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9 Patchen Ln, Weston
$1,565,000
4 Beds ⋅ 5 Baths ⋅ 24165556 MLS
A modern contemporary meets an enchanting treehouse retreat. This beautiful, remodeled sanctuary is tucked away on a private cul-de-sac in Lower Weston. Spanning over 5,400 square feet across 3 levels. The home seamlessly blends bold, sophisticated aesthetics w/ the natural serenity of its 2.61-acre setting. The interior is defined by vaulted ceilings & walls of glass that flood the home w/ sunlight. The heart of the home is the dramatic Great room, anchored by a two-story fireplace. The designer kitchen & dining room feature an oversized social island, premium appliances, & a built-in beverage center w/ refrigerated drawers. The main-level primary suite is the perfect refuge w/ a spa-like bath, dual walk-in closets & sliders to the deck. Completing the main level is a well sized family room perfect for movie nights. The 2nd floor provides an alternative primary suite w/ a full bath, along w/ 2 additional bedrooms & a full hall bath. The walk-out lower level is a fully finished bright space offering a family / rec room, a home office, a full bath, or an additional bedroom or which could all easily be an impressive in-law suite. The outdoors overlooks the peaceful, low maintenance wooded scenery. This turn-key home is equipped for "worry-free" living w/ a full-house generator, central air, & a circular driveway. Located just minutes away from the village & award-winning schools. It is a unique opportunity to own an upscale, versatile retreat in a world-class location.

9 Patchen Ln, Weston

205 Weston Rd, Weston
$1,560,000
4 Beds ⋅ 3 Baths ⋅ 24158235 MLS
Welcome to 205 Weston Road. This beautifully maintained 4 bedroom home offers an inviting open floor plan perfect for everyday living and effortless entertaining. The spacious layout flows seamlessly from room to room, creating a bright welcoming atmosphere for gatherings with family and friends. Step outside to your private backyard oasis complete with pool and spa, tree house and built in fire pit ideal for relaxing summer days and evenings. Perfectly located just steps from Weston's schools and town center. Enjoy the convenience of being so close to shops, dining and community amenities while still having the privacy and tranquility Weston is known for. A versatile bonus space provides the perfect opportunity for a home office, guest suite or flex to suit your lifestyle. A true gem that wont last!

205 Weston Rd, Weston

119 Kettle Creek Rd, Weston
$1,550,000
4 Beds ⋅ 4 Baths ⋅ 24174353 MLS
If you're hunting for a cookie-cutter new build, a rectangular box with a floor plan you could sketch blindfolded, keep scrolling. This is a 19th-century barn, thoughtfully reimagined into a four-bedroom home that never let the beautiful renovation talk over the original character: soaring vaulted ceilings, wide plank floors, and windows and skylights that make every room feel half outdoors. The primary suite sits on the main level, tucked into its own private wing. Kitchens and baths are fully renovated and turnkey, so the only project left is deciding where to put the furniture. Out back, a flat, professionally landscaped lawn offers the level, useable space older Weston properties rarely have. For anyone leaving a Brooklyn brownstone where the exposed beams and original moldings were the whole point, this house will feel more like an old friend. As for the address: when Weston's first settlers chose a site for the town meetinghouse in 1757, they chose Kettle Creek. Buyers have been agreeing with them ever since, which is why this street sells on a first-name basis.

119 Kettle Creek Rd, Weston

48 Old Mill Rd, Weston
$1,450,000
3 Beds ⋅ 4 Baths ⋅ 24183921 MLS
Move-in ready and flooded with natural light, this exceptional European Craftsman home built in 2014 combines sophisticated architectural design and effortless modern living in highly desirable Lower Weston. Dramatic double-height ceiling anchors the open floor plan, creating an inviting atmosphere for everyday living and gracious entertaining. The chef's kitchen is well-appointed with stainless steel appliances, two dishwashers and wine fridge. The effortless layout draws you towards your private outdoor retreat with an expansive deck, dining area and jacuzzi. Situated on over 2.98 acres, the property features a sprawling, level backyard, professional landscaping and access to the Saugatuck River. The first-floor primary bedroom and equally spacious guest bedroom both offer en suite bathrooms and private access to the deck. Upstairs, a third bedroom with walk-in closet, full bathroom, dedicated home office/music room, study, and abundant closets and extra storage spaces serve every practical need. A large recreation room rounds out the upper level, offering additional room to play and relax. Energy-efficient design with extra insulation, thermopane windows, smart thermostats, custom smart lighting, whole home generator, and heated garage with fast universal electric vehicle charger offer superior modern convenience. Welcome home!

