The median home value in Weston, CT is $1,400,000.
This is
higher than
the county median home value of $552,700.
The national median home value is $338,100.
The average price of homes sold in Weston, CT is $1,400,000.
Approximately 86.73% of Weston homes are owned,
compared to 2.72% rented, while
10.56% are vacant.
Weston real estate listings include condos, townhomes, and single family homes for sale.
Commercial properties are also available.
If you see a property you’re interested in, contact a Weston real estate agent to arrange a tour today!
At the end of a cul-de-sac on a private road, you will find 12 Winslow Rd! Situated on 3 acres in Lower Weston, offering both serenity and a convenient location. This home has been masterfully reconstructed with the perfect blend of contemporary and traditional design elements, spanning over 3,700 sf with 4 bedrooms and 4.5 baths. Upon entering, the foyer showcases an open concept design with natural light encompassing every room. The main level boasts a dramatic family room featuring vaulted ceilings, fireplace set on a Roman Clay background and slider doors leading to an extended deck. A spacious modern eat- in kitchen with quartz counters and vast waterfall island opens to both the dining and living room with a second fireplace, creating the optimal space for hosting. Just down the hall from the kitchen, you will find an expansive office that is perfect for the" work from home" setup. Upstairs, the primary suite boats a stone fireplace, a spa like bathroom, sitting area and 2 walk in closets. Three additional bedrooms and 2 baths complete this floor, including an "ensuite." The walk-out lower level is the perfect flex or recreational space featuring an additional 750sf+ of finished space with sliders leading to a patio. Enjoy breathtaking sunset views and tranquility from this sprawling property and outdoor living space, featuring a large deck spanning across the back of the home, patio and masonry. This is truly a must-see property!
Gorgeous new construction located in one of Weston's most beautiful and highly desirable neighborhoods (Singing Oaks). The private and wooded 3.56 acre site is situated at the end of a sunny cul de sac and has room for a pool!. This stylish 5 BR, 4 bath, 2 half bath home has an open floor plan which gives it a bright and airy feel! Meticulously constructed with custom luxury finishes and superior craftsmanship. This home has a well thought out design with living spaces that are both classic and functional. Special features include: a gorgeous chefs kitchen with custom cabinets, a large center island, high end appliances & sliders which leads to a spacious composite deck; efficient propane furnaces; a two story foyer; glass stair railings; oak hardwood flooring throughout; a light and bright 2 story family room with a gas FP (opens to the kitchen); The main level includes a generous sized dining room, an amazing mudroom off the garage w/separate powder room, a formal living room & a first floor guest bedroom with an en-suite bath. The stunning primary bedroom suite features dual walk-in closets, a luxurious primary bath with a soaking tub and huge shower area. The second floor also has 3 additional bedrooms, 1 with an en-suite bath and the other two with a Jack & Jill bath. The walk-out lower level will have approx 2200 Sq' of finished space. Minutes from town Center, Blue Ribbon award winning schools, parks, shopping, restaurants and approximately 1 hour commute to NYC.
Welcome to 41 September Lane, a charming Dutch Colonial nestled in the serene town of Weston, Connecticut. With its classic architectural style and solid construction, the home exudes timeless appeal and offers endless potential, all in a most beautiful setting. As you step inside, you'll find a welcoming living room, a dining room perfect for entertaining, a spacious kitchen and a family room with a wood-burning fireplace. Upstairs, three bedrooms, including the primary bedroom suite, provide comfortable living spaces for family and guests. Set on a tranquil lot, the property offers a peaceful retreat with mature trees and plenty of space for outdoor activities. An added bonus to the property is a detached, two story barn. Located in a desirable neighborhood, 41 September Lane is conveniently close to Weston's top-rated schools, parks, and local amenities. Embrace the opportunity to bring new life to this classic Dutch Colonial and make it your own. Location, location, Location - don't miss out on this opportunity!
