Redding Homes under $1.25 million

Welcome to Redding, Connecticut—an idyllic town nestled in the heart of Fairfield County, where charm meets tranquility. Known for its stunning natural beauty, Redding boasts picturesque landscapes, lush greenery, and serene surroundings, making it a haven for those seeking a peaceful retreat from the hustle and bustle of city life. With a rich history and a strong sense of community, Redding offers a unique blend of suburban living and rural charm.

One of the most appealing aspects of Redding is its diverse real estate market, particularly for homes under $1.25 million. Here, you can find a variety of properties that cater to different lifestyles and preferences. From charming colonial homes with classic architecture to contemporary abodes with modern amenities, Redding's housing options are as diverse as its residents. Many of these homes are set on spacious lots, providing ample outdoor space for families to enjoy and for nature enthusiasts to explore.

Living in Redding means you can take advantage of the town's excellent schools, vibrant arts scene, and numerous recreational opportunities. With hiking trails, parks, and lakes nearby, outdoor activities abound, allowing residents to connect with nature and enjoy an active lifestyle. Additionally, Redding's convenient location offers easy access to nearby cities, ensuring that you can enjoy the best of both worlds—peaceful suburban living with the excitement of urban amenities just a short drive away.

Explore the charming homes of Redding under $1.25 million and discover why this enchanting town is the perfect place to call home. Your dream home awaits in this beautiful corner of Connecticut!

Newest Redding Homes under $1.25 million

$749,000

3 Beds ⋅ 2 Baths ⋅ 24215005 MLS

Set along the Redding/Ridgefield line in scenic West Redding, 82 Simpaug Turnpike offers timeless character, thoughtful modern updates, and beautiful views of Umpawaug Pond. Cherished by one family for over 50 years, the home is rich in history, with an expansive living room anchored by a striking stone fireplace handcrafted from materials gathered on the property. A beautifully refreshed kitchen features a center island topped with soapstone, while three bedrooms, including a primary suite, two fully renovated baths, and a second wood-burning fireplace offer comfort and character throughout. Extensively updated since 2023, improvements include a new roof, HVAC, whole-house generator, electrical upgrades, and refinished hardwood floors. Outside, a fully fenced backyard creates a private retreat, complete with a low-maintenance Trex deck and a new paver patio. A two-car finished attached garage with new doors and epoxy flooring adds everyday convenience. Less than 10 minutes from Ridgefield's vibrant Main Street, with easy access to Route 7, shopping, dining, and nearby Topstone Park, this exceptional location offers the best of country living with everything close at hand.

82 Simpaug Tpke, Redding

$985,000

4 Beds ⋅ 4 Baths ⋅ 24207344 MLS

Discover a striking contemporary retreat nestled on nearly three private acres of lush, wooded Redding privacy. Featuring a picturesque brook, tranquil pond, and private waterfall, this property blends modern design with natural splendor. At the heart of the home, a magnificent double-sided fieldstone fireplace anchors the sun-filled living and dining rooms. Expansive windows and sliding glass doors frame serene views, opening to an oversized wraparound deck designed for effortless indoor-outdoor living, entertaining, or peaceful mornings. The meticulously renovated kitchen showcases custom-cut marble countertops imported specifically for the home, complemented by updated baths featuring custom tile. The spacious main-level primary suite serves as a true sanctuary with vaulted ceilings, a large distinctive open loft overlooking the bedroom, an updated ensuite bath, and a private balcony. Three additional bedrooms, updated bathrooms, and flexible living spaces offer exceptional comfort and versatility. The finished walkout lower level adds spacious recreation room, wet bar, half bath, and abundant storage. Ideally located close to New Pond Farm, Top Stone park, scenic hiking trails, nature preserves, local shops, and dining. Enjoy seamless commuting with convenient access to Metro-North train lines and NYC, plus close proximity to neighboring Ridgefield, Weston, and Wilton. A private country escape with convenience to everything.

