Homes for Sale near Weston Middle School

Set on 5+ private acres at the end of a coveted cul-de-sac, this distinctive family compound is minutes to town and top-rated schools. Classic New England architecture opens to a striking, loft-inspired interior defined by soaring three-story ceilings, hand-hewn antique beams from the late 1800s, wide-plank floors, and walls of glass that fill the home with natural light. Generous living spaces

Michelle Genovesi William Raveis Real Estate

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

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

Set back on 3.6 landscaped acres along a quiet country road, this exceptional contemporary offers rare privacy, sun-drenched interiors and easy access to Weston Center and top-rated schools. Designed for entertaining and everyday living, this home features soaring ceilings, dramatic walls of glass, an open floor plan and serene views of a tranquil pond and manicured grounds. A gracious entry

Marilyn Heffers Coldwell Banker Realty

Set on 3 private acres of riverfront property, this classic 1700's colonial is timeless, composed, and rooted in Weston's earliest history. Beyond the elegant facade, a residence unfolds - expansive, impeccably crafted, and quietly refined. Rebuilt to the studs and thoughtfully reimagined for today, it lives fully in the present while honoring its past. The graceful floor plan balances generous

Susan Seath Compass Connecticut, LLC

A four-season retreat-where open lawns, a large GUNITE POOL ready for you to swim before Memorial Day, 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

Hope Klein The Riverside Realty Group

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

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

Set on more than 2 level acres in coveted lower Weston, this beautifully appointed open-concept colonial home offers 5 bedrooms and 4 bathrooms with exceptional space for comfortable everyday living and easy entertaining. A circular driveway welcomes you to a home filled with character and natural light, highlighted by a dramatic wall of windows in the kitchen, two fireplaces, custom built-ins,

Laura Taras Lander Higgins Group Bedford Square

Welcome to 18 Cartbridge Road! This beautifully stylish expanded Cape is flooded with natural light, it's warm & inviting throughout with over sized rooms. This home is located in lower Weston situated on an acre with beautiful gardens. The formal living room has a fireplace, hardwood floors, & it leads to a playroom/office. Just off of the living room is the formal dining room. The large family

Stacy Haggerty William Raveis Real Estate

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, brand

Dagny Eason Dagny's Real Estate

NEW...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 and handrails that run

Tom Kelley Coldwell Banker Realty

Opportunity in Weston! Set on a private 1-acre lot, this spacious ranch offers easy single-level living, generous room sizes, hardwood floors, an attached 2-car garage, and a desirable in-ground pool setting. The home features a large living area, eat-in kitchen, multiple bedrooms, two full baths, laundry room, and excellent indoor/outdoor potential with access to the rear deck and yard.

Gene Shklover AG Prime Realty

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

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 everyday living & entertaining. Two story entry

Dianne DeWitt Berkshire Hathaway NE Prop.

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

Welcome to 24 N Calvin Rd, an exceptional residence set in the prestigious enclave of Weston, where timeless elegance meets serene New England beauty. Perfectly positioned on a private, picturesque setting, this distinguished home offers a rare combination of sophistication, comfort, and refined living. Thoughtfully designed with attention to detail, the home features expansive, light-filled

Irsannia Gallardo eRealty Advisors, Inc.

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

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

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

Poised in the heart of Weston, the Kettle Creek Barn is a truly one-of-a-kind historic property blending timeless architecture with refined modern country living. Originally a 19th-century cedar board-and-batten barn converted into a residence in 1927, the home has been thoughtfully reimagined while preserving its extraordinary character and craftsmanship. The dramatic two-story great room

William J. Gill Compass Connecticut, LLC

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