48 Old Mill Rd, Weston

4 Trails End Rd, Weston
$1,440,000
5 Beds ⋅ 4 Baths ⋅ 24136553 MLS
This beautifully renovated 4-bedroom Colonial in Lower Weston, Connecticut, exemplifies exceptional craftsmanship and attention to detail throughout. Set on a level, two-acre corner lot, the home offers both privacy and a tranquil setting. The modern kitchen features top-quality finishes and flows seamlessly into the family and dining rooms, overlooking a picturesque backyard. The living room, featuring a wood-burning fireplace and sliding doors that open to the deck, is ideal for indoor-outdoor entertaining. A sun-filled home office is conveniently located on the first floor. Upstairs, the primary suite is a true retreat, featuring a brand-new bathroom with radiant-heated floors, generous closet space, and a quiet, private setting. 3 additional bedrooms on the second floor provide comfortable accommodations for family or guests, complemented by an attic that offers additional storage. The basement provides 1,372 sq. ft. of flexible space, ideal for a home gym, media room, or recreation area. Outside, the home is surrounded by tranquil, well-maintained grounds, creating a peaceful and inviting setting perfect for relaxation, recreation, or entertaining. Located just minutes from Weston's top-rated schools, shops, restaurants, and recreational amenities. Convenient access to the Merritt Parkway and Westport Metro-North Station, offering a direct commute to NYC's Grand Central Station in just over an hour.

4 Trails End Rd, Weston

4 Kettle Creek Rd, Weston
$1,390,913
4 Beds ⋅ 3 Baths ⋅ 24162991 MLS
Set along one of Weston's most picturesque and sought-after roads in Lower Weston, this beautifully renovated Colonial farmhouse blends timeless charm with thoughtful modern upgrades on 2.59 level acres. Meticulously maintained and move-in ready, the home offers 4 bedrooms, 3 full baths, and approximately 2,646 square feet, including a finished walk-out lower level with fireplace. The sun-filled kitchen features cathedral ceilings, exposed beams, granite countertops, custom cabinetry, stainless steel appliances, and a new French door (2025) opening to the outdoor living spaces. A gracious living room with fireplace, formal dining room with bay window, and flexible fourth bedroom complete the main level. Upstairs are three well-proportioned bedrooms, including a comfortable primary suite with an updated bath. Extensive recent upgrades include refinished hardwood floors and fresh interior paint (2026), renovated lower level (2025), Trex wraparound deck and covered side porch (2024), fenced backyard (2024), and new heat pump, central air and hydro air throughout with a mini split in finished lower level (2024). Additional improvements include a basement drainage system with lifetime warranty (2022), new chimney (2021), and shed (2022). Enjoy peaceful outdoor living with a stream that flows into a tranquil on-site pond. Minutes to Weston Center and Downtown Westport with access to top-rated schools and Westport public beaches.

4 Kettle Creek Rd, Weston

4 Hidden Hill Rd, Weston
$1,345,000
3 Beds ⋅ 4 Baths ⋅ 24189015 MLS
This artistically inspired Lower Weston retreat comes with a separate guest house, saltwater pool and beautifully cultivated grounds enhanced by numerous specimen trees and beautiful shrubs. The 2,506 sq. ft. main residence features an expansive first-floor primary suite with sitting room or study. Two sets of French doors lead to either the tranquil, private pool or one of several stone terraces. A dressing room lined with custom closets completes this private wing of the main house. A dramatic two-story living room showcases a striking stone fireplace with antique marble mantel, vintage Venetian chandelier and elegant iron railings. The main house offers three bedrooms plus a finished lower-level room with fireplace, ideal for a den or playroom. A separate 760-square-foot guest house includes a great room, bedroom, fully renovated bathroom, vaulted ceiling with skylights, and private deck. New mechanical systems provide added peace of mind. This rare offering combines privacy, character, and convenience in a sought-after Lower Weston location. See Agent Remarks. Please submit best and final offers by 5 pm, Tuesday, July 14.

