Weston CT Real Estate & Homes for Sale

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Beds:
6
Baths:
6.00
Sq.Ft.:
6,000
Status:
NEW LISTING
MLS#:
24162168
Type:
Single Family
Subdivision:
Lower Weston
Lot size:
2.35 Acres
Year built:
2026
Courtesy: Corcoran Centric Realty 203-625-9500
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ADDITIONAL INFORMATION

Luxury new construction opportunity in Lower Weston! Currently slated for completion in less than a year, this meticulously crafted estate offers a rare opportunity to secure your forever home on a private Lower Weston cul-de-sac. Take advantage of your opportunity to live in the most convenient Weston location within minutes of their top rated schools and town center. Plus enjoy the convenience to downtown Westport's shopping, dining, and beaches- as well as easy commuting to NYC. This impeccable design by the Tomas Brothers Builders redefines luxury with their electrical and landscaping expertise. Set on a lush 2-acre oasis that includes a high-end pool, the home offers a resort-style retreat right in your backyard. A masterfully planned sanctuary.

Open House:

Saturday, 6/13 1:00-3:00PM

More Open House Info >

Beds:
6
Baths:
5.00
Sq.Ft.:
4,348
Status:
NEW LISTING
MLS#:
24181578
Type:
Single Family
Subdivision:
Devil'S Den
Lot size:
2.05 Acres
Year built:
1969
Courtesy: Camelot Real Estate 203-226-3568
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ADDITIONAL INFORMATION

A true family home incorporating 12 rooms 6 bedrooms 5 full baths, including a ground floor ensuite InLaw apartment,and 2 bedrooms The Premiere ensuite owners bedroom is on the second floor with a walk in shower and tub.Three other second floor bedrooms with two sitting areas with fire place , 2 bathrooms and an office leading to a second floor sun large family room next to the deck. A second W/D is on this floor.The large update kitchen with centre island, lots of cabinets, fireplace and eat in breakfast nook , W/D next to the sunroom that faces south overlooking the pond towards the pool .A large family room next to the spacious dining room. This leads to a cosy ready room with fireplace. Very large triple pane Anderson windows allows sunlight throughout the house. An extensive 3 car garage. Flat lawn for game, enjoy the Gazebo with copper roof for outside dining, the fire pit and many seating areas on patios and deck.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,607
Status:
NEW LISTING
MLS#:
24182765
Type:
Single Family
Subdivision:
Lower Weston
Lot size:
1.07 Acres
Year built:
1968
Courtesy: Coldwell Banker Realty 860-668-4589
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ADDITIONAL INFORMATION

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.

Open House:

Saturday, 6/13 1:00-3:00PM

More Open House Info >

Beds:
4
Baths:
2.00
Sq.Ft.:
2,610
Status:
NEW LISTING
MLS#:
24180183
Type:
Single Family
Subdivision:
Lower Weston
Lot size:
2 Acres
Year built:
1965
Courtesy: William Raveis Real Estate 203-762-8300
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ADDITIONAL INFORMATION

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!

Open House:

Saturday, 6/13 1:00-4:00PM

More Open House Info >

Beds:
5
Baths:
6.00
Sq.Ft.:
4,977
Status:
NEW LISTING
MLS#:
24182562
Type:
Single Family
Subdivision:
N/A
Lot size:
2 Acres
Year built:
1962
Courtesy: William Raveis Real Estate 203-227-4343
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ADDITIONAL INFORMATION

Completed in 2025, this extensively renovated and expanded residence lives like new construction, offering exceptional craftsmanship, luxury finishes, and a thoughtfully designed open floor plan. Featuring 5 bedrooms with potential for a 6th bedroom, 5 full baths, and 1 powder room, the home blends elegant design with comfortable everyday living. Rich hardwood floors flow throughout, complemented by beautifully renovated baths, designer finishes, abundant natural light, a partially finished walk-out lower level, and a versatile multi-purpose room ideal for a home office, art studio, fitness room, or playroom. The stunning chef's kitchen features premium appliances, custom cabinetry, and expansive windows overlooking the beautifully landscaped grounds. Designed for both everyday living and entertaining, the open-concept layout seamlessly connects the main living spaces. Set behind a gated entrance, the fully fenced property offers exceptional privacy with mature evergreen plantings and professional landscaping. Outdoor amenities include an expansive patio, fire pit area, beautiful gardens, and a sprawling level backyard with ample room for a pool. Whether enjoying recreation, entertaining guests, gardening, or simply relaxing, this property offers endless possibilities. A charming shed provides additional storage and flexibility for hobbies or gardening. The oversized garage features extra height, ideal for a vehicle lift, workshop, or additional storage. A rare op

