Moving to Redding CT | real estate for sale in Redding Connecticut | Property Statistics of living in Redding
Redding is known for its rural character, extensive open space, and upscale residential properties situated on large lots. The housing market consists primarily of custom homes, country estates, and owner-occupied residences. Property values are supported by privacy, natural beauty, and limited development opportunities. Buyers often seek Redding for its tranquil environment and proximity to lower Fairfield County employment centers.
16 Shady Lane
Redding, Connecticut 06896
$1,099,000 | Active
4 Beds | 3 Baths | 4316 Sqft | 3.64 Acres | 69 Days on Market
Property Type: Single Family For Sale
Ideal setting and location! This spacious 12 room split level home tucked away on a country lane in the heart of Redding, offers the perfect blend of privacy, charm, and versatility. Set on 3.64 acres, this unique property features a spacious main residence with an open floor pla...
29 Lonetown Road
Redding, Connecticut 06896
$699,000 | Coming Soon
3 Beds | 3 Baths | 2111 Sqft | 1.5 Acres | Days on Market
Property Type: Single Family For Sale
Welcome to 29 Lonetown Road, a timeless 1915 Colonial, where historic character, thoughtful updates and an extraordinary setting come together. Set on 1.5 picturesque acres, this lovingly maintained home has been cherished by the same family for more than 36 years and is ready fo...
70 Dayton Road
Redding, Connecticut 06896
$624,000 | Active
4 Beds | 2 Baths | 1632 Sqft | 0.92 Acres | 43 Days on Market
Property Type: Single Family For Sale
Welcome to your dream home, ideally located just steps from Devils Den Park Trail. Set on nearly an acre of beautifully private land, this fully updated property offers the perfect blend of comfort, space, and modern style surrounded by nature. From the moment you arrive, youll n...
11 Fire Hill Lane
Redding, Connecticut 06896
$850,000 | Active
4 Beds | 3 Baths | 2467 Sqft | 2 Acres | 18 Days on Market
Property Type: Single Family For Sale
Designed by acclaimed architect George Van Geldern, this exceptional mid-century modern residence is a rare opportunity to own an architecturally significant home that blends timeless design with its natural surroundings. Tucked away on a quiet cul-de-sac in one of Reddings most ...
25 Starrs Ridge Road
Redding, Connecticut 06896
$999,000 | Under Contract
6 Beds | 5 Baths | 4955 Sqft | 5.15 Acres | 3 Days on Market
Property Type: Single Family For Sale
Nestled amidst a serene setting, this exceptional property offers the perfect blend of privacy, space and natural beauty. With 6 bedrooms, 4-1/2 bathrooms, and 4,955 sq. ft. of living space, this residence provides ample room for everyday living and entertaining. Situated on 5.15...
27 Apple Lane
Redding, Connecticut 06896
$745,000 | Under Contract
3 Beds | 2 Baths | 2265 Sqft | 1.1 Acres | 49 Days on Market
Property Type: Single Family For Sale
Idyllic country ranch in park like setting on 1.1 park like acres on desirable West Redding cul de sac with detached 2 car garage. This elegant home offers mature trees, flowering perennial gardens, deck, pea gravel patio w/stacked stone outdoor fireplace, & expansive rolling law...
28 Goodridge Road
Redding, Connecticut 06896
$1,325,000 | Active
5 Beds | 4 Baths | 4728 Sqft | 2.2 Acres | 65 Days on Market
Property Type: Single Family For Sale
You will take a deep breath as soon as you drive through the beautiful and tranquil landscape of this part of Redding. As you approach the driveway you are greeted by a large antique barn for storing Animals/Cars/Toys. driving down the driveway you see the large colonial farmhous...
