33

Homes for Sale near Weston Intermediate School

Section Image Section Image
  • /40

    $2,595,000

    Open Sat 12PM - 2PM
    • 6 Beds
    • 6.5 Baths
    • 7,050 Sq Ft

    32 Steep Hill Rd, Weston, CT 06883

    A RARE property. The 28- year owners lovingly restored their 18th century antique and expanded it to 6,050 SF of modern comfort on its 4 acres including a 11/4 ac. pond. Albeit, the renovation of the property's antique 1,100 SF, 2 BR continually-rented cottage may be the financial coup for 42% marginal tax bracket (Fed+CT) buyers who assume a 6.25%, 80% ($2,080,000 of 2.6M asking) 30 yr. fixed

    Agent Photo

    Mark Gilrain

    Brown Harris Stevens

    32 Steep Hill Rd, Weston, CT 06883
  • /35

    $1,299,000

    Open Sun 1PM - 3PM
    • 4 Beds
    • 3.5 Baths
    • 2,958 Sq Ft

    181 Georgetown Rd, Weston, CT 06883

    Welcome to 181 Georgetown Road, a timeless Weston antique dating back to 1820 that beautifully blends historic character with modern comfort. Rich in period charm and thoughtfully updated for today's lifestyle, this inviting 4/5-bedroom, 3.5-bath residence offers nearly 3,000 square feet of living space set amidst picturesque grounds designed for year-round enjoyment. Inside, original

    Agent Photo

    Brett Lieberman

    The Riverside Realty Group

    181 Georgetown Rd, Weston, CT 06883
  • /40

    $3,149,000

    $346K PRICE DROP
    • 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

    $1,775,000

    • 4 Beds
    • 4 Baths
    • 3,822 Sq Ft

    129 Davis Hill Rd, Weston, CT 06883

    Set privately in Weston, this extraordinary home is an early masterpiece by Michael Greenberg, featuring a meticulously relocated Vermont barn, rebuilt with exceptional care and craftsmanship. Rich in character, the residence blends rustic authenticity with refined, modern updates. The stunning great room is anchored by a dramatic three-story fieldstone fireplace, while the first-floor primary

    Georgia Wasserman Coldwell Banker Realty

    129 Davis Hill Rd, Weston, CT 06883
  • /28

    $1,300,000

    • 5 Beds
    • 5 Baths
    • 3,366 Sq Ft

    44 Catbrier Rd, Weston, CT 06883

    Perfect 5+ Bed home with Finished Attic, Mud Room, Walkout Basement and HUGE flat, level backyard. Bright. Beautiful. Well-maintained. Almost 3400 sf of finished living space. Great location, neighborhood, street. Quick Closing possible; be settled before school starts! Auction: To be fair and open, Seller is using a transparent bidding platform, where anyone can see the highest offer and decide

    Ryan Cornell William Pitt Sotheby's Int'l

    44 Catbrier Rd, Weston, CT 06883
  • /40

    $1,750,000

    Open Sat 1PM - 3PM
    • 6 Beds
    • 5 Baths
    • 4,348 Sq Ft

    81 Trails End Rd, Weston, CT 06883

    A true family home incorporating 12 rooms 6 bedrooms 5 full baths, including a ground floor ensuite InLaw apartment,and 2 bedrooms The Premiere ensuite owners bedroom is on the second floor with a walk in shower and tub.Three other second floor bedrooms with two sitting areas with fire place , 2 bathrooms and an office leading to a second floor sun large family room next to the deck. A second W/D

    Peter Sullivan Camelot Real Estate

    81 Trails End Rd, Weston, CT 06883
  • /40

    $1,399,995

    Open Sat 12PM - 2PM
    • 4 Beds
    • 3.5 Baths
    • 3,506 Sq Ft

    11 Hunt Ln, Weston, CT 06883

    Welcome to 11 Hunt Lane! This charming Colonial delivers lots of space and flexibility while situated at the end of a tranquil double cul-de-sac in Lower Weston, near the Westport line. Perfect for entertaining, the sun-filled, spacious interior boasts excellent flow. Enter a charming two-story foyer flanked by a living room with fireplace and dining room with wet bar and sliders to a beautiful

    Denise Melendez Berkshire Hathaway NE Prop.

