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

Exceptional new construction by AR Luxury Homes with 7,500+/- square feet of thoughtfully designed living space across four finished levels in a prime Westport location. This 6-bedroom, 6 full and 3 half bath residence blends refined craftsmanship with modern functionality, featuring an open-concept layout ideal for both everyday living and entertaining. The heart of the home is a custom-designed kitchen equipped with premium appliances including Wolf and Sub-Zero, expansive island, and seamless flow to the family room with fireplace. Three fireplaces throughout the home add warmth and architectural interest. White oak flooring, custom millwork, and high-end finishes elevate every space. The upper levels offer a luxurious primary suite with spa-like bath and custom closet, along with well-appointed secondary bedrooms. A fully finished lower level with walkout access provides flexible space for recreation, fitness, or additional living. Set on a level.50-acre property, the outdoor exper

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

What began as the restoration of sea captain Ward Bulkley 1834 home became something far more extraordinary. The years-long transformation of 298 Harbor Road, recently featured in Architectural Digest, brought together architect JP Franzen and Moore House Design to carefully preserve and reimagine nearly two centuries of history. No detail was too small and no opportunity to honor the original home overlooked. The result preserves the character and craftsmanship of another era while creating a home that, for all its beauty and pedigree, is remarkably comfortable, inviting and meant to be lived in. Generations of additions were reconsidered and unified; original pine floors preserved; millwork expanded; and Venetian plaster, reclaimed stone and artisan finishes introduced with extraordinary attention to craft. A spectacular vaulted kitchen centered around an 11-foot island exemplifies how seamlessly historic architecture and modern living were brought together. Behind the wood-paneled s

A rare opportunity in desirable South Wilton! Tucked away on a quiet cul-de-sac and set on a gentle knoll, this 2-acre property offers privacy, potential, and an exceptional location close to everything. Surrounded by significantly more expensive homes, the lightly wooded setting provides a wonderful backdrop for reimagining, renovating, or expanding the existing split-level home to create something truly special. Enjoy the convenience of being just minutes from Wilton Center, shopping, restaurants, the train, major commuting routes, and exceptional Wilton Schools while still enjoying the peaceful setting of a cul-de-sac neighborhood. Opportunities at this price point are rarely available in this sought-after location, making this an exciting option for buyers, renovators, or builders looking to unlock the property's full potential. The home needs updating and is being sold in as-is condition, but the location, acreage, and possibilities make it well worth the effort. Bring your vision

Welcome to this beautiful 2/3-bedroom, 2-full-bath ranch-style home, built in 2022 and perfectly situated in the convenient and highly sought-after Long Hill neighborhood. Offering easy one-level living, this newer home combines comfort, functionality, and versatility. The updated kitchen features stainless-steel appliances, a tiled backsplash, granite countertops, and a large breakfast bar. The spacious dining area is perfect for family gatherings, while the cozy family room features a fireplace for added warmth and charm. Efficient propane heat adds to the home's modern conveniences. The lower level offers a dedicated laundry room with convenient access to the attached 2-car garage. The finished lower level further expands the living space with an additional bedroom and full bath-perfect for guests, a home office, or flexible living space. Public water and public sewer. Located just minutes from schools, major highways, restaurants, shopping, and everyday amenities, this move-in-read

Set along a private road in Wilton's coveted Silver Spring community-once part of the historic Firestone estate thoroughbred racetrack-this beautifully updated Colonial pairs timeless character with a fresh, sophisticated interior. Recently refinished and lightened hardwood floors flow throughout, including newly installed hardwoods on the upper level. At the heart of the home, the white chef's kitchen features quartz countertops, Sub-Zero and Thermador appliances, and a generous center island opening to a vaulted family room with custom built-ins and a striking fireplace. Formal living and dining rooms offer inviting spaces to gather, while a private study provides a dedicated home office. Upstairs, the serene primary suite includes two walk-in closets and a marble bath with dual sinks, joined by three additional spacious bedrooms and a hall bath. The finished walk-out lower level expands the living space with room for recreation, fitness or relaxation, plus a fabulous mudroom off the

