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$3,400,000
6 Beds ⋅ 9 Baths ⋅ 24170852 MLS
Rich in history and beautifully reimagined for modern living, this extraordinary North Stamford property began as a c.1780 Saltbox Colonial and has evolved into a gracious country estate. Set on 2.7 bucolic acres, the property artfully blends historic character with contemporary comfort. Expanded in the 1940s and meticulously renovated in 2020, the home honors its architectural heritage while accommodating today's lifestyle with ease and sophistication. Encompassing approximately 7,000 square feet, the main house showcases period details, elegant entertaining spaces, and warm, inviting interiors. Every renovation was thoughtfully executed to maintain authenticity, while introducing refined finishes and modern amenities. The idyllic grounds provide a private retreat, complete with a tranquil pond, heated gunite pool, and historic Lord & Burnham greenhouse. Mature landscaping, expansive level lawns, and serene surroundings create a timeless country setting. Complementing the main residence is a four-car carriage house with a beautifully updated two-bedroom apartment above, ideal for guests or extended family. The charming one-bedroom guest cottage, affectionately known as "The Dollhouse," provides a storybook setting for visitors seeking privacy and comfort. A truly exceptional country compound, this one-of-a-kind estate offers a rare combination of history, beauty, and versatility in one of North Stamford's most coveted locations, less than an hour from New York City.

351 Erskine Rd, Stamford

$3,399,900
5 Beds ⋅ 8 Baths ⋅ 24194239 MLS
Old-world craftsmanship meets modern indulgence. Set on a peaceful, tree-lined street,this home offers total privacy and timeless curb appeal. Soaring ceilings, hand-finished millwork, and custom detail are evident throughout. This grand 5BR/6.5BA light filled residence pairs classic entertaining spaces - formal LR, formal DR, & a wood-paneled library w/wet bar & full BA-with modern amenities such as a two-story FR w/ stone FP, a stunning windowed sunroom overlooking the beautiful grounds,& an impressive chef's kitchen boasting custom appliances, double sub zero, island, & dual butler's pantries.Thoughtful proportions create a seamless flow, a home as comfortable day-to-day as it is for grand-scale entertaining.The opulent primary suite is a spa retreat onto itself, w/ dual baths, dual walk-in closets,& a private sauna.The second floor offers 3 add'l en-suite BRs w/ built-ins and large closets. The third floor offers a great room w/ custom built-ins, plus an additional BR and full BA . The lower level feat a recently upgraded state-of-the-art movie theater, gym, game room, & workshop for a serious hobbyist. The expansive, landscaped grounds offer true serenity, w/ English gardens framing a resort-caliber pool and spa in a backyard built for entertaining. Timeless elegance, tucked within The Ridge - a gated enclave w/ a staffed gatehouse, clubhouse, pool & tennis courts just minutes to Fairfield and Westport amenities. Truly a special offering w/ultimate privacy& convenience.

344 Fence Row Dr, Fairfield

$3,395,000
7 Beds ⋅ 7 Baths ⋅ 24202586 MLS
Cove Lawn - Historic Italianate Estate with Water Views & Guest House. Walk to Stonington Borough. Experience the charm of village living just moments from Historic Stonington Borough at Cove Lawn, a magnificent c.1860 Italianate estate steeped in local history and timeless elegance. Ideally located just a short stroll to the Borough's deep-water marinas, boutique shopping, seaside cafes, and fine restaurants, this extraordinary property offers the rare combination of estate privacy with walkable coastal village convenience. Set on 3.19 beautifully landscaped acres, the property features a stately 7-Bedroom, 5-Full and 2-Half Bath main residence, an attached au pair apartment, a sparkling inground pool, a charming 2-Bedroom, 1 1/2-Bath guest house, and an impressive three-bay garage/barn of approximately 2,000 sq. ft. The elegant 7,060 sq. ft. main residence has been carefully restored and thoughtfully modernized while preserving its historic architectural character. Inside, graceful 10+ foot ceilings, original hardwood floors, numerous marble fireplaces and exquisite period moldings create a sense of grandeur throughout. Many rooms capture lovely water views, bringing the beauty of the nearby harbor into everyday living. The 1,098 sq. ft. 2 Bedroom guest house provides ideal accommodations for extended family, guests, or caretakers, while the expansive grounds offer privacy and serenity rarely found so close to the village center.

