Homes for Sale in 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

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

Charming Nantucket Farmhouse Cottage majestically sited on one of Weston's most beloved cul-de-sacs. This sun-drenched home offers NEARLY 3000sq.ft. of timeless appeal with a welcoming living room featuring a fireplace and classic paneling, seamlessly adjoining the updated eat-in kitchen. A spacious front-to-back family room, complete with a second fireplace, opens to an expansive deck, terrace,

Vickie Kelley Camelot Real Estate

Welcome to this spacious 4-bedroom, 3-bath Colonial offering 2,700+ square feet of versatile living space in Lower Weston. Set on 2.3 private wooded acres, the home features a flexible floor plan with generous living areas, a finished lower level, and a bright four-season room that provides additional year-round living space. The main level has the convenience of first-floor laundry along with an

Avery Saitta RE/MAX Heritage

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.

This rare private inholding offers a hilltop property defined by raw beauty and seclusion. The 1930s rustic hunting cabin sits on 1.6 wooded acres at the end of a private drive, surrounded by the 186-acre Brett Woods Conservation Area. The property provides a perfect balance of mature trees, rolling hills, and 18th-century stone walls-all located just eight minutes from Main Street Westport. With

Lisa Hartmann William Pitt Sotheby's Int'l

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

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

UNDER CONSTRUCTION - Photos are architectural renderings and are intended to illustrate the home's anticipated finished appearance. Actual finishes, materials, features, and landscaping may vary. Be the first to own this exceptional new luxury home in one of Weston's most desirable locations. Situated on approximately 2 private acres, this custom-designed 5,600 SF residence offers 4 bedrooms, 4

Pilar Rios US Asset Realty

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

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

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

Welcome to 49 Blue Spruce Circle, a sun-drenched contemporary colonial nestled on two picturesque acres of mature trees and vibrant flowering plants. Boasting 3,297 square feet of versatile living space, this 4-bedroom, 3.1-bath home features a unique, airy layout designed to maximize natural light at every turn. The heart of the home centers around an inviting, open floor plan that flows

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

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

"A rare retreat where nature, comfort, and craftsmanship come together in perfect harmony." Enter through electronic gates,experience quiet & calm & feel as though you've stepped into another world. This charming 2-bedroom,2-bath cottage welcomes you w/warmth, character & timeless appeal. Inside,you'll discover the results of thoughtful renovations & meticulous upgrades completed over the years.

Marylou Jamieson Coldwell Banker Realty

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

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

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 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.

Are you a visionary? An Investor? Or an End user looking to put your personal stamp on a home built with quality construction & golf course views? If so, then this is the home for you! A perfect blend of contemporary design paired w/ elements of charm define the spaces of this home w/ beams, barrel ceiling & an Arts and Crafts vibe. Enter through the large foyer with curved ceiling and tree trunk

Carrie Shea Camelot Real Estate

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

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

Embrace the ultimate country club lifestyle at this stunning two-acre estate, where privacy and recreation meet in perfect harmony. The grounds are rich with amenities, including a sparkling Gunite pool and spa, a private tennis court, and a separate sport court. The thoughtfully designed pool house elevates every gathering with its summer kitchen, changing room, half bath, and refreshing outdoor

Randy Musiker Compass Connecticut, LLC

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

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

Tucked behind classic wood rail fencing and stone walls, this beautifully updated Colonial offers the perfect blend of charm, privacy and modern comfort. Improvements include newly renovated baths, new windows, new roof, new kitchen appliances and several other updates that have created a move in ready appeal. Inside, a welcoming floor plan features formal living and dining rooms with French

Jen Kass Higgins Group Bedford Square

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

Thoughtfully sited high above Aspetuck Country Club's picturesque 16th fairway, this 5-bedroom, 4-bath residence offering over 5,300+ square feet was curated from the ground up to celebrate its extraordinary setting. Walls of glass, soaring vaulted ceilings, skylights, and multiple decks were thoughtfully designed to capture the ever-changing play of natural light-from the first rays of sunrise

Vickie Kelley Camelot Real Estate

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

Privately set off a secluded drive on a level acre in a premier Weston location, this exceptional custom home is the epitome of understated luxury and timeless elegance. The home is distinguished by its extraordinary craftsmanship, exquisite architectural detail & generously proportioned rooms throughout.The rich custom millwork,refined moldings, soaring ceilings & harmonious spaces create an

Sandra Calise Cenatiempo Settlers & Traders

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

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

Set behind private gates in Westport's prestigious Red Coat estate area, this extraordinary luxury residence offers the utmost in privacy and sophisticated design. Thoughtfully conceived with elegant architecture, exceptional proportions, soaring 10-foot ceilings on the main level, 9-foot ceilings on the second floor and finished lower level, and light-filled interiors, the home blends

Cyd Hamer William Pitt Sotheby's Int'l