Redding, CT Homes

/28
$1,625,000
- 4 Beds
- 4 Baths
- 3,501 Sq Ft
56 Cross Hwy, Redding, CT 06896

Experience the epitome of tranquility in this country retreat, nestled on over 18 acres of paradise.Adjacent to the sprawling 100+ acres of Samuel E. Hill Little River Nature Preserve and Robins Trail, this home is the perfect oasis.As you enter the main level, you immediately feel the rustic charm.The 1st floor includes a cozy bedroom, a sunlit family room, a kitchen, and a dining room.The 4

Marissa Tartaglia William Pitt Sotheby's Int'l

56 Cross Hwy, Redding, CT 06896
/26
$3,800 total monthly price
- 2 Beds
- 1.5 Baths
- 1,632 Sq Ft
- House for Rent
8 Sunnyview Dr, Redding, CT 06896

Unique Custom-Built Barndominium for Rent on 1 Acre - A Rare Find! Experience fabulous living in this charming, custom-built barndominium nestled on a spacious 1-acre lot. Bursting with natural sunlight, this one-of-a-kind home features hardwood floors, central air, and generously sized rooms throughout. The main level offers a bright and open kitchen, living room, dining area with French doors

Denise Napoleone William Raveis Real Estate

8 Sunnyview Dr, Redding, CT 06896
$1,700,000 Sold Sep 15, 2025
- 5,098 Sq Ft
- $333/SF
- 31 Days On Market
- 4 Beds
- 5 Baths
- Built 1997
9 Long Meadow Ln, Redding, CT 06896

Live your best life in this Quintessential 4 Bedroom Center Hall Colonial home located on one of Redding's most desirable streets. Long Meadow Lane is a quiet cul-de-sac in the sought after Redding Ridge neighborhood, close to schools & Redding Center. Enjoy the last of the warm months by the pool & play Bacci with family in the private yard abutting a land trust that can't be developed. The home

Jessica Brookbanks Coldwell Banker Realty

9 Long Meadow Ln, Redding, CT 06896

Est $1,458,760 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 4,352 Sq Ft
951 N Park Avenue Extension, Redding, CT 06896

951 N Park Avenue Extension, Redding, CT 06896

/40
$1,550,000
- 5 Beds
- 6 Baths
- 7,833 Sq Ft
34 Fox Run Rd, Redding, CT 06896

Updated Price Drop! This exceptional luxury home has just been completed and is ready to welcome its first owner. Boasting 5 beds, 4 full baths, and 2 half baths, this residence blends elegance with modern convenience, offering a lifestyle of comfort and sophistication. Step inside to a grand 2-story foyer, setting the stage for the home's expansive open floor plan. The sun-drenched family room

Patrick Capobianco Dave Jones Realty, LLC

34 Fox Run Rd, Redding, CT 06896
$1,280,000 Sold Sep 11, 2025
- 5,307 Sq Ft
- $241/SF
- 21 Days On Market
- 5 Beds
- 5 Baths
- Built 1997
16 Cricklewood Rd, Redding, CT 06896

Welcome to this beautiful, five-bedroom Colonial style home! Set at the end of a quiet, desirable cul-de-sac, close to the Joel Barlow nationally recognized high school. Exceptional home showcasing the private grounds, towering trees, expansive front porch, dual back yard decks and the lovely heated, Gunite pool area. Step inside the elegant foyer and you'll find the impressive Family Room with

Diane Millas William Raveis Real Estate

16 Cricklewood Rd, Redding, CT 06896

Est $1,243,380 Not Listed For Sale
- 5 Beds
- 4 Baths
- 4,631 Sq Ft
5 Windy Hill Rd, Redding, CT 06896

5 Windy Hill Rd, Redding, CT 06896

/40
$1,199,000 Under Contract
- 4 Beds
- 4 Baths
- 4,020 Sq Ft
14 Guardhouse Dr, Redding, CT 06896

Exceptional Colonial Farmhouse Retreat: Set on 2 private acres in a sought-after cul-de-sac and neighborhood off prestigious Umpawaug Road, this ~4,000 sq ft residence offers a perfect blend of charm, comfort, and convenience in West Redding. The grounds are truly captivating, with a gunite pool, rolling lawn, mature gardens, three barn-style garages, split-rail fencing, and inviting stone

