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$1,600,000
4Beds
3Baths
New Fairfield, Fairfield, 06812, United States
BEST VIEWS IN THE STATE! THIS HOUSE IS A MUST SEE! Perfectly positioned, high above Candlewood Lake, this stunning property offers panoramic water views. 11 Hillcrest balances timeless style with modern convenience, letting the lake views take center stage.
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$1,600,000
11 Hillcrest
4Beds
3Baths
New Fairfield, Fairfield, 06812, United States
BEST VIEWS IN THE STATE! THIS HOUSE IS A MUST SEE! Perfectly positioned, high above Candlewood Lake, this stunning property offers panoramic water views. 11 Hillcrest balances timeless style with modern convenience, letting the lake views take center stage. Inside, walls of glass frame the horizon while luxury finishes complete the experience: a quartzite kitchen with Thermador appliances, spa-inspired baths with heated floors and Toto bidets, and wide-plank wood and slate flooring throughout. Smart-home systems, Sonos audio, solid core doors, LED lighting, and advanced water filtration deliver effortless comfort. Step outside to 1, 300 sq ft of stone hardscape overlooking the lake. Enjoy a drink around your built-in firepit while you entertain friends and family on your professionally landscaped grounds with perfectly thought-out uplighting, a rose garden, and more. A rare chance to own a turn-key home with jaw-dropping views, unmatched privacy, and enduring quality.
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$599,000
3Beds
3Baths
2,476Sqft
320, Connecticut, 06812, United States
Homes with this level of character, warmth and thoughtful design are hard to come by. From the moment you enter, youre welcomed by the spacious family room that offers a cozy, yet open feel while the living room is filled with natural light from the bay windows and soaring ceilings. The dramatic vaulted ceiling and a striking rounded staircase sets the tone for the rest of the home.
CENTURY 21
$599,000
13 Macbean Dr
3Beds
3Baths
2,476Sqft
320, Connecticut, 06812, United States
Homes with this level of character, warmth and thoughtful design are hard to come by. From the moment you enter, youre welcomed by the spacious family room that offers a cozy, yet open feel while the living room is filled with natural light from the bay windows and soaring ceilings. The dramatic vaulted ceiling and a striking rounded staircase sets the tone for the rest of the home. At the heart of the home, the bright and inviting kitchen serves as a perfect gathering space, with easy access to both the deck and screened-in porch which is ideal for indoor/outdoor living. A stately wood-burning stove adds charm and efficiency, helping reduce heating costs during colder months. The finished walk-out basement provides incredible flexibility, whether you need a playroom, home office, gym or private retreat. It also features its own split system for heating and cooling and a half bath. Throughout the home, the floors have been freshly sanded and refinished, and the walls newly painted, making it truly move-in ready. The home offers thoughtful upgrades you only get with a well-loved, lived-in property like generator-ready electrical (which includes a generator), updated bathrooms, professionally installed curtain drains and so much more.
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CENTURY 21
$8,500,000
7Beds
7Baths
Darien, Connecticut, 06820, United States
This magnificent Round Meadows estate with a fantastic 9700 sf house on 5.346 acres of private property is now on the market for the first time in more than 54 years. Located in the private Tokeneke Association with protected land trust property to the East and West of it, Round Meadows is the ultimate in privacy and natural beauty.
