4,418 houses for sale in Weston town, Fairfield County Connecticut

Welcome to 26 Ivy Court in the desirable Knollbrook Condominiums of Shelton! This spacious end-unit condo offers a wonderful combination of comfort, convenience, and flexible living space. A sought-after main-level primary bedroom suite makes one-level living easy, while a second private suite on the upper level is perfect for guests, family, or additional living space. The home features a two-car attached garage, a large deck ideal for relaxing or entertaining, and a full unfinished basement offering plenty of storage and excellent potential for future finished space. Newer mechanicals provide added peace of mind. Enjoy the privacy and additional natural light of an end unit along with a convenient Shelton location close to shopping, restaurants, major highways, and everyday amenities. With its versatile floor plan, generous storage, two bedroom suites, and desirable main-level primary, 26 Ivy Court is a wonderful opportunity to enjoy comfortable condominium living in Knollbrook!

Welcome to an exceptional nature lover's paradise! This stunning 3-bedroom ranch home is positioned on a private 2.46-acre lot, directly across from the serene, protected woodlands of the Bethel Land Trust. Included in this remarkable offering are two adjacent lots, #60 and #62 Wolfpits, measuring 2.47 acres and 2.80 acres, for a total of 7.73 acres. Experience unparalleled privacy, abundant wildlife, and breathtaking views right outside your front door. You have the option to keep the extra acreage as your own exclusive sanctuary or capitalize on its future potential. This is a unique opportunity not to be missed! This property is being sold as-is as a complete package. If you plan to build on the additional lots, it's essential to consult with an attorney to conduct the necessary due diligence regarding zoning, land use, and local building permits. For definitive property boundary lines, refer to the most recent recorded survey map. Seize this chance to own a remarkable piece of land

Welcome to Southport! 42 Anvil Rd is a truly custom home, distinctly different in quality and design from the neighboring Toll Brothers builds. Situated on a quiet cul-de-sac with only six homes and backing up to conservation-protected land, it offers exceptional privacy and a serene setting. Step out back to the elevated Brazilian Ipe deck which provides the perfect space for relaxing mornings and sunset dinners. Savor the quiet! Thoughtful details fill every room, from the handsome custom walnut Kitchen island to the stunning Family Room with soaring cathedral ceilings, plentiful windows and French Doors and unique custom finishes throughout. Work from home in the private Office on the main level with a view of your back yard. On the second level, the spacious Primary Suite features spa-inspired luxury with custom wood accents, while three additional Bedrooms accommodate your family and guests beautifully. Do not miss the extraordinary additional living spaces in the Walkout Lower Le

Tucked at the end of a private shared driveway far off the main road, this exceptional Wilton colonial has the feel of a quiet cul-de-sac - offering the perfect blend of privacy, space, and convenience. The heart of the home is an expansive great room that flows into a spectacular kitchen - ideal for everyday living and effortless entertaining - with sliders opening to a wraparound deck overlooking a beautiful, flat yard. The formal dining room is made for holidays and dinner parties alike. Upstairs, the generous primary suite is a retreat unto itself, complete with a walk-in closet, full bath, and a private office. Three full bathrooms serve the home, with a flexible fourth bedroom upstairs perfect for guests, a playroom, or a home office. A third garage bay provides excellent storage. Perfectly positioned in the heart of Wilton - just minutes to town center, Georgetown, Cannondale Station, and major highway access

Welcome to White Hills! Set on 1.36 private acres in one of Shelton's most desirable neighborhoods, this expansive Colonial offers over 3,884 square feet of living space with a versatile layout ideal for multigenerational living, extended family, or guests. Featuring 5 bedrooms and 5 bathrooms, including 3 full and 2 half baths, this home provides an impressive combination of space, privacy, and flexibility. A standout feature is the spacious in-law suite, complete with a large private bedroom, full bath, and half bath, creating a comfortable and separate living space while still being connected to the main home. The main residence offers 4 additional generously sized bedrooms and 2.5 baths. At the heart of the home is an oversized eat-in kitchen featuring granite countertops, stainless steel appliances, abundant cabinetry, and a generous pantry. The expansive family room is highlighted by dramatic vaulted ceilings and a wood-burning fireplace, creating a warm and inviting gathering sp

