Redding Homes for Sale

Welcome to Redding, Connecticut, a picturesque town nestled in the heart of Fairfield County. Known for its stunning natural beauty, Redding is characterized by rolling hills, lush forests, and serene landscapes, making it an idyllic retreat for those seeking a peaceful lifestyle. With a strong sense of community and a commitment to preserving its rich history, Redding offers a unique blend of suburban charm and rural tranquility.

Redding is home to a variety of recreational opportunities, from hiking and biking on scenic trails to enjoying a leisurely afternoon at one of the town's many parks. The town also boasts a vibrant arts scene, with local galleries and theaters showcasing the talents of its residents. Families will appreciate the highly-rated schools and the tight-knit community atmosphere that fosters lasting friendships and connections.

For those considering a move to this enchanting town, Redding offers a diverse selection of homes for sale. Whether you’re looking for a cozy cottage, a sprawling estate, or a modern family home, Redding has something to suit every taste and lifestyle. Many properties feature expansive yards, stunning views, and easy access to nature, allowing residents to fully embrace the beauty of their surroundings.

With its charming downtown area filled with local shops and eateries, as well as its proximity to larger urban centers, Redding strikes the perfect balance between tranquility and convenience. Explore the homes for sale in Redding today and discover the exceptional quality of life that awaits you in this enchanting Connecticut town!

Newest Redding Homes for Sale

$724,900

4 Beds ⋅ 2 Baths ⋅ 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

$849,500

6 Beds ⋅ 3 Baths ⋅ 24206027 MLS

Your search ends here and a remarkable new chapter begins in this beautifully maintained 6 bedroom, 3 bath Saltbox Colonial. Offering 3 fireplaces and 3 levels of gracious living, including an ideal in-law or au pair suite, this home provides the perfect blend of comfort, flexibility, and timeless appeal for extended family living. The main level features a formal dining room with fireplace and built-ins, a renovated kitchen with granite countertops and stainless-steel appliances, 2 bedrooms, a full bath, and a family room that opens to an oversized, upgraded deck. The upper level showcases a spacious front-to-back primary bedroom with an office area, walk-in closet room, additional closets, 2 more bedrooms, and a walk-in cedar closet. The walk-out lower level offers a private entrance, kitchen, full bath, bedroom, and living area with fireplace, creating wonderful space for guests or multigenerational living. Recent improvements include the heating system, roof, gutters, chimney, garage doors and generator hookup. Set in a quiet yet convenient location with a fully fenced yard, this home is just minutes from schools, shopping, parks, recreation, golf courses, and major commuter routes including Rt 7, Rt 58, I-84, and the Merritt Parkway.

451 Newtown Tpke, Redding

$649,000

4 Beds ⋅ 3 Baths ⋅ 24205858 MLS

Welcome to this lovely, well-maintained home cherished by its long-term owner. Situated on a highly sought-after, level cul-de-sac lot, this property offers 4 bedrooms, 2.5 baths, and a perfect blend of comfort and potential. Inside, you are greeted by spacious, light-filled rooms. The living room features large Anderson windows and a stunning stone fireplace with a raised hearth. The heart of the home is the country kitchen, complete with a cozy breakfast nook and sliding glass doors that lead to a sprawling deck. Just off the kitchen, step down into the inviting family room, which opens to a wonderful screened-in porch overlooking the park-like backyard. The main level also features a renovated powder room and a convenient laundry area. Upstairs, you'll find four generously sized bedrooms and two full baths. The walkout lower level offers excellent potential for future finished space. Outside, the home boasts a rustic stone wall, attractive landscaping, a paved driveway, and a newer roof. Located just moments from the quaint Redding town center-home to summer concerts, parks, and schools. This home has been lovingly maintained and is ready for your personal updates. A truly great value in an unbeatable location!

9 Deacon Abbott Ln S, Redding

$750,000

5 Beds ⋅ 3 Baths ⋅ 24202631 MLS

Welcome Home to this inviting five-bedroom, three-full-bath Colonial set on 2.15 peaceful, lush acres in sought-after Southwest Redding. Hardwood floors throughout the main level and abundant natural light complement a flexible floor plan. The spacious living and dining area is a standout, with a vaulted ceiling, skylights, and brick wood-burning fireplace creating an open and airy gathering space. The updated kitchen offers extensive cabinetry, granite counters, stainless steel appliances, and casual dining. A comfortable family room opens to the outdoors. The main-level primary bedroom features its own private full bath, while a second full bath serves this level. Upstairs are four additional bedrooms and a full hall bath. Enjoy the beautiful setting from the screened porch and adjoining brick patio, surrounded by mature trees, gardens, stonework, and natural rock outcroppings. Central air, an unfinished lower level, and two-car garage complete the home. Ideally located with access to the Lincoln Selleck Trail just across the street, connecting to more than 200 acres of preserved open space and miles of walking trails, plus convenient access to Branchville, Georgetown, and the vibrant town centers of Ridgefield and Wilton. Welcome Home!