4 Hidden Hill Rd, Weston

25 Sunset Dr, Weston
$1,300,000
4 Beds ⋅ 5 Baths ⋅ 24186420 MLS
An outstanding Cape Farmhouse in a friendly family neighborhood. 4 bedrooms, 3 full baths and 2 half bath. A brand-new Premiere Suite with a large walk-in closet has just been completed on the upper level with a radiant heated floor bathroom with double shower heads. Easy flow house with a great west facing deck with incredible sunsets.3 bedrooms on the main floor with 1 en suite full bath, 1 full and 2 half baths. Beautifully landscaped property in a peaceful and quiet setting.A short drive to the town center , Westport and to the blue ribbon school campus. Whole house generator with a very large basement, finished exercise room and side workshop. Basement floors have a polyurea concrete coating.Hardwoods thru out. Tremendous storage space in basement and the second floor

25 Sunset Dr, Weston

38 Old Redding Rd, Weston
$1,300,000
4 Beds ⋅ 5 Baths ⋅ 24176914 MLS
This sun-kissed contemporary captivates with private panoramic views overlooking the forever-green 14th and 15th fairways of Aspetuck Country Club. Designed to fully embrace its striking setting, this home offers a wide deck, large patio, five balconies, and grand windows framing views. Sited on two idyllic acres in bucolic Lower Weston, this premier property is minutes to the amenities and train stations of Westport and Fairfield. The home's immaculate exterior sets a welcoming tone with an oversized front porch with seating that beckons you inside. Upon entry, the home unfolds with an open layout featuring vaulted ceilings, skylights, walls of glass, rich wood floors, and fireplaces that add warmth and character. The main house offers a first-floor primary suite with walk-in closet and sunlit bath with double sinks, tub/shower, and sauna, along with access to a versatile loft. The great room features a dramatic two-story fireplace and flows into the dining room, living room, and kitchen, all filled with natural light and opening to the outdoor decks. Two powder rooms and a second loft level include a dedicated office, sitting room, & studio/recreation room. Lower level offers a family room with fireplace, three bedrooms, and a renovated full bathroom. Each room opens via sliders to decks/patio, and a laundry room completes this level. A renovated studio with separate entry and full bath offers multiple uses. A special home offering privacy, beauty, and seamless living

38 Old Redding Rd, Weston

27 Hackberry Hill Rd, Weston
$1,250,000
4 Beds ⋅ 4 Baths ⋅ 24162505 MLS
Prepared to be awe-struck! This renovated/updated mid-century modern home is a naturalist's dream with walls of glass that allow for light filled spaces & a calming vibe. A two-sided field stone fireplace anchors the living spaces including the stunningly designed kitchen featuring a 10x6 quartz topped center island & new windows overlooking the magical zen courtyard/garden w/ flowering trees and shrubs.Top of the line newer stainless steel appliances include Bosch DW, Thermador double ovens & Wolf cooktop... all at the ready for preparing fabulous meals! There is tons of cabinetry & a fireside sitting area to relax and enjoy the calm. The living/dining room also enjoys the fireplace and is drenched in sunlight with sliders to the newly stained wrap around deck with new wire railings providing open views of the beautiful 2.3 acres of property. Upstairs offers 2 family bedrooms and new hall bath as well as the primary suite w/ new ensuite bath & a large dressing room/walk-in closet. The above grade lower level w/ fireplace has been completely redone & has flexible space to suit a variety of lifestyles including 4th BR w/ new bath and closet, office or playroom and has sliders leading to patio w/ newly constructed stone walls. There are newly refinished hardwood floors and paint throughout, new furnace, new hotwater heater, new oil tank & upgraded 200 amp electrical. All of this & more located just moments from Weston's charming town center and award winning school campus!

