Real Estate Guidance in Ridgefield and Northern Fairfield County

Welcome to "Stone Fences"-a historic 10-acre country estate tucked away in the quiet forests of Redding, Connecticut, just 90 minutes from Manhattan. Custom-built in 1938 by architect Richard Rowe for his wife, the home was awarded House Beautiful's top design honor in 1941. An MIT and Ecole des Beaux-Arts graduate who refined his craft alongside NYC architect Aymar Embury II, Rowe achieved an exceptional balance: an intimate, cozy atmosphere paired with an expansive living room built for grand entertaining. The architecture features a captivating fusion of English, Early American, French Provincial, and subtle Modern elements. Anchored by a Cotswold-style main cottage with two bedrooms and 3.5 bathrooms under an authentic slate roof, the residence opens onto grounds that unfold like a private sanctuary with manicured gardens, a gentle waterfall, a 14-foot-deep stone "bathing pool" pond, and a dramatic bridge spanning Gilbert Bennett Brook. A separate guest cottage, heated three-car garage, and custom chicken coop complete the estate, while comprehensive modern upgrades-including high-e ciency HVAC, new windows, insulation, a full-house generator, a newer septic system, and bridge-ensure timeless beauty meets complete contemporary comfort.

Set along the Redding/Ridgefield line in scenic West Redding, 82 Simpaug Turnpike offers timeless character, thoughtful modern updates, and beautiful views of Umpawaug Pond. Cherished by one family for over 50 years, the home is rich in history, with an expansive living room anchored by a striking stone fireplace handcrafted from materials gathered on the property. A beautifully refreshed kitchen features a center island topped with soapstone, while three bedrooms, including a primary suite, two fully renovated baths, and a second wood-burning fireplace offer comfort and character throughout. Extensively updated since 2023, improvements include a new roof, HVAC, whole-house generator, electrical upgrades, and refinished hardwood floors. Outside, a fully fenced backyard creates a private retreat, complete with a low-maintenance Trex deck and a new paver patio. A two-car finished attached garage with new doors and epoxy flooring adds everyday convenience. Less than 10 minutes from Ridgefield's vibrant Main Street, with easy access to Route 7, shopping, dining, and nearby Topstone Park, this exceptional location offers the best of country living with everything close at hand.

This captivating 3-bedroom, 1.5-bath antique Colonial is ready for its next chapter. Celebrated by The New York Times, Realtor.com, and Homes.com for its distinctive character, this home offers the ultimate blend of historic integrity and modern ease. The delightful, light-filled interior was designed for effortless, low-maintenance living. Sunlight pours through oversized windows, illuminating wide-plank floors and an updated granite kitchen. French doors lead to a private stone patio, looking out on 1.49 professionally landscaped acres with classic stone walls, native gardens and serene outdoor spaces. The main level features a dramatic dining room with a skylight, a spacious living room with a cozy reading nook and wood stove, plus a main-level laundry room. Upstairs, a vintage-inspired full bath accompanies 3 charming bedrooms, including a primary suite with a large walk-in closet. Listed on the National Register of Historic Places, the property is a part of the Pollinator Pathway Project and a Certified National Wildlife Habitat. Located in Wilton's Historic District, this home trades the burden of an oversized footprint for an efficient, lock-and-go sanctuary. Best of all, you are just a short stroll to Georgetown's vibrant cafes, restaurants, and Caraluzzi's Market. Complete with city water, total privacy, and easy access to Route 7 and Metro-North, this is a perfectly priced masterclass in historic charm.

Welcome to 35 Aspen Ledges Road. Whether you are looking to downsize or upsize, this turnkey 3-bedroom split-level home sits on a private, beautifully treed 1-acre lot in desirable Ridgefield, Connecticut. Reflecting true pride of ownership, the light-filled layout features hardwood floors and an effortless open concept centered around an updated kitchen with granite countertops, white appliances, and breakfast bar seating. Relax in the inviting main living room with a fireplace or head downstairs to the huge walk-out lower-level family room, laundry with half bath, and storage. Updates include the driveway, roof, replaced windows, bathroom, kitchen, 200-amp electric, Central Air, furnace, and a generator wired for complete peace of mind. Minutes from Downtown with shops, fine dining, hiking trails, and major commuting routes. Completely move-in ready!

