Refine Search
Sort by
$3,997,000
3 Beds 4 Baths ACTIVE Status 24151511 MLS
Welcome to Greystone, a masterpiece of modern architecture. Bordered by a protected wildlife area, this 4500 sf smart home offers peace and privacy. The main level features an open living room, dining area and kitchen, den, office, half bath, laundry room and primary bedroom suite. Two ensuite bedrooms and a rooftop deck comprise the upper level. The lower level affords access to the backyard and has finished space for a gym or home office as well as a rough-in for a full bath. The kitchen boasts a 10' x 4' island and large walk-in pantry and is well appointed with Wolf and Sub-Zero appliances. An expansive white limestone wrap-around deck and spacious lawn---with an irrigation system---are perfect for relaxing or entertaining. The attached two-car garage is heated. White oak radiant-heated flooring complements the oak Unilux windows and exterior doors. Interior pocket doors and custom cabinetry continue the sleek contemporary look. Kitchen and bathroom countertops are quartzite, some with waterfall edging. Bathrooms feature limestone floors and unique tadelakt plaster walls. Designed with energy efficiency in mind, Greystone uses a geothermal system for heating and cooling. Smart home technology includes programmable LED lighting, motorized shades, security system, and wiring for audio and AI systems. A whole-house generator connects automatically during power outages.

314 Ferry Rd, Old Lyme

$3,995,000
3 Beds 4 Baths ACTIVE Status 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 peace of mind and 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 the perfect coastal retreat, this Bell Island gem combines timeless charm, generous living spaces, and an enviable location just moments from the shoreline.

14 Rocky Point Rd, Norwalk

$3,995,000
5 Beds 7 Baths ACTIVE Status 24188747 MLS
Experience exceptional new construction by Build Casa Tua on Halsey Drive. Spanning four finished levels, this home blends timeless architecture with modern luxury. A dramatic double-height foyer opens to sun-filled living spaces with soaring ceilings, wide-plank white oak floors, and walls of glass leading to a covered deck and private fenced backyard. The custom white oak kitchen features Thermador appliances, quartz countertops, bespoke cabinetry, and a walnut wet bar. Five en-suite bedrooms include a luxurious primary suite with vaulted ceilings, heated bath floors, and a steam shower. Ideally located near Riverside Commons, Metro-North, beaches, downtown Old Greenwich, parks, and top-rated schools.

58 Halsey Dr, Greenwich

$3,995,000
6 Beds 5 Baths ACTIVE Status 24180733 MLS
A rare opportunity to own a classic Shore Colonial in one of Old Greenwich's most sought-after neighborhoods. Set on 0.36 acres and significantly expanded in 2004, this spacious 6 BR 4.5 BA residence offers over 4300 SF of thoughtfully designed living space, blending comfort, functionality, and timeless appeal. A welcoming wraparound porch leads to elegant formal living and dining rooms, a cozy family room, and a bright eat-in kitchen with direct access to a bluestone patio and expansive private backyard, perfect for summer entertaining, outdoor dining, and everyday enjoyment. The second floor features a primary BR with luxurious bath, fireplace, walk-in closet, and private sun deck, along with four more bedrooms and an additional full bath. The third floor offers flexible space for family and guests. The walkout lower level includes a recreation room, exercise area, and another full bath. Ideally located midway between the shops, schools, and train in OG Village and the sandy shores of beautiful Tod's Point Beach. Zoned for Old Greenwich and Eastern Middle Schools.