Timeless character meets contemporary comfort in this beautiful antique home with attached apartment. Major extensions and upgrades around 1990 and further upgrades in 2015. The main house offers three bedrooms and 3-and-a-half baths. The residence blends historic charm with thoughtful modern upgrades. The inviting family room opens directly onto the deck, creating an effortless connection between indoor and outdoor living. The primary bedroom features a unique concealed dressing room, while the second-floor recreation room opens to a private balcony overlooking the beautifully landscaped gardens. Outside, an above-ground pool with a spacious deck provides the perfect setting for lounging and entertaining, while a picturesque 100 ft. natural pond adds to the beauty and tranquility of the grounds. Adding even greater versatility, the property includes a one-bedroom apartment with a private entrance-ideal for those seeking potential rental income. Close to schools, minutes from quaint do

Set on a private, serene two-acre lot surrounded by mature trees and lush landscaping, this spacious home offers a rare combination of comfortable living, flexibility, and additional income potential. Just steps from the main residence, a detached, self-contained legal cottage features one bedroom, one full bath, a kitchen, and a private deck-ideal for guests, extended family, a home office, or rental income. The main home features formal living and dining rooms, a family room, breakfast area, study, mudroom, powder room, and a guest bedroom with an en-suite bath and French doors opening to the rear deck. The well-appointed kitchen includes two sinks, two dishwashers, two ovens, a warming drawer, ice maker, wine refrigerator, and an additional refrigerator in the walk-in pantry. Upstairs, the primary suite offers two walk-in closets, a full en-suite bath, and doors opening to a private balcony with beautiful backyard views. A separate study, two additional bedrooms, and two full baths

Set on 1.70 private acres in the heart of Greens Farms, this distinctive new construction by Dwell offers a rare combination of timeless design, exceptional privacy, and resort-caliber outdoor living. Offering 8,700+/- sq ft, this exceptional residence features 7 bedrooms, 8 bathrooms, and thoughtfully designed living spaces crafted with an emphasis on enduring design rather than passing trends. The chef's kitchen serves as the heart of the home with an 11-foot waterfall island, Wolf and Sub-Zero appliances, custom cabinetry and millwork, and full scullery kitchen. Designed with both functionality and flexibility in mind, the home features a first-floor guest suite, expansive bonus room over the three-car garage, dual laundry stations, two wet bars, secondary staircase, 4 fireplaces, walkout basement, and ensuite bedroom accommodations on all four finished levels. Outdoor amenities include a heated 20' x 40' pool, covered outdoor living room with vaulted ceiling and wood-burning firepl

Highest offer with best terms due 09/01/26 at 7:00pm. This Raised Ranch style home is in the Huntington section of Shelton and features 7 Rooms, 3 Bedrooms, 2.5 Bathrooms, 2 Car Garage ( 576 square feet ). NOTED FEATURES that the whole family will enjoy: Pool with 2 tier deck ( 940 square feet ), Wine cellar, Professional landscaped property with private rear yard, Masonry stone work and a family room in the Lower level with a fireplace ( 389 square feet ). UPDATED FEATURES included: Slider - 2022, Exterior Painted - 2022, Roof - 2018, Windows - 2015, Driveway - 2011, Boiler - 2011, Central Air - 2010. The home has been well loved and cared for. All the schools are close by with Elizabeth Shelton ( K-4) 1.5 miles, Perry Hill School ( 5 - 6 ) 1.9 miles, Shelton Intermediate School ( 7 - 8 ) 1.7 miles and Shelton High School ( 9 - 12 ) 1.9 miles. You are within a few minutes drive to everything including 1.9 miles to all major shopping, Starbucks, D and D, Bakery's, and restaurants, 1.8