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$8,500,000
18 Tokeneke Trail
7Beds
7Baths
Darien, Connecticut, 06820, United States
This magnificent Round Meadows estate with a fantastic 9700 sf house on 5.346 acres of private property is now on the market for the first time in more than 54 years. Located in the private Tokeneke Association with protected land trust property to the East and West of it, Round Meadows is the ultimate in privacy and natural beauty. The owners had the vision to preserve, restore and ultimately combine the best of an elegant and storied past of the original grandeur of its early twentieth century origins with new and soaring modern spaces. They meticulously recreated the splendor of the arches, moldings, windows, light fixtures and even the original sweeping driveway while updating it for the state-of-the-art fine living of today. Round Meadows totally renovated 19 room home has 7 bedrooms, 7 full baths, including a spectacular primary suite with spa, 3 half baths, library, office and guest suite. Enter through the 2 story foyer with soaring ceilings to the 3 large entertaining rooms, comprised of the living room, sunroom with bar, and an elegant formal dining room with fireplace. The inviting gourmet kitchen is seamlessly connected to a cozy family room with a fireplace which opens onto extensive terraces that overlook acres of manicured lawns and gardens. Add the 3 car garage off a grand mud hall with bath and laundry. Round Meadows honors the past as it pays forward an aspirational essence in the new construction feel, anchored by old world sophistication.
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$4,495,000
5Beds
6Baths
Darien, Connecticut, 06820, United States
New construction from foundation up and ready for 2026! On a coveted Darien cul-de-sac, this modern colonial boasts 6500sf of elegance and comfort. Step through the welcoming foyer, complete with a coat room and powder room, and into a spacious, light-flooded living room, perfect for gatherings that stretch into the evening.
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$4,495,000
20 Marianne Road
5Beds
6Baths
Darien, Connecticut, 06820, United States
New construction from foundation up and ready for 2026! On a coveted Darien cul-de-sac, this modern colonial boasts 6500sf of elegance and comfort. Step through the welcoming foyer, complete with a coat room and powder room, and into a spacious, light-flooded living room, perfect for gatherings that stretch into the evening. The custom kitchen is a true centerpiece, with a grand stone island, Thermador appliances, an oversized range, and abundant cabinetry. Surrounded by windows, the sunlit breakfast room flows effortlessly to the kitchen/great room, where a gas fireplace and beamed ceiling create warmth and character and flow out to an huge deck overlooking 1.2 private acres. A first-floor office with full bath offers flexibility for work, guests, or a quiet retreat. Everyday ease continues with a mudroom, half bath with stunning, floating quartz vanity, and an attached two-car garage. Upstairs, the primary suite is a serene escape with vaulted ceilings, a walk-in closet, and a private balcony overlooking the lush and private yard. Three additional en-suite bedrooms each feature custom walk-in closets, blending function with elegance. The partially finished third floor and lower level invite endless possibilities - a home gym, playroom, creative spaces, etc. This home has privacy and space for all and is only minutes from town, shops, the beach, golf, the train and all amenities. A new home for the new year!
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$4,199,000
5Beds
4Baths
Darien, Connecticut, 06820, United States
Situated proudly on a knoll near the center of town, this beautifully crafted Nantucket-style Colonial blends timeless grandeur with effortless livability. A gracious front-to-back foyer welcomes guests and draws the eye upward to the belvedere, a hidden nook where sunlight pours in and creates a dramatic entrance.
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$4,199,000
44 Andrews Drive
5Beds
4Baths
Darien, Connecticut, 06820, United States
Situated proudly on a knoll near the center of town, this beautifully crafted Nantucket-style Colonial blends timeless grandeur with effortless livability. A gracious front-to-back foyer welcomes guests and draws the eye upward to the belvedere, a hidden nook where sunlight pours in and creates a dramatic entrance. The library is wrapped in floor-to-ceiling bookshelves, creating an intimate space to read beside the fireplace, enjoy a drink from the wet bar or relax on the adjoining covered patio. The dining room, centered around a grand fireplace, is equally striking and complemented by a butlers pantry with wet bar for seamless entertaining. At the heart of the home, the well-appointed chefs kitchen features an expansive island with seating for five and opens to a great room, where a fireplace and sunlit dining area create a natural gathering place while opening up to the backyard patio for easy entertaining. Bathed in afternoon light, the formal living room is an elegant setting for fireside conversation and quiet relaxation. Upstairs, a thoughtfully designed office with built-in desks leads to 4 ensuite bedrooms, a huge rec room, laundry facilities and a gracious primary suite, complete with a sitting area, fireplace, dressing room and 2 primary baths for refined tranquility. An oversized three car garage has masterfully designed storage while an expansive unfinished basement offers abundant space and possibilities...all just steps from town, dining, and shopping.
