20

Weston, CT Homes for Sale

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  • /38

    $3,999,999

    • 5 Beds
    • 9 Baths
    • 11,450 Sq Ft

    64 Old Redding Rd, Weston, CT 06883

    Discover a stunning custom-crafted luxury home, complete with a separate one-bedroom guest pool house, that stands as an architecturally significant estate designed to be cherished. Nestled on meticulously landscaped grounds with picturesque views of Pawtucket Valley Country Club, this grand colonial residence offers every amenity for a refined lifestyle. As you enter the soaring foyer, you are

    Anissa Paolillo Redfin Corporation

    64 Old Redding Rd, Weston, CT 06883
  • /11

    $575,000

    • 3 Beds
    • 1.5 Baths
    • 1,209 Sq Ft

    290 Newtown Turnpike, Weston, CT 06883

    If you're looking to get into Weston without the premium price tag, this might be it. You've got a 3-bedroom, 1.5-bath home sitting on Newtown Turnpike in an established neighborhood. Honestly, this is one of the lower price points you're going to see in town right now. For a lot of people, that's the real value. Here's what you need to know: The bones are solid. It's the kind of home that could

    Charles Vinci Compass Connecticut, LLC

    290 Newtown Turnpike, Weston, CT 06883
  • /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

    $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
  • /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
  • /26

    $1,318,000 Open Sun 1PM - 3PM

    • 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
  • /39

    $3,900,000

    • 6 Beds
    • 11 Baths
    • 10,634 Sq Ft

    76 Lords Hwy, Weston, CT 06883

    Prime Weston location! Set on 2.5 acres of glorious gardens and mature landscaping, this magnificent estate combines timeless sophistication with comfortable luxury. From the moment you step inside, the craftsmanship shines-rich walnut floors, exquisite millwork, and a beautiful coffered ceiling in the living room create an atmosphere of understated elegance. French doors open to two patios,

    Debi Orr Keller Williams Realty

    76 Lords Hwy, 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
  • /10

    $349,000 Open Sat 12PM - 2PM

    • 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.

    Lindsey R. Mullholand Douglas Elliman of Connecticut

    492 Newtown Turnpike, Weston, CT 06883
  • /19

    $1,495,000

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

    26 Hill Farm Rd, Weston, CT 06883

    NOVA DESIGN BUILD of NYC has brought their innovative approach to Weston, CT at 26 Hill Farm Road. This light filled contemporary home boasts high end finishes, fixtures, and beautiful custom details throughout the renovation. The upper level has a fantastic modern eat-in kitchen, flooded with light. The living/dining room area has soaring ceilings, walls of windows, a wood burning fireplace, and

    Peter Depalo William Raveis Real Estate

    26 Hill Farm Rd, Weston, CT 06883
  • /2

    $1,600,000

    • 3 Beds
    • 2 Baths
    • 1,463 Sq Ft

    17 Richmond Hill Rd, Weston, CT 06883

    The Oasis at Richmond Hill is a rare mid-century modern retreat nestled at the end of a quiet cul-de-sac in Weston. Set on 2 acres of landscaped grounds bordered by towering spruce, elms, and rhododendrons, this 1956 residence offers a seamless blend of architecture and nature. Inspired by the Harvard Five, its design features clean lines, warm materials, and walls of glass that frame the

    Jessica Lane Serhant Connecticut, LLC

    17 Richmond Hill 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
  • /40

    $1,199,000

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

    198 Steep Hill Rd, Weston, CT 06883

    This exceptional stone home, blending contemporary design with natural tranquility, sits on 2 private acres in Weston. Expertly engineered & beautifully constructed, the home welcomes you through a dramatic two-story foyer into a sun-filled living room with floor-to-cathedral windows, a custom two-sided fireplace, and sweeping woodland views. Open chef's kitchen features granite countertops,

    Elaine Schanzenbach William Raveis Real Estate

    198 Steep Hill Rd, 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
  • /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
  • /37

    $2,100,000

    • 6 Beds
    • 7 Baths
    • 6,342 Sq Ft

    3 Mayflower Ln, Weston, CT 06883

    Refreshed and gorgeous, 3 Mayflower Lane offers a perfect blend of modern sophistication and timeless charm. This beautiful home is set on over two idyllic acres, overlooking the Aspetuck Valley Country Club Golf Course. It has been meticulously maintained and upgraded, offering a fresh, contemporary feel while retaining its classic charm. Upon entering the grand foyer with double-height ceilings

    Kim Harizman Compass Connecticut, LLC

    3 Mayflower Ln, Weston, CT 06883
  • /21

    $449,000

    • Land
    • 2.04 Acres
    • $220,098 per Acre

    96 Georgetown Rd, Weston, CT 06883

    Discover the potential of 96 Georgetown Rd., a 2.04-acre parcel offering unparalleled usability and readiness, far beyond the standard price-per-lot comparison. Unlike nearby parcels that may offer more acreage but are limited by wetlands, flag lot layouts, or hefty restrictions, this property is genuinely "Shovel-Ready." The lack of special building restrictions from the town, along with the

    Christine Poppy Compass Connecticut, LLC

    96 Georgetown Rd, Weston, CT 06883
  • /40

    $799,000

    • 2 Beds
    • 2 Baths
    • 1,689 Sq Ft

    4 Colony Rd, Weston, CT 06883

    Step into comfort and style at 4 Colony Road in Weston, CT. This charming home located on coveted private cul de sac, boasts 1,689 square feet of living space that's perfect for relaxed day-to-day living or entertaining friends. Walk into a bright and airy living room that flows into a cozy dining area, great for hosting or just enjoying a meal. The kitchen is ready for your culinary adventures,

    David Krasnoff Compass Connecticut, LLC

    4 Colony Rd, Weston, CT 06883
  • /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
  • /34

    $1,299,000

    • 4 Beds
    • 3.5 Baths
    • 2,698 Sq Ft

    41 Calvin Rd, Wilton, CT 06897

    Prime Wilton Location. Mere minutes from Main Schools Campus and Both Wilton and Weston village centers. Comfortable and efficient Home Office setup on Main Level, with dedicated Entrance, yet seamless connection with the rest of this lovely Home. Your Private Backyard is Nature's playground. If you have ever considered a move out of the City, this Home offers a very nice blend of convenience,

    Rob McCullough William Pitt Sotheby's Int'l

    41 Calvin Rd, Wilton, CT 06897

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 $1,582,139.
How many homes have sold over the last 12 months in Weston, CT?
142 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, 06612, 06824 and 06880.
How much do you need to make to afford a house in Weston?
The median home price in Weston is $1,400,000. If you put a 20% down payment of $280,000 and had a 30-year fixed mortgage with an interest rate of 6.06%, your estimated principal and interest payment would be $6,760 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $290K 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
$454
Number of Homes for Sale
15
Last 12 months Home Sales
142
Months of Supply
1.30
Median List Price
$1,400,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
5%
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