Privately set on 3 hilltop acres with sweeping views and open skies, this meticulously maintained custom classic ranch presents a rare opportunity to enjoy refined country living with everyday ease. Thoughtfully designed for comfort, privacy, and effortless entertaining, the home offers an inviting single-level layout enhanced by quality craftsmanship and timeless appeal. A generous covered front porch welcomes outdoor dining, relaxed seating, and quiet moments overlooking the landscape, while the heated 26-foot pool-5 feet at its deepest, with a liner replaced last year-creates a resort-inspired setting for summer afternoons and memorable gatherings. Inside, warm hardwood floors, sun-filled living areas, and a living room anchored by a brick fireplace with glass doors and a cast iron fireback create an atmosphere of understated elegance. The serene primary bedroom features two walk-in closets and a private en suite bath, while the full basement and oversized walk-in attic-accessed fro

Welcome home to 36 Chimney Drive, located in the Chimney Heights area of Bethel, CT set on a level,92 of an acre. Enjoy having all 4 bedrooms on the second floor, The primary has an ensuite updated full bath and a walk in closet. The additional 3 bedrooms share an updated full hall bathroom. The main floor features a more formal living room, attached to a dining room. Bring your ideas for redesigning the kitchen layout or enjoy as is. The more casual living/media room has a wood burning fireplace, entrance to the 2 car garage and sliders out to the covered porch and generous backyard (partially fenced). Wood floors throughout the first and second floors. Tile floors in the kitchen and bathrooms, vinyl flooring in the finished side of the basement, cement on the unfinished utility side. Central Air conditioning keeps this home cool during these hot summer days. Next head downstairs to the finished basement. Come visit and make this your new home

What began as the restoration of sea captain Ward Bulkley 1834 home became something far more extraordinary. The years-long transformation of 298 Harbor Road, recently featured in Architectural Digest, brought together architect JP Franzen and Moore House Design to carefully preserve and reimagine nearly two centuries of history. No detail was too small and no opportunity to honor the original home overlooked. The result preserves the character and craftsmanship of another era while creating a home that, for all its beauty and pedigree, is remarkably comfortable, inviting and meant to be lived in. Generations of additions were reconsidered and unified; original pine floors preserved; millwork expanded; and Venetian plaster, reclaimed stone and artisan finishes introduced with extraordinary attention to craft. A spectacular vaulted kitchen centered around an 11-foot island exemplifies how seamlessly historic architecture and modern living were brought together. Behind the wood-paneled s

Experience modern luxury in this new SIR SIGNATURE Home by SIR Development, Westport's premier builder. Set on 1.02 private acres on a coveted cul de sac, this home offers a striking approach, 3car garage, and rare backyard privacy, all within walking distance to Bedford Middle, Staples High, Wakeman Fields, and Town Farm. A fresh contemporary aesthetic features a dramatic two story foyer, 10ft ceilings, custom paneling, character grade oak floors, refined millwork, and expansive windows. Sun-filled living and dining rooms complement the great room with a sleek 60inch fireplace and reclaimed beams. The chef's kitchen includes full size SubZero refrigerator and freezer, Wolf cooktop and double ovens, quartzite waterfall island, custom cabinetry, and walk-in pantry. A private office with built ins enhances work from home convenience. Outdoor living shines with a covered porch, granite patio, outdoor kitchen, and direct access to the 20x40 saltwater pool. The luxurious primary suite offer

HIGHEST and BEST Deadline: Monday, September 14th, 12PM. A private retreat designed for easy, modern living. Tucked away from the road on 1.86 beautifully landscaped acres, this bright and airy ranch combines a sleek, clean aesthetic with an open concept floor plan and vaulted ceilings throughout. Thoughtfully maintained and move in ready, the main residence features an updated kitchen and baths, fresh interior and exterior paint, an enclosed porch, and a spacious primary suite with new wall to wall carpeting. Two additional generously sized bedrooms and a flexible layout easily accommodate a variety of lifestyles and needs. Adding exceptional versatility is a separate, legally rentable accessory apartment with an updated kitchen and full bath, studio living space, office or flex room, private entrance, patio and dedicated parking. Ideal for supplemental income, guests, an in law suite or private home office. Peaceful and private yet convenient to town, schools, shopping and commuting,

