'2 living room. This space is anchored by a gas fireplace and framed by water views, all striking and inviting. On the second level, the primary suite is a retreat, featuring a spacious bedroom, custom walk-in closet, and a spa-inspired bath with dual vanities and an oversized glass shower. A second junior suite with private bath, and an additional bedroom are framed by a sitting area with stunning views. A bonus space with full bath and wet bar that makes wonderful guest quarters. The third floor presents a wide-open setting ideal for a home office, fitness studio, or creative space. Outdoors, the professionally landscaped grounds surround a heated saltwater pool, complemented by an outdoor kitchen, fire pit, and outdoor shower. This is an exceptional setting for entertaining and relaxation. Additional highlights include a three-car garage, whole-house generator, and modern infrastructure throughout. Ideally located near the beaches of Narragansett and Point Judith, and everything Narragansett has to offer. Staging was used to show scale of the rooms.

1046 Ocean Road, Narragansett
590 Sturges Hwy, Fairfield
$5,975,000
6 Beds ⋅ 8 Baths ⋅ 24209002 MLS
For those who believe luxury should never feel predictable. This remarkable Southport estate is a masterful reinvention of new construction...where timeless architecture meets modern artistry, extraordinary craftsmanship, and effortless living. Every element feels intentional, from dramatic windows and beautifully scaled rooms to custom millwork, sophisticated lighting, advanced technology, and finishes chosen for beauty rather than trend. Walls of glass dissolve the boundary between indoors and out, revealing a private, beautifully landscaped setting with a breathtaking pool and cabana...a sanctuary that feels worlds away, yet is moments from everything. 8800 Sqft of unsurpassed quality offering an exceptional floor plan that must be experienced to be appreciated. Chef's will appreciate the exceptional Kitchen, the primary suite is an indulgent retreat, while exceptional entertaining spaces make the home equally suited to intimate evenings and unforgettable gatherings. A completely separate, perfectly renovated guest house with its own address, utilities & garage offers a rare luxury in itself...privacy & possibilities for guests, extended family, office, caretaker or rental income. And the location may be the ultimate luxury: the beauty and charm of Southport, award-winning Fairfield schools, beaches and amenities, and coveted Westport resident privileges including Compo Beach and Longshore. One extraordinary property. Two exceptional lifestyles. In a word...Perfection.

590 Sturges Hwy, Fairfield
1152 Champlin Road, Block Island
$5,975,000
3 Beds ⋅ 3 Baths ⋅ 1421196 MLS
Here is your opportunity! Located on desirable Champlin Road, this 3.7 acre coastal retreat captures Block Island's natural beauty from sunrise to sunset. Begin your day on the expansive front deck watching the sun rise over the Great Salt Pond, then unwind in the evening on the spacious back deck with a front-row seat for sunsets into the Block Island Sound. With uninterrupted water views from nearly every room, this home highlights the island's natural beauty at every turn while offering very comfortable yet uncomplicated island living. The large vaulted Great Room, roomy bedrooms, newly installed lighting and mini-split heating and cooling make it ideal for extended three-season use. Enjoy this lovely three-bedroom home as it is or relax here while you plan your dream island retreat. There is room to grow! Over 200 feet of beach frontage with adjacent property being conserved land owned by the Audubon Society ensures enduring privacy and views. Having a private path to the beach, being a short walk to Cormorant Cove and a short ride to New Harbor marinas and restaurants while still offering this sense of solitude and retreat make for an exceptional property. Whether you're watching sailboats cross the channel into the Great Salt Pond, listening to the sound of the surf, or taking in panoramic ocean views from almost every vantage point, this property captures the simple essence of life on Block Island with a deep connection to nature.

1152 Champlin Road, Block Island
105 Heidi Drive, Portsmouth
$5,950,000
4 Beds ⋅ 6 Baths ⋅ 1424513 MLS
STUNNING WATERFRONT RETREAT ON THE SAKONNET RIVER. Welcome to your dream home on the peaceful Sakonnet River. Nestled at the end of a quiet dead-end street. This beautifully renovated residence offers the perfect blend of modern comfort and serene natural surroundings. Every detail of the home has been thoughtfully updated, combining timeless charm with contemporary finishes. Enjoy light-filled living spaces and expansive river views from nearly every room. Whether you're sipping coffee on the deck, kayaking from your private shoreline or simply enjoying the tranquility it offers, this home offers an unmatched lifestyle. Located in a secluded and private setting, yet just 10 minutes from town, this is waterfront living at its best.