27 Hackberry Hill Rd, Weston

24 Good Hill Rd, Weston
$1,234,000
3 Beds ⋅ 2 Baths ⋅ 24198647 MLS
Imagine a storybook Cape along a babbling brook, surrounded by overflowing hydrangeas and mature plantings... this inviting lower Weston home feels like a private English country refuge. Pass through the white driveway gates, and you'll admire the classic cottage charm complete with new cedar roof. Inside, abundant natural light streams through multiple skylights, oversized windows, and French doors. The open living room with gas fireplace, dining room and refreshed kitchen flow easily for everyday living and entertaining. A first-floor primary bedroom offers convenient one-level living, with two additional bedrooms and a full bath upstairs. A cozy den offers space to relax, while a bonus room is flexible as a home office or mudroom. Multiple closets and a walk-up attic over the garage provide excellent storage. Outside, a screened porch and secluded, fenced patio framed by mature perennials invite you to relax, dine, and enjoy balmy summer evenings, while the brook adds to the bucolic setting. Set on just under an acre, the home offers a wonderful sense of peace and privacy. Recent updates include a refreshed kitchen and bathrooms, plus exterior paint. Weston offers excellent schools and a location just minutes from Westport's shopping, restaurants and beaches, with the train station to NYC is approximately 15 minutes' drive. Move-in ready with a quick closing available... book your showing and prepare to be charmed! **HIGHEST AND BEST OFFERS DUE: MON SEPT 14th at 5pm**

24 Good Hill Rd, Weston

33 Cardinal Rd, Weston
$1,218,000
4 Beds ⋅ 3 Baths ⋅ 24162512 MLS
Welcome home! This charming and updated 4 BR 2 1/2 bath colonial is sited on 2 acres of property on a cul-de-sac street in a true lower Weston location! The gracious entryway leads to the bright living room with brick fireplace. Perfect for those chilly nights. The family room has a large bay window letting the natural light flood in and is open to the dining area with sliders to deck and the completely updated gorgeous kitchen with quartz countertops, high end stainless steel appliances (Thermador & LG), huge pantry and 9 1/2 foot quartz topped island w/ built-in wine rack. A chef's dream! Also on the first floor is a renovated laundry room with sink, cabinets, counter top and updated 1/2 bath. Upstairs you will find a large primary bedroom with en-suite bath and walk-in closets. 3 other bedrooms and a remodeled hall bath complete the 2nd story. The finished lower level space is fully above grade and can have a variety of uses including an office or playroom or both. Sliders lead to a flat back yard with stone outcroppings for playing and a zen-like rock sitting area with chairs for relaxing and enjoying the peaceful surroundings. Other special features include new siding and mostly new/newer windows, new AC, standby generator and hardwood floors throughout. This bright and sunny well maintained home awaits its new owners. Come on home!

33 Cardinal Rd, Weston

195 Steep Hill Rd, Weston
$1,170,000
5 Beds ⋅ 4 Baths ⋅ 24172499 MLS
Surrounded by nature and complete privacy, this unique home offers a peaceful retreat with exceptional indoor-outdoor living. A large, welcoming entry foyer features tile flooring and a skylight that fills the space with abundant natural light. Hardwood floors and custom windows are found throughout the home.The main level showcases a spacious living room with a wood-burning fireplace and walls of glass sliders that open to the pool & cabana. The eat-in kitchen with new marble countertops is open to the sunken den...creating the perfect setting for entertaining. The dining room is filled with natural light from solarium windows and features built-in window seating. The impressive two-story primary suite serves as a true sanctuary, complete with its own staircase leading up to a private loft with a wood-burning fireplace, perfect for a den or office. Dramatic floor-to-ceiling two-story windows and direct access to the pool and stone patio further elevate the space. Two additional bedrooms share a recently updated Jack & Jill bathroom. The lower level offers two more bedrooms, a full bath, and laundry area. An attached two-car garage adds convenience. Outside, enjoy your own private oasis in the fully fenced backyard featuring a gunite pool, expansive stone patio, and a cabana equipped with a kitchenette, second laundry, and full bath - ideal for entertaining or relaxing all summer long. Conveniently located to town, award-winning schools, dog park, Westport, Merritt Parkway.