24 Mark Twain Lane
Redding, Connecticut 06896
$1,800,000 | Active
4 Beds | 5 Baths | 6108 Sqft | 5.41 Acres | 8 Days on Market
Property Type: Single Family For Sale
A once-in-a-generation offering. Once part of the Reddings historic Samuel Clemens (Mark Twain) estate, this extraordinary 5.41 acre property was later home to renowned American Abstract Expressionist painter Robert Natkin, whose creativity inspired its remarkable evolution. Set ...
71 Picketts Ridge Road
Redding, Connecticut 06896
$499,000 | Under Contract
2 Beds | 1 Baths | 930 Sqft | 2.12 Acres | 109 Days on Market
Property Type: Single Family For Sale
Tucked away like a storybook retreat, 71 Picketts Ridge is a charming and cozy ranch-style home that lives like a private condo alternative, set on two secluded acres and reached by a long, winding driveway that opens to the peaceful serenity of the woods. Surrounded by nature an...
86 Fire Hill Road
Redding, Connecticut 06896
$850,000 | Under Contract
4 Beds | 3 Baths | 2329 Sqft | 2.29 Acres | 49 Days on Market
Property Type: Single Family For Sale
Nestled on a peaceful cul-de-sac at the highest point in Redding, this meticulously cared-for 4-bedroom, 2.5-bath home offers the perfect blend of privacy, space, and charm on 2+ gorgeous acres. Surrounded by mature trees and natural beauty, the property provides a serene retreat...
240 Umpawaug Road
Redding, Connecticut 06896
$3,950,000 | Under Contract
6 Beds | 6 Baths | 3264 Sqft | 18.23 Acres | 31 Days on Market
Property Type: Single Family For Sale
Steeped in history and natural beauty, the Charles Ives House (ca. 1913) is a masterfully restored 18-acre West Redding summer retreat where the famed modernist composer lived and created his signature works. Designed and built by Ives himself, this iconic Arts and Crafts estate ...
119 Peaceable Street
Redding, Connecticut 06896
$869,900 | Under Contract - Continue
3 Beds | 3 Baths | 2182 Sqft | 5.27 Acres | 23 Days on Market
Property Type: Single Family For Sale
Welcome to 119 Peaceable Street! Set on over 5 private acres in one of Reddings most picturesque settings, this lovingly maintained 3-bedroom, 3-bath home is being offered for the first time by its original owners. Thoughtfully cared for throughout the years, the home reflects pr...
286 Black Rock Turnpike
Redding, Connecticut 06896
$1,329,000 | Active
5 Beds | 5 Baths | 4158 Sqft | 2.37 Acres | 13 Days on Market
Property Type: Single Family For Sale
The Rebecca Denison Homestead, established in 1708 with the present Greek Revival residence built in 1824, is a rare historic offering that beautifully combines architectural significance with modern-day living. Listed with the Connecticut State Historical Commission, this except...
281 Newtown Turnpike
Redding, Connecticut 06896
$1,295,000 | Active
5 Beds | 5 Baths | 6170 Sqft | 2.88 Acres | 106 Days on Market
Property Type: Single Family For Sale
Exceptional opportunity for todays buyer! Tucked away in a private, yet neighborhood-like setting, the craftsmanship and beauty of this custom colonial reveals itself the moment you walk through the door. Seamless flow, a sprawling primary suite with fireplace, private office wit...
37 Highland Avenue
Redding, Connecticut 06896
$399,000 | Under Contract
2 Beds | 1 Baths | 1044 Sqft | 0.7 Acres | 46 Days on Market
Property Type: Single Family For Sale
Charming two-bedroom cottage set on a beautifully level property, offering a private retreat surrounded by a peaceful, bucolic setting. This home is full of potential-bring your vision and transform it into your perfect escape or year-round residence. Enjoy the ease of convenienc...
74 Black Rock Turnpike
Redding, Connecticut 06896
$1,395,000 | Active
5 Beds | 6 Baths | 6775 Sqft | 2.24 Acres | 130 Days on Market
Property Type: Single Family For Sale
Old Redding charm meets elevated modern living at this exceptional gated Contemporary Colonial offering over 4,700 SF plus approximately 1,800 SF of finished walk-out lower level. Set behind stately iron gates and stone pillars, a private drive leads to a dramatic marble foyer an...
