29

Weston, CT Homes for Sale

Section Image Section Image
  • /40

    $2,595,000

    • 6 Beds
    • 6.5 Baths
    • 7,050 Sq Ft

    32 Steep Hill Rd, Weston, CT 06883

    This restored, 6,100 sf-expanded 18th century antique commands a view of its 1.24 ac, brook-fed lake; expansive lawn; raised beds; and 450 ft. bleached stone driveway. Your vision--Big Tented Celebrations,Fabulous Local Tomatoes--is correct. The former NYC chef's professional kitchen, wet bar, and 2 eat-in dining areas are open to the 5 rooms that circle around this heartbeat, making large

    Agent Photo

    Mark Gilrain

    Brown Harris Stevens

    (475) 348-7574

    32 Steep Hill Rd, Weston, CT 06883
  • /37

    $2,795,000 Open Sun 1AM - 3PM

    • 5 Beds
    • 3.5 Baths
    • 5,525 Sq Ft

    32 Buttonball Ln, Weston, CT 06883

    A four-season retreat-where open lawns, a beautiful pool, and the surrounding landscape create a sense of quiet luxury. Set along the Saugatuck River on a quiet private Lower Weston Cul de Sac, this architecturally distinctive contemporary is privately sited on 2.49 acres, offering scale, light, and direct river access in one of Weston's most desirable settings. Please ask Broker about possible

    Hope Klein The Riverside Realty Group

    32 Buttonball Ln, Weston, CT 06883
  • /3

    $1,499,000 Coming Soon

    • 4 Beds
    • 3.5 Baths
    • 4,496 Sq Ft

    21 Timber Mill Ln, Weston, CT 06883

    Welcome to 21 Timber Mill Lane, this timeless colonial blends classic charm with modern updates and sits on a peaceful cul-de-sac in sought-after lower Weston-just minutes from Town Center, top-rated school campus, and the ideal commuting location. Inside, the open floor plan is bathed in natural light, the updated eat in kitchen features granite countertops, high-end appliances, and plenty of

    Karen Hagen Compass Connecticut, LLC

    21 Timber Mill Ln, Weston, CT 06883
  • /21

    $1,500,000

    • 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
  • /33

    $2,095,000 Open Sun 1PM - 3PM

    • 5 Beds
    • 3.5 Baths
    • 3,807 Sq Ft

    10 Cedar Ln, Weston, CT 06883

    A thoughtfully restored (2012-2017) post-and-beam colonial is perched on a scenic rise with panoramic views of meticulously maintained grounds, combining timeless elegance with high-performance modern comfort and amenities. Details include original barn doors, reclaimed wide-plank floors, abundant natural light through skylights, and a gracious wrap-around veranda. First Floor: Features an

    Lainie Floyd William Pitt Sotheby's Int'l

    10 Cedar Ln, Weston, CT 06883
  • /33

    $2,175,000

    • 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

    $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
  • /39

    $2,695,000 Open Sun 2PM - 4PM

    • 2 Beds
    • 3 Baths
    • 2,254 Sq Ft

    52 Valley Forge Rd, Weston, CT 06883

    Set on three private acres of serene woodland along the banks of the Saugatuck River, this extraordinary Riverfront Retreat offers a rare opportunity to live immersed in nature in a modern masterpiece. Creating a seamless connection between the stunning interiors and the tranquil beauty of the surrounding landscape, experience breathtaking river views from the rooftop deck with succulent gardens,

    Laurie Crouse Coldwell Banker Realty

    52 Valley Forge Rd, Weston, CT 06883
  • /33

    $1,485,000 Open Fri 11AM - 2PM

    • 5 Beds
    • 4.5 Baths
    • 3,987 Sq Ft

    14 White Oak Ln, Weston, CT 06883

    Striking contemporary sanctuary set on 2.4 private acres along one of Lower Weston's most coveted cul-de-sacs--where sophistication meets serenity. Dramatic atrium entry with soaring ceilings and skylights introduces a home defined by light, volume, and architectural distinction. Walls of glass and multiple French doors dissolve the boundary between indoors and out, creating a seamless connection

