24

Weston, CT Houses for Sale

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  • /40

    $2,595,000 Open Sat 12PM - 2PM

    • 5 Beds
    • 5.5 Baths
    • 6,100 Sq Ft

    32 Steep Hill Rd, Weston, CT 06883

    This restored, 6,100sf, expanded 18th century farmhouse commands a view of its 1.24 acre, brook-fed lake, expansive lawn, raised beds and 400 ft. bleached stone driveway. Those features read: Big Tented Celebration, Fabulous Local Tomatoes. The former NYC chef's kitchen is open to the entertaining areas' 5 rooms that circle around the heartbeat that makes a home feel and taste just right. A

    Agent Photo

    Mark Gilrain

    Brown Harris Stevens

    (475) 348-7574

    32 Steep Hill Rd, Weston, CT 06883
  • /10

    $349,000

    • 1 Bed
    • 1 Bath
    • 1,152 Sq Ft

    492 Newtown Turnpike, Weston, CT 06883

    This charming one bedroom and one bath home is tucked between Devil's Den Nature Preserve and the Saugatuck Reservoir conveniently located in North Weston. Sited on a half-acre, this home is serene and in the midst of nature. All measurements approximate. Weston residents are provided the opportunity to purchase parking emblem to access Westport amenities, including beaches and pool.

    Lindsey R. Mullholand Douglas Elliman of Connecticut

    492 Newtown Turnpike, Weston, CT 06883
  • /40

    $1,425,000 Open Sat 1PM - 3PM

    • 4 Beds
    • 2.5 Baths
    • 3,160 Sq Ft

    60 Old Easton Turnpike, Weston, CT 06883

    CONTEMPORARY RETREAT IN LOWER WESTON. Set on over two private acres in coveted Weston, this timeless Contemporary offers beautifully proportioned, light-filled living spaces designed for both relaxed everyday living and elegant entertaining. A gracious foyer welcomes you into the home, where a dramatic sunken living room with soaring vaulted ceilings and a striking stone fireplace creates an

    Annie Klyver Higgins Group Real Estate

    60 Old Easton Turnpike, Weston, CT 06883
  • /34

    $2,175,000 Open Sat 12PM - 3PM

    • 5 Beds
    • 6 Baths
    • 6,712 Sq Ft

    41 Singing Oaks Dr, Weston, CT 06883

    Come & be dazzled by this Nantucket inspired water-front country estate! Custom craftmanship is the hallmark throughout this 5BR home. A gracious foyer welcomes you & leads you to sunny living room w/ bay window, large dining room w/ custom built-ins & fireplace.The recently remodeled kitchen is a chef's dream w/ 6 burner Wolf Gas range, 8 ft. granite topped center island, a double sub-zero &

    Carrie Shea Camelot Real Estate

    41 Singing Oaks Dr, Weston, CT 06883
  • /40

    $750,000 Open Sun 11AM - 2PM

    • 4 Beds
    • 4 Baths
    • 3,312 Sq Ft

    274 Lyons Plain Rd, Weston, CT 06883

    This is very special. INVESTOR'S DREAM !! AN AMAZING OPPORTUNITY IN LOWER WESTON-DIRECT SAUGATUCK RIVER FRONT VIEWS-Beautiful home with separate living spaces featuring living rooms, family rooms, dining areas, newer kitchens & baths, wraparound decks with serene river views and so much more. Beautiful hardwood floors throughout, updated bathrooms and kitchens, newly updated oil tanks and heating

    Dagny Eason Dagny's Real Estate

    274 Lyons Plain Rd, Weston, CT 06883
  • /40

    $1,249,000 Open Sat 1PM - 3PM

    • 4 Beds
    • 3 Baths
    • 2,646 Sq Ft

    4 Kettle Creek Rd, Weston, CT 06883

    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

    Lindsay Violette Houlihan Lawrence

    4 Kettle Creek Rd, Weston, CT 06883
  • /40

    $2,395,000

    • 4 Beds
    • 6 Baths
    • 8,707 Sq Ft

    314 Georgetown Rd, Weston, CT 06883

    Welcome to 314 Georgetown Road, an exceptional custom-built residence gracefully set on two acres of beautifully landscaped, park-like grounds. Showcasing striking stonework, refined architectural details, and timeless sophistication, this home offers an elegant blend of classic design and modern comfort. A dramatic two-story foyer, highlighted by a sweeping staircase and elegant chandelier,