2 Wahneta Rd, Greenwich

$3,995,000
5 Beds 6 Baths ACTIVE Status 24177581 MLS
A breathtaking country estate nestled in the picturesque town of Roxbury, Connecticut, boasts a guest cottage and an in-ground Gunite pool. Encompassing 8.03 acres, the property is surrounded by Jack's Brook and a land trust on two sides, providing a serene and secluded environment. The primary residence, meticulously updated, features exquisitely proportioned rooms. It comprises five bedrooms and five full bathrooms and one powder room. A grand living room, complete with a two-story fireplace and windows on three sides, opens to two decks overlooking the rear yard. The spacious formal dining room, equipped with a gas fireplace and soft indirect lighting, is ideal for hosting formal gatherings. The chef's-eat-in kitchen, generously furnished with ample cabinetry, marble countertops, connects to a large deck and a granite patio, facilitating seamless outdoor dining. The primary level's main suite features French doors to the gardens, a luxurious bath, two walk-in closets, and a private sitting room. Three additional ensuite bedrooms complete the main level. The lower level offers a media room, a game room, a bunk room with built-in beds, a spa bath, and a laundry facility. A separate guest cottage provides a cozy retreat with two bedrooms, two bathrooms, a vaulted great room, a kitchenette, a fireplace, and a wrap-around deck. A must see!

47 Squire Rd, Roxbury

$3,995,000
5 Beds 8 Baths ACTIVE Status 24172560 MLS
Custom built in 2022 by a top builder for his own family, this exceptional Easton residence offers a level of quality and execution rarely available. Set on 6.37 private acres on a quiet lane near Easton Center, the property combines refined design with a setting that feels more like Vermont countryside than suburban Connecticut. A rear gate provides direct access to Silverman's Farm, known for its market, orchards, and seasonal offerings. The home features 5 bedrooms and 6 full baths, with soaring 20+ foot ceilings in the foyer and great room, creating a dramatic yet inviting sense of scale. The award-winning kitchen (2024 HOBI), crafted by Sterling Custom Cabinetry, is complemented by a fully equipped prep kitchen with Miele appliances, designed for both everyday living and entertaining. Built to a standard well above typical new construction, the home includes a Lutron lighting system, custom LED recessed lighting, 6-zone HVAC, hydro variable-speed air exchange, steam humidification, Cat 6 wiring, and pre-wiring for AV and Sonos throughout. Outdoor living is equally compelling, with an 18x36 heated pool, new spa, and a pool cabana with full bath and changing area. A 5-car garage accommodates collectors or enthusiasts. A rare offering-bringing Westport-level new construction quality to one of Easton's most desirable settings.

27 Old Oak Rd, Easton

$3,995,000
6 Beds 5 Baths ACTIVE UNDER CONTRACT Status 24162782 MLS
Discover one of the most coveted vantage points on the lower Connecticut River-a mid-century modern sanctuary perched on a private 2.7-acre waterfront peninsula where land, river, and sky converge in perfect harmony. With an extraordinary 875 feet of water frontage embracing both the Connecticut River and the pristine Turtle Creek nature preserve, this property is a haven for bird enthusiasts and wildlife lovers alike. The dual shoreline offers the river side with tidal rhythms and sweeping panoramas stretching from Essex Harbor north to Old Lyme across the water, then south toward Long Island Sound. The marsh side along Turtle Creek hums with avian life-majestic Bald Eagles perch in the trees while Herons, Egrets, Osprey, and migrating songbirds create a symphony that changes with the seasons. Two private docks provide endless boating possibilities: launch from the deep-water river dock for open-water adventure, or drift into the tranquil creek for kayaking and wildlife observation. Inside, 5,536 square feet of light-drenched living space unfolds with effortless grace. The architecture celebrates both gathering and solitude-a chef's kitchen designed for culinary artistry flows seamlessly to indoor and outdoor dining areas, while five fireplaces anchor intimate retreats throughout.