195 Steep Hill Rd, Weston

78 River Rd, Weston
$1,150,000
3 Beds ⋅ 3 Baths ⋅ 24189056 MLS
The Weston Cottage-where timeless charm, remarkable history, and tranquil riverfront living come together. Nestled along the river on the coveted Weston/Westport border, this beautifully updated 3-bedroom, 2.5 bath home offers a rare opportunity to own a piece of Connecticut history. Famously known as the retreat of legendary actress Bette Davis, the cottage became the setting for the true story that inspired the hit play Me and Jezebel, after Davis unexpectedly stayed for 32 unforgettable days. Today, this captivating home blends historic character with modern comfort. The renovated kitchen features a Wolf range, Bosch column refrigerator, and inviting marble fireplace, while all three bathrooms have been tastefully updated. Fresh interior and exterior paint, new lighting, and custom built-ins completed in 2025 enhance the home's move-in-ready appeal. Wake to the soothing sounds of the river, enjoy peaceful outdoor living, and experience the privacy and beauty of this exceptional setting just minutes from the shopping, dining, beaches, and train station in Westport. Whether you're searching for a full-time residence or a weekend escape, The Weston Cottage offers an extraordinary lifestyle in one of Fairfield County's most desirable locations.

78 River Rd, Weston

5 Newtown Tpke, Weston
$1,150,000
4 Beds ⋅ 4 Baths ⋅ 24162524 MLS
This distinctive Lower Weston retreat with incredible Post & Beam Barn is truly one to experience. Tucked away on more than 3.5 acres of wooded serenity, the home offers striking architectural details including soaring ceilings, pegged hardwood floors, exposed wood beams, and three stone / brick fireplaces. Multiple levels of living space create a dynamic & flexible floor plan. The chef's kitchen is equipped for serious cooking, featuring a Viking range and hood, double ovens, and a Sub-Zero refrigerator. The showpiece of the property is the exceptional Post & Beam Barn - an impressive 1,140+ square-foot structure crafted by renowned Vermont Timber Frames in 1998. Perfect for a hobbyist, car collector, creative studio, home office, or anyone seeking a separate, inspiring space, the barn is heated by propane, cooled with a split system, and supported by a whole-house generator. It offers two levels plus a loft and cupola, half bath, and extensive built-ins. A rare opportunity with tremendous character & potential, this special property is being sold "as is."

5 Newtown Tpke, Weston

14 Saw Mill Rd, Weston
$1,050,000
4 Beds ⋅ 3 Baths ⋅ 24182765 MLS
14 Saw Mill Road offers the convenience of suburban metropolitan New York living while maintaining a quaint, calm retreat by design. You are greeted by a historic draw bridge within the private drive that leads to the professionally landscaped and beautifully cared for lot. This home sits on about 2 acres, with privacy and room to live inside and out all year round. This oversized ranch offers a perfect blend of comfort, style, and functionality. The main level offers a bright, open concept kitchen with high ceilings, and ample natural light throughout. A beautiful custom island that was added in 2023. The dining room and kitchen are integrated for hosting and families. There are 2 bedrooms and 2 full baths on the main floor, and the lower levels expands a walkout basement which includes a separate fenced off area, perfect for multigenerational living or a guest suite with 2 rooms and a bathroom. Thoughtful improvements were made on the main floor for ease of living. A playroom was added off the kitchen with custom built ins for additional charm and storage, French doors were added, and both downstairs bedrooms have been updated for additional office space or a workout room. With the unpredictable New England weather, you will be happy to know this home is equipped with a full house generator that runs off propane, a heated roof for ease of maintenance, gorgeous gardens in the front and back yard that bloom all year round. A stunning, space that combines character and charm.