    11 Hunt Ln, Weston, CT 06883
  • /32

    $1,250,000

    • 5 Beds
    • 4 Baths
    • 4,344 Sq Ft

    195 Steep Hill Rd, Weston, CT 06883

    Surrounded by nature and complete privacy, this unique home offers a peaceful retreat with exceptional indoor-outdoor living. A large, welcoming entry foyer features tile flooring and a skylight that fills the space with abundant natural light. Hardwood floors and custom windows are found throughout the home.The main level showcases a spacious living room with a wood-burning fireplace and walls

    Jenny Walsh Coldwell Banker Realty

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

    $1,750,000

    Open Sat 1PM - 3PM
    • 4 Beds
    • 5 Baths
    • 4,234 Sq Ft

    32 Silver Ridge Common, Weston, CT 06883

    Tucked away on a coveted lower Weston cul-de-sac, this beautifully renovated colonial offers the rare combination of privacy, style, and resort-inspired living. Thoughtfully updated by the current owner, the home is truly turnkey and ready for its next chapter. Sun-filled interiors showcase sophisticated finishes and an effortless flow for both everyday living and entertaining. The renovated

    Kim Harizman Compass Connecticut, LLC

    32 Silver Ridge Common, Weston, CT 06883
  • /40

    $3,975,000

    New Construction $320K PRICE DROP
    • 5 Beds
    • 8 Baths
    • 8,030 Sq Ft

    48 Kettle Creek Rd, Weston, CT 06883

    2026 New Home Construction...Stunning transitional 5-bedroom estate blending classic curb appeal with a clean, modern interior - beautifully sited on 2.35 private acres. This immaculate five-bedroom home offers five ensuite bedrooms (including a luxurious primary suite), exceptional finishes and thoughtful details throughout:Thermador appliances, high-end fixtures, and gorgeous White Oak floors

    Tom Kelley Coldwell Banker Realty

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

    $1,375,000

    • 4 Beds
    • 5 Baths
    • 3,457 Sq Ft

    38 Old Redding Rd, Weston, CT 06883

    This sun-kissed contemporary captivates with private panoramic views overlooking the forever-green 14th and 15th fairways of Aspetuck Country Club. Designed to fully embrace its striking setting, this home offers a wide deck, large patio, five balconies, and grand windows framing views. Sited on two idyllic acres in bucolic Lower Weston, this premier property is minutes to the amenities and train

    Lori Elkins William Raveis Real Estate

    38 Old Redding Rd, Weston, CT 06883
  • /23

    $549,000

    $41K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 525 Sq Ft

    457 Newtown Turnpike, Weston, CT 06883

    Set in a convenient Weston location, this adorable 2 bedroom ranch offers an inviting opportunity to enjoy one of Fairfield County's most desirable communities. Filled with character and easy living, this home offers a bright and comfortable layout featuring a modern kitchen, lovely living room, 2 bedroom, office nook and a full bath. A dry basement provides excellent storage. Highlights include

    Jennifer Lockwood Coldwell Banker Realty

    457 Newtown Turnpike, Weston, CT 06883
  • /39

    $1,699,000

    Open Fri 11AM - 1PM
    • 6 Beds
    • 5.5 Baths
    • 3,893 Sq Ft

    9 Fall Ridge Rd, Weston, CT 06883

    This architecturally distinctive mid-century modern Deck House offers a rare lifestyle retreat on two serene acres in Lower Weston. Designed to embrace its surroundings, the home features signature walls of glass, warm wood ceilings, and an open-flow layout that creates a seamless connection between the indoors and the natural beauty outside. The main residence makes an unforgettable impression

    Karen Hagen Compass Connecticut, LLC

    9 Fall Ridge Rd, Weston, CT 06883
  • /28

    $999,000

    Open Sun 12PM - 3PM $100K PRICE DROP
    • 6 Beds
    • 3 Baths
    • 3,096 Sq Ft

    50 Ravenwood Dr, Weston, CT 06883

    This exceptional 3,096 square foot home perfectly combines modern mechanical updates with prime convenience, located in Weston's top-rated school district with a bus stop right in front of the house. The sun-drenched main level boasts a dramatic open floor plan and soaring vaulted ceilings, creating an airy environment ideal for entertaining. Relax by one of the 3 cozy fireplaces on winter days,