380 Black Rock Turnpike
Redding, Connecticut 06896
$999,500 | Active
4 Beds | 4 Baths | 4924 Sqft | 2.94 Acres | 16 Days on Market
Property Type: Single Family For Sale
Privately set back from the road on 2.94 wooded acres, this spacious Redding Colonial offers versatile living space, treetop views, and a layout designed for both everyday comfort and entertaining. The light-filled main level features an inviting family room with a gas fireplace,...
74 George Hull Hill Road
Redding, Connecticut 06896
$1,595,000 | Under Contract - Continue
4 Beds | 5 Baths | 4786 Sqft | 2.94 Acres | 93 Days on Market
Property Type: Single Family For Sale
Nestled on three picturesque acres and surrounded by open space, this beautiful country retreat offers privacy, comfort, and exceptional outdoor living. The expansive patio is perfect for entertaining, featuring a full outdoor kitchen, fireplace, TV, and integrated audio system. ...
12 Werf Drive
Redding, Connecticut 06896
$1,495,000 | Active
6 Beds | 5 Baths | 4033 Sqft | 2.42 Acres | 205 Days on Market
Property Type: Single Family For Sale
Welcome to this expansive and beautifully updated six-bedroom Colonial, offering three full and two half baths and thoughtfully positioned on a sprawling 2.42-acre lot that provides both privacy and presence. A grand wraparound driveway creates a striking approach to the home, of...
28 Winding Brook Lane
Redding, Connecticut 06896
$910,000 | Active
4 Beds | 4 Baths | 3454 Sqft | 2.11 Acres | 22 Days on Market
Property Type: Single Family For Sale
Nestled on a quiet residential loop in one of Reddings desirable neighborhoods, this beautifully maintained 4-bedroom, 3 full and 1 half bath center hall Colonial offers timeless design, generous living space, and a secluded setting surrounded by mature landscaping. The gracious ...
7 Long Meadow Lane
Redding, Connecticut 06896
$1,599,000 | Active
4 Beds | 5 Baths | 5385 Sqft | 4.39 Acres | 176 Days on Market
Property Type: Single Family For Sale
Sweeping meadow views, privacy & sunsets from an elevated setting 7 Long Meadow Lane is a distinctive property defined by its scale, setting, and versatile layout, offering generous proportions and an architectural presence that supports a wide range of lifestyles. Sited on an el...
123A Peaceable Street
Redding, Connecticut 06896
$899,000 | Active
4 Beds | 4 Baths | 3594 Sqft | 2.62 Acres | 23 Days on Market
Property Type: Single Family For Sale
Expansive colonial home on 2.62 private acres in top West Redding location with mature trees & flowers, stone walls, large deck for outdoor enjoyment, & 3 car garage. This light-filled home offers a grand foyer with two story staircase, open to the adjoining living room & dining ...
110 Sport Hill Road
Redding, Connecticut 06896
$1,695,000 | Under Contract
5 Beds | 6 Baths | 5308 Sqft | 2.09 Acres | 42 Days on Market
Property Type: Single Family For Sale
A rare blend of scale, privacy and value, this beautifully maintained Redding retreat offers over 6,000 square feet of flexible living space. From the gracious front entry, the home unfolds with purpose and ease. To the right, a private library/home office creates a quiet place t...
471 Newtown Turnpike
Redding, Connecticut 06896
$799,000 | Under Contract - Continue
3 Beds | 3 Baths | 1774 Sqft | 2 Acres | 62 Days on Market
Property Type: Single Family For Sale
Beautifully professionally landscaped, level 2-acre lot on the peaceful end of Newtown Turnpike, this charming 3-bedroom, 2.5-bath. Cape combines classic character with modern living. The home has been meticulously maintained and upgraded, offering a perfect retreat in the heart ...
