Weston CT Real Estate & Homes for Sale

This high-quality, move-in ready Modern home is set on stunning property. Surrounded by nature's splendor, yet conveniently located in Lower Weston near all commuting routes & trains, the campus of award-winning schools, town center, parks, beaches, shopping, dining and all that makes Weston & Fairfield County such a highly-desired place to reside. Designed by architect Edward Sutt, this Mid-Century gem is characterized by walls of glass with splendid views, access to mahogany decks and balconies from every room, four fireplaces, hardwood flrs, beamed & vaulted ceilings and a wonderful floor plan. The foyer provides unobstructed views upon entry, and leads to a two-storey living rm and adjacent dining rm w/ four sets of glass doors to the deck. A quiet office/den w/half bth provides a wonderful work space or guest area. The updated kitchen flows through to a breakfast area & fam rm w/fpl and two sets of doors to the deck. Upstairs, the luxe primary suite is a private retreat w/fpl, balcony, updated bth & two clsts incl walk-in. Two addl BRs have vltd ceils, priv balconies & share a remodeled full bth. 2nd flr laundry beside the bedrooms. The finished, walk-out LL is a wonderful sun-filled area for rec/play/bonus/office space w/4th fpl, built-in desk and "Murphy Bed." Attached two car garage with new doors. New roof approx. 1 year, re-built decks/balconies, most windows replaced w/thermopane, automatic generator, zoned split system for cooling. Excellent condition in & out.

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!

Welcome to 37 White Oak Lane. Nestled on a quiet cul-de-sac, this lovely 4BR, 2.5BA contemporary offers an ideal blend of comfort, style, and convenience. The moment you step inside, you'll be greeted by an abundance of natural light that floods the spacious, living areas creating a warm and inviting atmosphere. The heart of the home is the newer kitchen, a chef's delight, featuring modern appliances, sleek countertops, and ample cabinetry. The eat-in kitchen provides a cozy spot for casual dining while overlooking the serene, private property. Whether you're hosting a dinner party or enjoying a quiet meal, this kitchen is designed to meet all your culinary needs. Each room in this home is generously sized, offering plenty of space for relaxation and entertainment. The large primary suite is a true retreat, w/an en-suite bath and ample closet space. The additional bedrooms are equally spacious, perfect for family, guests, or a home office. Situated in a convenient, lower Weston location, you're just minutes away from shopping, dining, and top-rated schools, making daily errands and commuting a breeze. The peaceful cul-de-sac setting provides a tranquil environment, ideal for those seeking a quiet retreat from the hustle and bustle of city life. Walk your dog, rides bikes or take a leisurely stroll. Don't miss the opportunity to make this light and bright contemporary home yours. Come experience the perfect blend of modern living, peaceful surroundings and convenience.

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!

Experience the perfect blend of luxury, comfort, and natural beauty in this unparalleled countryside escape on private cul-de-sac. With 5 bedrooms, including a private au-pair/in-law suite, this home is the perfect haven for families seeking both ease & endless amenities. Indulge in the joy of cooking in the spacious kitchen equipped to handle everyday meals & grand entertaining. Celebrate special moments in the stunning formal DR and unwind in the warm, inviting FR complete with a custom stone fireplace & surround speakers for unforgettable movie nights. Find solace in the library or work from the privacy of the dedicated home office. Upstairs, the fabulous primary suite awaits boasting a cozy fireplace, spa-like bathroom w jetted tub, shower, & double sinks. Step outside & immerse yourself in the meticulously landscaped gardens, where a treehouse, playset, trampoline, and basketball hoop promise endless hours of fun. The level yard is perfect for friendly games of pickleball or badminton. In the summer relax by the heated pool, unwind on the stone patio or gather around the fire pit to savor the long lazy days. Enjoy morning coffee in the screened-in porch or on the wrapped-around front porch. Located just minutes from Weston's top-rated schools, charming town center and nearby beaches of Westport, this home offers the ultimate carefree lifestyle you have dreamed of. This stunning property also presents an exceptional opportunity to be used as a profitable summer rental!

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 has potential to finish over 2000 sq' of space. Minutes from town Center, Blue Ribbon award winning schools, parks, shopping, restaurants and approximately 1 hour commute to NYC.

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.

here's your opportunity to create a custom new construction home minutes to town, school campus, fantastic hiking and beautiful Bisceglie Park. Work with premier builder, Trudell Homes to deliver your stunning new home complete with the nuances, colors, patterns and detail that you will love. Choose from this plan, or one that's more fitting to your lifestyle. Situated on a private cul-de-sac, Quail Ridge offers simple seclusion yet convenient to multiple train stations, the Merritt Pkwy and Route 7 shopping. The design of your new home will take into consideration your ideal use of space, artwork display lighting / bathroom fixtures and color palette. It encompasses 2 levels of living with a wonderful open floorplan and flexibility. The lower level is walk-out with light filled space and offers plenty of storage. Approximately 1,500 square feet can be finished with a home gym, office, media or playroom, with a full bathroom or wine cellar. The finished bonus room above the garage would be a perfect 2nd family room, guest quarters or billiards room. Comfortable for both everyday living and grand entertaining, you will love the elements that comprise the clean lines, modern features and warm essence of your new home. Includes 2 car attached garage. So many finishing touches that set this gorgeous and elegant homesite apart from the rest. Still time to customize and add your special touches prior to construction. There is a potential pool site. Land is also for sale separately.