Redding, CT Homes

• 

  

  

  /40

  $940,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 3,698 Sq Ft

  7 Guardhouse Dr, Redding, CT 06896

  Charming Colonial in Sought-After Cul-de-Sac Neighborhood. Welcome to this light-filled Colonial nestled on a quiet cul-de-sac in a highly desirable neighborhood. A newly repaved circular driveway, framed by professionally designed landscaping, sets a gracious tone as you arrive. Inside, fresh paint and refinished hardwood floors create a bright and inviting atmosphere. Elegant details abound,

  

  Heather Lindgren

  Coldwell Banker Realty

  (203) 457-8248

  7 Guardhouse Dr, Redding, CT 06896
• Explore Redding

• 

  

  

  /22

  $3,900 total monthly price

  • 3 Beds
  • 2.5 Baths
  • 1,576 Sq Ft
  • House for Rent

  21 Simpaug Turnpike, Redding, CT 06896

  Charming, sun-filled, 3 bedroom, 2.5 bath farmhouse style home featuring hardwood floors throughout, built-in bookcases and a spacious deck, perfect for outdoor entertaining. Ideally located in West Redding with close proximity to Topstone Park, scenic hiking trails and just minutes to downtown Ridgefield, the train and shopping. A wonderful blend of character, comfort and convenience. Full size

  Debbie Gore Coldwell Banker Realty

  21 Simpaug Turnpike, Redding, CT 06896
• 

  $1,050,000 Sold Nov 21, 2025

  • 3,778 Sq Ft
  • $278/SF
  • 54 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1978

  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
• 

  Est $1,367,524 Not Listed For Sale

  • 3 Beds
  • 5 Baths
  • 4,040 Sq Ft

  14 Lonetown Rd, Redding, CT 06896

  14 Lonetown Rd, Redding, CT 06896
• 

  

  

  /18

  $979,000

  • 4 Beds
  • 3.5 Baths
  • 3,578 Sq Ft

  22 Ledgewood Rd, Redding, CT 06896

  A Modern Farmhouse retreat designed for your perfect escape from the city, set on 2 serene acres in southern Redding. Positioned on a quiet, picturesque street with underground power lines, this home offers a clean, unobstructed landscape and enhanced reliability during storms. Step inside to an inviting open-concept layout where the living room flows seamlessly into the kitchen perfect for daily

  Barbara Pincione Houlihan Lawrence

  22 Ledgewood Rd, Redding, CT 06896
• 

  

  /12

  $2,500 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,500 Sq Ft
  • Townhouse for Rent

  96 Portland Ave, Redding, CT 06896

  Sunny 2 bedroom apartment conveniently located in Georgetown. Minutes from Rt 7 and metro North. This unit can also Include a 1 car garage and 500+ Sq. Ft of storage for an additional $1000 per month

  Bonnie Troy Howard Hanna Rand Realty

  96 Portland Ave, Redding, CT 06896
• 

  $650,000 Sold Nov 20, 2025

  • 2,009 Sq Ft
  • $324/SF
  • 175 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1958

  18 Great Meadow Rd, Redding, CT 06896

  Welcome to 18 Great Meadow Road, a newly renovated home with a completely flat 2.5 acre lot on a quiet, cul-de-sac street. This house is the perfect combination of country side living but in a state of the art, almost new construction house. Although quiet and scenic, you are only 2 miles from the highly rated Joel Barlow high school and essentially in "central" Fairfield County close to all

  Jason Saphire www.HomeZu.com

  18 Great Meadow Rd, Redding, CT 06896
• 

  Est $1,283,064 Not Listed For Sale

  • 3 Beds

  130 Picketts Ridge Rd, Redding, CT 06896

  130 Picketts Ridge 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
• 

  

  /21

  $4,600 total monthly price

  • 3 Beds
  • 1.5 Baths
  • 1,612 Sq Ft
  • House for Rent

  23 Church St, Wilton, CT 06897

  Looking for a happy place to live while renovating or needing a short-term rental? You will love living in this bright and charming 3 BR, 1.5 bath updated colonial antique located within walking distance to Georgetown shops and restaurants. Oversized windows flood this home with natural light while the open floor plan features wide plank floors; a lovely kitchen with granite countertops, and

  Michele Ferguson Nichols Douglas Elliman of Connecticut

  23 Church St, Wilton, CT 06897
• 

  $850,000 Sold Nov 19, 2025

  • 2,635 Sq Ft
  • $323/SF
  • 44 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1984