Here is an opportunity to own a little piece of New England history-a 1749 Antique Colonial with rare King-cut wood floorboards. 3 Fireplaces. Lovely, bright Sunroom. Fireplace in the Dining Room (the original kitchen) with a bee hive oven. Grounds are magical. The property has a shed and a barn with kennels. There is a pull-down attic in the barn. The owner bred Wolf Hounds so the barn has 4 stalls and a 2-car garage, heated with a sink and running water. This home has a fully finished, heated, walk-up attic. This space could be made into a 4th bedroom because there is a 1500-gallon septic tank. There is a full-house generator and plenty of storage. With some TLC this could be your forever home!
Captivating 5 BR Tuscan-inspired home beautifully captures Mediterranean-style living, blending timeless elegance w/modern touches. Open floor plan features airy, sunlit rooms w/rich hardwood floors, latch-black wrought iron windows & French doors that invite natural light, ventilation & a connection w/nature. 3 FPLC add warmth & character. Main floor emphasizes Mediterranean design w/a seamless flow between indoor & outdoor spaces. LR & DR boast floor-to-ceiling windows & wood-burning FPLCs, creating an elegant yet inviting ambiance. Gourmet kitchen features custom Kraftmaid cabinetry, granite counters, wine fridge & high-end appliances. Family rm, framed by windows, opens thru double French doors to a redesigned patio, offering views of a lush lawn that flows into a scenic meadow, celebrating outdoor living. Luxe primary suite is a peaceful retreat w/a FPLC, full closets, & marble bath, complete w/ spa tub, shower & double vanities. Upstairs, 3 addl BRs (1 w/a walk-in closet, another w/a Murphy bed) share a sumptuous spa-like bath. Main floor 5th BR w/adjacent full bath showcasing flexibility for guests or home office. Additional spaces include: a bright finished 3rd flr & a 1,750 sq. ft. walk-out LL, w/a full bath, laundry room & French doors opening to a cobblestone patio, 2 car garage, mudroom, & a historic cottage w/renovation potential. Located in Lower Weston, close to Westport shopping, Aspetuck CC, & award-winning schools, this home is truly a special find.
Nestled in the heart of Weston, this timeless country estate is accessed via a private driveway and set on 6.77 secluded acres. Originally built in 1969 and beautifully refurbished in 2017, the stone and wood-shingled main house is a remarkable blend of historic charm and modern luxury. The thoughtful floor plan features a western-facing formal living room w/ fireplace, the perfect spot for enjoying stunning sunsets. Entertaining is a delight in the elegant dining room with its own fireplace, which flows seamlessly into the expansive kitchen which boasts a Calacatta Barerra marble coffee bar, a large center island, high-end stainless steel Bosch appliances, and bay window with a dining area that overlooks the professionally landscaped backyard and patio. Outdoor living is enhanced by a sparkling in-ground fiberglass pool, a cabana, a cozy pergola, and fire pit. The family room, complete with large stone fireplace and built-in bookshelves, provides a warm and welcoming space to unwind. Upstairs, the tranquil primary suite offers a fireplace, sitting area, luxurious five-fixture bath, and a private deck for ultimate relaxation. Two add'l ensuite BRs complete this level. The third floor includes two more BRs and full bath. The property also features an updated 5-stall horse barn with loft, a versatile space that has hosted memorable celebrations and offers endless possibilities. A true masterpiece, this home is a timeless treasure designed to be cherished for generations.
Immerse yourself in the tranquility and beauty of nature in this fabulous 4 bedroom center hall Colonial, ideally located on a quiet street in sought-after lower Weston. Set on picturesque property, with level lawn and mature trees and plantings, this home is your private retreat from the bustle of every day life. Step inside to find a thoughtfully laid out home with stunning espresso hardwood floors, inviting neutral paint palette, and great flow that just makes sense! Good sized formal dining room is right off the foyer as is the over-sized, front to back, living room with elegant fireplace and tons of natural light. Pretty kitchen with gas cooktop, double wall oven and newer dishwasher and fridge has the benefit of a lovely eat-in breakfast nook that frames gorgeous views of the lush back yard. Kitchen opens to the expansive family room with plenty of space for your over-sized sectional and has sliders open to the huge, low maintenance Trex deck for outdoor fun! Large 4 season sunroom - perfect for gym/home office or playroom completes the main floor. 4 bedrooms, including the primary suite, are all upstairs along with 2 full baths. Lower level provides flexible finished space, perfect for den/hang out space and lots of storage. With natural gas, a generator for added peace of mind, newer roof and windows, and a two car attached garage, this very well-maintained home is as practical as it is charming. Convenient to Westport, Merritt Parkway and top rated Weston schools!
