Redding, CT Homes

/40
$4,995,000
- 6 Beds
- 11 Baths
- 17,548 Sq Ft
241 Black Rock Turnpike, Redding, CT 06896

Love life? Love it even more when you arrive home to this exquisite Normandy Chateau with all the special attributes you would expect from a luxurious estate. Set on over 19 acres of lush property, the setting is nothing but idyllic with beautiful gardens, wide open pastures, koi ponds and scenic water views. The best surprise is how inviting & comfortable the home truly is. Of course, there are

Jodi Gutierrez Alliance R.E. Consultants

241 Black Rock Turnpike, Redding, CT 06896
$2,500,000 Sold Jan 29, 2025
- 2,783 Sq Ft
- $898/SF
- 32 Days On Market
- 3 Beds
- 3 Baths
- Built 2021
1 Chestnut Woods Rd, Redding, CT 06896

Welcome to 1 Chestnut Woods Road, an exquisite Modern Retreat beautifully sited on 8 private acres of natural beauty in desirable West Redding. This fabulous custom-built home spanning over 2,700 SqFt presents a sophisticated blend of pure Modern Architecture and top-quality construction. Upon entering you are immediately impressed by the openness created by a wall of windows enhanced by 13'

Karla Murtaugh Compass Connecticut, LLC

1 Chestnut Woods Rd, Redding, CT 06896

Est $417,475 Not Listed For Sale
- 4 Beds
- 1.5 Baths
- 928 Sq Ft
779 N Park Ave, Redding, CT 06896

779 N Park Ave, Redding, CT 06896

/7
$900,000
- Land
- 15 Acres
- $58,939 per Acre
67 Umpawaug Rd, Redding, CT 06896

Exceptional land on scenic Umpawaug Rd. House site overlooks spectacular quartz quarry to the rear with panoramic views to the front. Perfect for breathtaking hideaway in the country. Owner/architect can design and build to suit. Additional land available. Owner/agent

Jodi Langford Coldwell Banker Realty

67 Umpawaug Rd, Redding, CT 06896
$682,500 Sold Jan 22, 2025
- Land
- 4.88 Acres
- $139,857 per Acre
- 70 Days On Market
237 Umpawaug Rd, Redding, CT 06896

Welcome to 237 Umpawaug Road, Redding! Discover the perfect canvas for your dream home or consider creating two parcels with access from Topstone Road. This exceptional 4.88-acre parcel of flat, raw land boasts ideal sandy loam soil conditions, making it perfect for your future construction plans. With minimal wetlands on the property, you'll enjoy maximum use of this spacious lot, zoned R-2,

Lis Reed Berkshire Hathaway NE Prop.

237 Umpawaug Rd, Redding, CT 06896

Est $609,025 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,624 Sq Ft
11 Woodland Drive Extension, Redding, CT 06896

11 Woodland Drive Extension, Redding, CT 06896

/2
$499,000
- Land
- 9 Acres
- $56,130 per Acre
65 Umpawaug Rd, Redding, CT 06896

Glorious interior lot in pine setting on scenic Umpawaug Rd. Owner architect/builder can design and build to suit. See listing #170511696 Owner/agent

Jodi Langford Coldwell Banker Realty

65 Umpawaug Rd, Redding, CT 06896
/35
$1,900,000 Sold Jan 16, 2025
- 5,969 Sq Ft
- $318/SF
- 84 Days On Market
- 5 Beds
- 6 Baths
- Built 1925
207 Poverty Hollow Rd, Redding, CT 06896

Welcome to 207 Poverty Hollow Road, a stunning retreat on a tranquil street in Redding. This impressive 2-acre property makes a grand first impression with its elegant half-circle driveway. You'll be greeted by a beautifully landscaped front yard that offers a park-like ambiance. The property features an attached 2-car garage and a detached 2-car garage with an apartment-ideal for an

Jennifer Thomas-Heath Houlihan Lawrence

207 Poverty Hollow Rd, Redding, CT 06896

Est $701,786 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,939 Sq Ft
33 W Woodland Dr, Redding, CT 06896