    Irene Przybysz William Raveis Real Estate

    314 Georgetown Rd, Weston, CT 06883
  • /40

    $1,429,000 Open Sat 1PM - 3PM

    • 5 Beds
    • 5 Baths
    • 4,862 Sq Ft

    4 Marshall Ln, Weston, CT 06883

    Welcome to your dream home in Weston, CT! This stunning five-bedroom, five-bathroom colonial home is nestled on a private cul-de-sac in one of the most sought-after neighborhoods in Weston. Step into timeless elegance with this beautifully crafted traditional Colonial home, where classic charm meets modern livability. Designed with a seamlessly flowing layout, this residence offers the perfect

    Amanda Adair William Raveis Real Estate

    4 Marshall Ln, Weston, CT 06883
  • /30

    $2,000,000

    • 5 Beds
    • 4 Baths
    • 3,481 Sq Ft

    7 Birch Hill Rd, Weston, CT 06883

    Welcome to this recently updated New England retreat with stone walls, a circular gravel driveway, and manicured grounds. Fenced and setback charming 5-bed and 2 full + 2 half baths colonial with sun-filled galleries and rooms. 2 fireplaces, 2-story cathedral ceilings. The modern open-floor kitchen (2025) opens to the dining room, family room, and a large deck. Luxurious MAIN FLOOR primary

    Mikhail Faifman William Raveis Real Estate

    7 Birch Hill Rd, Weston, CT 06883
  • /40

    $879,000

    • 5 Beds
    • 4 Baths
    • 1,223 Sq Ft

    2 & 4 Old Weston Old Weston Rd, Weston, CT 06883

    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

    Sandra Calise Cenatiempo Settlers & Traders

    2 & 4 Old Weston Old Weston Rd, Weston, CT 06883
  • /32

    $1,295,000

    • 5 Beds
    • 4 Baths
    • 3,537 Sq Ft

    26 Hill Farm Rd, Weston, CT 06883

    This light-filled contemporary home has been masterfully reimagined and updated. Combining an innovative architectural approach with high-end finishes, this residence offers a sophisticated retreat on 2.27 private acres. The heart of the home is the upper level, featuring a fantastic modern eat-in kitchen flooded with natural light. The adjacent living and dining area is defined by soaring

    Peter Depalo William Raveis Real Estate

    26 Hill Farm Rd, Weston, CT 06883
  • /21

    $1,650,000 Open Sun 2PM - 4PM

    • 4 Beds
    • 2.5 Baths
    • 3,382 Sq Ft

    205 Weston Rd, Weston, CT 06883

    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

    Jen Kass Higgins Group Bedford Square

    205 Weston Rd, Weston, CT 06883
  • /40

    $3,900,000

    • 6 Beds
    • 11 Baths
    • 9,974 Sq Ft

    76 Lords Hwy, Weston, CT 06883

    In the heart of a neighborhood known for fine estates and just moments from the campus of award-winning schools, this distinguished 2.5 +/- acre property elevates your lifestyle with refined craftsmanship and effortless luxury. A grand foyer with a graceful floating staircase introduces interiors defined by exquisite walnut floors, incredible millwork, and architectural moments to savor at every

    Alex Chingas Coldwell Banker Realty

    76 Lords Hwy, Weston, CT 06883
  • /23

    $1,649,000

    • 3 Beds
    • 3 Baths
    • 3,779 Sq Ft

    14 Codfish Ln, Weston, CT 06883

    Recent upgrades: new Home Theater and Fitness Room, Firepit; upgraded Electrical (with Smart panel and Tesla charger); Renovated Garage (with Puppy Spa Care station); new Lighting, etc. // Designed by internationally acclaimed architect Leonard Perfido and awarded "Excellence for Design" when it was constructed. Imagine living in a home that LOOKS like one of the world's famous, ultramodern

