Redding Real Estate

Redding Real Estate

Welcome to Redding, a charming town nestled in Fairfield County, Connecticut. Known for its picturesque landscapes and tight-knit community, Redding offers a peaceful escape from the hustle and bustle of city life.

Situated in the heart of New England, Redding is surrounded by natural beauty. The town is home to several parks and open spaces, including the stunning Devil's Den Preserve, which boasts over 1,700 acres of hiking trails and scenic views. The Saugatuck Reservoir is another popular spot for outdoor enthusiasts, offering fishing, boating, and birdwatching opportunities.

Redding is also rich in history and culture. The town is famous for being the former residence of renowned American author Mark Twain, who found inspiration in the tranquil surroundings. The Mark Twain Library, located in Redding, is a testament to his legacy and offers a wide range of literary events and programs.

In addition to its natural beauty and cultural heritage, Redding boasts excellent schools, making it an ideal place for families. The town also offers a variety of dining and shopping options, with charming local boutiques and restaurants that cater to all tastes.

Whether you're looking to settle down or simply visit, Redding offers a unique blend of small-town charm and natural beauty. With its convenient location in Fairfield County, you'll have easy access to nearby cities like Stamford and Bridgeport, as well as the stunning Connecticut coastline.

Come and experience the tranquility and beauty of Redding, Connecticut – a hidden gem in New England.

Newest Listings in Redding

4 Beds 4 Baths 24032399 MLS
Step into enchantment. This Mini Compound is nestled on 2+ acres of tranquility. At the heart, is an elegant 1820 Colonial Farmhouse meticulously maintained offering 1,848 sq ft of living space featuring 4 Bdrms & 1.5 Baths - each room is a testament to its architectural heritage, Hardwood Flrs, exposed beams, & exquisite Millwork + a beautifully renovated Kitchen blending modern convenience seamlessly w/1820s craftsmanship. A covered front porch & patio w/a serene fountain providing the perfect retreat. Adjacent to the Farmhouse, a 1,204 sq ft 2-story Studio built in 2000 offers a versatile space ideal for a Home Office, Guest quarters or Artist's Studio. Featuring radiant heated slate floors, vaulted ceiling, Full Kitchen, Dining area, 2 sleeping spaces, renovated Full Bath plus a Private Patio - ideal for guests, in-laws, or an au-pair. Adding to the magic, the 1,443 sq ft Pool House/Party Barn built in 2007 brings the "WOW". Upon entry, you are greeted by a sun-filled interior w/10-ft ceilings, radiant heated slate floors, & expansive windows overlooking a fabulous rear yard. The Pool House boasts an updated Full Bath, Kitchenette, expansive Loft w/limitless possibilities as a Bdrm, office, art studio or Gym.The 20-foot Heated Pool is nestled amidst lush landscaping, offering a private oasis w/a sleeping cottage, outdoor shower & meditation garden. This property offers a lifestyle of sophistication and comfort, Minutes to shopping & restaurants. Approx. 1 hr. to NYC.

279 Black Rock Turnpike, Redding

4 Beds 5 Baths 24031374 MLS
Exceptional stone & shingle modern craftsman set back on 7.33 private acres bordering the Redding Land Trust's Rock Lot w/213 acres of trails for hiking & cross country skiing. Sought after West Redding location, convenient to shopping, commuting & just 3 miles to train station. Ultimate green lifestyle w/$60K, fully owned, large solar array w/battery back up generator for low utility bill while charging your electric car; multiple fireplaces & wood stoves; fenced in organic garden; acres of blueberries, blackberries, herbs/flowers; fig & peach trees; plus even a back up hand drawn water source! Year round scenic views from the wrap around deck & lower patio, & truly a gardener's delight w/chemical free yard. This inspired home offers clean modern lines & open flow w/soaring vaulted ceilings, hdwd floors, skylights, & walls of windows. Total 3,832 sf plus additional 1,554 sf in the partially finished lower level w/billiard room (pool table included), fitness, studio/rec room, & full bath. The 2nd floor features 4 BR/2 full updated baths, including the primary suite w/vaulted ceiling, walk-in closets, & full bath w/marble topped vanity. This impressive home also features fully private 900 sf guest or in-law quarters w/separate entrance (built 2005), vaulted LR w/wood stove, BR & full bath, kitchen, separate heat pump, plus deck access. Also of note: circular drive; new roof 2023; new water heater 2024; 5 zone furnace; C/A; oversized 2 car garage; & just 59 miles to Midtown.

