luxury real estate for sale Weston, United States

Rich in character and designed for today's lifestyle, this distinctive Fairfield home is privately set on two picturesque acres, framed by classic New England stone walls, white fencing, mature trees, open lawns, a quintessential red barn, and a detached two-car garage. The setting offers exceptional privacy while beautifully balancing Fairfield's country landscape with the convenience of its location. Thoughtfully renovated and expanded in 2012, the home offers an elevated, modern living experience while preserving the architectural details that make the property unique. The beautifully appointed chef's kitchen, with top-of-the-line appliances, opens seamlessly to a great room with soaring vaulted ceilings, a handsome fireplace, walls of windows overlooking the property, and sliders to the private deck. Designed for both entertaining and everyday living, the open layout creates a natural gathering place and an effortless connection to the outdoors. Adding to the home's timeless character are its circa-1749 origins, beautifully preserved through select period details, including the King's Board flooring-an architectural feature traditionally found in some of New England's earliest homes. An adjoining room offers exceptional flexibility as a library, study, or intimate sitting room. Additional living areas provide tremendous versatility, including a spacious room offering endless possibilities as a gym, playroom, or music room, with direct access to the serene patio and outdoor living area. A main-level guest suite with a full en-suite bath and private entrance provides a comfortable and welcoming space for guests. The primary suite offers a peaceful retreat with a generous walk-in closet and a luxurious bath featuring radiant-heated marble floors and a classic clawfoot soaking tub. With four spacious bedrooms and three full and one-half baths, the home provides ample living space and flexibility for a variety of lifestyles. Offering convenient access to both Fairfield and Westport's Greens Farms Metro-North stations, the property provides excellent commuter connectivity while maintaining its private setting. Fairfield's vibrant town center, along with an exceptional array of shopping, dining, and destinations throughout the surrounding area, is just minutes away-placing the best of the area within easy reach. Thoughtfully updated, beautifully set, and designed for modern living, this distinctive property truly stands apart. Welcome Home!

This rare private inholding offers a hilltop property defined by raw beauty and seclusion. The 1930s rustic hunting cabin sits on 1.6 wooded acres at the end of a private drive, surrounded by the 186-acre Brett Woods Conservation Area. The property provides a perfect balance of mature trees, rolling hills, and 18th-century stone walls-all located just eight minutes from Main Street Westport. With trails leading directly from the back door to a secluded pond and hiking paths, it serves as an ideal weekend retreat and a convenient alternative to the Vermont or Connecticut River Valley. Located only 70 minutes from Grand Central via the Westport train station, this home offers easy access to both the Connecticut coastline and deep woods.

Beautifully sited on 3 private acres in Easton's Aspetuck Valley, this Center Hall Colonial lovingly maintained by its original owner, the home is now ready to welcome its next owner. Located on a friendly cul-de-sac. The main level features traditional formal spaces; living room, dining room, office/library and a spacious family room with a fireplace, perfect for gatherings. A large eat in kitchen anchors the home with generous workspace, natural light, and views of the private grounds. Additional main level spaces include a dedicated office, mudroom, and excellent flow for everyday living. Upstairs, you'll find four bedrooms, including a primary suite with a full bath and walk in closet, plus abundant storage throughout - a hallmark of this well-built home. Hardwood floors add warmth and character across much of the interior. The setting is exceptional - mature trees, natural privacy, and a quiet neighborhood feel, all within the highly desirable Aspetuck Valley. Don't miss this opportunity!

