Redding CT Real Estate & Homes for Sale

This is not your traditional colonial home. You are greeted by a sprawling front porch perfect for summer nights. Enter the front door and be wowed by the curved front staircase in the foyer. Main floor boasts a wonderful floor plan with living room, formal dining room, cozy den with a fireplace, spacious eat-in-kitchen, study/office, screened in porch, and mudroom leading to the two car garage. Above the garage is an inviting great room with built-ins, soaring 9+ foot ceilings, exposed beams, and a second fireplace. The second floor is just as inviting. Primary bedroom has dual sinks, stand-up shower stall, a whirlpool tub, and oversized walk-in closet. The second bedroom is also ensuite with a full bath and walk-in closet. Third bedroom has wonderful built-ins, and the fourth has a smaller walk-in closet. Second floor is sunlit and has hardwood floors throughout. Wonderful millwork and molding throughout. Purchase this home just in time for summer fun. Inground heated pool (new liner) with pool house, stone patio, bar area with granite counters and sink... what more could you ask for. Whole house generator included. Well manicured private property on a circular street in a wonderful location. Welcome Home!

Lovely End Unit In Attractive Georgetown Complex. Very Convenient to Shopping, Trains and Highways. Easy first-floor living. This is a rare true ranch. No steps to enter. Finished Lower Level With Large Family Room, Den/Office, and Full Bath. Plenty Of Storage. Move Right Into This Light and Bright Space. Square Footage Includes the Finished Lower Level. Freshly painted with new vinyl wood floor throughout.

Make this gem of a cottage your home. It's a perfect downsizer, starter home, or weekend retreat. The 4 acres of property which includes wetlands include privacy and a beautiful natural landscape. Enjoy summer nights under the pergola while looking up at the stars. Location provides easy access to shopping in Wilton, Ridgefield, and Danbury. Septic tank estimated five years old. Recently pumped and cleaned. Per Seller, crawlspace has new sump pump, dehumidifier, as well as being encapsulated to reduce moisture. New dishwasher, washer, and dryer installed. Water heater 4+ years old.

TOPSTONE MID-CENTURY - A Modern Masterpiece! Built by architect Almos Evans in 1940 for Edward Steichen, the famed photographer and director of photography at the Museum of Modern Arts. Positioned to overlook a private pond, an intriguing marriage of glass, stone and shiplap. Iconic style with clean lines and soothing spaces. Impressive Living Room with high ceiling, stone fireplace and virtual walls of glass overlooking the water. Doors to decks allowing for easy indoor-outdoor entertaining. Sleek Kitchen with cerused Oak, Quartz and high-end appliances. Office with an inspirational water view. Stunning Family Room with custom mahogany built-ins, walls of glass and beamed ceiling. Overlooking the water, private Primary Suite with spa Bath. Two additional Bedroom Suites. Long drive to the private waterfront site. Nearly thirteen private acres surrounded by Topstone Park. Potential pool site. Gorgeous grounds with verdant lawns, incredible stone walls, specimen Magnolia, Weeping Cherry, Birch, Apple and Dogwood. Conveniently located with easy access to Route 7, Metro North trains, shopping and restaurants just a five-minute drive to Ridgefield.

Welcome to 663 Redding Rd, Redding CT, where history meets modern convenience in this picturesque, Colonial Farmhouse built in 1740 and completely renovated & expanded by the current owners in 2017. As one of the oldest homes in Redding, it boasts original exposed beams while offering a fully updated living experience. Now spanning 3432 sq ft, this home features 5 BRs & 4 full baths, including a gorgeous kitchen with heated floors, marble counters, a Wolf gas range & Thermador fridge. Ascend the staircase to find the convenience of an upstairs laundry & a spacious primary suite with a full bath also with heated floors, tub, separate shower & double vanity. Two more bedrooms & a full bath on this floor. Ground Floor in-law suite complete with a bedroom, living room (or addl. BR), & full bath. Situated on 2.76 acres and set back from the road, the property includes a bluestone patio overlooking the stream-fed pond that's perfect for waterfowl and other animals, peach and apricot trees & a horse paddock for equestrian enthusiasts. Adding to the allure, a newer detached 3-car garage or barn provides ample space for vehicles or hobbies or even additional livestock! Surrounded by picturesque landscapes, this home offers a beautiful and idyllic setting for those seeking a blend of history & modern comfort. Don't miss the opportunity to own a piece of Redding's rich heritage in this captivating farmhouse. Less than a mile from (West) Redding Train Station. 69 Miles to Midtown