41 Watrous Point Rd, Old Saybrook

$3,988,000
4 Beds 6 Baths ACTIVE Status 24184587 MLS
Set within The Ridge in Greenfield Hill, Fairfield's gated residential community, this residence has been completely rebuilt and thoughtfully reimagined with the scale and finish of new construction. Spanning over 8,000 sq ft, the home offers four bedrooms and six full and two half baths, with wide plank oak floors, multiple fireplaces, and expansive windows that frame tranquil pond views. A double height foyer with floating staircase introduces sunlit living spaces that move naturally from formal rooms to a chef's kitchen appointed with double Sub-Zero and Wolf appliances, quartzite surfaces, and a built-in bar adjoining the family room, while a main level suite provides flexibility for guests or a private office. Upstairs, the primary suite features vaulted ceilings, a fireplace, walk-in closets, and dual marble baths with heated floors, accompanied by two additional en suite bedrooms and a laundry room. The walkout lower level offers additional living space with a fireplace, kitchenette, wine room, full bath, and flexible areas for guests, work, or recreation. Exterior stonework, a metal roof, terraces with fire pit and built-in grill, smart home technology, generator, and all new systems complete the property, with community amenities including a staffed gatehouse, clubhouse, pool, tennis courts, and private roads minutes from Fairfield and Westport town centers, area beaches, and rail access to NYC!

475 Fence Row Dr, Fairfield

$3,950,000
4 Beds 6 Baths ACTIVE Status 24186404 MLS
PRIVATELY SITED ON 18 ACRES HIGH ABOVE THE CONNECTICUT RIVER, this extraordinary modern estate is defined as much by its setting as its architecture. A long, private drive creates a remarkable sense of arrival, revealing a residence thoughtfully positioned to capture sweeping river views, changing light, and the quiet beauty of the surrounding landscape. Extraordinary views and dramatic architecture converge in a setting that feels entirely removed-yet remarkably connected to its surroundings. Designed by acclaimed architect Stephen Jacobs with interiors by Andi Pepper, this nearly 7,100SF residence was created with a singular vision: to live within the landscape, not simply look upon it. Here, architecture doesn't compete with nature-it frames it. Inside, soaring spaces, natural stone, warm wood, and walls of glass bring the outdoors into nearly every experience. The dramatic living room is anchored by an 18' natural stone wall and fireplace opposite an equally impressive wall of glass, capturing changing light and river views throughout the day. An open kitchen with high-end appliances and substantial center island flows effortlessly into the dining area with seating for twelve, creating a natural gathering place for both intimate evenings and larger-scale entertaining. The main-level primary suite offers privacy & ease,

274 Joshuatown Rd, Lyme

$3,950,000
5 Beds 6 Baths ACTIVE Status 24192020 MLS
Here is your opportunity to own an extraordinary Connecticut River waterfront estate complete with a deep-water dock! 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

$3,950,000
4 Beds 4 Baths ACTIVE Status 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

$3,950,000
5 Beds 5 Baths ACTIVE Status 24167441 MLS
A rare single-level luxury compound set on two private acres - Greenwich address, Stamford taxes and schools. Designed for effortless resort-style living, the home centers on an expansive primary wing opening directly to a gunite pool, spa, and sweeping bluestone terraces, complemented by a spa-inspired bath, infrared sauna, and steam shower. A fully self-contained guest residence within the home - with its own entrance, kitchenette, living and dining areas, full bath, independent HVAC, and security - lives like a separate private house for extended family, live-in staff, long-term guests, or flexible work-from-home living. Two additional en-suite bedrooms adapt seamlessly as family suites, private offices, wellness spaces, or a gym. Comprehensively renovated in 2026, the residence features a custom rift-cut white oak kitchen anchored by a dramatic 6' x 12' island, designer baths, new flooring, roof, driveway, and extensive stonework. Soaring cathedral ceilings, walls of glass, and skylights flood the home with natural light throughout. Additional highlights include three fireplaces, wet bar, five-zone integrated sound, whole-house generator, oversized four-car garage, and a 5,400+ sq ft lower level with fireplace and wine storage offering exceptional future build-out potential. Two fully usable acres with no wetlands or conservation restrictions, and privacy preserved in perpetuity.

