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24 Graenest Ridge Rd, Wilton
$3,800,000
3 Beds ⋅ 4 Baths ⋅ 24201990 MLS
Mid-Century Modern, Reimagined. This singular residence is a compelling conversation between two architectural eras, where a gracious 1950s post-and-beam home designed by Robert Peterson, who studied under Mies van der Rohe, meets a striking contemporary addition by architect Zehra Kuz Mackin. The original structure, defined by its low-slung roofline and classic Mid-Century proportions, has been thoughtfully opened and refined, allowing light to move freely through beautifully composed interiors. Created to accommodate an art collection, guests and vintage automobiles, the zinc-and-glass addition introduces a distinctly modern vocabulary while remaining remarkably harmonious with the original architecture. A sculptural glass-and-steel staircase, gallery-like spaces, private guest suite and collector's garage blur the distinction between residence and exhibition space, yet the home remains inviting and eminently livable. The interior of the original house has been substantially renovated including a recent kitchen makeover. Beyond the glass, architecture gives way to landscape. A serene, spa-like pool creates an extraordinary sense of privacy and retreat. Rare, sophisticated and impossible to replicate, this is modernism not preserved in amber, but beautifully evolved.

24 Graenest Ridge Rd, Wilton

80 Clarendon Avenue, Providence
$3,800,000
5 Beds ⋅ 5 Baths ⋅ 1385274 MLS
Welcome to the Leonard Levin House an architecturally significant mid-century modern residence designed in 1954 by renowned Providence architect Domenic Thomas Russillo. Influenced by Frank Lloyd Wright, this home exemplifies the harmony between architecture and nature, a hallmark of Russillo's signature style. Positioned on a private 0.44-acre double lot just off Blackstone Boulevard, this is one of the most recognizable properties on the East Side. Spanning approximately 5,550 square feet, the home features five bedrooms and four and a half bathrooms. Expansive floor-to-ceiling windows fill the living spaces with natural light and offer tranquil views of the surrounding landscape. A comprehensive renovation has elevated the home with high-end finishes and smart home capabilities, all while preserving its original character and design. The exterior highlights a refined modern palette, clean lines, and natural stone accents. Additional features include a finished basement, attached two-car garage, and a private patio perfect for outdoor gatherings. Ideally located near Blackstone Boulevard's walking path, Hope Village, and area parks, this home offers both privacy and accessibility.

80 Clarendon Avenue, Providence

224 Kuhne Rd, Southbury
$3,795,000
5 Beds ⋅ 7 Baths ⋅ 24208495 MLS
LAKEFRONT LUXURY. NEARLY COMPLETE. Your Lake Lillinonah dream is almost here. Set directly on the water, this extraordinary new residence offers a rare opportunity to own a brand-new architectural showpiece in one of the lake's most coveted settings. Designed for elevated entertaining and effortless everyday living, the dramatic two-story living room flows seamlessly into the kitchen and formal dining room, all framed by beautiful lake views. Five en suite bedrooms-with room for a sixth-are complemented by two private offices, a play/hang-out space, and a family room. The lower level takes lake living to another level, featuring a game room and impressive great room with gas fireplace and fabulous bar, plus a dedicated changing room and shower room for effortless transitions from water to home. A separate, thoughtfully planned space is plumbed for a plunge pool, sauna, hot tub, or private wellness retreat. Every detail has been designed around gathering, relaxing, working, and enjoying the lake. A designated elevator shaft is already in place, adding convenience and future flexibility. Construction is nearing completion. Come experience the setting, envision the possibilities, and make this extraordinary Lake Lillinonah retreat your own.

224 Kuhne Rd, Southbury

99 Meadowlark Lane, Portsmouth
$3,750,000
5 Beds ⋅ 6 Baths ⋅ 1426821 MLS
Fully renovated by Newport Builders and designed with a resort-style approach to living, the property offers a seamless connection between indoor and outdoor spaces for both everyday use and entertaining. Set on three private acres abutting Newport National Golf Club, a polo practice field, conservation land, and a short drive to Newport and the beaches. The grounds feature a heated lap pool, outdoor shower, and pool house creating a private retreat setting. The interior amenities include a custom golf simulator room, infrared sauna, Sub-Zero and Wolf appliances, control 4 smart system, a Sonos sound system throughout, whole house generator, and much more! Professionally landscaped grounds and a private setting complete the offering.