105 Heidi Drive, Portsmouth
158 Popple Swamp Rd, Washington
$5,950,000
5 Beds ⋅ 7 Baths ⋅ 24175884 MLS
Escape to an award-winning estate nestled in the heart of Washington, CT-just 90 miles from New York City. Situated on over 80 acres of pristine, level land, this exceptional modern farmhouse offers a rare combination of architectural excellence, luxurious amenities, and unparalleled natural beauty. Featured in New England Home and honored with CTC&G's prestigious Innovation in Design award, this residence is a masterclass in sophisticated country living. A tree-lined driveway bordered by 1,000+ feet of classic stone walls welcomes you to the property, setting the tone for the elegance and privacy that await. The 5-bedroom, 4 full and 2 half-bath main house is thoughtfully designed for both grand entertaining and intimate daily living, with a guest house, heated pool and spa, orchard, and serene pond completing the estate. Inside, open-concept living spaces are defined by warm wood beams and a stunning double-sided fireplace. The living room flows seamlessly to a covered porch with peaceful pond views-ideal for year-round enjoyment. The lower level includes a gym, game room, and spacious lounge, while dedicated office space accommodates work-from-home flexibility. Outdoors, a pool, spa and stone terrace offers panoramic views of the surrounding forest, alive with native wildlife. Minutes from Lake Waramaug, Steep Rock Preserve, and the boutiques eateries of Washington Depot and New Preston, this home is perfectly positioned for both adventure and relaxation. The acreage

158 Popple Swamp Rd, Washington
40 Grand St, Stonington
$5,950,000
5 Beds ⋅ 7 Baths ⋅ 24203567 MLS
Nestled in the heart of historic Stonington Borough, this rare European-inspired countryside estate stands as a triumph of privacy, exclusivity, and architectural sophistication. A true showpiece of design, the property seamlessly fuses bespoke detail with modern luxury, surrounded by professionally maintained grounds long celebrated as a standout jewel of the Stonington Borough Garden Tour. The exterior grounds have been designed as an idyllic sanctuary for both grand-scale entertaining and quiet retreat, the meticulously manicured grounds offer a series of refined outdoor spaces. Broad stone terraces, intimate patios, and an elevated upper balcony look out over lush plantings, framing a crystal-blue in-ground pool that anchors the estate's resort-like outdoor ambiance. Upon arrival an open foyer greets guests offering seamless flow to both wings of the residence and opening directly onto a serene garden terrace. Fully renovated to cater to host and chef alike, the main kitchen features premium Thermador appliances, rich quartz countertops, and French doors leading to an expansive entertaining patio. A dedicated catering kitchen and butler's pantry streamline party logistics with effortless style. Separated from the kitchen by grand pocket doors, this sophisticated room is anchored by hand-painted wallpaper, a dramatic crystal chandelier, and one of the home's six fireplaces. French doors open out to the patio for fluid indoor-outdoor dining.

40 Grand St, Stonington
22 Cavalry Rd, Westport
$5,900,000
7 Beds ⋅ 8 Baths ⋅ 24194285 MLS
Set behind private gates in Westport's prestigious Red Coat estate area, this extraordinary luxury residence offers the utmost in privacy and sophisticated design. Thoughtfully conceived with elegant architecture, exceptional proportions, soaring 10-foot ceilings on the main level, 9-foot ceilings on the second floor and finished lower level, and light-filled interiors, the home blends sophisticated style with effortless everyday living. A stunning custom kitchen appointed with premium Thermador appliances anchors the home, flowing seamlessly into beautifully designed living and entertaining spaces. Superior materials, custom millwork, and bespoke finishes define every room, while 6 ensuite bedrooms in the main residence provide exceptional comfort. Elevator-ready! Walk-up attic offers added possibilities. Outdoors, beautifully landscaped grounds create a private resort setting featuring a spectacular saltwater pool and spa. A separate 550-square-foot guest/pool house/ADU offers ideal accommodations for guests, wellness, or entertaining, while the expansive property provides ample room for a future tennis or sport court. A rare offering in one of Westport's most coveted and prestigious locations, it's just minutes from Westport's bustling downtown, sunny beaches, and award-winning schools. This remarkable estate combines thoughtful design and an unparalleled lifestyle defined by privacy, bespoke design and high-end amenities. Still time to customize. Floor plans available