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$1,899,000
4Beds
2Baths
Darien, Connecticut, 06820, United States
This gem of a home, in a prime Darien location, is ideal for both entertaining and casual living! As the charming entry sweeps you in, you immediately are surprised by the vaulted ceilings in the spacious living room which is centered around a soaring wood burning fireplace, clad in shiplap and marble.
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$1,899,000
86 Middlesex Road
4Beds
2Baths
Darien, Connecticut, 06820, United States
This gem of a home, in a prime Darien location, is ideal for both entertaining and casual living! As the charming entry sweeps you in, you immediately are surprised by the vaulted ceilings in the spacious living room which is centered around a soaring wood burning fireplace, clad in shiplap and marble. The library serves both as a place to read a book or grab a drink while entertaining in the adjoining family room which is flooded with light and made cozy by a gas fireplace. The dining area is spacious enough for large gatherings and opens to the updated and well-equipped kitchen, with adjacent mudroom and laundry area. Upstairs, the primary suite has a spacious dressing area, an updated bath, and a treasured balcony overlooking the property and providing tranquil sunset views. There are three additional bedrooms, an updated, full bath and the most picturesque, interior balcony where you can grab a moment away. Outside the patio is a favorite gathering spot and overlooks the fully fenced yard with plenty of space to play catch or kick a soccer ball. Getting your steps in, playing fetch with your dog, or simply enjoying the peaceful privacy afforded by Woodland Park Nature Preserve adds to the allure of this home. 1-car garage. Walk to schools, restaurants and the train, this fresh and modern cape is one you shouldnt miss.
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$2,999,000
4Beds
3Baths
Darien, Connecticut, 06820, United States
Come see this freshly transformed home on a gorgeous, flat 2.64 acre lot in the heart of Darien. Rooted in history and alive w/possibility, this freshly renewed and effortlessly inviting, 3,411 sf residence welcomes w/antique wide plank floors whispering the past, while a bright, open flow draws you into the present.
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$2,999,000
561 Middlesex Road
4Beds
3Baths
Darien, Connecticut, 06820, United States
Come see this freshly transformed home on a gorgeous, flat 2.64 acre lot in the heart of Darien. Rooted in history and alive w/possibility, this freshly renewed and effortlessly inviting, 3,411 sf residence welcomes w/antique wide plank floors whispering the past, while a bright, open flow draws you into the present. The formal dining room sets the stage for memorable evenings, while an expansive great room rises w/vaulted ceilings, anchored by a wood burning hearth as sunlight spills through French doors onto a stone patio, uniting the quiet beauty of the outdoors. Nearby, a charming parlor/home office with its own fireplace drifts into a cozy den w/bath, offering space to work or unwind. At the heart of the home, the kitchen shines. New quartz counters and crisp white cabinetry frame a generous butcher block island where meals begin and conversations linger. Here, life unfolds naturally w/gatherings beside a dual-sided fireplace, sharing laughter, stories and simple moments. The adjacent playroom w/half bath completes this ideal setting. Upstairs, 4 bedrooms, 2 full baths, and a thoughtfully placed laundry area create ease for everyday living. Yet its beyond the walls where this property truly captures the imagination. Step outside to a sweeping, level lawn where possibilities stretch as far as the eye can see. Host a soccer match, cultivate a garden, or wander along your own wooded path. This is more than a home. Its a place to grow, gather and dream bigger with time.
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$3,095,000
5Beds
5Baths
Darien, Connecticut, 06820, United States
This expansive 4,400 sf colonial, fully rebuilt in 2013, offers a refined blend of comfort, scale and thoughtful design. A welcoming entry leads to a gracious living room with a fireplace, flowing seamlessly into a formal dining room well suited for both intimate dinners and larger gatherings.