99 Meadowlark Lane, Portsmouth

23 Lake Dr N, New Fairfield
$3,750,000
5 Beds ⋅ 4 Baths ⋅ 24205382 MLS
Rare opportunity to own your family compound in Candlewood Isle. There are 2 separate residential waterfront homes on one parcel of land. It is set on a premium gently sloping lot with western exposure & 100' of private waterfront on Candlewood Lake. The western exposure will allow sun on your compound all year long with wonderful sunsets. The primary residence is a 3 bedroom 3 bathroom home with 2940 square feet, including the finished walkout lower level. It is a contemporary style with hardwood floors, cathedral ceiling, floor to ceiling stone fireplace flanked with stained glass windows on either side of the fireplace, a custom bar and built ins. French doors lead to wrap around deck with great lake views. Formal dining room has hardwood floors, dentil molding & raised panel wainscotting and a French door leading to the deck. The guest cottage shows 3 bedrooms and 2 full baths. The cottage's upper level has full kitchen, wrap around fireplace, hardwood floors, 2 bedrooms and wood paneling. The lower level of the cottage has laundry, a full bath, 1 bedroom and a family game room. Both the primary residence & cottage are direct waterfront with easy access to your boat dock. The outside space is enhanced a patio, koi pond and mature landscaping. Year round comfort with modern mechanical systems. Candlewood Isle is a sought after gated community with numerous social & recreational opportunities including children's summer programs & pickleball & tennis.

23 Lake Dr N, New Fairfield

323 River Rd, Deep River
$3,750,000
5 Beds ⋅ 6 Baths ⋅ 24192020 MLS
Here is your opportunity to own an extraordinary Connecticut River waterfront estate complete with a dock and lift! This exceptional 5 bedroom, 5.5 bath residence offers unparalleled privacy and stunning panaromic views across protected conservation land, creating a setting of remarkable beauty and tranquility. Thoughtfully designed to embrace its spectacular surroundings, every room is filled with natural light and captures river views, seamlessly blending the ever-changing beauty of the water with miles of pristine, undeveloped landscape. Whether watching boats glide along the river, bald eagles and ospreys soar overhead, or vibrant sunsets reflect across the water, the connection to nature is simply unrivaled. The luxurious primary suite is a private sanctuary, perfectly positioned to showcase the breathtaking riverfront setting and spectacular sunset views. Inside, three fireplaces create warmth and ambiance, offering intimate gathering spaces for cozy evenings and seasonal get-togethers. This unique Deep River property is conveniently located to Essex Village, which is recognized as one of America's "Best Small Towns" where one can enjoy boutique shopping, restaurants, marinas and quintessential New England charm, all while returning to the peace and privacy of your own waterfront retreat. This stunning property is situated two hours from Boston and New York City, and offers convenient access to airports in New haven, Hartford and Providence.

323 River Rd, Deep River

1 Oak Dr, New Fairfield
$3,750,000
3 Beds ⋅ 4 Baths ⋅ 24184415 MLS
Welcome to lakefront living at its finest on Candlewood Lake. Set on a private, level waterfront lot with over 450' of shoreline, this exceptional 3-bedroom home, rebuilt in 2006, offers breathtaking panoramic views and more than 6,000 SF of living space in one of the lake's most coveted settings. Designed for comfortable living and entertaining, the spacious main level flows seamlessly from inviting living and family rooms into an open kitchen and dining area. Generously sized rooms throughout provide comfort and flexibility, while every room enjoys stunning water views, creating an extraordinary connection to the lake. The lower level offers additional living space ideal for guests, fitness, hobbies, or entertaining, with direct access to the outdoor living areas and waterfront. Outside, professionally landscaped gardens frame the property and create a beautiful backdrop for lakeside living. Relax on the patios, enjoy the private dock, or simply take in the ever-changing scenery. The level shoreline provides effortless access to the water, a rare and highly sought-after feature on Candlewood Lake. Just 75 miles from Manhattan, this remarkable property offers the perfect balance of peaceful waterfront living and convenient access to New York City. A detached garage with bonus space above provides added flexibility. Located in the sought-after Hollywyle community, this is more than a home-it's a rare opportunity to experience the very best of Candlewood Lake.