33 W Woodland Dr, Redding, CT 06896

/2
$1,595,000 New Construction
- 4 Beds
- 3.5 Baths
- 3,400 Sq Ft
65 Umpawaug Rd, Redding, CT 06896

Custom home to be built by Frank Talcott Inc. Website Frank Talcott Inc. Floor plan can be modified to owner's needs. Privately set on almost 9 Ac on picturesque Umpawaug Rd. Home features open floor plan, 9 ft ceilings, lots of glass, custom millwork and state of the art kitchen. Traditional home plans also available. Architect/builder will custom design home to buyer's specifications. See

Jodi Langford Coldwell Banker Realty

65 Umpawaug Rd, Redding, CT 06896
$1,300,000 Sold Jan 11, 2025
- 5,858 Sq Ft
- $222/SF
- 39 Days On Market
- 5 Beds
- 5.5 Baths
- Built 1985
62 High Ridge Rd, Redding, CT 06896

Fabulous 5BR colonial with main level primary suite and in-ground pool! Nestled on nearly three gorgeous and level acres is 62 High Ridge Road, which boasts more than 5,800SF of luxurious living and many recent upgrades. Entertaining comes easy in this home with a gorgeous chef's kitchen that leads to a new Trex deck and bluestone patio, an oversized dining room with woodburning fireplace, and a

Tim Dent Coldwell Banker Realty

62 High Ridge Rd, Redding, CT 06896

Est $1,216,000 Not Listed For Sale
- 5 Beds
- 6.5 Baths
- 5,848 Sq Ft
411 Rock House Rd, Redding, CT 06896

411 Rock House Rd, Redding, CT 06896

/40
$1,049,000 Pending
- 3 Beds
- 2.5 Baths
- 2,796 Sq Ft
89 Limekiln Rd, Redding, CT 06896

Picture perfect modern craftsman home in premier West Redding location on 2.14 park-like acres bordered by the Redding Land Trust Limekiln nature preserve w/highest attention to detail inside & out. Over $550K of continuous improvements by the current owners: standing seam metal roof; extensive landscape/hardscape including clearing & plantings of Norway spruces, flowering trees, & perennial

Laura Ancona William Pitt Sotheby's Int'l

89 Limekiln Rd, Redding, CT 06896
$1,295,000 Sold Jan 07, 2025
- 3,788 Sq Ft
- $342/SF
- 108 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1967
47 Chestnut Woods Rd, Redding, CT 06896

WOW! Exceptional timber frame country home with 4 floors of living on over 6 gorgeous, private acres in one of Redding's most coveted locations. Large gourmet kitchen w/6-burner Wolf range, island and amazing walk-in pantry opens to 35'x35' great room with soaring cathedral beamed ceiling and walls of two-story windows. French doors open to large deck w/stainless steel cable railings w/LED

Margi Esten Coldwell Banker Realty

47 Chestnut Woods Rd, Redding, CT 06896

Est $435,000 Not Listed For Sale
- 5 Beds
- 7 Baths
- 7,162 Sq Ft
118 Mountain Rd, Redding, CT 06896

118 Mountain Rd, Redding, CT 06896

/35
$899,900 Pending
- 5 Beds
- 3.5 Baths
- 2,933 Sq Ft
14 Chapman Place, Redding, CT 06896

Picture perfect 5+ Bedroom Colonial on a beautiful and private level lot in a cul-de-sac neighborhood. Not your average cookie-cutter house--this lovely home has room for everyone with 4 bedrooms and two full baths upstairs, plus a versatile main level bonus suite with two rooms and its own full bath, ideal as an in-law or au pair suite. The sunny eat-in kitchen has been expanded to include two

Svetlana Mastrogiannis William Raveis Real Estate

14 Chapman Place, Redding, CT 06896
$418,000 Sold Dec 31, 2024
- 1,064 Sq Ft
- $393/SF
- 104 Days On Market
- 2 Beds
- 1 Bath
- Built 1973
380 Newtown Turnpike, Redding, CT 06896