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$3,095,000
35 Hazel Street
5Beds
5Baths
Darien, Connecticut, 06820, United States
This expansive 4,400 sf colonial, fully rebuilt in 2013, offers a refined blend of comfort, scale and thoughtful design. A welcoming entry leads to a gracious living room with a fireplace, flowing seamlessly into a formal dining room well suited for both intimate dinners and larger gatherings. At the center of the home, the sunlit gourmet kitchen features marble countertops, a 6 burner range, double wall ovens, and a large island, opening seamlessly to the family room with fireplace, custom built-ins, and sliding doors to the patio. Outdoor living is equally well considered, with a bluestone patio extending into a level, professionally landscaped yard that supports both relaxation and recreation. The first floor also offers a private office (or guest suite) w/full bath and a mudroom designed for everyday convenience. Upstairs, the primary suite features cathedral ceilings, two walk-in closets and a spa-like, marble bath w/soaking tub and separate shower. three additional bedrooms, a library/homework room, and a spacious laundry room provide comfort and efficiency. The bright third floor and finished lower level provides additional living space and invite imagination-movie room, home gym, playroom, or gathering space. Ideally located steps from the 65-acre Woodland Nature Preserve and within walking distance to the train, shopping, and restaurants. This home has exceptional flow and offers the perfect blend of space, function and convenience.
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$1,395,000
2Beds
2Baths
Darien, Connecticut, 06820, United States
Light, space, and convenience define this townhouse in award-winning Middlesex Commons, adjacent to Whole Foods and a short walk to the Darien Metro-North station. The foyer, with custom cabinetry and bookshelves, leads to an open living/dining room with soaring two-story windows, a fireplace, and sliders to a private west-facing deck overlooking landscaped open space.
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$1,395,000
30 HALE Lane
2Beds
2Baths
Darien, Connecticut, 06820, United States
Light, space, and convenience define this townhouse in award-winning Middlesex Commons, adjacent to Whole Foods and a short walk to the Darien Metro-North station. The foyer, with custom cabinetry and bookshelves, leads to an open living/dining room with soaring two-story windows, a fireplace, and sliders to a private west-facing deck overlooking landscaped open space. The eat-in kitchen enjoys bright southeastern light throughout the morning. The primary bedroom features a cathedral ceiling with a skylight, a spacious bath with a tub and shower, and a private balcony. A second bedroom also offers a cathedral ceiling and skylight as well as a full bath. An office nook sits at the top of the graceful, curved staircase. A detached one-car garage and plentiful parking accompany the home. The beautifully maintained ten-acre grounds include sweeping lawns, a pond, a saltwater heated pool, a pool house, and a charming guest cottage for visitors. Restaurants, shops, drugstores, boutiques, and the Darien Library are all within an easy walk.
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$2,995,000
5Beds
3Baths
Fairfield, Connecticut, 06824, United States
Majestically sited on 2 private acres of professionally landscaped grounds, this exceptional modern farmhouse surpasses new construction standards with uncompromising attention to detail. This 5,500 SF estate exemplifies architectural integrity with handcrafted millwork and bespoke finishes throughout.
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$2,995,000
2015 Redding Road
5Beds
3Baths
Fairfield, Connecticut, 06824, United States
Majestically sited on 2 private acres of professionally landscaped grounds, this exceptional modern farmhouse surpasses new construction standards with uncompromising attention to detail. This 5,500 SF estate exemplifies architectural integrity with handcrafted millwork and bespoke finishes throughout. Superior craftsmanship shines in every detail-from rich white oak hardwood floors to custom built-in cabinetry and designer elements that create an atmosphere of refined elegance. At the heart of the home lies a spectacular kitchen featuring custom cabinetry, premium appliances, an expansive island perfect for entertaining, and stunning quartz countertops. The second level houses 5 generously appointed bedrooms, 4 full baths and 2nd floor laundry. The private Primary retreat complete with a gas fireplace features a spa-inspired bath with heated floors. The walkout lower level offers additional recreational space, including a custom-designed gym for fitness enthusiasts and a full bath that conveniently serves both the lower level and outdoor pool area. Step outside to discover resort-quality amenities, anchored by a saltwater pool surrounded by an elegant bluestone patio. The thoughtfully designed landscape architecture showcases mature specimen trees and carefully curated plantings that frame the residence in natural beauty. This luxury sanctuary represents the perfect synthesis of spacious grounds, complete privacy, and premium amenities-designed for the discerning buyer.