1 Oak Dr, New Fairfield

1448 Mohegan Trail, Block Island
$3,700,000
4 Beds ⋅ 3 Baths ⋅ 1385776 MLS
Welcome to a truly exceptional year round residence on Mohegan Trail, where innovative architecture and custom construction meets luxurious coastal living. Perfectly sited to capture sweeping Atlantic Ocean views from every room, this stunning home was thoughtfully designed with elegance, comfort, and functionality in mind. From sunrise to sunset, natural light fills the spaces, entrancing the occupants. The kitchen is a chef's dream, complete with high end appliances, custom cabinetry, a walk in pantry, and a spacious open layout that flows seamlessly into the dining and living areas. The living room, with its sleek gas fireplace, wall mounted TV, and integrated sound system is a cozy and sophisticated retreat. With four spacious bedrooms, this home easily accommodates family and guests. The primary suite is a sanctuary unto itself, offering a private viewing deck, a gas fireplace and a spa-like bath featuring a luxurious steam shower and jet tub. The versatile three season room is ideal for use as an office, playroom, den or gym. Every inch of this home exudes quality and care-from the nautilus shaped outdoor shower, to the expertly crafted stone patio and lush professional landscaping. Whether you're entertaining, relaxing, or simply enjoying the peaceful surroundings, this spectacular property offers the best of Block Island living with all of the modern amenities you could desire. A rare opportunity to own a of work of art by the sea--schedule your private showing today.

1448 Mohegan Trail, Block Island

700 Hollow Tree Ridge Rd, Darien
$3,699,500
5 Beds ⋅ 6 Baths ⋅ 24198712 MLS
A private country estate with exceptional proximity to New York City, this Georgian Revival Colonial on nearly two acres combines timeless architecture with extensive renovation and expansion. Surrounded by mature specimen trees, expansive lawns and gardens, the property overlooks a tranquil pond and fountain, bordering Land trust woods, creating a feeling of a serenity and nature. The beautifully proportioned interiors of more than 5000 square feet, feature herringbone and hardwood floors, 9 foot first floor ceilings and floor to ceiling windows that open to the huge back terraces overlooking pond. Formal living and dining rooms flow naturally to comfortable family spaces with custom kitchen opening to sun filled family room with terrace and leads up to a huge playroom and 4 bedroom wing, with a separate entrance gym on main floor. A gracious primary wing with fabulous views houses his and her bathrooms, a huge his/her walk-in closet and office. A rare opportunity to own a residence where architectural distinction, privacy and extraordinary grounds come together in an exceptional setting in this coastal community roughly 40 miles to Manhattan, with great schools, two beautiful public beaches, new waterfront park and newly developed downtown.

700 Hollow Tree Ridge Rd, Darien

61 Clapboard Hill Rd, Westport
$3,698,000
4 Beds ⋅ 4 Baths ⋅ 24205877 MLS
Located in prestigious Greens Farms, this European-inspired Colonial offers a rare opportunity to enjoy immediate charm while planning for the future. Set behind private gates on expansive, picturesque grounds, the property is surrounded by multimillion-dollar estates-making it an exceptional canvas for new construction or a significant estate expansion. The existing home is beautifully renovated, offering flexibility with gracious living and dining rooms, a sun-filled sunroom, cozy family room, and a curated Chef's kitchen with Calacatta marble, bespoke cabinetry, and top-tier appliances. A serene Primary Suite and additional bedrooms upstairs, the home functions perfectly as-is-or as a future guest house or accessory residence with thoughtful modifications. The sweeping land provides ample room for a new main residence set further back on the property, while altering the current home for extended family, guests, staff, or as a pool house. Outdoor living is equally compelling, with an expansive covered stone terrace, fire pit, and open meadow-like grounds offering endless possibilities for a pool, tennis court, barn, or gardens. Whether you choose to embrace the home's timeless appeal or create a legacy estate tailored to your vision, this is a unique chance to live comfortably now while building for tomorrow-all in one of Westport's most coveted locations, just minutes to Westport's vibrant downtown with award winning restaurants, premium shopping, beaches, and train.

61 Clapboard Hill Rd, Westport

9 Berkeley Rd, Westport
$3,695,000
5 Beds ⋅ 5 Baths ⋅ 24209539 MLS
Exceptional new construction, 9 Berkeley Road presents a sophisticated interpretation of modern Westport living, blending timeless architecture with beautifully considered spaces and an exceptional floor plan. Gracious proportions, abundant natural light and 9-foot ceilings create an immediate sense of understated luxury throughout the main level. At the heart of the home, an expansive chef's kitchen with separate scullery and breakfast area opens seamlessly to a stunning family room accented by oak ceiling beams. Formal living and dining rooms provide elegant settings for entertaining, while a private home office offers a quiet retreat. A beautifully designed first-floor guest suite with full bath and walk-in closet provides privacy and flexibility for family and guests. Expansive doors extend the living spaces outdoors to a generous rear deck, complemented by a bluestone-covered porch for effortless indoor-outdoor entertaining. Upstairs, the luxurious primary suite is a private sanctuary featuring a spacious bedroom, dressing area, walk-in closet and beautifully proportioned bath. Three additional bedrooms, multiple baths, generous closets, a dedicated laundry room and loft complete the second level. Sophisticated yet inviting, and an exceptional opportunity to own a thoughtfully designed new residence where elevated style, modern luxury and effortless livability come together in one of Westport's most desirable settings. *REPRESENTAIVE IMAGES* Agent/owner