259 N Main St, Stonington

$3,395,000
5 Beds ⋅ 6 Baths ⋅ 24094694 MLS
Selden Farm, a landmark 1690s property steeped in history and set in a picturesque corner of Lyme, is once again available for new stewardship. Upheld by only three families since 1695 when it sat on over 6,000 acres, it presents a rare opportunity to own a beautiful country Antique home now set on 9 pastoral acres abutting conservation land with sweeping views of Selden Cove and the CT. River. At its heart is a gracious and authentic 5-bedroom Colonial which exudes history, charm and character. House features include a tavern room, wide board floors, original paneling & moldings, 6 fireplaces and an abundance of windows which invite lovely views and light into each room. Adjacent to the home is a 3-bay garage with self-sufficient guest accommodation for visiting family and friends. Dotted throughout the property are a renovated barn used as a studio/office/ gym, several outbuildings, a greenhouse and sunny open meadow for animals or farming. Two privately situated guest houses (one needing renovation) are ideally suited for in-law, caretaker, or income purposes. Relax by the large saltwater pool with patio and full-service cabana or play tennis on the all-weather court. The land is open, tranquil, and beautifully sited, offering long views, privacy, and a deep sense of place. Rarely does a property combine this level of authenticity, acreage, outbuildings, and river-valley setting in Lyme. Ideal for buyers seeking history, creative space or a generational retreat.

53-1 Selden Road Rd, Lyme

$3,389,000
4 Beds ⋅ 4 Baths ⋅ 24084396 MLS
This architectural gem will captivate with its luxurious, modern design and impress with its meticulous, energy-efficient construction. The award-winning CMG BUILDER of New Canaan CT will craft this home to the German Passive House Institute (PHI) standard, resulting in a visually stunning home that's 80 percent more energy efficient than a typical, code-built residence. Thoughtfully designed to fuse form and function, the expansive living spaces, clean lines, and exquisite modern finishes deliver next level sophistication. South-facing walls of glass will bathe the living space in natural light, while framing breathtaking views that shift with the seasons. Designed for superior air quality and wellness, other key features include strategic shading, airtight construction,and an efficient whole-house energy recovery ventilation system. The absence of fossil fuels, along with highly efficient European windows and doors, enhances energy savings and creates a remarkably quiet and serene living environment. Nestled on a private 2-acre lot on a North Stamford cul-de-sac, this idyllic setting offers a peaceful escape that's within reach of urban conveniences. Since this home is "to be built" you have the opportunity to collaborate with the builder to select finishes, ensuring a home that's as extraordinary as you are. Your dream home awaits. Images in this listing may have been created or enhanced using virtual staging software and are intended to represent the home to be built.

21a S Brook Dr, Stamford

$3,350,000
6 Beds ⋅ 7 Baths ⋅ 24185894 MLS
Located moments from Wilton Town Center, this fully reimagined 6-bedroom, 5.2-bath residence blends timeless character with modern luxury. Set on more than two pristine acres with a designated pool site and overlooking the Silvermine River, the home has been extensively renovated, showcasing exceptional craftsmanship and thoughtful design throughout. The interior features 9-foot ceilings, Brazilian cherry floors on the main level, red oak upstairs, and custom millwork. Designer finishes, modern lighting, and integrated smart-home technology complement a spacious layout ideal for entertaining and everyday living. The lower level offers two large rooms, each with walk-out access, a fireplace, a full bath, and an additional room that could serve as a bedroom, providing flexible space for nanny or in-law use, guest quarters, recreation, or a private home office. Bespoke cabinetry, premium fixtures, and top-tier appliances elevate each room. Additional highlights include commercial-grade mechanical systems, a Kohler true full-house 48 KW generator, advanced home technology and security, and a lifetime shingle roof with warranty and copper flashing. Outdoors, refreshed landscaping, new plantings, a mahogany deck and porch, and upgraded hardscaping create a private, inviting setting for gatherings or quiet enjoyment.

