Redding, CT Homes

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  $1,799,000 Open Sun 12PM - 2PM

  • 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

  (475) 291-4216

  32 Beeholm Rd, Redding, CT 06896
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  /20

  $2,300 total monthly price

  • 1 Bed
  • 1 Bath
  • 1,023 Sq Ft
  • House for Rent

  32 Beeholm Rd Unit 2, Redding, CT 06896

  Nestled within the picturesque surroundings of Redding, CT, this Cottage offers an enchanting escape from the hustle and bustle of daily life. With its ideal location on Hazen Pond and 24+ acres of untouched natural beauty, this charming rustic cottage provides the perfect opportunity for a peaceful retreat. As you step inside you'll be greeted by a warm and inviting atmosphere. The rustic wood

  

  Ellen Garcia

  Brown Harris Stevens

  (203) 479-9386

  32 Beeholm Rd Unit 2, Redding, CT 06896
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  $900,000 Sold Oct 16, 2025

  • 3,270 Sq Ft
  • $275/SF
  • 107 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1977

  76 Farview Farm Rd, Redding, CT 06896

  Fabulous Farview Farms home w/ neighborhood pool & tennis! The gorgeously landscaped 2-acre property, with a circular driveway, classic stone walls & a lush perennial garden, sets the tone for what's inside this beautiful 4BR contemporary. Spacious main level rooms are bathed in natural light from many oversized windows and there is a wonderful flow that makes entertaining a breeze. The stunning

  Tim Dent Coldwell Banker Realty

  76 Farview Farm Rd, Redding, CT 06896
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  Est $1,177,918 Not Listed For Sale

  • 3 Beds

  130 Picketts Ridge Rd, Redding, CT 06896

  130 Picketts Ridge Rd, Redding, CT 06896
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  $940,000 Under Contract

  • 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
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  /13

  $1,800 total monthly price

  • Studio
  • 1 Bath
  • 500 Sq Ft
  • House for Rent

  37 Orchard Dr Unit 37A, Redding, CT 06896

  Very Private - Unique Arts and Crafts 19121 Room Cottage Nestled on a 17 Acre Private Estate.Superb Views Overlooking Devils Den and The Saugatuck Valley.Clean and Bright.Plow and Lawn Care included.Pets Allowed with restrictions.Private, Quiet Yet Convenient to all Amenities.$1800pm2 Months Security, 1st Month Rent Due at

  37 Orchard Dr Unit 37A, Redding, CT 06896
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  $1,323,000 Sold Oct 14, 2025

  • 4,078 Sq Ft
  • $324/SF
  • 47 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1998

  168 Sunset Hill Rd, Redding, CT 06896

  Welcome to Sunset Hill, a timeless yet modern residence set on two level acres in scenic Redding, Connecticut. Backing directly onto 1,000+ acres of Huntington State Park, this architecturally refined home offers rare access to trails, lake, and forest-perfect for hiking, biking, kayaking, skiing, and peaceful walks right from your backyard. Set on aptly named Sunset Hill, the custom-designed

  Susan Leone Habitats Higgins Group Bedford Square

  168 Sunset Hill Rd, Redding, CT 06896
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  Est $328,175 Not Listed For Sale

  659 Redding Rd, Redding, CT 06896

  659 Redding Rd, Redding, CT 06896
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  /40

  $8,600,000

  • 7 Beds
  • 6.5 Baths
  • 9,420 Sq Ft

  63 Turney Rd, Redding, CT 06896

  39 PRIVATE ACRES Setting! Convenient! Secluded & bordered by over 200 ACRES of protected open space is a Hunters paradise with over 20 deer stands in this property's wooded area just the beginning of the Major Benefits of this bespoke 9,400+ sq. ft. CUSTOM Georgian Colonial with it's 97ft. Covered front Veranda. Two luxurious staircases frame the breath-taking Grand Foyer 's Soaring Domed

  

  John Cavaliere

  William Raveis Real Estate

  (203) 405-9481

  63 Turney Rd, Redding, CT 06896
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  /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
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  $599,000 Sold Oct 10, 2025

  • 2,639 Sq Ft
  • $227/SF
  • 139 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1968

  Unlisted Address

  Great curb appeal in very desirable Central Redding Location- There is a serene front porch waiting for rocking chairs and a large private deck with built-in seating off the Great Rm/Family Rm which features wrap around windows plus a wall of bookshelves with window seat waiting for the collector and/or book lover - Hardwood floors on main level - Step into a delightful bright and light Living

