Wilton, CT Homes for Sale with Acreage

Welcome Home to 1 Spectacle Lane in Ridgefield, CT! Beautifully sited on a desirable South Ridgefield cul-de-sac street, this 2004 Colonial offers timeless design, generous proportions, and an exceptional setting within a neighborhood of equally attractive homes. With over 4,400 square feet across three finished levels, the home showcases hardwood floors throughout, exquisite millwork, and

Chip & Heather Neumann Houlihan Lawrence

BEST & FINAL by Monday, May 4th at 12:00PM. 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

Jennifer Leahy Compass Connecticut, LLC

Once in a lifetime, a home of this caliber becomes available. Sited on a cul-de-sac in a coveted neighborhood close to town, this exceptional residence pairs custom design with luxurious indoor-outdoor living areas enhanced with smart technology and supported by upgraded mechanicals. A gracious front-to-back foyer showcases elegant living and dining rooms. Everyday living and elevated

Indira Desai Christie William Pitt Sotheby's Int'l

This stunning fully renovated 5-bedroom, 4 full bath home offers the perfect blend of modern design and comfortable living, set on a private 2.03-acre lot. Featuring an open concept layout with 9-foot ceilings, gleaming hardwood floors, central air, and fresh paint throughout, the home is both stylish and move-in ready. The inviting living room with a cozy fireplace flows seamlessly into the

Lynne Murphy Berkshire Hathaway NE Prop.

Sophisticated, timeless, and flawlessly reimagined, this 7,600 sq ft transitional Hamptons-style Colonial-Cape delivers luxury living with effortless ease. Offering 18 beautifully scaled rooms - including 5 spacious bedrooms, 6 full baths, and multiple inviting gathering spaces - this home balances grand entertaining with relaxed everyday comfort. Exquisite millwork, sleek transitional finishes,

Joe Scozzafava William Raveis Real Estate

Offering approximately 6,400 square feet of finished living space across three thoughtfully designed levels, this exceptional residence blends timeless architecture with modern luxury. Expansive interiors are filled with natural light and feature refined craftsmanship, generous room proportions, and a seamless flow ideal for both everyday living and elegant entertaining. The finished lower level

Hernan Benitez VORO CT LLC

20 Cherry Lane is a rare Georgian Colonial estate set on nearly 2.5 flat, manicured acres bordering 50 acres of protected conservation land and hiking trails. Offering over 9,000 sq ft, this home combines exceptional scale, modern updates, and long-term value. Designed for entertaining and everyday living, the renovated chef's kitchen features double marble islands, double ovens, dual

Molly Rubins NestSeekers International

A rare opportunity to own a custom-designed residence by renowned architect Peter Cadoux, nestled on a private cul-de-sac abutting Quarry Head Park/Harrison Smith Preserve providing direct access to nearly 60 acres of hiking and equestrian trails. Additional privacy is provided by a serene sanctuary of forever green space to the west. This extraordinary home combines architectural artistry,

Sharon Brameier Berkshire Hathaway NE Prop.

Situated on a cul-de-sac and over an acre of flat land in prime South Wilton, this exceptional colonial blends timeless New England charm w/ today's most sought-after amenities. Thoughtfully upgraded, this home offers 4 spacious bedrooms, 5 well appointed bathrooms, abundance of living space, & a layout ideal for everyday living & entertaining. At the heart of the home is a fully updated kitchen

Chris Carozza RE/MAX Right Choice

Tucked away on 2.18 private acres, this beautifully designed 5-bedroom, 6-bathroom home offers exceptional space, natural light, and a layout ideal for both everyday living and entertaining. Discover hardwood floors and a thoughtfully designed main level. The open kitchen flows seamlessly into the family room, anchored by a fireplace that creates a warm gathering space. A sun-filled den with a

Mayra Cardenas Mayorga Berkshire Hathaway NE Prop.

Handsomely set on two private, resort-like acres, this timeless Nantucket-style residence offers the feel of a secluded family compound. Adjacent to a 21-acre wildlife preserve along the west bank of the Saugatuck River, the setting invites fishing by the river and peaceful walks along scenic trails through the surrounding natural landscape. Custom built by celebrated architect Tim Geitz, the

Michelle Genovesi William Raveis Real Estate

Located close to the Lake Club on a private secluded lot bordering Parting Brook. This home underwent a complete top to bottom remodel featuring, a stunning new kitchen, all new windows, heating and cooling system, new baths, siding, deck, etc.... 4 fireplaces, 2 car garage, walk in closet

