Real Estate Guidance in Ridgefield and Northern Fairfield County

2.09 AC buildable/conforming lot on idyllic/scenic side street. One of the best lots on the street - the lot is priced at a discount because of the power lines that run through a portion of the property. Plenty of room to build a large center hall colonial/dream home - the owner built 9 Highwood Lane and has house plans/survey/etc available if interested. The lot is triangle shaped with 368' of depth one on side and 451' on the other - would provide complete privacy along with scenic views overlooking the rolling hills. Right on the Westport line off of Newtown Tpke just minutes to RT.15, this is the once in a lifetime find priced to sell quick.

Originally built in 1769, this beautifully renovated and meticulously maintained antique home blends historic character with modern comfort. Set on two landscaped acres along one of Wilton's most scenic country roads, the four-bedroom, three-and-a-half-bath residence offers approximately 3,758 square feet of thoughtfully designed living space. The renovation included updated electrical systems and a whole-house generator that keeps the home running during power outages. An inviting eat-in kitchen opens to a private patio, while the formal dining room, living room with fireplace, hardwood floors, exposed beams, and period details create warmth and character throughout. The primary suite includes a private bath and walk-in closet, and the finished third-floor offers flexible additional space. A charming antique barn and two-car garage complete the property, with room for a pool. Enjoy peaceful country living close to hiking trails, Weir Farm, schools, markets, the post office, and town amenities.

Beautifully situated on a spacious corner lot, this exceptional home enjoys the added privacy of a quiet dead-end street as its crossroad. Offering over 3,300 sq. ft of living space, this versatile floor plan provides generous room for today's lifestyle w/ endless possibilities for customization. The bright & inviting main level features a spacious living room, dining area, updated kitchen w/ sliders to deck, and an expansive family room perfect for gatherings & entertaining leading to patio. The oversized laundry room offers excellent potential for custom built-in cabinetry, a folding station, mudroom organization, or additional storage. Upstairs, the impressive primary bedroom is a true retreat, complete w/ a walk-in closet & abundant space to create the luxurious primary suite you've always wanted. With room to add a full en-suite bathroom, the possibilities are endless for transforming this space. The additional bedrooms are generously sized, while the large bonus/recreation room provides incredible flexibility. Complete w/ full bathroom & set apart from the other bedrooms, this space could easily serve as: an au pair suite, multi-generational living space/office/gym or playroom. Outdoor living is equally impressive with both a spacious patio and deck, offering multiple areas to relax, entertain, and enjoy the beautiful surroundings. Great opportunity to own a home w/ outstanding sq footage, flexible living spaces, & a peaceful location combining privacy w/ convenience.

Striking country estate on scenic Blackman Road set back privately on 2 pastoral acres with stone walls and gated entrance. This sprawling ranch has been completely remodeled inside and out with new black and white board and batten siding and 3 year old roof. Enter through the sky lit marble foyer to find a stunning modern open floor plan, drenched in natural light, with beamed and vaulted ceilings plus a soaring stone fireplace. The new chef's kitchen features a large island with bar seating, quartz counters, tiled stone wall/backsplash, and stainless steel professional appliances including the colossal side by side refrigerator/freezer. This stylish home offers 3,368 sf of living space with 4 bedrooms and 4 full baths including 273sf in the lower level. The elegant primary suite features a vaulted ceiling with skylights, newly remodeled Carrera marble bath, plus a private sitting room or office. Two of the additional bedrooms offer private ensuite baths, and the fourth bedroom utilizes the luxe Carrera marble hall bath. Of note: spacious 22'x22' family room or bonus room; whole house automatic generator; attached 2 car garage; plus expansive patio and deck for outdoor enjoyment. Premier location, in the top-ranked Ridgefield school district; minutes to historic Main Street for shopping, restaurants, library, park, and theaters; and just 60 miles to midtown Manhattan!