Discover your dream home in the picturesque town of Weston. This beautifully updated property boasts 2,431 square feet of thoughtfully designed living space, featuring 4 spacious bedrooms and 2 full baths. Step into the inviting living room, highlighted by soaring cathedral ceilings and a striking floor-to-ceiling fireplace that serves as a stunning focal point. The finished loft above offers additional versatile space, perfect for a home office or playroom. The master bedroom is a true retreat, complete with a cozy fireplace, a generous walk-in closet, and an en-suite full bathroom. Relax and unwind in this serene space, where comfort meets luxury. The remodeled kitchen is a chef's delight, featuring brand new cabinets, sleek quartz countertops, and stainless steel appliances. Whether you're entertaining guests or enjoying a quiet meal, this kitchen provides both functionality and style. This home is equipped with a new roof and HVAC system, ensuring comfort and efficiency year-round. Both bathrooms have been tastefully updated, blending modern finishes with classic charm. A spacious 3-car (2 attached and 1 detached) garage provides plenty of room for vehicles and storage.
WELCOME TO 152 OLD HYDE ROAD! LOWER WESTON- THIS IS IT! - NEW ROOF, NEW DRIVEWAY, NEW GUTTERS, NEW GARAGE DOORS! This INCREDIBLE OPPORTUNITY awaits, this 2 FLAT ACRES on park-like property with original stone walls in charming Weston. The BEAUTIFUL DRIVEWAY APPROACH sets the tone for this charming colonial home, with a STONE COTTAGE on the property adding to the idyllic lifestyle of Weston living. The 1850 Cottage on the property is a treasure. This spacious 5 bedroom, 4.1 bath, 4,234 square foot colonial sits on a sprawling property providing the PERFECT SETTING FOR ANY LIFESTYLE waiting to create everlasting memories. The large cook's kitchen is the hub of the house, offering outstanding entertaining space to gather, flowing into the informal dining room along with a new sunroom open the doors to your impeccable yard bringing the outside in! Entertaining at its finest, from this stunning backyard to relaxing with your iced tea on the inviting front porch. A 2 level entry foyer and staircase welcomes you, leading to a large Primary bedroom suite with 2 walk-in closets and 4 additional bedrooms - all with walk-in closets - on the upper level. Two fireplaces in the living room and family rooms add to the cozy atmosphere. The expansive lower level at 1,992 sf presents significant expansion and storage possibilities. This colonial is flooded with natural sunlight throughout, beautiful hardwood floors.