8 Indian Hill Road, Redding

4 Beds 3 Baths 24028721 MLS
Once in a lifetime opportunity to own the enchanting estate of the iconic & beloved Mary Travers, part of the legendary trio, Peter, Paul & Mary, famous for such songs as the 1963 hit "Puff the Magic Dragon" & "Leaving on a Jet Plane". Mary found peace, tranquility & inspiration in this historic 1730 farmhouse, where she lived from 1966 until her death in 2009. This artistic antique will delight with authentic wide board floors, exposed beams, & 2 original fireplaces, plus magnificent post & beam great room addition with soaring vaulted ceilings, massive stone fireplace, built-in book shelves, & French doors to the "secret gardens". There is beauty to behold in all directions with abundant perennial flowers & mature trees; steps up to the in-ground pool & pool shed; delightful "summer house" with stone fireplace; stone walls, walkways, & more. Total 2,323 sf in the main home with 1st floor primary suite featuring fireplace, full bath, WIC, & French doors opening to a secluded wisteria covered porch with magical views of the recirculating waterfall & pond; plus second floor with 3 additional inviting bedrooms & shared hall bath. The main level also features the bright kitchen with beamed/vaulted ceiling, AGA stove, & whimsical soapstone sink, plus light filled breakfast area, built-ins & adjoining butler's pantry/laundry. This rambling estate also boasts a 1,058 sf, two story, 1 BR guest cottage with kitchen, sitting room & full bath, currently rented. Estate being sold as-is.

70 Limekiln Road, Redding

4 Beds 7 Baths 24018994 MLS
"Three Bridges": A Fairytale Country Estate with Timeless Appeal. Welcome to "Three Bridges," a country estate that effortlessly blends historic charm with modern sensibility. Originally a quaint 1930 Tudor, this home has been masterfully expanded and renovated to create a one-of-a-kind sanctuary on over six private acres. Enjoy rarefied amenities including a brook, waterfall, and charming bridges. The 7,314 sq ft residence boasts high-quality construction, exquisite craftsmanship, and authentic architectural details including decorative half-timbering and diamond-pane windows. Outdoor living is sublime with a stream-fed in-ground pool, expansive stone patios, tennis court with pickleball lines, and a bocce ball court. Inside, find the intimate primary suite with private balcony, chef's kitchen with commercial-grade appliances, enormous family room with stone fireplace, and cozy living room (original to the 1930's) accented with floor-to-ceiling fireplace, vaulted ceilings, and wooden beams. Three additional ensuite bedrooms, a playroom, multiple office locations, and lower-level entertaining area with hot tub and rock-climbing room add to the timeless appeal. Whether you're seeking a weekend haven or a full-time residence, Three Bridges is sure to please. Tucked away down a meandering drive, its bucolic Redding location offers access to the town's abundant conservation land and open spaces. Don't miss this rare opportunity for stately country living in a singular setting!

273 Newtown Turnpike, Redding

5 Beds 3 Baths 24025897 MLS
Beloved Antique farmhouse with beautiful property & inground pool. The original house (likely dining room & upstairs playroom) was built in 1799. The rest of the house was completed by 1831. An inviting wrap-around porch leads into the light-filled kitchen, gut-renovated in 2018. The kitchen opens to the dining room (and 1/2 BA & laundry) -- leading to the living room and Primary Suite featuring flex space, BA w/shower & claw foot tub, & huge walk-in closet. From the kitchen towards the back are the walk-thru pantry, the back stairs, and spacious family room w/vaulted ceiling, fireplace (w/propane stove), and French doors opening to stone patio & pergola -- and gorgeous, private back property. Three well-sized bedrooms, 4th smaller bedroom, dressing room w/3 cedar closets, playroom, and large BA (w/stairs to full attic) complete the 2nd floor. Barn/garage includes full loft, electrical/water, and two horse stalls used as gardening & pool sheds. Partial stone wall off the patio, w/hydrangeas, fern garden & apple tree, beautifully frames the expansive lawn beyond it. Charming stepping stones lead to the pool. Updates inc: more than 90% windows replaced, CA, generator, electric water heater, roofs, rebuilt chimneys, complete pool reno - too much to list. Redding - 15 min to shopping/restaurants & 25 min to LIS beaches Natural beauty, love of nature, art & music, small schools...serene perfection. **Generator is running while we wait for a new transfer switch.

