Redding Real Estate

Redding Real Estate

Welcome to Redding, a charming town nestled in Fairfield County, Connecticut. Known for its picturesque landscapes and rich history, Redding offers a serene escape from the hustle and bustle of city life while still being conveniently located near major metropolitan areas.

With its abundance of natural beauty, Redding is a haven for outdoor enthusiasts. Explore the numerous hiking trails, parks, and nature reserves that showcase the town's stunning scenery throughout the year. From the tranquil waters of the Saugatuck River to the lush forests of Topstone Park, there is no shortage of opportunities to immerse yourself in the great outdoors.

In addition to its natural attractions, Redding boasts a vibrant community with a strong sense of history and culture. Visit the iconic Mark Twain Library, which honors the famous author who once called Redding home. Attend local events and festivals that celebrate the town's heritage and bring residents together in a spirit of camaraderie.

Conveniently located just a short drive from major cities like Stamford and Norwalk, Redding offers the perfect blend of small-town charm and urban convenience. Whether you're looking to settle down in a peaceful retreat or seeking a weekend getaway, Redding has something for everyone. Experience the beauty and tranquility of Redding – a place where community, nature, and history come together to create a truly special destination.

Newest Listings in Redding

12 Werf Dr, Redding
$1,395,000
6 Beds ⋅ 5 Baths ⋅ 24219346 MLS
Extraordinary, beautifully updated six-bedroom Colonial, where timeless architecture meets modern luxury. Set on an impressive 2.42-acre estate, this property offers a rare blend of privacy, scale, and refined presence creating a true retreat just moments from everyday conveniences. A sweeping wraparound driveway delivers a grand and memorable arrival, complementing the home's stately facade while providing ample parking in addition to the attached two-car garage perfectly suited for hosting guests and effortless daily living. Step inside to a gracious foyer adorned with refinished hardwood flooring that flows seamlessly throughout the main level, setting a warm yet sophisticated tone. The foyer opens into an elegant living room, where a classic fireplace anchors the space, offering both ambiance and timeless character. The home's thoughtfully designed open-concept layout effortlessly balances traditional charm with contemporary living, creating an inviting setting for both intimate moments and large-scale entertaining. At the heart of the home lies a stunning, fully updated kitchen designed to impress. Featuring sleek quartz countertops, stainless steel appliances, and beautifully refreshed cabinetry, this space delivers both style and functionality. The expansive eat-in area provides ample room for casual dining and transitions seamlessly to a large rear deck an ideal extension of the living space. Here, you can take in the beautiful scenic views.

12 Werf Dr, Redding

77 Wayside Ln, Redding
$1,100,000
4 Beds ⋅ 3 Baths ⋅ 24217394 MLS
Idyllic country charm meets modern luxury in this turnkey Cape Cod home, nestled on 3.24 private acres complete with your own tranquil, spring-fed pond! Step inside through a dramatic two-story entry to find gleaming, richly-hued hardwood floors flowing seamlessly throughout the entire home. Thoughtfully designed for both entertaining and everyday comfort, the layout features elegant formal living and dining rooms bathed in natural light. At the heart of the home is the chef's kitchen with chic creamy-white cabinetry, timeless soapstone countertops, premium appliances, and a generous center island. It opens directly to an inviting family room anchored by a cozy fireplace and sunny bay-window seating and to a charming screened porch. The highly desirable main-level primary suite serves as a peaceful retreat, featuring a lavish en-suite spa-inspired bath designed for pure relaxation. Upstairs, you will discover three generously proportioned bedrooms, a stylishly updated full bath, and an expansive bonus room illuminated by bright skylights-a versatile space ready to become your home office, private gym, media lounge, or playroom. Peace of mind comes built-in with extensive improvements, including fresh exterior paint (2023), a comprehensive kitchen renovation (2021), a new roof (2015), updated interior painting (2015-2021-2026), and a stylishly renovated hall bath(2022). A truly ideal blend of classic architectural charm, modern luxury, and scenic country privacy. A win-win!

77 Wayside Ln, Redding

72 Orchard Dr, Redding
$849,000
4 Beds ⋅ 3 Baths ⋅ 24218555 MLS
HIGHEST & BEST, MONDY 11/9 AT 5PM. Tucked along a quiet neighborhood loop, 72 Orchard Drive offers a rare blend of privacy, community and convenience. Set on just over 2 beautifully landscaped acres, this 4 bedroom home has had just 2 owners since 1984. Inside, wood-beamed ceilings, wide-plank floors and beautiful millwork lend warmth and character. The main level is comprised of a formal living room with wood-burning fireplace, formal dining room and eat-in-kitchen with custom cabinetry, soapstone counters, center island & newer appliances. The kitchen opens to the family room, which features a wood stove and exposed brick. Doors off the kitchen lead to a beautiful screened-in porch perfect for indoor/outdoor entertaining. Off the porch is a new Trex deck, new patio and level, private yard with mature hydrangeas, 15+ lilac bushes and apple trees planted by the original owner, a landscaper. Upstairs, the primary suite features exposed beams and a private bath. Two additional bedrooms share a hall bath with a new double vanity, while the 4th bedroom currently serves as a custom walk-in closet. A spacious bonus room offers potential as an additional bedroom or flexible living space. New wood floors complete the 2nd floor. The finished lower level offers rec space and an office/gym. Minutes to Georgetown, Redding Center, Rt 7 & Branchville Station, this home offers the beauty of Redding with a genuine sense of community.

