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

$1,800,000

4 Beds ⋅ 5 Baths ⋅ 24193453 MLS

A once-in-a-generation offering. Once part of the Redding's historic Samuel Clemens (Mark Twain) estate, this extraordinary 5.41 acre property was later home to renowned American Abstract Expressionist painter Robert Natkin, whose creativity inspired its remarkable evolution. Set beside the 161-acre Stormfield Preserve, this secluded private compound offers miles of hiking trails just beyond your doorstep. The understated approach gives way to an unforgettable interior where architecture masterfully employs "compression and release". Step through the glass entry and the home unfolds to a spectacular designer-renovated chef's kitchen with Wolf range/double ovens, Sub-Zero refrigerator, quartz waterfall island, wet bar and a full wall of glass that opens creating seamless indoor-outdoor living to the screened porch, heated saltwater pool and sweeping grounds, ideal for entertaining on any scale. Every principal room captures views of the surrounding landscape, creating a seamless connection to its setting. A climate-controlled studio with 9' glass garage doors opening to the landscape-equally suited as an art studio or fitness space. Designed for multi-generational living with first and second-floor primary suites, three ensuite bedrooms, guest/in-law/au pair apartment, workshop, entry gallery and temperature controlled pole barn for collectors, equestrians, car enthusiasts or hobbyists. R-2 zoning on 5.41 acres offers possible subdivision potential with due diligence.

24 Mark Twain Ln, Redding

$999,500

4 Beds ⋅ 4 Baths ⋅ 24190805 MLS

Privately set back from the road on 2.94 wooded acres, this spacious Redding Colonial offers versatile living space, treetop views, and a layout designed for both everyday comfort and entertaining. The light-filled main level features an inviting family room with a gas fireplace, built-ins, and French doors opening to a private deck and backyard. At the heart of the home, the eat-in kitchen includes a center island, butler's pantry, and casual dining area, while separate formal living and dining rooms provide additional space for gatherings. Upstairs, the primary bedroom includes a walk-in closet and a freshly renovated en suite bathroom. Three additional bedrooms and an expansive recreation room offer flexible space for a home office, playroom, or a media room. The finished walkout lower level provides even more living space, with a full bathroom, ample storage, a workshop area, and a separate room well suited for an office, gym, or hobby space. A large backyard deck and pergola ideal for entertaining complete the property. The home is located in a sought after location with close proximity to Huntington and Putnam Memorial State Parks.

380 Black Rock Tpke, Redding

$1,329,000

5 Beds ⋅ 5 Baths ⋅ 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

$899,000

4 Beds ⋅ 4 Baths ⋅ 24189050 MLS

Expansive colonial home on 2.62 private acres in top West Redding location with mature trees & flowers, stone walls, large deck for outdoor enjoyment, & 3 car garage. This light-filled home offers a grand foyer with two story staircase, open to the adjoining living room & dining room for ease of entertaining. The elegant living room features custom millwork including the impressive coffered ceiling & custom fireplace surround. Gather family & friends in the lovely oversized dining room with graceful arched opening & hardwood floor. The heart of this spacious home is the 29' kitchen with center island & sunny dining area with walls of windows & French door to the deck. The kitchen opens directly to the soaring vaulted family room with dramatic floor to ceiling stone fireplace, skylights, built-in display shelving, hardwood floor, & double set of French doors to the inviting deck and sprawling level side yard. There's room to spread out on the second floor too - the stylish primary suite offers a vaulted ceiling, third fireplace, more custom built-ins, huge walk-in-closet, plus marble bath with double vanity, jetted tub, & separate shower. There are three additional spacious bedrooms, all with hardwood floors, including one with a private half bath, plus the shared hall bath, convenient laundry room, and back stairway. Don't miss the huge lower level & attic with tons of storage. Idyllic natural setting, yet moments to shops, restaurants, train, & just 60 miles to Midtown.

123a Peaceable St, Redding

$910,000

4 Beds ⋅ 4 Baths ⋅ 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

$869,900

3 Beds ⋅ 3 Baths ⋅ 24150713 MLS

Welcome to 119 Peaceable Street! Set on over 5 private acres in one of Redding's most picturesque settings, this lovingly maintained 3-bedroom, 3-bath home is being offered for the first time by its original owners. Thoughtfully cared for throughout the years, the home reflects pride of ownership at every turn. Large windows throughout the home flood the interior with natural light, creating bright, inviting living spaces while framing beautiful views of the surrounding property. Freshly painted inside and out and featuring a new water heater, this move-in-ready home offers the perfect balance of comfort and peace of mind. Step outside to your own private retreat, where an in-ground pool is surrounded by mature landscaping and serene natural beauty. Whether entertaining guests, enjoying a quiet morning coffee, or unwinding poolside, the setting offers exceptional privacy and tranquility. Rarely does a property combine this level of seclusion, natural beauty, and meticulous care. A unique opportunity to own a cherished home with over 5 acres of land in the heart of Redding.

119 Peaceable St, Redding

$625,000

2 Beds ⋅ 2 Baths ⋅ 24187187 MLS

Discover the quintessential Redding lifestyle in this charming circa 1898 home, perfectly positioned to enjoy the town's excellent schools, open space, and recreational opportunities like hiking, fishing, and kayaking. This 2/3 bedroom (3rd bedroom being used as a study) residence features a 3-bedroom septic system, central air and 2 full bathrooms, offering versatile living options. Step inside to discover timeless character with original hardwood floors and high ceilings. The living areas and 2 bedrooms are highlighted by four fireplaces-three decorative and one fully functional with a heater insert - adding warmth. The dining room boasts exposed beams, original leaded glass windows while newer windows throughout the remainder of the house ensure modern efficiency. Relax and unwind on the inviting covered and screened front porch. Need flexible space? The partially heated basement has been used as a home office, and a newer, spacious shed on the property offers endless potential as a workshop or a creative studio. Additionally, existing expansion plans-drawn up by previous owners-are available to help you visualize future possibilities (not submitted for town approval). Ideally located for an easy commute, you are just moments from Joel Barlow High School and the convenient shopping hubs of Bethel and Georgetown. A rare opportunity to embrace the peace of Redding living while staying connected to it all.