14 Saw Mill Rd, Weston

123 Lyons Plain Rd, Weston
$1,049,000
3 Beds ⋅ 3 Baths ⋅ 24176959 MLS
Perched atop a private, sun-drenched hill in the heart of Lower Weston, 123 Lyons Plain Road is a masterclass in charm and character. This home strikes the rare balance between secluded retreat and total convenience, located just minutes from the vibrant shopping and dining of Westport, local beaches, and easy commuting via the Merritt Parkway or Metro-North. Once inside the home, the craftsmanship speaks for itself. The interior is bathed in natural light, showcasing architectural details like elegant coffered ceilings, original wide-plank wood floors, and rustic restored beams. At the center of it all, a dramatic stone fireplace anchors the living space, creating a warm and inviting atmosphere. The layout is designed for a seamless lifestyle. The kitchen flows naturally toward the stone terrace, making it easy to transition from indoor prep to alfresco dining. Whether you're enjoying a quiet morning coffee on the covered porch or hosting friends to take in the vibrant sunset views, the outdoor spaces are truly an extension of the home. For added flexibility, the walkout lower level provides a versatile footprint for a gym, laundry, and plenty of storage. Beyond the property, the town of Weston offers a unique community spirit, highlighted by its award-winning schools all conveniently situated on one central campus. 123 Lyons Plain Road isn't just a house; it's a beautifully curated lifestyle defined by craftsmanship, light, and an incredible sense of place.

123 Lyons Plain Rd, Weston

48 Salem Rd, Weston
$1,048,900
4 Beds ⋅ 2 Baths ⋅ 24194975 MLS
Charming Nantucket Farmhouse Cottage majestically sited on one of Weston's most beloved cul-de-sacs. This sun-drenched home offers NEARLY 3000sq.ft. of timeless appeal with a welcoming living room featuring a fireplace and classic paneling, seamlessly adjoining the updated eat-in kitchen. A spacious front-to-back family room, complete with a second fireplace, opens to an expansive deck, terrace, fenced play yard, sparkling in-ground pool, and whimsical screened porch-creating the perfect setting for summer entertaining, outdoor dining, and relaxed family living. Gleaming hardwood floors extend throughout the main and upper levels, where you'll find four bedrooms and two full baths. The impressive 1,111 sq. ft. walk-out lower level offers exceptional flexibility as an in-law apartment, nanny suite, private guest quarters, or fifth bedroom with a full bath. This versatile space also includes a game room, office/studio, and private entrance opening to beautifully landscaped lawns and gardens. Thoughtfully updated in 2020 with numerous improvements, this home beautifully blends classic cottage character with today's modern comforts. Ideally located just moments from Weston's award-winning schools and town center, with convenient access to Westport's vibrant Main Street, beaches, Metro-North train service, and the Merritt Parkway. Approximately 55 minutes to Manhattan.

48 Salem Rd, Weston

267 Newtown Tpke, Weston
$950,000
3 Beds ⋅ 3 Baths ⋅ 24194502 MLS
**NEWLY PRICED** Tucked behind classic wood rail fencing and stone walls, this charming, beautifully updated Colonial offers turn-key living with a right-sized footprint in a private Weston setting. Thoughtful improvements include renovated baths, new windows, a new roof, new kitchen appliances and numerous additional updates-allowing the next owner to simply move in and enjoy. The welcoming floor plan makes smart use of every space, with formal living and dining rooms and French doors opening to an expansive wraparound deck for easy indoor-outdoor living. A sun-filled family room with vaulted ceilings adds an airy gathering space, while the well-appointed kitchen and powder room complete the main level. Upstairs, the primary suite features a custom walk-in closet and en suite bath, with two additional bedrooms and a full hall bath. The finished walk-out lower level, with its own entrance, adds valuable flexibility for a home office, playroom, fitness space or guests. Set on .83 private acres, the property strikes an ideal balance of privacy, outdoor space and lower-maintenance living, with a generous front yard, expansive back deck and peaceful babbling brook. Less than one mile from Weston's award-winning schools and convenient to major highways and NYC. Newly priced and truly move-in ready, this is a compelling opportunity to enjoy the privacy and lifestyle of Weston without the projects.