22 Cavalry Rd, Westport
12 Rocky Point Rd, Old Saybrook
$5,900,000
4 Beds ⋅ 4 Baths ⋅ 24165905 MLS
Welcome to your waterfront hidden gem! A once in a lifetime opportunity on the Connecticut River featuring 381 feet of direct waterfront, private two boat dock, private horseshoe bay and panoramic north facing views up the river. This modern Contemporary private estate features 5,600+ square feet of living space! Open floor plan, stunning water views from every room! The living room features cozy fireplace, floor to ceiling windows and opens to a 750 square foot inviting deck ideal for relaxing, entertaining, soaking in the hot tub, peaceful sunsets or simply taking in the ever-changing river views. A lower level 750 square foot patio overlooks landscaped grounds, gardens and new stone fire pit area. The chef's kitchen is a dream featuring an oversized granite island, high-end stainless-steel appliances, custom cabinetry, wet bar, wine chiller that invites both gourmet cooking and effortless hosting. Designed for comfort, the home offers multiple luxurious bedroom suites each with sweeping views, spa like bathrooms, walk in closets, hardwood floors and high ceilings. It is perfect for an in-law bedroom or an au pair suite. Spacious additional bedrooms with views, entertainment room, private office with views, a loft, 4.5 bathrooms. A 5-car garage provides ample space for cars, outdoor lawn equipment or storage. A luxury lifestyle experience unlike any other on the Connecticut shoreline.

12 Rocky Point Rd, Old Saybrook
474 Brookside Rd, New Canaan
$5,895,000
6 Beds ⋅ 5 Baths ⋅ 24196978 MLS
A truly exceptional private estate, this country compound set on more than three private acres, blends timeless character, refined design, and modern luxury. Anchored by a beautifully preserved 1932 main residence and an extraordinary 2,300-square-foot poolside entertainment barn, the property is designed for both everyday living and effortless entertaining. The main residence offers five bedrooms and three full baths, including a luxurious primary suite with spa-like bath, expansive walk-in closet, and private deck overlooking the grounds. Gracious formal living and dining rooms complement a chef's kitchen opening to the family room and breakfast area. A finished lower level provides additional living and entertaining space. The poolside barn is a destination unto itself, with a dramatic Great room, wet bar and kitchenette, private gym, home office, full bath, and outdoor shower. Expansive lawns, perennial gardens, multiple outdoor fireplaces, a spectacular swimming pool, and gracious dining veranda complete the grounds. Distinct living and entertaining spaces flow effortlessly together, creating an experience like no other.

474 Brookside Rd, New Canaan
125 Heidi Drive, Portsmouth
$5,795,000
4 Beds ⋅ 6 Baths ⋅ 1422034 MLS
Unobstructed Waterfront views 1.25 Acres New England Coastal Estate Re-imagined luxury, a total newly rebuild completed fall 2026. A highly coveted location for its unobstructed waterfront views . Four spacious bedrooms, office, living, family & dining room, theatre, gym, sauna, indoor/ outdoor lower level kitchen 4.5 bathrooms. Every detail speaks to sophisticated coastal Waterfront living on the Sakonnet, from the sundrenched living spaces to the panoramic waterfront views from practically every room. Chefs kitchen, Wolf appliances, custom quartzite countertops, large double ovens, built in cappuccino maker, large Sub Zero refrigerator, open dining room with wet bar and unobstructed waterfront views make entertaining an unforgettable experience. Family room, living room feature fireplace and panoramic waterfront views. The majestic primary bedroom suite, private glass deck, breakfast bar, wardrobe area, private double bathrooms w/ large double steam shower, soaking tub, heated towel racks and heated floors. Premium finishes throughout create an unparalleled sanctuary. Integrated Sonos / smart home automated system, custom architectural millwork, coffered ceilings, mahogany finishes represent high end coastal living. The floor to ceiling, wall to wall sliding glass doors for seamless indoor outdoor Integration open directly to the salt water pool & patio, stairs to the waterfront and shoreline deck constructed with the finest material designed to withstand the elements.