Introducing an updated magnificent custom-built center hall colonial, on 6 acres of tranquil, professionally landscaped grounds. Spanning 4,565 sq ft above grade, featuring 5 bedrooms, 4.5 baths accessed via an inviting circular driveway with Belgian block edging. The entrance reveals a grand two-story foyer with an elegant circular staircase, while hardwood floors throughout both levels underscore the home's warmth & elegance. At the home's core, an updated well-appointed kitchen with stainless steel appliances, granite countertops, a spacious breakfast area, & a gas stove is ready for culinary delights. Adjacent, the family room delights with vaulted ceilings, rustic beams, & a stone fireplace. The upper level hosts a Primary Suite with walk-in & cedar closets, three additional bedrooms, two baths, & an office with cherry shelving. A finished third floor offers extra living space with a bedroom, full bath, & rec room. Downstairs, you'll find a vast, unfinished walk-out basement. In addition, there's a 3-car garage, an automatic house generator & a brand new roof. Located near the Merritt PKWY, Fairfield, & Monroe, the property combines privacy with convenience to amenities & transport, being only 10 minutes away from the local grocery store, & has a limited school bus service just for the street. Highlighting its potential, the estate includes a second buildable lot & a potential pool site, subject to due diligence - so much potential, plus room for further development!

Situated on over 10 Acres, this one-of-a-kind horse property is in the sought after community of Redding with award winning schools. This property features a four-stall horse stable with electricity and a separate oversized heated dairy barn with plenty of room for storage. A bonus pole barn is adjacent to the dairy barn and an additional heated four bay garage with electricity and workshop. Above the garage is a two bedroom apartment which can be used as a guest cottage or potential rental income. Upon entering the stunning updated antique main house, you are greeted by charm and elegance in every room. This storybook home with hardwood floors throughout boasts three bedrooms and three and a half baths. All bathrooms have been superbly updated to meet a modern family's needs. The Master bathroom features a sitting area, walk in closet, jetted tub, double sink and a walk-in marble shower with a rainfall double shower head. Come fall in love with the gourmet expansive eat in kitchen which highlights an oversized island, granite countertops, stainless Vulcan stove and a large double farm Sink. Plenty of room for family gatherings! Enjoy warm summer nights in your large screened in back porch or enjoy sitting on your farmhouse front porch overlooking the expansive property featuring apple, cherry and pear trees. This is a one-of-a-kind gem, find out why Redding has been nicknamed the "Spectacular Vermont of CT"!

Everything about this sophisticated custom shingle style contemporized colonial has been meticulously designed for the perfect blend of a luxurious and comfortable country lifestyle - The upscale Kit includes a 6-sided windowed breakfast/sunroom mimicking the large octagon EVENT room which incorporates flying buttresses, radiant Brazilian slate flr, tiled FP, party kit, full Ba. French drs lead to the gunite heated pool surrounded by a bluestone patio edged in beautiful professionally landscaped gardens centered by a one-of-a-kind Pergola - two unique Gallerias specially designed for large art connect the main house to the event /party/family rm and on to a private custom designed 1 br/1 bath Guest Suite featuring a ship ceiling & a cozy sitting area w a stunning native stone FP. Step upstairs to the Turret "Room with all around Views" & blt-in seats/beds. This wing also inc an in-law/caretaker 1 br/1 ba apt boasting blt-ins/ full Kit & private Patio. The Sauna, full ba and 2nd W/D are also in this wing. The magnificent flr-to-ceiling transom style windows and French doors open to westerly views staging magnificent sunsets plus overlooking 4 Acres of Land Trust never to be built on - The drive-through 6 stall horse barn w/hay loft was lovingly designed by the owner & could be developed into many other uses: Party Barn/Office/Home Business! The custom horse Arena could also be turned into Tennis/Pickleball Courts! Prepare to be captivated by this spectacular private estate.