Welcome to 38 Wigwam Drive-a beautifully maintained 8-room Colonial tucked away on a private wooded 1.14-acre lot in one of Huntington's most desirable neighborhoods. Located within the highly sought-after Mohegan Elementary School district, this 4-bedroom, 3.5-bath home features a stunning kitchen with stainless steel appliances, granite counters and custom tiled backsplash. Large formal dining room. Large formal living room. The heart of the home is the family room with vaulted ceilings and a wood-burning fireplace. A sunroom leads to a large Trex deck with an above-ground pool. Main level laundry with a half bath. Hardwood floors on the main level. The primary bedroom has its own private full bath. 3 additional bedrooms and a newer hallway bath finish the 2nd floor. Finished lower level has a full bath and in-law potential. Wet bar. Wet bar hookup in basement. It's a dream backyard with mature plantings and an Asian pear tree. Newer windows (2018), vinyl siding, newer roof (2018), n

SELLER IS REQUESTING ALL OFFERS TO BE SUBMITTED BY TUESDAY, SEPT. 1ST BY 5:00pm. Located in highly desirable Wilton Hills, this stunning home has been completely transformed over the past six years, offering modern luxury, thoughtful updates, and an exceptional open-concept floor plan. A dramatic two-story foyer welcomes you into a light-filled interior featuring a spacious great room with cathedral ceilings, new mouldings, a new gas fireplace, and a wall of windows overlooking the beautiful and private surroundings. The completely renovated chef's kitchen is a true showstopper, featuring gorgeous quartz countertops, custom cabinetry, a generous 9-foot island, and top-of-the-line Wolf, Bosch, and Sub-Zero appliances. The main-level primary suite provides a private retreat with expansive windows, walk-in closet, tray ceiling and a beautifully updated bath. Upstairs, two generously sized bedrooms feature new hardwood floors and share a newly renovated full bath. The walk-out lower level

Highest and Best by Monday, September 14 at 3pm. 75 Ledgewood feels like a hidden retreat, set on two private acres bordering protected Wilton land. Surrounded by mature trees and filled with beautiful light, this south-facing, classic Colonial offers a rare sense of privacy while still keeping you close to everything. Inside, thoughtful updates, warm interiors and an easy connection to the outdoors create a home that feels incredibly inviting. The fully updated kitchen opens directly to the deck, while living and dining rooms offer plenty of space to gather. A sun-filled family room with double-sided brick fireplace opens to the patio, and a separate office space with built-ins invites you to work or unwind. Upstairs are four bedrooms and two full baths, including a primary suite with renovated bath featuring heated floors and a walk-in closet. Hardwood floors and abundant natural light carry throughout the home. Outside, the deck, bluestone patio and expansive yard create multiple sp

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 7 North Rd, Bethel, CT Space, privacy, convenience, and incredible potential. Tucked away in a desirable Bethel setting, 7 North Rd offers the rare combination of a spacious home, a beautiful green outdoor setting, and plenty of room to live, work, entertain, and grow. The property features a large, private yard surrounded by mature greenery, creating a peaceful retreat where you can enjoy summer gatherings, outdoor activities, gardening, or simply relax and enjoy your own space. The expansive yard also includes shed and a workshop/garage, offering excellent additional storage for tools, lawn equipment, hobbies, and outdoor gear. Inside, the home provides the space a large or growing family has been looking for. The finished basement with independent exit adds valuable flexible living space, perfect for a family room, game area, home theater, playroom, gym, office, or a place to gather with friends and family. The possibilities are truly yours to explore. This could provide

