Redding CT Real Estate & Homes for Sale

Stately 4 bedroom colonial w free form pool surrounded by lush gardens on 3+ acres! Privately set on upscale cul de sac located close to schools & all Redding amenities. Hard to find features include a finished 3rd floor perfect for a teenage rec room or office, finished w/o basement w wet bar, full bath & entertainment area perfect for in-law, au pair or “pool house”, patio w pergola leading to pool area, 4 garage spaces, 1 w mechanics pit and gutter heating system. Kitchen w center island, Viking cook top & Subzero refrigerator offers stunning views of pool area & garden + sliders to deck. Great Rm w floor to ceiling stone FPLC, vaulted ceiling & tons of natural light also has sliders to deck. Generously sized formal Dining Rm, front to back Living Rm w FPLC & French Doors + Powder Room complete 1st floor. All bedrms are on 2nd flr..Primary has lots of light, w walk in closet & remodeled spa-like bath, 3 large bedrms, updated hall bth & laundry rm. A quick drive to shops & restaurants in Ridgefield, Georgetown & Wilton. Redding has been referred to as an "Upscale Town with Upcountry Style" by the NY Times. Offering 100's of acres of open space & conservation land, state parks for hiking, biking; rivers, streams & ponds for fishing, canoeing & kayaking...a nature lovers paradise. Blue Ribbon Award winning schools. Close to Route 7, I84, Merritt & I95, it is an easy up or down county commute; approx 90 minutes from NYC. A beautiful home in a special town!

This is a once-in-a-lifetime opportunity to own Long Pond Farm, one of Fairfield County's most prized Country Estates, and a perfect retreat for relaxing & entertaining. This elegant 5 BR, 7 BA classic CT home is nestled on nearly 8 private acres of lush landscaping that include gorgeous mature specimen trees, flower & vegetable gardens, stocked half-acre pond, tee box, koi pond, meandering paths, stone patios w/pergolas, barn garages, & a charming stone studio. Inside the light-filled spacious Main House, you will find historically accurate detailing such as random width wide-plank flooring, coupled w/luxurious amenities & water views. Oversized chef’s KIT showcases an imported Lacanche range, tiger maple Subzero, marble island, custom China breakfronts w/zinc counters, Breakfast RM & walk-in pantry. Just beyond is a sophisticated Dining Rm w/FP, stone floor & wall of windows to take in endless views. The octagonal Living Rm is graced with a dramatic FP + windowed cupola. The 2 story Family Rm has floor to ceiling stone FP & architectural beams. The 1st floor Primary Suite offers two separate Bathrooms, a 21-foot-long custom Dressing Rm and access to the home’s Wellness Wing which houses a luxurious 40 foot long Indoor Swimming Pool, Spa, and Home Gym. Two Offices & a Library offer generous, quiet, and sun-filled work-from-home spaces. Upstairs there are four more sunny, spacious Bedrooms, and two Jack-and-Jill Baths. Less than 60 miles to NYC in desirable West Redding.

This 3 bedroom ranch home, located in central Redding, is part of an estate that has already cleared probate. Home has good "bones" but requires updating. Excellent opportunity to renovate in a neighborhood that will support the investment. Large living room with fireplace, dining room with sliders to terrace, eat-in kitchen adjacent to family room, 1.5 baths, primary bedroom with walk-in closet, 2 additional bedrooms, practically full basement just waiting to be finished for extra living space, attached 2 car garage and an open front porch. Hardwood floors throughout except in the kitchen (primary bedroom currently has wall-to-wall carpet over the hardwood floor). 1st home on a shared drive, this property has both a flat yard and sloping land with great views. Convenient to schools, transportation, parks, the Mark Twain Library, the New Pond Farm Education Center and shopping in the town that the New York Times referred to as an "Upscale Town with Up-Country Style". This is strictly an "AS IS" sale.