112 Vista Rd, Wilton

$3,300,000
3 Beds ⋅ 4 Baths ⋅ 24208523 MLS
An elegant Regency-style residence with dramatic architectural presence is positioned in a premier location just moments from the village. Inside, ten-foot ceilings and Palladian windows flood the home with natural light. From the barrel-vaulted living room-a true Grand Salon-to the striking onyx-floored dining room, the interior spaces flow effortlessly to an expansive terrace, creating an unforgettable setting for both grand entertaining and quiet family relaxation. Offering a rare opportunity for luxurious, SINGLE-LEVEL living, the home seamlessly pairs grand scale with absolute privacy. The thoughtfully designed floor plan features a chef's kitchen, a sun-drenched breakfast room, a recreation/playroom, three en-suite bedrooms, and an elegant powder room. Outside, 1.25 acres of sweeping private lawns surround an impressively sized swimming pool, offering a private oasis. This exceptional residence is located in New Canaan, widely considered the most beautifully preserved New England town within one hour of New York City. Renowned for its unique design, the town's vibrant boutiques, fine dining, outstanding schools, and services are clustered in one charming, walkable center, with the residential community radiating outward in quiet, leafy tranquility.

321 Oenoke Rdg, New Canaan

$3,300,000
5 Beds ⋅ 3 Baths ⋅ 24194050 MLS
A once-in-a-generation waterfront opportunity in Old Greenwich, perched above Greenwich Cove with breathtaking sunsets, expansive water views, and direct access to "The Cove" and Long Island Sound, 1 Hendrie Drive Ext offers the opportunity to build or renovate in an exceptional waterfront setting. The property includes a separate tax parcel with a private dock, creating the unique advantage of owning both the residence parcel and a separately deeded dock parcel-a rare offering in Old Greenwich. .Just minutes from the village, train station, schools, and library, this property combines waterfront serenity with exceptional everyday convenience. Being sold As-Is. Mailbox address: 1 Cove Ridge Lane, Old Greenwich, CT.

1 Hendrie Dr Extension, Greenwich

$3,299,000
5 Beds ⋅ 5 Baths ⋅ 24181944 MLS
"MEADOW WOOD" - Nearly two acres of Westport's most spectacular land is the setting for this storied estate, which has been completely remodeled, expanded and transformed for modern living. Totally fenced & screened w/privacy trees, this unique property offers rare sophistication with a stunning main residence, gunite pool, and a 2,447+/- sqft barn. Gated driveways lead to both the main house & the barn, and the stunning setting makes an enduring impression. The glamorous echoes of a Hollywood-style estate combine w/incredible updates throughout the transformed interiors. The front-to-back LR has a distinctive bay window & dual doors to a serene porch that gazes across the expansive grounds. The incredible great room is the focal point of this expertly-designed floorplan, combining a Chef's kitchen w/expansive island, endless storage, Thermador appliances, breakfast/casual dining area, all leading to the incredible DR & fam rm which has a wall of folding glass doors creating an effortless flow between the gorgeous interior & exterior spaces while preserving open views across the property. A BR suite w/private access, large laundry rm, mudrm, garage & powder rm complete this level. Upstairs, well-appointed BRs w/designer baths await. The primary suite is an exquisite space w/tray ceiling, fpl, plush bth, walk-in dressing rm & an amazing balcony that spans much of the rear of the home. An elegant patio lines the heated pool. The barn is a dream for auto enthusiasts.

240 North Ave, Westport

$3,295,000
5 Beds ⋅ 4 Baths ⋅ 24209046 MLS
Direct Waterfront with unobstructed views of The Mystic Seaport Museum and a Private Fixed Dock. Exceptional opportunity offering an impressive 176 linear feet of seamless direct waterfront on the Mystic River, with unobstructed panoramic views across the river to the Mystic Seaport Museum with its iconic tall ships and lighthouse. 5 Bedrooms with 2 Full and 2 Half Bath Home, this charming 3,176 square foot shingled shore home is beautifully positioned on a private dead-end street just moments from Long Island Sound, this distinctive property offers and extraordinary waterfront lifestyle with boating, sailing and kayaking directly from your own shoreline. Filled with character and timeless New England Coastal Charm, the 5 bedroom residence offers a gracious and comfortable floor plan designed for both every day living and entertaining. A highly desirable FIRST FLOOR PRIMARY SUITE enjoys beautiful water views while the homes inviting living space takes full advantage of its remarkable setting. Spacious water front decks extend the living and entertaining areas outdoors, while providing and idyllic setting for dining Al Fresco, hosting waterfront cocktail parties and simply relaxing while watching the boats sail by. From sunrise over the Mystic River, to the Majestic Tall Ships of Mystic Seaport Museum, the ever-changing views provide a spectacular backdrop throughout the seasons. Live a Dream! See Video