294 E Middle Patent Rd, Greenwich

$3,950,000
4 Beds 6 Baths ACTIVE Status 24165995 MLS
Welcome to the Hudson Valley Dream Home - Introduced by Hudson Valley Magazine Presented in collaboration with Hudson Valley Magazine as their inaugural "Dream Home", this custom-built modern farmhouse is near completion and offers an extraordinary opportunity to own a Hudson Valley compound where collaborative vision meets architectural excellence. Located only 2 minutes from village of Millerton and set on 14 pristine acres with private ponds and surrounded by protected land, this single-level contemporary farmhouse spans nearly 6,000 square feet of thoughtfully conceived living space. A dramatic vaulted entry foyer leads into a grand Great Room, where living, dining and kitchen converge beneath a soaring ceiling and features a fireplace and walls of glass that frame the bluestone terraces and serene landscape beyond. The four, massive bedroom suites include two equal luxurious primary suites on opposite corners of the home. A large, dedicated media room, private office, 2 half baths and a bonus 2nd-floor wellness studio complete an exceptional floor plan designed for both grand entertaining and quiet, inspired living. With the exterior complete, the buyer has the rare opportunity to collaborate with the builder and the magazine's creative team to finish the interior to their own aesthetic vision. Luxurious fixtures like custom cabinetry, high-end Fisher Paykel appliances and designer details throughout ensure the finished product will be nothing short of remark

42 Hy Vue Ter, Millerton

$3,950,000
8 Beds 10 Baths ACTIVE Status 24100203 MLS
Come see this remarkably private property a stone's throw from the center of Litchfield. This stately home was built in 1992 and boasts over 10,000 s/f of finished space. The grounds are professionally landscaped and have a beautiful patio, pool and greenhouse. There are 8 bedrooms and 13 bathrooms along with a powder room . The sunny , modern, large eat-in kitchen open onto a patio, which then leads to the saltwater pool. A main floor guest bedroom suite with its own bathroom is an added convenience and can be a ground floor primary. There are lots of space for grand entertaining in the formal dining room, living room and great room. Plenty of cabinetry and shelves to display your treasures. You can warm yourself by the fireplaces. The master bedroom suite on the upper level has it all, walking closet, fireplace , sunroom and a large bathroom with steam shower and jet tub. 3 additional bedrooms round up the second floor, all with en-suite bathrooms. A separate laundry room is conveniently located on the bedroom level. The 3 floor has a loft and 2 additional bedrooms also with en-suite bathrooms.The lower level is fully finished and is a walk-out to the grounds. It also includes a wine cellar, a gym and a kitchenette. A separate apartement with a patio is located above one of the garage, which house 3 cars. Another garage for 6 cars is an additional outbuilding. Acreage is consisting of 3 separate parcels which are included w/sale.

184 Fern Ave, Litchfield

$3,900,000
5 Beds 6 Baths ACTIVE Status 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

$3,900,000
3 Beds 3 Baths ACTIVE Status 24169897 MLS
Overlooking the hills of Lyme, Connecticut, Hilltop Estate combines old world elegance with modern luxury. The fully renovated stone and stucco main house, spacious guest cottage, pool and barn complex are set on nearly 50 acres. Made up of five separate parcels with potential for equestrian pursuits, farm to table living or sellable individually. The barns include a workshop fully convertible to living space, artist studio or entertainment space. Contiguous to the barns is an Alitex greenhouse manufactured in England with its own dedicated, fully equipped potting room. The property is surrounded by manicured gardens, stone walls, privet hedges and mature plantings. The three bedroom, two and one half bath main house exudes historic character with detailed moldings, refined finishes, antique chestnut floors, custom built-in cabinetry, grass cloth wallpaper, hand-hewn exposed beams, multiple fireplaces, decorative painting and light-filled interiors. The gourmet kitchen features two stoves (Wolf and Gaggeneau) and a Sub-Zero refrigerator. Enjoy the outdoor terrace for six months a year; warmed by its stone fireplace and protected by fully retractable roller screens in the summer. The two bedroom en-suite guest cottage complete with a full kitchen provides a luxurious escape for family and friends. Meandering trails throughout the property provide a peaceful hiking experience for enjoyment year-round. The property is equidistant to New York City and Boston.

