Redding, CT Homes

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  $549,000

  • 2 Beds
  • 2 Baths
  • 1,952 Sq Ft

  64 Portland Ave, Redding, CT 06896

  Welcome to this two-bedroom, two-bathroom home offering comfort, convenience, and versatility. Step inside to find an open, functional layout with generously sized rooms and laundry all located on the main living level. Standout features of this property include the oversized primary suite as well as the heated basement, which has exciting potential to be finished - perfect for a home office,

  Alexis Bennett Coldwell Banker Realty

  64 Portland Ave, Redding, CT 06896
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  /39

  $4,500 total monthly price

  • 2 Beds
  • 2.5 Baths
  • 1,991 Sq Ft
  • House for Rent

  4 Woods Way, Redding, CT 06896

  Beautifully renovated free-standing townhouse condo in the desirable Redding Woods community of 23 detached homes, located where Weston, Wilton, Ridgefield, and Redding meet. This home features a new kitchen, new primary bathroom, and an updated powder room, offering a luxurious feel throughout. The main level includes a formal living room with a gas fireplace, formal dining room, powder room,

  Jodi Boxer Keller Williams Prestige Prop.

  4 Woods Way, Redding, CT 06896
• 

  $1,075,000 Sold Aug 25, 2025

  19 Pheasant Ridge Rd, Redding, CT 06896

  • 4 Beds
  • 3.5 Baths
  • 3,203 Sq Ft
  • Built 1979

  Last Sold Summary

  • 7% Below List Price
  • $336/SF
  • 43 Days On Market

  Current Estimated Value $1,067,829

  Last Listing Agent Barbara Reynolds Brown Harris Stevens

  19 Pheasant Ridge Rd, Redding, CT 06896
• 

  Est $671,428 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,761 Sq Ft

  3 Fox Run Rd, Redding, CT 06896

  3 Fox Run Rd, Redding, CT 06896
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  /27

  $1,065,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 4,081 Sq Ft

  15 Tunxis Trail, Redding, CT 06896

  Highest and best is due Monday, Nov. 10th at noon. No escalation clauses. Please call me with questions.Thank you This magical 4,000 square-foot English Tudor with its loft library overlooking the 35' great room featuring a soaring stone fireplace is perfect for weekend escapes from the big city, or for gracious full-time family enjoyment. Sited on 2.65 dog-fenced acres, this home -- once

  Christine Poppy Compass Connecticut, LLC

  15 Tunxis Trail, Redding, CT 06896
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  /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
• 

  $875,000 Sold May 29, 2025

  49 Lamppost Dr, Redding, CT 06896

  • 4 Beds
  • 3 Baths
  • 2,900 Sq Ft
  • Built 1974

  Last Sold Summary

  • 3% Below List Price
  • $302/SF
  • 12 Days On Market

  Current Estimated Value $865,468

  Last Listing Agent Sarah Goguen Coldwell Banker Realty

  49 Lamppost Dr, Redding, CT 06896
• 

  Est $669,495 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,808 Sq Ft

  649 Redding Rd, Redding, CT 06896

  649 Redding Rd, Redding, CT 06896
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  $1,849,000

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

  2 Longwood Dr, Redding, CT 06896

  Attractive Price Adjustment on this 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

  Jeffrey Kaplan William Raveis Real Estate

  2 Longwood Dr, Redding, CT 06896
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  $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
• 

  $775,000 Sold Oct 31, 2025

  181 Picketts Ridge Rd, Redding, CT 06896

  • 4 Beds
  • 3 Baths
  • 2,420 Sq Ft
  • Built 1973

  Last Sold Summary

  • 3% Below List Price
  • $320/SF
  • 28 Days On Market

  Last Listing Agent Kristi Vaughan William Pitt Sotheby's Int'l

  181 Picketts Ridge Rd, Redding, CT 06896
• 

  Est $1,285,043 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 4,200 Sq Ft

  28 Limekiln Rd, Redding, CT 06896

  28 Limekiln Rd, Redding, CT 06896
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  /27

  $399,000 Pending

  • 2 Beds
  • 1 Bath
  • 1,035 Sq Ft

  280 Newtown Turnpike, Redding, CT 06896

  estate, sold as is, cash only ,proof of funds, contents of house to be left.

  Harry Stark William Raveis Real Estate

  280 Newtown Turnpike, Redding, CT 06896
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  /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
• 

  $1,650,000 Sold May 30, 2025

  273 Newtown Turnpike, Redding, CT 06896

  • 4 Beds
  • 7 Baths
  • 7,314 Sq Ft
  • Built 2006

  Last Sold Summary

  • 21% Below List Price
  • $226/SF
  • 317 Days On Market

  Current Estimated Value $1,656,080

  Last Listing Agent Roni Agress William Pitt Sotheby's Int'l

  273 Newtown Turnpike, Redding, CT 06896
• 

  Est $770,758 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 3,211 Sq Ft

  96 Gallows Hill Rd, Redding, CT 06896

  96 Gallows Hill Rd, Redding, CT 06896
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  $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
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  $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
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  /35