85 Mountain Rd, Redding

$1,279,000

5 Beds ⋅ 4 Baths ⋅ 24204798 MLS

lovingly lived-in sprawling custom build 4,614sf ranch with 5 bedrooms and 3 and 1 half baths with an oversized 3 car garage on a lush bucolic private 2.38 lot . You have such a generous amount of space with this home as 3,600sf plus is on the main first floor, making living easy step in and enjoy the whole homes expanse. Indeed the primary suite is on the main level as are the 4 bedrooms. This homes notable features include an expansive interior upper balcony leading into the huge 1,000sf plus hardwood floor finished upper story over the expanded 3 car garage, also included on the upper level second floor is an unfinished 2,400plus attic, with lots of potential and a great deal of storage. The home also boasts a raised 2,000sf plus walk out basement with extra large over head access for all garden and outdoor equipment, also a generous amount of space and storage. Making this your family's home offers an incredible opportunity for an abundance of wonderful space and privacy. Excellent Commute only 2 miles to the west Redding metro north train station. Excellent schools, easy shopping up and down route 7 & 53 Come and See , owner selling as is, if you like space and easy 1st floor living you'll love this home with all it's added potential.

121 Picketts Ridge Rd, Redding

$760,000

4 Beds ⋅ 3 Baths ⋅ 24192332 MLS

Designed for effortless living, this four-bedroom Colonial is ideally situated on a sought-after cul-de-sac with easy access to nature trails. Thoughtfully updated with over $100,000 in recent improvements, including a newer roof, new heating system, propane tank, IBC furnace, hot water tank, whole-house generator, fresh interior and exterior paint, and a newly renovated screened porch. This exceptional residence offers comfort, convenience, and peace of mind. The dramatic Great Room, with its soaring ceiling and abundant natural light, anchors the home alongside an elegant Formal Dining Room, while the spacious, functional Kitchen with breakfast area presents an exciting opportunity to create a beautifully renovated space tailored to your personal style and needs. Several versatile spaces throughout the home offer exceptional flexibility for today's lifestyle, with possibilities for a home office, gym, playroom, or additional living space. A two-car garage and expansive gravel driveway provide ample parking. With its desirable setting, substantial recent updates, expansive outdoor space, and room to add your own vision, this is a wonderful opportunity to make a special Redding property truly your own.

31 Granite Ridge Rd, Redding

$995,000

3 Beds ⋅ 4 Baths ⋅ 24203939 MLS

You'll love this true nature lover's retreat, just 60 miles from NYC! Bordering 280 acre Topstone Park, this rare gem is a special place to call home. It underwent a total rebuild in 2003, resulting in a home that feels both timeless & entirely current. The professionally landscaped grounds burst with color creating a seamless connection between the indoors & the gorgeous natural landscape.At the heart of the home a chef's kitchen serves as the ultimate gathering spot, flowing into the dining/liv. areas. Here, soaring cathedral ceilings & large windows invite the light in.The charm of this home lies in its "not a cookie-cutter" personality. You'll find delightful nods to its heritage, like original oversized planked floors, exposed brick, paired with the rustic warmth of hand-hewed beams and hardwood floors that run throughout most of the home. With 3-4 beds and 2 fpls, the layout is as functional as it is beautiful. The primary suite on main level with walk-in closet & full bath is ideal. The lower level is a revelation, with high ceilings, a massive fireplace, bath & private entrance offering incredible potential. As a model of modern efficiency, a new roof was installed with a cutting-edge solar power system in 2023 with a prepaid 25-year assumable lease:this system currently generates more energy than the home consumes, providing a massive financial benefit. Having a nature sanctuary bordering your prop. with a beach, trails & boating is the ideal place to call home.

149 Old Redding Rd, Redding

$1,599,000

4 Beds ⋅ 5 Baths ⋅ 24203563 MLS

NEW PRICE - $1,599,000! Exceptional value for a meticulously maintained 6,259 SF custom Colonial on 2.72 private acres in desirable Redding, CT. Privately set on a quiet cul-de-sac in sought-after Gallows Hill, 2 Longwood Drive offers the space, privacy, quality and flexibility sought by discerning buyers from Fairfield County, Westchester and NYC. Just 8 minutes to the Redding Metro-North station and approximately 1 hour 20 minutes to NYC by car, this quintessential New England country estate provides a peaceful retreat while remaining connected to the metropolitan area. Meticulously maintained by its original owner, this custom home features 9-14' ceilings, hardwood floors, generous room sizes and light-filled living spaces designed for both everyday living and sophisticated entertaining. The gourmet kitchen features Sub-Zero refrigeration, Wolf six-burner gas cooktop, granite countertops, custom cabinetry and a large center island, opening to a spacious family room with gas fireplace, wet bar and French doors leading to the outdoor living spaces.