Welcome to 20 Acre Lane, a lovingly maintained three-bedroom, two-full-bath raised ranch set on a level 1.01-acre property on a quiet cul-de-sac in desirable southern Ridgefield. Cherished by the same owners since 1988, this inviting home offers comfortable living spaces and abundant natural light. Highlights include a vaulted living room ceiling, a primary suite with full bath, a fireplace in the finished lower level, a separate laundry room, a two-car garage and an oversized screened-in porch overlooking the flat, usable yard and established perennial gardens. Numerous significant improvements provide peace of mind, including 2025 Hardie Board siding with extensive exterior upgrades, newer living and dining room picture windows, a 2014 roof with transferable lifetime warranty, foundation drainage, a new exterior Roth oil tank, chimney pointing and a 2026 whole-house generator with automatic transfer switch. Additional updates include interior painting. Town water, a practical raised-ranch layout and a convenient location with easy access to Ridgefield's picturesque downtown, lower Fairfield County and New York add to the appeal. A special opportunity to make a well-cared-for home your own and enjoy top-rated schools! Schedule your private showing and experience all that 20 Acre Lane has to offer.

Steeped in history and rich with original character, the Samuel Fitch House (c. 1800) presents an opportunity to own an authentic piece of Wilton's past. Just 2 miles from Wilton Center, this 2,121 sf Colonial offers 3 bedrooms and 2.5 baths, surrounded by lush perennial gardens & mature fruit trees. Inside, the home showcases many of the architectural details that antique home enthusiasts seek, including wide-plank floors, hand-hewn beams, original fireplaces, period millwork, built-in cabinetry, and handcrafted doors and hardware. More than two centuries of thoughtful evolution have allowed the home to retain the warmth, craftsmanship & character that simply cannot be replicated. Whether you're searching for a full-time residence or a peaceful weekend retreat, you'll appreciate the easy commute to New York City by train or car, nearby walking trails & convenient access to both Wilton Center and Westport. Located within one of Connecticut's most highly regarded school systems, the setting offers the perfect balance of history, convenience & natural beauty. The Samuel Fitch House is being offered as-is and is best suited for buyers who genuinely appreciate the unique qualities of a historic home. Continue the stewardship of a residence that has stood for over two centuries. Buyers should expect the character, imperfections & ongoing care that accompany a home of this vintage while embracing the privilege of preserving an important piece of Connecticut history. Welcome Home!

A rare opportunity at an affordable price to build your dream home. This particular lot is a flag lot behind 75 Tanton Hill Hill Road. There are older perc test from the late 1980s. Undeveloped 2.2 acre parcel sloping to wetlands. Buyers need to do their own due diligence. Old maps in the attachment. Property is being sold ASIS.

Nestled on a quiet cul-de-sac, this Colonial home offers generous living space, thoughtful updates, and a flexible floor plan. Residents enjoy access to a picturesque neighborhood pond, perfect for fishing, skating, and year-round recreation. The welcoming main level features a formal living room with a wood-burning fireplace and hardwood floors, an elegant dining room with a chair rail, and a spacious eat-in kitchen complete with a large center island, electric cooktop, double wall ovens, stainless steel appliances, and hardwood flooring. The sun-filled breakfast area features a vaulted ceiling and sliders leading to the deck, while the adjoining family room offers abundant windows, built-ins, and a stone fireplace with a wood stove insert. A convenient mudroom with laundry, half bath, and direct access to the attached garage completes the main level. Upstairs, the spacious primary suite offers hardwood flooring, room for a sitting area, and an ensuite bath with a jacuzzi tub/separate shower. Three additional bedrooms and a full hall bath with a double vanity round out the upper level. The walkout lower level provides exceptional flexibility and is ideal for extended living or a potential in-law setup. It includes a large recreation room with a third fireplace, a full bath, two additional finished rooms, including one that could serve as a fifth bedroom, plus additional space that would make an ideal home gym. The interior is freshly painted so all you need to do is move in!