8 Park Pl, Groton

$3,295,000
6 Beds ⋅ 6 Baths ⋅ 24195176 MLS
Reimagined and elevated, this top grade colonial offers over 7,000 sq ft of living space across 4 finished levels, enhanced by an extensive, no-expense-spared renovation. Beautiful millwork sets the tone from the statement-making 2-story foyer. The kitchen, dining room, and family room were opened into one sun-filled gathering space, anchored by a fully updated chef's kitchen with induction range, double wall ovens, and an oversized eat-at Island. The family room, warmed by a stone gas fireplace, flows to the fenced backyard, now featuring a new outdoor kitchen for al fresco entertaining. A living room with gas fireplace, plus mud room and laundry off the 2-car garage, complete the main level. Upstairs, the primary suite was reworked with a sitting area, new luxe spa bath, dual sinks, soaking tub, steam shower, and expanded closets. The renovation also added a 5th bedroom to this level, for five bedrooms total (one ensuite). The 3rd level offers custom millwork, an office/living area, and full bath - ideal as a Guest Suite. The Lower Level features a TV/Living and Bar area with two fridges, a dishwasher, and ice maker, beamed ceilings, and stone gas fireplace, plus a climate-controlled wine room, 17'x13' home gym, playroom, and bedroom with full bath. 5 minutes to your private neighborhood beach and Stamford Yacht Club, 6 minutes to Metro North, 1 mile to Chelsea Piers. A rare, fully renovated luxury home in one of Stamford's premier waterfront enclaves.

25 Sagamore Rd, Stamford

$3,250,000
5 Beds ⋅ 5 Baths ⋅ 24206047 MLS
Historic Waterfront Sanctuary on Falls River Cove Set on a private 2.57-acre peninsula surrounded by the gentle waters of Falls River and Falls River Cove, this extraordinary turn-of-the-century estate offers a rare blend of rich American history, timeless architectural character, and effortless modern luxury. Originally an 18th-century water mill and lovingly converted into a private residence in the 1900s, this historic jewel exudes warm and historic charm. Main Level & Living Spaces: Welcoming Foyer & Cozy Library: Step inside to a cozy, wood-paneled library featuring built-in bookcases and a classic wood-burning fireplace-the ideal sanctuary for reading or quiet conversation. An L-Shaped Living Room: Framed by rich paneling, and wide board floors this magnificent living space features expansive windows that capture sweeping, multi-directional views of the cove. The Oversized Eat-in Kitchen: Highlights include a charming bay window overlooking the manicured gardens and river, perfect for casual dining. The Formal Dining Room: A generous formal space anchored by a custom built-in corner cabinet, perfect for showcasing fine china or collections.

21 River Rd, Essex

$3,250,000
4 Beds ⋅ 5 Baths ⋅ 24168316 MLS
Set on one of Wilton's most coveted roads, this exceptional custom colonial is beautifully sited amid mature gardens, sweeping lawns and sunset views. Outdoor living is a highlight with a stunning pool, expansive stone patio, authentic Argentine Asado grill and level recreation lawn-an ideal setting for football and soccer games on Thanksgiving, entertaining and gatherings. Inside the main residence, timeless architecture, exquisite millwork, soaring ceilings and expansive windows create light-filled interiors. The renovated gourmet kitchen opens to gracious living spaces, including the great room with floor to ceiling stone fireplace, an elegant dining room for hosting large dinner parties and a warm and inviting family room with gas fireplace and built-ins. The first-floor primary suite features a sitting room, dual walk-in closets, built-ins and spa bath. Upstairs are three spacious bedrooms with window seats and a handsome home office. Connected by a breezeway, the 1,384 SF guest house offers a private entrance, bedroom, full bath, kitchenette, fireside living room, loft and additional living space.Attached and detached 2-car garages, potting shed, storage and circular drive complete this special property. This Nod Hill Road home is truly special.

