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$3,400,000
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
$3,400,000
5 Beds ⋅ 5 Baths ⋅ 24171479 MLS
This beautifully renovated Ward French custom home offers elegant formal spaces, a chef's kitchen, flexible guest and office accommodations, a luxury primary suite, fitness studio and sitting room with balcony. The home's 2,442 square foot lower level offers tremendous untapped potential, providing an opportunity to create customized luxury amenities such as a home theater, golf simulator, wine cellar, wellness spa, or guest retreat. Outdoors a spectacular 20' x 40' pool and spa, multiple entertaining patios, and lush private landscaping create a true retreat. Moments from schools and town amenities, this exceptional Westport residence perfectly balances luxury and everyday living.

27 Woody Ln, Westport
$3,400,000
5 Beds ⋅ 4 Baths ⋅ 24175285 MLS
Welcome to coastal elegance in this contemporary Waterfront Villa in prestigious Linden Shores Association, offering commanding views of Long Island Sound and the Thimble Islands. From the moment you enter the residence, the open floor plan is designed to deliver a refined coastal experience where water views and natural light fill every room. Once inside you will discover a meticulously renovated home-beginning with the beautiful top-of-the-line chef's kitchen overlooking the living room and dining area-perfect for entertaining and everyday living. The remodeled chef's kitchen, featuring a breakfast bar, generous island, and dining area with access to a covered deck, ideal for morning coffee or sunset dinners with panoramic water views. The living rm features a wood burning fireplace and floor to ceiling windows and sliders to covered deck. The primary bedroom has been completely re-imagined with private screened in porch, remodeled bath with heated floors and walk in closet with laundry. Moving upstairs you'll find an Ensuite and 2 additional bedrooms with access to covered deck and laundry room. Additional features include a Large Flag Stone patio for outdoor entertaining with access to sandy beach, 3 Level Elevator, Whole House Generator, indoor/outdoor security with cameras, finished lower level ideal for gym or office. Close proximity to Pine Orchard, Stony Creek, Restaurants, Town Green, shopping, Train, Yale New Haven. 75 Miles NYC. More photos to come.

280 Linden Ave, Branford
$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
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
5 Beds ⋅ 3 Baths ⋅ 24194050 MLS
A once-in-a-generation waterfront opportunity in Old Greenwich, CT. Nestled above the tranquil waters of Greenwich Cove, build or renovate at 1 Hendrie Drive Extension to capture breathtaking sunsets, expansive water views, and direct access to ''The Cove'' and Long Island Sound. With a private dock, elevated setting, and extraordinary natural surroundings, this property offers a lifestyle rarely available on Connecticut's Gold Coast. Just moments from the village, train, beaches, and schools, it is the perfect blend of waterfront serenity and everyday convenience. Truly one of Old Greenwich's most distinctive and irreplaceable properties. Mailbox: 1 Cove Ridge Ln, OG. Property being sold As-Is.

1 Hendrie Dr Extension, Greenwich
$3,300,000
7 Beds ⋅ 4 Baths ⋅ 24189025 MLS
Rarely does a home in this coveted pocket of Greenwich come to market. This beautifully expanded seven-bedroom residence offers turnkey living on a private one-acre lot on a quiet cul-de-sac. A two-story foyer sets the tone, opening to sun-filled living spaces designed for both grand entertaining and everyday ease. The gourmet kitchen, appointed with granite countertops, a professional-grade Wolf range, stainless steel appliances, skylights, and a generous center island, flows effortlessly into the family room at the heart of the home. The serene primary suite is complete with a dressing room, walk-in closet, and spa-inspired bath, while heated towel warmers grace three full bathrooms. A finished lower level offers refined flexibility as a media lounge, gym, or in-law suite. Outdoors, a stone patio and custom outdoor cooking station with a built-in grill and griddle make entertaining and everyday dining a pleasure in every season. Central air, a heated two-car garage, and impeccable attention to comfort throughout complete this rare offering in one of Greenwich's most desirable enclaves. Conveniently located in close proximity to schools, restaurants, and train stations.