28 Drewbarrie Lane was designed and built as a forever home, this remarkable Easton property blends thoughtful architecture, exceptional craftsmanship, and energy-conscious design in a way rarely found in today's market. Set on a quiet and private property surrounded by nature, the home was carefully oriented to capture winter sunlight, maximize passive solar heating, and create a bright, inviting living environment throughout the year. From the moment you enter, you'll notice the warmth and comfort that define this home. Thick insulated concrete walls, triple-pane windows, radiant heated floors, and a Scandinavian masonry fireplace work together to create a remarkably stable indoor climate. Sunlight streams through the south-facing windows during the cooler months, while carefully designed roof overhangs help keep the home comfortable throughout summer. The floor plan was intentionally designed for both connection and privacy. Separate bedroom areas allow family members and guests to enjoy their own spaces, while the open kitchen, dining, and gathering areas naturally bring everyone together. For creatives, hobbyists, and entrepreneurs, the property offers exceptional flexibility. The expansive bonus room above the attached three-car garage served as a professional artist's studio, while the dedicated workshop below, with high ceilings and vehicle lift, provides outstanding space for projects, collections, or home-based business needs. Outdoor living is equally impressive. Summers are centered around the in-ground pool, expansive stone patio, pool house, detached storage barn, and additional covered parking structure. Whether hosting intimate family gatherings or celebrations with dozens of guests, the property was designed to accommodate memorable moments with ease. This home was built with extraordinary attention to longevity and performance. Insulated concrete form construction provides strength, sound isolation, energy efficiency, and resistance to pests and weather. Radiant heating systems, high-efficiency mechanicals, extensive insulation, CAT-5 wiring infrastructure, security system wiring, and future-ready utility planning reflect the owner's commitment to thoughtful design and lasting quality. 28 Drewbarrie Lane is more than a house, it is a carefully crafted home designed to be enjoyed in every season.

Set in one of Westport's most prestigious estate enclaves, this exceptional shingle-style residence defines luxury living with a rare emphasis on multi-generational comfort, timeless architecture, and impeccable craftsmanship. Designed and built by a renowned architect and builder for a Fortune 500 CEO, the home reflects uncompromising quality, enduring design, and gracious curb appeal that impresses. Seamless indoor-outdoor living defines the home, with sun-filled interiors, soaring 10-foot ceilings, and an expansive walkout lower level with fireplace, all opening to a resort-style pool, stone patios, fire pit, and covered porch with fireplace, providing an effortless setting for entertaining. Extensive bespoke millwork, six fireplaces, and refined architectural finishes enrich every space. The expansive, level, and private grounds, framed by mature landscaping and abutting the 39-acre Newman Preserve, offer serenity with rare walkability to top-rated schools and 8 minutes to Westport's lively downtown. A spectacular chef's kitchen features Thermador and Wolf appliances, dual islands, 2 dishwashers, walk-in pantry, and a fully equipped butler's pantry with wet bar. The primary suite offers a turreted sitting room, fireplace, and 2 walk-in closets. 6 ensuite bedrooms and a private suite over the garage provide flexibility for guests. Space for elevator! New cedar roof, new boiler, new wine cellar, and other upgrades complete this rare offering in a premier Westport location.

Escape to a lifestyle that is increasingly rare to find in Fairfield County. Set on 6.37 private acres on a quiet country lane near Easton Center, this custom-built 2022 estate offers the peace and beauty of Vermont with the convenience of Westport and Fairfield just minutes away. Wake to complete privacy, spend the afternoon by the heated pool and spa, stroll through your private gate to Silverman's Farm for fresh produce, baked goods and seasonal apple picking, or explore Easton's miles of hiking trails, fishing spots, equestrian facilities and scenic back roads. Enjoy weekends exploring local farm markets, orchards, family-owned farms and Christmas tree farms, with everything from fresh produce and homemade pies to seasonal festivals and animal farms just minutes from home. Here, you'll enjoy the tranquility of country living without sacrificing convenience. Only 3 minutes to the Merritt Parkway, 9 minutes to the Trumbull Mall, and an easy drive to Fairfield, Westport, beaches, restaurants and train stations. Built by a premier builder as his own family residence, the home features 5 bedrooms, 6 full baths, soaring 20+ ft ceilings, a 2024 HOBI Award-winning Sterling Custom Cabinetry kitchen with Miele prep kitchen, Lutron lighting, 6-zone HVAC, hydro air exchange, steam humidification, pool cabana with full bath, and a 5-car garage. A rare opportunity to enjoy an extraordinary country lifestyle with the quality and sophistication of Westport-level new construction. Exceptional Building Details - 7 Inch White Oak throughout the house Floating Staircase 21 Foot Ceilings in Great Room and Foyer Viewrail railings 400 AMP electrical service underground 26 KW Generator (2026) Whole House 4 and 2 Custom recessed lighting, LED strip Lutron Caseta switches with keypads 1000 Gallon Propane Tank (underground) 1500 Gallon Septic Well produces 23 gallons per minute 6 HVAC Zones 4 Hydro variable Speed Air Handlers 1 HTP Boiler 2 Fantech ERV Fresh Air Exchange for whole house 1 Aprilaire Steam Humidifier 80 Gallon Water Heater Security System - 6x 4k Cameras Smoke, Carbon Dioxide and Heat Detectors All exterior doors hardwired Appliances in main kitchen all MIELE Appliances in Prep-kitchen all Bosch Lower Level with 10 ft ceilings. 5th Bedrooms with full bath. Bar - Wine storage. Soundproof paneling. Media Room and Gym with rubber flooring Landscaping - Irrigation system Custom fencing (900 linear ft with 4 gates) 3 base coat and 2 topcoat for the driveway (2026) 1 3/4 Solid Core 1 Panel doors, 8' tall

