Refine Search
Map
Sort by
34 Dorethy Rd, Redding
$825,000
3 Beds ⋅ 3 Baths ⋅ 24215319 MLS
Completely renovated and move in ready on two private, wooded acres in beautiful Redding! Blending architectural character with modern comfort, this stunning home features soaring cathedral ceilings, exposed beams, expansive windows, and a fireplace. The beautifully updated kitchen showcases marble countertops, skylights, a Wolf gas range, and Sub-Zero refrigerator. Enjoy peace of mind with extensive renovations, including a brand new roof, septic system, high-efficiency heating & cooling systems, and beautifully updated interiors, with warranties on applicable improvements. Unwind on the private wraparound deck overlooking tranquil woods, perfect for birdwatching and morning coffee. Once lovingly tended by a gardening enthusiast, the grounds offer wonderful potential to bring the gardens back to life. Conveniently located near Georgetown's shops and restaurants, Route 7, Metro-North, and scenic trails. All the character, none of the renovation headaches. Simply move in and enjoy!

34 Dorethy Rd, Redding
23 Church St, Wilton
$819,000
3 Beds ⋅ 2 Baths ⋅ 24214965 MLS
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.

23 Church St, Wilton
181 Georgetown Rd, Weston
$1,249,000
4 Beds ⋅ 4 Baths ⋅ 24201546 MLS
Welcome to 181 Georgetown Road, a timeless Weston antique dating back to 1820 that beautifully blends historic character with modern comfort. Rich in period charm and thoughtfully updated for today's lifestyle, this inviting 4/5-bedroom, 3.5-bath residence offers nearly 3,000 square feet of living space set amidst picturesque grounds designed for year-round enjoyment. Inside, original architectural details and warm, welcoming spaces reflect the home's historic roots, while thoughtful updates provide modern convenience. Three renovated baths seamlessly combine classic style with contemporary finishes, while spacious living and entertaining areas offer flexibility for everyday living, gatherings with friends, and special occasions. Outdoor living is equally impressive. A spectacular solar-heated pool creates a private summer retreat, surrounded by mature landscaping and expansive grounds that enhance the property's peaceful setting. The barn is a standout feature, offering exceptional versatility with two-car garage parking, abundant storage, and exciting future potential for a finished second-floor loft, studio, office, gym, or guest space. Ideally located just minutes from the Cannondale train station for convenient access to New York City, as well as nearby shopping, dining, and local amenities, this special property offers the rare opportunity to enjoy the character and craftsmanship of a historic home while benefiting from updates that support modern living.

181 Georgetown Rd, Weston
56 Portland Ave Unit 3, Redding
$394,900
1 Beds ⋅ 2 Baths ⋅ 24194246 MLS ⋅ Georgetown Place BLDG.
NEW PRICE - $394,900! Enjoy the best of both worlds in this charming, sun-filled condo in Georgetown, Redding- offering a peaceful setting with easy access to neighboring Fairfield County towns. Just 5 miles from Ridgefield Center and 6 miles from Wilton Center, this location puts shopping, dining, and charming downtown destinations within easy reach. Inside you'll find an inviting floor plan, soaring vaulted ceilings, natural light, and a generously sized loft with endless possibilities for a gym, office, or a dedicated sleeping area with added separation for greater privacy. Thoughtful updates include newer flooring, appliances, heating system,electric heat pump, and hot water heater-making the move in ready with peace of mind. There is plenty of space to design the space around your needs. Don't overlook this Georgetown gem!

56 Portland Ave Unit 3, Redding
299 Redding Rd, Redding
$859,000
4 Beds ⋅ 4 Baths ⋅ 24181978 MLS
Back on the market with a fresh new lawn, this completely move-in ready home blends timeless architectural character with the seamless luxury today's lifestyle demands. The gourmet chef's kitchen boasts a stunning waterfall quartz island and high-end appliances. The open-concept main level features two living rooms with beautiful fireplaces and a spacious dining room, along with a first-floor bedroom-ideal for guests or a home office-and a mudroom with a laundry area. Upstairs, the expansive primary suite serves as a true private retreat, featuring a generous walk-in closet and a spa-like bathroom. Two additional bedrooms on this level provide ample space for family or guests. The finished, versatile attic showcases cathedral ceilings and currently serves as a family room and gym, offering endless possibilities for your lifestyle needs. The finished walk-out basement is an entertainer's dream, complete with a wet bar, built-in speakers, and a contemporary powder room. Outside, enjoy a spacious deck, while a two-car attached garage and semi-circular driveway accommodate multiple vehicles. Perfectly positioned in the desirable Georgetown neighborhood, this home offers peaceful wooded surroundings with convenient access to shopping, dining, and major routes.

299 Redding Rd, Redding

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

How much is your home worth?

Get instant property value now!