Wilton, CT Homes for Sale with Acreage

Set on two wooded acres, 94 Vista Road presents a rare retreat where refined country living meets the rhythm of the natural world. Down a drive of stone outcroppings and drawn in from the whimsy of the wooded setting, a gracious foyer sets the tone for style and sophistication through the lens of an artist's eye. Archtectural detail and extensive millwork provide a perfect pallet for color and

Susan Vanech Compass Connecticut, LLC

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

Beautifully updated and tastefully appointed open-concept ranch in the highly desirable Silvermine neighborhood, conveniently located near the town centers of Wilton and New Canaan, Gray Barns, top-rated schools, train stations, and major highways. This exceptional home offers 3 bedrooms, 3 full and 2 half baths, with a thoughtfully designed layout ideal for both everyday living and entertaining.

Lynne Murphy Berkshire Hathaway NE Prop.

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

Set on 3.52 picturesque acres abutting conservation land, this exceptional 4-bedroom estate on iconic Nod Hill Road offers privacy, timeless beauty, and refined living in the heart of Wilton. Set back from the road for added seclusion, the property features a 3-car garage, expansive decks, and a beautiful pool site ideal for outdoor living and entertaining. Encompassing 5,846 square feet of

Lynne Murphy Berkshire Hathaway NE Prop.

Beautifully updated and maintained 4-bedroom home on a very desirable private cul-de-sac in South Wilton. This home offers a flexible layout, room for everyone, and a level manicured yard with an inground pool for relaxing or outdoor fun. The renovated eat-in kitchen is both stylish and functional, while the great room features vaulted ceilings, hard wood floors and is filled with natural light.

Barbara Shaw Houlihan Lawrence

Step into the timeless charm of Rock House Woods, an enchanting 1800s farmhouse seamlessly blending historic character with modern conveniences, including GEOTHERMAL heating & cooling! A welcoming front porch invites you into this sun-drenched home, where wide-plank floors, exposed beams, large picture windows and a charming country kitchen creates an atmosphere of warmth, character and

Deborah Burnaman William Raveis Real Estate

Welcome to 2 Pheasant Run, a meticulously maintained Cape-style residence set in a picturesque and peaceful setting that offers the perfect balance of privacy, comfort, and convenience. Designed for both relaxation and entertaining, the expansive wraparound deck overlooks a level backyard framed by mature trees, creating an inviting outdoor retreat. Inside, the thoughtfully designed main level

Joanne Santulli Brown Harris Stevens

Nestled in the heart of Wilton, just moments from town, Gannett House is a rare offering where timeless charm meets exceptional possibility. Thoughtfully stewarded by its current owners-a renowned architect and design duo-this enchanting vintage home has been lovingly refreshed and curated, creating a warm and inviting retreat that is as captivating today as it is inspiring for tomorrow. Set on a

Daniel McCamblau Brown Harris Stevens

Set on a private, serene two-acre lot surrounded by mature trees and lush landscaping, this spacious home offers a rare combination of comfortable living, flexibility, and additional income potential. Just steps from the main residence, a detached, self-contained legal cottage features one bedroom, one full bath, a kitchen, and a private deck-ideal for guests, extended family, a home office, or

Benjamin Howell Coldwell Banker Realty

Nestled in the heart of highly desirable South Wilton, this beautifully updated Cape offers the perfect blend of timeless charm and modern comfort. Set on 1.13 picturesque acres, the home features over 3,500 square feet of living space, including four spacious bedrooms, two-and-a-half baths, and a flexible floor plan designed for today's lifestyle. Warm hardwood floors, two fireplaces, and

Marion Filley Compass Connecticut, LLC

The Levi Coley House, circa 1848, is widely regarded as Wilton's most significant Greek Revival residence. A grand portico with four Doric columns sets a striking tone, while inside, historic character blends seamlessly with modern updates. Original wide-plank floors, soaring ceilings, oversized windows, and five of six original fireplaces (two functional) highlight the home's authenticity. The

Megan Sullivan Douglas Elliman of Connecticut

Nestled in the desirable Silvermine area just minutes from downtown Wilton, award-winning schools, and major highways, this charming home sits on a flat property near both New Canaan and Wilton town amenities. Surrounded by high-end homes, the property offers an open floor plan with endless opportunities to customize and make it your own. Inside, the bright and inviting interior, features

Lynne Murphy Berkshire Hathaway NE Prop.

Welcome to 172 Mather Street spacious updated home offering over 3,000 square feet of flexible living. Upstairs there are two to five large rooms that can be bedrooms, guest rooms, or offices. Newer kitchen with stainless steel appliances and granite counters that flow into a sunny breakfast room with walls of windows. Living room and dining room have hardwood floors and french doors leading to

Cindy Wein Coldwell Banker Realty

Stunning Cape Cod located on a quiet cul-de-sac in one of the area's most coveted neighborhoods. This beautifully maintained 4-bedroom, 3.5-bath home offers an exceptional blend of elegance, comfort, and modern amenities. The main level features a welcoming two-story foyer, living room with fireplace, dining room , and a private office complete with custom built-ins, wet bar, granite countertop,

Lynne Murphy Berkshire Hathaway NE Prop.