347 Nod Hill Rd, Wilton

$3,250,000
4 Beds ⋅ 7 Baths ⋅ 24194524 MLS
Set on over an acre at the end of a quiet cul-de-sac within the private Lia Fail Association in Greenwich, CT (Cos Cob), this exceptional stone and clapboard Colonial masterfully blends timeless style with resort-like amenities across approximately 6,300 square feet of beautifully designed living space. The property offers ultimate privacy and an expansive yard designed for grand-scale entertaining, complete with a spacious deck, a professional-grade 54-yard chipping green, and a large hot tub. Inside, this 4+ bedroom, 7 bath home is the pinnacle of effortless sophistication, featuring elegant formal living and dining rooms alongside a gourmet kitchen that opens seamlessly to a sunlit family room and casual dining area. An additional den and a large executive office, outfitted with custom built-ins, a wet bar, and its own en-suite bath, complete the main level. Upstairs, the second floor hosts four large en-suite bedrooms, including a luxurious primary suite retreat. Endless versatility awaits on the finished third floor, which offers a bonus room, office space, and a full bath. The expansive lower level is fully equipped with a playroom, gym, potential au pair/in-law suite with full bath, mudroom, and a two-car oversized garage. This magnificent estate offers an unparalleled private lifestyle, all under 1.5 miles to the train, schools, shopping, dining, and parks.

13 Lia Fail Way, Greenwich

$3,250,000
4 Beds ⋅ 5 Baths ⋅ 24177801 MLS
Impeccably maintained, stunning classic colonial, tucked away on a private road in one of Greenwich's most sought-after enclaves. A combination of traditional New England architecture with spacious interiors designed for comfortable everyday living and entertaining. Enter in through a magnificent, sun filled double height entry. Generously scaled rooms, hardwood floors, multiple entertaining areas and an open floor plan filled with natural light. Large kitchen and family room. Primary suite, one ensuite bedroom and one Jack and Jill with double sink. Finished third floor for office, den, or guests, plus an unfinished attic for storage. Fabulous finished lower level which can be used as an additional family room, gym, or playroom. Large 2 car attached garage. Expansive lawns, mature landscaping, and a magnificent pool offer a private spa like setting that enhances the home's retreat-like atmosphere Quiet, wooded surroundings and elegant curb appeal. A balance of privacy and convenience, with access to top-rated Greenwich schools, country clubs, equestrian properties, and commuter routes to New York City. Minutes to downtown Greenwich, shops and restaurants, beaches and parks!

5 Willow Run Rd, Greenwich

$3,200,000
4 Beds ⋅ 6 Baths ⋅ 24206702 MLS
Welcome to an exceptional luxury retreat in the heart of Weston, where privacy, elegance, and resort-style living come together in a truly remarkable setting. Privately positioned at the end of a long driveway on a desirable cul-de-sac, this distinctive estate offers an extraordinary lifestyle with sophisticated indoor and outdoor spaces designed for both grand entertaining and everyday enjoyment. Step outside to your own private resort, featuring a gunite heated swimming pool, jacuzzi, expansive stone patio, outdoor shower and beautifully appointed outdoor entertainment area with a fully equipped outdoor kitchen. Surrounded by mature landscaping and tranquil natural beauty, the outdoor spaces create the perfect setting for al fresco dining, summer gatherings, or quiet evenings under the stars. The residence offers 5 bedrooms, 5 full bathrooms, and 3 half bathrooms, along with an impressive array of thoughtfully designed spaces, including a billiard room, wine cellar, exercise room, recreation room, office, sunroom and family room. An additional attic level offers a finished room and versatile bonus space, providing even more room for guests, hobbies, or personal use. Every detail reflects a commitment to comfort, entertaining, and refined living. A 3-car garage adds convenience and ample space for vehicles and storage. From the grand approach and peaceful cul-de-sac setting to the exceptional amenities and expansive indoor-outdoor living spaces.

32 Bernhard Dr, Weston

$3,200,000
5 Beds ⋅ 4 Baths ⋅ 24203132 MLS
Experience coastal Madison living with beach rights in this to be built 5-bedroom, 3.5-bathroom home featuring 4,937 square feet of high-end craftsmanship. Designed with an airy, open layout, the main level boasts 9'+ ceilings, Red Oak hardwood floors, and a chef's kitchen equipped with white Shaker cabinetry, quartz countertops, a butler's pantry, and premium Sub-Zero, Wolf, and Bosch appliances. Modern efficiency meets high design with 4-zone HVAC and tankless hot water. Upstairs, unwind in luxurious porcelain-tiled baths complete with Kohler fixtures, custom glass-door showers, and a soaking tub. Outside, enjoy a large main deck, covered front entry, landscaped grounds, and a spacious 3-car garage all just minutes from the shoreline, local schools, and downtown Madison.

