Weston CT Real Estate & Homes for Sale

Wonderful opportunity to develop and create a stunning new construction home situated minutes to town, school campuses, walking trails, and all that bucolic Weston has to offer! Nestled at the end of a cul-de-sac road neighboring million dollar homes, 4 Quail Ridge offers seclusion and privacy yet conveniently located to multiple train stations, the Merritt Pkwy, and Route 7 shopping. This beautiful lot awaits your imagination, and option to custom design your own home based on your needs. Whether you are looking to create your own dream home or work with one of Weston's premier builders George Trudell, this location offers endless opportunity!

Quaint Cape in Weston now available. As you come down the driveway, notice the serene landscape. The main level has a beautiful natural light that fills each room. Hardwood floors finish out the main level and upstairs the bedrooms have wall/wall carpet. Come see what this corner of Weston has to offer.

BEAUTIFUL 1830 BURR HOMESTEAD!! Step back in time with this charming 1830 antique house, boasting large wood plank floors that add a touch of rustic elegance to the property. This historic home showcases the craftsmanship and architectural details of the era. This House features spacious rooms, high ceilings, and an abundance of natural light. The large plank floors, a characteristic feature of the 19th-century homes, add a unique charm and warmth to the space. The property offers a blend of old-world charm and modern conveniences. Parts of the home have been updated for contemporary living, yet still retain elements of the home's original character. This antique house is not just a home, but a piece of history. It's an opportunity to live in a bygone era. Whether you're a history buff, an antique lover, or somebody who appreciates unique homes, this 1830 antique house with original large wood plank floors is a treasure waiting to be discovered. Highest and Best offers due Sunday 9/24 by 6 pm.

Welcome to 6 Tannery Lane, a magnificent contemporary-style home nestled in the picturesque town of Weston, Connecticut. This meticulously maintained 3.4 acre property offers an exceptional blend of modern elegance, luxurious amenities and serene natural beauty including a private pond/river and island. With its striking architecture, lush landscaping and thoughtful design, this residence embodies the perfect family retreat. Ideally situated on a cul-de-sac, this home provides peace and privacy while remaining close to Weston's top-rated schools, shopping and commuting routes. It features a sleek design with clean lines, large windows and an inviting curb appeal. With 3BR and 2.5BA, this residence offers a comfortable yet stylish living experience. The chef's kitchen has high-end appliances and an expansive center island - perfect for culinary adventures and casual dining. The spacious master suite has a spa-like bathroom featuring heated floors and a sauna - your oasis of relaxation. Entertaining is a breeze with the family room featuring a cozy fireplace and the spacious formal dining room - perfect for hosting gatherings and making lasting memories. Step outside to a private backyard with various seating areas including a pergola and a firepit, creating the perfect setting for outdoor relaxation and socializing. The fully finished lower level includes a home gym and plenty of storage, offering additional versatile space for your lifestyle needs.

Situated on a peaceful cul-de-sac, 1 White Oak Lane is the perfect place to call home. Located in one of Weston's most desirable neighborhoods, this home is served by award-winning schools and offers easy access to nearby parks, hiking trails, local shopping and dining and conveniently located a short drive to the Merritt Parkway and 15 minutes from the Westport Metro-North train station and I-95. With 4 bedrooms and 2.5 baths, this beautiful home is perfect for those looking for a spacious and comfortable living space. As you enter the home, you'll immediately notice the bright and airy atmosphere created by the freshly painted walls and natural light pouring in from the large windows.The spacious living room is perfect for entertaining guests or relaxing with family. The kitchen features a sunny eat-in area that overlooks the backyard. Enjoy meals with family and friends in the adjacent formal dining room or take the party to the family room with cozy fireplace then outside onto the deck overlooking the picturesque backyard. Upstairs, the spacious primary bedroom is a true retreat with a marble en-suite bathroom, three additional generously sized bedrooms, each with plenty of closet space and natural light and a hall bath with soaking tub and separate shower.

