Redding Homes

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  /14

  $1,250,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 3,550 Sq Ft

  3 Guardhouse Dr, Redding, CT 06896

  Pristine Classic Colonial on a bucolic level fenced in property in a coveted neighborhood on a cul-de-sac. Located off of Umpawaug in West Redding, this stunning home has 10 rooms inclusive of 5 bedrooms and 3 1/2 baths. Tranquil color palette throughout elevates the modern ambience, timeless elegance and serene atmosphere of this home. The heart of the home has an open floor plan with the

  

  Heather Lindgren

  Coldwell Banker Realty

  (475) 473-9470

  3 Guardhouse Dr, Redding, CT 06896
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• 

  

  

  /23

  $2,425 per month

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

  86 Pocahontas Rd, Redding, CT 06896

  Newly renovated in 2021 & 2023, spacious 2 bedroom rental. Gleaming Hardwood flooring through out, natural sunlight soars in every room, new bathroom with stand up shower and new kitchen detailed with granite counters and stainless steel appliances. Charming sunny porch lined with windows. Exclusive use for the tenant-- 2 car garage plus plenty of storage is such a bonus in a rental. Enjoy use of

  Beth Saunders Berkshire Hathaway NE Prop.

  86 Pocahontas Rd, Redding, CT 06896
• 

  $670,000 Sold Apr 29, 2025

  • 2,312 Sq Ft
  • $290/SF
  • 37 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1975

  15 Limekiln Rd, Redding, CT 06896

  Don't miss this great opportunity to own a 4 Bedroom Colonial on over 2 level acres with in-ground pool in lovely West Redding location. Well maintained and light&bright with hardwood floors throughout and just waiting for some updating and cosmetics. No information available as to when pool was last opened. Nice sized Living Room w/brick fireplace and Formal Dining Room; Kitchen with dining area

  Margi Esten Coldwell Banker Realty

  15 Limekiln Rd, Redding, CT 06896
• 

  Est $251,755 Not Listed For Sale

  22 Limekiln Rd, Redding, CT 06896

  22 Limekiln Rd, Redding, CT 06896
• 

  

  

  /38

  $1,100,000

  • 5 Beds
  • 4.5 Baths
  • 4,315 Sq Ft

  23 Old Mailcoach Rd, Redding, CT 06896

  Prepare to be captivated by this Normandy-style architectural gem-an extraordinary home that defies convention & redefines country living. Nestled on 4 beautifully landscaped acres in scenic Redding, this 4,200+ SF post-and-beam estate is a rare blend of design, nature & tranquility. From the moment you arrive, the two-story fieldstone archway & tiered design-w/ entrances on all ground levels-set

  Matthew Nuzie RE/MAX Right Choice

  23 Old Mailcoach Rd, Redding, CT 06896
• 

  

  /33

  $12,500 per month

  • 3 Beds
  • 3 Baths
  • 3,552 Sq Ft
  • House for Rent

  150 Lonetown Rd, Redding, CT 06896

  Distinctive...Sophisticated...Incomparable. Driving along Lonetown Road you turn down a long inviting driveway, where there is huge surprise as you enter a serene setting. This exceptional contemporary home was updated in 2015 and has a modern interior with expansive windows. The private 5.6 acre park-like setting is manicured with beautiful trees and mature landscaping. The large open kitchen

  Helen Cusa Brown Harris Stevens

  150 Lonetown Rd, Redding, CT 06896
• 

  $368,000 Sold Apr 29, 2025

  • 969 Sq Ft
  • $380/SF
  • 10 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1988

  56 Portland Ave Unit 18, Redding, CT 06896

  Nestled in the charming town of Redding, CT, this sun-filled, first-floor end unit offers a rare blend of comfort and convenience, perfect for those seeking single-level living. Spanning 969 square feet, this spacious one-bedroom, one-bathroom oasis has many windows. The oversized garage is conveniently located underneath, and additional parking is available outside your door, enhancing

  Marion Filley Compass Connecticut, LLC

  56 Portland Ave Unit 18, Redding, CT 06896
• 

  Est $305,433 Not Listed For Sale

  659 Redding Rd, Redding, CT 06896

  659 Redding Rd, Redding, CT 06896
• 

  

  /40

  $1,995,000

  • 5 Beds
  • 3.5 Baths
  • 6,101 Sq Ft

  37 Giles Hill Rd, Redding, CT 06896

  Impeccable attention to detail both inside & out this sprawling country estate, set back privately on 4.57 pastoral acres on scenic Giles Hill, one of Redding's most coveted addresses. This quintessential CT farmhouse is like new in every way, but steeped in New England tradition w/split rail perimeter fencing, over a dozen stone walls, wood shutters w/S hooks, charming front porch, lush rolling