Drive through this upscale neighborhood of estates past famous sculptress Anna Hyatt Huntington's former home and tour this gem. A long ancient stone wall and tall mature shade trees greet you framing a manicured landscaped lawn. Sip lemonade or mint juleps on your wrap-around front porch while listening to birds sing or watching horses frolic across the way. Step inside to inviting spacious well lit rooms with 9-foot ceilings where family celebrations happen. Meal prep is a snap in the granite/stainless kitchen with a brand new Bosch wall oven, Thermodor 6 burner gas range plus center island counter seating. Why travel to the office when you have an enormous 2 room finished space over the garage with private entry? The second level hosts the primary suite grounded by hardwood & flanked by a dressing room closet & full whirlpool bath. Three additional generous bedrooms offering architectural detailing complete the upstairs. Game night takes place in the garden level family room with lots of glass overlooking lush greenery. Sit at the granite bar & enjoy a glass of wine from your own wine cellar. Guests can stay in the 5th bedroom adjoined by an updated designer bath with frameless glass shower. Tons of storage plus a 3 car att garage. Award winning schools & a convenient commute to Lower Fairfield County. Just a short drive to the Bethel train station to NYC. Walk to Huntington State Park offering miles of hiking trails.

5 bedroom, 3 full bath contemporary style home set on 2 lovely acres on a quiet country road. Fabulous new kitchen w high end appliances & huge center island w waterfall style quartz countertops + ovesized sink opens to both the great room w fireplace & dining room. Open floor plan, vaulted ceiling w beams & walls of windows makes this space very inviting! Sliders off the dining room leads to an expansive deck offering views of the property, which includes a large barn w electricity, outdoor fireplace, pretty gardens & play area. 4 Good sized bedrooms on the main floor, updated baths. Main en-suite bedroom has large walk in closet & access to the deck.The 5th en-suite bedroom w it's own entrance is perfect for au pair, in-law, home office or rec room. Lower level offers a family room w fireplace, large office w french doors & laundry room. Conveniently located just a few minutes from Ridgefield's Main St w shops, restaurants, movie theater, art gallery & ACT, a theater venue often featuring Broadway stars! Redding, referred to by the New York Times as an "Upscale Town with Upcountry Style" offers 100's of acres of open space & conservation land, state parks for walking, hiking, biking; rivers, streams & ponds for fishing, canoeing & kayaking...an outdoor sports lovers paradise. Blue Ribbon Award schools. Close to Route 7, I84, Merritt & I95, it is an easy down or up county commute; approx 90 minutes from NYC. A beautiful home in a special town!

Love life? Love it even more when you arrive home to this exquisite Normandy Chateau with all the special attributes you would expect from a luxurious estate. Set on over 19 acres of lush property, the setting is nothing but idyllic with beautiful gardens, wide open pastures, koi ponds and scenic water views. The best surprise is how inviting & comfortable the home truly is. Of course, there are the fabulous formal living & dining spaces one would expect to find, and a chef’s kitchen any culinarian would find a delight, but the amenities are what make this residence one-of-a-kind. Start your staycation lounging at the pool, then enjoy lunch al fresco on the terrace, relax in the sauna and then meet up at the bar for a cool beverage. After dinner, take a sunset sail in the canoe on the pond and then catch a movie in your private theater. Still not ready to end the evening? Head up to the recreation room for a game of ping pong or chess. Retire to the first-floor primary bedroom suite with a spa-like bath & two-story custom/cedar closet. Each of the five family bedrooms has a full bath & unique nook for imaginative play. Just a few of the many special features: European-style windows, reclaimed wood beams, antique slate roof tiles, a potting room. Highly sophisticated infrastructure with a fire sprinkler system, four high-efficiency Buderus boilers, generator, two floors of radiant heat & more. Install paddock and barn & bring the horses. Come & love life in Redding, CT!

This private country oasis in West Redding exemplifies the beauty of open plan one level living with integration of the indoors and outdoor spaces. A unique modern ranch that sits on 2.76 acres of rolling meadows and mature and specimen trees. This is truly a magical piece of property. The open kitchen with vaulted ceiling and cupola make this a symmetry architecture element. The family room providing wonderful light and skylight. The living room with nature views from the oversize windows and a courtyard space to enjoy the pristine land and bringing the outdoors in. There are 3 large bedrooms plus office with hardwood floors and 3 updated full bathrooms in the back private quarters. The library with built-ins and dual side fireplace into the living room create a relaxing setting. In addition, there is a legal 600 square feet guest house/in-law apartment that has had many updates. The cottage has one bedroom with updated full bathroom along with a private patio off the back. This is great for extended family or rental investment. Close to Georgetown shopping, restaurants, train station and one hour from the NYC.