Fabulous lower Weston turnkey farmhouse colonial in top rated Weston Schools. Superb renovation retaining original character and extensive well designed upgrades/improvements... original windows, shiplap walls and ceilings, solid wood doors and stone floors. Newly renovated (2022/2023) including HVAC systems, tankless water heater, plumbing, electrical , kitchen, bathrooms, flooring, millwork. Main level with the open, easy flow you are looking for with generous family/living/dining (Ethan Allen and Safaveih Lighting)., office, 4 season sunroom. Well appointed & inviting kitchen with marble counter and commercial appliances (Thermador/GE Monogram), 3 wood burning fireplaces. Upper level features primary with high design bath wet room. LeFroy Brooks and Kohler fixtures. 3 secondary bedrooms, laundry and a second upper level family. 2 minutes Weston center, 10 minutes Westport shops/restaurants. Easy NYC Commute

Exquisite colonial on coveted Hemlock Ridge cul-de-sac in lower Weston. Impeccably updated to the highest standards by current owners offering a lifestyle beyond compare. Stunning foyer is embraced by the warmth of sunlight and unparalleled millwork. Living room & formal dining room w/ French doors seamlessly lead to covered patio, outdoor kitchen and heated gunite pool – an entertainer's dream. WFH in the dedicated home office, unwind in the inviting family room w/ fpl. Kitchen and butler's pantry updated w/ every detail meticulously crafted, new custom island to gorgeous quartz countertops & Hemingway cabinetry. Ascend to second floor to discover a serene primary suite complete w/ sitting room, spa-like bath, walk-in closets for two. Enjoy tranquil views of the mature landscaping from this haven of relaxation. 3 additional en-suite bedrooms on this level, 5th bedroom suite over garage, ideal for nanny. Third floor finished playroom. Current owners left no stone unturned with too many improvements to fully list: new Marvin windows, generator, fully deer fenced, exquisite outdoor lighting, cedar roof, furnace, AC units, reconfigured/resurfaced pool, outdoor kitchen, gym/playroom. Enjoy walkability to Aspectuck Land Trust nature trails. Enjoy this vibrant neighborhood complete with Halloween block party. This property offers unrivaled privacy moments from the heart of Weston and is equally close to Westport/Fairfield/Norwalk and convenient to shopping, schools & beaches.

Welcome to your own private oasis at 30 Soundview Farm, sequestered on over 2 acres of breathtaking landscape; a Michael Greenberg original. This remarkable home is nestled at the end of a quaint cul-de-sac, overlooking the 3rd hole of the Aspetuck Valley Country Club; conveniently located in lower Weston, bordering Easton & Fairfield. The grounds begin this home's story as a picturesque paradise. Step into the captivating sun-filled 2 story Foyer. Custom-built millwork flows throughout this open floor plan. A main-level bedroom w/ dramatic vaulted ceilings & full bath presents as great in-law living or private office space. Family Room w/ wood-burning fireplace & French doors flow to the 4-season Sunroom. Living Room w/ a magnificent wood-burning fireplace, bar & butler pantry, & an oversized Deck has the perfect backdrop to entertain gatherings of any size! Enjoy Sunday breakfast in this sun-drenched Kitchen, or a festive dinner in the Formal Dining Room. The upper level features a luxurious 4-room Primary Suite w/ cathedral ceilings, fireplace, jacuzzi tub, & a balcony overlooking the golf course & mature Dogwood trees. The multifunctional vltd 3 room suite offers countless options & features a full bath & balcony. Two additional bedrooms w/ private baths complete the 2nd floor. Finished lower level offers a gym, rec room, full bath and potential bedroom. Mudroom off 3 car garage. Plenty of room for a pool or just walk from your backyard to coveted Aspetuck Country Club.