  3 Great Pond Ln, Redding, CT 06896

  Welcome Home to 3 Great Pond Lane in Redding, a beautiful residence with a storybook approach framed by manicured gardens and a stone walkway leading to the welcoming front porch. Inside, hardwood floors, cozy carpet, and an abundance of natural light flow throughout the functional floor plan. The main level features a gracious foyer, a living room with a fireplace, a dining room, and a

  Chip & Heather Neumann Houlihan Lawrence

  3 Great Pond Ln, Redding, CT 06896
• 

  Est $323,158 Not Listed For Sale

  659 Redding Rd, Redding, CT 06896

  659 Redding Rd, Redding, CT 06896
• 

  

  /38

  $1,195,000

  • 4 Beds
  • 2.5 Baths
  • 4,182 Sq Ft

  28 Sunnyview Dr, Redding, CT 06896

  Welcome to 28 Sunnyview Drive! Sited at the end of a cul-de-sac with Redding Land Trust property behind, it affords wonderful privacy for peaceful living. Built in 1999, this home has the traditional open floorplan that you are looking for. Step into the foyer which is flanked by the living room with french doors and formal dining room. The kitchen has custom detailing including a built-in hutch

  Kelly Higgins Coldwell Banker Realty

  28 Sunnyview Dr, Redding, CT 06896
• 

  

  /27

  $3,500 total monthly price

  • 3 Beds
  • 2.5 Baths
  • 1,553 Sq Ft
  • House for Rent

  107 Black Rock Turnpike, Redding, CT 06896

  Charming 3 BR/2 1/2 Bath Cottage - Enter at end of the new sidewalk to covered front porch (bring your rocking Chairs!) and thru the red Dutch door into this light and bright home - Hardwood Floors - Renovated Kitchen with Stainless Steel Appliances - Renovated Bathrooms - All freshly painted - Large Living Room with sliders to private deck looking out to the woods - The Fireplace is there for

  Sharon Hoverman Coldwell Banker Realty

  107 Black Rock Turnpike, Redding, CT 06896
• 

  $1,600,000 Sold Nov 18, 2025

  • 3,407 Sq Ft
  • $470/SF
  • 6 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1972

  35 Diamond Hill Rd, Redding, CT 06896

  Never before on the market! A true once-in-a lifetime opportunity to own an architectural gem! This custom mid-century Deck House, built and lovingly maintained by its original owners, has been thoughtfully expanded and updated over the years to meet the evolving needs of modern living-all while preserving its timeless design. Flooded w/ natural light and offering unmatched privacy, this home is

  Tanya Sprague William Raveis Real Estate

  35 Diamond Hill Rd, Redding, CT 06896
• 

  Est $783,450 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,828 Sq Ft

  7 Simpaug Turnpike, Ridgefield, CT 06877

  7 Simpaug Turnpike, Ridgefield, CT 06877
• 

  

  /40

  $1,350,000

  • 4 Beds
  • 3 Baths
  • 2,582 Sq Ft

  23 Goodsell Hill Rd, Redding, CT 06896

  This charming 1870 antique home is pure perfection conveniently located in West Redding. The secluded 3+ acre property with rolling landscape and exquisite perennial gardens with old stone walls is a true gem with beautiful period home features, wide-planked floors and 5 working fireplaces. The master suite with fireplace and full bath is conveniently located on the main floor with private access

  Bonnie Troy Howard Hanna Rand Realty

  23 Goodsell Hill Rd, Redding, CT 06896
• 

  

  /27

  $13,000 total monthly price

  • 3 Beds
  • 2 Baths
  • 3,004 Sq Ft
  • House for Rent

  26 Chalburn Rd, Redding, CT 06896

  The Otnes House is a true floating oasis and now available as a summer rental! This rolling property overlooks nearly 3.5 acres, complete with a one-of-a-kind pool carved into a natural stone quarry with beautiful surrounding gardens. John Johansen of the celebrated Harvard Five designed this mid-century modern for famous collage artist Fred Otnes, who lived here for over 50 years. Walls of glass

  Alexandra Friedman Compass Connecticut, LLC

  26 Chalburn Rd, Redding, CT 06896
• 

  $800,000 Sold Nov 12, 2025

  • 5,176 Sq Ft
  • $155/SF
  • 79 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1950

  1 Long Wall Rd, Redding, CT 06896

  First time on the market in forty-two years, welcome to 1 Long Wall Road! Situated in the center of Redding, minutes from Redding's schools, on a quiet Cul de sac, where neighbors stroll, walk dogs and families safely ride bikes. Nearby, Georgetown, Bethel and the Redding Market to shop. A multi-generational home on 2.76 acres, mature landscaping and babbling brook, access to Redding's hiking

  William Whitehead Berkshire Hathaway NE Prop.