213 Beaver Brook Rd, Lyme

$3,900,000
4 Beds 3 Baths ACTIVE Status 24163908 MLS
Welcome to 23 and 24 Echo Drive, New Milford, CT-a timeless gem first introduced to the market by the family who originally built it. Nestled on the shores of Candlewood Lake within the prestigious Birch Groves community, this exquisite residence embodies the classic Adirondack style of the 1930s with its captivating stone and wood construction. Spanning 2,073 square feet, this elegant lake home offers four spacious bedrooms, a three season porch and a storybook living room with an impressive floor to ceiling field stone fireplace, providing ample space for relaxation and entertainment. With western exposure, enjoy breathtaking sunset views from the comfort of your home that seamlessly blend indoor and outdoor living. Lakeside, this home offers a wide expanse of private waterfront over two lots that looks out onto protected land with no homes, a private dock, and a hard to replicate lake side boat garage/shed. Included in this rare offering is 24 Echo, a lot, presenting endless possibilities for expansion of the family compound or a private retreat. Experience the charm of lakeside living with the convenience of modern amenities. This unique opportunity awaits you to create lasting memories in a home that effortlessly blends vintage charm with contemporary elegance. Make this unique and distinguished property yours today. 23 Echo is located on the western (waterfront) side of Echo Drive (0.63 Acres) and 24 Echo is located on the east side of Echo Dr (0.43 Acres)

23 Echo Dr, New Milford

$3,900,000
5 Beds 5 Baths ACTIVE Status 24157992 MLS
1008 Fairfield Beach Road- A Masterpiece on Fairfield's Iconic Coastline. Where modern luxury meets coastal elegance. Presented by one of Fairfield County's premier celebrity developers, this extraordinary new construction beach home offers an unparalleled lifestyle with panoramic, unobstructed views of the Long Island Sound with jaw-dropping sunsets. Stand out in the neighborhood with one of the coast's most exclusive rooftop terraces, featuring a state-of-the-art outdoor kitchen, rejuvenating Jacuzzi, gas fireplace, & direct elevator access-perfect for entertaining guests year-round. Step inside & experience exceptional craftsmanship w/ an open, airy layout & views of the water throughout the home. The main level features an open-concept living room, w/ dining area, all bathed in natural light. This true Chef's Kitchen offers custom, handmade cabinetry, top-of-the-line appliances, & spacious deck offering the perfect setting for Al Fresco dining. This expansive home offers 4 generously sized Bedrooms, each with its own luxurious Bathroom, ensuring complete privacy & comfort. The Primary Suite serves as a relaxing sanctuary, complete w/ a spa-like Ensuite Bath, & a serene deck where you can enjoy the sunrise in peace w/ a beverage of your choosing. Buyers also have the unique opportunity to personalize the home's finishes, tailoring every detail to their individual tastes and needs, ensuring this remarkable property becomes a true reflection of their dream lifestyle.

1008 Fairfield Beach Rd, Fairfield

$3,895,000
6 Beds 6 Baths ACTIVE Status 24162168 MLS
Luxury new construction opportunity in Lower Weston! Currently slated for completion in less than a year, this meticulously crafted estate offers a rare opportunity to secure your forever home on a private Lower Weston cul-de-sac. Take advantage of your opportunity to live in the most convenient Weston location within minutes of their top rated schools and town center. Plus enjoy the convenience to downtown Westport's shopping, dining, and beaches- as well as easy commuting to NYC. This impeccable design by the Tomas Brothers Builders redefines luxury with their electrical and landscaping expertise. Set on a lush 2-acre oasis that includes a high-end pool, the home offers a resort-style retreat right in your backyard. A masterfully planned sanctuary.