Tucked away on a quiet cul-de-sac in desirable South Wilton, this beautifully updated New England Colonial offers timeless charm, modern comfort, and 1.2 private, professionally landscaped acres. Thoughtfully refreshed interiors feature refinished hardwood floors, updated lighting and hardware, and a sophisticated color palette. An exceptional floor plan offers generously sized living spaces with effortless flow. The beautifully appointed kitchen boasts Viking appliances, custom cabinetry, a walk-in pantry, wet bar, and expansive counter space. Opening to a welcoming family room with a river stone fireplace, this space is ideal for everyday living and entertaining. A spacious mudroom, main-level laundry, and screened porch add convenience and charm. Upstairs, four generous bedrooms, three full baths, a versatile fifth room, and a spectacular bonus room above the garage offer exceptional flexibility. The finished lower-level features recreation and fitness spaces, plus an impressive temperature-controlled wine cellar. A walk-up attic provides ample storage and third-floor expansion potential.Outside, level lawns, a picturesque stream, and an expansive private driveway create a truly peaceful setting. A charming footbridge crosses the stream to a dedicated gardening area with raised beds. A whole-house generator and two-car garage complete this exceptional home, just minutes from Wilton Center, downtown Westport, and Metro-North.

Welcome to 561 Belden Hill Road! A beautiful, move-in-ready 4 bedroom 3 bath home set on 2+ acres of beautifully landscaped property in desirable South Wilton with CITY WATER. Unique combination of a convenient commuting location with generous living spaces and an incredible flat, private yard. The perfect balance of everyday comfort, entertaining, and outdoor enjoyment. Inside, gracious well-proportioned rooms with plenty of space for family and friends. The eat-in kitchen opens to a bright expansive sunroom with peaceful views of the surrounding grounds. The elegant living room with custom built-ins and gas fireplace flows into the dining room. A comfortable family room with gas fireplace, along with a full bath and laundry room. Upstairs you will find 4 generously sized bedrooms including the primary bedroom suite w/walk-in closet, and 3 other bedrooms and full bath providing comfortable accommodations for family and guests. The lower level offers a spacious bonus room with endless possibilities for a playroom, home office, media room, or additional recreation space. The outdoor setting is truly exceptional. An attached two-car garage is complemented by an oversized detached garage with a loft. Ideally situated in South Wilton, this home offers easy access to the Merritt Parkway, I-95, shopping, town amenities, and Wilton's award-winning schools. Enjoy the best of suburban living with a convenient commute and a peaceful, private setting to call home.

Discover a striking contemporary retreat nestled on nearly three private acres of lush, wooded Redding privacy. Featuring a picturesque brook, tranquil pond, and private waterfall, this property blends modern design with natural splendor. At the heart of the home, a magnificent double-sided fieldstone fireplace anchors the sun-filled living and dining rooms. Expansive windows and sliding glass doors frame serene views, opening to an oversized wraparound deck designed for effortless indoor-outdoor living, entertaining, or peaceful mornings. The meticulously renovated kitchen showcases custom-cut marble countertops imported specifically for the home, complemented by updated baths featuring custom tile. The spacious main-level primary suite serves as a true sanctuary with vaulted ceilings, a large distinctive open loft overlooking the bedroom, an updated ensuite bath, and a private balcony. Three additional bedrooms, updated bathrooms, and flexible living spaces offer exceptional comfort and versatility. The finished walkout lower level adds spacious recreation room, wet bar, half bath, and abundant storage. Ideally located close to New Pond Farm, Top Stone park, scenic hiking trails, nature preserves, local shops, and dining. Enjoy seamless commuting with convenient access to Metro-North train lines and NYC, plus close proximity to neighboring Ridgefield, Weston, and Wilton. A private country escape with convenience to everything.

