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Colonial Homes for Sale in Redding, CT

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  • /40

    $8,600,000

    • 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

    (203) 717-5061

    63 Turney Rd, Redding, CT 06896
  • /38

    $1,325,000 Open Sat 1PM - 3PM

    • 4 Beds
    • 5 Baths
    • 4,414 Sq Ft

    10 Chapman Place, Redding, CT 06896

    Private Luxury Meets Modern Sophistication in Redding! Discover the perfect blend of classic New England charm and cutting-edge convenience. This pristine 4,414 SF Colonial is situated on 2.67 acres at the end of a peaceful cul-de-sac. Inside, you are welcomed through a stately foyer with marble flooring, a sweeping staircase, and soaring ceilings. Gleaming hardwood floors guide you through a

    Agent Photo

    Mary Phelps

    William Pitt Sotheby's Int'l

    (475) 264-9866

    10 Chapman Place, Redding, CT 06896
  • /40

    $1,699,900

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

    12 Werf Dr, Redding, CT 06896

    Welcome to this expansive and beautifully updated six-bedroom Colonial, offering three full and two half baths and thoughtfully positioned on a sprawling 2.42-acre lot that provides both privacy and presence. A grand wraparound driveway creates a striking approach to the home, offering ample parking in addition to a two-car attached garage ideal for guests, entertaining, and everyday convenience.

    Jonathan Gineo Silver and Oak Realty

    12 Werf Dr, Redding, CT 06896
  • /26

    $1,849,000

    • 4 Beds
    • 4.5 Baths
    • 6,259 Sq Ft

    2 Longwood Dr, Redding, CT 06896

    ***Exceptional Value in Redding CT*** A refined Connecticut country residence for full-time living or weekend enjoyment. Set on nearly three meticulously landscaped acres on a private cul-de-sac drive with only 4 residences, you will enjoy living in one of Redding's most desirable residential enclaves. 2 Longwood Drive offers a safe, secure, and sophisticated country lifestyle that resonates

    Jeffrey Kaplan William Raveis Real Estate

    2 Longwood Dr, Redding, CT 06896
  • /35

    $1,495,000

    • 5 Beds
    • 6 Baths
    • 4,716 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
  • /39

    $1,485,000

    • 5 Beds
    • 5 Baths
    • 5,070 Sq Ft

    281 Newtown Turnpike, Redding, CT 06896

    Welcome to this exceptional custom-built 5-bedroom, 5-bathroom Colonial offering over 5,000 square feet of thoughtfully designed living space. Set on 2.88 acres off a private driveway, this home showcases generously proportioned rooms throughout and provides an ideal balance of comfort, functionality, and refined living. The well-appointed, open-concept kitchen serves as the centerpiece of the

    Alexis Bennett Coldwell Banker Realty

    281 Newtown Turnpike, Redding, CT 06896
  • /40

    $1,595,000

    • 4 Beds
    • 3.5 Baths
    • 3,854 Sq Ft

    42 Topstone Rd, Redding, CT 06896

    Nestled on three private acres in highly sought-after Redding, Connecticut, with a private backyard gate entering directly into Topstone Park, this exceptional property offers a lifestyle defined by tranquility, privacy, and space. Surrounded by mature trees and drenched in natural light, the home embodies the timeless charm that has earned Redding its reputation as the 'Vermont of Connecticut".

    Giuseppe 'Joe' Melillo William Raveis Real Estate

    42 Topstone Rd, Redding, CT 06896
  • /40

    $1,695,000

    • 4 Beds
    • 5 Baths
    • 4,786 Sq Ft

    74 George Hull Hill Rd, Redding, CT 06896

    Nestled on three picturesque acres and surrounded by open space, this beautiful country retreat offers privacy, comfort, and exceptional outdoor living. The expansive patio is perfect for entertaining, featuring a full outdoor kitchen, fireplace, TV, and integrated audio system. A large level yard provides plenty of space for recreation and the potential for a pool. Inside, the home showcases

    Tyler Toren Compass Connecticut, LLC

    74 George Hull Hill Rd, Redding, CT 06896
  • /14

    $1,499,000 Open Tue 12PM - 2PM

    • 4 Beds
    • 3.5 Baths
    • 3,944 Sq Ft

    128 Black Rock Turnpike, Redding, CT 06896

    Set in the heart of charming Redding, Connecticut, this meticulously maintained home offers the perfect blend of New England character, modern efficiency, and everyday convenience. Known for its award-winning schools, scenic walking trails, and peaceful, serene surroundings, Redding provides an exceptional lifestyle-and this property places you right in the center of it all, just minutes to the

    Mia Capella William Raveis Real Estate

    128 Black Rock Turnpike, Redding, CT 06896
  • /38

    $1,699,000

    • 4 Beds
    • 5 Baths
    • 5,385 Sq Ft

    7 Long Meadow Ln, Redding, CT 06896

    Sweeping meadow views, privacy & sunsets from an elevated setting 7 Long Meadow Lane is a distinctive property defined by its scale, setting, and versatile layout, offering generous proportions and an architectural presence that supports a wide range of lifestyles. Sited on an elevated, scenic 4.39 acres with exceptional privacy and open meadow outlooks, the home enjoys a peaceful setting