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 and luxurious baths-each worthy of being the primary suite. The finished lower level offers exceptional flexibility with recreation, fitness and guest space. Outside, stone terraces, mature gardens and sweeping level lawns create a private setting for alfresco dining, relaxed gatherings or peaceful retreat. Set on 1.75 landscaped acres in one of Wilton's most sought-after estate neighborhoods, this is a home of enduring beauty, crafted to be enjoyed for generations.

Privately sited in the heart of Greenfield Hill, this updated home blends European-inspired architecture with the modern comforts today's luxury buyers value most. Rich in character, it offers soaring ceilings with exposed wood beams and skylights, wide-plank hardwood floors, custom built-ins, antique mantels, and repurposed antique doors throughout. The dramatic family room flows to a private office, wet bar, and chef's kitchen beneath an expansive skylight. The desirable first-floor primary suite has been transformed with a new spa bath, new gas fireplace, and atrium with a private entrance. Upstairs, a second primary suite features an en-suite bath, dressing room, fireplace, and private balcony. A renovated one-bedroom guest residence with new flooring, updated kitchen and bath, washer/dryer, and private entrance is ideal for extended family, guests, an au pair, or home office. Extensive improvements include a generator, water purification system, drainage system, irrigation, security system with cameras, restored and re-stained roof, renovated mudroom/laundry room, gardens with bluestone walkways and raised beds, and new front fencing. Expansive terraces overlook beautifully landscaped grounds with mature specimen trees and perennial gardens. Just minutes from town, beaches, train, restaurants, and Fairfield Country Day School, this exceptional Greenfield Hill property offers timeless character, privacy, and extensive improvements. Ready to enjoy from the day you arrive! Recent Improvements and Capital Investments Interior - Beautifully renovated first-floor primary bathroom New gas fireplace in the first-floor primary suite Completely renovated mudroom and laundry room New flooring in the guest residence Renovated guest kitchen and bathroom Mechanical and Infrastructure - Whole-house water purification system Whole-house generator New drainage system with sump pump New irrigation system New security system with cameras Exterior - Restored and re-stained roof New fenced garden with bluestone walkways and raised planting beds New fencing along the front of the property

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 accommodations for guests, wellness, or entertaining, while the expansive property provides ample room for a future tennis or sport court. A rare offering in one of Westport's most coveted and prestigious locations, it's just minutes from Westport's bustling downtown, sunny beaches, and award-winning schools. This remarkable estate combines thoughtful design and an unparalleled lifestyle defined by privacy, bespoke design and high-end amenities. Still time to customize. Floor plans available

Discover the quintessential Redding lifestyle in this charming circa 1898 home, perfectly positioned to enjoy the town's excellent schools, open space, and recreational opportunities like hiking, fishing, and kayaking. This 2/3 bedroom home (3rd bedroom being used as a study) also features and 2 full bathrooms, offering versatile living options, a 3-bedroom septic system, central air, updated electical system, thermo pride boiler with lifetime transferable warranty on the heat exchanger and a new shed in the yard. Step inside to discover timeless character with original hardwood floors and high ceilings. The living areas and 2 bedrooms are highlighted by four fireplaces-three decorative and one fully functional with a heater insert - adding warmth. The dining room boasts exposed beams, original leaded glass windows while newer windows throughout the remainder of the house ensure modern efficiency. Relax and unwind on the inviting covered and screened front porch. Need flexible space? The partially heated basement has been used as a home office, and a newer, spacious shed on the property offers endless potential as a workshop or a creative studio. Additionally, existing expansion plans-drawn up by previous owners-are available to help you visualize future possibilities (not submitted for town approval). Ideally located for an easy commute, you are just moments from Joel Barlow High School and the convenient shopping hubs of Bethel and Georgetown. Being sold as is.