131 Peaceable St, Redding

$997,000

4 Beds ⋅ 3 Baths ⋅ 24214157 MLS

Welcome to 129 Cross Highway, This exceptional 4 bedroom, 2.5 bathroom Colonial is set on 7+ private acres in Redding. Nestled in a peaceful setting, this property features rare outdoor amenities including a 40'x80' soccer field, offering incredible space for athletics, recreation, and outdoor living on expansive teak deck. Inside, the home features two fireplaces and a wood-burning stove, creating warmth and character throughout. The open-concept kitchen offers a welcoming space for gathering and entertaining, while the generously sized laundry room provides added convenience. This beloved home of forty-two years is ready for its next owner.

129 Cross Hwy, Redding

$975,000

4 Beds ⋅ 4 Baths ⋅ 24212649 MLS

True pride of ownership in this exceptional colonial home with extensive recent improvements, set back on 3 picturesque acres surrounded by nature & protected watershed forest with access to the Little River trail system & its 100 acre land preserve. This sophisticated home offers 3,350sf of living space with 4 BRs, 3 full/1 half updated baths, 3 fireplaces, crown moldings, built-ins, hdwd floors & open floor plan. The main level offers the generous LR with elegant brick fireplace & custom wood mantle/surround with French door access to the private office featuring a wall of custom bookshelves with lower cabinetry. The 1st floor also features the inviting kitchen with white cabinetry, contrasting black granite counters, & direct access to the stunning new screened porch, dining room, plus adjoining FR w/floor to ceiling brick fireplace & sliders to the Trex deck for outdoor enjoyment. Upstairs is equally impressive with elegant primary suite featuring a large custom WIC & luxe bath with mosaic stone floor, marble topped double vanities, plus oversized shower with elegant arched opening. There are 3 additional BRs, all with hdwd floors, one with vltd ceiling & 3rd fireplace, plus convenient laundry room. The lower level features a spacious rec/game room plus mudroom access to the attached 2 car garage. Recent improvements: new roof/gutters & chimney rebuilt; exterior repainted; Bluestone walkway; new windows; deck rebuilt & part converted to screened porch; new C/A; plus more!

85 Cross Hwy, Redding

$995,000

3 Beds ⋅ 3 Baths ⋅ 24211132 MLS

Sunlit architectural modern residence set back deeply on 4.03 private acres surrounded by woodlands, wildflowers, picturesque stream fed pond, & adjoining the 72 acre Gallows Hill Nature Preserve, featuring historic Revolutionary War camp sites & peaceful trails. This Zen sanctuary is a rare find - tucked fully into its natural surroundings yet expansive open floor plan that blurs the lines between indoor & out with soaring 2 story windows, skylights, extensive glass walls/sliders, plus wrap around Ipe deck for panoramic views. Significant improvements by the current owners including: new Hardie plank batten board siding; new windows, exterior doors & skylights; new HVAC; roof (2016); portable generator; new main floor office converted from laundry; & other designer enhancements. Total 2,740 sf of inviting living space including 3 BRs; 2 full/1 half baths; & lower level studio/fitness room, plus laundry & mudroom leading directly to the 2 car garage. Clean lines & modern flow from the sun drenched, two story entry foyer to the wide open great room including striking Brazilian cherry floors, vaulted living room with sliders to the deck, open dining room with double sliders to the deck, plus sleek, state of the art kitchen featuring Carrera marble counters, center island with bar overhand, S/S appliances & custom glass front stainless pantry system. Enjoy luxe main floor primary suite with spa like bath & custom closet, plus top West Redding location, just 56 miles to Midtown.

128 Gallows Hill Rd, Redding

$747,500

3 Beds ⋅ 2 Baths ⋅ 24208310 MLS

Set in a peaceful Redding setting, 87 Giles Hill Road is a charming Cape with a thoughtful and inviting floor plan and exceptional outdoor spaces designed for both relaxation and entertaining. The home has a warm and welcoming feel, with hardwood floors throughout the main living areas, generous natural light, and a comfortable flow from room to room. Two bedrooms located upstairs offer private retreats separate from the main living spaces. Outside, the property truly shines. A custom heated Gunite pool with spa and waterfall creates a private backyard retreat, while the custom outdoor fireplace provides another inviting gathering space for entertaining or relaxing outdoors. The lower deck grilling area is also conveniently equipped with a direct propane connection. With propane heat, classic Cape character, versatile living spaces, and exceptional outdoor amenities, 87 Giles Hill Road offers a wonderful opportunity to enjoy the privacy, natural beauty, and relaxed lifestyle that make Redding such a special place to call home.