Erica Acheychek Compass Connecticut, LLC

14 Guardhouse Dr, Redding, CT 06896
$855,000 Sold Sep 11, 2025
- 3,472 Sq Ft
- $246/SF
- 38 Days On Market
- 4 Beds
- 3.5 Baths
- Built 2003
235 Lonetown Rd, Redding, CT 06896

Exceptional value, enormous potential, a fabulous opportunity and ready for a quick close! This four-bedroom Colonial, built in 2003, offers a perfect fusion of comfortable living, serene country lifestyle and an inviting atmosphere of warmth and welcome. Spanning 2,828 square feet of above-grade living space this home is perfectly poised for comfortable family gatherings, cozy evenings by the

Roni Agress William Pitt Sotheby's Int'l

235 Lonetown Rd, Redding, CT 06896

Est $1,284,175 Not Listed For Sale
- 5 Beds
- 6 Baths
- 5,363 Sq Ft
7 Windy Hill Rd, Redding, CT 06896

7 Windy Hill Rd, Redding, CT 06896

/40
$1,095,000 Under Contract
- 5 Beds
- 3.5 Baths
- 3,778 Sq Ft
51 Farview Farm Rd, Redding, CT 06896

Stately colonial home, set high on 2.04 acres with rolling level lawn in Redding's most sought after neighborhood, Farview Farms, w/private recreational association including Olympic-sized pool, tennis, clubhouse, plus hiking trails & pond for fishing/skating. Picture perfect setting w/sweeping drive, stone walls, expansive deck & mature trees. This generous home offers 3,778sf with modern open

Laura Ancona William Pitt Sotheby's Int'l

51 Farview Farm Rd, Redding, CT 06896
$1,837,500 Sold Sep 04, 2025
- 6,069 Sq Ft
- $303/SF
- 72 Days On Market
- 4 Beds
- 5 Baths
- Built 1998
7 Long Meadow Ln, Redding, CT 06896

Experience unparalleled privacy, luxury & breathtaking natural beauty in this custom-built Nantucket shingle-style masterpiece. Sited on 4.39 acres atop one of the highest points in Fairfield County on a coveted Redding lane, this exceptional home offers panoramic 360 degree views which include Long Island Sound & dramatic sunrises and sunsets. With its hilltop setting & neighboring nature

Kelly Higgins Coldwell Banker Realty

7 Long Meadow Ln, Redding, CT 06896

Est $2,060,120 Not Listed For Sale
- 4 Beds
- 6 Baths
- 6,218 Sq Ft
78 George Hull Hill Rd, Redding, CT 06896

78 George Hull Hill Rd, Redding, CT 06896

/40
$985,000
- 4 Beds
- 2.5 Baths
- 3,080 Sq Ft
90 Old Stagecoach Rd, Redding, CT 06896

This Contemporary-style home offers space, privacy, and a peaceful connection to nature. With 3,080 square feet of thoughtfully designed living space, this 4-bedroom, 2.5-bath home combines modern comfort with a warm, open feel. The dramatic two-story foyer, cathedral ceilings and lots of large windows welcomes you with natural light and a feeling of openness, perfect for both everyday living and

Kathryn Schmitt William Raveis Real Estate

90 Old Stagecoach Rd, Redding, CT 06896
$779,000 Sold Sep 03, 2025
- 3,306 Sq Ft
- $236/SF
- 52 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1989
731 N Park Ave, Redding, CT 06896

You'll love the versatile floorplan in this cape style home with a farmhouse feel! Tucked on 2.45 pretty acres and surrounded on 2 sides by a tree farm, it affords peacefulness and privacy. Step into the foyer and be amazed by the sunlight and spaciousness. The main level features an office, formal dining room and living room with built-ins and fireplace. The cheerful kitchen has painted

Kelly Higgins Coldwell Banker Realty

731 N Park Ave, Redding, CT 06896

Est $1,909,637 Not Listed For Sale
- 5 Beds
- 8 Baths
- 6,430 Sq Ft
6 Quarry Rock Rd, Redding, CT 06896