Welcome to your dream home in the highly sought after section of Lower Weston, CT! Secluded on a quiet lane offering privacy and tranquility, you will find this spacious 5-bedroom, 3-bath home. This home invites the vibrant green backdrop of nature into every room. As you step inside, you'll feel relaxed and welcomed throughout the house. The main floor features a living room with fireplace, dining room, kitchen, sunroom, 4 spacious bedrooms and 2 full baths. The first floor is a fabulous space perfect for entertaining friends and family featuring a huge family room with fireplace, 5TH bedroom or office, spacious mud/laundry room, 3rd full bathroom and an oversized 2 car garage. Imagine cozying up to one of the fireplaces on a chilly evening or hosting gatherings in any of the open living spaces. Also enjoy BBQs on your expansive grounds surrounded by the serene beauty of nature outdoors on your secluded private acreage. Homes in this area of Weston rarely come on the market. Schedule your showing today.

Idyllic Estate with spectacular gardens, gunite pool and spa, charming party barn/pool house/garage, located on cul-de-sac close to schools, Town Center with easy access to highways and train. With beautiful views from every window overlooking exquisite grounds, this 5 bedroom 5 1/2 bath home boasts hardwood floors throughout, light filled gourmet kitchen, professional Office room, lovely Living room with fireplace and cozy Dining room with built in corner hutches and sliders to back terrace. Open Family room with stone fireplace and copper counter wet bar and sunken Sun Room with sliders to back terrace. Gorgeous primary bedroom and spa bath with 2 walk in closets, soaker tub, huge shower, double sinks and a walk out balcony overlooking the back yard. Beautiful en suite bathrooms with walk in showers were added in 2023 to two of the upstairs bedrooms. Side entrance into mudroom, laundry room and separate stairs to 5th bedroom en suite/au pair suite. Finished lower level with media and exercise rooms as well as cedar and wine closets and huge storage area. Full house and barn GENERATOR. Brand new furnace, pool heater and control panel, Well pump and AC over garage.

Welcome to your dream home! This property is an absolute gem, and you can move right in! The current owner has impeccable taste and has meticulously updated the home with everything chosen to complement the house and its stunning landscape. The result is a casual, chic, and contemporary style, with an abundance of natural light throughout. The Great Room features an impressive 2 story field stone fireplace, while the light-filled sunroom is the perfect place to relax and enjoy the views. The Kitchen is a chef's dream, with a brand-new backsplash and countertops. Step out to the stone terrace w retractable awning, and you'll find a magnificent pool w retractable cover and gorgeous grounds. Start your day with a cup of coffee, watching hummingbirds and fish in the koi pond, or unwind by the outdoor fire-pit or hot tub. The first floor includes a guest room, and there are three additional bedrooms, including the primary suite with a spacious walk-in closet. There is also a den, perfect for an office or relaxing by the fire. All the wood floors are new hardwood. With a full house generator, you'll never have to worry about losing power. Located just five minutes from Weston Town Center and Weston's Blue Ribbon Schools, you'll have access to everything this desirable area has to offer. Don't miss your chance to make this stunning property your new home! ASK for list of upgrades.

Midcentury Modern plus Studio on Secluded Waterfront Property. This one-of-a-kind property with 265-feet of shoreline along the Saugatuck River featuring an iconic midcentury modern home and a separate studio on a private two-acre lot. This original Deck House is both architecturally significant and wonderfully livable. Dubbed the “East Coast Eichler” by Architectural Digest, Deck Houses are highly sought after for their quality post-and-beam construction, soaring vaulted ceilings, and expansive glass. This meticulously-renovated home brings natural light, the river and the surrounding woodland landscape into every room. The upper level features a large Living Room with fireplace; a Chef’s Kitchen; a Powder Room; a Primary Bedroom Suite with luxurious Bath and spacious walk-in closet, and an Office/Den. An oversized Brazilian hardwood deck extends the living space on the main floor. On the lower level, find a spacious Family Room with fireplace and floor-to-ceiling glass that opens to the slate terrace, as well as two bedrooms that share another Bath. The separate 320 SF studio with sliding glass doors opens to a deck overlooking the river and provides a perfect setting for work, exercise or relaxation. This secluded waterfront property presents a remarkable opportunity to experience a home of architectural distinction in the bucolic setting of Weston, while still enjoying upscale shopping, restaurants, and beaches in neighboring Westport.Just 75-minutes to/from NYC by train.

