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Weston, CT Homes for Sale

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  • /40

    $2,498,500

    • 4 Beds
    • 5 Baths
    • 4,013 Sq Ft

    30 Cavalry Rd, Westport, CT 06880

    *THE HOME IS NOW 4600 Sq FT( Seller has finished an additional Sq ft that was previously unfinished)** Prepare to be wowed by this stunningly reimagined 4-bedroom, 3 full and 2 half bath masterpiece, set on over 2 acres of private, picturesque grounds with plenty of room for a pool. This home is fully equipped with the latest in smart home technology. The open-concept floor plan centers around a

    Agent Photo

    Hyleri Katzenberg

    Compass Connecticut, LLC

    (475) 275-9243

    30 Cavalry Rd, Westport, CT 06880
  • /33

    $875,000

    • 5 Beds
    • 3 Baths
    • 2,788 Sq Ft

    1 Greenlea Ln, Weston, CT 06883

    This charming 5-bedroom, 3-full-bath home offers 2,788 sq. ft. of beautifully designed living space, set on a generous 2-acre corner lot. Perfect for entertaining, the home boasts a convenient location with easy access to everything Weston has to offer. Main floor, eat-in Kitchen, Dining Room, Living Room with fireplace, Three Bedrooms with hall Bath and Primary Bedroom with Bath, Laundry Room,

    Agent Photo

    Kevin O'Brien

    O'Brien Premier Properties

    (203) 632-9988

    1 Greenlea Ln, Weston, CT 06883
  • /30

    $524,000

    • 3 Beds
    • 2 Baths
    • 1,616 Sq Ft

    20 Georgetown Rd, Weston, CT 06883

    Beautifully updated Colonial in an excellent location, close to downtown Weston! This 3-bedroom, 2-bath Colonial features a spacious living room, large kitchen with granite countertops, and a formal dining room with a full bath and separate laundry room. The second level has two bedrooms, a shared bathroom and office area. The expansive primary bedroom is located on the 3rd level with full-sized

    Jared Randall Redfin Corporation

    20 Georgetown Rd, Weston, CT 06883
  • /37

    $1,450,000

    • 4 Beds
    • 2.5 Baths
    • 3,894 Sq Ft

    31 White Birch Rd, Weston, CT 06883

    Set back from the street in a desirable lower Weston location, this elegant colonial offers just under 4,000 sqft of beautifully finished living space. Classic in form with farmhouse-inspired details, the exterior showcases traditional siding, board-and-batten accents, dual front doors, and detailed window trim that lend timeless curb appeal. Inside, the home impresses with remarkable scale and

    Matthew Nuzie RE/MAX Right Choice

    31 White Birch Rd, Weston, CT 06883
  • /39

    $1,495,000

    • 5 Beds
    • 2.5 Baths
    • 3,888 Sq Ft

    4 Trails End Rd, Weston, CT 06883

    This beautifully renovated 5-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
  • /40

    $2,099,000

    • 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
  • /36

    $1,849,000 Open Thu 11AM - 2PM

    • 5 Beds
    • 4.5 Baths
    • 4,106 Sq Ft

    335 Georgetown Rd, Weston, CT 06883

    Discover the serenity of 335 Georgetown Road, where a grand, private approach leads you through exquisitely landscaped grounds adorned with lush foliage, natural stone, and vibrant blooms. This contemporary masterpiece is perched on 3.38 acres, featuring a professionally lit Tartan basketball court, expansive side deck and a secluded pool. The primary suite offers a private deck, with direct pool

    Karen Hagen Compass Connecticut, LLC

    335 Georgetown Rd, Weston, CT 06883
  • /28

    $1,325,000

    • 4 Beds
    • 3 Baths
    • 1,686 Sq Ft

    111 & 115 Old Easton Turnpike, Weston, CT 06883

    2 SEPARATE, ADJACENT LOTS in lower Weston, one with an interior designer's personal home, thoughtfully renovated in 2024 with luxurious, high-end finishes rarely found in a classic ranch. Step inside to discover a brand-new quartz kitchen with custom cabinetry and millwork, a spa-inspired primary bathroom with double sinks, gorgeous tile and a walk-in shower, two additional beautifully renovated