Welcome to 380 Newtown Turnpike. This two-bedroom cottage is beautifully sited on 2 bucolic acres in the heart of Redding CT.. It's a perfect downsizer, starter home, or weekend retreat. Make this home your own or bring your vision. There are endless possibilities that await. The town of Redding is located near wonderful restaurants, shops, hiking trails, arts, a great escape and just 65 miles

Elizabeth Tritschler William Raveis Real Estate

380 Newtown Turnpike, Redding, CT 06896

Est $601,557 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,811 Sq Ft
82 Mountain Rd, Redding, CT 06896

82 Mountain Rd, Redding, CT 06896

/40
$995,000 Pending
- 4 Beds
- 2.5 Baths
- 3,677 Sq Ft
11 Limekiln Rd, Redding, CT 06896

Exceptional colonial in top West Redding location, set back on 2.82 private acres with fenced in backyard, mature landscaping, extensive perennial gardens, stone walkways, plus expansive new stone patio and custom firepit for outdoor enjoyment. Total 3,677 sf with 4 bedrooms, 2/1 baths, great layout, newly refinished hardwood floors, crown molding, 3 fireplaces, and oversized garage to fit 3

Laura Ancona William Pitt Sotheby's Int'l

11 Limekiln Rd, Redding, CT 06896
$472,000 Sold Dec 25, 2024
- 1,512 Sq Ft
- $312/SF
- 98 Days On Market
- 2 Beds
- 1 Bath
- Built 1967
376 Newtown Turnpike, Redding, CT 06896

Welcome to 376 Newtown Turnpike. This two-bedroom cottage is beautifully sited and tucked back on a bucolic 1.82-acre lot. It's a perfect downsizer, starter home, or weekend retreat. Make this home your own or bring your vision. There are endless possibilities that await . The town of Redding is located near wonderful restaurants, shops, hiking trails, arts, a great escape and just 65 miles to

Elizabeth Tritschler William Raveis Real Estate

376 Newtown Turnpike, Redding, CT 06896

Est $1,163,353 Not Listed For Sale
- 4 Beds
- 4 Baths
- 4,036 Sq Ft
94 Mountain Rd, Redding, CT 06896

94 Mountain Rd, Redding, CT 06896

/40
$924,900 Pending
- 4 Beds
- 3.5 Baths
- 2,828 Sq Ft
235 Lonetown Rd, Redding, CT 06896

Privacy, quality, style, and convenience! This four-bedroom colonial, built in 2003, could easily live as a five-bedroom. Designed with attention to detail and comfort, it offers the perfect blend of spaces inside and out for hanging out with close family and friends and entertaining. There are hardwood floors throughout and many windows and french doors that welcome the eastern and western light

Mary Phelps William Pitt Sotheby's Int'l

235 Lonetown Rd, Redding, CT 06896
$775,000 Sold Dec 20, 2024
- 2,113 Sq Ft
- $367/SF
- 41 Days On Market
- 4 Beds
- 3 Baths
- Built 1976
131 Simpaug Turnpike, Redding, CT 06896

West Redding's newest hidden gem, a gorgeous 4 bedroom w/ 3 full bath home completely restored top to bottom. Simplicity & elegance become one, nestled on a wooded 2 acre lot promising quietude & serenity in this highly sought after quintessential New England neighborhood. Entering the home, warm tones & the vast vaulted ceilings, wood faux beams along w/ craftsman style railings welcome you into

Adam Roy BHGRE Gaetano Marra Homes

131 Simpaug Turnpike, Redding, CT 06896

Est $769,585 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,931 Sq Ft
43 Pine Mountain Rd, Redding, CT 06896

43 Pine Mountain Rd, Redding, CT 06896

/37
$949,000 Pending
- 4 Beds
- 2.5 Baths
- 3,347 Sq Ft
33 Great Meadow Rd, Redding, CT 06896