Nestled in the verdant hills of Weston bordering Aspetuck Land Trust acreage, this 1940's charmer was reimagined by way of Provence, and the owners' extensive European travel. Oak hardwood flooring, romantic archways, vintage architectural details and custom French doors/windows transport you to the south of France. The home's highlight is a gorgeous country kitchen (Thermador, Bosch, SubZero, LG appliances) and a great room that boasts 9 ft ceilings, exposed beams and a Rumford fireplace. The elegant living room with built-in bookcases, original fireplace, and reading alcove leads to an outdoor pea gravel terrace beneath a leafy, grape arbor. An unexpected Yves Klein Blue dining room, and a wonderful library/office tempt guests to wait for the bar to run out! Spacious primary suite has a fireplace, sitting area and sweeping views of the property. Three additional bedrooms and two full bathrooms round out the second floor. Finished basement space with a full bath is above ground and currently being used for guests. And there is a wine cellar for those 58 degree needs! The privacy is captivating; a sun-drenched stone patio makes entertaining or peaceful reflection effortless. The fieldstone fireplace, outdoor kitchen with Viking gas grill, wood-fired pizza oven and refrigerator will encourage you to entertain friends and family. Boules you ask... the owners say Petanque, but the court is here along with a mature landscape, meandering stone walls and boxwood parterre gardens
This stunning Colonial, built in 2003, offers 4,427 square feet of understated elegance, situated on a desirable one-acre lot in Weston. The home features an open floor plan with sun-filled, airy rooms throughout. Exquisite architectural details include a double-sided river rock fireplace separating the living and family rooms, antique beams, and deep moldings, adding charm and sophistication. The renovated chef's kitchen is a highlight, boasting custom cabinetry, marble countertops, Wolf range, Subzero refrigerator, and a large radiant-heated marble island countertop. The spacious primary suite features an oversized, renovated bath with a free-standing tub, marble finishes, and luxurious fixtures. With 5 bedrooms, 3 full baths, 2 half baths, and an additional 2,000 sq. ft. of basement with high ceilings and a fireplace that could be finished if desired, this home provides ample space for living and entertaining. The level, fully fenced backyard with a stone patio, vegetable rock -walled garden, and river rock wall is pool-ready, and the property includes a whole-house generator for added convenience. Three car garage complete with newly epoxied flooring. Located on a quiet street with a circular drive in an ideal Weston location, this very special home is a must-see!
Secluded and private in coveted Lower Weston! The home is situated on a private lane and surrounded by tranquil woods and beautiful greenspaces yet remains convenient for commuting and enjoying the shops and amenities of nearby Westport. The interior spaces will be sure to delight anyone who needs room to spread out. Enjoy the convenience of a 5-bedroom, 3-bath home coupled with three distinct living spaces. The ground floor Great Room and the main level Living Room both boast fireplaces and tons of natural light. In the rear of the home there is a Family Room with vaulted ceilings that will let you take in the natural beauty of the surrounding woods. The heart of the home is the stunning kitchen with vaulted and skylit ceiling that ties everything together and gives the home its unique Open Concept style. Enjoy open sightlines on the main level through the kitchen to the dining, living and family room. This won't last long! Seller in process of adding BRAND NEW septic system.
This beautiful Colonial-style home in Weston, CT is the perfect blend of country charm & modern convenience, just 1 hour from Manhattan. Nestled on over 2 acres of private, serene land, this well-maintained property boasts 5 beds, 2.5 baths, & 3202 sq ft of above grade living space, plus an additional 864 sq ft of finished basement w/ a designated exercise area & a walkout to the backyard. The 1st floor welcomes you w/ gleaming hardwood floors & an abundance of natural light. The spacious eat-in kitchen, complete w/ white cabinetry, a Sub-Zero fridge, stainless steel appliances, & a sliding door, opens to a large deck that overlooks your tranquil backyard oasis, perfect for entertaining or relaxing. Adjacent, the dining room is finished w/ elegant paneling that adds warmth & character to the space. The grand family room is truly the heart of the home, featuring wood-paneled vaulted ceilings, skylights, a striking floor-to-ceiling stone fireplace w/ a cast iron wood-burning stove, & a wet bar - perfect for cozy gatherings. An office or playroom off the living room features flexibility, w/ sliding doors leading to a bright sunroom w/ a vaulted ceiling, providing a peaceful view of the backyard & access to the deck. Upstairs are the 5 generous bedrooms, including a hallway full bath & a primary suite featuring an updated bathroom w/ a freestanding tub, dual vanity, & modern finishes, creating a private retreat within this charming home.
