Redding Homes under $750,000

Welcome to Redding, Connecticut, a picturesque town nestled in the heart of Fairfield County. Known for its serene landscapes and rich history, Redding offers a perfect blend of rural charm and suburban convenience. With its rolling hills, lush greenery, and vibrant community spirit, it's no wonder that families and individuals alike are drawn to this idyllic setting.

Redding boasts a variety of recreational opportunities, including hiking trails, parks, and scenic lakes, making it an outdoor enthusiast's paradise. The town's commitment to preserving its natural beauty is evident in its many conservation areas, providing residents with a tranquil escape just moments from their front doors. The local community is tight-knit, fostering connections through events, farmers' markets, and cultural activities, ensuring that newcomers feel right at home.

For those looking to settle down in Redding, you'll be pleased to discover a selection of charming homes available for under $750,000. Whether you're searching for a cozy cottage or a spacious family residence, the real estate market here offers diverse options that cater to various lifestyles and preferences. Many of these homes feature stunning views, ample outdoor space, and modern amenities, all while maintaining the character and warmth that Redding is known for.

With its excellent schools, convenient access to major highways, and a welcoming atmosphere, Redding is not just a place to live but a place to thrive. Explore the possibilities of making this beautiful town your new home, where nature and community come together in perfect harmony.

Newest Redding Homes under $750,000

$747,500

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24208310 MLS

Set in a peaceful Redding setting, 87 Giles Hill Road is a charming Cape with an inviting floor plan and an exceptional outdoor space designed for both relaxation and entertaining. The home has a warm and welcoming feel, with hardwood floors throughout the main living areas and a comfortable flow from room to room. Generous windows bring in natural light, while two bedrooms located upstairs offer private retreats separate from the main living spaces. Outside, the property truly shines. A custom heated pool with spa and waterfall creates a private backyard retreat, providing a wonderful setting for summer days, outdoor entertaining, or simply relaxing and enjoying the surrounding landscape. With its classic Cape design, thoughtful floor plan, and resort-like pool setting, 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

$724,900

4 Beds ⋅ 2 Baths ⋅ ACTIVE 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

$649,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24205858 MLS

There are multiple offers-all bids are to be submitted by Tuesday 9/15 at noon with their highest & best terms. 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

$695,000

5 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 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

$725,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 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

$734,900

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 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

$529,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24197883 MLS

If you want to enjoy all that Redding has to offer without the upkeep of a large home and expansive yard, this charming home may be just what you're looking for. Located in a quiet West Redding neighborhood, this home sits on an inviting corner lot and offers classic New England character throughout. As you enter through the enclosed front porch, you're welcomed by a wonderful sense of charm. The front door opens into the kitchen, which flows into a sun-filled, open-concept living and dining area featuring a fireplace and access to the rear deck overlooking the neighborhood. The first floor also includes a comfortable den and full bath. Upstairs, you'll find a primary bedroom with its own full bath, a second bedroom, and ample storage tucked into the eaves off the hallway. The lower level provides laundry, generous storage space, and a one-car garage. Whether you're looking to move right in or renovate and make the home your own, this property offers an appealing alternative to condominium living, with the privacy and character of a single-family home and far less maintenance than a larger Redding property. A great opportunity to enjoy Redding without taking on a large house and yard. Click on the link for the virtual tour.

19 Olmstead Rd, Redding

$394,900

1 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24194246 MLS ⋅ Georgetown Place BLDG.

NEW PRICE - $394,900! Spacious, Sun-Filled Condo with Exceptional Loft Flexibility! Looking for more space without the price tag of a traditional two-bedroom? This charming Georgetown condo offers a bright, open layout plus a generously sized loft with endless possibilities. Vaulted ceilings and abundant natural light create an airy, inviting main living space, while the expansive loft provides valuable additional square footage that can be customized to suit your lifestyle. Use it as a home office, guest retreat, gym, creative space, or create a dedicated sleeping area with added separation for greater privacy. There is plenty of room to design the space around your needs. The main level features an open-concept living and dining area, updated kitchen appliances, and a spacious primary bedroom with a walk-in closet. An exceptionally large private storage unit provides even more room for everything you want to keep close at hand. Recent improvements include a 2025 heating system, electric heat pump and hot water heater; 2024 exterior painting; 2023 range and microwave; and 2022 dishwasher and washer/dryer. If you're searching for a home that offers the feel and flexibility of significantly more living space, this is one you won't want to overlook. Come see how the versatile loft can transform the way you live!

56 Portland Ave Unit 3, Redding

$624,000

4 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 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

$749,000

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24149260 MLS

Don't miss the opportunity to live in this special well cared for 8 room Colonial tucked away on 2.93 very private low maintenance acres on sought after Umpawaug Rd, so convenient to Topstone Park, the NY Metro train, walking distance to New Pond Farm, and close to commuting highways and shopping. The welcoming entry hall opens into the inviting light filled living room with a fireplace surrounded with extensive built-in bookcases. Step up to the sunny dining room with built-in corner cabinet, slider to the newer deck and entrance into the eat-in kitchen with ample cabinets and small hallway with access to a powder room and the oversized 2-car garage. Upstairs is the grand primary bedroom with 3 closets and a beautifully remodeled primary bath. There are 3 other bedrooms, all with excellent closets and a hall tub bath. The lower level includes a comfortable family room with a second fireplace and new slider to a patio. The rest of the remodeled walk out basement includes the laundry room, half bath and storage room. Built in 1969, this attractive colonial awaits a few of your personal touches but boasts so many improvements: SEE JULY 2026 IMPROVEMENTS in Documents! Also newer windows, new wood floors on the main level and 2 bedrooms, new hot water heater, and more. See the full list in documents. A SPECIAL HOME AWAITS! PLEASE NOTE: SELLER'S ATTORNEY PREFERS TO USE OWN CONTRACT; SO PLEASE USE THE PLAIN LANGUAGE OFFER IN DOCUMENTS (3rd in the order)

268 Umpawaug Rd, Redding

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