6 Quarry Rock Rd, Redding, CT 06896

/28
$685,000
- 4 Beds
- 3 Baths
- 1,917 Sq Ft
81 Picketts Ridge Rd, Redding, CT 06896

TWO houses (#81 and #83) on peaceful over-an-acre property! Unique INVESTMENT Opportunity in Redding! Excellent for multi-generational family, investors or help subsidize your mortgage! Charming Colonial/Cape with detached COTTAGE/IN-LAW. Bright and spacious single family house in the quaint town of Redding. Main floor includes large living room with bay window and open floor plan into formal

Sarah Harwood Coldwell Banker Realty

81 Picketts Ridge Rd, Redding, CT 06896
$1,700,000 Sold Sep 03, 2025
- 6,101 Sq Ft
- $279/SF
- 35 Days On Market
- 5 Beds
- 3.5 Baths
- Built 1985
37 Giles Hill Rd, Redding, CT 06896

More than a home, this soulful country estate is a living, breathing sanctuary-a place to reconnect with nature, beauty, and what matters most. This quintessential CT farmhouse is like new in every way, but steeped in New England tradition with split rail fencing, over a dozen stone walls, charming front porch, rolling lawn, plus mature flowering trees/gardens. Set back from the road on nearly 5

Laura Ancona William Pitt Sotheby's Int'l

37 Giles Hill Rd, Redding, CT 06896

Est $1,241,750 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 4,672 Sq Ft
30 Wood Rd, Redding, CT 06896

30 Wood Rd, Redding, CT 06896

/36
$949,000
- 4 Beds
- 3 Baths
- 2,787 Sq Ft
15 Bartram Dr, Redding, CT 06896

Tucked away on a peaceful cut-de-sac and boarderd by the serene woodlands of Putnam State Park, this fully renovated contemporary offers a blend of modern luxury and natural beauty. Set on a private 2+ acres, this four bedroom three full bath home is an exceptional retreat just minutes from the heart of Redding. Enter inside to soaring ceilings, clean lines and sun drenched interiors thanks to

Liz Furrer Coldwell Banker Realty

15 Bartram Dr, Redding, CT 06896
$1,675,000 Sold Sep 03, 2025
- 4,495 Sq Ft
- $373/SF
- 267 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1820
279 Black Rock Turnpike, Redding, CT 06896

Rare opportunity to own one the areas most treasured Mini Compounds, nestled on 2+ beautiful acres of tranquility. At the heart, is an elegant 1820 Farmhouse meticulously updated offering 1,848 sqft of living space featuring 4 Bdrms & 1.5 Baths - each room is a testament to its architectural heritage, Hardwood Flrs, exposed beams, & exquisite Millwork + a beautifully renovated KIT blending modern

Karla Murtaugh Compass Connecticut, LLC

279 Black Rock Turnpike, Redding, CT 06896

Est $1,358,988 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 4,466 Sq Ft
15 Dayton Rd, Redding, CT 06896

15 Dayton Rd, Redding, CT 06896

/36
$699,000
- 4 Beds
- 2.5 Baths
- 2,070 Sq Ft
27 W Woodland Dr, Redding, CT 06896

Privacy, convenience, and timeless value, all in a truly special Redding setting. Welcome to 27 W Woodland Drive, a charming Colonial offering over 2,000 square feet of living space, tucked away at the end of a peaceful cul-de-sac in a neighborhood with minimal through traffic, offering a comfortable and welcoming environment. This four-bedroom, two-and-a-half-bath home provides the perfect blend

Julie Setterlund William Pitt Sotheby's Int'l

27 W Woodland Dr, Redding, CT 06896
$1,025,000 Sold Sep 02, 2025
- 3,217 Sq Ft
- $319/SF
- 124 Days On Market
- 5 Beds
- 2.5 Baths
- Built 1767
149 Limekiln Rd, Redding, CT 06896