Welcome to 12 Lambert Common, a spacious three-bedroom, two-and-a-half-bath townhouse tucked away from the road in sought-after South Wilton. Offering three levels of living space and numerous recent improvements, this inviting home combines comfort, privacy, and convenience. The spacious living and dining area features hardwood floors, a fireplace, and sliders to a private stone patio with mature plantings and a peaceful space. The bright eat-in kitchen offers a charming bay window, new countertop, sink, faucet, disposal, and dishwasher. A powder room completes the main level. Upstairs, the generously sized primary bedroom features a private full bath, while two additional bedrooms share a hall bath. All second-floor windows have been replaced. The finished lower-level family room offers flexible space for entertaining, a home office, fitness, or recreation and a new high-performance washer and dryer. Additional highlights include storage, a new hot water heater, detached one-car garage, and assigned parking. Convenient to Wilton Center, Westport, New Canaan, Metro-North, shopping, dining, and major routes. With spacious interiors, thoughtful updates, and a tranquil setting, 12 Lambert Common offers comfortable, low-maintenance living. Please see the complete list of upgrades and improvements list in photos

Welcome to 28 Caudatowa Drive, beautifully nestled on a peaceful and private acre in sought-after Ridgefield, CT, minutes to village center. This 4 bedroom, 2 full and 1 half bath colonial residence offers a seamless blend of classic charm & modern function with a thoughtful floor plan, inviting living spaces and desirable upgrades throughout. Guests are greeted by a warm front foyer flowing to formal living and dining rooms with custom millwork and beautiful bay windows. Gather family & friends in the custom kitchen with ample cabinetry, granite countertops, stainless-steel appliances, breakfast bar and casual dining area, ideal for entertaining and everyday living alike. Adjacent, an open concept family room with fireplace, built-ins & access to a sprawling deck overlooking the serene backyard. Rounding out the main floor, a fantastic mudroom with custom cabinetry, powder room, laundry & 2-car garage. Tastefully enhanced with new driveway & paint throughout (2026); newer windows, roof, kitchen appliances, primary suite w/sitting area, spa-like bathroom, and impressive walk-in closet w/custom built-ins. For added versatility, a fully finished walk-out lower-level with office/guest room & storage. Centrally located with beach rights to Mamanasco Lake, a quick drive to downtown Ridgefield shops and restaurants. 5-minutes to Ridgefield High School with easy access to Route 35, I-684 and Metro-North Katonah train station; Approximately 1 hour to NYC.

Ideally situated in South Wilton, 175 Range Road blends charming character with modern comfort and everyday convenience. Just minutes to town, train, schools, and commuter routes, the home enjoys a private setting framed by professional landscaping, flowering perennials and accent trees, an expansive front lawn, and a beautiful stone patio out back, ideal for entertaining or quiet relaxation. Inside, architectural details shine with warm wooden beams, custom kitchen design, wide plank flooring, a vaulted ceiling, pocket doors, and an original stone fireplace. The kitchen features custom cabinetry, while the living and family rooms offer warm and bright gathering spaces. A sound system, natural stone half bath, and custom closets complete the first floor. The stunning primary suite feels like a private retreat, offering expansive windows, and a beautifully appointed ensuite bath with natural stone, a soaking tub, separate shower, and radiant heated floors. Additionally, the primary offers four closets including a spacious walk-in as well as a cedar closet. Two additional, well-proportioned bedrooms and hallway bath complement the upstairs. Completing the second floor is a spacious loft overlooking the kitchen offering numerous possibilities. An oversized two-car garage provides ample storage and flexibility. Distinctive, inviting, and exceptionally located, this is South Wilton living at its best.

Create your own private retreat in the heart of Redding Ridge. Set back from the road, this 7.22-acre parcel offers a private setting and the opportunity to bring your vision for a home to life in one of Connecticut's most scenic communities. Raw and undeveloped, the land is zoned for a single building site, offering space to thoughtfully shape a home and landscape around the way you want to live. The property backs to nearly 14 acres of Connecticut DEP-owned land, 48 acres of Aquarion-owned land, and the Aspetuck River. This expansive backdrop offers a meaningful buffer from neighboring homes and enhances the property's exceptional sense of privacy. Whether you envision a timeless country home or a contemporary retreat, this is an exceptional opportunity to own a private piece of Redding and create something distinctly your own. Showings are strictly by appointment only. Do not enter or walk the property unaccompanied.

Welcome to 129 Cross Highway, This exceptional 4 bedroom, 2.5 bathroom Colonial is set on 7+ private acres in Redding. Nestled in a peaceful setting, this property features rare outdoor amenities including a 40'x80' soccer field, offering incredible space for athletics, recreation, and outdoor living on expansive teak deck. Inside, the home features two fireplaces and a wood-burning stove, creating warmth and character throughout. The open-concept kitchen offers a welcoming space for gathering and entertaining, while the generously sized laundry room provides added convenience. This beloved home of forty-two years is ready for its next owner.