Open House:

Sunday, 6/14 1:00-2:30PM

More Open House Info >

Beds:
5
Baths:
6.00
Sq.Ft.:
6,062
Status:
NEW LISTING
MLS#:
24179073
Type:
Single Family
Subdivision:
N/A
Lot size:
2.56 Acres
Year built:
1992
Courtesy: Compass Connecticut, LLC 203-293-9715
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ADDITIONAL INFORMATION

What if your primary residence and your vacation getaway were one and the same? Set on 2.56 private river-fed pond acres in coveted Lower Weston, 8 Wedges Field makes that question feel less like a fantasy and more like a Tuesday. Built by Michael Greenberg with the craft his homes are known for: antique wide plank chestnut floors, hand-hewn beams, custom millwork, soaring ceilings, and windows that pull the landscape inside. Multiple covered porches, a finished lower level with a additional bedroom not officially counted, and a three-car garage with private apartment above round out a rare set of amenities. Step outside and the Saugatuck feeds a private pond with your own dock. Make a fire pit, enjoy a canoe, toes in the heated pool - it's more bucolic than a Bob Ross painting. 5 bedrooms, 7 baths, 6,062 square above ground feet, and a shocking degree of getaway that's commutable from Manhattan.

Open House:

Saturday, 6/13 1:00-4:00PM

More Open House Info >

Beds:
3
Baths:
2.00
Sq.Ft.:
1,646
Status:
NEW LISTING
MLS#:
24180148
Type:
Single Family
Subdivision:
Georgetown
Lot size:
1.1 Acres
Year built:
1957
Courtesy: William Raveis Real Estate 203-227-4343
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ADDITIONAL INFORMATION

If homeowners were graded on how they care for their homes, the owners of 29 Old Farm Road would earn an A+. Thoughtfully updated and maintained, this inviting home offers the perfect balance of beauty, function, and worry-free living. Set on a landscaped, park-like property in a cul-de-sac neighborhood, the home enjoys an idyllic setting for walks and everyday enjoyment. Despite its peaceful surroundings, the location offers convenience to shops, restaurants, and trains, including Wire Mill Barbecue just a short stroll away. Upon entering, you are welcomed by an open, bright floor plan with hardwood floors, newer windows, oversized bay window, and dual sliders that enhance indoor-outdoor flow. The renovated kitchen serves as the heart of the home with white cabinetry, stainless steel appliances, island, and quartz countertops. The living room features a wood-burning fireplace and opens to a sunlit dining room with access to a stone patio with masonry walls and a garden with four raised beds. The upper level offers a primary suite with renovated bath, vaulted ceilings, steam shower, quartz vanity, and skylights. Two additional bedrooms share a hall bath with double vanity and tub/shower. The lower level provides a home office/den and access to a pristine two-car garage with interlocking floor system. Major systems have been updated, including newer roof. Exceptional care, comfort, and effortless living in the sought-after town of Weston, known for its award-winning schools.

Beds:
2
Baths:
1.00
Sq.Ft.:
525
Status:
NEW LISTING
MLS#:
24181661
Type:
Single Family
Subdivision:
Valley Forge
Lot size:
1 Acres
Year built:
1949
Courtesy: Coldwell Banker Realty 203-254-7100
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ADDITIONAL INFORMATION

Set in a convenient Weston location, this adorable 2 bedroom ranch offers an inviting opportunity to enjoy one of Fairfield County's most desirable communities. Filled with character and easy living, this home offers a bright and comfortable layout featuring a modern kitchen, lovely living room, 2 bedroom, office nook and a full bath. A dry basement provides excellent storage. Highlights include upgraded electrical, new infrared propane heater, new appliances, new mini splits, new well pressure tank and water filtration system. Perfect for those looking to enjoy a low maintenance lifestyle, this move-in ready home offers a wonderful opportunity to experience all that Weston has to offer. Conveniently located near the Weston Field House, town amenities, and miles of scenic open space trails, you'll love the balance of privacy, recreation, and convenience. Whether you're looking for a full time residence or a weekend retreat, this adorable home is ready to welcome you.

