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83 Redding, CT 06896 Real Estate Listings

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$600,000Est. Payment
4 Beds | 3 Baths | 2,100 Sqft

207 Lonetown Road, Redding, CT 06896

House For Sale

Wonderful opportunity to start the summer in a newly-built home surrounded by a level yard and 4+ acres of quiet privacy, scheduled for spring completion. Light-filled open floor plan with four bedrooms, three full baths & the walk-out lower level all offer the flexibility in function so necessary for today's lifestyle. Features inc gas fireplace & hardwood floors on main level, 12' ceilings, family room & 4th bedroom with full BA in lower level, perfect for office/guest. There is still time to choose finishing details. Located near the center of Redding, less than 5 minutes to Redding Elementary School, the Community Center with tennis courts & community gardens, and Concerts on the Green held every Sunday during the summer. Redding, a small town focused on enjoying nature ~ 100's of miles of hiking trails, kayaking in Huntington State Park, swimming at Topstone, and wandering around gorgeous New Pond Farm ~ offers an unrushed lifestyle with small scale, award-winning schools, the iconic Mark Twain Library (The Pudd'nhead Festival, juried Art Show, the Frog Frolic), family-owned farm stands, breweries, and the Umpawaug Farm Winery. Bethel's Greenwood Avenue, with small shops, gourmet grocery, and excellent restaurants, is a 5-minute drive north. Ridgefield, offering endless restaurants, entertainment & a charming Main Street, is 10 minutes away. The Merritt Pkwy, Long Island Sound beaches, and Westport shopping is a no-highway, 25-minute drive.

$779,000Est. Payment
4 Beds | 3 Baths | 4,348 Sqft

155 Gallows Hill Road, Redding, CT 06896

House For Sale

Looking for a quiet, private retreat where you can relax & enjoy beautiful sunrises, sunsets & observe nature? Nestled at the end of a quiet cul-de-sac sits this meticulously maintained Colonial. Appealing features include elegant flr to ceiling entrance w curved stairway, 3 FPLCS, designer kitchen, oversized wrap around deck & stunning spa like MSTR BTH. The well designed gourmet EIK w custom cabinetry, double ovens, HUGE granite ctr island w striking chandelier like pendants, murano glass backsplash & copper sink has cozy sitting area by the FPLC. 2 sets of sliding doors open from the KTCH to the expansive deck. Spacious FRM w FPLC & built ins also has sliders to the deck. 1st fl Office adjacent to FBTH can serve as GST RM. Formal DRM w bay window & front to back LRM w FPLC complete the 1st flr. 2nd flr features a generously sized MBRM w huge WIC & fabulous bath w oversized shower, stylish claw foot soaking tub, tile floor, custom granite double sink vanity. 3 add'l BDRMS w spacious closets complete the 2nd flr. Finished w-out BSMT w wonderful light allows for 2nd FRM, Game RM, Gym/Home Office. 3 car garage. Redding CT boasts an excellent school system and is a town that values safety & preservation of open space. Enjoy hiking trails, private golf course, biking, kayaking...a perfect retreat from city life but close enough for add'l venues of entertainment & culture. Freshly painted, Automated standby generator, hardy board exterior, immaculate! Just move in!

$769,000Est. Payment
3 Beds | 3 Baths | 3,346 Sqft

22 Pocahontas Road, Redding, CT 06896

House For Sale

Looking for an incredibly special retreat from the cares of the world? Look no further! Completely unique Nantucket style shingle 3300+ square foot home with a contemporary flair & wonderful architectural features throughout. From the moment you step into the front foyer you are welcomed by reclaimed wide board floors and incredible natural light streaming into the living room via a soaring wall of windows, a vaulted ceiling with antique barn beams, and a custom stone fireplace with hand hewn mantle. Great entertainment flow continues from the dining room into the family room which has beautiful built-in cabinetry. The chefs kitchen features granite counters, stainless steel appliances, Viking gas range & two wine refrigerators. Two main level bedrooms and two full baths make for easy living. The private upper-level master has a spacious en-suite bath and huge WIC. The loft area is perfect for a home office or place to relax. The finished lower level provides for additional office area as well as ample recreation space. The idyllic setting on 3.6 acres has expansive pond views, a stone bridge, woodland paths, a natural meadow, and great outdoor entertaining patio and a firepit. Adjoining Putnam Park for hiking and enjoying nature. Redding, an hour from NYC is known as the Vermont of Connecticut w/award winning schools, an active community, laid back lifestyle, close to shopping, restaurants, and more! Over $80,000 in improvements by the current homeowners.

