25

Redding, CT Houses for Sale

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  • /40

    $7,400,000

    $1M PRICE DROP
    • 7 Beds
    • 6.5 Baths
    • 9,420 Sq Ft

    63 Turney Rd, Redding, CT 06896

    Another Day in Paradise! Timeless grandeur, architectural mastery, and opportunity define this exceptional plantation-style colonial set on 39.23 acres bordered by 100+ acres of protected forestland-a rare opportunity for stately country living in a singular setting.For the sportsman, pristine woodlands and abundant wildlife offer boundless opportunities for hunting, hiking, and connecting with

    Agent Photo

    Roni Agress

    William Pitt Sotheby's Int'l

    63 Turney Rd, Redding, CT 06896
  • /26

    $750,000

    Open Sun 12PM - 2PM
    • 5 Beds
    • 3 Baths
    • 1,859 Sq Ft

    85 Mountain Rd, Redding, CT 06896

    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

    Chip & Heather Neumann Houlihan Lawrence

    85 Mountain Rd, Redding, CT 06896
  • /2

    $650,000

    • 2 Beds
    • 2 Baths
    • 2,802 Sq Ft

    53 Umpawaug Rd, Redding, CT 06896

    This is your opportunity to own a truely unique antique Salthouse with amazing potentional. The House had water damage over winter and the house was remediated but Kitchen flooring and sheetrock were removed. 2 updated baths remain. 1 BR on 2nd floor the subfloor was removed. The 4.26 acre property is stunning with a newer 2 garage with finished room over the garage, large pool, outhouse and

    Margaret Upton-Mirowski Coldwell Banker Realty

    53 Umpawaug Rd, Redding, CT 06896
  • /23

    $734,900

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,140 Sq Ft

    22 Great Pasture Rd, Redding, CT 06896

    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

    DANIEL MULVIHILL Mulvihill Realty LLC

    22 Great Pasture Rd, Redding, CT 06896
  • /40

    $1,495,000

    • 6 Beds
    • 5 Baths
    • 4,033 Sq Ft

    12 Werf Dr, Redding, CT 06896

    Extraordinary, beautifully updated six-bedroom Colonial, where timeless architecture meets modern luxury. Set on an impressive 2.42-acre estate, this property offers a rare blend of privacy, scale, and refined presence creating a true retreat just moments from everyday conveniences. A sweeping wraparound driveway delivers a grand and memorable arrival, complementing the home's stately facade

    Jonathan Gineo Silver and Oak Realty

    12 Werf Dr, Redding, CT 06896
  • /20

    $725,000

    Open Sat 1PM - 3PM $35K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,842 Sq Ft

    31 Granite Ridge Rd, Redding, CT 06896

    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

    Joanne Santulli Brown Harris Stevens

    31 Granite Ridge Rd, Redding, CT 06896
  • /39

    $1,395,000

    $100K PRICE DROP
    • 5 Beds
    • 6 Baths
    • 6,775 Sq Ft

    74 Black Rock Turnpike, Redding, CT 06896

    Old Redding charm meets elevated modern living at this exceptional gated Contemporary Colonial offering over 4,700 SF plus approximately 1,800 SF of finished walk-out lower level. Set behind stately iron gates and stone pillars, a private drive leads to a dramatic marble foyer and grand staircase. The custom Clark Construction kitchen, enhanced in 2023, features dual full-size Thermador ovens,

    Brianna Carvalho Compass Connecticut, LLC

    74 Black Rock Turnpike, Redding, CT 06896
  • /37

    $849,000

    Open Sat 12PM - 2PM $51K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,170 Sq Ft

    15 Fire Hill Ln, Redding, CT 06896

    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.