Tucked away on a scenic country road in the heart of Redding, 149 Limekiln Road is a rare blend of historic charm, spacious living, and natural beauty. A thoughtfully designed wing added in 1964 expanded the home's footprint, creating versatile spaces perfect for today's lifestyle. Inside, you'll find original chestnut wide-plank floors, custom built-ins, a gourmet kitchen, and three fireplaces

Chadwick Ciocci Higgins Group Greenwich

149 Limekiln Rd, Redding, CT 06896

Est $1,469,055 Not Listed For Sale
- 4 Beds
- 5 Baths
- 4,365 Sq Ft
358 Newtown Turnpike, Redding, CT 06896

358 Newtown Turnpike, Redding, CT 06896

/40
$3,200,000
- 4 Beds
- 6 Baths
- 6,000 Sq Ft
29 Goodsell Hill Rd, Redding, CT 06896

Exceptional custom-built home by top tier builder - Fletcher Custom Homes and designed by acclaimed architect Chris Pagliaro with interiors by Mark Finley. Sophistication and architectural details at every turn. The Main Level impresses with soaring ceilings, radiant heated floors, and walls of glass. An impressive Chef's Kitchen features 2" waterfall island tops and a stunning glass wine wall

Karla Murtaugh Compass Connecticut, LLC

29 Goodsell Hill Rd, Redding, CT 06896
$1,700,000 Sold Aug 28, 2025
- 6,712 Sq Ft
- $253/SF
- 46 Days On Market
- 5 Beds
- 7 Baths
- Built 1940
135 Limekiln Rd, Redding, CT 06896

The Luxury-in-the-Country Lifestyle. Discover this exquisite 5BR, 5BA, 2HBA country-chic home, nestled on 2 acres of manicured grounds. A seamless blend of vintage allure and contemporary luxury, this 6,712 sqft residence offers a guest cottage, 3-car garage, and potential for a pool. The main house features a spectacular family room, formal dining, a sophisticated office, and an expansive

Roni Agress William Pitt Sotheby's Int'l

135 Limekiln Rd, Redding, CT 06896

Est $1,288,934 Not Listed For Sale
- 5 Beds
- 4.5 Baths
- 5,237 Sq Ft
32 Blueberry Hill Rd, Redding, CT 06896

32 Blueberry Hill Rd, Redding, CT 06896

/32
$1,995,000
- 4 Beds
- 4.5 Baths
- 6,259 Sq Ft
2 Longwood Dr, Redding, CT 06896

*Quintessential New England Retreat in Redding, CT* Welcome to 2 Longwood Drive, an exquisite property providing an idyllic lifestyle amidst natural beauty. This custom-built colonial residence has been meticulously cared for by its sole owner and features 6,259 sq. ft. of open concept living on 2.72 private, landscaped acres, offering the perfect blend of timeless charm and modern luxury. A

Jeffrey Kaplan William Raveis Real Estate

2 Longwood Dr, Redding, CT 06896
$1,075,000 Sold Aug 25, 2025
- 3,203 Sq Ft
- $336/SF
- 43 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1979
19 Pheasant Ridge Rd, Redding, CT 06896

Welcome home, this house has it all! Tucked away on tranquil cul-de-sac, this classic colonial sits on beautifully landscaped grounds with a private backyard oasis-complete with a wisteria-draped pergola, vibrant gardens, pool, putting green, firepit, and spaces for alfresco dining and entertaining. Just past Huntington State Park and pastoral farmland, the approach to this home is as charming as

Barbara Reynolds Brown Harris Stevens

19 Pheasant Ridge Rd, Redding, CT 06896

Est $1,576,721 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 5,644 Sq Ft
2 Chapman Place, Redding, CT 06896

2 Chapman Place, Redding, CT 06896

/35
$949,000
- 4 Beds
- 3.5 Baths
- 4,641 Sq Ft
283 Redding Rd, Redding, CT 06896

Welcome to "Hawks Nest"- a one-of-a-kind 1936 expanded ranch offering 4,600 sq ft of space, filled with history, character, and modern updates. Originally built by famed aviator Frank Hawks, this unique property offers timeless charm with today's comforts, backing up to a sprawling and serene 2.47 acres. The main level enjoys open concept living which features a spacious living room, kitchen,

Lynne Murphy Berkshire Hathaway NE Prop.