$464,900Est. Payment
3 Beds | 2 Baths | 2,232 Sqft

103 Mountain Road, Redding, CT 06896

House For Sale

Nestled less than 10 miles from Exit 42 off the Merritt Parkway sits this beautifully maintained, 3-B / 2-B retreat on 2+ bucolic acres in Redding. The interior of this raised ranch, designed for easy living & entertaining, has been recently painted. Work, play & study on the Lower Level with its family room with gas burning fireplace & built-in bookcases, a 4-season sun room, full bath, laundry room, gym (or at-home classroom, office) & garage. The foyer stairwell leads to the Upper Level with vaulted ceilings in the living & dining rooms. The warmth from the Franklin stove in the living room complements a winter's view from the bay window. From these rooms, step down into the sunlit den that overlooks the property below. Contemporary French doors open to an enormous deck for family events & entertaining. From here you'll be surrounded by mature trees & a view of the seasonal stream & charming, hobbit-like outbuilding. (This delightful structure has a heated & air-conditioned upstairs for use as an art or yoga studio or a private office away form the main house.) Hardwood floors, a sky lit, eat-in kitchen, 3 bedrooms & full bath complete this floor. After your tour of the interior, the outdoor dining pergola is a must-see with its adjacent fenced-in garden. So, if you have a green-thumb, dream of having your own Victory Garden or cutting your own home-grown flowers, then this is the home - both inside and out - that you've been looking for.

$584,900Est. Payment
3 Beds | 4 Baths | 2,870 Sqft

38 Black Rock Turnpike, Redding, CT 06896

House For Sale

From the soft snows of winter to the fragrant florals of spring, chase the seasons in this magnificent 3B/3.5B antique colonial beauty & watch the 2+ acres unfold throughout the year. Surround yourself with manicured gardens & the splendid view from the back deck. From the foyer, French doors open into a traditional living room with wood-burning fireplace. Share evenings of gracious entertaining in the large dining room. From here, French doors open into the sunlit family room with its Franklin stove, perfect for that cozy crisp fall morning. Discover the sunroom thats tucked behind the living room with a fireplace & full bath, perfect for an at-home class room, library, studio or 4th bedroom. Granite counters wrap the kitchen on three sides, which opens to an adjacent dining area. A large front porch, closets, marquetry-inlaid hardwood floors, & half bath round out the Main Level. Upstairs, the main bedroom has an en-suite bath & two walk-in closets. Two more bedrooms, linen closet, attic access to more storage, & full bath complete the Upper Level. A short breezeway from the two-car garage leads to the mudroom entrance & the Lower Levels laundry area, home mechanicals, ample storage, shelving & wine closet. Explore the countryside with miles of bucolic hiking trails, waterfalls, lakes & historic Putnam Memorial Park nearby. Truly a home for all seasons & the new work-from-home normal. Wrap this one up now & create your own Home for the Holidays memories.

Laura Freed Ancona

$699,000Est. Payment
3 Beds | 4 Baths | 3,342 Sqft

139 Old Redding Road, Redding, CT 06896

House For Sale

Exceptional modern craftsman style home on 2 level acres in top West Redding location adj. 280 acre Topstone Park w/picturesque lake used for swimming/kayaking plus nature trails. Just moments to both West Redding/Branchville train stations and the Ridgefield border for shopping/restaurants, plus only 60 miles to Midtown. This impeccable home has been upgraded throughout with top of the line designer appointments and open flow including state of the art kitchen/great room showcasing Wolf and Sub Zero appliances, soapstone counters, stone floor, French doors to the rear deck, and one of a kind English Elm island, open to the beamed/vaulted family room with wall of windows and built-in media console. The open concept main level also features hardwood floors; crown moldings; dining room with sliders to the deck overlooking the private backyard with wooded views; vaulted living room with sleek fireplace and contrasting rustic beamed mantle; plus private office/optional bedroom with built-in desk/cabinetry and Murphy bed. Total 3,342 square feet including 3-4 bedrooms, 3/1 baths, and 640 square feet in the walk-out lower level. The 2nd floor features the elegant master bedroom suite wtih top of the line newly remodeled master bath offering concrete topped double vanity and frameless shower, plus 2 additional spacious bedrooms with shared hall bath. The finished lower level features a recreation/media room; climate controlled 400+ bottle wine cellar; separate dog/mud room with adjoining outside fenced kennel/pen; plus full bath with dog shower. Subject to owner finding suitable housing.