125 Heidi Drive, Portsmouth
264 Col John Gardner Road, Narragansett
$5,795,000
5 Beds ⋅ 7 Baths ⋅ 1418339 MLS
Perched on the waterfront with sweeping panoramic views of Narragansett Bay, this extraordinary three-story coastal retreat offers more than 7,000 square feet of thoughtfully designed luxury living. The home features five spacious bedrooms, each with its own private ensuite bathroom, providing exceptional comfort and privacy for family and guests. The main level showcases an open-concept floor plan with a formal dining room, a sun-filled living room with a fireplace, and an incredible chef-designed kitchen featuring two ovens, two refrigerators, two dishwashers, two microwaves, two sinks, and a spacious walk-in pantry making it the perfect space for entertaining on any scale. A first-floor ensuite bedroom, currently used as an elegant home office, offers flexibility for guests, multigenerational living, or single-level living. Upstairs, four additional ensuite bedrooms and a second laundry room provide both convenience and privacy. The third floor is an entertainer's dream, complete with a 10-seat bar, piano, pool table, full bathroom, two versatile flex rooms, and an expansive deck showcasing some of Rhode Island's most spectacular panoramic water views. Outside, enjoy direct access to your own waterfront playground. Swim, kayak, fish, paddleboard, or simply relax while taking in the beauty of Narragansett Bay. This is more than a home it's an extraordinary waterfront lifestyle unlike any other.

264 Col John Gardner Road, Narragansett
89 River Rd, East Haddam
$5,775,000
4 Beds ⋅ 4 Baths ⋅ 24179508 MLS
Where Architectural Inspiration Meets the Majesty of the Connecticut River. Perched majestically on 15.22 acres along the eastern bank of the Connecticut River, 89 River Road offers a rare convergence of architectural pedigree, natural beauty, privacy, and fully realized lifestyle design. Designed, owned, and meticulously crafted by one of America's leading architects, this 12,836-square-foot, three bedroom compound, completed in 2018, was conceived to inspire creativity, wellness, and a connection to the outdoors. Protected by parkland, Nature Conservancy, and Land Trust preserves, the heart of the home is defined by extensive, floor-to-ceiling glass walls that command uninterrupted, panoramic vistas of the Connecticut River while a scenic jeep road offers direct access to Chapman Creek and the River beyond. A seamless flow connects the breathtaking entertaining and living areas with a variety of outdoor decks and terraces. The estate offers a rare sanctuary designed to fuel both the mind and the body. It features an unparalleled suite of dedicated, professional- grade spaces that defy the ordinary. The Creative Hub: Fulfill your creative inspirations in one of four dedicated studios: a sky-lit art studio, a sky-lit writing/drawing studio, a fabrication studio, and a fully equipped woodworking shop.

89 River Rd, East Haddam
345 Vineyard Point Rd, Guilford
$5,750,000
4 Beds ⋅ 8 Baths ⋅ 24212653 MLS
Privately nestled high on 4+ sweeping acres, in the prestigious, yet quietly refined, Sachem's Head enclave in Guilford, CT, this 2012 modern Mediterranean residence commands panoramic views of Long Island Sound. Grand yet classic interiors unfold in tasteful Palm Beach-inspired finishes, creating an atmosphere of understated elegance. Soaring ceilings, a floating stairway & multiple sets of formidable french doors welcome sea breezes to actively flow through the home, imparting the true "air" of coastal living. The primary suite sanctuary is situated on the main level, offering seamless single-floor living and an elegant elevator delivers effortless access to all levels in the home. The massive white kitchen overlooks Long Island Sound and has Calcutta countertops, a festive green pantry, Wolfe and SubZero appliances & cozy fireplace. Outside, an elevated pool/spa terrace has a relaxed resort-like vibe & connects the main home to the 1BR (5th BR)/2FBA w/kitchen guest house. The 4-stall barn, w/paddock, whispers of equestrian possibilities or creative studio use. The 5-bay heated-floor garage accommodates 7 cars. Solar energy systems lend a thoughtful green footprint, appealing to those who value sustainability. This is one of the larger parcels in Sachem's Head, come feel how this property seems transported from Malibu or Napa Valley, yet remains distinctly low-key New England. Masterfully constructed & impeccably maintained. Under 2hr drive from NYC & 20min to Yale.

345 Vineyard Point Rd, Guilford

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