This exquisite custom estate with pool site on 4.7+/- acres (poss./potential to divide) will take your breath away. Set atop one of the highest points in the area, this luxurious retreat blends modern luxury, convenience, privacy and treetop vistas into one irresistible package. Sited to capture the incomparable views, every room and multiple terraces have gorgeous panoramas, with a circulating waterfall to set the stage for the tranquility that awaits upon arrival. A seemingly endless list of amenities speak to a home that was constructed with no expense spared, everything from an elevator, natural gas utilities, 6 BRs with choice of main or upper level primary suites, incredible craftsmanship and highest-end materials. The stunning Great Room is at the heart of the home, with an impressive stone fpl, French doors to the terrace, adjacent wet bar/butler's pantry, incredible dining rm w/coffered ceil. The gourmet kitchen is a stunning showplace of sophisticated design and unparalleled quality w/ Sub Zero & wolf appls, marble counters, cathedral ceiling, skylights & three exposures capturing views. Two private offices for ultimate productivity. Each BR is accompanied by a luxe bath & fitted closets of outstanding quality. The finished, walk-out LL has an array of flex spaces and is an ideal future cabana for the pool site, or multi-generational suite w/full kitchen, fpl, BR, full bth, space for sauna & much more. 2 laundry rms, 3 car garage. Addl. space avail on 3rd flr.
Contemporary Colonial in a desirable neighborhood which has been completely updated with attention to detail throughout. Set on a private lot this home offers new vinyl siding, new roof, new windows and new driveway. The kitchen has been completely updated with beautiful tile flooring, white shaker cabinets, quartz counters and stainless appliances. Main level also has large living room with fireplace as well as family room with tons of natural light, a formal dining room as well as a den with sliders out to large flagstone patio. Upper level has 4 bedrooms including primary with new modern bathroom and walk-in closet. 3 other generously sized bedrooms as well as another modern bath. Large unfinished basement for possible expansion. House has a community well where several houses in the neighborhood share a well system. All major work completed/updated. Home is Move In ready. All that is needed is your personal touch. Easy to show, There are endless possibilities to make this property your own oasis. Don't miss out, See it today!
Nestled in the tranquil setting of lower Weston, this spacious 5-bedroom Colonial offers endless possibilities-whether you're looking to renovate or rebuild to create your dream home. The home will need some TLC to meet its full potential or the lot is perfect for new construction iThe flexible floor plan features a first-floor primary suite, a generously-sized kitchen, and multiple inviting living areas including a living room, dining room, and family room. An expansive bonus room with a closet and a private entrance sits above the garage, perfect for a home office, studio, or guest suite. The large, flat backyard is an entertainer's paradise, with ample space for gatherings, play, and outdoor activities. While the in-ground pool has not been opened in several years, the pool site holds potential for restoration. Original hardwood floors and a charming two-sided fireplace add character and warmth to the home, while new sliding doors open to a back deck, blending indoor and outdoor living seamlessly. Whether you're drawn to its existing charm or see the potential for a custom renovation, this property is a rare opportunity to create your own sanctuary in one of Weston's most peaceful locations. If you've been searching for the perfect fixer-upper, look no further-this is the one! House and pool sold as is.
Once in a while, a property emerges that transcends expectations - perfectly sited and timelessly designed. Welcome to 50 Kettle Creek Rd, a masterpiece of modern sophistication nestled on the toniest road in one of America's best towns. Ideally located close to town, schools, and the Merritt Parkway, this estate offers a rare combination of convenience and tranquility.This 6-bedroom home boasts a transitional style that seamlessly blends classic elements with contemporary design. Luxurious amenities abound, from the 3-car garage with 13' ceilings for car lifts to the custom kitchen equipped with top-of-the-line Thermador appliances and dual refrigerators. Gas fireplaces adorn both the family room and primary suite, creating warm and inviting spaces to gather and unwind. Step outside to discover an oasis of relaxation, featuring an inviting 18'x40' pool with a heater and auto cover, surrounded by lush landscaping and serene views of the sprawling 2.85-acre property. Once a cherished farmstead owned by a revered figure in town, 50 Kettle Creek pays homage to its heritage with an exterior reminiscent of the historic barn that once graced the land. With five of the six bedrooms situated on the second floor, including a flex-in-law suite and a secondary primary suite/guest room, this home offers ample space and flexibility for modern living. The finished basement provides an additional 2,200 square feet of living space, perfect for recreation or entertainment.