$1,450,000Est. Payment
2 Beds | 3 Baths | 3,837 Sqft

4 Woods Way Bluebell Cottage, Guilford, CT 06896

Condominium For Sale

A Secluded Village Awaits in "The Woods." Experience impeccable craftsmanship in our elegant private village of five unique, luxury homes bordering a land preserve. Cluster type development no common walls! Groundskeeping, snow plowing taken care of. Secluded setting, but business owners will be ecstatic to both live & work in this alternative to big city living. Walk to luxury office space on the grounds! In this campus-like atmosphere, also walk to the dentist, salon, restaurant, and more! The moment you enter this whimsical retreat, you'll feel an immediate sense of calm, connection, and security. Step through the high-arched stone entries to interiors etched in elegance: a blend of formal, casual, and comfortable. All aspects of our homes showcase rare quality and design that immediately demands attention. The home's heart and soul is the open-air, high-walled courtyard - an extension of the living space with elaborate stonework and an elegant custom stone fireplace soaring 20-feet - creating a solid old-world core, beautifully complimenting the home. Choose a completed home or customize these substantially finished sophisticated residences to match your lifestyle. Schedule a showing to experience all this unique property has to offer, but please feel welcome to drive by; GPS does not yet recognize Woods Way address as it is a new road. See the Woods Way Street sign at the corner of 2614 Boston Post Road & Woods Way. Go to end to the secluded private residences.

$925,000Est. Payment
4 Beds | 4 Baths | 5,236 Sqft

11 Tunxis Trail, Redding, CT 06896

House For Sale

Meticulously Maintained Country Colonial on a picturesque cul-de-sac! Private and in a great neighborhood! 3.42 level acres & walk to trails. Cleared land for play & wooded for privacy! Perfect location close to library, parks, highways, restaurants, hiking, & schools. Chef's kitchen w/10ft island seating! Family rm fireplace, sought after open kitchen/family rm/dining area w/ bonus breakfast rm & 3 season porch. Perfect views of the yard and nature. Custom millwork in dining area w/beautiful lighted cabinetry & built ins & gorgeous mahogany countertop. Large entry foyer with w/9 custom cubbies! Spacious laundry/mudroom w/sink. Currently 4 beds w/2 offices/separate remote learning areas/or 2 more bedrooms. Enjoy the spacious family rm & relax by the fire or entertain w/ family for the holidays. Dedicated home office in perfect location off of the family room. Upstairs landing offers a large space for play or study area, music room, yoga studio. The spacious master suite offers a stylish stone fireplace, built-in shelving, shelved walk-in-closet & master bath with radiant heat, warm feet! Finished lower level offers 2 large rooms, open to each other for media, exercise, a home of fun sleepovers, movie nights & addl storage space, a full bath & exits to the back patio and porch. Exterior offers invisible fence, bluestone/paver patios & audio speakers. Dedicated pool location (plans provided upon request). Newer mechanicals, generator, exterior paint..too many to list!

$525,000Est. Payment
4 Beds | 4 Baths | 3,724 Sqft

23 Ridgewood Drive, Redding, CT 06896

House For Sale

Seeking ultimate privacy? Look no further! Situated at the end of a cul-de-sac and a private driveway sits this classic 11 room, 3700+ sqft, 4 Bedroom/ 3.5 Bathroom, center hall colonial situated on 2 acres & surrounded by 200 acres of open-space woods. Central A/C, 4 fireplaces, hardwood floors throughout the home (even under wall-to-wall carpet), 2 cedar closets, whole house backup generator, large fenced-in back yard, beautiful mature plantings, finished walk-out lower-level w/ in-law potential and more. Beautiful Redding awaits... townofreddingct.orgSchedule your private showing today

$1,590,000Est. Payment
3 Beds | 4 Baths | 5,312 Sqft

2 Woods Way Rose Cottage, Guilford, CT 06896

Condominium For Sale

A Secluded Village Awaits in "The Woods." Experience impeccable craftsmanship in our elegant private village of five unique, luxury homes bordering a land preserve. Cluster type development no common walls! Groundskeeping, snow plowing taken care of. Secluded setting, but business owners will be ecstatic to both live & work in this alternative to big city living. Walk to luxury office space on the grounds! In this campus-like atmosphere, also walk to the dentist, salon, restaurant, and more! The moment you enter this whimsical retreat, you'll feel an immediate sense of calm, connection, and security. Step through the high-arched stone entries to interiors etched in elegance: a blend of formal, casual, and comfortable. All aspects of our homes showcase rare quality and design that immediately demands attention. The home's heart and soul is the open-air, high-walled courtyard - an extension of the living space with elaborate stonework and an elegant custom stone fireplace soaring 20-feet - creating a solid old-world core, beautifully complimenting the home. Choose a completed home or customize these substantially finished sophisticated residences to match your lifestyle. Schedule a showing to experience all this unique property has to offer, but please feel welcome to drive by; GPS does not yet recognize Woods Way address as it is a new road. See the Woods Way Street sign at the corner of 2614 Boston Post Road & Woods Way. Go to end to the secluded private residences.