  Laura Ancona William Pitt Sotheby's Int'l

  37 Giles Hill Rd, Redding, CT 06896
• 

  

  /37

  $5,500 per month

  • 3 Beds
  • 2.5 Baths
  • 2,470 Sq Ft
  • House for Rent

  126 Gallows Hill Rd, Redding, CT 06896

  Enchanting and dramatic custom design contemporary on 4.5 acres. Set back off the road yet convenient to shopping areas, this home offers complete privacy and tremendous opportunity. 3 bedroom; 2.5 baths, eat in kitchen, formal dining room, double height ceilings in family room, open concept social area and sliders to deck that over looks all the nature that abounds. Adjoins 180 acre Redding land

  Adriana Morrell Higgins Group Real Estate

  126 Gallows Hill Rd, Redding, CT 06896
• 

  $1,010,000 Sold Apr 23, 2025

  • 3,264 Sq Ft
  • $309/SF
  • 16 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1972

  45 Lamppost Dr, Redding, CT 06896

  Welcome to 45 Lamppost Dr - a classic center hall Colonial that combines charm with modern amenities. Set back from the road at the end of a cul-de-sac, this 5 bedroom, 3.5 bath home on 2 acres provides the perfect blend of privacy and outdoor space. Step inside to discover a thoughtfully designed floor plan, a formal living room w/cozy fireplace, ideal for intimate gatherings. Off the living

  Brianna Carvalho Compass Connecticut, LLC

  45 Lamppost Dr, Redding, CT 06896
• 

  Est $1,012,763 Not Listed For Sale

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

  307 Newtown Turnpike, Redding, CT 06896

  307 Newtown Turnpike, Redding, CT 06896
• 

  

  /40

  $1,499,000

  • 5 Beds
  • 4.5 Baths
  • 5,748 Sq Ft

  9 Beck Rd, Redding, CT 06896

  Highest attention to detail inside & out this exceptional colonial set back privately through stone pillared entryway on 2.15 manicured acres w/extensive stone walls, circular drive, specimen plantings, & 9.5' deep, free form heated pool. Over $450K of custom improvements including stunning 2007 primary suite addition w/gas fireplace, lux bath & dressing room; kitchen & all baths remodeled; 2004

  Laura Ancona William Pitt Sotheby's Int'l

  9 Beck Rd, Redding, CT 06896
• 

  

  /7

  $2,350 per month

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft
  • House for Rent

  32 Portland Ave Unit 4, Redding, CT 06896

  Original structure built in 1940. Completely renovated in 2023. This one bedroom unit has wonderful entry with built ins for coats and shoes. Large great room with all new appliances, washer, dryer. Landlord has lovingly planted gardens and fruit trees for tenants enjoyment. Walk to train and shopping. Convenient Georgetown location close to Rte 7 for easy access to highways and parkways.

  Jodi Langford Coldwell Banker Realty

  32 Portland Ave Unit 4, Redding, CT 06896
• 

  $910,000 Sold Apr 23, 2025

  • 2,044 Sq Ft
  • $445/SF
  • 27 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2001

  19 Woods Way, Redding, CT 06896

  Nestled in the desirable Redding Woods community at the end of the cul-de-sac with a private backyard. 19 Woods Way is one of the larger homes in the community, offering an elegant and smartly designed residence that is thoughtfully updated for modern living. This 3-bedroom, 3.5-bathroom home spans 2925 square feet, with meticulously enhanced features. See the extensive list of improvements in

  Marion Filley Compass Connecticut, LLC

  19 Woods Way, Redding, CT 06896
• 

  Est $1,621,422 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 3,438 Sq Ft

  95 Umpawaug Rd, Redding, CT 06896

  95 Umpawaug Rd, 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
• 

  

  /35

  $7,000 per month

  • 4 Beds
  • 3.5 Baths
  • 3,082 Sq Ft
  • House for Rent

  1 Quarry Rock Rd, Redding, CT 06896

  This is the Luxury Colonial home that you have been waiting for! Nestled at the end of a charming cul-de-sac, this stunning 4-bedroom, 3.5-bath,3,082 sq ft custom built home offers a perfect blend of privacy, elegance, and modern convenience. Ideally set on 3.28 acres of beautifully landscaped grounds, this home provides a serene retreat while remaining close to the local amenities of Georgetown.