267 Newtown Tpke, Weston

50 Ravenwood Dr, Weston
$950,000
6 Beds ⋅ 3 Baths ⋅ 24178366 MLS
This exceptional 3,096 square foot home perfectly combines modern mechanical updates with prime convenience, located in Weston's top-rated school district with a bus stop right in front of the house. The sun-drenched main level boasts a dramatic open floor plan and soaring vaulted ceilings, creating an airy environment ideal for entertaining. Relax by one of the 3 cozy fireplaces on winter days, and enjoy the beautiful hardwood floors flowing throughout. This beautiful property features 6 spacious bedrooms and 3 full bathrooms, including a beautifully remodeled bathroom and laundry room on the lower level. Enjoy rare, premium convenience with a direct hookup to town water-a highly sought-after asset when most of Weston relies on private wells. Mechanics are completely worry-free with a brand-new HVAC system, new water heater, and a newly lined chimney. Solidly built and boasting a brilliant layout, this home is complete with reliable cell reception - providing the perfect foundation for Weston living at an incredible value in today's market.

50 Ravenwood Dr, Weston

22 Hill Farm Rd, Weston
$935,000
3 Beds ⋅ 3 Baths ⋅ 24144697 MLS
Perched atop 2.12 acres at the end of a quiet cul-de-sac, this fully renovated modern 3BR contemporary offers a rare blend of privacy, architectural drama, and seamless indoor-outdoor living. Set near Aspetuck Land Trust trails, the home blends refined design with serene surroundings. Enter into an open-concept main level featuring a long banquet-style dining area and a stunning great room with soaring ceilings, walls of glass, a stone fireplace, and a sculptural curved staircase that serves as a striking focal point. Just beyond the banquet dining area is a scullery-style working kitchen with premium appliances, including Sub-Zero, thoughtfully designed for effortless entertaining while keeping prep and clean-up discreetly tucked away. Rich dark walnut hardwood floors run throughout. The main level includes 3 bedrooms, each with access to a deck or patio. The spacious primary suite offers a gas fireplace, large custom walk-in closet, and a spa-like bath w/ soaking tub, standing shower, and smart toilet. Upstairs, a dramatic great room with double-height windows, a third fireplace, full bath, separate laundry room, and a sleek marble-clad designer kitchen provides exceptional flexibility for guests, entertaining, or multigenerational living. A truly rare and architecturally compelling home, this one-of-a-kind retreat captures the very best of privacy, design, and natural beauty in one of Weston's most coveted settings.

22 Hill Farm Rd, Weston

2 & 4 Old Weston Old Weston Rd, Weston
$800,000
5 Beds ⋅ 4 Baths ⋅ 24154425 MLS
Rare opportunity to own a historic 2-acre compound featuring a circa 1770 home (1223 SF), charming 1930s cottage (1048 SF), classic barn, and a rare surviving corn crib. An exceptional property rich in New England history & character! Step into the heart of the 1770 home where centuries-old craftsmanship is on full display. Massive hand-hewn beams stretch across the ceiling, beautifully preserved wide-plank floors run underfoot, and impressive open-hearth fireplaces with original woodwork & built-in cupboards anchor the rooms, reflecting the practical elegance of early American homes where a hearth served as the center of daily life. Natural light filters through multi-pane windows, highlighting the warm patina of aged timber w/ remarkable period details including beams, historic wood doors, traditional hardware. Complementing the main residence is a quintessential 1930s cottage filled with warmth & personality, featuring a vaulted 2 story ceiling living room w/ wood-burning fireplace, a loft offering extra living space, two bedrooms, 2 full baths, country kitchen w/vaulted ceiling , a bright sun-filled sitting rm w/skylight & walls of windows. Currently rented, but ideal as a guest house or studio. Surrounded by classic stone walls, oversized stone slab steps & walkways, plus a traditional barn and rare corn crib, this extraordinary property offers a truly one-of-a-kind New England opportunity. Room counts include cottage. Property runs on both sides of Old Weston Rd