$10,500
$439,000Est. Payment
4 Beds | 2 Baths | 2,030 Sqft

13 Bayberry Lane, Redding, CT 06896

House For Sale

Great commuting location on Redding's west side. Great curb appeal on a nice 2 acre parcel. New appliances and new flooring throughout the entire lower level. Both bathrooms have new fixtures. Lower level family room w wet bar has door out to yard. Just 10 min from the Ridgefield town center and shopping. Auto testing generator will cover house basics. Great suburban lifestyle and great value for this quiet location! Short walk to Topstone park.

Laura Freed Ancona

$659,000Est. Payment
5 Beds | 4 Baths | 3,741 Sqft

53 Old Stagecoach Road, Redding, CT 06896

House For Sale

This exceptional colonial farmhouse is set back privately on 2.89 level acres with rear wooded privacy bordering the "Dan Beard Trail", a 14.5 acre Redding Land Trust tract that stretches to right behind John Read Middle School. After a comprehensive gut remodel in 1996, this home was completely renovated and expanded to include 3,741 square feet, 5 bedrooms and 3.5 baths including a 35 x 24 bonus room (ideal as a separate guest or in-law apartment) plus additional 250 square foot three season sunroom, and total 6 bay attached garages for the car enthusiast. The scenic property includes both front and rear driveways, Belgian block curbing, inviting front porch, expansive rear deck, stone walls, mature trees, flowering gardens, and sprawling level lawn. Spread out in this light and bright home offering hardwood floors and generous proportions. Cook for a crowd in the spacious eat-in kitchen with striking white cabinets and contrasting black counters, open to the large family room with vaulted ceilings and cozy wood stove. The main level also features the formal living and dining rooms, office/study, and 3 season sun room, drenched in natural light all year round. The second floor is equally impressive with elegant master bedroom suite featuring private bath with jetted tub, double vanity, and separate shower, plus three additional bedrooms, all with hardwood floors and updated hall bath featuring subway-tiled tub/shower. Best of both worlds, private retreat setting, yet convenient to schools, shopping, and only 64 miles to Midtown.

$30,000
$865,000Est. Payment
4 Beds | 4 Baths | 4,448 Sqft

31 Bridle Road, Redding, CT 06896

House For Sale

Elegantly sited on a coveted road in lower Redding with pool + pond views, this Classic and Pristine 4 bedroom 3.5 bath Colonial has both 1st + 2nd floor master suite options. Open updated kitchen + family room w wood burning fireplace: perfect for daily life + for entertaining. Formal dining room. Living room with gas fireplace overlooks manicured gardens. Enormous 1st floor master suite with fireplace, French doors to terrace and pool. A mudroom attached to a 2 car garage, powder room complete the 1st floor. Enormous bonus room with beautiful views for your home gym, office, playroom, game room. Three additional bedrooms up the main staircase, one master suite + two bedrooms share hall bath. Two finished rooms + laundry in the lower level. In all, one wood + two gas fireplaces. Park-like private lot with heated Gunite pool. Private pond association with sandy beach access and fishing. Expansive cedar deck with trellis for a dream setting, bocci court + a garden shed. Quiet neighborhood + cul-de-sac is great for walking and cycling. Some features of Redding and area include: Miles of hiking trails, 20 minutes from LI Sound beaches, 12 minutes from shopping, 7 minutes to Merritt parkway, easy access to NYC. Organic local farms 3 miles away. Close to public schools. Joel Barlow HS ranked #9 county-wide according to Niche 2021. Have it all. Pool. Pond. Natural setting. A country lifestyle within 65 miles of midtown Manhattan.

$15,000
$460,000Est. Payment
3 Beds | 3 Baths | 2,372 Sqft

13 Pine Mountain Road, Redding, CT 06896

House For Sale

First time on the market. This very well cared for home is in excellent condition, and has many special features. It offers large, in ground pool, 3 Bedrooms and 3 full baths, lower level Family Room with Fireplace and separate office, den or playroom plus Formal Dining Room. The eat-in Kitchen displays stainless steel appliances including Viking gas range, dishwasher and refrigerator. Lots of light, high ceilings and bay windows. Screened in porch, inground pool. Great location on a quiet road. Walk to train. A service contract has been signed to cover 24x7x365 from Petro, fully transferable to the Buyer!