  Keith Evans William Raveis Real Estate

  1 Quarry Rock Rd, Redding, CT 06896
• 

  $835,000 Sold Apr 22, 2025

  • 2,611 Sq Ft
  • $320/SF
  • 60 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1975

  3 Deacon Abbott Rd, Redding, CT 06896

  Curb Appeal Plus!!! Bask in the charm of this updated 3-bed, 3-bath home, beautifully situated on a verdant 2.17-acre corner lot with its own tranquil pond. Spanning over 2600 sq ft of finished living space, this lovingly maintained residence has much to enjoy-enduring appeal, great space and good bones. The handsome country kitchen is equipped with GE appliances, ample storage and a cheery

  Roni Agress William Pitt Sotheby's Int'l

  3 Deacon Abbott Rd, Redding, CT 06896
• 

  Est $702,985 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

  $1,895,000

  • 4 Beds
  • 5 Baths
  • 6,069 Sq Ft

  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
• 

  

  /11

  $3,900 per month

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

  21 Simpaug Turnpike, Redding, CT 06896

  Conveniently located in West Redding and just 5 minutes to Ridgefield shopping and dining. Less than a mile to popular Topstone Park for hiking trails summer beach, kayaking and more! Features include engineered wood flooring upstairs as well as in the main floor master bedroom. There is a Master Bedroom w/full bath on the main floor and 2 bedrooms which share a full bath upstairs. Powder room &

  Debbie Gore Coldwell Banker Realty

  21 Simpaug Turnpike, Redding, CT 06896
• 

  $1,165,000 Sold Apr 11, 2025

  • 3,811 Sq Ft
  • $306/SF
  • 40 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1987

  17 Farview Farm Rd, Redding, CT 06896

  Elegant and impressive Modern Contemporary located in beautiful Farview Farm with a private Clubhouse, Pool, Tennis Courts, Lockers, Shower, and Hiking Trails. Features include a NEW Kitchen with Stainless Steel Appliances, Quartz Counters, and a 5' Island with seating. Other kitchen features include a NEW modern Gas Fireplace with an intimate sitting area. The Living Room features a fieldstone

  Josephine Mineo Keller Williams Realty

  17 Farview Farm Rd, Redding, CT 06896
• 

  Est $736,348 Not Listed For Sale

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

  101 Peaceable St, Redding, CT 06896

  101 Peaceable St, Redding, CT 06896
• 

  

  /39

  $1,595,000

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

  61 Marchant Rd, Redding, CT 06896

  Exquisite midcentury Modern Craftsman Estate:Discover the pinnacle of craftsmanship and design with this original modern craftsman home, meticulously expanded and transformed to create a sanctuary of luxury and charm. Nestled behind private gates on 3.8 lush acres, this 3,746 square foot residence offers 4 bedrooms and 3.5 bathrooms of contemporary elegance, complete with an indoor Endless Pool

  Jay Contessa William Pitt Sotheby's Int'l

  61 Marchant Rd, Redding, CT 06896
• 

  

  /20

  $48,000 per month

  • 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
• 

  $815,000 Sold Apr 10, 2025

  • 2,837 Sq Ft
  • $287/SF
  • 33 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1800

  50 Mountain Rd, Redding, CT 06896

  Discover an incredible opportunity to own 2 homes at 50 Mountain Rd, a beautiful 3BR Antique home and a quaint 1BR cottage, perfect for additional rental income! Walk through the covered front porch into the the spacious living room featuring wooden beams and a cozy Fieldstone fireplace. The living room seamlessly flows into a dining room w/built-in hutch and French doors that lead to the

  Brianna Carvalho Compass Connecticut, LLC

  50 Mountain Rd, Redding, CT 06896
• 

  Est $1,132,051 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,998 Sq Ft

  27 Redding Rd, Wilton, CT 06897

  27 Redding Rd, Wilton, CT 06897
• 

  

  /40

  $1,149,000 Pending

  • 3 Beds
  • 4 Baths
  • 3,284 Sq Ft

  83 Limekiln Rd, Redding, CT 06896

  Idyllic craftsman style country cape w/significant recent updates in premier West Redding location on most picturesque 3.0 acres w/mature trees, gardens, stone walls, wrap around Mahogany deck & bluestone patio. Originally built by Redding's former building inspector/master builder, Theodore Dachenhausen, the current owners have invested over $300K since 2021 in renovating all bedrooms, office &

  Laura Ancona William Pitt Sotheby's Int'l

  83 Limekiln Rd, Redding, CT 06896
• 

  

  /25

  $2,550 per month

  • 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
• 

  $150,000 Sold Mar 31, 2025

  • 1,036 Sq Ft
  • $145/SF
  • 71 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1930