78 Black Rock Turnpike
Redding, Connecticut 06896
$625,000 | Active
2 Beds | 2 Baths | 1688 Sqft | 2.26 Acres | 28 Days on Market
Property Type: Single Family For Sale
Discover the quintessential Redding lifestyle in this charming circa 1898 home, perfectly positioned to enjoy the towns excellent schools, open space, and recreational opportunities like hiking, fishing, and kayaking. This 2/3 bedroom (3rd bedroom being used as a study) residence...
121 Picketts Ridge Road
Redding, Connecticut 06896
$1,100,000 | Under Contract
5 Beds | 4 Baths | 4614 Sqft | 2.38 Acres | 42 Days on Market
Property Type: Single Family For Sale
Welcome to 121 Picketts Ridge Road in beautiful West Redding/ Picketts Ridge! This custom built home is the perfect family compound, sitting on massive 2.38 park-like acres. Enjoy level side-by-side, single level living with this Ranch separated by the 3 car garage. The sprawling...
33 Topledge Road
Redding, Connecticut 06896
$929,000 | Under Contract
3 Beds | 3 Baths | 2788 Sqft | 2.24 Acres | 53 Days on Market
Property Type: Single Family For Sale
Welcome to this well maintained 3-bedroom, 3-bath Colonial ideally situated on a quiet cul-de-sac with stunning front yard views and a peaceful setting. This spacious home offers an inviting layout designed for both comfortable living and entertaining. The sun-filled living room ...
33 Old Stagecoach Road
Redding, Connecticut 06896
$1,150,000 | Active
4 Beds | 4 Baths | 3341 Sqft | 2 Acres | 34 Days on Market
Property Type: Single Family For Sale
Turn Key completely Renovated down to the studs! This 4-bed, 3.5-bath Cape Cod farm style home has 3400 SqFT.. New Roof, electrical, plumbing, HVAC & more! Entering notice a beautiful open floor plan w/ expansive natural light, w/ new hardwd floors through out. Main attraction.. ...
2 Longwood Drive
Redding, Connecticut 06896
$1,745,000 | Active
4 Beds | 5 Baths | 6259 Sqft | 2.72 Acres | 71 Days on Market
Property Type: Single Family For Sale
***Rare turn-key opportunity at an unbeatable price point*** For buyers seeking exceptional craftmanship, serenity, a strong sense of community, award winning schools and uncompromised value. 2 Longwood Drive is a rare opportunity to purchase a 6,200+ square foot luxury home in s...
30 Portland Hill Road
Redding, Connecticut 06896
$699,000 | Under Contract - Continue
4 Beds | 3 Baths | 1756 Sqft | 1.57 Acres | 49 Days on Market
Property Type: Single Family For Sale
Welcome to this stunning 4-bedroom ranch home, nestled on 1.57 secluded acres while still being conveniently close to Georgetown Center, U.S. Route 7, and the train station. The main level features a cozy living room with a fireplace, a spacious kitchen with a dining area, and sl...
149 Old Redding Road
Redding, Connecticut 06896
$1,075,000 | Active
3 Beds | 4 Baths | 2754 Sqft | 1.01 Acres | 45 Days on Market
Property Type: Single Family For Sale
Imagine a home where the air is fresh & the pace of life slows. This is a true nature lovers retreat, just 60 miles from NYC. This gem underwent a total rebuild in 2003, resulting in a home that feels both timeless & entirely current. The professionally landscaped grounds burst w...
76 Pocahontas Road
Redding, Connecticut 06896
$885,000 | Under Contract
4 Beds | 3 Baths | 3260 Sqft | 2 Acres | 12 Days on Market
Property Type: Single Family For Sale
This distinct 4-bedroom Colonial offers a rare blend of charm and modern luxury. Originally built as a ranch in 1962, the home was completely transformed in 2000 with a full second-floor addition, resulting in a unique, airy open floor plan. A stunning 2-sided brick fireplace ser...