Beyond a private automated gated entrance awaits this extraordinary contemporary retreat on over three picturesque acres, offering complete privacy, thoughtful design, and extensive improvements just minutes from the New York border and downtown Ridgefield. A winding approach leads to professionally landscaped grounds with a tranquil fountain, multiple outdoor living spaces, and new soft-touch material deck overlooking the park-like setting. Inside, soaring ceilings, oversized windows, and an open-concept layout fill the home with natural light. The renovated chef's kitchen features quartz countertops, center island, pantry, and premium Wolf range, opening to the dining area with dramatic floor-to-ceiling windows and a light-filled living room anchored by a wood-burning stove. The reconfigured primary suite offers deck access, custom built-ins, and a private en-suite bath. Two secondary bedrooms are complemented by an elegantly designed fourth bedroom addition completed in 2022, accented by a seated bay window with views of the water feature, along with a custom bath. The walk-out lower level features a welcoming family room with a stone fireplace, renovated bath, and a reimagined rec room with direct patio access. Additional improvements include a new roof, French drainage system, driveway, exterior repaint, perimeter fencing, and laundry room. Beautifully maintained, this move-in-ready estate offers timeless architectural character, modern upgrades, and exceptional privacy.

A well set Ranch, incorporating 7 rooms, 3 bed 2 full baths set in the middle of 2.1 acres in a R1 Zone. Great expansion options,incredible music rooms and traditional bar, Radiant heat floors, Kitchen leading to screened in porch with views of a large back yard with mature flowering trees, Definitely room for a pool. Firepit area,Large shed with electricity and an outbuilding that can easily hold two cars. Plenty of parking for family gatherings. Enjoy the cherished Wilton School System, Whole house generator . Centrally located , close to restaurants, shopping, trains and major highways.This property was originally called Nine Acre farms in the same family since 1832. The current owners appreciate that heritage,

Nestled on a quiet cul-de-sac, this beautifully expanded center hall Colonial offers timeless architecture, exceptional craftsmanship, and an open floor plan designed for today's lifestyle. At the heart of the home is a chef's kitchen where soaring vaulted ceilings and exposed beams create an extraordinary sense of space. The expansive eat-in kitchen flows seamlessly into the equally impressive family room, making it the ideal setting for everyday living and effortless entertaining. Designed for the serious cook, the kitchen is appointed with Viking; double ovens, warming drawer, cooktop, and a Sub-Zero refrigerator, generous center island, custom cabinetry, and abundant workspace. French doors from both the kitchen and family room open to the deck overlooking the private backyard, creating an easy indoor-outdoor connection. Formal living and dining rooms provide elegant gathering spaces. Upstairs, the primary suite offers a full bath and fireplace. Three additional bedrooms are generously sized and share a well-appointed full bath. The walk-out lower level offers exceptional flexibility with a full bath and entrance through the under-house garage, making it ideal for an au pair, in-law suite, guest quarters, home office, gym, or recreation space. Beautiful stone walls, and mature landscaping, surround the home in this sought-after location conveniently just minutes from schools, shopping, commuting routes, and all the Fairfield County has to offer.

Welcome to 29 Lonetown Road, a timeless 1915 Colonial, where historic character, thoughtful updates and an extraordinary setting come together. Set on 1.5 picturesque acres, this lovingly maintained home has been cherished by the same family for more than 36 years and is ready for its next chapter. Inside, original hardwood floors, built-ins and beautiful period details create warmth and character throughout. The main level offers a gracious living room anchored by a stone fireplace, a formal dining room, and a stunning four-season sunroom filled with natural light. The large kitchen blends vintage charm with a commercial-inspired feel, featuring a 6-burner Garland range, center island, generous prep space, pantry with French doors, and easy access to both the bluestone patio and rear deck for indoor-outdoor entertaining. A convenient powder room completes the first floor. Upstairs, the spacious primary suite offers a light-filled retreat with an oversized bath featuring skylights, large walk in shower and dressing area, while 2 additional bedrooms share a full hall bath. Outside, enjoy spectacular sunsets, a peaceful brook winding through the property, enclosed vegetable garden and a detached 2-car garage. Across the street, the Lonetown Marsh Wildlife Sanctuary offers scenic walking trails, protected open space and year-round opportunities to enjoy nature just steps away. A rare opportunity to own a beautifully preserved piece of Redding history in an idyllic setting.