Open House:

Saturday, 6/13 1:00-4:00PM

More Open House Info >

Beds:
5
Baths:
7.00
Sq.Ft.:
7,004
Status:
Active
MLS#:
24180513
Type:
Single Family
Subdivision:
Lower Weston
Lot size:
2.95 Acres
Year built:
2000
Courtesy: William Raveis Real Estate 203-255-6841
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ADDITIONAL INFORMATION

Welcome to Hydrangea Hill - a beautifully maintained and refined center hall colonial set on 3 private acres in coveted lower Weston, offering the perfect balance of neighborhood warmth and serene retreat. The grand two-story foyer opens to a living room with marble gas fireplace, spacious formal dining room, and handsome private office. The heart of the home is a gourmet kitchen featuring a 10-foot Carrara marble island and a breakfast area that flows seamlessly into a generous family room anchored by a stone gas fireplace. Both the kitchen and family room open to a stunning 3-tiered flagstone patio complete with outdoor fireplace with a propane gas starter and grilling area. Ideal for garden parties, summer entertaining, and everything in between. The upper level features a luxurious primary suite with a custom-designed walk-in closet, four additional en-suite bedrooms, bonus room, laundry, and walk-up attic. The finished lower level offers flexible living space with a gym space, a full bath, fireplace, and walk-out access to the pool and spacious yard. Step outside to your private resort: a heated salt-water pool with automatic cover, waterfall spa, pergola, fully fenced yard, and lush landscaping that gives this property its name. A whole-house generator provides year-round peace of mind. Steps from Taylor Preserve trail access, and minutes to Westport's shops, dining, and Metro-North - this is lower Weston living at its finest.

Beds:
5
Baths:
4.00
Sq.Ft.:
4,476
Status:
Active
MLS#:
24181357
Type:
Single Family
Subdivision:
Lower Weston
Lot size:
2.1 Acres
Year built:
1977
Courtesy: William Pitt Sotheby's Int'l 203-227-1246
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ADDITIONAL INFORMATION

Nestled in one of Lower Weston's most desirable locations, this beautifully updated and thoughtfully expanded 5-bedroom, 3.5-bath residence offers the perfect blend of timeless charm and modern living. A bright open floor plan centers around a stunning great room with soaring vaulted ceilings and a dramatic double-sided fireplace that creates a warm connection between the kitchen and family room. The gourmet kitchen includes marble countertops, Wolf, Subzero and Gaggenau appliances and includes a cozy breakfast room and home office. Perfect for entertaining, the home flows seamlessly to a beautiful screened porch and sunny deck overlooking an expansive, level backyard complete with a private, lighted tennis court, providing an exceptional setting for recreation, gatherings, and room for pool. The luxurious primary suite serves as a private retreat, featuring a spectacular spa-inspired bath with soaring ceilings and two spacious walk-in closets. The walk-out lower level provides exceptional flexibility with a finished living area, a bedroom, and full bath that's ideal for guests, an au pair, home office or gym. Set on a picturesque property in a coveted neighborhood surrounded by beautiful homes, 59 September Lane offers privacy and tranquility while remaining just minutes from Weston's top-rated schools, Westport, commuting, shopping and dining. A rare opportunity to enjoy space, comfort, and resort-style amenities in one of Fairfield County's most sought-after communities.

