Weston, CT Homes for Sale with Garage

Discover a stunning custom-crafted luxury home, complete with a separate one-bedroom guest pool house, that stands as an architecturally significant estate designed to be cherished. Nestled on meticulously landscaped grounds with picturesque views of Pawtucket Valley Country Club, this grand colonial residence offers every amenity for a refined lifestyle. As you enter the soaring foyer, you are

Anissa Paolillo Redfin Corporation

Prepare to experience the extraordinary and discover the future at this new residence by Skyview Builders. Now complete and ready for immediate enjoyment, this world-class estate elevates the standard against which all others are measured. Set on two spectacular, level acres in the heart of Westport's premier estate section, long considered a haven for celebrities & influential figures. The gated

Doug Bross Coldwell Banker Realty

Tucked on a peaceful cul-de-sac in prime lower Weston, this contemporary gem is a rare find. Set on beautifully landscaped grounds with a sparkling pool, this 4-bedroom, 2.5-bath home offers an airy, sun-filled layout perfect for modern living. The spacious living room features a vaulted ceiling, wood-burning fireplace, wet bar, and sliders to the deck, creating an ideal flow for indoor-outdoor

Dee Cohen Compass Connecticut, LLC

This stunning Colonial sits proudly on a beautifully landscaped 2-acre lot on the corner of Coley Drive, just over the Westport line in Lower Weston. Enjoy the best of both towns with easy access to the Merritt, train, Longshore, The Y and Compo beach. Perfectly situated for walking and biking on neighboring streets, the property features a heated in-ground pool, gorgeous bluestone patio and

Julie Vanderblue Higgins Group Real Estate

One of the most desirable neighborhood streets in Weston is the setting for this much-loved Colonial with a pool, fully renovated kitchen and picturesque acreage. This central location is within walking distance of the school campus, town center, library, and just minutes from the Merritt Parkway and downtown Westport. Gracious proportions and thoughtful renovations characterize this home

Christine Oleynick Keller Williams Realty

Timeless elegance meets modern versatility in this expanded residence set on 2 peaceful acres in lower Weston, bordering Westport. Stately stone pillars, professionally crafted stone walls and patios, and a sweeping circular driveway create exceptional curb appeal in a serene cul-de-sac setting. Originally a single-level home, a 2014 renovation and expansion transformed the property-adding a

Mary Palmieri Gai Berkshire Hathaway NE Prop.

Luxury & Convenience: Stunning Home Just Minutes from Merritt Parkway! Welcome to 9 Blue Spruce Circle-a masterfully designed, meticulously maintained 5-bedroom, 41/2-bath colonial, nestled on 2.03 private acres in picturesque Weston. Tucked away on a coveted cul-de-sac, this home seamlessly blends tranquility and convenience, with a charming pathway leading directly to Morehouse Farm Park.

Maria Tziolis 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

Nestled in a serene and private setting, this stunning custom colonial offers the perfect blend of elegance and comfort. Tucked away on over 2 acres of pristine landscape, this meticulously maintained home boasts an inviting layout with exceptional craftsmanship throughout. The sun-filled interior features a beautifully designed custom kitchen, perfect for entertaining. Step outside to a

Adriana Radu Coldwell Banker Realty

Nestled on a quiet cul-de-sac in desirable Lower Weston, this exceptional 4-bedroom residence offers unparalleled privacy and a lifestyle of leisure. Step into a world where every day feels like a vacation, with resort-style amenities right in your own backyard. This beautifully appointed home boasts spacious living areas, perfect for both family gatherings and elegant entertaining. Sunlight

Peter Depalo William Raveis Real Estate

Experience the perfect blend of luxury, comfort and natural beauty in this unparalleled countryside escape on private cul-de-sac. With 5 bedrooms including a private au-pair/in-law suite, this home is the perfect haven for families seeking both ease & endless amenities. The showstopping, brand new completely renovated kitchen boasts a huge kitchen island perfect for gathering, top-of-the-line

Christine Oleynick Keller Williams Realty

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

Modern Transitional Colonial! Crafted to perfection & designed for modern living, no expense was spared creating this well designed home. The epitome of craftsmanship, using only the finest quality materials the fastidious attention to detail & inspired design is evident in every inch of the space.The stunning Kitchen WOWS with white custom cabinetry and top of the line appliances opening to the

Todd David Miller William Raveis Real Estate

This magnificent country estate includes the historic Thorp House on 8.8 acres of riverfront property, as well as a charming one bedroom cottage with attached 2 car garage. The main house, built in 1750, is listed on the National Register of Historic Places. Authentic period details grace the home with unique old world charm. Cathedral ceilings in the kitchen and great room make a stately