  1 Long Wall Rd, Redding, CT 06896
• 

  Est $1,626,258 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 6,515 Sq Ft

  38 Goodsell Hill Rd, Redding, CT 06896

  38 Goodsell Hill Rd, Redding, CT 06896
• 

  

  /40

  $1,799,000

  • 5 Beds
  • 4 Baths
  • 2,452 Sq Ft

  32 Beeholm Rd, Redding, CT 06896

  Your exceptional 24+ acre private oasis awaits. This significant piece of Redding's natural beauty offers more than just a home; it includes two charming rustic cottages, adding an impressive 1,023 sq. ft. (#A) and 982 sq. ft. (#B) of versatile living space. Each cottage features 1 bedroom and 1 bath, providing ideal accommodations for guests, extended family, caretakers, or a steady revenue

  Ellen Garcia Brown Harris Stevens

  32 Beeholm Rd, Redding, CT 06896
• 

  

  /18

  $6,000 total monthly price

  • 4 Beds
  • 4 Baths
  • 3,080 Sq Ft
  • House for Rent

  26 Olmstead Rd, Redding, CT 06896

  A must see!!! Beautiful 3-bedroom , 3 -bath home in a great location. Kitchen has granite counter tops. Its open directly into a dining area. Living room with fireplace. Office, and library -perfect for work or relaxation. Backyard with grill ,ideal for family gatherings and outdoor fun. The property is on a private circle with views of the woods. Close to train, shopping, park, golf and health

  Lidiya Koval Lisowitch Real Estate Group LLC

  26 Olmstead Rd, Redding, CT 06896
• 

  $812,500 Sold Nov 10, 2025

  • 1,886 Sq Ft
  • $431/SF
  • 5 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1971

  29 Meeker Hill Rd, Redding, CT 06896

  Welcome to 29 Meeker Hill Road, a warm and inviting 4-bedroom, 2.5-bath home nestled on 2 acres of level, cleared land in beautiful Redding. With nearly 1,900 sq. ft. of living space, this multi-level home is filled with natural light and offers the perfect blend of comfort, charm, and practicality. The property's standout feature is the incredible barn-ideal as a workshop, studio, or creative

  JaKeith Jackson ASJ Realty Partners

  29 Meeker Hill Rd, Redding, CT 06896
• 

  Est $786,851 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,486 Sq Ft

  101 Peaceable St, Redding, CT 06896

  101 Peaceable St, Redding, CT 06896
• 

  

  /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
• 

  

  /38

  $10,500 total monthly price

  • 5 Beds
  • 4.5 Baths
  • 6,099 Sq Ft
  • House for Rent

  172 Umpawaug Rd, Redding, CT 06896

  Welcome to your private retreat in the heart of Redding! This stunning 5-bedroom residence offers the perfect blend of sophistication, comfort, and year-round resort-style living. Set on beautifully landscaped grounds, the property features a sparkling pool and spa, a serene pond, a children's playset, and sweeping lawns-ideal for both entertaining and quiet relaxation. Inside, a grand foyer

  Kim Burke Berkshire Hathaway NE Prop.

  172 Umpawaug Rd, Redding, CT 06896
• 

  $950,000 Sold Nov 07, 2025

  • 2,488 Sq Ft
  • $382/SF
  • 27 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1980

  22 Peaceable St, Redding, CT 06896

  "Peaceable Acres" Nestled on one of the area's most sought-after streets, this sun-filled residence perfectly blends comfort, flexibility, and timeless character. The open-concept raised ranch features, 3 bedrooms, vaulted ceilings with beams and a seamless flow to an expansive deck-ideal for entertaining or relaxing while overlooking the sparkling pool and beautifully landscaped, nature-filled

  Barbara Sweeney Coldwell Banker Realty

  22 Peaceable St, Redding, CT 06896
• 

  Est $1,262,579 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 5,000 Sq Ft

  17 Long Wall Rd, Redding, CT 06896

  17 Long Wall Rd, Redding, CT 06896
• 

  

  /40

  $1,550,000 New Construction

  • 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
• 

  

  /15

  $2,600 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • House for Rent

  107 Black Rock Turnpike Unit C, Redding, CT 06896

  Light and Bright 2 Bedroom Apartment with open-concept Great Room featuring arched windows and vaulted ceiling - Beautiful redone White Kitchen with Granite Counters, Stainless Appliances and an Island/Breakfast Bar. CA/Split unit in great room. Hardwood Floors. Foyer/Mudroom as you enter on the ground level along with large Laundry Room including Washer/Dryer. High efficiency propane furnace for