    Linda Sweeny William Raveis Real Estate

    7 Long Meadow Ln, Redding, CT 06896
  • /34

    $1,450,000 Open Sat 1PM - 3PM

    • 4 Beds
    • 4.5 Baths
    • 4,174 Sq Ft

    15 Still Hollow Place, Ridgefield, CT 06877

    Live your best life in this timeless 2003 Ridgefield Colonial. Situated on 1.57 acres of level land at the end of a serene cul-de-sac, this home offers ultimate privacy, surrounded by nature and protected land. Step inside to discover four bedrooms and five bathrooms across 4,174 square feet on the main and upper levels, with an additional 1,788 square feet of partially finished lower-level

    Ashley Hamedi Compass Connecticut, LLC

    15 Still Hollow Place, Ridgefield, CT 06877
  • /31

    $925,000

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

    123 Peaceable St, Redding, CT 06896

    Welcome to 123a Peaceable St. West Redding, Connecticut | 4 Bedrooms | 3,594 Square Feet | 2.62 Private Acres. Tucked away at the end of a quiet cul-de-sac in highly desirable West Redding, this classic Colonial offers the rare combination of privacy, scale, opportunity. Set on 2.62 lightly wooded acres with stone walls.Built in 1988 and offering 3,594sqft above grade, the home unfolds w/

    Julie Setterlund William Pitt Sotheby's Int'l

    123 Peaceable St, Redding, CT 06896
  • /40

    $949,000

    • 4 Beds
    • 3.5 Baths
    • 4,234 Sq Ft

    299 Redding Rd, Redding, CT 06896

    Experience modern luxury in this beautifully renovated Colonial. A grand double-door entry opens to a bright foyer. The all-new gourmet chef's kitchen boasts a massive waterfall quartz island, high-end appliances, and pot filler. The open-concept main level flows into a spacious living room with brick fireplace, while a secondary family room features a dramatic floor-to-ceiling stone fireplace

    Natalia Rathbauer William Pitt Sotheby's Int'l

    299 Redding Rd, Redding, CT 06896
  • /27

    $499,000

    • 3 Beds
    • 1.5 Baths
    • 1,234 Sq Ft

    219 Redding Rd, Redding, CT 06896

    This antique home is a blend of rustic charm and modern finishes. You'll love the spacious & extremely accommodating living and dining rooms that allow for memorable gatherings. A large room on the main floor with adjoining half bath could be an ideal guest room, office or primary bedroom, allowing this home the possibility to live like a 4 bedroom. Original beams throughout the home not only

    Cher Iravani Redevelopment Realty Group

    219 Redding Rd, Redding, CT 06896
  • /38

    $1,180,000

    • 4 Beds
    • 3.5 Baths
    • 3,650 Sq Ft

    5 Musket Ln, Redding, CT 06896

    Nestled on a tranquil cul-de-sac in bucolic Redding, this expansive 3,650 SqFt, 4 bedroom, 3.5 bath classic Colonial has been completely re-imagined and renovated, both inside and out. This 11 room home offers 5 fireplaces; a new eat-in kitchen with oversized island and large dining area with a wood burning fireplace; step-down living room with fireplace; formal dining room with custom millwork.

    Michael McKee William Pitt Sotheby's Int'l

    5 Musket Ln, Redding, CT 06896
  • /28

    $799,000

    • 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
  • /35

    $1,250,000

    • 4 Beds
    • 2.5 Baths
    • 3,713 Sq Ft

    98 Hopewell Woods Rd, Redding, CT 06896

    Custom-built in 2004 and meticulously maintained, this 2.18-acre home offers a true escape from the everyday. Surrounded by perennial gardens, stone walls, and specimen trees, the grounds are anchored by a stunning stone patio-your own private sanctuary for quiet mornings or lively entertaining. Inside, discover 3,669 square feet of sun-drenched living space featuring 11 rooms, 4 bedrooms, and

    Paul Gervais William Pitt Sotheby's Int'l

    98 Hopewell Woods Rd, Redding, CT 06896
  • /34

    $7,495,000

    • 6 Beds
    • 11 Baths
    • 7,528 Sq Ft

    229 Umpawaug Rd, Redding, CT 06896

    Welcome to 229 Umpawaug Road, the quintessential estate of exceptional quality on the premier scenic road in Redding, Connecticut in Fairfield County. Surround yourself in luxury inside this sun-filled 6 bedroom, 11 bathroom, 6 fireplaces center hall colonial with a flowing floor plan, formal and informal rooms, embracing the incredibly private 6.5 acres of hand-stacked walls, privacy gates and

    Stacy Young William Raveis Real Estate

    229 Umpawaug Rd, Redding, CT 06896
  • /40

    $799,900

    • 3 Beds
    • 4 Baths
    • 2,229 Sq Ft

    30 Highland Ave, Redding, CT 06896

    Completely reimagined from top to bottom, this beautifully renovated Redding residence offers the comfort, efficiency, and peace of mind of a newly built home. Every major system and finish has been replaced, including a brand-new roof, siding, windows, doors, plumbing, electrical, and a new central A/C and heating system, ensuring modern performance and long-term reliability. Inside, the home

    Thomas Casey Live Real Estate LLC

    30 Highland Ave, Redding, CT 06896

Home Trends in Redding, CT

Housing Trends

Median Sale Price
$980,000
Median Single Family Sale Price
$1,028,000
Median Townhouse Sale Price
$899,000
Average Price Per Sq Ft
$379
Number of Homes for Sale
24
Last 12 months Home Sales
109
Months of Supply
2.60
Median List Price
$1,020,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
9%
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