Dramatic 3/4 Bedroom Contemporary in Popular Farview Farm Association with Pool, Tennis, Clubhouse, Playing Fields, Trails and Fishing Pond. Bright & Spacious OPEN FLOOR PLAN with Vaulted Ceilings. Beautifully Updated MAIN FLOOR PRIMARY Bedroom Suite! Custom Greenhouse Kitchen with Extensive Granite Counter Tops and Quartz Center Island. Wolf, Bosch, & Subzero Appliances. Kitchen and Family Room Completely Open to Each Other. 3 Floor-to-Ceiling Brick Fireplaces. The 2nd Floor Features a 2-Room Bedroom Suite; One room has a Fireplace and is currently used as an Office, but could be used as a Bedroom. There is an additional Bedroom on the Upper Level. House is prewired for Portable Generator Terrific Cul-De-Sac Location, minutes To Route 7 Stores, Conveniences, Train, Ridgefield & Wilton. Redding is often called "The Vermont of CT." THIS HOME IS MOVE IN READY!

"Stormfield" - the iconic mansion built in Redding for author Samuel Clemens, best known as Mark Twain, who lived there from 1908 until his death in 1910. Upon surveying the countryside from his new home, Clemens exclaimed “How beautiful it all is. I did not think it could be as beautiful as this.” He stipulated the house should be built in the style of a Tuscan villa, after having enjoyed time in Italy, and derived the property's name from his short story "Captain Stormfield's Visit to Heaven." After a fire in 1923, the current estate was re-built in 1925 on the same foundation, retaining the original terraces, stone walls, stone pillars, and formal gardens. The home is sited on 28.53 private acres and adjoins 161 acres of Redding Land Trust. This magnificent country compound includes the 6,300 sf main residence with 4-5 bedrooms, 5/1 baths, and 3 fireplaces, plus the detached pool/carriage house offering heated gunite pool, 3 garage bays, as well as the 2nd floor guest/caretaker cottage with 2 bedrooms, full bath, living room and kitchen. Feel like you've stepped back in time where exquisitely appointed period details artfully blend with today's modern amenities. Grand formal rooms include the elegant dining room overlooking the stone terrace and rolling lawn, plus the formal living room with striking hand painted coffered ceiling and adjoining library. One of Redding's signature properties and a rare opportunity to own a piece of American History, just 58 miles to Midtown.

This designer's updated and remodeled four bedroom ranch offers a convenient West Redding location, a spacious yard and an easy living lifestyle. More than $100,000 in upgrades have been completed in the last year alone! New roof, 200 amp electric service, updated septic, open plan custom kitchen, lighting, driveway, several new windows and so much more! Enjoy meals cooked in the chef's kitchen featuring a center island, quartz counters and easy access to the rear patio. Entertain friends and family in the large vaulted ceiling living room with its whitewashed fireplace and view of the yard and woods behind the house. The ensuite primary has his and her closets for plenty of wardrobe space. Three additional bedrooms and a hall bath are also found on the main level. The walkout lower level is perfect for relaxing or working. The family room boasts a wood burning stove while additional bonus space can be an office, gym or whatever else you might need. Benefit from top-rated Redding Schools, the Mark Twain Library, and New Pond Farm as well as proximity to shopping, restaurants and activities in Ridgefield and Danbury. Easy access to Route 7 and Metro North Train. Redding Community Center, Topstone Park and miles of hiking trails offer plenty of recreational opportunities. Come see for yourself!