Elegance need not announce itself. Here, it simply feels at home. Quietly elegant and impeccably detailed, this Colonial pairs timeless architecture with interiors that feel as welcoming as they are sophisticated. 6170 SQ FT unfold across four finished levels, crafted for effortless entertaining and comfortable everyday living. A gracious living room with an oversized window seat and inviting fireplace sets the tone, while the soaring family room - anchored by a dramatic stone fireplace and walls of architectural window s- offers scale without sacrificing warmth. The Chef's kitchen w/ ultra-lux appliances flows seamlessly into gathering spaces, where memorable dinners and meaningful moments naturally unfold. Rich millwork, refined finishes and three fireplaces lend warmth and character throughout, while a handsome mahogany library provides a distinguished retreat. Five en suite bedrooms offer comfort, including three generously proportioned suites with sitting areas, walk-in closets an

Timeless character meets contemporary comfort in this beautiful antique home with attached apartment. Major extensions and upgrades around 1990 and further upgrades in 2015. The main house offers three bedrooms and 3-and-a-half baths. The residence blends historic charm with thoughtful modern upgrades. The inviting family room opens directly onto the deck, creating an effortless connection between indoor and outdoor living. The primary bedroom features a unique concealed dressing room, while the second-floor recreation room opens to a private balcony overlooking the beautifully landscaped gardens. Outside, an above-ground pool with a spacious deck provides the perfect setting for lounging and entertaining, while a picturesque 100 ft. natural pond adds to the beauty and tranquility of the grounds. Adding even greater versatility, the property includes a one-bedroom apartment with a private entrance-ideal for those seeking potential rental income. Close to schools, minutes from quaint do

Well-maintained and updated raised ranch situated on a private 0.97-acre lot in Shelton. This 3-bedroom, 3 full bathroom home offers approximately 1,132 sq ft on the main level plus an additional 800 sq ft of finished lower-level living space. Recent improvements include fresh interior paint, new hardwood flooring, and an updated kitchen. The finished lower level provides versatile space ideal for a recreation room, home office, fitness area, or guest accommodations. Additional features include central air, gas heat, vinyl siding, detached outbuildings, and a large rear deck overlooking the spacious backyard. The generous lot and flexible layout offer potential for future expansion, subject to local approvals. Conveniently located near shopping, dining, parks, and major commuter routes. Move-in ready and offering a rare combination of privacy, space, and convenience

Thoughtfully updated and designed for today's lifestyle, this inviting 3-bedroom, 2-full bath home offers the perfect combination of comfort, flexibility, and timeless charm in one of Bethel's most desirable neighborhoods. Hardwood floors flow throughout the main level, where you'll find an oversized living room filled with natural light, featuring custom shiplap, a handcrafted mantel, and a cozy wood-burning fireplace. The spacious eat-in kitchen offers abundant storage, professionally painted cabinetry with updated hardware, newer stainless steel appliances, and a vaulted shiplap ceiling over the dining area. The primary suite features a large walk-in closet and a beautifully updated en suite bath with radiant heated tile floors, granite countertops, and dual sinks. A custom built-in adds charm and functionality to the front bedroom. The finished lower level offers flexible living space with its own private entrance, making it ideal for an in-law, au pair, home office, or guest suite

Wow- this is the opportunity that you have been waiting for! 2/3 bedrooms with 2 full updated bathrooms. Family room, living room, updated eat-in kitchen with gleaming hardwood floors. Huge front yard and drive-way big enough to accommodate all your cars. Customize the way you like as the home needs work.Listing agency and Raine and Company make no representations regarding the property condition or the accuracy of MLS information provided. Buyers are advised to perform their own diligence. Please go over the listing disclosures on Hudhomestore prior to making an offer. All offers are made on-line on Hud website. This is a HUD home;strictly sold AS-IS