A rare lower Weston opportunity. Bring your dreams and enjoy this 4 bedroom 2 1/2 bath colonial situated on a very quiet cul-de-sac. Enjoy the birds humming, and the natural beauty on this two acre lot which can fully be appreciated in every room. The eat in kitchen lends itself to a large family room with a wood stove. Complete access to the oversized deck from the french doors in the family room. The deck is completely private and could become another happy place. Come take a look, this one surely won't last long.

At the end of a cul de sac in one of the few true neighborhoods in town; this custom colonial is only 6 minutes from Weston town center & schools (1.5 miles if you walk!) Whether you walk the dog, go bike riding, or go for a jog; the flat wide roads of Greenfield, Walker & Winthrop Hills, together with Patchen Lane, house 30 homes & is the perfect setting for your exercise of choice. Are you more into hiking through the woods & discovering nature? 15 Patchen is also adjacent to @ 20 acres of woods & open space, complete with a vernal pool (google it! :)) Enjoy the bullfrogs singing & know that their presence means there are no mosquitos in your 2 acre yard! Come in the spacious driveway (you can easily park 8 cars not including the 3 car garage) & into the home itself. With close on 6000 finished square feet on 2 floors; this is simply a fun home with an incredibly flexible floor plan. There are 7 rooms on the 1st floor, including a bedroom/full bathroom. The open kitchen/family room I know you want is here, complete with a cathedral ceiling and one of the 5 fireplaces. The dining room is octagonal with amazing ceiling millwork. Plus 3 multipurpose rooms! Antique designer & high end features are everywhere. Don't miss the fabulous oversized windows. Upstairs are 4 ensuite bedrooms including the 2 room primary suite, plus another family room & kitchenette. AND; a gorgeous gunite pool, spa, & waterfall, stone patio and built in BBQ. And yes, a generator. Wow.

Heated in-ground pool, open concept floor plan, full in-law apartment, and 2+ acre professionally landscaped property -- this home has it all! Stunning 4/5BR contemporary boasts several recent upgrades and is light and bright with lots of entertaining spaces. The oversized chef's kitchen, with large island, custom cabinetry, SubZero fridge, beverage drawer, warming drawer and two sinks and dishwashers, flows effortlessly into the dining and living rooms. A set of sliders lead you to the amazing patio, recently remodeled saltwater pool and an outdoor fireplace. Primary bedroom is also on the first floor and features dual walk-in closets, a wonderful spa bathroom and a balcony overlooking the pool. On the upper level are three large bedrooms, all with walk-in closets, and two full baths. The lower level includes a game/playroom, den and/or home gym and wine cellar as well as an apartment with separate entrance and access to a private terrace. Whole house generator, new powered awnings with wind sensors, and indoor and outdoor surround sound included. Pool has an electric cover and garage is heated! Recent improvements include exterior painted, new exterior lighting, power awnings with wind sensors, renovated first floor and upper level bathrooms, new backyard fence, and freshly painted hallways, foyer, and basement. A true oasis in the beautiful town of Weston!

Welcome to your private getaway in the heart of nature – a charming half-acre one-bedroom home nestled between Devil's Den Nature Preserve and the Saugatuck Reservoir in the North Woods of Weston, Connecticut. Tucked away from the bustle of the world, this delightful residence offers a tranquil retreat amidst the beauty of the great outdoors. The home's rustic charm is evident when you arrive, as it harmoniously blends with the natural surroundings. For those who appreciate the allure of nature, this property is a dream come true. A short stroll through the woods leads you to a pristine fishing spot, offering hours of relaxation as you cast and enjoy the beauty of the water. For those looking for recreational activities, the home is a walking distance from Morehouse Farm Park and minutes away from Weston Field Club and Weston Racquet Club. Weston residents have rites to Westport amenities such as golf, pool, beach, marinas, and tennis/paddle.