Beds:
1
Baths:
3.00
Sq.Ft.:
2,728
Status:
Active
MLS#:
24180622
Type:
Single Family
Subdivision:
Devil'S Den
Lot size:
2 Acres
Year built:
1962
Courtesy: Coldwell Banker Realty 203-438-9000
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ADDITIONAL INFORMATION

Incredible rare reimagination and renovation opportunity in the heart of Weston in this spacious rustic 2728 sq ft rambling ranch with flexible layout and endless potential, nestled on 2 acres with mature gardens on a quiet cul de sac street among higher end homes can be your creative project! Invite the outdoors in through 8 skylights and easily step out into the extensive gardens through 8 sliders and 6 exterior doors The home definitely did have 4 bedrooms, 2 can be envisioned easily in the 32X12 foot room just down the hallway past the primary bedroom suite and the area to the right of large entry was once a bedroom. Home is just minutes from the award-winning schools, playing fields, Aspetuck & Devil's Den conservation land & trails and easy access to major highways and shopping. Come see for yourself! PLEASE NOTE: This home is in an estate and being sold "AS IS". Inspections are for informational purposes only.

Open House:

Sunday, 6/14 1:00-3:00PM

More Open House Info >

Beds:
5
Baths:
4.00
Sq.Ft.:
4,344
Status:
Active
MLS#:
24172499
Type:
Single Family
Subdivision:
Lower Weston
Lot size:
2.42 Acres
Year built:
1975
Courtesy: Coldwell Banker Realty 203-227-8424
View additional info

ADDITIONAL INFORMATION

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.

Open House:

Sunday, 6/14 1:00-3:00PM

More Open House Info >

Beds:
4
Baths:
5.00
Sq.Ft.:
3,457
Status:
Active
MLS#:
24176914
Type:
Single Family
Subdivision:
Lower Weston
Lot size:
2 Acres
Year built:
1975
Courtesy: William Raveis Real Estate 203-227-4343
View additional info

ADDITIONAL INFORMATION

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

Beds:
4
Baths:
4.00
Sq.Ft.:
5,525
Status:
Active
MLS#:
24179803
Type:
Single Family
Subdivision:
Lower Weston
Lot size:
2.49 Acres
Year built:
1989
Courtesy: The Riverside Realty Group 203-226-8300
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ADDITIONAL INFORMATION

Set on 2.49 fully fenced acres, the property offers expansive lawns ideal for recreation, entertaining, pets, and play. Beyond the main grounds, the landscape unfolds toward the Saugatuck River, providing a peaceful waterfront setting and an opportunity to enjoy the natural beauty of the surroundings. Privately positioned at the end of a quiet Lower Weston cul-de-sac, this architecturally distinctive contemporary offers an exceptional blend of privacy, natural beauty, and year-round enjoyment. A resort-style gunite pool, direct river access, and beautifully landscaped grounds create a setting that feels more like a private retreat than a residence, while remaining just minutes from Westport, commuting routes, and Weston's award-winning schools. A soaring cathedral-ceiling Great Room anchors the home, filled with natural light from expansive walls of glass and centered around a dramatic fireplace. Whether entertaining on a grand scale or enjoying a quiet evening at home, the space is both impressive and inviting.

Beds:
5
Baths:
6.00
Sq.Ft.:
5,131
Status:
Active
MLS#:
24179349
Type:
Single Family
Subdivision:
Lower Weston
Lot size:
2.83 Acres
Year built:
1875
Courtesy: William Raveis Real Estate 203-227-4343
View additional info

ADDITIONAL INFORMATION

This exceptional 150-year-old antique estate in Lower Weston has been thoughtfully and stylishly reimagined, seamlessly blending timeless historic character with the luxurious amenities of contemporary living. The main residence strikes a perfect balance between grand, flowing entertaining spaces and cozy, intimate nooks tailored for remote work or quiet relaxation. At the heart of the home, an epicurean chef's kitchen boasts dramatic 12-foot ceilings and premium finishes, serving as a magnificent centerpiece for both daily life and hosting. The primary bedroom suite is a true private sanctuary, complete with soaring cathedral ceilings, a spa-like bath, and two spacious walk-in closets. Beyond the main home, the expansive property stands out as a versatile estate compound, featuring three additional outbuildings. Among them is a massive, historic barn that has been cleverly converted to include a private one-bedroom apartment and an inspiring art studio-ideal for guests, multi-generational living, or creative endeavors. Perfectly situated within walking distance to Weston's award-winning schools, this property offers a rare combination of privacy, community, and unmatched charm. It is not just a house, but a complete lifestyle compound that must be experienced in person to be fully appreciated. Showings by appointment only.