207 Redding Road
Redding, Connecticut 06896
$1,200,000 | Active
4 Beds | 3 Baths | 3124 Sqft | 0.48 Acres | 51 Days on Market
Property Type: Single Family For Sale
Classic New England charm meets modern luxury in this beautifully updated 1921 Colonial. Perfectly situated just minutes from the quaint Georgetown boutique shops , restaurants, and Route 7. Set on nearly half an acre lot, this home offers effortless living and entertaining insid...
299 Redding Road
Redding, Connecticut 06896
$899,000 | Active
4 Beds | 4 Baths | 3876 Sqft | 2 Acres | 53 Days on Market
Property Type: Single Family For Sale
Experience modern luxury in this beautifully renovated Colonial. Newly seeded lawn! A grand double-door entry opens to a bright foyer. The all-new gourmet chefs kitchen boasts a massive waterfall quartz island, high-end appliances, and pot filler. The open-concept main level flow...
11 Long Meadow Lane
Redding, Connecticut 06896
$1,245,000 | Active
4 Beds | 6 Baths | 5935 Sqft | 2.95 Acres | 56 Days on Market
Property Type: Single Family For Sale
Private Cul-de-Sac Colonial on 2.95 Acres in Redding! Desirable custom-built Center Hall Colonial privately set at the end of a cul-de-sac abutting protected Green Acres land for exceptional privacy and natural beauty. Professionally landscaped with classic stone walls and mature...
268 Umpawaug Road
Redding, Connecticut 06896
$749,000 | Active
4 Beds | 4 Baths | 3922 Sqft | 2.93 Acres | 121 Days on Market
Property Type: Single Family For Sale
Dont miss the opportunity to live in this special well cared for 8 room Colonial tucked away on 2.93 very private low maintenance acres on sought after Umpawaug Rd, so convenient to Topstone Park, the NY Metro train, walking distance to New Pond Farm, and close to commuting highw...
128 Black Rock Turnpike
Redding, Connecticut 06896
$1,499,000 | Under Contract
4 Beds | 4 Baths | 3944 Sqft | 2.02 Acres | 17 Days on Market
Property Type: Single Family For Sale
Set in the heart of charming Redding, Connecticut, this meticulously maintained home offers the perfect blend of New England character, modern efficiency, and everyday convenience. Known for its award-winning schools, scenic walking trails, and peaceful, serene surroundings, Redd...
18 Church Street
Redding, Connecticut 06896
$1,275,000 | Active
3 Beds | 3 Baths | 2935 Sqft | 0.72 Acres | 58 Days on Market
Property Type: Single Family For Sale
Known as the Aaron Davis House, ca. 1848, this exceptional historic Georgetown residence blends authenticity, artistic craftsmanship, and modern versatility in one of Reddings most cherished neighborhoods. Set on a beautifully landscaped property, it offers a rare opportunity to ...
86 Seventy Acre Road
Redding, Connecticut 06896
$938,000 | Under Contract
4 Beds | 3 Baths | 2328 Sqft | 2.05 Acres | 33 Days on Market
Property Type: Single Family For Sale
Set on a level 2-acre property, bordered by over 200 acres of protected nature preserve with scenic trails, this exceptional home offers a rare blend of privacy, convenience, and outdoor beauty. The grounds are meticulously landscaped with exquisite stonework, creating stunning g...
42 Topstone Road
Redding, Connecticut 06896
$1,595,000 | Under Contract
4 Beds | 4 Baths | 3854 Sqft | 3.01 Acres | 45 Days on Market
Property Type: Single Family For Sale
Nestled on three private acres in highly sought-after Redding, Connecticut, with a private backyard gate entering directly into Topstone Park, this exceptional property offers a lifestyle defined by tranquility, privacy, and space. Surrounded by mature trees and drenched in natur...
