16

Colonial Homes for Sale in Redding, CT

Section Image Section Image
  • /40

    $910,000

    • 4 Beds
    • 3.5 Baths
    • 3,454 Sq Ft

    28 Winding Brook Ln, Redding, CT 06896

    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

    Agent Photo

    Heather Lindgren

    Coldwell Banker Realty

    28 Winding Brook Ln, Redding, CT 06896
  • /38

    $1,800,000

    • 4 Beds
    • 4.5 Baths
    • 6,108 Sq Ft

    24 Mark Twain Ln, Redding, CT 06896

    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

    Agent Photo

    Heather Lindgren

    Coldwell Banker Realty

    24 Mark Twain Ln, Redding, CT 06896
  • /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

    $1,745,000

    $50K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 6,259 Sq Ft

    2 Longwood Dr, Redding, CT 06896

    Rare opportunity to purchase a meticulously maintained, single-owner colonial set amid the rolling lawns and mature trees of southern Redding, offered below recent comparable sales and representing exceptional value for the size, land, and location. Sited on 2.72 secluded, professionally landscaped acres on a private cul-de-sac in the sought-after Gallows Hill neighborhood, this classic New

    Jeffrey Kaplan William Raveis Real Estate

    2 Longwood Dr, 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
  • /36

    $1,200,000

    • 4 Beds
    • 2.5 Baths
    • 3,124 Sq Ft

    207 Redding Rd, Redding, CT 06896

    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

    Kate White Houlihan Lawrence

    207 Redding 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
  • /38

    $1,245,000

    • 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
  • /40

    $1,150,000

    Open Sun 1PM - 3PM
    • 4 Beds
    • 4.5 Baths
    • 3,813 Sq Ft

    5 Dry River Ct, Redding, CT 06896

    Commanding a private 2-acre setting in a coveted Redding CUL-DE-SAC, this CUSTOM-BUILT residence blends timeless architecture, exceptional craftsmanship & METICULOUS care. A Belgian block-lined stone drive leads to DOUBLE-DOORS & a 2-story foyer w/CURVED STAIRCASE. The sun-filled OPEN LAYOUT includes a gourmet EIK w/center island, built-in desk & bluestone PATIO access, plus a FORMAL DINING RM

    Annmarie Del Franco Blackstone Properties of CT

    5 Dry River Ct, 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
  • /31

    $849,000

    Open Sun 1PM - 3PM
    • 3 Beds
    • 1.5 Baths
    • 1,612 Sq Ft

    23 Church St, Wilton, CT 06897

    Back on the market through no fault of the home! Due to the previous buyers' inability to close, this exceptional property is available once again. Nestled in Wilton's Historic District, this beautifully updated 3-bedroom, 1.5-bath antique Colonial has been featured in The New York Times, Realtor.com, & Homes.com for its distinctive character & timeless appeal. Just a short stroll to Georgetown's

    Michele Ferguson Nichols Douglas Elliman of Connecticut

    23 Church St, Wilton, CT 06897
  • /40

    $999,500

    • 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
  • /31

    $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
  • /40

    $899,000

    • 4 Beds
    • 4 Baths
    • 3,594 Sq Ft

    123A Peaceable St, Redding, CT 06896

    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

    Laura Ancona William Pitt Sotheby's Int'l

    123A Peaceable St, Redding, CT 06896
How to Buy a Home How to Finance a Home How to Sell a Home