  $1,900,000 Sold Jan 16, 2025

  207 Poverty Hollow Rd, Redding, CT 06896

  • 5 Beds
  • 5.5 Baths
  • 5,969 Sq Ft
  • Built 1925

  Last Sold Summary

  • 12% Below List Price
  • $318/SF
  • 84 Days On Market

  Current Estimated Value $1,950,219

  Last Listing Agent Jennifer Thomas-Heath Houlihan Lawrence

  207 Poverty Hollow Rd, Redding, CT 06896
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  Est $1,252,583 Not Listed For Sale

  • 3 Beds

  130 Picketts Ridge Rd, Redding, CT 06896

  130 Picketts Ridge Rd, Redding, CT 06896
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  $875,900

  • 5 Beds
  • 4.5 Baths
  • 4,801 Sq Ft

  41 Sullivan Dr, Redding, CT 06896

  Nestled on a quiet cul-de-sac, this beautiful home is sited on 2.2 private acres and combines comfort, charm and flexibility. With five bedrooms - including a private nanny or in-law suite- there's room for everyone. The inviting kitchen opens to a generous family room highlighted by a stunning brick fireplace and french doors that lead to a spacious deck overlooking the serene property. A lovely

  Carol Hanlon Coldwell Banker Realty

  41 Sullivan Dr, Redding, CT 06896
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  /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
• 

  $755,000 Sold Jun 06, 2025

  343 Redding Rd, Redding, CT 06896

  • 4 Beds
  • 2.5 Baths
  • 2,688 Sq Ft
  • Built 1800

  Last Sold Summary

  • 1% Above List Price
  • $281/SF
  • 21 Days On Market

  Current Estimated Value $762,363

  Last Listing Agent Debra Carson William Raveis Real Estate

  343 Redding Rd, Redding, CT 06896
• 

  Est $319,406 Not Listed For Sale

  659 Redding Rd, Redding, CT 06896

  659 Redding Rd, Redding, CT 06896
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  /2

  $599,000

  • Land
  • 9.31 Acres
  • $64,339 per Acre

  145 Limekiln Rd, Redding, CT 06896

  Single homesite located in beautiful Redding. This 9.3 acre parcel of meadowland features panoramic views and borders land preserve woodlands. Perfect horse property. Deep & Perc test done in past. Close to Country Club, school.

  Ellie Fiorita William Raveis Real Estate

  145 Limekiln 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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  $1,350,000 Sold Jan 31, 2025

  87 Sherman Turnpike, Redding, CT 06896

  • 4 Beds
  • 3.5 Baths
  • 5,417 Sq Ft
  • Built 1992

  Last Sold Summary

  • 2% Below List Price
  • $249/SF
  • 93 Days On Market

  Last Listing Agent Danielle Smith William Raveis Real Estate

  87 Sherman Turnpike, Redding, CT 06896
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  Est $791,472 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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  /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
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  /14

  $3,100 total monthly price

  • 4 Beds
  • 2.5 Baths
  • 2,264 Sq Ft
  • House for Rent

  598 Redding Rd, Redding, CT 06896

  4 Bedroom Colonial on beautiful level lot. Garage apartment is rented to a single tenant. Please do not disturb, see sign. Tenants are responsible for planting around house. Landlord pays for lawn care and snow plowing. Convenient to Redding train station. Pet acceptable with landlord's approval, no aggressive dogs. Tenant pays for credit check & 2 mo. Security. 3 bay garage is not included in

  Marge Lanzara Coldwell Banker Realty

  598 Redding Rd, Redding, CT 06896
• 

  $2,009,000 Sold Jul 22, 2025

  2 Meadows Edge, Redding, CT 06896

  • 4 Beds
  • 5 Baths
  • 5,768 Sq Ft
  • Built 1998

  Last Sold Summary

  • 14% Below List Price
  • $348/SF
  • 90 Days On Market

  Current Estimated Value $1,981,731

  Last Listing Agent Matthew Nuzie RE/MAX Right Choice

  2 Meadows Edge, Redding, CT 06896
• 

  Est $1,610,776 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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  /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
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  /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
• 

  $1,630,000 Sold May 27, 2025

  34 Lonetown Rd, Redding, CT 06896

  • 5 Beds
  • 5 Baths
  • 5,535 Sq Ft
  • Built 1906

  Last Sold Summary

  • 9% Below List Price
  • $294/SF
  • 272 Days On Market

  Last Listing Agent Margi Esten Coldwell Banker Realty

  34 Lonetown Rd, Redding, CT 06896
• 

  Est $792,469 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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  $1,625,000

  • 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
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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
• 

  $1,700,000 Sold Sep 15, 2025

  9 Long Meadow Ln, Redding, CT 06896

  • 4 Beds
  • 5 Baths
  • 5,098 Sq Ft
  • Built 1997

  Last Sold Summary

  • 6% Above List Price
  • $333/SF
  • 31 Days On Market

  Current Estimated Value $1,688,221

  Last Listing Agent Jessica Brookbanks Coldwell Banker Realty

  9 Long Meadow Ln, Redding, CT 06896
• 

  Est $1,266,573 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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