15 Silversmith Lane
Redding, Connecticut 06896
$1,585,000 | Under Contract
4 Beds | 4 Baths | 3294 Sqft | 4.04 Acres | 3 Days on Market
Property Type: Single Family For Sale
Artisan Craftsmanship Meets Modern Autonomy - Your Private Oasis Awaits! Nestled on 4 idyllic, professionally landscaped acres at the end of a quiet cul-de-sac, this spectacular 2002 post-and-beam is a perfect blend of artisan craftsmanship and modern design. Built to exacting st...
206 Umpawaug Road
Redding, Connecticut 06896
$7,725,000 | Active
7 Beds | 13 Baths | 13094 Sqft | 7 Acres | 71 Days on Market
Property Type: Single Family For Sale
Exquisite Nantucket-style country estate magnificently sited on seven sprawling acres in Redding, CTs coveted Umpawaug neighborhood. Comprised of three extraordinary residences, this masterfully crafted 2008 HOBI award-winning compound offers 13,904 sf of carefully constructed li...
63 Turney Road
Redding, Connecticut 06896
$7,400,000 | Active
7 Beds | 7 Baths | 9420 Sqft | 39.23 Acres | 229 Days on Market
Property Type: Single Family For Sale
Another Day in Paradise! Timeless grandeur, architectural mastery, and opportunity define this exceptional plantation-style colonial set on 39.23 acres bordered by 100+ acres of protected forestland-a rare opportunity for stately country living in a singular setting.For the sport...
5 Side Cut Road
Redding, Connecticut 06896
$995,000 | Active
4 Beds | 4 Baths | 2819 Sqft | 2.37 Acres | 91 Days on Market
Property Type: Single Family For Sale
Stunningly renovated Vintage Antique. Up-to-date and yet still very authentic with beams and wide board floors. Set on over 2 level Acres ringed by trees for privacy; includes a lofted barn with possible potential to convert to a 1 BR guest ctg. The kitchen with new stainless app...
15 Dayton Road
Redding, Connecticut 06896
$1,399,000 | Under Contract
3 Beds | 4 Baths | 4943 Sqft | 2.76 Acres | 25 Days on Market
Property Type: Single Family For Sale
Impeccable shingle style country cape on park-like 2.76 acres adj. Redding Land Trust conservation property, connecting directly to Devils Den, the largest preserve in CT w/1,800+ acres. Exceptional attention to detail inside & out, w/extensive recent improvements & designer fini...
172 Gallows Hill Road
Redding, Connecticut 06896
$699,000 | Under Contract
2 Beds | 2 Baths | 2108 Sqft | 0.9 Acres | 35 Days on Market
Property Type: Single Family For Sale
Casually elegant stone & clapboard ranch on stunning property in most desirable West Redding. Park-like setting w/extensive flowering gardens, specimen trees, stone walls, stone patios, & inviting covered pergola seating area. This sophisticated home beckons w/glass breezeway bet...
429 Rock House Road
Redding, Connecticut 06896
$769,900 | Under Contract
4 Beds | 3 Baths | 2576 Sqft | 2.31 Acres | 13 Days on Market
Property Type: Single Family For Sale
Privately set on a serene back lot, this spacious 4-Bedroom, 2.5-Bath Colonial offers the perfect blend of classic charm and everyday comfort. Gleaming Hardwood Floors run throughout the home - excluding the Kitchen and Baths - adding warmth and continuity to the well designed la...
229 Umpawaug Road
Redding, Connecticut 06896
$7,495,000 | Active
6 Beds | 11 Baths | 7528 Sqft | 6.46 Acres | 445 Days on Market
Property Type: Single Family For Sale
Welcome to 229 Umpawaug Road, the quintessential estate of exceptional quality on the premier scenic road in Redding, Connecticut in Fairfield County. Surround yourself in luxury inside this sun-filled 6 bedroom, 11 bathroom, 6 fireplaces center hall colonial with a flowing floor...