59 Dandy Dr, Greenwich
$3,300,000
3 Beds ⋅ 3 Baths ⋅ 24071370 MLS
Custom built with exceptional craftsmanship and attention to detail, this stunning coastal-area estate sits on one of the largest properties in the neighborhood with water views from every room, three separate deeds totaling approximately two acres, including two separate waterfront lots, with one being the perfect site for your future docking needs. Designed for both luxury and comfort, the home features radiant heated floors on all three levels, 9-foot ceilings, extensive crown molding, custom transom windows, surround sound, intercom system, whole-house generator, and fully insulated walls throughout. The chef's kitchen is equipped with Uba Tuba granite, custom cabinetry, Viking 6-burner cooktop, full-size double Wolf ovens, dual dishwashers, and premium finishes throughout. The main-level primary suite offers tray ceilings, oversized accessible doorways, spa-like bath, walk-in closet, and private safes. Additional highlights include a heated 3-car garage, walk-out lower level with future finishing potential, multiple office/flex spaces, custom built-ins, outdoor rain shower and fire pit seating area. Enjoy nearby private beach association access at Tuttle's Beach, completing this rare luxury offering.

57 Faulkner Dr, Guilford
$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
$3,295,000
3 Beds ⋅ 3 Baths ⋅ 24170658 MLS
Experience the essence of Essex village living in this distinguished historic home. Perfectly positioned in the heart of the village, 17 Scholes Lane is a master class in period charm and modern amenities offering a peaceful, sun-drenched retreat where 18th-century soul blends seamlessly with high-end, contemporary finishes. Thoughtfully renovated to prioritize water view, light and flow. At its center is the airy chef's kitchen, a striking space featuring, architectural drama, soaring vaulted ceilings and oversized windows that bathe the room in natural light and maximize the expansive water view. Exquisite finishes, custom cabinetry anchored by a natural stone island, and designer details like premium Waterworks fixtures provide a polished, timeless touch. Throughout the home, the character of 1784 is vibrantly alive. You'll find original paneling, wide-plank flooring, and period doors with their authentic hardware. The first-floor primary suite offers a private sanctuary of modern luxury. The ensuite bathroom is a work of art, featuring marble-tiled floors and walls paired with elegant Waterworks appointments. Adding to the old-world charm are the three working wood burning fireplaces. One is centered in the Living Room which features a floor to ceiling bow picture window capturing the ever-changing, picturesque water view and nature.

17 Scholes Ln, Essex
$3,295,000
7 Beds ⋅ 9 Baths ⋅ 24163614 MLS
Major estate with the highest standards of construction located within the Sunny Ridge historic district. Situated on 10 private, park-like acres with an over-sized heated pool, fabulous stonewalls, giant dining terraces, pond and orchard. 7+ bedrooms, Billiard room, screening room, paneled library, sunroom, new country kitchen, 100-person party room boasts a restaurant size bar, sound system and commercial kitchen, maid's quarters, two guest rooms with en suite bathrooms, and 16-car garage. Tremendous Value! The Best Opportunity on the Market!

10 Sunny Ridge Rd, Washington
$3,295,000
5 Beds ⋅ 4 Baths ⋅ 24156368 MLS
UNBELIEVABLE PRICE! Direct waterfront with dock. See it before it's snatched off the market! Spend your days on the water and end each evening with spectacular west-facing sunsets. Welcome to an exceptional waterfront retreat on coveted Gregory Point overlooking Norwalk Harbor. Beautifully renovated and truly move-in ready, this modern coastal farmhouse captures panoramic water views from nearly every room. The sunlit chef's kitchen with wood-burning fireplace flows seamlessly into a casual family room wrapped in glass. A large formal dining room, a spacious living room and adjacent sunroom set the stage for effortless entertaining. Upstairs, the serene Primary Suite features sweeping harbor views, a sitting area with coffee bar, spa bath with soaking tub and steam shower, and multiple walk-in closets. Three additional bedrooms, two baths, and two bonus rooms (one lined with windows) offer exceptional flexibility. A first-floor office or fifth bedroom and custom mudroom complete the layout. Outside, enjoy a wraparound porch, bluestone patio, and your own stationary pier with floating dock - boating begins at your doorstep. Attached garage plus separate detached garage. Moments to beaches, golf, tennis, and local dining. One hour to NYC.