  Sharon Hoverman Coldwell Banker Realty

  107 Black Rock Turnpike Unit C, Redding, CT 06896
• 

  $725,000 Sold Nov 05, 2025

  • 3,024 Sq Ft
  • $240/SF
  • 160 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1964

  12 Granite Ridge Rd, Redding, CT 06896

  If a property located a short drive to conveniences including public transportation, Caraluzzi's market, the Mark Twain library, restaurants, and retail while situated in a quaint New England neighborhood appeals to you then this home is for you. With 4 bedroom's, 2 full bathroom's, this home features a sleek open-concept design, blending living space with effortless functionality. While each

  Christopher Maroc Coldwell Banker Realty

  12 Granite Ridge Rd, Redding, CT 06896
• 

  Est $2,027,834 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 5,513 Sq Ft

  72 George Hull Hill Rd, Redding, CT 06896

  72 George Hull Hill Rd, Redding, CT 06896
• 

  

  /39

  $1,200,000 Pending

  • 4 Beds
  • 5 Baths
  • 4,140 Sq Ft

  16 Black Rock Turnpike, Redding, CT 06896

  A long and winding drive leads to this exceptional colonial sited under a grand old oak tree. Upon entering there is an impressive double staircase in foyer with a palladium window and display shelf above door. Perfect for entertaining this open floor plan includes DR, LR w/fpl sunroom with walls of glass, library with fpl and French doors. There is a cook's kitchen, pass thru to large FR. French

  Jodi Langford Coldwell Banker Realty

  16 Black Rock Turnpike, Redding, CT 06896
• 

  

  /28

  $5,000 total monthly price

  • 4 Beds
  • 2 Baths
  • 2,580 Sq Ft
  • House for Rent

  153 Black Rock Turnpike, Redding, CT 06896

  Charming & Spacious Antique Home for Lease - Prime Location! Step into timeless elegance with this beautifully maintained antique home, brimming with character and charm. This spacious residence offers a unique blend of historic details and modern comfort, featuring generous indoor and outdoor living spaces, distinctive architectural touches, and an unbeatable location. Inside you will find a

  Alexis Bennett Coldwell Banker Realty

  153 Black Rock Turnpike, Redding, CT 06896
• 

  $1,245,000 Sold Nov 05, 2025

  • 4,020 Sq Ft
  • $310/SF
  • 54 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1984

  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
• 

  Est $1,454,605 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 3,268 Sq Ft

  44 Umpawaug Rd, Redding, CT 06896

  44 Umpawaug Rd, Redding, CT 06896
• 

  

  /38

  $1,539,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 4,146 Sq Ft

  61 Marchant Rd, Redding, CT 06896

  A celebrated artist's estate, this extraordinary mid-century modern residence is a statement of design and lifestyle. Gated and private on nearly four acres, the home opens with a dramatic foyer of soaring glass and a sweeping wrought-iron stair. Light cascades across gleaming hardwood floors and cathedral ceilings, where striking architectural lines create a gallery-like backdrop for living and

  Robert Neumann Houlihan Lawrence

  61 Marchant Rd, Redding, CT 06896
• 

  

  /25

  $2,450 total monthly price

  • 1 Bed
  • 1 Bath
  • 1,044 Sq Ft
  • House for Rent

  65 Cross Hwy, Redding, CT 06896

  This cozy one bedroom antique cottage is located on a beautiful property in Redding. The bathroom has a gray tile floor and tub/shower with a glass door. The kitchen includes a gas range, refrigerator, and hardwood floors. The large great room has a vaulted ceiling, hardwood floors, and French doors leading to a private deck. Additional features include built-ins, a one car garage bay, and

  Shaun Klesh William Pitt Sotheby's Int'l

  65 Cross Hwy, Redding, CT 06896
• 

  $915,000 Sold Nov 05, 2025

  • 2,177 Sq Ft
  • $420/SF
  • 19 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1987

  94 Old Stagecoach Rd, Redding, CT 06896

  Welcome to this absolutely turnkey and beautifully updated 4 bedroom, 2.5 bath center-hall Colonial offering stunning curb appeal, an open floor plan, and a prime location in the heart of Redding. Set on a quiet, walkable street close to schools and town center, it offers the perfect blend of comfort and convenience. Inside, light-filled spaces have been thoughtfully opened up for modern living.

  Brianna Carvalho Compass Connecticut, LLC

  94 Old Stagecoach Rd, Redding, CT 06896
• 

  Est $1,578,973 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,596 Sq Ft

  4 Long Wall Rd, Redding, CT 06896

  4 Long Wall Rd, Redding, CT 06896

Showing Results 1 - 40, Page 1 of 18