Tucked away on nearly 2 private acres in the peaceful, sought-after Huntington neighborhood of Shelton, this modern and low maintenance Ranch style home is as move-in ready as it gets. The thoughtfully finished layout offers 3 well sized bedrooms including a full bath with tub on the main level and a convenient half bath plus laundry on the lower level. The lower level features a large rec room space for entertaining, storage in the extra closets, an attached two car under the home garage and sliders to the flat and nice sized backyard with shed for extra storage. The major mechanicals have been replaced for total peace of mind: a brand-new Navien propane combination furnace and water heater system, zoned separately for each floor, plus a new reverse osmosis water filtration system. Enjoy refinished hardwood floors throughout and the most perfect outdoor entertaining area complete with TV hookup for the sports fans. Recent updates also include all-new window screens, ceiling fans insid

Experience upscale living in this beautifully appointed 3BR/3.5BA townhouse in the highly desirable Toll Brothers community of Bethel Meadows. The sun-filled eat-in kitchen features custom cabinetry, a center island, pantry, breakfast nook, vaulted ceiling, skylight, and direct access to a private deck-perfect for morning coffee or outdoor dining. Entertain with ease in the elegant dining room with tray ceiling or relax by the gas fireplace in the inviting living room. Hardwood floors enhance the main level. Upstairs, the spacious primary suite offers a vaulted ceiling, walk-in closet, and spa-inspired bath. Two additional bedrooms with vaulted ceilings, a full bath, and convenient upper-level laundry complete the second floor. The finished walkout lower level (520 sq ft) provides exceptional flex space for a family room, home office, gym, or guest area, along with abundant storage and a two-car garage. A new furnace adds peace of mind. Lots of visitor parking across the street. Enjoy

REQUESTING HIGHEST and BEST BY 8PM TUESDAY, AUG 25TH. Welcome to 26 Pleasant Street, where updated finishes, flexible living space and a garden-inspired outdoor setting come together within an established Bethel cul-de-sac. This 4 bedroom home offers a den/home office and a finished lower level with radiant floor heating for added comfort. An updated kitchen featuring shaker-style cabinetry, stainless steel appliances, tile backsplash and island seating opens to a comfortable dining area with direct access to the outdoors and a light-filled living room with hardwood floors. Outside, a spacious deck overlooks the backyard, while a patio and fire-pit area extend the outdoor gathering space. Raised garden beds and apple trees sit within mature greenery and a classic white picket fence. Central air, laundry, recessed lighting, garage and city services further enhance everyday living. Close to Downtown Bethel, Metro-North, schools, parks and recreation, the location keeps community amenitie

NEW PRICE! Exceptional value in Bethel! Built in 2017, this beautifully maintained 3-bedroom, 2.5 bath townhouse offers a bright, spacious layout, modern finishes, central air, natural gas, tankless hot water, and an attached garage. Move-in-ready and conveniently located near Bethel Center, shopping, dining, parks and commute routes. Now offered at $485,000. Come take another look! Major Price improvement! $485,000. A fantastic opportunity to own a newer 3-bedroom townhouse in Bethel. Move-in ready and available for quick closing. Schedule your showing today!

Sasco Point- A Rare Waterfront Estate. Perched on over 11 acres with 450 feet directly on Long Island Sound, Sasco Point is an extraordinary coastal retreat. Nestled at the end of prestigious Sasco Hill Road, this architecturally stunning estate blends Swedish, Dutch, and Moorish influences, creating a residence that is as elegant as it is timeless. A discreet gated entrance leads to a winding drive, revealing a breathtaking landscape of curated gardens, rolling lawns, and panoramic water views. Designed for both grand entertaining and intimate gatherings, the estate features a newly built multi-car garage with a second-floor art studio and play space, a new pool, birch garden, and an expansive patio, all seamlessly integrated with the natural beauty of the surroundings. A private dock with stairs to the secluded beach provides direct waterfront access, while a newly added wine cellar and lower-level suite with a full bathroom enhance the home's luxurious amenities. Recent upgrades, in