22 Stone Rd, Madison

$3,200,000
4 Beds ⋅ 4 Baths ⋅ 24194459 MLS
Offered Fully Furnished. Set within nearly three private acres of mature woodland, Winnick Retreat is a reimagined mid-century modern residence where architecture, landscape and everyday life exist in quiet balance. Originally built in 1962 designed by Yale's very own Herbert S. Newman, the home is defined by its low horizontal profile, deep roof planes, clerestory windows and expansive walls of glass. A dramatic two-story central atrium draws natural light through the interior, while nearly every principal room maintains a direct visual connection to the surrounding trees, gardens and changing seasons.Inside, approximately 4,134 square feet of living space offers four bedrooms and three-and-one-half bathrooms. Warm wood, natural stone and glass create interiors that feel composed rather than formal. The renovated primary suite, custom kitchen and carefully updated living spaces respect the home's architectural character while supporting contemporary life. The property's recent transformation extends far beyond the interior. Landscaped grounds now unfold as a sequence of private experiences: a swimming pool with fire and water features, pool cabana, barrel sauna, fire-pit courtyard, outdoor fireplace and Har-Tru tennis court. Terraces, balconies and garden paths connect living spaces to the natural setting. Recreation and restoration become part of the daily rhythm. Mornings begin with a warm drink on the balcony underneath the tree canopy.

17 Pine Ridge Rd, Woodbridge

$3,200,000
3 Beds ⋅ 2 Baths ⋅ 24069608 MLS
Black Dog Farm, owned by artist Elaine Voghelle, an exceptional estate offering a refined storybook ambiance. The fully restored 1803 Antique Eyebrow Colonial Farmhouse is set on 4.6 acres of prime land along the Appalachian Trail. Renovations throughout the home are executed to the highest standard. The property includes several substantial outbuildings, including a three-level cottage, a two-car detached garage, a sauna and spa room, Tabacco Barn & an expansive horse barn with fully operational paddocks complete with water and electricity. The artist's extraordinary vision brings the estate to life, creating a museum-quality residence that embodies elegance and sophistication. Rare materials and uncompromising attention to detail are evident throughout, including white oak hardwood floors sourced from MOMA, custom handmade mahogany windows fitted with imported wavy German glass, and advanced argon gas insulation. The chef's kitchen is thoughtfully designed with gnarled brass pulls, leathered limestone marble countertops, and a handmade, hand-painted tile backsplash. The retreat was constructed using Pennsylvania Lichen Stone, with stone walls and pillars carefully built to replicate the craftsmanship of centuries past. Bronze metal seamed-heated roofs, snow guards, and cupolas crown each structure, providing both durability and architectural distinction. The grounds are beautifully landscaped with rows of English dwarf boxwoods.

6 Hoyt Rd, Sherman

$3,175,000
4 Beds ⋅ 4 Baths ⋅ 24207013 MLS
Set on prestigious Salmon Kill Road, this exceptional four-bedroom property blends refined luxury with the beauty and tranquility of its natural setting. With a seamless flow of indoor and outdoor living, this exceptional home pairs high-end finishes with an inviting sense of warmth throughout. The main level is designed for both everyday living and effortless entertaining, featuring a gracious living room with a fireplace, a comfortable family room with a woodstove, and a charming three-season porch that wraps around the eat-in kitchen. Abundant gathering spaces and a natural flow to the outdoors create an atmosphere that is both elevated and welcoming. The stunning primary suite is a private sanctuary, featuring two generous closets and a luxurious bath with a soaking tub overlooking the river-a truly special setting to begin and end the day. Two additional bedrooms and a full bath complete the second floor, one of which includes a private loft. A separate guest cottage provides exceptional flexibility, with a studio or workshop space below and a dramatic glass garage door opening toward the yard, ideal for an artist's studio, home office, or entertaining space. A heated in-ground saline pool anchors the beautifully landscaped grounds, surrounded by expansive lawns, mature trees, and meandering river views that create a private enclave.