    Leah Schmiedel Coldwell Banker Realty

    50 Ravenwood 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
  • /36

    $2,599,000

    • 5 Beds
    • 6 Baths
    • 6,062 Sq Ft

    8 Wedges Field, Weston, CT 06883

    What if your primary residence and your vacation getaway were one and the same? Set on 2.56 private river-fed pond acres in coveted Lower Weston, 8 Wedges Field makes that question feel less like a fantasy and more like a Tuesday. Built by Michael Greenberg with the craft his homes are known for: antique wide plank chestnut floors, hand-hewn beams, custom millwork, soaring ceilings, and windows

    Jesse Shafer Compass Connecticut, LLC

    8 Wedges Field, Weston, CT 06883
  • /39

    $2,695,000

    • 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
  • /22

    $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 set back from the road, offers unparalleled usability and readiness, 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,

    Christine Poppy Compass Connecticut, LLC

    96 Georgetown Rd, Weston, CT 06883
  • /18

    $2,200,000

    New Construction
    • 5 Beds
    • 5.5 Baths
    • 4,500 Sq Ft

    96 Georgetown Rd, Weston, CT 06883

    Bring your vision to life in the heart of Weston with this rare opportunity to collaborate with a premier local builder. Sited on a sprawling, private 2.1-acre lot, this sophisticated new construction offers 4,500 square feet of meticulously designed living space, including a finished 900-square-foot lower level. The heart of the home is an expansive chef's kitchen that flows seamlessly into the

    Christine Poppy Compass Connecticut, LLC

    96 Georgetown Rd, Weston, CT 06883
  • /37

    $1,349,000

    Open Fri 11AM - 1PM
    • 6 Beds
    • 4 Baths
    • 3,537 Sq Ft

    26 Hill Farm Rd, Weston, CT 06883

    Reintroduced & Reimagined! This stylish Contemporary High Ranch at the end of a serene cul-de-sac, has been renovated by Nova Design Build of NYC. Vaulted ceilings and a wall of windows bathe the home with natural light, creating a modern aesthetic with MidCentury warmth. Newly renovated kitchen with skylights, dining area and a double sided woodburning fireplace in the living room. The expansive

    Mary Kate Klemish-Boehm Brown Harris Stevens

    26 Hill Farm Rd, Weston, CT 06883
  • /38

    $1,100,000

    Open Fri 11AM - 1PM
    • 3 Beds
    • 2.5 Baths
    • 2,350 Sq Ft

    78 River Rd, Weston, CT 06883

    The Weston Cottage-where timeless charm, remarkable history, and tranquil riverfront living come together. Nestled along the river on the coveted Weston/Westport border, this beautifully updated 3-bedroom, 2.5 bath home offers a rare opportunity to own a piece of Connecticut history. Famously known as the retreat of legendary actress Bette Davis, the cottage became the setting for the true story

    Linda Skolnick Coldwell Banker Realty

    78 River Rd, Weston, CT 06883
  • /18

    $899,000

    • 4 Beds
    • 2 Baths
    • 2,903 Sq Ft

    27 Huckleberry Ln, Weston, CT 06883

    Exceptional opportunity in a prime Lower Weston location directly bordering Westport - just minutes to both Weston and Westport town centers, award-winning schools, shopping, dining, trains and commuting routes. Privately set on a beautiful 2-acre lot on a quiet country lane, this property offers endless potential for buyers with vision. Whether you choose to renovate, customize, expand, or build

    Christine Oleynick Keller Williams Realty

    27 Huckleberry Ln, Weston, CT 06883
  • /40

    $3,450,000

    $450K PRICE DROP
    • 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
  • /18

    $2,995,000

    $600K PRICE DROP
    • 4 Beds
    • 5.5 Baths
    • 5,448 Sq Ft

    22 Pent Rd, Weston, CT 06883

    Extraordinary riverfront modern retreat set against a breathtaking backdrop of waterfall, woodland, and sweeping water views in one of Weston's most remarkable settings. Surrounded by preserved land and trails of Devil's Den Preserve, this extensively renovated residence offers a rare connection to nature paired with sophisticated design and luxury amenities. Walls of glass, soaring ceilings, and

    Jennifer Twombly Compass Connecticut, LLC

    22 Pent Rd, Weston, CT 06883
  • /40

    $1,299,000

    Open Fri 11AM - 2PM
    • 3 Beds
    • 3.5 Baths
    • 3,682 Sq Ft

    4 Hidden Hill Rd, Weston, CT 06883

    This artistically inspired Lower Weston retreat comes with a separate guest house, saltwater pool and beautifully cultivated grounds enhanced by numerous specimen trees and beautiful shrubs. The 2,506 sq. ft. main residence features an expansive first-floor primary suite with sitting room or study. Two sets of French doors lead to either the tranquil, private pool or one of several stone