Turnkey four-bedroom home is the crown jewel of a serene cul-de-sac minutes to award-winning ER-9 schools. Featuring a transitional aesthetic, newer systems, and sophisticated upgrades throughout, the home's elevated interiors include designer paint schemes, light fixtures from Pottery Barn and Possini Euro, and Kohler faucets. The comfortable layout features a bright and sunny eat-in kitchen, a

Mary Phelps William Pitt Sotheby's Int'l

33 Great Meadow Rd, Redding, CT 06896
$1,399,000 Sold Dec 19, 2024
- 5,598 Sq Ft
- $250/SF
- 31 Days On Market
- 4 Beds
- 5 Baths
- Built 2001
21 Long Wall Rd, Redding, CT 06896

Nestled in the serene Redding countryside, this custom colonial blends timeless elegance with modern comfort on 3.2 manicured acres at the end of a private cul-de-sac. Enter through a grand stone-pillared driveway surrounded by the Redding Trust Land Conservancy. This home features 4 bedrooms, 3 full baths, and 2 half baths, showcasing exceptional craftsmanship. The grand two-story foyer opens to

Sarah Fair William Raveis Real Estate

21 Long Wall Rd, Redding, CT 06896

Est $864,800 Not Listed For Sale
- 5 Beds
- 4 Baths
- 3,683 Sq Ft
11 Seventy Acre Rd, Redding, CT 06896

11 Seventy Acre Rd, Redding, CT 06896

/39
$849,900 Pending
- 4 Beds
- 3 Baths
- 3,982 Sq Ft
45 Great Pasture Rd, Redding, CT 06896

Antique lovers, prepare to fall in love! The historic Deacon Samuel Read house, a Federal style colonial, built in 1745 by the founding family of Redding, CT. Enter the stunning 11 X 24 entry hall with exquisite millwork, a gracious sweeping staircase and original wide plank oak floors that run throughout the house. 9+ foot ceilings on the first floor enhance the elegant formal living room and

Joe Scozzafava William Raveis Real Estate

45 Great Pasture Rd, Redding, CT 06896
$450,000 Sold Dec 17, 2024
- 1,224 Sq Ft
- $368/SF
- 60 Days On Market
- 3 Beds
- 2 Baths
- Built 1958
18 Great Meadow Rd, Redding, CT 06896

Please come see this gem and make it your own. Great location and a beautiful level 2+acre lot. Close to all schools and municipalities. Enjoy the serene Redding lifestyle with an easy commute to any Fairfield County location. A must see!

Pam Gleason Gleason Group Real Estate LLC

18 Great Meadow Rd, Redding, CT 06896

Est $746,923 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,484 Sq Ft
39 Seventy Acre Rd, Redding, CT 06896

39 Seventy Acre Rd, Redding, CT 06896

/40
$578,500 Pending
- 2 Beds
- 2 Baths
- 1,542 Sq Ft
22 Ledgeway Rd, Redding, CT 06896

The gentle sound of the Aspetuck River warmly invites you to this stunning and idyllic property with a lovely pond. This is an incredible opportunity for investors and builders to bring their vision to life, whether by expanding or rebuilding this charming A-frame/hippie hideaway. With adjoining open space along the Easton border, the possibilities are endless. Inside, the cozy living room

Michele Milton Coldwell Banker Realty

22 Ledgeway Rd, Redding, CT 06896
$639,000 Sold Dec 16, 2024
- 1,968 Sq Ft
- $325/SF
- 1 Day On Market
- 3 Beds
- 2 Baths
- Built 1974
436 Black Rock Turnpike, Redding, CT 06896

Wend your way up a private country road to this welcoming Contemporary nestled on a 2.42 acre low maintenance wooded knoll. Enjoy treetop living from within the dramatic Great Room with its beamed cathedral ceiling highlighted by the centered 2-story fireplace and walls of sliders beckoning you to come outside to the large inviting wraparound 2 level decks. The comfortable dining area is perfect