Beds:
5
Baths:
8.00
Sq.Ft.:
9,595
Status:
Active
MLS#:
24179272
Type:
Single Family
Subdivision:
Norfield
Lot size:
1 Acres
Year built:
2003
Courtesy: Settlers & Traders 203-226-0000
View additional info

ADDITIONAL INFORMATION

Privately set off a secluded drive on a beautiful landscaped acre in a premier Weston location, this exceptional custom home is the epitome of understated luxury and timeless elegance. The home is distinguished by its extraordinary craftsmanship, exquisite architectural detail & generously proportioned rooms throughout.The rich custom millwork,refined moldings, soaring ceilings & harmonious spaces create an atmosphere of sophistication & warmth. Designed for both elegant entertaining & comfortable daily living, the home offers 5 en suite bedrooms, 2 private offices, a stunning formal dining room w/ fireplace, elegant living room w/fireplace. The expansive family room w/fireplace creates an extraordinary setting for gatherings both large & intimate. A fully finished walk-out LL offers exceptional flexibility, featuring a full bath + abundant living space ideal for a rec room, home gym, media room, or guest accommodations. A graceful connection between indoor & outdoor living enhances the home's appeal, with a charming screened porch, expansive deck, a private balcony overlooking the private yard, mature trees & specimen plantings that provide exceptional beauty & privacy year-round. There are very few homes that offer a remarkable blend of elegance, comfort & location! Perfectly situated within walking distance to town, schools, and all the charm Weston has to offer, yet just approx 10 minutes from downtown Westport's vibrant shopping, dining, and cultural attractions.

Beds:
6
Baths:
3.00
Sq.Ft.:
3,096
Status:
Active
MLS#:
24178366
Type:
Single Family
Subdivision:
Lower Weston
Lot size:
2 Acres
Year built:
1973
Courtesy: Coldwell Banker Realty 203-438-9000
View additional info

ADDITIONAL INFORMATION

Welcome home to your Weston retreat featuring easy living throughout. This 6 bedroom, 3 bathroom contemporary raised ranch, boasting 3096 square feet of living space, perfectly balances a bright, airy open floor plan. Gleaming hardwood floors flow seamlessly throughout the main living spaces, adding timeless elegance to the modern layout. Completely move-in ready, the home features a new HVAC system and a new boiler. Nestled on 2 private acres in a highly desirable lower Weston location, this estate is designed for both effortless entertaining and comfortable daily living. The main level features a kitchen with a cozy fireplace and dedicated dining area. Beautiful hardwood floors tie the open space together. The bedrooms on the main floor include a spacious primary suite with a full bathroom and two additional bedrooms that share a bathroom. The renovated lower level has been updated with hardwood floors, modern lighting and sleek ceiling fans as well as a renovated full bathroom that includes a smart toilet and doubles as the laundry room. A welcoming family room with its own fireplace opens directly to the patio. An expansive deck spans the back of the home and offers effortless indoor-outdoor flow with direct access from the primary suite and living room. Enjoy the peace of privacy without sacrificing convenience - just minutes from Weston's town center, top-tier schools, athletic fields, and the Weston Field Club.

Beds:
4
Baths:
2.00
Sq.Ft.:
2,072
Status:
Active
MLS#:
24177464
Type:
Single Family
Subdivision:
Lyons Plains
Lot size:
1 Acres
Year built:
1955
Courtesy: AG Prime Realty 203-987-4722
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ADDITIONAL INFORMATION

Opportunity in Weston! Set on a private 1-acre lot, this spacious ranch offers easy single-level living, generous room sizes, hardwood floors, an attached 2-car garage, and a desirable in-ground pool setting. The home features a large living area, eat-in kitchen, multiple bedrooms, two full baths, laundry room, and excellent indoor/outdoor potential with access to the rear deck and yard.