    Monica Kass BHHS New England Properties

    14 White Oak Ln, Weston, CT 06883
  • /40

    $1,395,000

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

    9 Patchen Ln, Weston, CT 06883

    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/

    Anthony Ardino William Raveis Real Estate

    9 Patchen Ln, Weston, CT 06883
  • /40

    $1,595,000 Open Sun 1PM - 3PM

    • 5 Beds
    • 5 Baths
    • 4,370 Sq Ft

    21 Laurel Lake E, Weston, CT 06883

    Experience the best of Fairfield County living in this immaculate, sun drenched Colonial, perfectly situated to take in peaceful views of Laurel Lake. More than a home, this is a true private retreat-thoughtfully designed for both relaxed everyday living and effortless entertaining. The spacious cook's kitchen flows seamlessly to an expansive stone patio overlooking the water, complete with an

    Peter Depalo William Raveis Real Estate

    21 Laurel Lake E, Weston, CT 06883
  • /39

    $1,645,000

    • 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
  • /37

    $3,495,000

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

    214 Good Hill Rd, Weston, CT 06883

    Rock Ledge, a private estate in Weston, is set on nearly five acres surrounded by protected land at the end of a cherry-tree-lined private drive. A reimagined Tudor Revival that blends historic character with modern living. Originally built in 1918, the property was once the residence of Godspell author John-Michael Tebelak. It has evolved into a compound of a brick mansion, pool house with

    John Schiaroli Coldwell Banker Realty

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

    $745,000

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

    274 Lyons Plain Rd, Weston, CT 06883

    This is very special. $7,500 per month income! 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

    Dagny Eason Dagny's Real Estate

    274 Lyons Plain Rd, Weston, CT 06883
  • /13

    $3,295,000 Coming Soon

    • 6 Beds
    • 8.5 Baths
    • 10,873 Sq Ft

    34 Laurel Lake W, Weston, CT 06883

    Set on 5+ private acres at the end of a coveted cul-de-sac in Weston, this exceptional estate offers the rare feeling of a secluded retreat just moments from town, schools, and daily conveniences. Classic New England architecture gives way to a striking loft inspired interior defined by soaring three-story ceilings, original beams from the late 1800s, wide-plank floors, and expansive glass that

    Michelle Genovesi William Raveis Real Estate

    34 Laurel Lake W, Weston, CT 06883
  • /10

    $349,000

    • 1 Bed
    • 1 Bath
    • 576 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

    $1,100,000

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

    50 Old Farm Rd, Weston, CT 06883

    Highest & Best Offers due 5PM TUESDAY, 4/14.Welcome to this sophisticated country Cape blending modern living with charm in Weston's Georgetown area. White picket fences & 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 w/inviting circular driveway, the open floor plan creates comfortable flow for

    Dianne DeWitt Berkshire Hathaway NE Prop.

    50 Old Farm Rd, 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
  • /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
  • /38

    $1,195,000

    • 4 Beds
    • 3.5 Baths
    • 2,520 Sq Ft

    27 Hackberry Hill Rd, Weston, CT 06883

    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

    Carrie Shea Camelot Real Estate

    27 Hackberry Hill Rd, Weston, CT 06883
  • /32

    $935,000 Open Sun 11AM - 1PM

    • 3 Beds
    • 3 Baths
    • 2,921 Sq Ft

    22 Hill Farm Rd, Weston, CT 06883

    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

    Kathleen Gibbon Brown Harris Stevens

    22 Hill Farm 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
  • /38

    $999,000 Open Sun 12PM - 4PM

    • 4 Beds
    • 2.5 Baths
    • 2,786 Sq Ft

    33 Cardinal Rd, Weston, CT 06883

    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

    Carrie Shea Camelot Real Estate

    33 Cardinal Rd, Weston, CT 06883
  • /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

    $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
  • /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
  • /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

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 $1,564,835.
How many homes have sold over the last 12 months in Weston, CT?
131 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 $1,399,000. If you put a 20% down payment of $279,800 and had a 30-year fixed mortgage with an interest rate of 6.23%, your estimated principal and interest payment would be $6,880 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $295K 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
$1,400,000
Median Single Family Sale Price
$1,402,500
Median Townhouse Sale Price
$2,000,000
Median 2 Bedroom Sale Price
$975,000
Average Price Per Sq Ft
$438
Number of Homes for Sale
23
Last 12 months Home Sales
131
Months of Supply
2.10
Median List Price
$1,399,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
3%
How to Buy a Home How to Finance a Home How to Sell a Home