9 Berkeley Rd, Westport

34 Sherwood Ln, New Canaan
$3,695,000
6 Beds ⋅ 8 Baths ⋅ 24203727 MLS
Gracious colonial set on 3.74 private acres along a quiet west-side cul-de-sac. This cherished estate setting offers an exceptional blend of privacy, recreation, and convenience, just two miles from town and the train. The private grounds feature a Glengate Gunite pool, cabana with bath, and a barn with stables where the owners once kept horses for riding on nearby Land Trust trails. Offered for the first time in more than 50 years, this center-hall Colonial features six bedrooms, five full and three half baths, with 6,300 square feet of living space, and an additional 800 square feet of finished lower-level space. Thoughtfully renovated and expanded by Judith Larsen designs in 2005, the residence includes a beautifully appointed kitchen, an open family room with vaulted ceilings, lovely breakfast room overlooking grounds and a private in-law suite with its own entrance . Other features are 4 car garage, full house generator, pond views and driveway alert. Beautifully proportioned interiors and multiple gathering spaces make the home equally suited to comfortable everyday living and gracious entertaining. French doors spanning the rear of the residence open directly to the grounds, creating a seamless connection among the home, pool, cabana, and expansive property. A truly rare and treasured offering in one of New Canaan's most desirable west-side settings.

34 Sherwood Ln, New Canaan

635 Atlantic Avenue, Westerly
$3,695,000
3 Beds ⋅ 3 Baths ⋅ 1419204 MLS
Perched atop the dunes with the Atlantic at your doorstep, this exceptional 3BR, 2.5BA oceanfront ranch delivers a beachfront lifestyle that's nearly impossible to replicate. This rare combination of privacy, elevation & front-row views of the shoreline almost never come to market! The true highlight is the expansive oceanfront patio & wraparound deck. Relax in the sunshine, entertain friends, or enjoy dinner overlooking the surf while the kids play on the beach just steps below close enough to watch every moment without ever leaving your chair. Inside, walls of glass frame the ever-changing seascape, bringing the ocean into the home's spacious living areas. The flexible floor plan offers multiple gathering spaces ideal for year-round living or a coastal retreat. The primary bedroom enjoys direct access to the deck, while 2 additional bedrooms provide comfortable accommodations for family & guests. The walkout lower level includes a full bath, laundry area & integral 2-car garage, adding convenience & additional storage. From sunrise coffee to sunset cocktails, this property is designed around outdoor living, where panoramic views stretch from Weekapaug Point to Watch Hill. An extraordinary opportunity to own a one-of-a-kind stretch of Rhode Island coastline where the patio not just the home becomes your favorite room.

635 Atlantic Avenue, Westerly

110 Judson Rd, Fairfield
$3,695,000
4 Beds ⋅ 5 Baths ⋅ 24193922 MLS
Nestled on one of Fairfield Beach's most coveted streets, this exceptional new construction blends timeless coastal architecture with sophisticated design in a location that's simply hard to duplicate. Just moments from the beach, town, train, schools, and parks, 110 Judson offers the rare convenience today's buyers seek without sacrificing privacy or tranquility. Thoughtfully positioned at a higher elevation, the home enjoys FEMA compliance with fewer stairs to the main living level than many neighboring properties. Sunlight pours through oversized windows, illuminating beautifully proportioned living spaces designed for both everyday comfort and effortless entertaining. The stunning chef's kitchen opens seamlessly to inviting gathering spaces and out to a private backyard featuring a spacious patio, outdoor fireplace, mature landscaping, and room for a pool. The flexible floor plan lives as four bedrooms, with a private third-floor suite and adjacent full bath offering an ideal extra bedroom, guest retreat, office or bonus space. Thoughtful features, including a full-house generator, provide an added layer of comfort and confidence, allowing the home to perform as beautifully as it lives. Adjacent to the coveted Sunnieholme neighborhood, this is a rare opportunity to own a beautifully crafted home in one of Fairfield's most desirable beachside locations, where coastal living, convenience, and enduring quality come together.