Beds:
4
Baths:
6.00
Sq.Ft.:
5,448
Status:
Active
MLS#:
24176936
Type:
Single Family
Subdivision:
Devil'S Den
Lot size:
3.67 Acres
Year built:
1959
Courtesy: Compass Connecticut, LLC 203-293-9715
View additional info

ADDITIONAL INFORMATION

Extraordinary riverfront modern retreat set against a breathtaking backdrop of waterfall, woodland, and sweeping water views in one of Weston's most remarkable settings. Surrounded by preserved land and trails of Devil's Den Preserve, this extensively renovated residence offers a rare connection to nature paired with sophisticated design and luxury amenities. Walls of glass, soaring ceilings, and thoughtfully reimagined interiors create a seamless relationship between indoors and out. The stunning chef's kitchen was completely redesigned with custom cabinetry, Taj Mahal quartzite, and a full suite of premium Gaggenau appliances including steam oven, induction cooktop, Teppan Yaki, and built-in coffee system. The primary suite is a serene riverfront retreat featuring expansive views and a spa-inspired bath with heated floors, steam shower, soaking tub, glass-front sauna overlooking the water, and custom closets. A dramatic four-season sunroom with floor-to-ceiling window systems opens at the touch of a button to create an unparalleled indoor-outdoor living experience. Additional highlights include a spectacular media room with 150" theater screen and JBL Synthesis sound system, billiard room w/custom Donald Desky pool table, office/gym space, stone terraces, and a beautifully positioned pool overlooking the river. Three additional ensuite bedrooms are on the second level. An exceptional offering combining architectural sophistication and an immersive, private natural setting.

Beds:
4
Baths:
4.00
Sq.Ft.:
3,339
Status:
Active
MLS#:
24174353
Type:
Single Family
Subdivision:
Lower Weston
Lot size:
0.93 Acres
Year built:
1927
Courtesy: Compass Connecticut, LLC 203-489-6499
View additional info

ADDITIONAL INFORMATION

Poised in the heart of Weston, the Kettle Creek Barn is a truly one-of-a-kind historic property blending timeless architecture with refined modern country living. Originally a 19th-century cedar board-and-batten barn converted into a residence in 1927, the home has been thoughtfully reimagined while preserving its extraordinary character and craftsmanship. The dramatic two-story great room features soaring ceilings, pecky cypress plank walls, classic slate floors, oversized windows, and a striking stone fireplace that creates a warm and unforgettable gathering space filled with natural light. At the heart of the home is the newly relocated kitchen, designed as a bright and inviting entertaining space with a wall of glass overlooking the expansive cedar deck, stone terraces, gardens, and historic Lord & Burnham greenhouse. The property is also completely fenced, providing privacy and creating an ideal setting for a future pool, pets, and extensive gardening. The first-floor primary suite was beautifully transformed from a former playroom and features custom built-ins, 9-inch oak flooring, angled beadboard walls, and a luxurious spa-like bath with floor-to-ceiling Zellige tile, clawfoot tub, walk-in shower, and barn-door shutters. A former office now serves as an oversized walk-in closet, dressing room, or private retreat. The second floor offers three bedrooms, two brand-new full bathrooms, a dedicated office, and a spacious walk-in cedar closet, providing exceptional pro

Beds:
4
Baths:
2.00
Sq.Ft.:
2,903
Status:
Active
MLS#:
24172740
Type:
Single Family
Subdivision:
Lower Weston
Lot size:
2 Acres
Year built:
1956
Courtesy: Keller Williams Realty 203-429-4020
View additional info

ADDITIONAL INFORMATION

Exceptional opportunity in a prime Lower Weston location directly bordering Westport - just minutes to both Weston and Westport town centers, award-winning schools, shopping, dining, trains and commuting routes. Privately set on a beautiful 2-acre lot on a quiet country lane, this property offers endless potential for buyers with vision. Whether you choose to renovate, customize, expand, or build your dream home from the ground up, the setting and location are truly outstanding. Existing features include a freeform in-ground pool, expansive patio, underground utilities, and a remarkable 12-car barn/garage ideal for car enthusiasts, hobbyists, storage, or creative use. Surrounded by nature and offering exceptional privacy, this is a rare chance to create something truly special in one of Fairfield County's most desirable locations. Property being sold as-is. Pool hasn't been open in a few years.

