$982,016Average Value$378Average Price per Sq Ft10Homes For Sale
Quiet country living in Fairfield County
The rural town of Redding is often called the “Vermont within 60 miles of New York City.” More than a quarter of the town’s land is preserved open space, from lush fields to forests of white oaks, maples and beech trees. “Redding has basically no town center. It’s a large town as far as square mileage goes, but it’s not very populated,” says Debbie Gore, a current resident and Coldwell Banker Realtor with nearly three decades of experience. “People move here for the land. It’s just a classy, country town,” she says.
Single-family homes with spacious properties
The median sale price for these Colonial Revivals, New Traditionals, Craftsmans and farmhouses is $915,000. “You get more privacy. Country homes with lots of land. People move here because there are no condos, and you get more land for the price than in Ridgefield,” Gore says. Minimal Traditional cottages on less than 2 acres typically sell for under $400,000, while large center hall Colonial Revivals on more than 10 acres can sell for nearly $4 million. The Saugatuck Reservoir rarely floods, but creeks and ponds nearby are prone to flooding. Connecticut’s snow season usually lasts between November and April.
New Traditional homes sit on private lots in Redding.
A Redding resident walks their dog along the scenic neighborhood roads.
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Highly rated Easton, Redding, Region 9 schools
Redding School District earns an B-plus from Niche. The small district has two schools: A-rated Redding Elementary and A-minus-rated John Read Middle. As part of the Easton, Redding, Region 9 system, Redding School District students go to Joel Barlow High for ninth through 12th grades. The high school, which gets an A from Niche, offers dual enrollment classes in partnership with Housatonic Community College, Norwalk Community College, Sacred Heart University and Southern Connecticut State University. Courses are available online and in person; all four college campuses are within about 35 miles of most homes.
Love where you learn at Redding Elementary School.
John Read Middle School is conveniently located on Redding Road in Redding.
Students are proud to call Joel Barlow High School in Redding their place for learning.
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Indoor/outdoor recreation in Redding
Redding Community Center has a gymnasium and senior center, along with outdoor recreational amenities like tennis courts and ball fields. Every winter, part of the parking lot becomes an ice rink for the season. The rec center hosts events like Lyrics Coffeehouse, a monthly indoor music series. An outdoor extension of the series, called the Summer Acoustic Music Series, is held at Topstone Park. The 280-acre park has a lake with a sandy, swimmable beach and public boat launches. Lifeguards are on staff seasonally. Connecticut's oldest park, Putnam Memorial State Park, is a few miles north. The historic area was a Revolutionary War encampment. Today, the site features a walking trail, pond fishing and picnic areas. The Redding Country Club, nearby, has a private, 18-hole golf course.
Putnam Memorial State Park has plenty of green space for recreation.
There are large, open spaces for residents to hike and walk their dogs.
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Georgetown area shopping and dining options
There are a couple of restaurants scattered around the community, including The Redding Roadhouse, an upscale American eatery that blends Southern and New England cuisines. Oliver’s Deli & Pizza is a popular diner-style spot on the northwest side of town. Gore says most residents head to the Georgetown area for a historic downtown type of shopping and dining experience. “It’s a little hamlet with a really great grocery store, not one of the big chains, and a few great restaurants,” she says. The grocer in question is Caraluzzi’s, a small regional chain. The Georgetown location is down Redding Road from dining options like Wire Mill Saloon & Barbecue and Rancho Alegre, known for classic Mexican fare.
The Mark Twain Library is a quiet haven of history and literature.
Residents head to the Georgetown area for a historic downtown type of shopping and dining experience.
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Travelling by car/train around Connecticut and to New York
State Road 107 connects to Ridgefield. State Road 53 runs to Danbury. Big regional employers in both cities, including Nuvance Health’s Danbury Hospital and Boehringer Ingelheim, a global pharmaceutical company, are within about 15 miles of most homes. Metro-North Railroad’s Redding station provides commuter rail service to Ridgefield and Danbury. Routes also run to Norwalk and several stations in New York City. Manhattan is just over 60 miles away.