  Sharon Hoverman Coldwell Banker Realty

  Unlisted Address
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  Est $1,042,176 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,540 Sq Ft

  307 Newtown Turnpike, Redding, CT 06896

  307 Newtown Turnpike, Redding, CT 06896
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  /8

  $1,400,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 4,856 Sq Ft

  37 Chalburn Rd, Redding, CT 06896

  Private waterfront retreat! Located on one of Redding's most pristine and swimmable lakes, this 4-5 bedroom residence sits directly on Umpawaug Pond, with two docks-perfect for daily swims, kayaking, or simply soaking in the serenity of the water. Set on over 10 acres, the property offers unmatched privacy and is one of only four homes on this tranquil body of water. Much of the lake itself is

  

  Mary Phelps

  William Pitt Sotheby's Int'l

  (475) 325-5142

  37 Chalburn Rd, Redding, CT 06896
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  $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
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  $980,000 Sold Oct 07, 2025

  • 3,033 Sq Ft
  • $323/SF
  • 25 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1979

  23 Mountainview Dr, Redding, CT 06896

  Tucked at the end of a cul-de-sac, this 4BR Colonial blends the friendly neighborhood feel with privacy. The private drive leads to a circular driveway-great for bike riding-framed by gardens and mature trees and features a landscaped island. Inside, a flexible first-floor office can serve as a playroom or has potential to be a guest suite. The living room with fireplace opens to a spacious

  Lisa Pompeo William Pitt Sotheby's Int'l

  23 Mountainview Dr, Redding, CT 06896
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  Est $756,690 Not Listed For Sale

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

  7 Simpaug Turnpike, Ridgefield, CT 06877

  7 Simpaug Turnpike, Ridgefield, CT 06877
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  /40

  $525,000 Pending

  • 2 Beds
  • 1.5 Baths
  • 842 Sq Ft

  6 Old Mailcoach Rd, Redding, CT 06896

  A Magical Country Cottage! This charming retreat is an intimate and cozy escape set among the trees and filled with history. It is rumored to have been the home of the blacksmith for the Barnum & Bailey circus in 1899. The home features 1-2 bedrooms and 1.5 baths, a completely remodeled kitchen with high-end appliances, white cabinets and quartz countertops. The luxurious full bath features a

  

  Mary Phelps

  William Pitt Sotheby's Int'l

  (475) 267-1247

  6 Old Mailcoach Rd, Redding, CT 06896
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  $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
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  $1,600,000 Sold Oct 02, 2025

  • 3,573 Sq Ft
  • $448/SF
  • 63 Days On Market

  • 6 Beds
  • 4.5 Baths
  • Built 1780

  46 Dayton Rd, Redding, CT 06896

  Enter this quintessential country retreat through stately stone pillars and a gated entry, where a beautifully renovated and expanded c. 1780 Farmhouse awaits on 5.23 pastoral acres. Surrounded by stone walls, lush gardens, rolling lawns and a new driveway, the property offers timeless charm and modern luxury. The stunning interiors of the main residence seamlessly blend the old and new

  Michele Tesei Houlihan Lawrence

  46 Dayton Rd, Redding, CT 06896
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  Est $1,568,453 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
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  /36

  $850,000 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,635 Sq Ft

  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
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  /21

  $1,700 total monthly price

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft
  • House for Rent

  268 Simpaug Turnpike Unit C2, Redding, CT 06896

  A Rare Find! A Freshly Painted, Spacious and Affordable Apartment in Redding! Located in West Redding, above the post office and by the train and the shops, restaurants, and services located in the West Redding Shopping Center. Enjoy life in the country, while having the train right there for commuting and travel! Plus, you're only a short drive from the centers of Bethel, Georgetown, and

  Robert Morey RE/MAX Right Choice

  268 Simpaug Turnpike Unit C2, Redding, CT 06896
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  $739,000 Sold Sep 26, 2025

  • 2,606 Sq Ft
  • $284/SF
  • 41 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1971

  20 Winding Brook Ln, Redding, CT 06896

  This expansive 5-bedroom, 3-bath ranch-style home offers over 2,600 sq. ft. of living space across 1.5 stories, set on a private 2-acre lot with level backyard. Classic cedarwood shingles, a slate foyer, and hardwood floors throughout the main level create a warm, timeless feel. The layout includes a family room with fireplace, a formal living room, and a versatile main-level den or office that

  Matt Rose Keller Williams Realty

  20 Winding Brook Ln, Redding, CT 06896
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  Est $779,986 Not Listed For Sale