    Laura Brodie Coldwell Banker Realty

    15 Fire Hill Ln, Redding, CT 06896
  • /38

    $1,195,000

    $50K PRICE DROP
    • 4 Beds
    • 5.5 Baths
    • 5,935 Sq Ft

    11 Long Meadow Ln, Redding, CT 06896

    Private Cul-de-Sac Colonial on 2.95 Acres in Redding! Desirable custom-built Center Hall Colonial privately set at the end of a cul-de-sac abutting protected Green Acres land for exceptional privacy and natural beauty. Professionally landscaped with classic stone walls and mature trees, picturesque views of neighboring horse property and ample space for a pool and tennis court. A dramatic

    Ira Stone Coldwell Banker Realty

    11 Long Meadow Ln, Redding, CT 06896
  • /26

    $1,599,000

    Open Sat 11AM - 1PM
    • 4 Beds
    • 4.5 Baths
    • 6,259 Sq Ft

    2 Longwood Dr, Redding, CT 06896

    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

    Jeffrey Kaplan William Raveis Real Estate

    2 Longwood Dr, Redding, CT 06896
  • /40

    $1,325,000

    $175K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 4,728 Sq Ft

    28 Goodridge Rd, Redding, CT 06896

    You will take a deep breath as soon as you drive through the beautiful and tranquil landscape of this part of Redding. As you approach the driveway you are greeted by a large antique barn for storing Animals/Cars/Toys. driving down the driveway you see the large colonial farmhouse with expansive front porch 5 bedroom and 4 full baths. The flexible open floor allows for easy daily life as well as

    Margaret Upton-Mirowski Coldwell Banker Realty

    28 Goodridge Rd, Redding, CT 06896
  • /40

    $7,725,000

    • 7 Beds
    • 13 Baths
    • 13,094 Sq Ft

    206 Umpawaug Rd, Redding, CT 06896

    Exquisite Nantucket-style country estate magnificently sited on seven sprawling acres in Redding, CT's coveted Umpawaug neighborhood. Comprised of three extraordinary residences, this masterfully crafted 2008 HOBI award-winning compound offers 13,904 sf of carefully constructed living space with meticulous architectural details, effortlessly balancing timeless elegance with modern function. The

    Lauren Parr Houlihan Lawrence

    206 Umpawaug Rd, Redding, CT 06896
  • /39

    $1,295,000

    $190K PRICE DROP
    • 5 Beds
    • 5 Baths
    • 6,170 Sq Ft

    281 Newtown Turnpike, Redding, CT 06896

    Exceptional opportunity for today's buyer! Tucked away in a private, yet neighborhood-like setting, the craftsmanship and beauty of this custom colonial reveals itself the moment you walk through the door. Seamless flow, a sprawling primary suite with fireplace, private office with built-ins and French doors that lead to a porch, as well as a finished basement are just a few of the features that

    Alexis Bennett Coldwell Banker Realty

    281 Newtown Turnpike, Redding, CT 06896
  • /39

    $1,275,000

    Open Sat 1PM - 3PM
    • 3 Beds
    • 2.5 Baths
    • 2,935 Sq Ft

    18 Church St, Redding, CT 06896

    Known as the Aaron Davis House, ca. 1848, this exceptional historic Georgetown residence blends authenticity, artistic craftsmanship, and modern versatility in one of Redding's most cherished neighborhoods. Set on a beautifully landscaped property, it offers a rare opportunity to own a significant piece of local history while enjoying spaces thoughtfully adapted for contemporary living. Original

    Brianna Carvalho Compass Connecticut, LLC

    18 Church St, Redding, CT 06896
  • /38

    $1,100,000

    • 4 Beds
    • 3.5 Baths
    • 3,525 Sq Ft

    123 Cross Hwy, Redding, CT 06896

    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

    Nicole Van Alsytne William Pitt Sotheby's Int'l

    123 Cross Hwy, Redding, CT 06896
  • /40

    $1,075,000

    $75K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,341 Sq Ft

    33 Old Stagecoach Rd, Redding, CT 06896

    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,

    Jay Irvine Serhant Connecticut, LLC

    33 Old Stagecoach Rd, Redding, CT 06896
  • /40

    $975,000

    Open Sat 12PM - 3PM $25K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 4,924 Sq Ft

    380 Black Rock Turnpike, Redding, CT 06896

    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

    Jeff Neumann Houlihan Lawrence

    380 Black Rock Turnpike, Redding, CT 06896
  • /21

    $529,000

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,125 Sq Ft

    19 Olmstead Rd, Redding, CT 06896

    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

    James Millington William Raveis Real Estate

    19 Olmstead Rd, Redding, CT 06896
  • /37

    $1,025,000

    $274K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 4,316 Sq Ft

    16 Shady Ln, Redding, CT 06896

    Ideal setting and location! This spacious 12 room split level home tucked away on a country lane in the heart of Redding, offers the perfect blend of privacy, charm, and versatility. Set on 3.64 acres, this unique property features a spacious main residence with an open floor plan providing easy living, hardwood floors, an expansive primary suite, in-ground concrete pool, Ironwood deck, and

