Weston, CT Homes for Sale

69 Lyons Plains Road is a modern farmhouse ranch completely rebuilt by award-winning design-build team Dwell Construction in 2022. Ideally sited on a quiet spur off a Lower Weston Rd at the Westport border, this 3+ acre park-like property blends privacy and serenity with convenient access to Weston schools, town center, and nearby Westport beaches, trains, shopping, and dining. Before entry, the

Lori Elkins William Raveis Real Estate

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

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

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

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

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

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

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

Tucked away on sought-after Catbrier Road, in a wonderful walking neighborhood, this hidden gem is a beautifully designed 3-4 bedroom home that blends effortless California-inspired living with everyday luxury. Set on 2 private acres, this resort-style property offers an open floor plan filled with natural light and seamless indoor-outdoor flow. Expansive windows and doors open to a backyard

Jen Kass Higgins Group Bedford Square

Tucked within a charming private enclave in Wilton, this architect-designed retreat by Rob Sanders offers a welcome sense of calm, privacy, and everyday escape. Set on two beautifully manicured acres, the home feels like a personal sanctuary, where light pours through oversized windows and natural scenery becomes part of every room. Thoughtfully designed for relaxation, entertaining and

Jennifer Leahy Compass Connecticut, LLC

Set on over two private acres along the Wilton/Weston border, this architecturally distinct Contemporary offers a compelling blend of design, privacy & setting. Ideally positioned in southern Wilton, the home offers rare convenience-just minutes to Wilton Center, Weston, Westport & Georgetown. A circular drive leads to the home, where striking vertical siding and thoughtfully designed grounds

Matthew Nuzie RE/MAX Right Choice

Tucked away at the end of a long private drive, this exceptional property offers rare privacy just minutes from everything Westport has to offer. Set on 2.1 acres, 3 Cedar Pond Road is a true hidden oasis in the heart of town. Custom-built by noted architect George White as a "replica" Colonial, the home reflects the timeless character of early Connecticut architecture & was recognized by the

Shannon Manning The Riverside Realty Group

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

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

The dream home you have been waiting for! Tucked at the end of a quiet cul-de-sac just minutes from town center, this artfully sophisticated home has been beautifully redefined into a sleek mini compound set on a spectacular fully cleared level 2 acres. Stylishly updated w/ elegant simplicity, this home offers warm, inviting spaces & seamless indoor-outdoor living. The chef's style kitchen is a

Max Dober Keller Williams Prestige Prop.

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

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

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.

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 141 Cavalry Road, a 4-bedroom colonial on 2.16 private acres in Wilton's southeast corner, bordering Weston and Westport. The main level centers around an open flow of living room with fireplace, formal dining room, and kitchen with appliances under 3 years old. The dining room opens to a screened porch with jalousie windows and sliding door to the large deck. The family room features

Joe Balestriere William Raveis Real Estate

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

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

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

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

A modern contemporary meets an enchanting treehouse retreat. A 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

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

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