72 Orchard Dr, Redding

63 Turney Rd, Redding
$7,400,000
6 Beds ⋅ 7 Baths ⋅ 24218524 MLS
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 sportsman, pristine woodlands and abundant wildlife offer boundless opportunities for hunting, hiking, and connecting with nature. The residence-a nod to Antebellum architecture-presents grand columns, symmetrical facades, a 97-foot wraparound veranda, and ornate interior design. Every detail has been thoughtfully curated for comfort and quality.Your journey begins with the breathtaking grand foyer flanked by dual staircases and crowned by a soaring domed ceiling artfully decorated with colorful rosettes. Exemplary features include seven fireplaces, an elegant banquet-worthy formal dining room, a chef's kitchen with top-grade appliances, a spacious fireplaced breakfast room, a dazzling sun-filled family room, and two home offices.The exquisite primary suite is a luxurious haven featuring its own artfully adorned domed ceiling, sitting room, and wall-of-glass French doors open to a private balcony with views of the in-ground pool and woodlands. The sumptuous marble bath is a spa-like sanctuary. An invaluable addition to this amazing property is the finished studio over the six-car drive-through garage providing flexible living space. All this and so much more awaits in this extraordinary estate!

63 Turney Rd, Redding

126 Picketts Ridge Rd, Redding
$925,000
4 Beds ⋅ 3 Baths ⋅ 24215752 MLS
Idyllic and historic 4 bedroom Colonial, built in 1805 by Revolutionary War Loyalist John Pickett, formerly the Burr Sanford Dairy Farm, and lovingly cared for and updated over the past two centuries. Set on two park-like, level acres and surrounded by estates and farmland, this special property has mature trees and gardens and a sweeping grassy lawn leading to the detached barn/garage, making it ideal as a potential equestrian property. Inside you're greeted by formal dining and living rooms with hardwood flooring, plus multiple fireplaces and charming built-in nooks throughout. The cozy Family Room features a large stone fireplace and exposed beams and the generously sized kitchen leads to a versatile sitting room with bay window and wood stove. On this level there is also a convenient powder room, laundry room/pantry and a bright sunroom leading to the back gardens. The second floor features gorgeous wide plank flooring and original wood working, with four spacious bedrooms and two full baths, including a primary suite with walk-in closet and full bathroom. Finished third level attic with cathedral ceiling and original wood beams adds 899 sqft. The lower level offers plenty of room for storage and the detached barn garage has a loft above. Take in the picturesque views of the property from your side porch or private stone patio. Situated just minutes to the West Redding train station, Route 7 and 90 minutes to NYC making this an ideal spot for year-round or vacation living

126 Picketts Ridge Rd, Redding

131 Peaceable St, Redding
$985,000
4 Beds ⋅ 4 Baths ⋅ 24207344 MLS
Discover a striking contemporary retreat nestled on nearly three private acres of lush, wooded Redding privacy. Featuring a picturesque brook, tranquil pond, and private waterfall, this property blends modern design with natural splendor. At the heart of the home, a magnificent double-sided fieldstone fireplace anchors the sun-filled living and dining rooms. Expansive windows and sliding glass doors frame serene views, opening to an oversized wraparound deck designed for effortless indoor-outdoor living, entertaining, or peaceful mornings. The meticulously renovated kitchen showcases custom-cut marble countertops imported specifically for the home, complemented by updated baths featuring custom tile. The spacious main-level primary suite serves as a true sanctuary with vaulted ceilings, a large distinctive open loft overlooking the bedroom, an updated ensuite bath, and a private balcony. Three additional bedrooms, updated bathrooms, and flexible living spaces offer exceptional comfort and versatility. The finished walkout lower level adds spacious recreation room, wet bar, half bath, and abundant storage. Ideally located close to New Pond Farm, Top Stone park, scenic hiking trails, nature preserves, local shops, and dining. Enjoy seamless commuting with convenient access to Metro-North train lines and NYC, plus close proximity to neighboring Ridgefield, Weston, and Wilton. A private country escape with convenience to everything.

131 Peaceable St, Redding

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Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

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