8 Norfield Woods Rd, Weston

$3,875,000
4 Beds 5 Baths ACTIVE Status 24187684 MLS
Beautifully reimagined modern farmhouse on a quiet Greenwich cul-de-sac, offering 4 bedrooms, 4 full & 1 half baths across four finished levels. Renovated with a timeless coastal feel, featuring wide-plank white oak floors, abundant natural light, town utilities, natural gas, bluestone patios, EV-ready charge & a level backyard with possible pool site. The chef's kitchen, designed by an award-winning designer, offers Thermador appliances, custom cabinetry, center island, designer finishes & a custom banquette eat-in area, opening to the family room with fireplace and sliders to the blue-stone patio. The primary suite features two walk-in closets and a spa-like bath with radiant heated floors. Finished lower level offers flexible space. Finished walk-up attic with full bath provides ideal guest or office space. Minutes to Greenwich Ave, train & nature preserve, close to shopping, dining, parks, and nearby schools.

4 Sachem Ln, Greenwich

$3,850,000
6 Beds 7 Baths ACTIVE UNDER CONTRACT Status 24181525 MLS
Set on 2.9 private acres in one of Darien's most coveted locations, this exceptional 1937 residence seamlessly blends timeless architectural character with modern luxury. Encompassing approximately 5,700 square feet, the home offers six bedrooms, six full baths, and beautifully proportioned living spaces designed for both everyday living and elegant entertaining. A gracious foyer introduces sun-filled interiors featuring refined millwork, hardwood floors, and an effortless flow throughout. The thoughtfully designed floor plan includes formal and informal gathering spaces, a spacious chef's kitchen, and multiple rooms that overlook the property's picturesque grounds. Upstairs, the generous primary suite is complemented by well-appointed secondary bedrooms and baths, providing comfort and privacy for family and guests alike. Surrounded by mature landscaping and expansive lawns, the property offers a rare combination of estate-like privacy and convenience to town, train, schools, and beaches

30 Inwood Rd, Darien

$3,850,000
5 Beds 5 Baths ACTIVE Status 24181784 MLS
This is why so many people fall in love with Southport. Set on an extraordinary .83-acre parcel in the heart of the Village, this circa 1874 residence captures the charm, character, and lifestyle that have made Southport one of New England's most treasured coastal communities. Approached by a long drive and set well back from Harbor Road, the home enjoys a level of privacy rarely found in the Village. Hidden from the road, it offers a sense of seclusion that is increasingly difficult to find. Rich with period details and timeless architectural character, the 5 bedroom, 4 full and 1 half bath home sits at one of the highest points on Harbor Road, where cooling summer breezes are a welcome feature. The property also includes a classic antique barn, pool, pool house, attached one-car garage, and detached two-car garage, creating a setting ideal for both everyday living and entertaining. While the home presents an exceptional opportunity for renovation and enhancement, its greatest assets cannot be replicated: its setting, scale, history, and location. For the next steward, it offers the chance to reimagine a treasured Southport property while preserving its authenticity and charm. Enjoy a quintessential Southport lifestyle with easy access to the Village, train station, Pequot Yacht Club, and the soon-to-open Southport General Store and Rose Hill Kitchen. Last offered for sale in 1989, opportunities like this rarely come to market. A true Southport gem ready for its next chapter

406 Harbor Rd, Fairfield

$3,800,000
4 Beds 3 Baths ACTIVE UNDER CONTRACT Status 24170583 MLS
Mystic luxury home in the heart of the Mystic River Historic District. Home's majestic presence along the Mystic River has been a beacon for Mystic's nautical community. One of the premier homes along the river front with direct access to nautical adventures with your own personal dock. The home is located directly opposite The Mystic Seaport with 156 feet of unobstructed waterfront views. Home's interior showcases a first floor ensuite with panoramic views of the Mystic River and French doors leading to the outer decks and dining area. Kitchen includes new appliances with Kitchen Aid double stainless ovens, Bosch 5 burner cook-top, LG side-by-side fridge, Whirlpool dishwasher, center island, custom cabinets, granite counters and central island. The kitchen triple casement windows overlook the Mystic Seaport. First and second floors are hardwood with captivating water views. The third floor expands the opportunity for hosting additional guests and the ideal place to rest and take in your favorite novel while enjoying nautical traffic. The lower level has the setting for an English pub and adjoining office area. The expansive yard area complete with access to your own personal dock and built-in swimming pool. Gracious mature landscaping is framed by rose hedge and wisteria trellis with cascading clusters of lilac flowers welcoming spring. Home conveniently located between NY and Boston with high speed rail and ferry service. SEE DRONE ICON BELOW LISTING PHOTO.