Peter Hastings Hastings Real Estate

Looking for a diamond in the rough? Located on a rear lot at the end of a cul-de-sac. This property offers the perfect opportunity to create your dream home in South Wilton. Bring your imagination and your builder to make it your own! Well pump not functioning. Furnace is less than 10 years old. House will be sold Strictly As-Is ; Where Is. Seller will NOT be able to empty the majority of the

Ashley Petrides William Raveis Real Estate

Enoch Gilbert House c.1825. A rare opportunity to own a piece of Connecticut history officially listed on the State Register of Historic Places. Known as Frog Hollow, this 2.14-acre estate borders the 60-acre Weir Farm National Historical Park, offering a lifestyle of unrivaled privacy and artistic heritage. The residence was restructured in the 1940s by the renowned duo of F. Nelson Breed and

Melissa Engel Douglas Elliman of Connecticut

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

3800 SF of total living space to enjoy! Expansive, four bedroom, four full bath home offers freshly painted rooms, polished hardwood floors and amazing storage, all ideally sited on popular Pipers Hill. The truly flexible floor plan encompasses 3.5 levels including a full, walk-out lower level and bonus den/family room above the two car garage. The formal living and dining rooms both boast bay

Patricia Prenderville Higgins Group Real Estate

Classic Colonial Split with beautiful water views of Horseshoe Pond, ideally set in the heart of Wilton with the rare convenience of walking to town. Enjoy privacy and charm on a beautifully landscaped, fenced-in backyard, while being just moments from the NRVT, shopping, transportation, and major roadways. Sun-filled and thoughtfully designed, the main level offers an easy flow for everyday

Lynne Murphy Berkshire Hathaway NE Prop.

Stunning Sun-Filled Colonial with Designer Barn. Set on 1.32 flat acres on the New Canaan border, this bright 4-bedroom Colonial offers over 4,000 square feet of sophisticated living space. Built in 1990, the home perfectly captures "old world" architectural charm-featuring reclaimed beams & timeless New England character-while offering the ease & peace of mind of modern construction. The main

Casey Lange Compass Connecticut, LLC

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

Welcome to this beautifully updated split-level home in the highly desirable town of Wilton Thoughtfully renovated, this 3 bedroom, 3 full bath home offers a seamless blend of modern style and everyday comfort. The open-concept main level is filled with natural light and designed for today's lifestyle, connecting the living, dining, and kitchen areas with ease. The kitchen features quartz

Lynne Murphy Berkshire Hathaway NE Prop.

2500 sq ft South Wilton Ranch with High-End Finishes Throughout, this beautiful home has been completely rebuilt down to the studs, offering a seamless blend of modern luxury and thoughtful design. Privately set back from the road, the home is approached by a long driveway and enhanced by newly installed deer fencing and gated entry, creating a serene and secure setting. Ideally located in South

Phil Candito Coldwell Banker Realty

This proven luxury home builder wants to build your future dream home on this rarely available one of a kind private lot. Drive down a private, hidden 1000+ foot driveway to find a property totaling over 2.00+ acres of unmatched and untouched exclusivity surrounded by protected state land. Add pool and tennis too! Two amazing potential lot sites. In addition, and even a possibility of

Evan Sheftel Millstone Real Estate Corp

Set on 1.1 acres of beautifully landscaped, award-winning gardens, this exceptional country property blends history, scale, and effortless livability. With over 5,000 square feet, five bedrooms, and six baths, the home offers a rare, highly functional layout, including two-bedroom suites on the main level, ideal for guests, multigenerational living, or a flexible primary option. Originally dating

Laura Kottler Compass Connecticut, LLC

Tucked along one of Wilton's most coveted cul-de-sacs, 86 Middlebrook Farm Road is a home that truly belongs to its setting-quiet, prestigious, and effortlessly beautiful. Architecturally designed with intention and a refined eye, this residence balances timeless elegance with modern livability. Spanning 12 thoughtfully curated rooms, including 5 bedrooms, 5 full baths, and a powder room, the

Marion Filley Compass Connecticut, LLC

Classic modern architecture set on a bucolic, level, private acre along scenic Silver Spring Road. Spanning over 2,800 sq ft, this turnkey residence offers beautifully scaled rooms designed for effortless living. An abundance of natural light fills the home, while high ceilings, handsome millwork and open spaces create a sense of calm and understated style across three finished levels. The main

Sally Walter Compass Connecticut, LLC

Elegant and impeccably appointed, this exceptional top-shelf residence offers refined living in the heart of the village's historic district. You will find this Architectural Gem has been masterfully reimagined for modern living while honoring its rich provenance. Rob Sanders Architects, renowned for historic restorations transformed this residence into a timeless, sophisticated masterpiece

Karla Murtaugh Compass Connecticut, LLC