    Ryan Cornell William Pitt Sotheby's Int'l

    14 Codfish Ln, Weston, CT 06883
  • /39

    $1,695,000

    • 5 Beds
    • 4.5 Baths
    • 3,880 Sq Ft

    14 Langner Ln, Weston, CT 06883

    Welcome to 14 Langner Lane, a uniquely charming stone residence set on 2.35 beautifully landcaped acres of lush, private property in the coveted town of Weston. Offering approximately 3,880 square feet of living space, this home beautifully blends architectural character with exceptional space, making it perfect for families seeking privacy and room to roam. Fall in love with 14 Langner's

    Scott Palma William Raveis Real Estate

    14 Langner Ln, Weston, CT 06883
  • /16

    $950,000

    • 2 Beds
    • 2 Baths
    • 1,135 Sq Ft

    11 Judges Hollow Rd, Fairfield, CT 06824

    Eight minutes from downtown Westport, escape to 11 Judges Hollow-a 1930's rustic hunting cabin on 1.6 private wooded acres at the end of a long secluded driveway. A one of a kind private in holding completely surrounded by the 180 acre Brett Woods Conservation Area, this rare property offers ultimate privacy with protected open space as your permanent neighbor. Judges Hollow is nestled within

    Lisa Hartmann William Pitt Sotheby's Int'l

    11 Judges Hollow Rd, Fairfield, CT 06824
  • /38

    $1,199,000

    • 5 Beds
    • 4 Baths
    • 3,581 Sq Ft

    198 Steep Hill Rd, Weston, CT 06883

    Exceptional 5-BR stone home blending contemporary design w natural tranquility sits atop 2 private acres in Weston. Expertly engineered & beautifully constructed, this freshly painted home welcomes you through a dramatic 2-story foyer into a sun-filled living room with floor-to-ceiling windows, sweeping woodland views, and a custom 2-sided fireplace. Open chef's kitchen features granite

    Elaine Schanzenbach William Raveis Real Estate

    198 Steep Hill Rd, Weston, CT 06883
  • /39

    $1,149,000

    • 4 Beds
    • 4 Baths
    • 4,420 Sq Ft

    15 Mountain View Dr, Weston, CT 06883

    Reminiscent of an European Estate this 4420 square-foot home features, four bedrooms, two full bathrooms and two half bathrooms on an open acre of land. It's extensive outdoor patio and entertainment areas wrap around the rear of the property, a cobblestone lined driveway, and specimen landscaping are all situated on a cul-de-sac in an easy to get to everything location. The gourmet kitchen

    Peter Hastings Hastings Real Estate

    15 Mountain View Dr, Weston, CT 06883
  • /40

    $1,779,000

    • 5 Beds
    • 5.5 Baths
    • 7,611 Sq Ft

    28 Old Orchard Dr, Weston, CT 06883

    Experience dramatic, modern living in this grand home with a glorious gunite pool & exceptional architectural appeal. Custom-designed, the quality of this residence is readily apparent as you approach from the centrally-located, multi-million dollar neighborhood of fine homes. The stone front, Belgium block-lined drive and specimen landscaping greet you, leading to the soaring two-story foyer.

    Barbara Bross Coldwell Banker Realty

    28 Old Orchard Dr, Weston, CT 06883
  • /2

    $1,395,000 Open Mon 1PM - 3PM

    • 4 Beds
    • 4.5 Baths
    • 5,676 Sq Ft

    9 Patchen Ln, Weston, CT 06883

    A modern contemporary meets an enchanting treehouse retreat. A 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/

    Anthony Ardino William Raveis Real Estate

    9 Patchen Ln, Weston, CT 06883
  • /39

    $1,100,000 Open Sat 12PM - 3PM

    • 4 Beds
    • 3.5 Baths
    • 3,631 Sq Ft

    50 Old Farm Rd, Weston, CT 06883

    Welcome to this sophisticated country Cape blending modern living with charm in Weston's Georgetown area. White picket fences and stepping stones through an arbor welcome you to the front porch of this beautiful home! Set at the end of a quiet cul-de-sac on a level acre with inviting circular driveway, the home's open floor plan creates comfortable flow for everyday living & entertaining. Two

    Dianne DeWitt Berkshire Hathaway NE Prop.

    50 Old Farm Rd, Weston, CT 06883
  • /36

    $829,000 Open Sat 10AM - 1PM

    • 3 Beds
    • 2 Baths
    • 1,853 Sq Ft

    35 Orchard Dr, Wilton, CT 06897

    Location! Location! Location! This is the one for which you have been waiting. Nestled at the end of a quiet cul-de-sac off Sturges Ridge, this 3-bedroom ranch-style home offers a Generac Generator, heated garage, screened porch, and a deer-fenced area on a flat back yard. Set on 2.2 acres with mature plantings. Inside, you'll find generously sized rooms, hardwood floors, an anti-foyer, foyer,

    Marylou Jamieson Coldwell Banker Realty

    35 Orchard Dr, Wilton, CT 06897
  • /26

    $819,000

    • 3 Beds
    • 2 Baths
    • 2,042 Sq Ft

    305 Westport Turnpike, Fairfield, CT 06824

    Rare 2.25-acre riverfront opportunity on the Fairfield/Westport line. This exceptional 538-foot deep lot offers 158 feet of frontage along the Aspetuck River, creating a private, scenic setting with significant upside. A unique feature is the ability to site a new home further back from Westport Turnpike, maximizing privacy and long-term value. The existing 3-bedroom, 2-bath ranch offers

    Chip Parrish Keller Williams Realty

    305 Westport Turnpike, Fairfield, CT 06824
  • /40

    $849,000

    • 3 Beds
    • 4 Baths
    • 2,299 Sq Ft

    30 Highland Ave, Redding, CT 06896

    Completely reimagined from top to bottom, this beautifully renovated Redding residence offers the comfort, efficiency, and peace of mind of a newly built home. Every major system and finish has been replaced, including a brand-new roof, siding, windows, doors, plumbing, electrical, and a new central A/C and heating system, ensuring modern performance and long-term reliability. Inside, the home

    Thomas Casey Live Real Estate LLC

    30 Highland Ave, Redding, CT 06896

Why Live in Weston

Weston, Connecticut, founded in 1787, is a small town located 58 miles northeast of New York City, surrounded by woodlands and countryside. The town center hosts local businesses, schools, the Weston Public Library, and the Weston Senior Center. Weston is known for its community spirit and scenic beauty, with single-family homes ranging from 18th-century cottages to 21st-century mansion estates, often set on 2- to 4-acre lots with mature trees. Popular home features include covered patios, board-and-batten windows, and multi-car garages. Bisceglie-Scribner Park, the town's main green space, offers Little League fields, pickleball courts, and a swimming pond, while Devil’s Den Preserve provides over 20 miles of trails for hiking and birdwatching. The private Aspetuck Valley Country Club features an 18-hole golf course and pickleball courts. Weston’s public schools are highly rated, with Hurlbutt Elementary, Weston Intermediate, Weston Middle, and Weston High School all receiving high marks. The town hosts various events, such as the Memorial Day Fair and Weston Founders Day, fostering a tight-knit community. Weston Shopping Center includes Lily’s Weston Market and Lunch Box, with additional shopping and dining options available in nearby Wilton. Commuting to NYC is common, with Westport Station 7 miles away offering rail service. Norwalk Hospital is 9 miles away, and John F. Kennedy International Airport is 56 miles away.

Home Trends in Weston, CT

Housing Trends

Median Sale Price
$1,390,000
Median Single Family Sale Price
$1,400,000
Median Townhouse Sale Price
$2,000,000
Median 2 Bedroom Sale Price
$975,000
Average Price Per Sq Ft
$441
Number of Homes for Sale
18
Last 12 months Home Sales
131
Months of Supply
1.60
Median List Price
$1,379,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
1%
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