9 Sylvester Ct, Norwalk
$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
$3,250,000
4 Beds ⋅ 6 Baths ⋅ 24136440 MLS
First time being offered is 21 Grove, an exquisite property located on the bank of the Mystic River, a convenient walk into town. This only 18 years young home is designed to assimilate within its historic neighbors yet is elevated with the superior craftsmanship and modern updates. You'll find a well-conceived floor plan that invites both intimate family living and grand-scale entertaining. Notable features: - Bluestone patio overlooking the river for al fresco dining & relaxing - Impeccably landscaped grounds encompassing nearly one acre - En suite bedrooms that promise privacy and convenience for family and guests alike. -Two primary bedrooms; one conveniently located on the first floor - Six fireplaces that provide warmth and ambiance during New England's colder months. - River access for launching kayaks and paddleboards, when the warmer months arrive. Your positioning couldn't be better with your proximity into town, gorgeous views, easy access via backroads to I-95, and walkability of the scenic River Road to which you are at the very start of. This is quite the rare find to have this level of class & comfort in a home with no work needing to be done and numerous benefits being so close to vibrant downtown Mystic and all it has to offer. Own your own piece of history in one of the most prestigious neighborhoods of Mystic. Home is ready for you to turn the key, enter and stay.

21 Grove Ave, Groton
$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 ⋅ 24186522 MLS
Exceptional equestrian estate featuring a fully equipped horse facility and charming Cape-style home. Ideal for equestrians, trainers, or boarding professionals, the property offers 16 rubber-matted stalls, a large well-lit indoor arena, and a second-floor viewing lounge with kitchen amenities-perfect for lessons, clinics, and entertaining. The barn includes a wash stall, feed room, hay storage, boarder tack lockers, laundry area, and full bath. Safety is enhanced by a commercial sprinkler system. Owned pole-mounted solar panels are installed but are not currently operational. Outside, expansive grass paddocks and a large sand/stone dust outdoor arena provide ample space for training and turnout. Bordering Land Trust property with a river and miles of trails, you can horseback ride or hike directly from your back door. "The Shepaug is one of those rivers that looks like it was painted by someone who had too much talent and not enough canvas." written by Charles Hayes. The Cape-style home features 3 bedrooms and 2 full baths, blending classic New England character with modern comfort. A 2-car attached garage is complemented by a detached 4-car garage, plus an additional detached 3-car garage with a second-floor apartment-ideal for guests, staff, rental income, or a home office.

4 Judge Rd, Roxbury
$3,200,000
3 Beds ⋅ 4 Baths ⋅ 24182852 MLS
DIRECT WATERFRONT within the private enclave of homes in Johnson's Point. This is the one you hoped would come on the market. Originally built circa 1915, and now completely rebuilt from the foundation up. The architect and builder have collaborated to create a masterpiece, with a meticulous eye for detail, and high quality finishes. There are spectacular water views from most every room, beautiful wood floors, and original, exposed beams. Opportunities for swimming, fishing, and kayaking are at your doorstep. The private, sandy, association beach is close by as well. As an added plus, this property is not in a flood zone. The home was moved and expanded in 2025, and a full, functional basement was created at that time. The natural beauty of the setting has been enhanced by professional landscaping. The kitchen is a chef's delight with expansive quartz countertops, wonderful food prep areas, including a center island, and there is a separate breakfast bar. The open floor plan of the main level is ideal for entertaining. The bedrooms are all generously sized, and two have ensuite baths. There is even a third-floor room, ideal for an in-home office. A separate parcel, known as 25 Wood Road, with a two-car garage, is included with this sale. The tax for that parcel is $3,348.00. This is truly a generational property not to be missed.