Impeccably designed for the sophisticated owner, this enchanting country estate is a serenely private retreat on 40.95 acres. The exquisite manor home offers contemporary flair and stunning natural beauty in nearly 10,000 square feet: luxurious first-floor master suite, chef’s kitchen with commercial-grade appliances, 6 upper-level bedrooms surrounding a central family room and gym, lower-level entertaining area plus attached cabana with shower/changing room as well as 3-car attached garage and detached 2-car garage with loft apartment. Outdoor living is sublime with in-ground pool, double-sided stone fireplace, built-in outdoor barbeque stations, stone patios, and alfresco dining, plus tennis court w/hut, 3-acre stocked pond with boathouse, 4-stall horse stable and riding ring w/4 paddocks. Also included:antique 3-BR guest house and a spectacular rustic-chic acoustic party barn w/a double-height stone fireplace, zinc-top bar, reclaimed barn-wood walls and loft with Murphy beds. Don’t miss this unparalleled opportunity for refined living, entertaining and recreation. Bucolic Redding with its wooded acres, state parks, hiking trails, rivers, ponds, hundreds of acres of open space and conservation lands.The New York Times has referred to Redding as "An Upscale Town with Upcountry Style". Maple Hill Country Estate is a fabulous weekend haven and a superlative full-time residence-lifestyle, location, convenient to commute routes, Danbury airport, trains, shopping and restaurants.

Instant curb appeal welcomes you to this immaculate, 5 bedroom saltbox colonial with au-pair or in law suite in lower level. You will immediately notice, when you pull into the circular driveway, that the home has been meticulously cared for and maintained. The home boasts not only 5 bedrooms, but 3 fireplaces, an inviting covered front porch and recently retreated back deck overlooking a large fenced in back yard with a fire pit for fun nights outdoors. The kitchen has been updated and has granite countertops, stainless steel appliances with a tile floor and wonderful backsplash. The exterior of the house was just painted and trim was replaced, new interior paint, a new built in generator panel, a remodeled shower on the main level and a new septic (3 yrs). There is a large walk in cedar closet on the upper level perfect for storing your winter clothes. The perfect home for family and friends with both a family room, large living room and dining room. Hardwood floors throughout and space for all. The downstairs in law suite has a separate parking space and its own private entrance. Come and see all this large home has to offer, with award winning schools and easy down county commute.

Welcome home to this amazing custom built home in convenient West Redding location. Perfect area for the commuter to New York City and lower Fairfield County. The entrance to this magnificent property which is completely fenced is protected with a manual gate for total privacy which also backs up to conservation land. The beautiful circular drive is lined with Belgian blocks to enhance the charm of the entrance. This property also features an inground salt water gunite pool with spa and beautiful surrounding patios including outdoor bar with bar stools. There is a full sized tennis court and basketball court, fire pit with chairs and a playground for the younger residents or guests. A 4 car garage is included and perfect for the car enthusiast as well as an unfinished addition off the 3 car garage with many possibilities and also a 2nd story framed guest quarters could be finished to the buyers specifications! The formal sweeping entrance hall is sprawling and opens to the Living, Dining and Family Rooms all with 10 ft ceilings, Brazilian cherry floors and an onyx Powder Room. Incredible moldings throughout the house and one surprise after the other.

Welcome to this pristine custom built center hall Colonial set up high on six acres of privacy and gorgeous VIEWS. Cozy Living Room/front Parlor, formal Dining Room and oversized Kitchen opening up to back deck and panoramic vista. Family Room with stone Fireplace, vaulted ceiling and beams opens to back stone patio. 2nd floor Office with cherry built-ins, spacious Primary Bedroom plus four additional: three en suite and two w/Jack/Jill bath and all with walk-in closets and ceiling fans. Hardwood floors throughout main and second floors. Finished third floor living area w/Bedroom and Full Bath perfect for au pair or guests. Full unfinished walk-out Lower Level. Whole house generator. The six acre parcel includes a second potential building lot along with dazzling sunrises and sunsets. Beautiful rural setting yet easy access to Merritt Parkway, Fairfield, shops, restaurants and train. 60 miles to NYC. Absolutely wonderful home!