Charlotte Cotton William Raveis Real Estate

5,000+ sq ft with 4 full floors of living space! 3 en suite bedrooms, including Primary, and laundry together on 2nd floor. Finished upper level w/1/2 bath perfect for gym, office or rec room, fully finished lower level w/separate entrance/walk-out and full bath perfect for in-law, au pair. Private yet close to everything! 12 minutes to downtown Westport, 9 Minutes to Black Rock Tnpk., 10 minutes

Georgia Rojas Coldwell Banker Realty

Welcome to 62 Wells Hill Road in Lower Weston-an exceptional value in today's market offering space, privacy, and a prime location near the Fairfield/Westport border. Set near the end of a peaceful cul-de-sac, this 5-bedroom, 3-bath ranch is nestled on a gentle hillside just moments from Aspetuck Country Club, the Aspetuck Land Trust hiking trails, and the iconic Bluebird Inn. With 3,600 square

Tara Hawley Coldwell Banker Realty

Located down a bucolic lane with the utmost privacy, this home is minutes to downtown Wilton and Westport. The elegant foyer welcomes you with a floor plan ideal for entertaining. Cook your favorite meal on the oversized Garland gas range with six burners, a griddle, a grill, and double ovens. It's a cook's dream. Friends and family can gather at the large butcher block island while dinner is

Carol McMorris Higgins Group Real Estate

Once The Upper Parish Schoolhouse, now the most stylish renovated antique house in town! Beautifully reimagined in 2020, the main floor lives large with high ceilings, original beams, a gorgeous stone fireplace. The 1800's features are perfectly complemented by fresh white walls, polished hardwoods, as well as modern finishes like granite countertops, marble vanities and black hardware that are

Jeannette Floto Compass Connecticut, LLC

Travel down a private country lane to the end of the cul-de-sac and you have found your home! Located in a popular neighborhood just minutes to town center and Weston's award winning school campus is this pristine, meticulously maintained 4 BR / 3 Full bath home offering a host of amenities and special features. Relax with your morning coffee in the updated kitchen with a wall of glass

Carrie Shea Camelot Real Estate

Situated on one of Lower Weston's most desirable cul-de-sacs, this beautifully maintained 4 bedroom, 2 bath home is an absolute gem! Set amidst a verdant backdrop of the Aspetuck Land Trust, the property offers a rare combination of natural serenity and proximity to town. Perched atop professionally landscaped grounds, you are welcomed by blooming perennials and stone walls. Step inside to find a

Skye Roberts Sotheby's International Realty

Located in Lower Lower Weston and in move-in condition for summertime enjoyment, this beautiful 4-bedroom, 2 full and 2 half-bath Colonial is set on one of the best cul-de-sacs in town. Nestled on a serene and picturesque 2-acre lot, the home offers both privacy and convenience-just minutes from town, award-winning schools, and the Westport train station. Step inside to discover a thoughtfully

Hope Klein The Riverside Realty Group

Unique opportunity to renovate, build or develop. 12 Lords Highway East is situated on a beautiful bucolic property featuring 6.6 dry acres. Antique home with beautiful fireplace and period details. Create your own private compound, horse property &/or potential sub divide. This home is an estate and is being sold AS IS. Survey available is from 1965 and Buyers should perform their own due

Krista Alecia Coldwell Banker Realty

This elegant, totally renovated colonial in sought-after lower Weston cul-de-sac on Westport's border close to all; in move-in condition is a true show stopper!.Using premiere materials with attention to fine details, the home has been transformed in to a welcoming sanctuary. The very spacious rooms w/lustrous hardwood floors have an ideal flow for living & entertaining. The five star chef's

Jillian Klaff Coldwell Banker Realty

Ideally set on 3.62 acres of professionally manicured grounds in Weston, CT, this stunning 4/5 bdrm 2/2 bath colonial offers a blend of timeless architecture and modern upgrades. The corner lot features a circular driveway leading to a beautifully expansive yard, an idyllic setting for outdoor gatherings or quiet moments surrounded by nature's serenity. The property boasts a spacious multilevel

Louise Bromberger The Riverside Realty Group

Great opportunity to own this centrally located 4 bedroom Colonial style home situated on 2 acre lot at beginning of a cul-de-sac! The main level features large foyer that opens on to living room & formal dining room, eat-in kitchen opens on to family room w/fireplace and possible 5th bedroom on first floor currently being used as laundry room. Living room and family room both open on to large

Peter Carbutti Carbutti & Co., Realtors

Welcome to your dream retreat -- a custom-designed contemporary masterpiece nestled in the heart of nature. With soaring ceilings and walls of glass, this home is bathed in sunlight from dawn to dusk. The expansive open floor plan offers seamless flow, highlighted by a spectacular great room perfect for entertaining, relaxing, or simply taking in the stunning woodland views. Step onto the

Len Schwartz Keller Williams Prestige Prop.