Rarely does a new construction home and property like this come on the market in Westport. Set at the end of a cul-de-sac, in the coveted Long Lots neighborhood, this 2.3-acre, flat property offers a rare combination of privacy and convenience to town. The property features a resort-style, saltwater pool w/spa and automatic safety cover, expansive covered and open-air patios, and a fully equipped outdoor kitchen. There's still space to add a full sized Tennis Court and ADU to create a luxury compound! Built by award-winning Westport Family Homes, this thoughtfully designed 6 bed/8 bath home spans 9,062 square feet on 4 finished floors, showcasing exceptional craftsmanship and attention to detail. Soaring ceilings and an abundance of natural light. Main Level: Gracious Foyer, 2 Powder Rms, Formal Liv/Din Rms, private Office, Designer Kitchen w/Scullery for entertaining. Kitchen opens to large Great Rm w/FP and Outdoor Liv Rm. Second Level: Primary Ste w/FP, 2 walk in closets, spa inspired Bathrm and 4 other Bedrms. Third Level: Playroom w/Bathrm. Lower Level: Walk out to Pool w/ 6th Bedrm, full Bathroom, Family Rm w/Bar, Play/Media Room and large Gym. Full-house generator, oversized 3 car garage w/EV charging capability and room for 3 car lifts. The home is elevator-ready, enhancing convenience and long-term livability. Great for multi generational living. City Water, Natural Gas. This masterfully crafted home has a timeless floor plan and modern design.

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 complete the second floor. The lower level provides a versatile bonus room. Additional highlights include an expansive deck, new roof, updated mechanicals, three-car garage, whole-house generator, and built-in speakers. Just steps from the Norwalk River Valley Trail and five minutes to town, train, and commuter routes.

As you enter 80 Governors Lane down a private driveway, discover an 8.5-acre estate blending timeless elegance with serene privacy. This circa 1933 farmhouse, designed by architect Jack Franzen and beautifully restored, features wide plank black walnut floors, exposed beams, and a bread oven fireplace. Six spacious bedrooms include a luxurious Primary Suite with vaulted ceilings, carved mantle fireplace, dual walk-in closets, and a private balcony. Five full and two half baths feature tumbled marble flooring and marble vanities for spa-like comfort. Warm living spaces with fireplaces and tall windows create perfect gathering spots, including a Formal Dining Room, a Den with wet bar, and a cozy Family Room. The chef's kitchen boasts custom cabinetry, Jerusalem stone countertops, a copper sink island, banquette dining, and terraces for al fresco meals. A heated breezeway links to a restored Goodspeed Farm barn, plus a one-bedroom apartment and a three-car garage for multi-generational living. The Pool House offers cathedral ceilings, a granite bar, and doors to stone terraces overlooking a heated Gunite pool, spa, and pond. Enjoy privacy with convenient access to top schools, fine dining, cultural venues, beaches, and NYC trains-an extraordinary sanctuary harmonizing nature and refined living.

Classic New England charm meets modern luxury in this beautifully updated 1921 Colonial. Perfectly situated just minutes from the quaint Georgetown boutique shops , restaurants, and Route 7. Set on nearly half an acre lot, this home offers effortless living and entertaining inside and out. The heart of the home features a renovated eat-in kitchen with timeless marble countertops, a 4 seated island, and newer stainless-steel appliances. Entertain with ease in the formal dining room, unwind by the gas fireplace in the living room, or settle into the versatile sunroom - equally suited as a home office. Upstairs, the primary suite is a true sanctuary, complete with gas fireplace, a spacious walk-in closet and renovated spa-inspired bathroom with soaking tub. Two additional bedrooms and a well-appointed hall bath round out the second floor. The third level offers a wonderfully flexible carpeted family room - ideal as a playroom, media space, or guest retreat. Step outside to a stunning country backyard oasis with a fresh 1,200 square foot bluestone patio equipped with a built in DCS grill and cozy fire pit nook. With its flat, usable property, timeless architectural character, and every major update already done, this home is a rare find in one of Redding's most convenient locations.