Beds:
5
Baths:
8.00
Sq.Ft.:
8,030
Status:
Active
MLS#:
24169304
Type:
Single Family
Subdivision:
Lower Weston
Lot size:
2.35 Acres
Year built:
2026
Courtesy: Coldwell Banker Realty 203-227-8424
View additional info

ADDITIONAL INFORMATION

2026 New Home Construction...Stunning transitional 5-bedroom estate blending classic curb appeal with a clean, modern interior - beautifully sited on 2.35 private acres. This immaculate five-bedroom home offers five ensuite bedrooms (including a luxurious primary suite), exceptional finishes and thoughtful details throughout:Thermador appliances, high-end fixtures, and gorgeous White Oak floors and handrails that run through the main living spaces. The primary suite is a true retreat with a spa-like bath, steam shower and generous individual closet space for him and her. The chef's kitchen features premium materials, Thermador appliances and designer finishes that flow into bright, open living areas with contemporary millwork and an elegant nod to tradition. Downstairs, the finished basement adds a dedicated gym plus a flexible media/rec room or home office - perfect for work, play, and wellness. Outside, enjoy resort-style living: a 20 x 40 Pool with Spa and a modern-style patio (pool and patio to be completed the first week of June), expansive grounds for recreation or gardens, and a three-car garage. Practical comforts include a whole-house generator, House is wired for cameras, full security system and ample storage. This home artfully balances traditional detail with a fresh, contemporary aesthetic for today's lifestyle and there is a special surprise in the finished basement.

Beds:
4
Baths:
4.00
Sq.Ft.:
3,822
Status:
Active
MLS#:
24171415
Type:
Single Family
Subdivision:
Lower Weston
Lot size:
2.03 Acres
Year built:
1978
Courtesy: Coldwell Banker Realty 203-227-8424
View additional info

ADDITIONAL INFORMATION

Set privately in Weston, this extraordinary home is an early masterpiece by Michael Greenberg, featuring a meticulously relocated Vermont barn, rebuilt with exceptional care and craftsmanship. Rich in character, the residence blends rustic authenticity with refined, modern updates. The stunning great room is anchored by a dramatic three-story fieldstone fireplace, while the first-floor primary suite offers its own stone fireplace and a luxurious bath with radiant heated floors. The kitchen is equipped with Wolf, Bosch, and Liebherr appliances. The dining room features a hidden dry bar and a glassware cabinet, with sliders to the top deck for outdoor dining if desired. Upstairs, there are three additional bedroom suites with updated baths, plus a smaller third-floor bedroom ideal for an office or flex space. The finished walk-out lower level includes radiant heat, a bedroom, a full bath, an office, a gym, laundry, and a kitchenette. Outdoors, enjoy a heated Gunite pool and spa with a bluestone patio, surrounded by serene woodland views. Additional features include the Sonos system, whole-house generator, and air purification. Minutes to town and top-rated schools, this move-in-ready retreat is ideal for weekend or year-round living.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,851
Status:
Active
MLS#:
24171518
Type:
Single Family
Subdivision:
N/A
Lot size:
2.54 Acres
Year built:
1952
Courtesy: eRealty Advisors, Inc. 203-989-3635
View additional info

ADDITIONAL INFORMATION

Welcome to 24 N Calvin Rd, an exceptional residence set in the prestigious enclave of Weston, where timeless elegance meets serene New England beauty. Perfectly positioned on a private, picturesque setting, this distinguished home offers a rare combination of sophistication, comfort, and refined living. Thoughtfully designed with attention to detail, the home features expansive, light-filled interiors, gracious living and entertaining spaces, and a seamless flow that enhances both everyday living and special gatherings. The gourmet kitchen serves as the heart of the home, complemented by generously proportioned bedrooms and luxurious private retreats. SALE AS IS. Outdoors, the property transforms into a tranquil sanctuary-offering beautifully landscaped grounds, open green space, and an atmosphere of complete privacy, ideal for elegant entertaining or peaceful relaxation. Financial Advantage: A rare opportunity exists for qualified buyers to assume the current mortgage, potentially securing a below-market interest and creating immediate long-term value-an exceptional benefit in today's market. Agent related to the seller.