20 Grove Ave, Groton

$3,800,000
5 Beds 6 Baths ACTIVE Status 24144031 MLS
Exceptional NEW CONSTRUCTION - Walk to Town - Experience a thoughtfully designed home by V&A Construction, a highly regarded local builder known for exceptional craftsmanship. Just a short walk to town, shops, restaurants and the train, the location is as convenient as it is desirable. The home features handcrafted cabinetry and millwork, wide-plank white oak floors and high ceilings throughout. Imported European windows and doors not only add a beautiful architectural element, but make the home feel exceptionally quiet and comfortable. A welcoming foyer opens to living and dining rooms, a private home office and a designer kitchen with breakfast nook, premium appliances and a fully equipped butler's pantry. The kitchen flows directly into a spacious family room with a wood-burning fireplace, creating an easy, open layout for everyday living and entertaining. The expansive mudroom offers generous storage, connects to a back staircase and leads to a spacious lower level that can accommodate a gym, media room and game room. The second floor includes five generously sized bedrooms, highlighted by a primary suite with dual walk-in closets and a spa-like bath with premium fixtures. A large third-floor loft provides flexible space for a playroom, additional office or a relaxed retreat. This award-winning builder is dedicated to creating homes of the highest quality. Rarely offered and not to be missed.

72 Old Kings Hwy S, Darien

$3,795,000
4 Beds 4 Baths ACTIVE Status 24171986 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 maintaining 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

$3,795,000
4 Beds 5 Baths ACTIVE UNDER CONTRACT Status 24159613 MLS
At the edge of Stonington Harbor, where sailboats move slowly through the water and the village wakes each morning to the rhythm of the tide, 88 Water Street offers a rare opportunity to live directly within one of New England's most beloved coastal communities. This historic home dates to 1840, yet today it feels distinctly current following an extensive renovation completed in 2022. The result is a residence that respects its heritage while embracing the ease and openness expected of modern coastal living. Inside, more than 3,400 square feet of thoughtfully reimagined space unfold across multiple levels, with views of the harbor appearing at nearly every turn. The home's central living spaces flow naturally from one room to the next, creating an environment designed as much for relaxed daily life as it is for hosting friends and family. A spacious kitchen anchors the main level, centered around a generous island and complemented by casual gathering areas that invite conversation long after dinner ends. Nearby living and dining rooms retain the warmth and character expected in a home of this era, anchored by a traditional fireplace that brings a sense of intimacy to the space. Upstairs, the primary suite enjoys its own private outlook toward the water, with direct access to a deck that feels perfectly suited for quiet mornings overlooking the harbor. Additional bedrooms provide comfortable accommodations for family and guests.

88 Water St, Stonington

$3,750,000
5 Beds 7 Baths ACTIVE Status 24190774 MLS
A true once in a lifetime opportunity! As you wind through picturesque Sachem's Head onto Walden Hill Road, a circular driveway will lead you to an unparalleled waterview estate on almost two acres. The coastal home sits above Long Island Sound on one of the highest points in Sachem's Head and spans 5,185 square feet. The main level features walls of windows that provide unforgettable views of Long Island Sound and Faulkner's Island. The open kitchen/family room will satisfy any gourmet chef. It's a perfect space for indoor entertaining where guests can enjoy a crackling fire or step outside to an incredible bluestone patio with a fire pit for cool evening bonfires. Take in the 270 degree view of the Sound and enjoy both the sunrise and sunset. Outside entertaining is easy with a heated Pebble Tech Gunite pool, sound system, an outdoor shower, and ocean breezes. The coveted Sachem's Head Association offers amenities that include: beach access, tennis and paddle courts (approx. 600 ft from the house), kayak rack, boat launch, and possible deep water mooring. This coastal home has public water, a whole house generator, an irrigation system, security, and surveillance system, an Invisible Fence, the potential to subdivide, newer septic system (2010), an oversized 2 car garage, and no need for flood insurance. Nothing Compares.