110 Judson Rd, Fairfield

274 Joshuatown Rd, Lyme
$3,695,000
4 Beds ⋅ 6 Baths ⋅ 24186404 MLS
High above the Connecticut River, architecture & landscape come together in a home unlike any other - The Sanctuary. Privately sited on 18 acres chosen for their light, elevation, and extraordinary sense of place, 274 Joshuatown Road was designed by acclaimed architect Stephen Jacobs as his own home and is now offered by only its second owner. It is the expression of a singular idea: that exceptional architecture should not simply be admired, but lived in. Jacobs considered every element of the home in relationship to its surroundings, from its precise orientation on the land to the changing path of the sun throughout the seasons. Walls of glass frame the landscape as an ever-changing work of art, while distinctive brise-soleil fins temper direct sunlight according to the season. The result is a home deeply connected to nature, filled with light when welcomed, sheltered when needed, and constantly in conversation with the landscape beyond. For all of its architectural significance, perhaps the home's greatest surprise is how remarkably approachable it feels. Grand in vision yet quietly livable, its spaces are beautifully scaled for everyday life. The living room is anchored by an 18' natural stone fireplace opposite a soaring wall of glass, equally suited to a quiet evening or a room full of guests. The kitchen with high end appliances and oversized island allows for an informal gathering space adjacent to the dining area with seating for 12.

274 Joshuatown Rd, Lyme

222 Brookside Rd, Darien
$3,695,000
5 Beds ⋅ 6 Baths ⋅ 24189523 MLS
Set on 2.19 private acres in a prime Darien location, 222 Brookside Road offers exceptional space, privacy, and opportunity just minutes from town and Cherry Lawn Park. With more than 7,000 square feet above grade, plus an additional 3,000 square feet on the lower level, this expansive 4-bedroom, 5.5-bath residence provides an incredible canvas to create a home tailored to your vision. Generously proportioned rooms and tall ceilings create a wonderful sense of scale throughout, while a flexible floor plan offers endless possibilities, including the potential for a first-floor in-law or guest suite. The exceptionally spacious lower level provides abundant room for entertaining, relaxing, and recreation. Outdoors, the expansive property is highlighted by a pool and well-appointed pool house featuring a full bath, laundry hookups, and full kitchen with a range and space for a refrigerator-creating a private setting for summer gatherings and relaxation. An attached four-car garage, plus an additional detached two-car garage, provides parking for six cars and even more flexibility. A rare opportunity to enjoy significant acreage, remarkable space, and endless potential in an incredibly convenient Darien location.

222 Brookside Rd, Darien

15 Wildcat Rd, Darien
$3,695,000
4 Beds ⋅ 4 Baths ⋅ 24186583 MLS
Originally the sole residence on Wildcat Road, this distinguished 1925 stone manor blends timeless architectural elegance with a commanding setting. Located within Darien's coveted Delafield Island private association, the property is approached by a sweeping circular drive and surrounded by mature landscaping offering a rare sense of privacy, grandeur, and permanence, just minutes from downtown Darien, the Metro-North train, beaches, and Great Island. Rich in character and craftsmanship, the residence showcases architectural details rarely found today, including soaring 12-foot ceilings, a dramatic circular staircase, five fireplaces, Juliet balconies, vintage servant bells, graceful arches, skylights, and a sun-filled glass solarium. Thoughtfully designed for both grand entertaining and comfortable everyday living, the spacious country kitchen opens to an expansive deck overlooking the surrounding natural landscape. Adding to the property's exceptional appeal, several acres of protected land trust border the rear of the home, preserving a tranquil backdrop and enhancing the estate-like setting. Whether hosting family gatherings, entertaining guests, or simply enjoying the peace and beauty of its surroundings, 15 Wildcat Road offers a unique opportunity to own one of Delafield Island's most distinctive and historic homes.

15 Wildcat Rd, Darien

287 Prospect Mountain Rd, Litchfield
$3,690,000
5 Beds ⋅ 6 Baths ⋅ 24204600 MLS
Situated on approximately twenty acres and surrounded by Litchfield Land Trust's Prospect Mountain Preserve and the private holdings of the Marshepaug Club, Arcadia stands as one of Litchfield County's premier properties. The current owners are exceptional stewards and have made significant investments in the dwellings, infrastructure, and surrounding landscape. Rarely does a property come to market that includes a fully renovated home, a meticulously restored barn, pastures, meadows, and gardens. The perfect blend of classic Colonial architecture and tasteful, high-quality modern amenities. Highlights include five en-suite bedrooms, a Vermont slate roof, wide-plank oak flooring, a professional chef's kitchen with a Lacanche range, antique beams, and a wellness center with a sauna and gym space. The property features a comprehensive technology package with integrated smart-home systems, advanced connectivity, security, climate, lighting, and irrigation controls. The current owners thoughtfully reimagined the barn complex for entertaining, incorporating a guest suite, party room, wine cellar, catering scullery, workroom, loft, bar, and hot tub within a screened-in porch. Outdoor entertaining spaces abound, with stone patios, gardens, mahogany decking, pergolas and views. The property is minutes from skiing at Mohawk Mt. and Litchfield Land Trust trails. Arcadia represents an exceptional and rare opportunity to enjoy a country lifestyle within two hours of New York City.