87 Giles Hill Rd, Redding

$935,999

3 Beds ⋅ 3 Baths ⋅ 24211235 MLS

Set along scenic Redding Road across from the Mark Twain Stormfield estate, just minutes from the Wilton/Weston town line, 23 Lee Lane offers a perfect blend of privacy and convenience in one of Redding's most desired settings. Set on a peaceful, picturesque, designated scenic road, the home features an open floor with vaulted ceilings, abundant natural light and a great flow for everyday living and entertaining. The first floor primary suite provides a sought-after single level living option. The second floor has two additional bedrooms and an office/bonus room with a full bathroom. Freshly painted, the home is move-in ready with modern conveniences throughout, including fiber-optic wiring, ethernet, and a whole-house generator. The expansive lower level offers exceptional versatility and ample room for a playroom, home gym, media/rec room. This is a rare opportunity to enjoy tranquility and natural beauty of Redding while remaining close to shopping, dining, schools and commuter routes. 1500+ sq ft of finished basement not included in the square footage

23 Lee Ln, Redding

$775,000

4 Beds ⋅ 2 Baths ⋅ 24208230 MLS

Tucked back from a designated scenic road, 83 Sherman Turnpike offers the ease of one level living in a peaceful and private Redding setting. Set on two acres bordered by town protected open space, this classic ranch is surrounded by mature trees and established landscaping, creating a wonderful sense of privacy while still feeling connected to the community. Inside, hardwood floors run throughout the main level, where comfortable living spaces are centered around a wood stove and an easy, functional floor plan. A deck extends the living outdoors and provides a natural place to relax, dine, and enjoy the surrounding landscape. The finished lower level adds valuable additional living space and flexibility for a family room, home office, recreation space, or guest accommodations. Lovingly maintained by its current owners, the home has been thoughtfully cared for. Improvements over the years include a refurbished deck, central air conditioning, recessed lighting throughout, an expanded back lawn, and a new stone parking area. Comfortable and welcoming as it stands today, the home also offers an opportunity for its next owner to personalize the interiors and make thoughtful updates over time. Located in the desirable Deer Hill neighborhood, the home is convenient to all three of Redding's schools, the community center, and the beloved summer concerts on the Green. Outdoor enthusiasts will also appreciate being within walking distance of

83 Sherman Tpke, Redding

$1,099,000

4 Beds ⋅ 2 Baths ⋅ 24209017 MLS

Classic New England charm meets modern luxury in this beautifully updated 1921 Colonial. Perfectly situated just minutes from the quaint Georgetown boutique shops , restaurants, and Route 7. Set on nearly half an acre lot, this home offers effortless living and entertaining inside and out. The heart of the home features a renovated eat-in kitchen with timeless marble countertops, a 4 seated island, and newer stainless-steel appliances. Entertain with ease in the formal dining room, unwind by the gas fireplace in the living room, or settle into the versatile sunroom - equally suited as a home office. Upstairs, the primary suite is a true sanctuary, complete with gas fireplace, a spacious walk-in closet and renovated spa-inspired bathroom with soaking tub. Two additional bedrooms and a well-appointed hall bath round out the second floor. The third level offers a wonderfully flexible carpeted family room - ideal as a playroom, media space, or guest retreat. Step outside to a stunning country backyard oasis with a fresh 1,200 square foot bluestone patio equipped with a built in DCS grill and cozy fire pit nook. With its flat, usable property, timeless architectural character, and every major update already done, this home is a rare find in one of Redding's most convenient locations.

207 Redding Rd, Redding

$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

$695,000

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

$1,189,000

5 Beds ⋅ 4 Baths ⋅ 24204798 MLS

seller offers $30,000 credit and $90K price adjustment due to the higher mortgage rates in the market. This is a 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

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