Tucked away on a beautifully landscaped lot in Shelton's sought-after Huntington neighborhood, this exceptional home offers the perfect blend of comfort, space, and resort-style living. Inside, you'll find spacious bedrooms, soaring cathedral ceilings, and a unique loft-style primary suite that creates an open and inviting feel. The enclosed patio provides additional year-round living space, perfect for entertaining or simply unwinding. Outside, escape to your private backyard retreat featuring a sparkling in-ground pool, a peaceful koi pond, and mature landscaping that offers beauty and privacy. Whether hosting family and friends or enjoying a quiet evening outdoors, this home is designed for making lasting memories. Conveniently located close to parks, shopping, restaurants, and major commuter routes, this is a rare opportunity you won't want to miss

Built in 2022, 40 Richmondville Avenue offers generous scale, a thoughtful layout, and true move-in-ready ease. Bright, open-concept main level connects kitchen, dining, and living spaces, with high ceilings and oversized windows throughout. The kitchen features a full Thermador appliance suite, large island with integrated outlets, extensive cabinetry, walk-in pantry, and mudroom with built-ins. Upstairs includes a spacious primary suite with walk-in closet and spa-like bath with heated floors, soaking tub, and oversized shower. Two bedrooms are connected by a Jack and Jill bath, each with lofted spaces for added flexibility. Additional bedrooms offer options for guests, office, or evolving needs. Third floor provides a private, multi-purpose level, while the finished lower level includes polished concrete floors and a bar/kitchenette area for casual entertaining. Six bedrooms, five-and-a-half baths, and four finished levels offer exceptional flexibility. Located just minutes from dow

WELCOME and prepare to be completely wowed by 79 Cold Spring! This home is remodeled from top to bottom, this stunning 3/4-bedroom, 3 full bath home that sits on a cul-de-sac street and showcases exceptional craftsmanship throughout. Every space has been thoughtfully redesigned, including a fully renovated lower level featuring living area, bedroom, and full bath-perfect for an in-law suite, guest space, or flexible multigenerational living. The main level offers a GORGEOUS custom-built kitchen with a HEATED center island, propane gas range, and high-end finishes that elevate everyday cooking. The open living area includes a cozy fireplace and split system for efficient comfort year-round. A sunroom with heat and heated flooring provides a warm retreat in every season and leads directly to a brand-new outdoor deck ideal for relaxing or entertaining. Additional highlights include a spacious 2car garage, beautifully updated baths, and an impressive level of detail and custom work that tr

Set behind private gates in Westport's prestigious Red Coat estate area, this extraordinary luxury residence offers the utmost in privacy and sophisticated design. Thoughtfully conceived with elegant architecture, exceptional proportions, soaring 10-foot ceilings on the main level, 9-foot ceilings on the second floor and finished lower level, and light-filled interiors, the home blends sophisticated style with effortless everyday living. A stunning custom kitchen appointed with premium Thermador appliances anchors the home, flowing seamlessly into beautifully designed living and entertaining spaces. Superior materials, custom millwork, and bespoke finishes define every room, while 6 ensuite bedrooms in the main residence provide exceptional comfort. Elevator-ready! Walk-up attic offers added possibilities. Outdoors, beautifully landscaped grounds create a private resort setting featuring a spectacular saltwater pool and spa. A separate 550-square-foot guest/pool house/ADU offers ideal

Move right into this well-maintained raised ranch offering the perfect combination of space, comfort, and convenience. Set on a scenic 2.24-acre lot, this 3-bedroom, 2.5-bath home has been thoughtfully refreshed with recent improvements, including fresh interior paint in many areas, a recently painted exterior, and new carpeting the main level. The bright, inviting main level features a spacious living room, dining area, and eat-in kitchen, along with three comfortable bedrooms and two full baths. The finished lower level expands the living space with a large family room highlighted by a fireplace, a half bath, laundry area, recreation, ideal for a home office, entertaining, or everyday living and direct access to the attached two-car garage. Step outside to enjoy the expansive backyard, offering plenty of room to relax, entertain, garden, or simply take in the peaceful natural surroundings. Conveniently located near shopping, restaurants, schools, parks, Route 8, and other everyday am