78 Black Rock Tpke, Redding

$1,150,000

4 Beds ⋅ 4 Baths ⋅ 24186160 MLS

Turn Key completely Renovated down to the studs! This 4-bed, 3.5-bath Cape Cod farm style home has 3400 SqFT.. New Roof, electrical, plumbing, HVAC & more! Entering notice a beautiful open floor plan w/ expansive natural light, w/ new hardwd floors through out. Main attraction.. the beautiful Kitchen! The white quartz countertops, waterfall island w/ plenty of seating, 2 tone color cabinets, VIKING appliances incl. oven/range-gas cooktop, hood, dishwasher & Refrigerator. Custom tile backsplash, under-cabinet lights, pot filler & abundant cabinetry... a chefs dream! Vaulted ceiling great/ dining room combo showcases exposed wood beams, recessed lighting & a floor to ceiling whitewashed brick fireplace. A huge flr plan where entertaining awaits! W/ 2 primary suites, including a mid-level grand suite w/ exterior access & potential in law! W/ a walk-in closet, private patio, freestanding soaking tub, custom tile waterfall shower w/ glass enclosure, high end faucets, mirrors and Kohler toilets. 2nd primary offers hardwd floors w/ a beautiful full bath w/ a tiled shower. Enjoy a covered trex deck overlooking yard. Upstairs bedroom has a private balcony overlooking the yard & pool, while 2nd bedroom shares a renovated full bath. The finished lower level provides additional living space, media/ Rec room w/ a pellet stove & ample storage. Amazing yard for hosting! Brand new white stone priv. driveway. Peace of mind living, quality craftsmanship w/ extensive updates! Don't miss out!

33 Old Stagecoach Rd, Redding

$634,000

4 Beds ⋅ 2 Baths ⋅ 24184928 MLS

Welcome to your dream home, ideally located just steps from Devil's Den Park Trail. Set on nearly an acre of beautifully private land, this fully updated property offers the perfect blend of comfort, space, and modern style surrounded by nature. From the moment you arrive, you'll notice the brand-new roof, new siding, freshly painted interior, and rich hardwood floors that flow throughout the home. New light fixtures add a bright, contemporary feel to every space, enhancing the home's clean and updated look. The kitchen has been completely transformed with high-quality Wren Kitchens cabinetry, brand new appliances, and elegant quartz countertops, creating a space that is both stylish and highly functional for everyday living and entertaining. The living room features an updated fireplace that brings warmth and character, making it a cozy focal point for relaxing evenings. Just off the dining area, step out onto an oversized patio complete with a fire pit, perfect for hosting gatherings or enjoying peaceful nights outdoors. Each bedroom and bathroom has been remodeled with attention to detail, offering comfort and a fresh modern finish throughout. The fully finished basement expands your living space with a bedroom and full bathroom, along with a convenient walkout entrance that adds flexibility for guests or multi-use living. An attached one car garage and oversized driveway provide plenty of parking and everyday convenience.

70 Dayton Rd, Redding

$1,075,000

3 Beds ⋅ 4 Baths ⋅ 24182650 MLS

Imagine a home where the air is fresh & the pace of life slows. This is a true nature lover's retreat, just 60 miles from NYC. This gem underwent a total rebuild in 2003, resulting in a home that feels both timeless & entirely current. The professionally landscaped grounds burst with color and texture, 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 for in-laws. 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. 280 acre Topstone Park borders this beauty with a beach, trails & boating. The ideal place to call home!

149 Old Redding Rd, Redding

$699,000

4 Beds ⋅ 3 Baths ⋅ 24182601 MLS

Welcome to this stunning 4-bedroom ranch home, nestled on 1.57 secluded acres while still being conveniently close to Georgetown Center, U.S. Route 7, and the train station. The main level features a cozy living room with a fireplace, a spacious kitchen with a dining area, and sliders that open to a large deck-perfect for outdoor entertaining. Enjoy the family room adorned with vaulted ceilings and skylights, along with three generous bedrooms, including a primary suite with a full bath. The lower level offers ample storage, a laundry area, and a versatile studio or in-law apartment complete with its own kitchen and laundry. Don't miss the detached 2-car garage, large parking area, potting shed, full house generator and garden to complete this beautiful property.

Redding

$899,000

4 Beds ⋅ 4 Baths ⋅ 24181978 MLS

Experience modern luxury in this beautifully renovated Colonial. Newly seeded lawn! 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 and custom built-ins. Upstairs, the expansive primary suite serves as a true private retreat, featuring a generous walk-in closet and a stunning spa-like bathroom complete with a deep soaking tub and a double sink. Two additional bedrooms on this level provide ample space for family or guests. The newly finished, versatile attic showcases beautiful cathedral ceilings and currently serves as a family room and gym, offering endless possibilities for your lifestyle needs. The main level features a first-floor bedroom, ideal for guests or home office, plus a mud room with laundry area. The finished walk-out basement is an entertainer's dream with wet bar, movie theater with built-in speakers, and contemporary powder room. Outside, enjoy a private backyard with spacious deck. Two-car attached garage and semi-circular driveway accommodate multiple vehicles. Perfectly positioned in desirable Georgetown neighborhood, offering peaceful wooded surroundings with convenient access to shopping, dining, and major routes.

299 Redding Rd, Redding

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