Be inspired to live your best life in this to-be-built Colonial, sited on a beautifully level and private .46-acre lot, an increasingly rare offering in the coveted Lake Mohegan area of Fairfield. Offering Spring 2027 occupancy, this home blends quality craftsmanship with a thoughtfully designed floor plan that evolves with you. The home unfolds with a seamless flow of light-filled spaces, where large windows bring the outdoors in. Open gathering areas blend effortlessly with more intimate retreats, creating a setting that feels just as natural for quiet nights in as it does for entertaining, offering comfort and flexibility for every stage of life. Upstairs, a well-appointed bedroom layout offers a sense of privacy and ease, including a spacious primary wing and flexible options for guests or multi-generational living. The third floor provides dynamic, customizable space, ideal for a home office, studio, gym, or additional living area. An unfinished lower level offers opportunity for further expansion, while space for an elevator option (not included in base pricing) supports long-term livability. With room for a pool and outdoor living, this property offers a rare staycation lifestyle of complete privacy just minutes from Fairfield's downtown, beaches, shopping, and commuting options. One-year home warranty included. Renderings for illustrative purposes only; final design and finishes may vary. Square footage reflects prior home per public record.

Built in 2022, 40 Richmondville Avenue offers a sense of ease that's increasingly hard to find… generous in scale, thoughtfully laid out, and ready to be lived in from day one. The home opens into a bright, open-concept main level where kitchen, dining, and living spaces come together naturally. High ceilings and oversized windows bring in light throughout, while the layout remains structured and intentional. At the center, the kitchen is designed for both everyday living and entertaining, featuring a full Thermador appliance suite, extensive cabinetry, and a large island with integrated outlets. A walk-in pantry connects to a dedicated mudroom with built-ins and cubbies that add a level of practical storage and organization. Upstairs, the home offers a well-balanced bedroom layout, including a spacious primary suite with a walk-in closet and a spa-like bath with heated floors, a soaking tub, and a separate oversized shower. Two secondary bedrooms are connected by a Jack and Jill bath, each with its own lofted space-an added layer of flexibility for work, play, or storage. Additional bedrooms allow for guests, office space, or evolving needs over time. The third floor provides a private, multi-purpose level-ideal as a home office, media room, or guest retreat-while the finished lower level extends the living space even further, complete with polished concrete floors and a bar/kitchenette area for casual entertaining. With six bedrooms, five-and-a-half baths, and multiple flexible living areas across four levels, the home adapts easily to a variety of lifestyles. Located just minutes from downtown Westport, with convenient access to restaurants, shopping, and everyday essentials, the property also sits within an area experiencing continued growth and investment and includes access to award-winning beaches. A newer home that offers space, flexibility, and a location that continues to evolve.

Expansive colonial home on 2.62 private acres in top West Redding location with mature trees and flowers, stone walls, large deck for outdoor enjoyment, and 3 car garage. This light-filled home offers a grand foyer with two story staircase, open to the adjoining living room and dining room for ease of entertaining. The elegant living room features custom millwork including the impressive coffered ceiling and custom fireplace surround. Gather family and friends in the lovely oversized dining room with graceful arched opening and hardwood floor. The heart of this spacious home is the 29 foot kitchen with center island and sunny dining area with walls of windows and French door to the deck. The kitchen opens directly to the soaring vaulted family room with dramatic floor to ceiling stone fireplace, skylights, built-in display shelving, hardwood floor, and double set of French doors to the inviting deck and sprawling level side yard. There is room to spread out on the second floor too - the stylish primary suite offers a vaulted ceiling, third fireplace, more custom built-ins, huge walk-in-closet, plus marble bath with double vanity, jetted tub, and separate shower. There are three additional spacious bedrooms, all with hardwood floors, including one with a private half bath, plus the shared hall bath, convenient laundry room, and back stairway. Don't miss the huge lower level and attic with tons of storage. Idyllic natural setting, yet moments to shops, restaurants, train, and just 60 miles to Midtown.

Welcome to Unit 48, located in beautiful Stathmoor Condominiums. Tucked away on parklike grounds with pathways and a courtyard fountain. Enjoy the large in ground pool for residents. This 2nd floor ranch style unit offers 2 good size bedrooms, 2 baths with large living room. Parking right outside your door and plenty of visitor spaces. Super convenient location to shopping, restaurants, Metro train station and universities HOA includes heating, hot water, maintenance and much more. Units rarely come on in this complex.