Step inside this oversized quintessential New England home and discover the perfect blend of casual luxury, modern comfort, and exceptional entertaining space-all enhanced by the convenience and flexibility of true first-floor living. The heart of the home is the expansive open-concept kitchen and dining area, featuring custom cabinetry, marble countertops, newer stainless-steel appliances, and an oversized center island with abundant seating. Hardwood floors flow throughout the first floor, adding warmth and sophistication. The beautiful family room is filled with natural light and anchored by a cozy fireplace, creating the perfect setting for both quiet evenings and large gatherings. The desirable first-floor primary suite offers an ensuite bath with a walk-in shower. Flexible space off the family room is ideal for a home office, playroom, den, or lounge. A convenient first-floor laundry/mudroom and oversized 2-car garage further enhance the home's functionality. Upstairs, you'll fin

Highest and Best by Noon on Saturday, 6/27. Nestled in the heart of highly desirable South Wilton, this beautifully updated Cape offers the perfect blend of timeless charm and modern comfort. Set on 1.13 picturesque acres, the home features over 3,500 square feet of living space, including four spacious bedrooms, two-and-a-half baths, and a flexible floor plan designed for today's lifestyle. Warm hardwood floors, two fireplaces, and abundant natural light create an inviting atmosphere. The kitchen is a cook's delight. It is updated with white cabinets, white granite countertops and gas stove, two sink areas, and a large center island with stools. There is also a breakfast nook, with lots of light and garden views. A garage with a studio above offers exceptional versatility for a home office, creative space, gym, or overflow guest space. Outside, enjoy a private backyard oasis complete with a patio, mature landscaping, and charming stone walls, ideal for outdoor dining, entertaining or

Nestled on a peaceful 1.12-acre lot along a quiet South Wilton street, this property offers the perfect balance of privacy and convenience. Surrounded by mature trees and natural beauty, the setting provides a serene retreat while still being just minutes from everything Wilton has to offer. Ideally located with easy access to shopping, restaurants, schools, parks, and major commuting routes, this home combines a tranquil lifestyle with everyday convenience. Whether you're enjoying the expansive yard, entertaining outdoors, or simply appreciating the peaceful surroundings, this is a wonderful opportunity to enjoy the best of South Wilton living. The last 8 photos are virtually staged* Go through all of the photos to see these empty rooms become a home with a little imagination. How gorgeous do these rooms look furnished'! It's all about the vision! This South Wilton home offers spacious rooms, endless possibilities, and the perfect canvas to make your own. Owner will not be doing any u

Experience modern luxury in this beautifully reimagined home, set on 1.57 scenic, park-like acres. Thoughtfully renovated, this 2,864 sq ft residence offers open-concept living spaces filled with natural light and sophisticated finishes throughout. The designer kitchen features a stunning island and premium cabinetry, flowing seamlessly into the dining and living areas with a dramatic linear fireplace. The spacious family room opens to a sun-soaked bluestone patio overlooking an expansive backyard extending to the pond-an idyllic setting for entertaining and everyday enjoyment. The fabulous primary suite is a private retreat with a cozy fireplace, incredible walk-in closet, and beautifully appointed modern bath. Two additional bedrooms complete the second level, while a private 4th-bedroom ensuite is ideal for guests or flexible living space. A main-level office/5th bedroom, powder room, and mudroom with custom built-ins leading to the 2-car garage add versatility and convenience. Idea

Originally built in 1726 and extensively remodeled, reimagined and re-engineered in 2007, 149 Dudley Road is a rare country estate where nearly three centuries of history meet sophisticated modern living. Set behind gates on more than five magnificent level acres, this exceptional property combines timeless New England character, beautifully considered interiors and extraordinary amenities in an idyllic, park-like setting. The main residence is warm, elegant and filled with natural light, with wide-board floors, handsome millwork, dramatic stone fireplaces, original architectural details and inviting covered and wraparound porches that honor the home's remarkable heritage. Generously scaled rooms and an open, effortless flow are complemented by a stunning kitchen and beautifully appointed baths featuring luxurious finishes that are both classic and timeless. Designed equally for intimate everyday living and memorable entertaining, the home extends seamlessly outdoors. An exceptional ou