144 Salmon Kill Rd, Salisbury

$3,150,000
5 Beds ⋅ 6 Baths ⋅ 24189678 MLS
Privately sited in the heart of Greenfield Hill, this updated home blends European-inspired architecture with the modern comforts today's luxury buyers value most. Rich in character, it offers soaring ceilings with exposed wood beams and skylights, wide-plank hardwood floors, custom built-ins, antique mantels, and repurposed antique doors throughout. The dramatic family room flows to a private office, wet bar, and chef's kitchen beneath an expansive skylight. The desirable first-floor primary suite has been transformed with a new spa bath, new gas fireplace, and atrium with a private entrance. Upstairs, a second primary suite features an en-suite bath, dressing room, fireplace, and private balcony. A renovated one-bedroom guest residence with new flooring, updated kitchen and bath, washer/dryer, and private entrance is ideal for extended family, guests, an au pair, or home office. Extensive improvements include a generator, water purification system, drainage system, irrigation, security system with cameras, restored and re-stained roof, renovated mudroom/laundry room, gardens with bluestone walkways and raised beds, and new front fencing. Expansive terraces overlook beautifully landscaped grounds with mature specimen trees and perennial gardens. Just minutes from town, beaches, train, restaurants, and Fairfield Country Day School, this exceptional Greenfield Hill property offers timeless character, privacy, and extensive improvements. Ready to enjoy from the day you arrive!

1760 Hillside Rd, Fairfield

$3,125,000
5 Beds ⋅ 8 Baths ⋅ 24148986 MLS
Handsomely set on two private, resort-like acres, this timeless Nantucket-style residence offers the feel of a secluded family compound. Adjacent to a 21-acre wildlife preserve along the west bank of the Saugatuck River, the setting invites fishing by the river and peaceful walks along scenic trails through the surrounding natural landscape. Custom built by celebrated architect Tim Geitz, the home blends classic design with modern comfort across four levels, all served by elevator. The open floor plan is filled with natural light and thoughtfully designed spaces, including a striking two-story glass-walled home office with fireplace and a beautifully appointed library. A chef's kitchen with breakfast room flows to a spacious four-season sunroom and out to terraces, outdoor kitchen, pool and spa; ideal for effortless indoor-outdoor living and entertaining. The serene primary suite features a private balcony overlooking the tranquil grounds and a luxurious spa bath with heated floors and jacuzzi. Additional amenities include a third-level media room, state-of-the-art fitness studio and walk-out lower level with billiards, bar and an impressive 500-bottle wine cellar. Whole-house generator. A private retreat that feels miles away, yet minutes to the centers of Westport, Weston and Wilton.

253 Rivergate Dr, Wilton

$3,100,000
4 Beds ⋅ 2 Baths ⋅ 24185216 MLS
For the first time in generations, the historic Hindinger Farm is being offered for sale. Originally built circa 1912, this charming 4-bedroom farmhouse offers approximately 2,135 square feet and enjoys sweeping views of open fields, ponds, and preserved farmland. Rich in character and history, the home has served as the heart of one of Southern Connecticut's most recognized multi-generational farming operations for more than a century. This unique offering combines the charm of a country farmhouse with the opportunity to own an established agricultural property encompassing approximately 120 acres across multiple parcels. Potential improvements include a successful farm stand, barns, warehouses, agricultural support buildings, equipment storage, employee housing, ponds, open fields, wooded acreage, and extensive farm infrastructure. Ideally located just minutes from New Haven, Yale University, and major commuter routes, this is a once-in-a-generation opportunity to continue the legacy of one of Connecticut's most established farms while enjoying the beauty, privacy, and possibilities of an extraordinary rural setting.

810 Dunbar Hill Rd, Hamden

$3,100,000
4 Beds ⋅ 5 Baths ⋅ 24178294 MLS
Experience luxurious waterfront living in this stunning home in the coveted Shippan Point neighborhood, offering breathtaking water views, seamless indoor-outdoor entertaining spaces, & private access to the ALC association's private park, beach, & playground with an annual membership. The open-concept first floor features a gourmet kitchen with a gas Wolf Range, Sub-Zero refrigerator, breakfast bar, & a large island with double-sided seating, all overlooking expansive water vistas. Enjoy unparalleled front-row seats to Stamford's Fourth of July Fireworks, & year-round sunrises from your living room & patio. The primary suite provides a luxurious bath and an expansive deck overlooking Long Island Sound. Additionally, a first-floor suite with separate access is complemented by a full wet bar & en suite bathroom. Upstairs, enjoy a water-facing bedroom with bay window views, a full hallway bathroom, & a third-floor retreat with another water-facing bedroom, full bath, sitting room, and cedar closet. The finished basement offers an exercise area, lounge, laundry, and ample storage. Located within a short distance to West Beach, Brennan's Pub, Stamford Yacht Club, Woodway Beach Club & just minutes from Cummings Park, Cafe Silvium, shops, restaurants, concerts, and movies in downtown Stamford, with easy access to the train to NYC-just five minutes away-this serene waterfront oasis combines luxury, convenience, and community for an unparalleled living experience.