287 Prospect Mountain Rd, Litchfield

188 Allston Avenue, Middletown
$3,675,000
4 Beds ⋅ 6 Baths ⋅ 1425415 MLS
First Watch A custom-built coastal retreat just a short stroll from the beaches, with panoramic views of the Atlantic Ocean and Newport's iconic Cliff Walk. Designed with an emphasis on quality craftsmanship and effortless coastal living, the home offers an open floor plan, chef's kitchen with custom cabinetry and Thermador appliances, wide-plank white oak floors, spa-inspired bathrooms, and a finished lower level with a wet bar and entertainment space. Outdoor living takes center stage with a heated pool, granite patio, outdoor shower, and rooftop deck capturing sweeping ocean views. Additional features include professionally landscaped grounds, a 10' x 14' shed, an Alaskan yellow cedar roof, and elevator-ready construction. Ideally situated near Newport and Middletown's beaches, St Georges School, restaurants, and downtown. First Watch offers a rare combination of new construction, premium finishes, and the relaxed elegance of the beach lifestyle. Taxes TBD

188 Allston Avenue, Middletown

694 Charlestown Beach Road, Charlestown
$3,650,000
3 Beds ⋅ 2 Baths ⋅ 1421158 MLS
Wake up to the ocean, step directly onto the beach, and end your day watching the sun set over the water. Welcome to 694 Charlestown Beach Road, a truly special beachfront retreat where the beauty of coastal living is right outside your door. This move in ready 3 bedroom, 2 full bath home offers the rare opportunity to own a piece of the Rhode Island coastline with direct access to the beach and sweeping views of Block Island. The inviting open concept layout creates an easy flow for everyday living and entertaining, while the cathedral ceilings add to a bright and airy feel. The updated kitchen and bathrooms offer modern comfort, while sliding doors open directly onto the deck, seamlessly connecting the indoor and outdoor living spaces. It's the perfect place to slow down and take in the scenery, sip your morning coffee to the sound of the waves, gather with friends and family for dinner, or watch unforgettable sunsets over the water. After a day spent in the sand and surf, the outdoor shower makes rinsing off easy and convenient. Set on a double lot by zoning specification, this property offers a truly unique beachfront setting. Whether you're looking for a year round coastal home, a special vacation getaway, or a place to create generations of memories, 694 Charlestown Beach Road captures everything that makes beachfront living so special.

694 Charlestown Beach Road, Charlestown

248 Turtle Back Rd, New Canaan
$3,625,000
5 Beds ⋅ 6 Baths ⋅ 24178727 MLS
Classic New England architecture, beautifully proportioned interiors and exceptional privacy come together at 248 Turtle Back Road, a distinguished five-bedroom Colonial offering 5,291 square feet of living space in one of New Canaan's most desirable settings. Inside, the home is filled with warmth, character and natural light. The impressive great room features a vaulted beamed ceiling, creating a dramatic yet inviting space for everyday living and entertaining. An eat-in kitchen with center island, generous cabinetry and French doors is complemented by a dining room overlooking the gorgeous backyard, family room and den, providing both open gathering spaces and quieter places to retreat. Upstairs, the primary suite offers a private dressing room and en-suite bath, joined by three additional bedrooms, including an en-suite guest room. The fully finished walk-out lower level significantly expands the home's versatility with an additional bedroom and full bath, sunroom with wet bar, recreation room, office and exercise space. Outside, the home is set on 3.41 beautifully landscaped acres, where specimen plantings, mature trees, stone walls and terraces create a remarkable sense of privacy and established beauty. A circular drive, greenhouse and garage parking for 5 complete the property. Set just minutes from the heart of New Canaan, 248 Turtle Back Road pairs substantial, character-filled interiors with the privacy and scale that are rare to find this close to town.

248 Turtle Back Rd, New Canaan

399 Ridgebury Rd, Ridgefield
$3,600,000
5 Beds ⋅ 6 Baths ⋅ 24118657 MLS
Create your Ridgefield legacy with this proposed luxury residence. With four or five en-suite bedrooms and an open floor plan, our elevated property with sweeping views is a once in a lifetime opportunity on an impeccable homesite. Opportunities like this are nearly extinct. This spectacular 3-acre parcel, one of the last remaining premiere building sites in Ridgefield, offers a rare opportunity to create a home as remarkable as its address. In Fairfield County's crown jewel address boasting award winning schools, a vibrant downtown, the Aldrich Contemporary Art Museum, Ridgefield Playhouse, Ridgefield Golf Course, hiking trails all within an easy commute to Manhattan. This is a rare chance to build our designs or your own vision with top local builder. Must contact listing broker for information. Please only serious inquiries. Builder will discuss lot sale only if you insist on your own contractor.