HUGE PRICE ADJUSTMENT, INCREDIBLE VALUE!! Storybook property and home, with utmost private 4 scenic acres, in one of Redding's most convenient neighborhoods! Influenced by Cape Cod style, but expanded to essentially single-floor living, now spacious in all the right places to congregate or spend quiet moments as well. With multiple primary suite options and all 5 bedrooms on main level, plus spacious finished upper and lower levels, this home provides a tremendously flexible floor plan for wide-ranging living arrangements. Detached 2-car garage structure has ample storage, high ceilings, and a bonus room above via pull down stairs. This special home, down a long wooded driveway, and framed by blooming Forsythias and Cherry Blossoms, is truly a magical setting not to be missed! Great value to move right in and enjoy as it is, or refresh for the longer-term.

Large custom home on 2 acre lot in the Rob Rider neighborhood of West Redding. Over 4k square feet (above grade) featuring 5 Bedrooms & 4 1/2 Baths in the main house, and an additional Studio Apartment above the garage (full bath, kitchenette and separate entrance). This home offers an open main level floor plan, with tons of light, french doors to the terraced rear deck, and a beautiful Great Room with a fireplace. Hardwood floors, formal living room, eat in kitchen, dining room and office/library compliment the main level. The second level features a gallery landing, 5 bedrooms, including the Primary Suite with private en-suite bath, soaking tub, double walk-in closets and an infrared sauna. There is a second en suite bedroom with hardwood floors, full bath and walk-in closet. Rob Rider is a cul-de-sac neighborhood with community owned pond offering fishing, skating & boating (non-motorized).

Classic elegance defines this majestic Colonial sited on a quiet hilltop cul-de-sac. Meticulously maintained, this 2006 built home boasts hardwood floors with in-lay details in formal rooms, 9+ foot ceilings, custom millwork and stunning architectural elements. Double height entry hall with raised paneled wainscoting unfolds into welcoming formal spaces. Living Room with bay window opens to the formal Dining Room with tray ceiling and custom raised paneling. Chef’s kitchen designed by Kingswood Kitchen is perfect for daily enjoyment while spacious enough to accommodate those large gatherings. Oversized center island with seating, cherry cabinetry, Viking refrigerator/freezer, double ovens, 6 burner Wolf gas range, Pot filler at stove. Breakfast area with access to new stone terrace and firepit. EIK opens into relaxed family room with fireplace and custom built-in entertainment area. First floor office, 2 half baths on main level. Mudroom with walk in outfitted closet. 3-car garage. Front and back staircase. Primary suite with FPL, ensuite full bathroom, Jacuzzi soaking tub, double sinks, x-large standing shower with frameless shower door, outfitted walk-in closet. 3 additional bedrooms, one with en-suite bathroom and other 2 with Jack-n-Jill full baths. Bonus den space with new entertainment unit. 2nd flr laundry room with utility sink can be converted to a room/office. Walk up attic. Unfinished walkout lower level plumbed for bathroom.

Custom home to be built by Frank Talcott Inc. Website Frank Talcott Inc. Floor plan can be modified to owner's needs. Privately set on almost 9 Ac on picturesque Umpawaug Rd. Home features open floor plan, 9 ft ceilings, lots of glass, custom millwork and state of the art kitchen. MODERN home plans also available. Architect/builder will custom design home to buyer's specifications. See pictured options. Additional land available. Owner/Agent

Welcome to 229 Umpawaug Road, the quintessential estate of exceptional quality on the premier scenic road in Redding, Connecticut. Surround yourself in luxury inside this sun-filled 6 bedroom, 11 bathroom, 6 fireplaces center hall colonial with a flowing floor plan, formal and informal rooms, embracing the incredibly private 6.5 acres of hand-stacked walls, privacy gates and immaculate landscaping. Numerous patios and outdoor spaces for year-round enjoyment. Dive into the oversized infinity pool with spa and pool pavilion with entertaining kitchen, full bath and living room. Don’t forget your racket, with a private tennis court with California Corners for all levels of play. Private luxury apartment over the heated 3-car garage. This is also a great option for an office or studio. Enjoy all the best of parks, recreation, shopping and dining nearby, also accessible to NYC via Metro North and 56 miles to midtown.