32 Wood Rd, Branford
$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
$3,195,000
5 Beds ⋅ 7 Baths ⋅ 24190505 MLS
Prestigious Hoyt Farm Tudor: An Elegant Two-Acre Oasis Near the Village. Nestled on two beautifully landscaped, ultra-private acres in the highly coveted Hoyt Farm neighborhood, this exceptional Tudor offers over 7,400 square feet of sophisticated luxury and warmth. A grand, two-story foyer welcomes you into a seamless, light-filled layout featuring a formal living room with dramatic vaulted ceilings, a handsome wood-paneled library, and an open chef's kitchen that flows effortlessly into a spacious family room with a fireplace. The primary suite is a true sanctuary, boasting its own cozy fireplace, a private balcony overlooking the grounds, a generous dressing room, and a sun-drenched, spa-like bath. Four additional bedrooms and four-and-a-half baths ensure plenty of space and comfort for everyone. Outside, your personal resort awaits: host gatherings on the tranquil brick terrace by the outdoor fireplace, swim in the stunning heated pool, or simply enjoy the park-like property framed by mature specimen trees. Complete with a three-car garage, this magnificent estate offers unparalleled privacy and convenience, located just minutes from the train, vibrant village life, and top-rated New Canaan schools.

56 Long Lots Rd, New Canaan
$3,195,000
3 Beds ⋅ 4 Baths ⋅ 24179865 MLS
Magical Barn-Style Home composed of 3 Barns and a Silo set on a manicured lawn and apple orchard. The 6-acre hilltop setting with views is fully enclosed by a gated deer fence and is in the heart of the Calhoun Street Historic District adjacent to Averill Farms Orchard. Flagstone Terraces, In-Ground Heated Pool, 60 Apple Trees, Blue Hydrangeas and Nantucket New Dawn Roses. Vaulted Cathedral Barn Ceilings, Exposed Posts and Beams, 5 Woodburning Fireplaces, Chef's Kitchen with Viking Gas Range, Sub-Zero Refrigerator. Currently functions as 5 Bedrooms. Hardwood Floors, Central Air Conditioning, 3-Car Garage. The perfect sophisticated country estate!

5 Kielwasser Rd, Washington
$3,150,000
4 Beds ⋅ 6 Baths ⋅ 24166793 MLS
Set along a coveted stretch of the Connecticut River, this stunning, turnkey waterfront compound offers a rare convergence of privacy, protected views, and deep water access-just over one mile from the heart of Chester Village. Encompassing 2.65 acres with 285 feet of direct river frontage, the property unfolds as a true waterfront retreat. Manicured grounds lead seamlessly from the residence and terrace to a deepwater dock designed for serious boating enthusiasts, and onward to a beach-creating an immersive riverfront experience rarely found in the CT River Valley. Rooted in historic design and masterfully renovated in 2010, the residence reflects timeless New England architecture while incorporating modern livability. The result is a home that feels both enduring and refined. A standout feature for collector/hobbyists are six garage bays, offering exceptional space for auto enthusiasts, boating and recreational storage. Designed to accommodate a range of lifestyles, this offering is equally compelling as a luxury weekend retreat or a multi-generational compound, with space and setting that invite both privacy and gathering. Despite its seclusion, the estate remains connected to the vibrant charm of Chester Village. Adding to the setting's unique appeal, the seasonal Connecticut Valley Railroad introduces a nostalgic dimension, reflecting the rich area history. A rare offering where protected waterfront, architectural integrity and lifestyle converge. Welcome to East View.