    Joan Wright Compass Connecticut, LLC

    111 & 115 Old Easton Turnpike, Weston, CT 06883
  • /39

    $1,775,000

    • 5 Beds
    • 4.5 Baths
    • 5,645 Sq Ft

    225 Good Hill Rd, Weston, CT 06883

    This modern transitional Colonial at 225 Good Hill Road, Weston, CT 06883 offers 5 bedrooms, 4 full and 1 half baths, and an open-concept floor plan designed for natural light and seamless flow. The custom kitchen features white cabinetry, premium appliances, and a large center island opening to the sun-filled Great Room with a gas fireplace and French doors leading to two stone terraces. The

    Judy Michaelis Coldwell Banker Realty

    225 Good Hill Rd, Weston, CT 06883
  • /37

    $1,569,000

    • 5 Beds
    • 5.5 Baths
    • 3,579 Sq Ft

    145 Lyons Plain Rd, Weston, CT 06883

    Historic Elegance meets today's lifestyle in this 1845 Antique w/ 145' of scenic river frontage but not in the flood zone, in Lower Weston. A property rich in history, timeless charm & character is known as the Curtis Wood House. This beautifully restored & thoughtfully modernized home features 5BRS & 4.5 baths in the main house & a legal rental cottage (480 sf included in the SF) w/ a LR,

    Marilyn Heffers Coldwell Banker Realty

    145 Lyons Plain Rd, Weston, CT 06883
  • /14

    $1,500,000

    • 6 Beds
    • 9.5 Baths
    • 11,726 Sq Ft

    262 Lyons Plain Rd, Weston, CT 06883

    A Premier New England Property & Extraordinary Opportunity! Riversbend is a singular opportunity to own a one-of-a-kind stone and cedar shake New England Colonial located on a spectacular 1.7 acre property on the Saugatuck River. The Estate was home for 30 years to an international family who entertained many family & friends from around the world - heads of hotels & restaurants - and in great

    Rita Kirby William Pitt Sotheby's Int'l

    262 Lyons Plain Rd, Weston, CT 06883
  • /39

    $1,295,000

    • 4 Beds
    • 3.5 Baths
    • 4,792 Sq Ft

    5 Walker Ln, Weston, CT 06883

    Natural light, soaring ceilings, and a dramatic stone fireplace set the tone for this spacious contemporary on one of the best lots in a quiet cul de sac. The airy living room opens to a dining area and an updated kitchen with granite counters, stainless appliances, Sub-Zero refrigerator, large island, and a coffee bar. From the kitchen sliders you step onto a spacious deck for seamless

    Ryan Loechner William Pitt Sotheby's Int'l

    5 Walker Ln, Weston, CT 06883
  • /26

    $1,750,000

    • 5 Beds
    • 4 Baths
    • 4,056 Sq Ft

    31 Riverfield Dr, Weston, CT 06883

    The Ultimate Trifecta: Riverfront, Poolside, and Court with Exceptional Touches.This extraordinary estate is a masterpiece that marries nature's splendor with expert craftsmanship. A rare and private oasis, it offers a serene retreat where the river's gentle flow dictates the rhythm of life. Picture waking up to the soothing sounds of water, stepping out to witness the river's beauty unfold

    Betty Stroll William Raveis Real Estate

    31 Riverfield Dr, Weston, CT 06883
  • /10

    $359,000

    • 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.