28 Walden Hill Rd, Guilford

$3,750,000
5 Beds 7 Baths ACTIVE UNDER CONTRACT Status 24178176 MLS
On Top of the World. Unparalleled Estate with complete privacy and breathtaking panoramic views overlooking Lake Lillinonah and distant hills in premier Bridgewater location. Newly constructed state-of-the-art 5-bedroom Main House, 2-bedroom Guest House, Pool & Pool Cabana. Long paved driveway winds through magnificent grounds with extraordinary mature landscaping curated with pristine specimen trees & bushes and beautifully designed gardens. Sunlit from dawn until dusk, this Georgian colonial was masterfully crafted with the highest quality materials featuring high ceilings, expansive walls of windows and exquisite architectural symmetry. A captivating Living Room with central fireplace, a formal Dining Room and a Sunroom are oriented due west with floor-to ceiling windows capturing exquisite sunset views. Chef's Kitchen with spacious Butler's Pantry. Inviting entrance gallery designed to showcase works of art. Two first-floor primary-bedroom suites with 3 exquisite full baths, custom walk-in dressing closets, and a handsome home office. Three additional bedrooms are located on the 2nd floor with adjacent upstairs Family Room. Indoor exercise pool. Gym/Wellness Spa with full bath. 3-car attached garage. Seamless indoor/outdoor living. Irrigation system. Cutting-edge mechanical systems. Gated entrance. 26+/- acres surrounded by land trust. Must See. Not replicable.

289 Northrop St, Bridgewater

$3,750,000
7 Beds 7 Baths ACTIVE Status 24170697 MLS
Rarely does an offering of this scale and provenance come to market. Set across more than 114 acres, Honey Lane Farm is a private estate of exceptional beauty-three distinct period residences forming a serene, self-contained retreat in the heart of the Harlem Valley. The four-bedroom mid-19th century main house is both refined and inviting, bathed in southern light and thoughtfully updated for modern living. A spacious chef's kitchen anchors the home, flowing seamlessly into elegant dining and living rooms, a relaxed family room, and expansive outdoor entertaining spaces. Details such as a wood-burning fireplace, rich hardwood floors, bluestone terraces, and a gracious screened porch elevate the experience. An in-ground pool and tranquil wildlife pond complete the idyllic setting. A stately circular drive leads to the 1860s carriage house, offering a beautifully appointed two-bedroom guest residence. Further along, the 1929 Barn House provides yet another charming haven for hosting family and friends. Winding paths traverse a landscape of remarkable diversity-open meadows, mature woodlands, and picturesque waterways-while multiple elevated sites offer breathtaking panoramic views and future possibilities. Surrounded by over 1,000 acres of protected farmland along the Ten Mile River watershed, the estate ensures privacy without isolation.

151 Benson Hill Rd, Dover

$3,750,000
5 Beds 6 Baths ACTIVE Status 24132064 MLS
Greenfield Hill proposed new construction on a 2.65-acre lot along a Town-designated Scenic Road, to be built by award-winning design-builder Bonnie Paige in collaboration with Vicente Burin Architects. The proposed residence is based on a design sold in Southport Village; interested buyers may tour similar homes and meet the team to tailor plans, finishes, and timeline. The property sits among notable estate properties and near Brett Woods Conservation Area (186 acres) and the Roy and Margot Larsen Wildlife Sanctuary (155 acres), with convenient access to the centers of Fairfield, Southport, and Westport and approximately 55 miles to Manhattan. Construction will begin after purchase and execution of the build contract. The site is approved for a pool, and a pool house can be added at additional cost. Also offered as land only, MLS #24114632, asking $1,300,000. Concept drawings, renderings, and photos are for design intent and aesthetic review. A rare opportunity to build in bucolic Greenfield Hill.

22 Brett Rd, Fairfield

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