Redding Center Real Estate

Welcome to Redding Center, a picturesque gem nestled in the heart of Fairfield County, Connecticut. This charming neighborhood captures the essence of suburban tranquility while offering a rich tapestry of community spirit and natural beauty. With its rolling hills, lush landscapes, and serene atmosphere, Redding Center is an ideal place for families, professionals, and retirees alike.

One of the standout features of Redding Center is its strong sense of community. Residents take pride in their neighborhoods, often coming together for local events and gatherings that foster connections and friendships. The area boasts an array of local shops, cozy cafes, and artisanal markets, where you can find everything from fresh produce to unique crafts. The Redding Community Center serves as a hub for various activities and programs, ensuring that there’s always something happening for residents of all ages.

Nature lovers will find plenty to explore in Redding Center, with numerous parks and trails that invite outdoor adventures. The nearby Redding Land Trust offers miles of hiking trails that wind through beautiful woodlands and along tranquil streams. Whether you’re walking your dog, biking with friends, or enjoying a peaceful picnic, the natural beauty surrounding Redding Center is simply captivating.

Families in Redding Center benefit from excellent schools, which are part of the highly regarded Redding school district. With a focus on academic excellence and character development, children here receive a well-rounded education that prepares them for future success.

In Redding Center, you’ll discover a welcoming community, vibrant local culture, and a lifestyle that embraces the best of both nature and suburban living. Come and experience the charm of Redding Center, where your dream home awaits!

Newest Listings in Redding Center

$724,900

4 Beds ⋅ 2 Baths ⋅ COMING SOON Status ⋅ 24206309 MLS

Classic New England Charm in West Redding Center! This charming home offers far more than meets the eye. Hardwood floors flow throughout, beginning in the spacious living room, where a beautiful stone fireplace adds warmth, character, and timeless appeal. The thoughtfully renovated kitchen features granite countertops, a center island, and stainless-steel appliances, all new in 2024, including an induction range. Just off the kitchen is a flexible den or dining room, along with a convenient mudroom/laundry room offering abundant storage and access to a three-quarter bath. The light-filled sunroom overlooks the private backyard, creating a bright and inviting place to relax. An additional room adjacent to the kitchen and dining area is perfect for a bar, playroom, or casual entertainment space. Upstairs, you will find three bedrooms, an updated full bath, and a separate office. The walk-up attic is an unexpected bonus, offering excellent storage and exciting possibilities for a hobby space, studio, or whatever your imagination can create. The property truly shines outdoors. Three separate patios provide multiple places to relax, entertain, or enjoy your favorite beverage. Established perennial gardens add beautiful seasonal color, while the property's location alongside the 170-acre Boy Scout Reservation provides exceptional privacy, with no neighbors directly behind the home or on one side.

248 Simpaug Tpke, Redding

$1,329,000

5 Beds ⋅ 5 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24191583 MLS

The Rebecca Denison Homestead, established in 1708 with the present Greek Revival residence built in 1824, is a rare historic offering that beautifully combines architectural significance with modern-day living. Listed with the Connecticut State Historical Commission, this exceptional property is privately situated on 2.37 park-like acres and showcases timeless craftsmanship, meticulous maintenance, and thoughtful updates throughout. Offering more than 4,100 square feet of living space, this distinguished 12 room residence features 5 bedrooms, 4 updated full baths, and an updated half bath. Details include the original historic front door, exposed beams, paned windows, hardwood floors, five fireplaces (one gas fireplace in the family room and four wood-burning fireplaces), and abundant natural light throughout. Designed for both elegant entertaining and comfortable everyday living, the home offers gracious living and dining spaces with exceptional versatility, including a private entrance to a potential home office, study, or guest suite with Jotul cast iron gas stove. The chef's kitchen serves as the heart of the home, featuring high-end appliances, modern finishes, a large center island, generous pantry with prep sink, additional refrigerator, and abundant workspace. The kitchen flows seamlessly to the expansive deck, creating a wonderful indoor-outdoor living experience.

286 Black Rock Tpke, Redding

$910,000

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24189421 MLS

Nestled on a quiet residential loop in one of Redding's desirable neighborhoods, this beautifully maintained 4-bedroom, 3 full and 1 half bath center hall Colonial offers timeless design, generous living space, and a secluded setting surrounded by mature landscaping. The gracious floor plan begins with a large living room that flows seamlessly into the formal dining room, where dramatic floor-to-ceiling windows fill the space with natural light and provide beautiful views of the yard. The kitchen combines warmth and function with rich wood cabinetry, soapstone countertops, stainless steel appliances, a large eat-in area, and generous workspace for everyday living. A butler's pantry between the kitchen and dining room provides additional storage, a prep sink, a desk/work area. The inviting family room features a classic fireplace, an oversized picture window, and hardwood floors. A screened porch and expansive deck overlook the backyard, offering an ideal setting for outdoor dining, relaxing, or entertaining. A highlight - the bonus suite above the garage, featuring a full bath and walk-in closet. Ideal as an in-law or au pair suite, guest quarters, home office, or recreation room. Upstairs, the primary suite is complemented by three additional bedrooms, including one with a charming loft that creates a unique retreat for reading, play, or additional sleeping space. This exceptional Colonial offers flexible living spaces, comfort, and a peaceful setting.

28 Winding Brook Ln, Redding

$1,025,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24176689 MLS

Ideal setting and location! This spacious 12 room split level home tucked away on a country lane in the heart of Redding, offers the perfect blend of privacy, charm, and versatility. Set on 3.64 acres, this unique property features a spacious main residence with an open floor plan providing easy living, hardwood floors, an expansive primary suite, in-ground concrete pool, Ironwood deck, and peaceful wooded surroundings, creating an ideal setting for relaxing or entertaining. There are three levels of living with an additional finished area in the walk out basement. A detached two-car garage with space above provides excellent potential for guests, extended family, or a home office. This special property delivers the quintessential Redding lifestyle with easy access to commuting routes and nearby amenities.

16 Shady Ln, Redding

Start Your Search

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.