    Alexis Bennett Coldwell Banker Realty

    16 Shady Ln, Redding, CT 06896
  • /32

    $749,000

    $100K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 3,922 Sq Ft

    268 Umpawaug Rd, Redding, CT 06896

    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

    Marilyn Sloper Coldwell Banker Realty

    268 Umpawaug Rd, Redding, CT 06896
  • /21

    $724,900

    Open Sat 11AM - 2PM
    • 4 Beds
    • 2 Baths
    • 2,004 Sq Ft

    248 Simpaug Turnpike, Redding, CT 06896

    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

    Rick Maiolo Coldwell Banker Realty

    248 Simpaug Turnpike, Redding, CT 06896
  • /40

    $849,500

    Open Sun 12PM - 3PM
    • 6 Beds
    • 3 Baths
    • 3,164 Sq Ft

    451 Newtown Turnpike, Redding, CT 06896

    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

    John Hackett William Raveis Real Estate

    451 Newtown Turnpike, Redding, CT 06896
  • /39

    $879,000

    $20K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,876 Sq Ft

    299 Redding Rd, Redding, CT 06896

    Back on the market with a fresh new look! The sellers have professionally seeded the yard, offering the ultimate fresh start with a brand new lawn coming in nicely. Experience modern luxury in this beautifully renovated Colonial. The gourmet chef's kitchen boasts a massive waterfall quartz island and high-end appliances. The open-concept main level flows into a spacious living room with brick

    Natalia Rathbauer William Pitt Sotheby's Int'l

    299 Redding Rd, Redding, CT 06896
  • /40

    $1,279,000

    • 5 Beds
    • 3.5 Baths
    • 4,614 Sq Ft

    121 Picketts Ridge Rd, Redding, CT 06896

    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

    Luana Maruca Welcome Home Realty, LLC

    121 Picketts Ridge Rd, Redding, CT 06896
  • /36

    $574,999

    $145K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,136 Sq Ft

    31 Longview Dr, Ridgefield, CT 06877

    Tucked away on 1.21 acres in desirable Ridgefield, 31 Longview Drive offers the space, comfort, and convenience buyers are looking for. This 3 bedroom, 2 full bath home features central air, a welcoming fireplace, and a 2 car attached garage for easy everyday living. A charming enclosed 3 season porch extends the living space and creates the perfect place to enjoy coffee, dinner, or quiet views

    Dylan Longmuir eXp Realty

    31 Longview Dr, Ridgefield, CT 06877

Why Live in Redding

Redding, CT, offers quiet country living in Fairfield County, often referred to as “Vermont within 60 miles of New York City.” With over a quarter of its land preserved as open space, Redding features lush fields and forests of white oaks, maples, and beech trees. The town lacks a central hub, emphasizing its rural charm and spacious properties. Single-family homes, including Colonial Revivals, New Traditionals, Craftsmans, and farmhouses, provide privacy and land, with prices ranging from under $400,000 for Minimal Traditional cottages to nearly $4 million for large center hall Colonial Revivals. The Saugatuck Reservoir is a notable feature, though nearby creeks and ponds can flood. Redding School District is highly rated, with Redding Elementary, John Read Middle, and Joel Barlow High offering quality education and dual enrollment classes with local colleges. Recreational amenities include the Redding Community Center, which has a gymnasium, senior center, tennis courts, ball fields, and a seasonal ice rink. Topstone Park offers a lake with a sandy beach and boat launches, while Putnam Memorial State Park provides historic trails and picnic areas. Dining options include The Redding Roadhouse and Oliver’s Deli & Pizza, with more choices in the Georgetown area, such as Wire Mill Saloon & Barbecue and Rancho Alegre. State Road 107 and State Road 53 connect Redding to Ridgefield and Danbury, respectively, and Metro-North Railroad’s Redding station offers commuter rail service to nearby cities and New York City, located just over 60 miles away.

Single Family Home Price Trends

Median Home Price
$950,000
Median 3-Bedroom Home Price
$750,000
Median 4-Bedroom Home Price
$985,000
Median 5-Bedroom Home Price
$1,087,500
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