283 Redding Rd, Redding, CT 06896
$955,000 Sold Aug 22, 2025
- 2,278 Sq Ft
- $419/SF
- 61 Days On Market
- 4 Beds
- 3 Baths
- Built 1938
33 Great Pasture Rd, Redding, CT 06896

From the moment you enter the gates and wend your way up the winding private driveway, you will be impressed by the magnificent plantings and delightful curb appeal of this storybook cape! This is a true retreat with many relaxation spots, separate studio and new pool. Enter the main house and fall in love with the grand living room with fireplace, the French doors overlooking the gorgeous

Nancy Crosland Darien William Pitt Sotheby's Int'l

33 Great Pasture Rd, Redding, CT 06896

Est $924,602 Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 2,925 Sq Ft
1 Woods Way, Redding, CT 06896

1 Woods Way, Redding, CT 06896

/8
$615,000
- Land
- 8.24 Acres
- $74,636 per Acre
24 Costa Ln, Redding, CT 06896

Beautiful, subdividable building lot in highly sought West Redding. Peaceful cul-de-sac lined with well-maintained single family homes. Highly desirable area. Centrally located, minutes from Redding Elementary School, Redding Country Club, Community Center, Town Hall and Emergency Services. Newly surveyed with fresh markers. Number of lots subject to Town Approval. Additional Land available.

Tania Stergue William Raveis Real Estate

24 Costa Ln, Redding, CT 06896
$745,000 Sold Aug 21, 2025
- 2,622 Sq Ft
- $284/SF
- 54 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1960
16 Howes Ln, Redding, CT 06896

Welcome to 16 Howes Lane-peacefully tucked away at the end of a quiet cul-de-sac in scenic Redding, CT. This beautifully maintained 3-bedroom, 2.5-bath Colonial is rich in character and flooded with natural light. The home features hardwood floors, custom built-ins, a wood burning fireplace, and a modern kitchen with newer stainless steel appliances. The inviting layout includes a formal dining

Cheryl Bertini Redfin Corporation

16 Howes Ln, Redding, CT 06896

Est $806,653 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,988 Sq Ft
2 Woods Way, Redding, CT 06896

2 Woods Way, Redding, CT 06896

/37
$769,000
- 5 Beds
- 3 Baths
- 2,458 Sq Ft
22 Lonetown Rd, Redding, CT 06896

NEW PRICE**** Fantastic opportunity to make Redding your home! This spacious 5-bedroom, 3-bath Cape Cod offers the perfect blend of classic charm and modern updates. Enjoy an updated kitchen and two stylishly renovated bathrooms, gleaming hardwood floors, and a newer high-efficiency boiler for comfort and savings. Stay cool with central air, and bring your vision to life in the full walk-out

Marie Borner Coldwell Banker Realty

22 Lonetown Rd, Redding, CT 06896
$1,390,000 Sold Aug 18, 2025
- 4,825 Sq Ft
- $288/SF
- 27 Days On Market
- 6 Beds
- 5.5 Baths
- Built 2009
99 Cross Hwy, Redding, CT 06896

Once a colonial cottage, now a country enclave full of charming spaces and modern conveniences. The heart of the home at 99 Cross Highway is the professional grade kitchen, that is open to a sitting room, gorgeous dining room and sunlit breakfast room. To one side of this central hub you will find a spacious family room with wet bar & another fireplace. On the other, a luxurious guest suite

Karen Hagen Compass Connecticut, LLC

99 Cross Hwy, Redding, CT 06896

Est $843,017 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,221 Sq Ft
14 Woods Way, Redding, CT 06896

14 Woods Way, Redding, CT 06896

Showing Results 41 - 80, Page 2 of 18

Connecticut Fairfield County Redding

How to Buy a Home How to Finance a Home How to Sell a Home

Find More Real Estate & Homes for Sale by State

Top Cities with Homes For Sale

Top Counties with Homes For Sale

More Real Estate For Sale Near Me

Homes in Nearby Neighborhoods

Homes in Nearby Cities

Homes in Nearby Counties

Homes in Nearby Zip Codes

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage