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Weston, CT Homes for Sale

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  • /21

    $1,650,000 Open Sat 12PM - 2PM

    • 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
  • /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
  • /40

    $2,350,000 Coming Soon

    • 5 Beds
    • 6 Baths
    • 6,684 Sq Ft

    6 Winthrop Hills, Weston, CT 06883

    Welcome to this Modern Colonial, a sanctuary where luxury, comfort & tranquility converge on a premier cul-de-sac, conveniently located to the Merritt Parkway, Weston Center & the campus of award-winning schools and downtown Westport plus beaches. With 5 BRs plus a potential 6th BR/au-pair or in-law suite, this refined retreat offers elegant living & impressive entertaining. The newly reimagined

    Alex Chingas Coldwell Banker Realty

    6 Winthrop Hills, 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
  • /40

    $1,495,000

    • 4 Beds
    • 3.5 Baths
    • 3,888 Sq Ft

    4 Trails End Rd, Weston, CT 06883

    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,

    Bozena Tisch Coldwell Banker Realty

    4 Trails End Rd, 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
  • /38

    $2,495,000

    • 5 Beds
    • 6.5 Baths
    • 7,560 Sq Ft

    53 Singing Oaks Dr, Weston, CT 06883

    Located in Weston's prestigious Singing Oaks community, this extensively renovated 5-bedroom Colonial blends timeless architecture with exceptional modern luxury. Thoughtfully reimagined with meticulous craftsmanship, the home showcases sustainably sourced white oak flooring throughout the main and upper levels, extensive custom millwork, and elegant formal spaces including a living room with

    Brian Christy William Raveis Real Estate

    53 Singing Oaks Dr, Weston, CT 06883
  • /38

    $2,250,000 Open Sun 12PM - 2PM

    • 5 Beds
    • 3.5 Baths
    • 5,472 Sq Ft

    117 Weston Rd, Westport, CT 06880

    Set in a serene natural setting, this custom Colonial offers a comfortable layout with a balance of privacy and convenient access to top-rated schools, shopping, and dining. The main living spaces are bright and inviting, with generous windows that frame views of the surrounding greenery and create an easy flow for everyday living and entertaining. Upstairs, four bedrooms are located on one

    Lynne Nolan Compass Connecticut, LLC

    117 Weston Rd, Westport, CT 06880
  • /26

    $1,995,000

    • 4 Beds
    • 3.5 Baths
    • 4,554 Sq Ft

    13 Riverfield Dr, Westport, CT 06880

    Nestled in a country setting with 2.04 acres of flat, private, beautiful property on one of Westport's most idyllic and picturesque walking streets is a warm and light filled Colonial, in a serene and wooded neighborhood setting. Inside and out, this home has been beautifully updated and maintained. The interior has all the right rooms in all the right places. Rooms are spacious. Main Level:

    Lori Popkin Coldwell Banker Realty

    13 Riverfield Dr, Westport, CT 06880
  • /85

    $3,795,000

    • 7 Beds
    • 10 Baths
    • 11,075 Sq Ft

    214 Good Hill Rd, Weston, CT 06883

    Modern luxury meets historic charm on 5 private acres in lower Weston. Set at the end of a long, tree-lined drive, this reimagined Tudor Revival estate—once the retreat of Godspell creator John-Michael Tebelak—offers exceptional privacy and turnkey living. Renovated and expanded by architect Jack Franzen, the main home features 7 bedrooms, 8 full and 2 half baths, a dramatic two-story

    Eva Penson Sotheby's International Realty

    214 Good Hill Rd, Weston, CT 06883
  • /40

    $879,000 Open Sun 2PM - 4PM

    • 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
  • /40

    $1,425,000

    • 5 Beds
    • 4.5 Baths
    • 5,151 Sq Ft

    9 Pepperbush Rd, Weston, CT 06883

    A special residential neighborhood characterized by a coveted cul de sac and offering the quiet luxury Weston is known for. Privately sited on Pepperbush Rd, this perfectly maintained and thoughtfully updated Colonial offers over 5,100 sq ft of refined living space. Sun-filled interiors and an elegant layout provide the perfect balance for everyday living and sophisticated entertaining. The

    Sally Bohling Coldwell Banker Realty

    9 Pepperbush Rd, Weston, CT 06883
  • /39

    $750,000

    • 4 Beds
    • 4 Baths
    • 2,312 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

    $3,500,000

    • 3 Beds
    • 3 Baths
    • 8,500 Sq Ft

    4 Good Hill Rd, Weston, CT 06883

    Exquisite 1970 Renovated 3 Bedroom House with Renovated Barn and Private Art Museum in Weston, CT Nestled in the heart of Lower Weston, Connecticut, this exceptional 3.25 acre property offers a unique blend of historic charm and modern luxury. Situated on a meticulously landscaped estate, this renovated 3-bedroom house presents an unparalleled opportunity to experience gracious living alongside

    Kim Harizman Compass Connecticut, LLC

    4 Good Hill Rd, Weston, CT 06883
  • /26

    $1,318,000

    • 4 Beds
    • 4 Baths
    • 3,786 Sq Ft

    39 Tannery Ln S, Weston, CT 06883

    39 Tannery South is the kind of home that makes you exhale the second you walk in. Thoughtfully updated, every space feels intentional, warm, and beautifully designed. An open concept layout flows through a stunning kitchen with custom cabinetry, quartz counters, glass tile backsplash and a generous island made for gathering. The living room features custom barn door sliders that let you create a

    Marion Filley Compass Connecticut, LLC

    39 Tannery Ln S, Weston, CT 06883
  • /6

    $1,995,000

    • Land
    • 27.55 Acres
    • $72,414 per Acre

    85-95 Old Easton Turnpike, Weston, CT 06883

    27+ acres of serene land along the Aspetuck River spreading between Weston and Fairfield. A rare opportunity to build your dream home and have seclusion while bordering Westport with all modern day conveniences and shopping. Close to Aspetuck Valley Country Club and golf course, The Patterson Club, Camp Aspetuck and the Connecticut Audubon Society. *All parcels sold together. *See attached

    Kim Tromba Keller Williams Realty

    85-95 Old Easton Turnpike, Weston, CT 06883
  • /39

    $1,199,000 Open Sun 2PM - 4PM

    • 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
  • /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
  • /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
  • /9

    $369,000

    • Land
    • 2 Acres
    • $184,500 per Acre

    B Bridge Rd, Weston, CT 06883

    Rare oppotunity to purchase a magical 2 acre parcel of land w/ a little slice of frontage on Aspetuck River in coveted Stonybrook Association. Beautiful lot with fabulous views in true lower Weston on Westport border! Stonybrook is a unique enclave of homes in Weston and offers swimming, boating, tennis, zipline, basketball court, playground, picnic benches and more, all for the use of homeowners

    Carrie Shea Camelot Real Estate

    B Bridge 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

    $899,000 Open Sat 1PM - 3PM

    • 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
  • /6

    $1,995,000

    • Land
    • 7 Acres
    • $285,000 per Acre

    1375 Westport Turnpike, Fairfield, CT 06824

    27+ acres of serene land along the Aspetuck River spreading between Fairfield and Weston. (7 acres in Fairfield). A rare opportunity to build your dream home and have seclusion while bordering Westport with all modern day conveniences and shopping. Close to Aspetuck Valley Country Club and golf course, The Patterson Club, Camp Aspetuck and the Connecticut Audubon Society. *All parcels sold

    Kim Tromba Keller Williams Realty

    1375 Westport Turnpike, Fairfield, CT 06824

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.

Frequently Asked Questions

What is the average home price in Weston, CT?
Homes for sale in Weston, CT have an average home price of $1,557,203.
Are home prices dropping in Weston?
Yes, home prices in Weston are down 1% in the last 12 months.
How many homes have sold over the last 12 months in Weston, CT?
130 homes have sold in Weston, CT over the last 12 months.
What are the most popular zip codes in Weston, CT?
The most popular zip codes in Weston, CT include 06883, 06897, 06824, 06880 and 06896.
How much do you need to make to afford a house in Weston?
The median home price in Weston is $1,397,000. If you put a 20% down payment of $279,400 and had a 30-year fixed mortgage with an interest rate of 6.22%, your estimated principal and interest payment would be $6,860 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $294K a year to afford the median home price in Weston. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Weston, CT?
Weston, CT has highly rated public and private schools. Some of the best schools in Weston based on Niche Grades are Staples High School, Weston High School and Wilton High School. Browse all the schools in Weston, CT to learn more.

Home Trends in Weston, CT

Housing Trends

Median Sale Price
$1,394,500
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
$447
Number of Homes for Sale
17
Last 12 months Home Sales
130
Months of Supply
1.60
Median List Price
$1,397,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
2%
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