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

  101 Peaceable St, Redding, CT 06896

  101 Peaceable St, Redding, CT 06896
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  $1,045,000

  • 5 Beds
  • 3.5 Baths
  • 3,181 Sq Ft

  194 Lonetown Rd, Redding, CT 06896

  Tucked away on more than three acres, this light-filled contemporary offers space, style, and flexibility in one of Fairfield County's most desirable towns. With 5 bedrooms, 3.5 baths, and over 3,100 square feet, the home is designed for everyday comfort as well as year-round entertaining. The main level highlights dramatic architecture with vaulted ceilings and walls of windows that frame the

  David Landau RE/MAX Right Choice

  194 Lonetown Rd, Redding, CT 06896
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  /17

  $2,800 total monthly price

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft
  • House for Rent

  90 John Read Rd Unit A, Redding, CT 06896

  This charming and beautifully renovated two-bedroom, one-bath freestanding cottage is a must-see! Ideally located just minutes from Bethel, Danbury, and Ridgefield, this home offers both convenience and comfort. The recent renovations feature a modern, designer bathroom and a stylishly appointed kitchen. The main living areas boast hardwood floors, while the eat-in kitchen has durable LVP

  Terri Tournas Coldwell Banker Realty

  90 John Read Rd Unit A, Redding, CT 06896
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  $1,695,000 Pending

  • 4 Beds
  • 4 Baths
  • 5,072 Sq Ft

  171 Cross Hwy, Redding, CT 06896

  As featured in the NY Times - the quintessential country retreat, just 60 miles from Manhattan. Impeccably remodeled & expanded with sparkling new pool & picturesque pond views. Majestic stone pillars lead to the sprawling front lawn & Victorian porch with swing. Upon entry, notice the 9' ceilings & gorgeous trim on all windows & walls, evoking classic New England design. The beautifully

  Laura Ancona William Pitt Sotheby's Int'l

  171 Cross Hwy, Redding, CT 06896
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  Est $1,268,359 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
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  $1,539,000 Open Sun 1PM - 3PM

  • 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
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  /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
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  /35

  $1,045,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 4,008 Sq Ft

  7 Tunxis Trail, Redding, CT 06896

  YOUR SERENE COUNTRY ESCAPE AWAITS. Nestled on a quiet cul-de-sac in central Redding, this gracious Colonial offers an open concept floor plan and the perfect balance of comfort and everyday elegance. With over 4,000 square feet of finished space, including the 1,200 square foot lower level, this home is ideal for both relaxed living and congenial entertaining. Sunlight pours into each room,

  Michael McKee William Pitt Sotheby's Int'l

  7 Tunxis Trail, Redding, CT 06896
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  Est $1,959,294 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
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  $1,249,000

  • 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

  Kelly Higgins Coldwell Banker Realty

  28 Sunnyview Dr, Redding, CT 06896
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  /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
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  $2,200,000 Sold Sep 19, 2025

  • 4,500 Sq Ft
  • $489/SF
  • 82 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2025

  22 Limekiln Rd, Redding, CT 06896

  A masterpiece of modern design and natural harmony, this one-of-a-kind new construction home in Redding, CT is unlike anything else on the market. Set on 9.59 private, wooded acres with jaw-dropping sunset views, this architectural gem by Arctic Builders blends sleek sophistication with the serenity of nature. Step inside to soaring ceilings, dramatic walls of glass, and open-concept living

  Jennifer Twombly Compass Connecticut, LLC

  22 Limekiln Rd, Redding, CT 06896
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  Est $1,417,941 Not Listed For Sale

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

  44 Umpawaug Rd, Redding, CT 06896

  44 Umpawaug Rd, Redding, CT 06896
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  $1,250,000 Open Sun 1PM - 3PM

  • 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
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  /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
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  $1,160,000 Sold Sep 18, 2025

  • 3,156 Sq Ft
  • $368/SF
  • 86 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1975

  11 Ledgewood Rd, Redding, CT 06896

  Welcome to 11 Ledgewood Road! This fine residence features four bedrooms and three and one-half bathrooms, including, as an added feature, an in-law or au-pair suite. This charming home offers a large kitchen with separate eating area with stainless steel appliances including a five-burner gas cooktop, double wall oven, dishwasher and French door refrigerator. There is a large center island

  Mark Travaglini Houlihan Lawrence

  11 Ledgewood Rd, Redding, CT 06896
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  Est $1,525,515 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

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