399 Ridgebury Rd, Ridgefield

8 Hickory Dr, Greenwich
$3,599,000
5 Beds ⋅ 8 Baths ⋅ 24213048 MLS
A striking expression of modern luxury, 8 Hickory Drive delivers sophisticated design, exceptional craftsmanship and high-end finishes across four beautifully finished levels. Set on 0.8 acres, the home pairs dramatic, light-filled living spaces with effortless indoor-outdoor flow. A deluxe chef's kitchen anchors the main level with open concept living to family room with fireplace. The primary suite is spacious and romantic with large walk in closet and spa bathroom. Four additional spacious bedrooms offer refined comfort and privacy. The finished third floor provides flexible space for work or retreat, and the lower level impresses with a private theater, gym and recreation spaces. Every detail has been thoughtfully considered, creating a home that feels as extraordinary as it looks.

8 Hickory Dr, Greenwich

14 Rocky Point Rd, Norwalk
$3,595,000
3 Beds ⋅ 4 Baths ⋅ 24192999 MLS
BELL ISLAND CONNECTICUT. Experience the best of waterfront living on sought-after Bell Island. Perfectly perched to capture beautiful water views, this exceptional home offers an unmatched coastal lifestyle. Featuring 3 spacious bedrooms, 3 full baths and 1 half bath, the home is designed for both comfortable everyday living and effortless entertaining. The expansive great room with cozy fireplace serves as the heart of the home, while large windows capture the scenic water views. Step outside to two private decks, perfect for enjoying your morning coffee, hosting friends, or taking in spectacular sunsets over the water. Whether you are looking for a year-round residence or an investment property in a waterfront community offering the perfect coastal retreat, this Bell Island gem combines timeless charm, generous living spaces, and an enviable location just moments from the shoreline including two private beaches and private park.

14 Rocky Point Rd, Norwalk

455 Stonington Rd, Stonington
$3,595,000
7 Beds ⋅ 6 Baths ⋅ 24189710 MLS
Exquisite Stonington Estate. Set amidst 10.19 manicured acres of breathtaking privacy and natural beauty, the extraordinary Crossover Estate offers the very best of refined coastal living just moments from the charming Stonington Borough and Historic Downtown Mystic. The best of One-Level Living. This exceptional family compound is bordered by a tranquil pond and brook on one side, with a picturesque estuary leading to Long Island Sound on the other. Ideally positioned between Boston and New York City, and only minutes to Mystic, Watch Hill and the Mystic Amtrak station, this remarkable estate offers effortless access for both weekend escapes and year-round enjoyment. The best of one-level living with an expansive and luxurious primary suite. The stunning main residence features 4 spacious bedrooms, 3 Full 2 Half beautifully appointed baths, designed with elegant comfort and seamless entertaining in mind. Exceptional interior finishes include a gourmet chef's kitchen with premium Wolf appliances, steam oven, microwave drawer, custom cabinetry, and sophisticated designer details throughout. Complimenting the main residence is a charming 3 Bedroom 1,276 Sq Ft Guest House, along with a spectacular pool and pool house complete with full kitchen, bath, and sauna, and Sports Court. Also - Main House with 3 Br Guest House, Pool with Pool House and Sports Court situated on 10.19 manicured acres and including 11.07 acre building lot are available for $4,459,000. Continued:

455 Stonington Rd, Stonington

10 Scholes Ln, Essex
$3,595,000
5 Beds ⋅ 4 Baths ⋅ 24190330 MLS
Steeped in history and prominently positioned in the heart of Essex Village, the distinguished "Frederick Scholes House" (circa 1890) offers a rare opportunity to own a landmark waterfront estate. Cherished by its current owners for 49 years and nestled on a quiet lane along picturesque Middle Cove, just off the Connecticut River, this property seamlessly blends timeless character with refined living. Set on a .45 private lot, this meticulously maintained antique residence spans approximately 3,769 square feet and captures serene water views from its beautifully landscaped grounds. Despite its central village location, just moments to shops, dining, and marinas, the home offers an exceptional sense of privacy and tranquility. Rich in architectural charm, the home features soaring ceilings, expansive windows, and elegant, light-filled interiors that reflect generations of thoughtful stewardship. Once known as one of the village's grand homes, its legacy continues today as a warm and inviting retreat with sophisticated style and historic integrity. Designed for both everyday living and entertaining, the property includes a spacious three-car garage and generous living areas that honor its past while accommodating modern lifestyles. The grounds unfold toward the water, offering a peaceful backdrop and a true connection to Essex's coastal beauty. This Historic Essex Village waterfront home is a rare offering where heritage, location, and lifestyle converge.