    Joan Wright Compass Connecticut, LLC

    4 Hidden Hill Rd, Weston, CT 06883
  • /40

    $1,399,900

    Open Sat 11AM - 1PM
    • 4 Beds
    • 2.5 Baths
    • 3,768 Sq Ft

    235 Newtown Turnpike, Weston, CT 06883

    Set on 1.57 picturesque acres this beautifully reimagined farmhouse colonial pairs timeless New England character with a comprehensive top-to-bottom renovation. From the original windows and hand-laid stone floors to the reclaimed shiplap walls and solid wood doors, every detail honors the home's 1959 roots with modern systems and design. A recent full-scale renovation touched virtually every

    Frank Fonteyn Prestige Realty Group

    235 Newtown Turnpike, Weston, CT 06883
  • /39

    $2,445,000

    Open Sun 1PM - 3PM $150K PRICE DROP
    • 5 Beds
    • 5.5 Baths
    • 4,977 Sq Ft

    284 Georgetown Rd, Weston, CT 06883

    Completed in 2025, this extensively renovated and expanded residence lives like new construction, offering exceptional craftsmanship, luxury finishes, and a thoughtfully designed open floor plan. Featuring 5 bedrooms with potential for a 6th bedroom, 5 full baths, and 1 powder room, the home blends elegant design with comfortable everyday living. Rich hardwood floors flow throughout, complemented

    Kasia Babinski William Raveis Real Estate

    284 Georgetown Rd, Weston, CT 06883
  • /18

    $3,895,000

    New Construction
    • 6 Beds
    • 5.5 Baths
    • 6,000 Sq Ft

    8 Norfield Woods Rd, Weston, CT 06883

    Luxury new construction opportunity in Lower Weston! Currently slated for completion in less than a year, this meticulously crafted estate offers a rare opportunity to secure your forever home on a private Lower Weston cul-de-sac. Take advantage of your opportunity to live in the most convenient Weston location within minutes of their top rated schools and town center. Plus enjoy the convenience

    Lauren Turner Corcoran Centric Realty

    8 Norfield Woods Rd, Weston, CT 06883
  • /40

    $2,195,000

    • 5 Beds
    • 5.5 Baths
    • 5,131 Sq Ft

    159 Newtown Turnpike, Weston, CT 06883

    This exceptional 150-year-old antique estate in Lower Weston has been thoughtfully and stylishly reimagined, seamlessly blending timeless historic character with the luxurious amenities of contemporary living. The main residence strikes a perfect balance between grand, flowing entertaining spaces and cozy, intimate nooks tailored for remote work or quiet relaxation. At the heart of the home, an

    Peter Depalo William Raveis Real Estate

    159 Newtown Turnpike, 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

    $1,425,000

    $70K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 3,339 Sq Ft

    119 Kettle Creek Rd, Weston, CT 06883

    If you're hunting for a cookie-cutter new build, a rectangular box with a floor plan you could sketch blindfolded, keep scrolling. This is a 19th-century barn, thoughtfully reimagined into a four-bedroom home that never let the beautiful renovation talk over the original character: soaring vaulted ceilings, wide plank floors, and windows and skylights that make every room feel half outdoors. The

    Courtney Shafer Compass Connecticut, LLC

    119 Kettle Creek Rd, Weston, CT 06883
  • /39

    $1,149,000

    $51K PRICE DROP
    • 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
  • /28

    $1,325,000

    Open Sat 12PM - 2PM Coming Soon
    • 5 Beds
    • 3 Baths
    • 5,671 Sq Ft

    21 Deepwood Rd, Weston, CT 06883

    Nestled at the end of a quiet cul-de-sac on two picturesque acres, this extraordinary five-bedroom, three full bath residence offers a rare combination of timeless elegance and peaceful seclusion. Overlooking a gently flowing brook, the property is surrounded by natural beauty, creating a private retreat just minutes from the vibrant shops, acclaimed restaurants, beaches, and Metro-North train

    Colby Gee Real Broker CT

    21 Deepwood Rd, Weston, CT 06883
How to Buy a Home How to Finance a Home How to Sell a Home