    Lindsey R. Mullholand Douglas Elliman of Connecticut

    492 Newtown Turnpike, Weston, CT 06883
  • /35

    $1,075,000

    • 4 Beds
    • 4 Baths
    • 4,080 Sq Ft

    104 Blue Spruce Cir, Weston, CT 06883

    This Chalet-Style Retreat offers the best of both worlds, privacy and serenity of a country residence paired with convenient access to local amenities and recreation. Here, outdoor adventure and small-town charm are just minutes away, Devil's Den Preserve, Bisceglie-Scribner Park, Morehouse Farm Park, and Lachat Town Farm for community events and farmers markets. Aspetuck Valley Country Club,

    Lisa Brown-McDonald The Brokerage of New England

    104 Blue Spruce Cir, Weston, CT 06883
  • /31

    $725,000

    • 3 Beds
    • 2.5 Baths
    • 1,926 Sq Ft

    136 Lyons Plain Rd, Weston, CT 06883

    Amazing Riverfront property conveniently located in Lower Weston, with 3 Bedrooms, 2.5 Baths and Walkout Basement. This is an Estate Sale, which means the Probate Court must sign off on the sale and there is no Property Condition Disclosure Form available. However, you'll have an opportunity to perform a Home Inspection, if you want. Ask Listing Agent for information available about Roof,

    Ryan Cornell William Pitt Sotheby's Int'l

    136 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
  • /40

    $829,000

    • 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
  • /85

    $3,850,000

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

    214 Good Hill Rd, Weston, CT 06883

    Welcome to 214 Good Hill Road, an extraordinary estate set on nearly 5 private acres in desirable lower Weston. Once the personal retreat of Godspell creator John-Michael Tebelak, this 7-bedroom, 8 full and 2 half bath Tudor Revival home blends rich history with modern luxury. Thoughtfully redesigned and expanded by award-winning architect Jack Franzen, the residence offers refined living at

    Eva Penson Sotheby's International Realty

    214 Good Hill Rd, 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

    $999,999

    • 5 Beds
    • 3 Baths
    • 2,220 Sq Ft

    191 Steep Hill Rd, Weston, CT 06883

    Discover a stunning blend of architectural charm and modern functionality at 191 Steep Hill Road, Weston, CT. This home features five spacious bedrooms and three bathrooms, set within a 2,220 sq ft interior. The living room impresses with 30-foot vaulted ceilings and a majestic two-story brick fireplace. French doors and a wrap-around deck enhance the indoor-outdoor flow, while additional

    David Krasnoff Compass Connecticut, LLC

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

    $1,150,000

    • 3 Beds
    • 3.5 Baths
    • 2,668 Sq Ft

    260 Lyons Plain Rd, Weston, CT 06883

    A Stunning property & an extraordinary opportunity to own a charming updated New England ranch located on a spectacular 1.49 acre property. Wake up each morning with sweeping views over your gardens and great lawn to direct frontage on the Saugatuck River. Move-in ready with beautiful new kitchen and all new appliances and updated baths. Enjoy relaxing and entertaining on your terraces and

    Rita Kirby William Pitt Sotheby's Int'l

    260 Lyons Plain Rd, Weston, CT 06883
  • /10

    $1,149,000

    • 3 Beds
    • 2 Baths
    • 1,736 Sq Ft

    234 Weston Rd, Weston, CT 06883

    Spacious 4-Bedroom Home on 2.29 Acres of Privacy Welcome to your private retreat! Nestled on 2.29 lush, tree-lined acres, this beautifully maintained home offers space, comfort, and versatility. Featuring 4 bedrooms and 4 full bathrooms, the layout includes two generous family rooms perfect for entertaining or relaxing. The heart of the home is the kitchen, complete with a center island,

    Edison Andrade Coldwell Banker Realty

    234 Weston Rd, Weston, CT 06883
  • /40

    $1,160,000

    • 4 Beds
    • 3.5 Baths
    • 2,910 Sq Ft

    27 Rogues Ridge, Weston, CT 06883

    Bringing the Indoors and Outdoors Together with Mid-Century Rustic Elegance... Designed by renowned Broadway scenic designer Ralph Alswang-whose legacy includes nearly 100 productions and iconic venues such as the George Gershwin Theatre-this extraordinary Weston home reflects his theatrical eye for light, space, and natural beauty. Alswang, who also designed a handful of homes for notable