Welcome to your own private oasis at 30 Soundview Farm, sequestered on over 2 acres of breathtaking landscape; a Michael Greenberg original. This remarkable home is nestled at the end of a quaint cul-de-sac, overlooking the 3rd hole of the Aspetuck Valley Country Club; conveniently located in lower Weston, bordering Easton & Fairfield. The grounds begin this home's story as a picturesque paradise. Step into the captivating sun-filled 2 story Foyer. Custom-built millwork flows throughout this open floor plan. A main-level bedroom w/ dramatic vaulted ceilings & full bath presents as great in-law living or private office space. Family Room w/ wood-burning fireplace & French doors flow to the 4-season Sunroom. Living Room w/ a magnificent wood-burning fireplace, bar & butler pantry, & an oversized Deck has the perfect backdrop to entertain gatherings of any size! Enjoy Sunday breakfast in this sun-drenched Kitchen, or a festive dinner in the Formal Dining Room. UpperLevel: luxurious 4-room Primary Suite w/ cathedral ceilings, fireplace, jacuzzi tub, & balcony overlooking golf course & mature Dogwood trees. The multifunctional vltd 3-room suite w/ full bath & balcony offers countless options. Two additional bedrooms w/ private baths. Finished lower level offers a gym, rec room, full bath, and potential bedroom. Mudroom off 3 car garage. Plenty of room for a pool or just walk from your backyard to coveted Aspetuck Country Club. Also available for RENT for 13,500 per month.

Great opportunity to get to know Weston while searching for a new home. Or perhaps you are renovating your home and tired of the dust? This is your ideal solution. The rental term is 10/1/2023-11/30/2023. This fully, furnished home is well-maintained in a private, quiet setting with easy access to the Merritt Parkway, Westport train station and Weston town center and schools.

Exquisitely Designed- Masterfully Constructed, 29 Rogues Ridge Welcomes You ON 4.7 Stunning Acres, Ascend past waterfall, to one of the most elevated lots in Weston. From "Sunrise To Sunset," 360 degree views are integrated thru-out this unparalleled "non speculative-CUSTOM ESTATE completed 2022 "- seller just never moved in! Defined by seamless indoor/outdoor balconies living & entertaining spaces, 6BD's+6 ensuite & 1half baths, 6- FP's,+3 media/offices, 3 finished levels showcase over 7500sq.ft. in living space, including main & upper level primary suites, both with 2-dressing rms & LUXE- spa-baths, upper with FP & office, stunning open floorplan interior brimming with luxurious details, boasts chic-cabled three-story staircase, true chef's kitchen with adjacent formal dining both with barn pocket & French doors that can screen all catering areas for more formal entertaining. A grand scale Great-rm with huge fireplace opens to magnificent balcony/terrace, adjacent butlers pantry with scullery. The 3rd floor & L/L 2nd.Kit, game-rm, gym/playrm, in-law/nanny offer endless possibilities to suit your family needs. Modern & traditional aesthetics harmoniously combine the finest materials & craftmanship; natural gas, elevator, designated pool site +add a party-barn/pool house, sport/tennis court! Truly one of the most elegantly appointed homes-Breathtaking Forever Views Await 55 Min. to Manhattan!

Exquisite 1970 Renovated 3 Bedroom House with Renovated Barn and Private Art Museum in Weston, CT Nestled in the heart of Lower Weston, Connecticut, this exceptional 3.25 acre property offers a unique blend of historic charm and modern luxury. Situated on a meticulously landscaped estate, this renovated 3-bedroom house presents an unparalleled opportunity to experience gracious living alongside the breathtaking beauty of a fully renovated barn and an 6500 square foot private art museum, meticulously crafted by the owner to showcase his father's remarkable art collection. A true one of a kind property and opportunity for the discerning buyer.

Salt Box Cottage-Farmhouse, Majestically Situated On One Of Weston-MOST beloved Cul-de-sacs~ Inviting sun-drenched living-room with fireplace & paneling is nicely appointed adjacent to updated eat-in-kitchen! Front to back family-room also with fireplace opens to terrace, fenced play-yard, pool & whimsical screened porch, perfect for summer fun & dining! Gleaming hard-woods throughout main & upper levels, with 4 bedrooms, 2 full baths-in addition there is a HUGE L/L In-law-(1250sq.ft.) Nanny-suite or 5th. bedroom with full bath! Space also includes separate game-room, office/studio all nicely tiled that-opens by private entrance to lovely lawn w/pretty gardens! All updated in 2020, with many thoughtful improvements, creating attractive cottage living~ Just Moments To Acclaimed Weston Schools, Town-center ! Moments to Westport Main Street & Beaches- Easy Commute To Merritt Parkway- Train- Approx.. 55 Min To Manhattan!