10 Scholes Ln, Essex

3 Shorehaven Rd, Norwalk
$3,595,000
5 Beds ⋅ 6 Baths ⋅ 24163499 MLS
Welcome home to the Gold Coast of Norwalk. Location, space and timeless design come together in this stunning turn-key colonial with waterviews of Long Island Sound. Set on one acre in Norwalk's coveted Shorehaven neighborhood, it's just a short walk to Sandy Beach and the Sprite Island Yacht Club boat launch. Custom features and 10-foot ceilings elevate the main level and make it ideal for both everyday living and entertaining. The family room flows seamlessly into the eat-in kitchen. A generous deck overlooking the backyard is perfect for relaxing or hosting friends. The first floor private office with full bath also serves as a guest bedroom. Upstairs, the primary bedroom features a fireplace and a sumptuous bath that opens to an outdoor deck. The third floor offers an entertainment center with full bath and an additional office space. New additions include a full house generator, outdoor lighting, a fire pit and patio. Nearby is the Shorehaven Country Club as well as The Shore and Country Club, a private club on Long Island Sound offering members a 25 yard pool, a separate wading pool, 10 tennis courts, beach areas on the Sound, a marina with boat slips, as well as dining and social areas for events, meals and gatherings. 3 Shorehaven is just minutes to Norwalk's famous SoNo district for great restaurants and entertainment. Room for a pool. Within one hour to NYC.

3 Shorehaven Rd, Norwalk

330 Freeman Parkway, Providence
$3,550,000
7 Beds ⋅ 7 Baths ⋅ 1425786 MLS
Set along Freeman Parkway, the Cherry-Hallworth House is a Tudor Revival residence of rare architectural pedigree. Built in 1931 and recently restored by Hill & Harbor Design Build, the brick estate offers more than 7,000 square feet where period craftsmanship and contemporary refinement exist in quiet balance. A gracious entrance hall and sweeping curved staircase introduce the home's enduring character. The front-to-back living room is anchored by a limestone fireplace and a bay window framing the grounds, while the dining room, with its raised paneling and adjoining butler's pantry, is made for memorable evenings. At the heart of the home, the redesigned kitchen pairs stone countertops and custom finishes with a sunlit breakfast area. A family room beneath cathedral ceilings, with fireplace and wet bar, offers a setting both open and intimate. Seven bedrooms include a generous primary suite with an expansive walk-in closet. Four full and three half baths have each been renovated with considered, elevated finishes. Outside, landscaped grounds, stone terraces, and a charming patio create the sense of a private city estate, enclosed by a perimeter wall and complemented by an attached three-car garage. Moments from Blackstone Boulevard, Wayland Square, Brown, RISD, and downtown, the Cherry-Hallworth House is a distinguished piece of the city's architectural legacy, thoughtfully restored for life today.

330 Freeman Parkway, Providence

325 Post Road, Westerly
$3,500,000
5 Beds ⋅ 7 Baths ⋅ 1424094 MLS
Perched 150 feet above sea level on one of Westerly's highest elevations and views of Block Island the Odiseya Estate is a 4.73-acre coastal sanctuary where Mediterranean grandeur meets rugged New England beauty. Centered around a meticulously renovated 4,300-square-foot villa, this private retreat offers an unparalleled blend of artisanal craftsmanship and modern sustainability. Inside, the home features luminous Venetian plaster walls, soaring cedar cathedral ceilings, and rich cherry and teak flooring. The gourmet kitchen boasts custom Amish cabinetry and an authentic wood-fired stone pizza oven, creating an unforgettable setting for culinary gatherings. A luxurious primary suite serves as an intimate sanctuary, complete with a private balcony for sipping morning coffee while taking in distant water views and ocean breezes. Updated with triple-pane windows and high-efficiency systems, the villa ensures exceptional comfort in every season. Outdoors, the estate unfolds into both an active recreational haven and a working agricultural paradise, featuring a private tennis court, a heated greenhouse, and a thriving orchard with over fifty fruit trees and active honeybee hives. Located just minutes from the world-class beaches, shops, and dining of Watch Hill, Odiseya Estate stands as an extraordinary coastal sanctuary, an eco-luxury haven, or a lucrative turn-key opportunity for a premier Airbnb rental.

325 Post Road, Westerly

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