Marilyn Sloper Coldwell Banker Realty

436 Black Rock Turnpike, Redding, CT 06896

Est $608,561 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,540 Sq Ft
74 Old Redding Rd, Redding, CT 06896

74 Old Redding Rd, Redding, CT 06896

/29
$2,499,000 Pending
- 7 Beds
- 7 Baths
- 10,197 Sq Ft
4 Longwood Dr, Redding, CT 06896

Welcome to 4 Longwood Drive, a quintessential New England retreat set on 3.75 serene acres of amenity filled living spaces. This exquisite property provides an idyllic lifestyle amidst natural beauty, making it a perfect haven for families and individuals seeking comfort, elegance, and tranquility. The stone and shingle exterior of this elegant, custom-designed colonial residence was influenced

Jeffrey Kaplan William Raveis Real Estate

4 Longwood Dr, Redding, CT 06896
$1,225,000 Sold Dec 12, 2024
- 4,200 Sq Ft
- $292/SF
- 92 Days On Market
- 4 Beds
- 5 Baths
- Built 1937
28 Limekiln Rd, Redding, CT 06896

This exceptional 1937 Colonial farmhouse, expanded and remodeled in 2003, seamlessly melds a classic exterior with contemporary interior spaces that artfully juxtapose vintage warmth with modern style. Stand-out spaces delight at every turn. The main-level Guest Suite features a spacious bedroom, ensuite bath, an auxiliary pantry, a den with French doors opening to a private patio and gardens.

Roni Agress William Pitt Sotheby's Int'l

28 Limekiln Rd, Redding, CT 06896

Est $565,490 Not Listed For Sale
- 2 Beds
- 2 Baths
- 999 Sq Ft
2 Old Redding Rd, Redding, CT 06896

2 Old Redding Rd, Redding, CT 06896

/33
$1,695,000 Pending
- 5 Beds
- 5 Baths
- 5,535 Sq Ft
34 Lonetown Rd, Redding, CT 06896

One of the earliest known surviving examples of Craftsman architecture in Redding, this rambling 1906 ARTS&CRAFTS home, w/ 2003, 2,000-sf addition. 7+ private level acres w/professional landscaping. English cottage style diamond paned windows; hand-cut mission woodwork; board & batten wainscoting; irregular rooflines; overhanging eaves and a 72' front porch. 4 original floor-to-ceiling fieldstone

Anne-Marie Nordgren Coldwell Banker Realty

34 Lonetown Rd, Redding, CT 06896
$750,000 Sold Dec 11, 2024
- 3,211 Sq Ft
- $234/SF
- 26 Days On Market
- 5 Beds
- 3 Baths
- Built 1967
96 Gallows Hill Rd, Redding, CT 06896

Welcome to your dream home in the desirable town of Redding! This beautifully designed 5-bedroom, 3-full-bathroom split-level residence sits on over 2 acres of pristine land, offering an abundance of space and privacy. With over 2,200 square feet of above-grade living space, this home is perfect for families of all sizes. Step inside to discover a spacious and inviting layout, featuring a

Ryan Newport William Raveis Real Estate

96 Gallows Hill Rd, Redding, CT 06896

Est $1,135,571 Not Listed For Sale
- 5 Beds
- 4 Baths
- 4,078 Sq Ft
29 Topledge Rd, Redding, CT 06896

29 Topledge Rd, Redding, CT 06896

/40
$949,000 Under Contract
- 4 Beds
- 2.5 Baths
- 2,585 Sq Ft
58 Deacon Abbott Rd, Redding, CT 06896

Welcome to the center of Redding, where classic Colonial charm and comfortable living come together in this beautifully maintained home. Situated on 2 picturesque, fully fenced acres, this 4 bedroom and 2.5 bath home offers a warm and inviting layout. The expansive front porch is a standout feature - ideal for your morning coffee or quiet moments overlooking the beautifully manicured front yard.

Jennifer Lockwood Coldwell Banker Realty

58 Deacon Abbott Rd, Redding, CT 06896

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