45 Picketts Ridge Road, Redding

5 Beds 5 Baths 24025065 MLS
This stunning 5-bedroom, 4.5-bathroom home boasts over 5,000 sq. ft. of luxurious living space, designed with modern elegance and high-quality finishes. Nestled at the end of a cul-de-sac in a serene countryside setting the property boasts hardwood floors throughout the open-concept main floor that connects the living room, dining area, and gourmet kitchen, featuring stainless steel appliances, granite countertops, and custom cabinetry. Large windows fill the space with natural light, highlighting the craftsmanship. Adjacent to the kitchen is an office or study, with French doors leading to the back porch, a half bath, and a laundry room. The spacious primary suite is a private retreat with vaulted ceilings, a walk-in closet, and a spa-like en-suite bathroom featuring a soaking tub, dual vanities, and a glass-enclosed shower. Additional bedrooms are generously sized, with two sharing a Jack and Jill full bath. Upstairs includes a bonus great room that can serve as a flex space or a 5th bedroom. The finished basement offers extra living space perfect for a home theater, game room or gym complete with a full steam shower. Outdoors, enjoy the expansive deck overlooking the lush, flat, yard, ideal for entertaining or relaxing. This Home is perfect for those seeking luxury, comfort, and privacy, with easy access to local amenities including Georgetown Village. A short drive to Ridgefield and Wilton Town Centers, and easy commutes to Rt 7, Merritt Parkway, Metro-North, and I-95.

32 Blueberry Hill Road, Redding

4 Beds 3 Baths 24024297 MLS
Sunny classic 4 bedroom 2.5 bath Colonial in beautiful, peaceful Redding. Sited on 2.5 tranquil acres on a small 3 house circular drive/road cut off from the main street.Nature can be seen from every window. Interior is freshly painted, new luxury vinyl floors throughout the main level and new wall to wall carpet upstairs. Great flow on the main level. It has a living room, dining room, eat-in kitchen which opens to family room, laundry room and 1/2 bath. Family room has wood burning fireplace with sliders to an 450 st ft deck for easy entertainling.Kitchen is all white with black granite island. Upstairs has 4 bedrooms and hall bath. Primary suite includes walk-in closet, bathroom with double sinks and large walk in shower. Lower level is approximately 400 sq. ft. of unheated finished space. Possible to add electric baseboard heating. Seller found a space space heater to be adequate for them. Beautiful, large side yard with fire pit. The location is one of the few you can actually walk to the train & Redding Center. Topstone & Huntington Parks are close by. The Many improvements include: roof, shed ,air handler, rebuilt deck with new footings ,all interior painted ,hatch access attic converted to pull down with flooring, ceiling fans, stairs to lower level, finished lower level, garage door mechanism, main level flooring, carpet upstairs, dishwasher, washing machine, landscaping, water drainage redone, pet invisible fence . 2 sheds -1 is new, the red shed is as-is.

7 Sidecut Road, Redding

4 Beds 4 Baths 24019191 MLS
An exceptionally rare find! Custom designed Contemporary on 15+ acres in the heart of Redding Center, surrounded by 253 contiguous acres of designated open space. This inviting 4 bed, 3.5 bath open floor plan home offers a perfect blend of complete privacy and convenient accessibility to schools, transportation, shopping, and all town amenities including the Mark Twain Library, New Pond Farm Education Center, the Redding Country Club, Redding Community Center, as well as Huntington and Putnam State Parks. Formal living and dining rooms, large eat-in kitchen with double wall ovens, front-to-back family room with beautiful stone wood burning fireplace adjoins wraparound deck. 1st floor primary bedroom with full bath and walk-in closet, 3 additional bedrooms on 2nd floor (one is en-suite), and large loft overlooking the two-story entrance foyer. Hardwood floors throughout, although all upper rooms are currently carpeted. 2,044 SF unfinished walk-out LL with fireplace is plumbed for a bath. 2 car attached garage plus a 2 story, 936 SF barn/garage with space for an additional 4 cars and a fully floored upper level. Other amenities include 1st floor laundry room, walk-in attic accessible from the 2nd floor hallway, whole house generator and home security system, and a mature 40+ tree apple orchard. Just 65 miles to Midtown in bucolic Redding, the town the New York Times referred to as an "Upscale Town with Up-Country Style"

51 Old Mailcoach Road, Redding

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