Written By
Megan Quintin
Photography Contributed By
Christian Gortler
Video By
Alex Finneran
Interested in learning more about homes in this area?
Reach out to
Linda Dunsmore,
an experienced agent in this area.
GreatSchools:
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On average, homes in Redding, CT sell after 69 days on the market compared to the national average of 54 days. The median sale price for homes in Redding, CT over the last 12 months is $952,500, up 9% from the median home sale price over the previous 12 months.
Another Day in Paradise! Timeless grandeur, architectural mastery, and opportunity define this exceptional plantation-style colonial set on 39.23 acres bordered by 100+ acres of protected forestland-a rare opportunity for stately country living in a singular setting.For the sportsman, pristine woodlands and abundant wildlife offer boundless opportunities for hunting, hiking, and connecting with
Welcome to this expansive and beautifully updated six-bedroom Colonial, offering three full and two half baths and thoughtfully positioned on a sprawling 2.42-acre lot that provides both privacy and presence. A grand wraparound driveway creates a striking approach to the home, offering ample parking in addition to a two-car attached garage ideal for guests, entertaining, and everyday convenience.
Privately set on a serene back lot, this spacious 4-Bedroom, 2.5-Bath Colonial offers the perfect blend of classic charm and everyday comfort. Gleaming Hardwood Floors run throughout the home - excluding the Kitchen and Baths - adding warmth and continuity to the well designed layout. The Main Level features a gracious Formal Living Room with stately FP and Slider access to the expansive,
CT Country Estate on 5.46 acres (#36) + Separate 2.17 acre building lot (#40) - Highest attention to detail in this quintessential New England colonial featuring attached garage plus detached cheery red carriage barn w/storage loft on total 7.63 pastoral acres in top West Redding location adjacent to Redding's cherished, 161 acre, Stormfield Preserve. It's hard to believe that this classic CT
Experience modern luxury in this beautifully renovated Colonial. A grand double-door entry opens to a bright foyer. The all-new gourmet chef's kitchen boasts a massive waterfall quartz island, high-end appliances, and pot filler. The open-concept main level flows into a spacious living room with brick fireplace, while a secondary family room features a dramatic floor-to-ceiling stone fireplace
A refined Connecticut country residence for full-time living or weekend enjoyment, ideal for Westchester and NYC Buyers. Set on nearly three meticulously landscaped acres on a private cul-de-sac drive with only 4 residences, you will enjoy living in one of Redding's most desirable residential enclaves. 2 Longwood Drive offers a safe, secure, and sophisticated country lifestyle that resonates
Tucked away like a storybook retreat, 71 Picketts Ridge is a charming and cozy ranch-style home that lives like a private condo alternative, set on two secluded acres and reached by a long, winding driveway that opens to the peaceful serenity of the woods. Surrounded by nature and complete privacy, this special property offers the perfect blend of tranquility and convenience. Recently remastered
Located in the highly desirable Umpawaug section of West Redding, this exceptional home offers privacy, character, and convenience just minutes to shopping, dining, schools, train and only 60 miles from Manhattan. Set on over 2.5 acres abutting 85 acres of town owned open space, the property provides a rare combination of usable land and protected natural surroundings in a prime location. The
Build Your Dream Home with Breathtaking Lake Views. Imagine waking up each morning to the serene beauty of water and tranquil nature. This is your opportunity to turn that vision into reality on this exquisite lake view property. Offering a rare chance to design and construct your custom sanctuary, this land is the perfect foundation for the home you've always dreamed of. Nestled in a peaceful
Beautiful, subdividable building lot in highly sought West Redding. Peaceful cul-de-sac lined with well-maintained single family homes. Highly desirable area. Centrally located, minutes from Redding Elementary School, Redding Country Club, Community Center, Town Hall and Emergency Services. Newly surveyed with fresh markers. Number of lots subject to Town Approval. Additional Land available.