Welcome to 335 Georgetown Road! Drive down an ultra-private & majestically long driveway which opens to mature grounds of tranquil & professionally landscaped foliage, natural stone & flowering plants. This modern masterpiece sits high up above its 3.38 ACs including a fully professionally lit Tartan full basketball court, a hidden rear pool that sits directly off the primary bdrm. Ultra-high ceilings & glass allows for tons of natural light into the home all day yet still shaded beautifully by smartly placed trees throughout. Entertain in your grand living room w/its floor to ceiling walnut encased fireplace & second story walkway. The home is outfitted w/sun drenched fitness room, an office attached to the primary bedroom, 2 walk in closets, walk out entertainment family room, & unending extra storage rooms below. 5 Minutes to acclaimed Weston schools & 3 minutes to the Merritt Parkway! We expect offers on this immediately so don't hesitate to make your appointment to see!

Welcome to 335 Georgetown Road! Drive down an ultra private and majestically long driveway which opens to mature grounds of tranquil and professionally landscaped foliage, natural stone and flowering plants. This modern masterpiece sits high up above its 3.38 acres including a fully professionally lit Tartan full basketball court, a hidden rear pool that sits directly off of the primary bedroom with private bedroom access. The ultra high ceilings and glass allows for tons of natural light into the home all day yet still shaded beautifully by smartly placed trees throughout. Entertain in your grand living room with its floor to ceiling walnut encased fireplace and second story walkway. The home is outfitted with a sun drenched fitness room, an office attached to the primary bedroom, two walk in closets, a walk out entertainment family room, and unending extra storage rooms below. 5 Minutes to acclaimed Weston schools and 3 minutes to the Merritt Parkway! We expect offers on this immediately so don't hesitate to make your appointment to see!

There are 21.2 acres of undeveloped property, in the heart of Lower Weston in Fairfield County, waiting for you and the home(s) of your dreams or keep it as is for 'the sporting life'. Country setting in lower Weston is only 1.4 miles to School Road and only 2.4 miles to town center. Potential 3 lot subdivision map located in suppliments. Seller had conditional approvals for 3 lots and 3 septic systems for three 5 bedroom single family home with lots and lots of spare acreage in 1999. The acreage includes paths, slopes and seasonal views in an area that attracts a variety of wildlife. Endless possibilities & only minutes to town and the most affordable natural multiple acreage property in Lower Fairfield County.

Welcome to 22 September Lane. One level living at its best with POOL, TENNIS COURT & HORSE BARN/STABLE! Walk into a bright open living room with vaulted ceiling, painted beams & sky lights, floor to ceiling brick wood burning fireplace with mantel, built-in shelves & cabinets. Dining room has sliders leading to outside deck with grill perfect for outdoor dining. Nearby stairway leads to an amazing large, level lush green lawn. Charming French country kitchen has eat-in area adjacent to laundry/mud room. Hardwood floors throughout main level with 3 bedrooms, 2 1/2 baths. Large primary bedroom with double exposure has sliding doors to its own private deck to relax & enjoy your morning coffee al fresco while overlooking a serene & wooded setting. Featured on lower level is a complete finished apartment or in-law suite with family room, wood-burning fireplace, game area, king size bedroom with pocket doors leading to a den or 2nd bedroom, full bathroom & walk out access to rear of property. Stepping out to this amazing two acre property is an oasis resplendent with heated Gunite pool, spa and waterfall, built-in grill and kitchen prep area. All set on stunning large granite stones surrounded by professionally landscaped perennial flowering gardens. Step down to a newly resurfaced tennis court. Want to play tennis under the lights? Eight huge overhead lights surround the perimeter of the court that allow you to enjoy an evening of tennis. Check out video!