Imagine waking up every morning in your own slice of paradise. Lodged on two beautifully landscaped acres, this comfortable and bright contemporary home is where resort-style living meets everyday comfort. Soaring windows, vaulted ceilings, and skylights fill the home with natural light and frame stunning views in every direction. Step outside to your personal oasis: a sparkling, stone-encased

Rosa Careccia Berkshire Hathaway NE Prop.

Shortlisted for "Living Space - Americas" in The International Design & Architecture Awards 2025, this exceptional home with a gorgeous pool in a coveted Lower Weston location has garnered global attention. Fully reimagined by Shelley Morris, the published designer-owner, this showcase home feels like a retreat, while just 0.6 mile from Westport w/vibrant shopping, dining & amenities. Every

Alex Chingas Coldwell Banker Realty

Classic Clapboard Colonial Farmhouse -Sitting Pretty Atop a Knoll -Welcome to this charming farmhouse perched gracefully at the corner of Lords Hwy. and Graystone Lane, in a peaceful enclave. The home greets you with an inviting front porch and a thoughtfully designed floor plan that blends comfort and character. The sunny eat-in kitchen features updated back splash and light maple cabinetry,

Vickie Kelley Camelot Real Estate

80 K Price Reduction! Amazing Value! Oak Lane is a welcoming, tranquil retreat on a quiet cul de sac in the bucolic town of Weston. Set back, this home offers a private setting with lush, level lawns, lovely gardens/landscaping, a circular driveway, & alluring topography. This home combines the best features of colonial & contemporary elements with high, vaulted ceilings, skylights, open layout,

Lori Elkins William Raveis Real Estate

Storybook Charm Meets Modern Convenience in Lower Weston! Perched atop a gentle knoll, this stunning 3-bedroom, 2-bath retreat is a rare gem, offering breathtaking sunsets, serene pond views, and endless charm. Perfectly situated in Lower Weston, just a few miles from the Westport train station, I-95 and the Merit Parkway this home offers a seamless NYC or Stamford commute while surrounding you

William Gill Compass Connecticut, LLC

STUNNING LOWER WESTON COLONIAL ANTIQUE!! Step into timeless elegance at 43 Old Easton Turnpike, where classic charm meets modern sophistication. Nestled on an expansive 2.03 acres corner lot in Weston, CT, this distinguished 3,794-square-foot residence offers a main house with 4 beautifully crafted bedrooms and 3.5 updated bathrooms. The home retains its antique allure with a formal dining room,

David Krasnoff Compass Connecticut, LLC

New construction for under 2 Million? YES! Dont miss the opportunity to be the first to occupy this newly erected Modern Farmhouse sited on 1.3 acres of picturesque property just steps away to the Katharine Ordway Nature Preserve. Flooded with natural light and southern exposure, this home offers many special features including hardwood floors, 7 1/2 foot kitchen island with Quartz countertops,

Carrie Shea Camelot Real Estate

This exquisite custom estate with pool site on 4.7+/- acres (poss./potential to divide) will take your breath away. Set atop one of the highest points in the area, this luxurious retreat blends modern luxury, convenience, privacy and treetop vistas into one irresistible package. Sited to capture the incomparable views, every room and multiple terraces have gorgeous panoramas, with a circulating

Alex Chingas Coldwell Banker Realty

Welcome Home to 32 Kettle Creek Road - Where Effortless Elegance Redefines Luxury Living~ This impressive modern farmhouse features 5-6 bedrooms, 5.5 bathrooms, and over 5,500 square feet of thoughtfully designed living space that seamlessly blends contemporary aesthetics with timeless design elements. Across three levels, the architecture exudes a sense of sumptuousness with a slightly edgy

Vickie Kelley Camelot Real Estate

Welcome to 4 Hemlock Ridge, an architectural masterpiece, nestled in the prestigious community of Weston, CT. This exquisite residence combines elegance and comfort, with meticulous attention to detail. Spanning 5,512 square feet (plus a finished lower level), this home features five spacious bedrooms and six and a half luxurious bathrooms, offering ample space for relaxation and entertainment.

Karen Hagen Compass Connecticut, LLC

This magnificent country estate includes the historic Thorp House on 24.5 acres of riverfront property, as well as a charming 1 bedroom rental cottage with attached 2 car garage. The main house, built in 1750, is listed on the National Register of Historic Places. Authentic period details grace the home with unique old world charm. Cathedral ceilings in the kitchen and great room make a stately

Charlotte Cotton William Raveis Real Estate

Skyview Builders presents a unique opportunity - unmatched for both the modern expression of luxurious living it embodies, as well as the captivating private setting over which the residence presides. Two acres of your own private park-like property, nestled against the Paul Newman-Poses Preserve, will create an unforgettable backdrop for this European-inspired home for all seasons. The long,

Doug Bross Coldwell Banker Realty