A rare opportunity to own one of Newtown's treasured historic properties, this beautifully restored 1865 residence, formerly part of the renowned Newton Curtiss Estate, seamlessly blends timeless New England charm with modern luxury. Set on over five level, park-like acres with a peaceful pond, mature landscaping, and an inviting in-ground pool, this exceptional property offers both privacy and elegance. Inside, rich period details complement thoughtful renovations throughout. The welcoming living room is centered around a classic fireplace and custom built-in bookcases, while the formal dining room features a built-in china cabinet, making it ideal for entertaining. Designed for the culinary enthusiast, the gourmet kitchen boasts a professional Thermador gas range, 3 ovens and heating draw, granite countertops, cherry cabinetry 'heated floors' a soaring vaulted ceiling, and a stunning Palladian window that fills the room with natural light. An airy sunroom with tumbled marble flooring

Privately nestled in Westport's coveted Old Hill neighborhood, this distinctive five-bedroom New England residence blends timeless character with thoughtful modern updates. Sun-filled interiors, beautifully scaled rooms, and original architectural details create warmth and authenticity throughout. The chef's kitchen is designed for both everyday living and entertaining, while the stunning, light-filled family room with fireplace offers a welcoming gathering space overlooking the beautifully landscaped grounds. A true standout is the inviting pub room with its original wood bar - an exceptional setting for entertaining, celebrations, or relaxed evenings at home. The versatile third level offers endless possibilities as a private guest retreat, second primary suite, home office or gym. Outside, mature specimen trees, flowering gardens, rolling lawns, and elegant stone terraces create a private retreat that evolves beautifully with the seasons. A charming barn with electricity, water, cab

Highest and Best by Noon on Saturday, 6/27. Nestled in the heart of highly desirable South Wilton, this beautifully updated Cape offers the perfect blend of timeless charm and modern comfort. Set on 1.13 picturesque acres, the home features over 3,500 square feet of living space, including four spacious bedrooms, two-and-a-half baths, and a flexible floor plan designed for today's lifestyle. Warm hardwood floors, two fireplaces, and abundant natural light create an inviting atmosphere. The kitchen is a cook's delight. It is updated with white cabinets, white granite countertops and gas stove, two sink areas, and a large center island with stools. There is also a breakfast nook, with lots of light and garden views. A garage with a studio above offers exceptional versatility for a home office, creative space, gym, or overflow guest space. Outside, enjoy a private backyard oasis complete with a patio, mature landscaping, and charming stone walls, ideal for outdoor dining, entertaining or

Step into the timeless charm of Rock House Woods, an enchanting 1800s farmhouse seamlessly blending historic character with modern conveniences, including GEOTHERMAL heating and cooling! A welcoming front porch invites you into this sun-drenched home, where wide-plank floors, exposed beams, large picture windows and a charming country kitchen creates an atmosphere of warmth, character and sophistication.The spacious family room, adorned with French doors, opens to a lovely flagstone patio-perfect for effortless indoor/outdoor entertaining. The newer primary suite impresses with vaulted ceilings, a grand Palladian window, and a luxurious en-suite bath. Two additional bedrooms and a full hall bathroom complete the second floor. The versatile third-floor space is ideal for a home office, playroom, or 4th bedroom. For equestrian enthusiasts, this picturesque Horse Property features a well-appointed barn with tack room, an additional three-stall stable, and two paddocks, offering the flexib

Welcome to this beautifully updated two-story townhouse in the highly desirable Glen River community, ideally located just moments from the heart of Wilton Village. Enjoy the convenience of walking to shops, restaurants, the library, parks, the Norwalk River Valley Trail, and the Metro-North train. Inside, the open-concept main level features gleaming hardwood floors, a spacious living and dining area, an updated kitchen, and a convenient powder room-ideal for both everyday living and entertaining. Upstairs, the sun-filled primary bedroom boasts a vaulted ceiling and a generous walk-in closet. A versatile second room is perfect as a guest bedroom, home office, or study, while a full hall bath and an oversized hallway closet provide excellent additional storage. Central air conditioning ensures year-round comfort. Residents of Glen River enjoy a community pool, beautifully landscaped grounds, and the convenience of a covered parking space just steps from the unit. Offering a low-mainten