22 Ocean Dr N, Stamford

$3,075,000
5 Beds ⋅ 6 Baths ⋅ 24198358 MLS
Perfectly positioned on 2.25-acres on a private lane, this extraordinary new home, expertly crafted by Thomas Sturges Construction, offers modern luxury that embraces its natural environment. From the moment you step inside, the cohesive design & meticulous attention to detail are evident, creating an atmosphere that is as sophisticated as it is welcoming. Whether you're hosting a large-scale gathering or enjoying a quiet evening, the intuitive, effortless flow feels perfectly proportioned. Every inch reflects a commitment to quality, featuring premium finishes & a palette that feels both timeless & fresh. The culinary center of the home is a showpiece, anchored by elegant Taj Mahal quartzite countertops, Thermador appliances, a stunning center island & a spacious walk-in pantry. Each of the 5 generously sized bedrooms is thoughtfully designed as a private sanctuary with its own dedicated en-suite bath. The primary suite is a true standout, offering a spa-like experience with dual walk-in closets & a sense of calm that mirrors the property's serene surroundings. Outside, a covered patio overlooks the expansive, flat backyard - an ideal backdrop for al fresco dining or peaceful relaxation. All this just minutes from Weston's top-rated schools, the town center, the Merritt Parkway & neighboring Westport, offering the perfect blend of seclusion & convenience.

16 Katydid Ln, Weston

$3,000,000
5 Beds ⋅ 5 Baths ⋅ 24206695 MLS
Impeccably updated 5 bedroom colonial with a modern feel, convenient to town, yet private and quiet. Beautiful hardwood floors, 9 ft ceilings on the main level. Gourmet kitchen has custom cabinetry, high end appliances and a large center island. Floor to ceiling glass doors provide easy access to a large deck and brilliant sunlight. The 2nd level features primary bedroom, 2 generously sized closets and spacious primary bath. Two other bedrooms, a full bath and laundry complete the 2nd floor. 3rd floor offers 2 additional bedrooms, full bath and sitting area. On the lower level is a large family/rec room, 2nd powder room, mudroom and access to the 2 car garage. Full house generator. Adjacent to 135 acre Fairchild Wild Flower Sanctuary with 8 miles of nature trails.

99 Porchuck Rd, Greenwich

$3,000,000
3 Beds ⋅ 3 Baths ⋅ 24192583 MLS
Presenting the historic Landis Gores House, an architectural masterpiece epitomizing post-WWII Modernism. Designed in 1946 by Harvard Five architect Landis Gores for his own family, it stands proudly as one of New Canaan's first Modern homes. Gores was at that time working in association with Philip Johnson. He set his own home on a narrow granite ridge astride a majestic 4-acre wooded lot; the residence brilliantly leavens the glass-walled austerity of the International Style with the natural warmth of Wrightian organic architecture.The 130-foot long, single-story form is defined by sweeping horizontal planes, full-height plate glass walls, grey-stained cypress siding, and by natural stone fireplaces, walls and terracing. Its informal, open plan is divided into three distinct pavilions, anchored by the dramatic central living and dining area featuring a raised roof and tall ceilings. Original exterior lighting design by Richard Kelly enhances the seamless integration between the avant-garde interior and its environment. An expansive rear terrace, added by Gores himself in the 1980s, features circular seating areas and an elegant oval swimming pool.Listed on the National Register of Historic Places in 2002 and held by the Gores family since its inception. The Gores family granted a perpetual preservation easement to the National Trust for Historic Preservation. This iconic property offers a once-in-a-lifetime opportunity to own a foundational piece of architectural history

192 Cross Ridge Rd, New Canaan

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