2 & 4 Old Weston Old Weston Rd, Weston

18 Cartbridge Rd, Weston
$757,000
3 Beds ⋅ 2 Baths ⋅ 24175778 MLS
Welcome to 18 Cartbridge Road! This beautifully stylish expanded Cape is flooded with natural light, it's warm & inviting throughout with over sized rooms. This home is located in lower Weston situated on an acre with beautiful gardens. The formal living room has a fireplace, hardwood floors, & it leads to a playroom/office. Just off of the living room is the formal dining room. The large family room has sliders which lead out to the deck & private flat yard. Just off of the kitchen is the breakfast nook with cathedral ceiling & lots of windows to accentuate the natural light. Additionally on the first floor is a bedroom & full bath. The upstairs has two bedrooms & an additional full bath. There are hardwood floors throughout this home. Outside a stone patio and play space. A Quintessential New England Cape! Property is being sold in "As-Is" Condition.

18 Cartbridge Rd, Weston

4 Scatacook Trl, Weston
$742,000
4 Beds ⋅ 2 Baths ⋅ 24180183 MLS
Located on a quiet cul-de-sac in convenient South Weston, this cherished one-owner home presents a wonderful opportunity to renovate, update, and create a home tailored to your vision. Offering 4 bedrooms and generous living spaces, the home is being sold as-is and provides the perfect canvas for buyers seeking value in a desirable location. The spacious eat-in kitchen features newer appliances and opens to comfortable living areas designed for everyday living and entertaining. A large dining room with sliders leads directly to the backyard, creating a seamless indoor-outdoor flow. The expansive living room offers abundant space for gathering with family and friends. A highlight of the home is the versatile bonus room above the garage, featuring vaulted ceilings and a wood-burning stove, making it ideal as a family room, home office, recreation room, or creative studio. Newer windows throughout much of the home provide added efficiency and natural light. Set on a level property, the outdoor space includes a walk-out patio and a separate barn with electricity for projects, tools, equipment, and seasonal storage. Main roof replaced in 2015 & garage roof replaced in 2022.Enjoy the privacy and tranquility of cul-de-sac living while benefiting from South Weston's convenient location near schools, shopping, commuting routes, and area amenities. With solid bones, flexible space, and endless potential, this is a rare opportunity to personalize a well-loved home and make it your own!

4 Scatacook Trl, Weston

42 Cannondale Rd, Weston
$700,000
3 Beds ⋅ 2 Baths ⋅ 24167250 MLS
Step into the dramatic charm of this 3 bedroom, 1 1/2 bath ranch, an architectural jewel nestled in lower Weston. The moment you cross the threshold, you are enveloped by an atmosphere of warmth & character. The expansive great room is defined by its stunning, soaring cathedral ceiling & a wall of floor-to-ceiling windows that perfectly frame the peaceful, captivating views of the stone patio & lush yard-a beautiful canvas of nature . An open-concept design unites the great room, dining space, & kitchen into a seamless flow of light & air. The kitchen, featuring granite countertops & clean, timeless lines, is a generous workspace where function meets utility. A truly versatile sun-drenched breakfast room offers a tranquil reprieve, ready to transform into an office or vibrant playroom as needed. Designed for easy, comfortable living, all bedrooms are on the main level, connected by rich hardwood flooring that flows throughout most of the home. Additional highlights include a detached barn (currently a two-car garage), which boasts a heated, finished second-level loft-a dedicated sanctuary ideal for a private gym, art studio, or home office. This property commands an unbeatable location in a friendly community, placing you mere minutes from schools, vibrant shopping & dining, with rapid access to the Metro-North train, RTE 7, & the Merritt PKWY, solidifying its status as the perfect equilibrium of private retreat and commuter convenience.

42 Cannondale Rd, Weston

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