Redding Homes under $1.25 million

Welcome to Redding, Connecticut, a picturesque town nestled in the heart of Fairfield County. Known for its stunning natural beauty and strong sense of community, Redding offers an idyllic setting for families, retirees, and anyone seeking a serene lifestyle away from the hustle and bustle of city life. With its rolling hills, lush woodlands, and scenic parks, Redding is a haven for outdoor enthusiasts and nature lovers.

The town boasts a rich history, with charming colonial homes and historic landmarks that tell the story of its past. Redding is also home to excellent schools, making it an attractive choice for families looking to settle down in a nurturing environment. The local community is vibrant, with various cultural events, farmers' markets, and recreational activities that foster a strong sense of belonging.

For those considering a move to this enchanting town, Redding offers an impressive selection of homes under $1.25 million. This price range provides an array of options, from cozy single-family homes to more spacious properties that boast expansive yards and stunning views. Whether you're searching for a modern abode with contemporary finishes or a classic home with timeless charm, Redding has something to suit every taste and lifestyle.

With easy access to major highways and nearby towns, Redding offers the perfect balance of tranquility and convenience. Explore the beauty and warmth of Redding, where your dream home awaits amidst the serene landscapes and welcoming community. Embrace the opportunity to make this charming town your new home!

Newest Redding Homes under $1.25 million

$539,000

2 Beds ⋅ 2 Baths ⋅ 24216380 MLS

Welcome to 85 Lonetown Road! This charming New England home offers a wonderful blend of character, comfortable living, and beautiful outdoor space. This 2 bedroom 2 bathroom home features a beautifully updated kitchen with granite countertops and stainless steel appliances, and a cozy brick fireplace. Additional living space on the upper level provides flexibility for a variety of needs. Outside, enjoy the open lawn, mature trees, and picturesque natural scenery that abuts a beautiful golf course. A spacious stone patio and covered porch make it ideal for entertaining or unwinding. The property also features an attached garage with washer and dryer included and a detached storage shed for added convenience. This home is a wonderful opportunity to enjoy classic Connecticut charm. (Property to be sold as is) *Also included is water softener system, outdoor security system, and Invisible Fence*

85 Lonetown Rd, Redding

$925,000

4 Beds ⋅ 3 Baths ⋅ 24215752 MLS

Idyllic and historic 4 bedroom Colonial, built in 1805 by Revolutionary War Loyalist John Pickett, formerly the Burr Sanford Dairy Farm, and lovingly cared for and updated over the past two centuries. Set on two park-like, level acres and surrounded by estates and farmland, this special property has mature trees and gardens and a sweeping grassy lawn leading to the detached barn/garage, making it ideal as a potential equestrian property. Inside you're greeted by formal dining and living rooms with hardwood flooring, plus multiple fireplaces and charming built-in nooks throughout. The cozy Family Room features a large stone fireplace and exposed beams and the generously sized kitchen leads to a versatile sitting room with bay window and wood stove. On this level there is also a convenient powder room, laundry room/pantry and a bright sunroom leading to the back gardens. The second floor features gorgeous wide plank flooring and original wood working, with four spacious bedrooms and two full baths, including a primary suite with walk-in closet and full bathroom. Finished third level attic with cathedral ceiling and original wood beams adds 899 sqft. The lower level offers plenty of room for storage and the detached barn garage has a loft above. Take in the picturesque views of the property from your side porch or private stone patio. Situated just minutes to the West Redding train station, Route 7 and 90 minutes to NYC making this an ideal spot for year-round or vacation living

126 Picketts Ridge Rd, Redding

$825,000

3 Beds ⋅ 3 Baths ⋅ 24215319 MLS

Completely renovated and move in ready on two private, wooded acres in beautiful Redding! Blending architectural character with modern comfort, this stunning home features soaring cathedral ceilings, exposed beams, expansive windows, and a fireplace. The beautifully updated kitchen showcases marble countertops, skylights, a Wolf gas range, and Sub-Zero refrigerator. Enjoy peace of mind with extensive renovations, including a brand new roof, septic system, high-efficiency heating & cooling systems, and beautifully updated interiors, with warranties on applicable improvements. Unwind on the private wraparound deck overlooking tranquil woods, perfect for birdwatching and morning coffee. Once lovingly tended by a gardening enthusiast, the grounds offer wonderful potential to bring the gardens back to life. Conveniently located near Georgetown's shops and restaurants, Route 7, Metro-North, and scenic trails. All the character, none of the renovation headaches. Simply move in and enjoy!

34 Dorethy Rd, Redding

$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, this 3/4 bedroom home is the 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

$805,000

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, an expanded back lawn, and a new stone parking area. Adding significant value for the next owner, a brand-new septic system, representing an approximately $56,000 investment, is being installed. 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. The sellers are also offering flexible closing terms, providing buyers with additional options to structure a timeline that works for their needs. Located in the desirable Deer Hill neighborhood, the home

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

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Redding Homes under $1.25 million

Newest Redding Homes under $1.25 million

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