Welcome to 229 Umpawaug Road, the quintessential estate of exceptional quality on the premier scenic road in Redding, Connecticut in Fairfield County. Surround yourself in luxury inside this sun-filled 6 bedroom, 11 bathroom, 6 fireplaces center hall colonial with a flowing floor plan, formal and informal rooms, embracing the incredibly private 6.5 acres of hand-stacked walls, privacy gates and
Sweeping meadow views, privacy & sunsets from an elevated setting 7 Long Meadow Lane is a distinctive property defined by its scale, setting, and versatile layout, offering generous proportions and an architectural presence that supports a wide range of lifestyles. Sited on an elevated, scenic 4.39 acres with exceptional privacy and open meadow outlooks, the home enjoys a peaceful setting
Private Estate | Redding, CT | 90 Minutes from NYC --Available for 2 to 6 Month Lease-- Welcome to The Manor, a private estate on nearly seven acres of pristine Connecticut countryside, just ninety minutes from Manhattan and twenty from Westport. This is quiet luxury refined: five bedrooms, four full baths, plus two half baths, recently renovated and impeccably furnished throughout, ready for you
Available for July/August at $20,000/month or June $14,500 or Memorial Day to Labor Day for $50,000. The Otnes House is a true floating oasis and now available as a summer rental! This rolling property overlooks nearly 3.5 acres, complete with a one-of-a-kind pool carved into a natural stone quarry with beautiful surrounding gardens. John Johansen of the celebrated Harvard Five designed this
Memorial Day to Labor Day $50,000. Also available June $14,500 - July $20,000 - August $20,000. The Otnes House is a true floating oasis and now available as a summer rental! This rolling property overlooks nearly 3.5 acres, complete with a one-of-a-kind pool carved into a natural stone quarry with beautiful surrounding gardens. John Johansen of the celebrated Harvard Five designed this
June $14,500, also available July $20,000 - August $20,000 or Memorial Day to Labor Day $50,000. The Otnes House is a true floating oasis and now available as a summer rental! This rolling property overlooks nearly 3.5 acres, complete with a one-of-a-kind pool carved into a natural stone quarry with beautiful surrounding gardens. John Johansen of the celebrated Harvard Five designed this
Welcome to this charming two-bedroom carriage house-style residence tucked beside a classic log-cabin home. Located on a quiet dead-end street, the property offers a peaceful setting, with the end of the road abutting open space and direct access to a nearby trailhead perfect for morning walks or weekend escapes. With its own private entrance and dedicated parking area, the residence lives like a
Charming 3 BR/2 1/2 Bath Cottage - Enter at end of the new sidewalk to covered front porch (bring your rocking Chairs!) and thru the red Dutch door into this light and bright home - Hardwood Floors - Renovated Kitchen with Stainless Steel Appliances - Renovated Bathrooms - All freshly painted - Large Living Room with sliders to private deck looking out to the woods - The Fireplace is there for
The Otnes House is a true floating oasis and now available as a summer rental! This rolling property overlooks nearly 3.5 acres, complete with a one-of-a-kind pool carved into a natural stone quarry with beautiful surrounding gardens. John Johansen of the celebrated Harvard Five designed this mid-century modern for famous collage artist Fred Otnes, who lived here for over 50 years. Walls of glass
A must see!!! Beautiful 3-bedroom , 3 -bath home in a great location. Kitchen has granite counter tops. Its open directly into a dining area. Living room with fireplace. Office, and library -perfect for work or relaxation. Backyard with grill ,ideal for family gatherings and outdoor fun. The property is on a private circle with views of the woods. Close to train, shopping, park, golf and health
Welcome to your private retreat in the heart of Redding! This stunning 5-bedroom residence offers the perfect blend of sophistication, comfort, and year-round resort-style living. Set on beautifully landscaped grounds, the property features a sparkling pool and spa, a serene pond, a children's playset, and sweeping lawns-ideal for both entertaining and quiet relaxation. Inside, a grand foyer
Terrific 2-bedroom upper rental in the heart of Georgetown walk to Branchville train station, Georgetown restaurants, stores, Wilton/Redding Centers. Move in ready, all appliances including washer and dryer in unit. Private front entrance and additional back entrance with deck to grill plus backyard area to play. Rent includes trash, water, snow removal, lawn and exterior maintenance. Credit
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