Open House:

Sunday, 6/14 1:00-2:30PM

More Open House Info >

Beds:
6
Baths:
9.00
Sq.Ft.:
10,873
Status:
Active
MLS#:
24165536
Type:
Single Family
Subdivision:
N/A
Lot size:
5.03 Acres
Year built:
1986
Courtesy: William Raveis Real Estate 203-227-4343
View additional info

ADDITIONAL INFORMATION

Set on 5+ private acres at the end of a coveted cul-de-sac, this distinctive family compound is minutes to town and top-rated schools. Classic New England architecture opens to a striking, loft-inspired interior defined by soaring three-story ceilings, hand-hewn antique beams from the late 1800s, wide-plank floors, and walls of glass that fill the home with natural light. Generous living spaces are designed for both connection and comfort, featuring elegant gathering rooms, a beautifully appointed chef's kitchen, a year-round sunroom, expansive play loft, and a lower-level fitness studio. The open layout creates seamless flow while offering distinct, flexible spaces for everyday living and entertaining. Three fireplaces add warmth and a natural sense of gathering. A private guest suite with a professionally designed recording studio is thoughtfully set apart, ideal for extended stays, creative pursuits, or a refined work-from-home setting. Outside, a freeform pool, private lake for canoeing and fishing, firepits, cutting gardens, flowering trees, and rolling lawns create a resort-like setting with access to Westport's beaches. With exceptional privacy and the ease of a whole-house generator, this is a home where light, nature, and everyday living come together in a setting designed for both retreat and connection.

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Davis E. Owen, Sr., License REB.0754414, Xome CT LLC, License REB.0790146 , [email protected], 844-400-XOME (9663), 2083 Main Street, Stratford, CT 06615


The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2021 SmartMLS, Inc.



Weston Real Estate

Weston is located in Connecticut. Weston, Connecticut has a population of 10,339. Weston is more family-centric than the surrounding county with 44.69% of the households containing married families with children. The county average for households married with children is 34.39%.

The median household income in Weston, Connecticut is $204,792. The median household income for the surrounding county is $101,194 compared to the national median of $69,021. The median age of people living in Weston is 46.9 years.

Weston Weather

The average high temperature in July is 84.2 degrees, with an average low temperature in January of 18.8 degrees. The average rainfall is approximately 52.4 inches per year, with 35 inches of snow per year.

Weston Map

Weston Real Estate Market Conditions

  • Median sales price

    $1,440,000
    15.3%
    change since last quarter
  • # Active listings

    37
    30-day change

Weston Schools and Demographics

Education near Weston, CT

City County
High School Graduates 98.57 90.19
College Degree - 2 year 5.43 6.12
College Degree - 4 year 78.87 49.21
Graduate Degree 30.52 16.2
Expenditures per Student 22,984 22,984
Students per Teacher 12.8 12.8

Elementary Schools near Weston, CT

Grades Students P/T Ratio ZIP
Cider Mill School 03 - 05 978 12.9 06897
Hurlbutt Elementary School PK - 02 469 12.6 06883
Miller-Driscoll School PK - 02 863 13.4 06897
Redding Elementary School PK - 04 488 12.3 06875
Samuel Staples Elementary School PK - 05 612 13 06612
Weston Intermediate School 03 - 05 548 14.1 06883

Middle Schools near Weston, CT

Grades Students P/T Ratio ZIP
Helen Keller Middle School 06 - 08 323 11.7 06612
John Read Middle School 05 - 08 513 12 06896
Middlebrook School 06 - 08 1,047 12.6 06897
Weston Middle School 06 - 08 603 13.1 06883

High Schools near Weston, CT

Grades Students P/T Ratio ZIP
Joel Barlow High School 09 - 12 1,049 14.1 06896
Weston High School 09 - 12 781 13.3 06883
Wilton High School 09 - 12 1,352 13.8 06897

Ungraded Schools near Weston, CT

Grades Students P/T Ratio ZIP
* Wilton-Westport Evening School 10 - 12 8 06897

Demographics near Weston, CT

City County
Neighborhood Type Suburban
Population 10,339 956,446
Population Density 523 1,530
Median Age 46.9 40.7
People per Household 2.9 2.7
Median Household Income 204,792 101,194
Average Income per Capita 108,797 61,651

Real estate near Weston