$175,000
$2,775,000Est. Payment
4 Beds | 5 Baths | 4,009 Sqft

42 Meeker Hill Road, Redding, CT 06896

House For Sale

Less than 90 minutes from NYC tucked away in the lush green woods of Redding, CT and being sold fully furnished is a modern, stunning at every turn home set on 5 acres with everything you need to live life and focus on what really matters. The perfect country retreat.This custom-built home has been designed to embrace nature with meticulous attention paid to every detail. All features in the home were thought out by the owner in collaboration with Charles Allem of CAD International. Beginning with the ten-foot custom pivot glass door to the floating walls and fully recessed mood lighting. This home is designed to celebrate nature. The Nano Walls and windows bring the outside in and allow for enjoyment and entertaining throughout the four seasons. A minimalistic, clutter free approach to living.Exquisite views from every window bring the garden and nature into the homeA cantilevered staircase hand crafted from a 50ft sheet of metal floats in the entrance.The living room features a functioning fireplace fashioned from a slab of Italian marble accentuating the 25-foot soaring ceiling. The fully retractable Nano Walls create an unobstructed view of the sundeck, pool and luscious garden, bringing the outside in. A dining room that seats 10 comfortably illuminated by a Holly Hunt mobile light fixture. With retractable Nano Walls on one side and black lacquered pocket doors sectioning off the kitchen. Custom designed chefs kitchen with a 10-foot island, a Gagganau fridge, freezer and wine fridge, a 6 burner Wolf stove, grill and griddle plus two ovens. The spacious butlers pantry is complete with its own Viking stove, Subzero Fridge/Freezer and Miele dishwasher. And oodles of room for storage.Master bedroom suite with retractable Nano Walls leading to the deck overlooking the pool and garden. Master bathroom with a walk-in closet, rain shower and its own private bathroom garden and patio.A spacious upstairs includes an open plan office with a balcony overlooking the pool

$800,000Est. Payment
6 Beds | 4 Baths | 3,017 Sqft

40 & 42 Great Pasture Road, Redding, CT 06896

House For Sale

40 & 42 GREAT PASTURE ROADIn the heart of Redding, along lightly traveled Great Pasture Road, an early 20th century 6 bedroom 3 bath family home was constructed to host large gatherings and family events. The 7+ acres is secluded with views as well as a pond & dam. Along the winding driveway are gardens, an old grass tennis court, 3 stall stable with loft and paddock, corral, farm utility sheds, garden art, a concrete pad for RV (or other use), a kennel and a fully equipped in-law cottage or guest house with decks overlooking the free form custom Wagner pool.The main house can be entered via a foyer and consists of kitchen with walk-in pantry, entry way, dining room, living room, bath, enclosed sunroom and main floor bedroom & bath. The second floor can be accessed by two staircases and has 5 bedrooms, 2 baths and walk-in cedar closet.Period features include wide board floors, beamed ceiling, built-ins, two window greenhouses, rear overlook patio and an assortment of storage compartments. The property consists of two contiguous parcels #40 is 7.13 acres and #42 is 2.3 acres. The land provides all of natures best features and wonderful sights. This offering provides for an endless imagination.

$3,700,000Est. Payment
5 Beds | 7 Baths | 9,646 Sqft

18 Lonetown Road, Redding, CT 06896

House For Sale

Orchard Hill Farm is an exceptional 26 acre Redding Center estate. A gated entry welcomes you to the stately 9,646 sq ft Georgian Colonial manor house on 4 acres of manicured lawn, complete with a walled garden with potting shed and apiary, expansive blue stone terrace with an outdoor kitchen, and a post and beam party barn. This exquisite 19 room home was designed with emphasis on architectural details including: custom mill work and built-ins; solid mahogany interior doors; quarter sawn oak floors; chef's kitchen with a 14' center island, butler's pantry, and a Tulikivi soapstone bake oven/wood stove; an English Machin conservatory; six fireplaces; a luxurious primary suite with dual dressing rooms and a steam shower; four additional bedrooms; 3 front/back stairways; gym; TV/entertainment room; a large office/playroom; custom designed mud room; 3 car heated garage; and a whole house generator. The property also includes a 12 acre meadow with apple orchard, a 10 acre woodland and the private lane. This peaceful and serene country estate is located just 56 miles from Manhattan in bucolic Redding, known for its open space preserves, 600 acre State parks, fine schools, historic past, and vibrant community spirit.

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