288 Middlesex Ave, Chester
$3,149,000
7 Beds ⋅ 8 Baths ⋅ 24168594 MLS
Rock Ledge, a private estate in Weston, is set on nearly five acres surrounded by protected land at the end of a cherry-tree-lined private drive. A reimagined Tudor Revival that blends historic character with modern living. Originally built in 1918, the property was once the residence of Godspell author John-Michael Tebelak. It has evolved into a compound of a brick mansion, pool house with apartment, and converted barn, largely by architect Jack Franzen. The main residence offers over 11,000 square feet with 7 bedrooms, 6 full and 2 half baths. The two-story media wing includes a home theater, library, office, and billiard room. The conservatory overlooks stone terraces, a waterfall and pond, and gardens. The primary suite and office have private balconies. The estate is further distinguished by multiple auxiliary structures: a carriage house with guest accommodations, a separate guest residence, and a heated party barn dating to circa 1850. A pool with spa, pergola, and outdoor kitchen complete the grounds. Original architectural details such as leaded glass windows, rich hardwood paneling and window seats and doors, five stone and brick fireplaces, and other features have been preserved. Modern additions introduce light-filled living spaces. New appliances and updated mechanicals service the buildings. Rock Ledge offers luxury and privacy rare in this area, and promises a lifetime of enjoyment for a buyer who appreciates its beauty.

214 Good Hill Rd, Weston
$3,125,000
6 Beds ⋅ 7 Baths ⋅ 24188287 MLS
Nestled on a private lane, this Southport luxury estate offers a pin-drop quiet setting just minutes from Southport Village, Southport Harbor, the Southport train station, I-95, and the Merritt Parkway. Set on over two level acres, it blends tranquility and convenience. The home features six bedrooms, including a gracious first-floor primary suite with a fireplace, dual spa-like bathrooms, separate dressing areas, and French doors opening to landscaped gardens. A wood-paneled library with a wet bar and a guest suite with a private staircase and full bath add character and flexibility. The country kitchen features wide-plank pine floors, tiled countertops, and Traulsen and Wolf appliances. Outside, an expansive pool, stone terrace, outdoor fireplace, private lighted hardtop sport court, and nine-stall barn showcasing original architectural details complete the setting. Formerly owned by Hall of Fame quarterback Joe Namath.

420 Morehouse Ln, Fairfield
$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
$3,100,000
24167723 MLS
Imagine the possibilities! From residential to commercial opportunities this waterfront parcel is ideally poised for transformation into luxurious waterfront and water-view condominiums, townhomes or apartments. Alternatively, retain the existing turnkey and profitable establishment with income producing tenants while allowing the property to appreciate overtime. Just over the creek abutting Fairfield town line this property offers unparalleled location and convenience. Black Rock's vibrant community, recreational amenities, and serene waterfront atmosphere create the perfect backdrop. Whether you're an investor, developer, or visionary, imagine the potential to curate your next venture. Buyer is responsible for all due diligence regarding building envelope.

Bridgeport
$3,050,000
5 Beds ⋅ 6 Baths ⋅ 24193553 MLS
Come see this spectacular colonial farmhouse as seen in publications such as Connecticut Cottages & Gardens, Country Living, Architectural Digest along with numerous catalogues, books, and advertising campaigns this bucolic and exquisitely designed 5 bedroom, 5.5 bath is not to be missed. Design by a renowned kitchen and bath designer as her personal house and then elevated by a leader in the home industry, this house provides a seamless floor plan. A large bonus space above the garage is illuminated year round by natural light making it the perfect family hangout in the cooler months and a professionally designed garden and fountain provide for exquisite 3 season outdoor living and entertaining space. The basement yields an additional space and a full bath for an effective au pair or in-law suite. Custom high-end window treatments throughout that are also motorized in the bedrooms, combine with perfectly selected light-fixtures to further enhance the home. This house is tucked into the side of Cross Ridge Road providing the feeling of privacy all while maintaining that neighborhood feel. Schedule your tour today as this one will not last long.

215 Cross Ridge Rd, New Canaan
$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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