2 Longwood Dr, Redding

$749,900

3 Beds ⋅ 2 Baths ⋅ 24202113 MLS

Lovely 3-bedroom, 2-bath home nestled on 2.44 private acres in desirable Redding. Offering a wonderful blend of character, space, and potential, this property is ready for your finishing touches and personal vision. The inviting living space features a fireplace, while the circular driveway provides convenient access and plenty of parking. Adding to the appeal is a separate cottage located on the property, offering exciting possibilities as an artist's retreat, private studio, workshop, home office, or creative space. Surrounded by mature trees and a peaceful natural setting, the property provides privacy while still offering convenient access to everything the area has to offer. A unique opportunity to create something truly special in one of Fairfield County's most charming communities. Bring your ideas and discover the possibilities at 22 Great Pasture Road. A must-see!

22 Great Pasture Rd, Redding

$900,000

4 Beds ⋅ 3 Baths ⋅ 24199054 MLS

Welcome to this beautifully maintained 4-bedroom, 2.5-bath home nestled on a peaceful cul-de-sac in desirable West Redding. Set on 2.05 gorgeous acres surrounded by mature trees, this property offers a wonderful combination of privacy, space, and natural beauty. Offering timeless Colonial charm with stylish updates and comfortable modern living, this exceptional property is truly move-in ready. The home boasts hardwood floors throughout creating a warm and elegant flow from room to room. Spacious living areas are perfect for both everyday living and entertaining, with a beautiful fireplace providing a warm and welcoming focal point. The updated kitchen offers a fresh, modern feel, while the updated bathrooms add style and convenience. A wonderful three-season room extends the living space and provides the perfect spot to relax, enjoy morning coffee, or take in the peaceful surroundings. Step outside onto the large deck, ideal for summer entertaining, outdoor dining, or simply enjoying the tranquil setting. Upstairs, four spacious bedrooms provide plenty of room for family, guests, or a home office. The primary bedroom offers a comfortable private retreat, while the additional bedrooms provide flexibility for a variety of needs. Set in the scenic and sought-after town of Redding, this beautiful home combines classic Colonial character with thoughtful updates and exceptional indoor-outdoor living.

15 Fire Hill Ln, Redding

$799,000

3 Beds ⋅ 1 Baths ⋅ 24191966 MLS

Discover a private Mid-Century Modern sanctuary tucked at the end of a cul-de-sac, approached by a quiet wooded lane and set on 2.68 private, rolling acres. Designed to embrace its natural setting, the upper-level living spaces were completely renovated in 2022, with soaring wood ceilings, oak hardwood floors, walls of glass, custom mahogany windows, a massive fireplace, and 2 sets of Andersen sliders opening to a huge deck overlooking lush perennial gardens and an in-ground pool. The show-stopping chef's kitchen features a Wolf induction range, undercounter oven, Bosch refrigerator, Electrolux dishwasher, custom granite countertops with bar seating and waterfall edge, and a 140-bottle wine refrigerator. Three spacious bedrooms with gorgeous wood ceilings are located on the garden level, including a primary bedroom with a beautiful built-in bookcase and sliders to a private outdoor garden area. A full bath and laundry area complete this level. The spectacular backyard features a gunite pool, lush landscaping, newly refinished expansive deck, and partially fenced grounds. Recent improvements include new lower-level flooring, ductless HVAC (2023), and a whole-house generator. Near the Ridgefield border in West Redding, with easy access to Route 7 and I-84, this exceptional property offers the perfect balance of privacy, natural beauty, and convenience. A truly remarkable home made for both entertaining and unwinding. Come experience it for yourself.

6 Great Pond Ln, Redding

$1,100,000

4 Beds ⋅ 4 Baths ⋅ 24198160 MLS

Beautiful and serene, this special property has been lovingly maintained by the same family for the past 37 years. Set on 6.18 picturesque acres in a desirable neighborhood surrounded by other expansive properties, the 4 bedroom, 3.5 bath home offers privacy, space, and a wonderful sense of tranquility. Well maintained throughout, the home features thoughtful updates, including a roof that is just 3 years old. With generous living spaces, a beautiful natural setting, and plenty of room to enjoy the outdoors, this property presents a wonderful opportunity to create your own lasting memories in a truly special setting.

123 Cross Hwy, Redding

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