    Vickie Kelley Camelot Real Estate

    27 Rogues Ridge, Weston, CT 06883
  • /27

    $1,050,000

    • 4 Beds
    • 4 Baths
    • 2,386 Sq Ft

    17 Huckleberry Ln, Weston, CT 06883

    Idyllic riverfront property in Lower Weston - a builder's dream with both main house and barn transformations. Nestled along the serene Saugatuck River on a private lane, 17 Huckleberry Lane presents a rare and exciting opportunity to craft something truly extraordinary. This 2.12-acre riverfront property boasts over 350 feet of direct waterfront, highlighted by a rocky break in the river that

    Jay Cannone William Raveis Real Estate

    17 Huckleberry Ln, Weston, CT 06883
  • /21

    $449,000

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

    96 Georgetown Rd, Weston, CT 06883

    Discover the ideal site for your dream home with this exceptional 2.1-acre builder-ready lot. Set in a peaceful and private location, this property offers a unique opportunity to design a custom living space tailored to your lifestyle. Recent insights from The Wall Street Journal noted a shift in the housing market: "The premium that buyers normally pay for a brand new property have vanished. The

    Christine Poppy Compass Connecticut, LLC

    96 Georgetown 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
  • /35

    $2,100,000

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

    3 Mayflower Ln, Weston, CT 06883

    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 hight ceilings and a spiral staircase,

    Kim Harizman Compass Connecticut, LLC

    3 Mayflower Ln, Weston, CT 06883
  • /11

    $2,500,000

    • Land
    • 27.55 Acres
    • $90,744 per Acre

    0 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

    Michael Ange Tromba Keller Williams Prestige Props

    0 Old Easton Turnpike, 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
  • /2

    $833,300

    • 5 Beds
    • 3.5 Baths
    • 4,180 Sq Ft

    43 Valley Forge Rd, Weston, CT 06883

    NO ACCESS OR VIEWINGS of this property - no interior photos. Please DO NOT DISTURB the occupant. Built in 1760, this home offers approximately 4180 square feet, five bedrooms, three full and one half bath, four fireplaces, partial basement and detached two car garage. This home sits on an approximate 261,360 sqft (6 acre) lot. This home has one accessory unit over garage/barn. "As is" cash only

    Sherry Price Realhome Services & Solutions

    43 Valley Forge Rd, Weston, CT 06883
  • /40

    $1,199,000 Coming Soon

    • 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
  • /30

    $799,000

    • 4 Beds
    • 2.5 Baths
    • 1,664 Sq Ft

    80 Gilbert Hwy, Fairfield, CT 06824

    Through a pillared entrance sited privately from the road discover a tremendous opportunity to own a one of a kind Fairfield home with style, light & space for everyone inside & out. Reminiscent of a mid-century modern deck house, enhanced by vaulted ceilings in every main level room & newly refinished hardwood floors, you will be captivated by the open plan with abundant light throughout. Living

    Patricia Prenderville Higgins Group Real Estate

    80 Gilbert Hwy, Fairfield, CT 06824
  • /34

    $799,999

    • Land
    • 15.7 Acres
    • $50,955 per Acre

    90 Redding Rd, Easton, CT 06612

    Parklike, serene, rural, 15.7 acres of open land, mostly cleared and adjacent to the Aspetuck Country Club Golf Course. The Aspetuck River is between the property and the country club. Owner has cleared most of the acreage and built beautiful stone walls. This land is in a 100 year flood zone, and the setback from the Aspetuck River would be 200 feet. Buyer to do their due diligence. This is not

    Charlotte Cotton William Raveis Real Estate

    90 Redding Rd, Easton, CT 06612
  • /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 $1,550,769.
How many homes have sold over the last 12 months in Weston, CT?
136 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 $1,350,000. If you put a 20% down payment of $270,000 and had a 30-year fixed mortgage with an interest rate of 6.17%, your estimated principal and interest payment would be $6,590 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $282K a year to afford the median home price in Weston.
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
$1,372,500
Median Single Family Sale Price
$1,375,000
Median Townhouse Sale Price
$1,414,500
Average Price Per Sq Ft
$439
Number of Homes for Sale
28
Last 12 months Home Sales
136
Months of Supply
2.50
Median List Price
$1,350,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
4%
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