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$1,300,000
Fairfield, Connecticut, 06824, United States
An exceptional opportunity to build your dream home on one of the most desirable and scenic settings in Fairfield. This beautiful, flat 2.65-acre parcel-approved by the Wetlands Commission for a 5-bedroom, 5-bathroom residence with a pool and pool house-offers both privacy and prestige. The property is situated in the estate section of Greenfield Hill.
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$1,300,000
22 Brett Road
Fairfield, Connecticut, 06824, United States
An exceptional opportunity to build your dream home on one of the most desirable and scenic settings in Fairfield. This beautiful, flat 2.65-acre parcel-approved by the Wetlands Commission for a 5-bedroom, 5-bathroom residence with a pool and pool house-offers both privacy and prestige. The property is situated in the estate section of Greenfield Hill. With its driveway access on Brett Road, a designated Scenic Road, the lot faces the beauty and character of historic Congress Street. The location is unmatched: moments from the 186-acre Brett Woods Conservation Area and the 155-acre Roy and Margot Larsen Wildlife Sanctuary, both featuring miles of walking trails, and equally convenient to the town centers of Fairfield, Westport, and Southport. There are currently no other similarly sized lots available in Greenfield Hill, making this a rare and valuable opportunity. All of this is just one hour from Manhattan, offering an ideal blend of tranquility, convenience, and prestige.
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$7,495,000
5Beds
7Baths
6,500Sqft
775 Sasco Hill Road, Fairfield, Connecticut, 06824, United States
Exceptional listing at 775 Sasco Hill Road – a home that seamlessly blends timeless elegance with modern luxury. Completely updated and impeccably decorated by the current owners, this residence offers three full levels of sophisticated living.
Raveis Team
$7,495,000
775 Sasco Hill Road, Fairfield, CT
5Beds
7Baths
6,500Sqft
775 Sasco Hill Road, Fairfield, Connecticut, 06824, United States
Exceptional listing at 775 Sasco Hill Road – a home that seamlessly blends timeless elegance with modern luxury. Completely updated and impeccably decorated by the current owners, this residence offers three full levels of sophisticated living. Upon entering, you're greeted by a stunning cathedral ceiling in the foyer, with 9-foot ceilings throughout the main levels that create an airy, open feel. The thoughtfully designed floor plan includes a formal living and dining room, a private library, and an open-concept kitchen that flows into the large oversize family room with vaulted ceiling—ideal for both everyday living and entertaining. Accommodations include a guest suite located above the garage, a luxurious primary suite with two walk-in closets plus a beautifully appointed ensuite bath, and two additional second-floor ensuite bedrooms. The third floor offers a versatile bonus space complete with a private bedroom, full bath, large walk-in closet, and plenty of space for movie nights, playtime, or a home office. Outdoors, enjoy the serenity of a large stone patio, which leads into meticulously landscaped gardens and a gunite pool, complemented by a storage shed—all set within park-like grounds on 5 private acres. Extensive upgrades have been made throughout the home and property, enhancing both functionality and aesthetics. Step into your own private oasis where peace and tranquility meet everyday living.
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Raveis Team
$7,495,000
775 Sasco Hill Road, Fairfield, CT
5Beds
7Baths
6,500Sqft
$7,495,000
775 Sasco Hill Road, Fairfield, Connecticut, 06824, United States
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