Nestled just minutes away from the Westport Border, this stunning 5-bedroom home with a pool house offers an unparalleled level of luxury. Immerse yourself in a true oasis as you indulge in the private pool and spa area, perfect for relaxation and entertainment. This meticulously maintained property boasts recent upgrades and exquisite landscaping, creating a resort-like atmosphere that will transport you to a world of tranquility. The home's interior is equally as impressive, with high coffered ceilings, beautiful millwork, and generously-sized rooms that effortlessly blend timeless elegance with a warm and inviting ambiance. Step into the paneled office, a haven for productivity and concentration. The expansive 2-story family room is perfect for cozy evenings spent by the fireplace, while the game room with a bar offers endless entertainment possibilities. Additionally, the convenience of an elevator adds an extra touch of luxury and accessibility. Situated in a prime location, this home offers the best of both worlds - a serene retreat surrounded by nature's beauty, while still being conveniently close to commuting routes. Discover the wonders of Lower Weston, where hiking trails and scenic landscapes await your exploration. This remarkable property provides an exceptional living experience with its luxurious amenities, superb craftsmanship, and proximity to both urban conveniences and natural wonders.
Adorable and well maintained home in the perfect location! Just minutes from the shops and restaurants of Georgetown is this wonderful 4BR Colonial/Cape with loads of charm and natural light. The main level includes a living room, dining room, newer kitchen and office/den as well as a half bath and the laundry room. The kitchen leads to a small enclosed porch that would make an ideal mudroom. Upstairs you will find three spacious bedrooms that share a full bath and the fourth bedroom on the third floor would make a fabulous playroom, additional office or home gym! All of this on a fabulous and level piece of property! Upgrades include hot water heater, electrical panel and newer roof. Amazing chance to get into the beautiful town of Weston that offers top ranked schools, a vibrant arts community and an abundance of natural open spaces! Hurry!
Contemporary style, on a cul de sac, 2 car garage, 4 bedrooms, 2 full bathrooms and 2 half bathrooms on a 1 Acre of land. Radiant heat, convenient location. Make an offer on this one today before it is gone.
RARE opportunity in lower Weston. The elegant design of this historic home is filled with timeless craftsmanship while uniquely updated for modern living. Recent extensive upgrades serve to honor but improve on the original classic design of this home. Among many attractive features is the four-car garage which could be a workshop, music or art studio. The two level in-law suite includes a living room, full kitchen, one and a half baths and bedroom and gives the new owners the option to to lease out the legal rental with estimated monthly income of ($2500-$3000). The main house has all new windows, wide plank floors, upgraded electrical, new hot water and well pump.Custom woodwork and built-ins have been completed by a master level craftsman.The unique layout includes two first floor bedrooms and full bath. The master is on the second level with a full bath and another bedroom with a walkout deck that could serve multiple uses. The fenced in back yard offers koi pond, blue stone patio, and mature plantings creating an ideal space for entertaining. If you are looking for the beauty of an antique home with thoughtful updates to suit a modern family, this home is a must see!
Get ready to be enchanted by this elegant country estate once owned by the Vanderbilt family who named the property Daisyfields. Steeped in history, Andy Warhol was said to have painted illustrations for Amy Vanderbilt's cookbooks in the guest house at this magical property - and the paint is still visible on the guest house floor! The main house features a high-end kitchen that's a chef's dream with Wolf, Subzero and Miele appliances and custom features throughout. The lovely kitchen opens to a welcoming family room area and flows out to the terrace and private back property. The second level is comprised of a well-appointed primary suite, 3 additional bedrooms and a spacious hall bath. Front and back stairs add a further touch of elegance. A spacious 3-car garage also has a full second level perfect for storage now, or to be finished. Gleaming hardwood floors throughout. The guest house is sure to spark your imagination. With soaring ceilings and so much space, bring your vision to create a truly amazing secondary dwelling on the property. Featuring its own heating system, kitchen and bath - it's a unique opportunity to round out this magical countryside estate! The nearly 5 acres of property offer beautiful gardens, specimen trees and so much privacy with its adjacency to conservation land. Easy access to Aspetuck Country Club offers a fun and active lifestyle. 51 Valley Forge Road is the perfect weekend retreat or fulltime home.
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.