PIECE OF HEAVEN, MUST SEE!! Charming classic Antique Federal Colonial is a beautiful blend of the Circa 1745 (7' ceilings) Samuel Read Home with a large 1847 addition. This colonial home offers the elegance that you deserve it as you enter through the foyer with a rich curved archway accenting the 9' ceiling & a circular staircase to the large upstairs landing. This impeccably well-maintained house shares 4 bedrooms, 3 full bathrooms, kitchen, breakfast room, living room dining room, laundry room, with hardwood floors throughout plus family room, sunroom and 3 fireplaces. This home has everything you could possibly need, easy access to the outside for grilling, relaxing on the patio or enjoy the landscaping including a pool for summer fun and lovely backyard for entertainment and play. Redding has top rated schools, parks, playgrounds and lake access. Perfect commuter location close to route 53, route 107 and route 7. Priced to sell so don't wait! .

Sophisticated country retreat in sought after location including architecturally designed antique reproduction main barn featuring a long covered veranda overlooking the magnificent saltwater pool & spa; attached cabana w/TWO spacious changing rooms/outdoor showers; plus just completed 1 BR carriage house apt. above the detached 2 car garage. This enchanting compound offers flowering specimen trees/gardens; stone terraces; cedar fencing & pergola; red barn shed; woodlands at the back of the great lawn bordering open space, & expansive sky views. Enjoy bucolic privacy w/gracious front stone wall & long Belgian block lined circular drive. Step through the custom barn door into a charming vestibule, then up to the impressive great room w/floor to ceiling fieldstone fireplace; notable millwork w/built-ins, wide board floors, & planked coffered ceiling; plus wall of windows & French doors overlooking the covered porch & pool entertaining area. The inviting kitchen features a center bar/island, Viking dbl ovens, gas range, & Subzero fridge, adjoining the light filled glass DR. Enjoy tranquil views & veranda access from LR, DR, & first floor primary BR/den. Total 2,345sf in the main home w/3 BR, 2 full/2 half baths; plus additional 501sf in detached 1 BR apt w/full bath, top of line kitchen, spacious LR/DR, plus laundry & 2 zones heat & A/C. Attention to detail w/over $500K of improvements including state of the art new HVAC. Redding - "The VT of CT" yet only 60 miles to Midtown.

Three Bridges is impeccably designed for the sophisticated owner, this enchanting country estate is a serenely private retreat on over 6 acres with a brook and waterfall! Renovated and updated in 2006, the exquisite home offers unique flair and stunning natural beauty in over 6,500 sqft. The luxurious master suite with his and hers closets, chef's kitchen with commercial-grade appliances, 2 additional upper-level bedrooms surrounding an upper level playroom and additional family space, multiple office locations, first floor guest ensuite, lower-level entertaining area with a hot tub and rock climbing room as well as 3-car attached garage. Outdoor living is sublime with a stream fed in-ground pool, stone fireplace, enclosed porch, brand new tennis court with pickleball lines, a basketball hoop, woods for trekking & birdwatching, rolling stream for meditating, fishing, or catching frogs, and expansive stone patios for alfresco dining and entertaining. 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 . Three Bridges is a fabulous weekend haven and a superlative full-time residence-lifestyle, location, convenient to commute routes, Danbury airport, trains, shopping and restaurants.

7,700 Gross Sq. Ft. A MUST SEE! Classic Connecticut Colonial! Builder's own like new well-appointed home. Freshly painted (inside & out), new lighting fixtures and refinished hardwood flooring convey a fresh, new feel throughout. Spacious detailed dining room, kitchen featuring new appliances, and complimented by dramatic new quartz countertops. Casual dining area with sliders out to the Treks deck overlooking pool area and nature. Comfortable family room with stone fireplace and wall mounted TV. Primary bedroom features 2 walk-in closets, both with custom built-in cabinets, and a completely remodeled bath featuring a luxurious soaking tub. Gunite, heated pool with spa and waterfall, stone patio and speakers incorporated into SONOS compatible home AV system; all accessible from the walk out basement with new 1/2 bath, & gym with workout equipment. Irrigation system, new roof, gutters, AC & air handlers, Elan security system w/cameras. 28KW whole house generator, 10x20 shed w/new roof. Add'l 900+ unfin basmt sq. ft. , PLUS 2,776 sq.ft. in 6 garage bays (5 of which have epoxy floor coating). Detached garage has room for a lift and is climate controlled, including radiant heating, protecting cars from extreme temperature swings while the upstairs has additional 960 sq.ft. finished office/game/movie room with a 90" TV. Easy access to NYC, Lower Fairfield, or Westchester Counties. Top rated Redding schools and easy access to fabulous restaurants and shopping

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. Traditional home plans also available. Architect/builder will custom design home to buyer's specifications. See pictured options. Additional land available. Owner/Agent

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!

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.