Set on a beautifully landscaped, level property in South Wilton, 18 West Meadow offers exceptional indoor and outdoor living with convenient access to Westport, Norwalk, I-95, the Merritt Parkway, shopping, dining, and train service. This 4-5 bedroom home features a renovated kitchen with Absolute Black granite countertops, a large center island, breakfast area, Wolf cooktop and wall ovens, and a

Nalini Hage Higgins Group Bedford Square

Tucked away on peaceful and highly sought-after Spectacle Lane, this property offers an exceptional blend of country-like privacy and convenient access to Wilton's top-rated schools, both Wilton and Ridgefield's charming town centers, and major commuter routes. It stands as a rare architectural masterpiece, having been lovingly restored to flawlessly showcase the soulful character and timeless

Ellen Garcia Brown Harris Stevens

Nestled on a private rear lot in Wilton's coveted Silvermine neighborhood, this beautifully renovated Colonial Farmhouse offers the perfect blend of New England charm, modern updates, and everyday convenience. With 2,736 square feet of thoughtfully designed living space, this home is ideal for buyers seeking a peaceful setting without sacrificing access to town amenities, top-rated schools,

Marion Filley Compass Connecticut, LLC

Experience the character of the historic Northup-Scott House (c.1760), thoughtfully updated for today's lifestyle and set on four scenic acres. This well-maintained home offers a flexible floor plan with formal living and dining rooms, a spacious keeping room with original fireplace, a sun-filled family room with dramatic architectural window, private office, and first-floor guest suite. The

Lynne Murphy Berkshire Hathaway NE Prop.

Your next beautiful chapter begins here. Welcome to 9 Banks Drive, a stunning five-bedroom colonial nestled on a quiet cul-de-sac in one of South Wilton's most desirable neighborhoods. Set on 2.13 private acres, this exceptional residence offers over 7,400 square feet of beautifully updated and thoughtfully designed living spaces for both entertaining and comfortable everyday living. Built in

Wendy Werneburg William Raveis Real Estate

A rare offering distinguished by architectural clarity, complete privacy, and a deeply personal design vision, set within one of Fairfield County's most sought-after locations. Jay Manuel, internationally recognized creative director and fashion icon, brings a distinctly refined point of view to his architecturally significant modern residence in Connecticut. Acquired in 2011, the home was

Laura Ancona William Pitt Sotheby's Int'l

Absolutely Charming! This light-filled home offers three spacious living levels and a warm, inviting layout throughout. Enter into a welcoming living room with a fireplace-perfect for relaxing or entertaining. The first floor also features a private office or optional fourth bedroom, along with one of three full baths. The main level is ideal for both everyday living and gatherings, featuring a

Kim Dejana Berkshire Hathaway NE Prop.

This iconic mid-century modern home offers a rare blend of architectural character and natural beauty, situated on two private acres along Olmstead Hill-one of Wilton's designated scenic roads. Designed in 1958 by architect Robert Van Summern (whose work has been featured in The New York Times) as his first family residence, the home thoughtfully integrates timeless design with its serene, wooded

Diane Millas William Raveis Real Estate

You'll love living in this bright and charming 3-bedroom, 1.5-bath updated antique Colonial located in Wilton's Historic District. Just a short walk to Georgetown's local eateries and Caraluzzi's, with easy access to both Wilton and Ridgefield town centers, this home offers the perfect blend of character, comfort, and convenience. Oversized windows fill the home with natural light, while the open

Michele Ferguson Nichols Douglas Elliman of Connecticut

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 7200 sqft, with an additional 2100+ sqft lower level, this home combines exceptional scale, modern updates, and long-term value. Designed for entertaining and everyday living, the renovated chef's kitchen features double

Molly Rubins NestSeekers International

Tucked away at the end of a long private driveway in Wilton's desirable Thunder Lake neighborhood, this charming center hall Colonial offers exceptional privacy and tranquility. Set on 2.45 acres and surrounded by protected state land, the property enjoys a secluded setting while remaining just minutes from shopping, dining, schools, and everyday conveniences. Beautiful hardwood floors run

Todd Auslander Keller Williams Prestige Prop.

Exquisite Dream Home in South Wilton: A Sanctuary of Elegance and Nature. Nestled at the end of a South Wilton cul-de-sac on an elevated site, this extraordinary home blends luxury with natural beauty. Surrounded by 83 acres of Bradley Park conservation land with hiking trails and a short walk to Wilton Town Center, it offers privacy and convenience. Spanning 5,560 sq ft, this light-filled

Lisa Graham-Wanzell Brown Harris Stevens

Located in prime South Wilton just minutes from Westport and New Canaan, this exceptional colonial blends timeless New England charm with 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 w/

Chris Carozza RE/MAX Right Choice

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

Exceptional contemporary residence set on 2 beautifully landscaped acres of park-like property in one of Wilton's most desirable neighborhoods. Offering 4,347 square feet of thoughtfully designed living space, this impressive 5-bedroom home features 3 full baths and 1 half bath, combining timeless elegance with modern comfort. Newly refinished hardwood floors flow throughout the home, while

Lynne Murphy Berkshire Hathaway NE Prop.

Stunning, completely updated 4-bedroom home with flexible floor plan offering potential for a 5th bedroom, home office, or guest space! Set on a beautiful, level 2-acre lot at end of a cul-de-sac in Wilton's historic Cannondale neighborhood, this move-in ready home combines style, space, and location. The gorgeous updated kitchen features quartz countertops, custom tile backsplash, stainless

Drew Slack ERA Insite Realty Services

Classic Colonial reimagined w/a modern French sensibility, set on a beautifully landscaped acre in Silver Spring area in South Ridgefield. Thoughtfully renovated levels by skilled craftsmen & artisans, this absolutely turn-key residence pairs timeless architecture showcasing the latest design trends & finishes. A desirable semi-open floor plan offers effortless, practical living w/beautifully

Karla Murtaugh Compass Connecticut, LLC