Resort Living at your Door! Once the Model Home with Over $131k in upgrades plus an addtnl $30k lot premium for this stellar site. This fabulous townhome is turnkey complete with furnishings. Prepare to be captivated by unobstructed SW distant views, glowing sunsets and starry nights. Every amenity you'll find in this custom designed and professionally decorated home. Architectural detailed trimwork/crown molding/beadboard on all 3 levels. This 3 bdrm/2.5 bth open flrplan is awash with natural light-perfect for living/entertaining.Private home office w custom built-ins. White gourmet kitchen/granite center island/SS applncs, custom backsplash/skylight/casual dining area. Dining Rm sports a custom tray ceiling and opens to the Fmliy Rm w gas frplc. All flat screen TV's included.The Finished LL offers addtional living space and incl a spacious Media/Rec Rm with its trendy brick wall/custom upgraded Built-in cabinetry/wet bar/beverage frig and flat screen TV. Lower Level windows add natur

Set beyond stone walls and a landscaped entrance, 48 Old Farm Road is a newly completed Wilton residence blending timeless New England architecture with a bright, refined modern interior. The open central hall makes an immediate impression with pale oak floors, abundant natural light and a striking staircase with black metal balusters. Generously proportioned living spaces feature custom millwork, expansive windows and seamless flow for everyday living and entertaining. The kitchen opens to the main gathering areas and overlooks the rear grounds. Spacious bedrooms include vaulted ceilings, large windows and beautifully finished baths with stone surfaces, frameless glass showers and thoughtfully selected fixtures. An elevator adds convenience between levels, while the three-car garage, broad driveway and multiple covered outdoor areas enhance daily function. Mature trees, open lawn, stonework and a private setting create the feel of a composed country property. An approved proposed pool

Welcome to 40 Valeview Road, set on 2.27 private acres in South Wilton's most convenient neighborhood, just minutes to town, highways and trains to NYC. This 6-bedroom Colonial was built to do it all:cook, entertain and work from home. The kitchen anchors it all: high-end appliances, two islands for prepping and serving, with an open flow into the dining area and family room. A first-floor office with French doors provides a dedicated, private work from home space. The mudroom off the garage keeps everyday life organized.The primary suite is a genuine retreat, w/a gas fireplace, a custom walk-in closet and spa-like bath. Four additional bedrooms share the floor w/a dedicated playroom.The walk-up attic adds even more storage.The lower level includes a playroom with a fireplace and TV, a bedroom currently used as a gym, a full bath, and a flex space plus a sliding door outside: this level could be a possible in law/au pair suite. Even more storage in unfinished portion of the basement.Ou

220 Beardsley is a custom-built 4 bedroom, 3 1/2 bath Colonial on a professionally landscaped, 1+ acre, fully fenced, level lot with fantastic in-law potential and low taxes. The eat in gourmet kitchen with French doors leading to a composite deck has a breakfast bar, a walk in pantry and is decked out with Thermador appliances: a 6 burner propane range, wall oven, microwave, dishwasher, 54 wide subzero refrigerator and a built in coffee/espresso machine. The main level boasts a formal living room, dining room and a family room with a wood burning stove plus a main level office with a wall of bookshelves and French Doors to a screened in porch accessing the deck and overlooking the private yard complete with a storage shed, playground, and a craft/workshop shed! Impressive, oversized, heated 3 car garage has 13 foot ceilings and a Lift Master system. The 31.3'x14.9' Primary Bedroom on the 2nd floor has two massive walk in closets and a private ensuite with a bubble tub, rain shower, do

Set along a private road in Wilton's coveted Silver Spring community-once part of the historic Firestone estate thoroughbred racetrack-this beautifully updated Colonial pairs timeless character with a fresh, sophisticated interior. Recently refinished and lightened hardwood floors flow throughout, including newly installed hardwoods on the upper level. At the heart of the home, the white chef's kitchen features quartz countertops, Sub-Zero and Thermador appliances, and a generous center island opening to a vaulted family room with custom built-ins and a striking fireplace. Formal living and dining rooms offer inviting spaces to gather, while a private study provides a dedicated home office. Upstairs, the serene primary suite includes two walk-in closets and a marble bath with dual sinks, joined by three additional spacious bedrooms and a hall bath. The finished walk-out lower level expands the living space with room for recreation, fitness or relaxation, plus a fabulous mudroom off the