  31 Long Ridge Rd, Redding, CT 06896

  Let your visions come to life at 31 Long Ridge Road Redding, CT! This property has 2 bedrooms and one bathroom, a large deck, and beautiful flat backyard just waiting for you to make it your own! As an added bonus, this home also has an entertaining room off the kitchen and a sewing room which could be transformed into a home office or walk in closet! Close to the Redding train station, highways,

  Bethany Cole HomeSmart Homes and Estates

  31 Long Ridge Rd, Redding, CT 06896
• 

  Est $1,330,483 Not Listed For Sale

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

  44 Umpawaug Rd, Redding, CT 06896

  44 Umpawaug Rd, Redding, CT 06896
• 

  

  /12

  $1,189,000 Pending

  • 4 Beds
  • 4.5 Baths
  • 3,200 Sq Ft

  158 Old Redding Rd, Redding, CT 06896

  Welcome to this brand-new country cape with modern flair, set for May occupancy in scenic West Redding. Ideally located just minutes from Route 7, Metro North train stations, and steps from Topstone Park, this stunning home offers 4 bedrooms, 3.5 baths, and flexible living spaces to suit a variety of lifestyles. The open-concept kitchen and dining area flow seamlessly into the family room with a

  John Frey Coldwell Banker Realty

  158 Old Redding Rd, Redding, CT 06896
• 

  $709,000 Sold Mar 31, 2025

  • 1,400 Sq Ft
  • $506/SF
  • 241 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1914

  32 Mountain Rd, Redding, CT 06896

  Escape to tranquility with this enchanting 3-bedroom, 1.5-bath home, perfectly situated in the serene woods of Redding. This cozy retreat offers a peaceful lifestyle, surrounded by nature's beauty. Inside, you'll find a warm and inviting living space with ample natural light, modern charm and a wood burning stove. The spacious living room is perfect for gatherings, and the well-appointed kitchen

  Chip Parrish Keller Williams Realty

  32 Mountain Rd, Redding, CT 06896
• 

  Est $1,449,872 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
• 

  

  /40

  $1,249,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 3,773 Sq Ft

  98 Hopewell Woods Rd, Redding, CT 06896

  Pride of ownership abounds in this immaculate home, custom built in 2004 by the original owners with extensive recent updates. Exceptional private setting on 2.18 tranquil acres w/stone walls, mature professional landscaping including specimen trees, perennial gardens, stone patio, plus 5 minute walk to scenic Huntington State Park w/over 1,000 acres of hiking/biking trails & 5 ponds. Impressive

  Laura Ancona William Pitt Sotheby's Int'l

  98 Hopewell Woods Rd, Redding, CT 06896
• 

  $719,000 Sold Mar 25, 2025

  • 2,285 Sq Ft
  • $315/SF
  • 144 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 1918

  65 Wayside Ln, Redding, CT 06896

  A true country retreat! Nestled on three acres on a quiet, tree-lined West Redding street, this European style antique home, circa 1918, combines amazing period details with modern upgrades. Oversized windows can be found throughout to maximize natural light and to fully appreciate the property and adjacent Redding Land Trust. Eat-in chef's kitchen features top-of-the-line stainless appliances,

  John Frey Coldwell Banker Realty

  65 Wayside Ln, Redding, CT 06896
• 

  Est $1,262,976 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
• 

  

  /14

  $559,000 Open Sat 12PM - 2PM

  • 2 Beds
  • 2 Baths
  • 1,284 Sq Ft

  87 Picketts Ridge Rd, Redding, CT 06896

  Welcome to 87 Picketts Ridge Road, a well-maintained 2-bedroom, 2-bath home that promises comfortable single-level living. The spacious living room, with its impressive stone fireplace and high ceilings, immediately invites relaxation. The kitchen offers ample storage, a center island, and sliding doors that open to a generous deck and patio area-ideal for outdoor gatherings amidst tranquil

  Marissa Tartaglia William Pitt Sotheby's Int'l

  87 Picketts Ridge Rd, Redding, CT 06896
• 

  $1,387,500 Sold Mar 24, 2025

  • 4,320 Sq Ft
  • $321/SF
  • 131 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 2002

  710 Redding Rd, Redding, CT 06896

  Nestled on a sprawling 2-acre lot with mature plantings and level space for recreation, this immaculate 4 bed, 2 full bath, 3 half bath colonial-style residence provides 5200+ sq feet of elegance and comfort. An attached 3-car garage w/ epoxy flooring & high ceilings provides easy access into desirable mudroom/laundry area. The expansive entertaining/chef's kitchen has loads of cabinet space,

  Matt Rose Keller Williams Realty

  710 Redding Rd, Redding, CT 06896

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