Introducing an exceptional new build from Simple Plan Home Builders, multiple HOBI Award winners known for iconic Westport homes. Just a short stroll to Compo Beach, this striking modern coastal retreat is privately set on a coveted cul-de-sac, blending luxury, light, and effortless living. Spanning four levels, this six-bedroom home features an airy layout with refined finishes throughout. The open-concept kitchen flows seamlessly into the main living spaces, highlighted by a statement fireplace. A glass-enclosed office offers privacy, while additional living and dining areas, a stylish scullery, and an oversized mudroom add everyday functionality. A dramatic pivot door opens to a gallery-style entry. Upstairs, the primary suite is a serene retreat with its own fireplace, dual walk-in closets, a dressing area, and a spa-like bath. Four en-suite bedrooms and a laundry room complete the second floor, while the top level offers a private sixth suite, office, and flexible open spaces. The

Welcome to Plumtree Heights, where comfort and convenience come together in this inviting townhome. The main living area features a fireplace, perfect for relaxing evenings, along with a functional layout designed for everyday living. The kitchen offers both bar stool seating and a dinette area, creating a versatile space for casual dining and entertaining, with sliding doors that lead out to a private patio. Upstairs, you'll find two well-proportioned bedrooms and a full bathroom, including a primary bedroom that features its own private balcony-an ideal spot to enjoy your morning coffee or unwind at the end of the day. The lower level provides additional flexible living space, perfect for a home office, recreation room, or hobby area. Additional highlights include central air conditioning, in-unit laundry, and ample storage throughout. Conveniently located just behind the unit are several visitor parking spaces for added ease. Residents of Plumtree Heights enjoy access to community a

Marvelous opportunity at 205 Mountain Road in Wilton! This ranch-style home is set on approximately 1.60 acres with a lightly wooded, sloping lot. The property features one-level living, a screened porch, a private well, and a private septic system. Its existing layout offers a solid starting point for renovation and value creation. Update the current home, redesign the interior, or explore expansion possibilities, subject to town approvals. The property's natural setting provides privacy while remaining convenient to Route 7, shopping, dining, and nearby amenities. Ideal for investors, contractors, builders, or buyers seeking a renovation project in the Wilton market. Bring your plans and vision to unlock this property's full potential

Welcome to the highly sought-after Aspetuck Village! Step inside this spacious Clemens II unit, where a welcoming foyer opens to an impressive living space designed for effortless entertaining. The sun-filled eat-in kitchen flows into the formal dining area and oversized living room, featuring a beautifully positioned fireplace and sliders leading to a large screened-in deck overlooking a serene backyard. A main-level bedroom and full bath offer flexibility for guests or those seeking one-level living. Upstairs, you'll find two generously sized bedrooms, each with a private full bath, including a spacious primary suite with a walk-in closet. The partially finished lower level provides additional living space ideal for a recreation room, home office, or gym, along with direct access to the one-car garage. Additional highlights include main-level laundry and a brand-new roof with no special assessment! Aspetuck Village is known for its meticulously maintained grounds and exceptional amen

Opportunity knocks! Impeccably maintained 2 bedroom townhouse in desirable Greystone on the Lake complex. This spacious end unit is warm and welcoming with cathedral ceilings and an open floor plan on the main level. Enter through the gracious foyer, through to the grand living room with gleaming hardwood floors, beautiful gas fireplace (2017) and lovely built-ins. The kitchen is well appointed, with newer stainless appliances and slider to a private deck. A half bath and cozy den/office round out the main floor. Upstairs, the primary suite offers you a personal oasis, with it's high ceiling, gorgeous cabinetry and stunning full bath with heated floor. The 2nd bedroom is good sized with ample storage. The additional full bathroom is roomy and the laundry is conveniently located just outside the bedrooms. The lower level is expansive and walkout to a private patio. It provides lots of storage and opportunity for additional finished space. This home has been flawlessly cared for with so