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Homes for sale in Redding Connecticut - Page 1 of 2

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$2,950,000 20.27 acres 6 Beds | 6 Baths | 2 ½ Baths | 6400 sqft
19 Tudor Road, Redding, CT 06896 - Fairfield County

20.27 acres Redding, CT

Picture-perfect, distinctive 20-acre "private" estate. Once owned by famed children's author Tasha Tudor as well as the heiress to Crane Paper, Seven Maples is the ultimate in peace & tranquility. The sophisticated, renovated 6BR home has an updated floorplan & amenities for modern living. Wideboard floors, 5 FPl, exposed beams & cabinetry abound. State-of-the-art kitchen w/AGA stove. Updtd baths, gorgeous MBR Suite, finished L.Level & views from every room. Separate Barn is the perfect 2BR au pair/in-law apt. In addition - 1-room studio perfect for artist or office space. Spectacular pool & bucolic setting. Underground systems provide water to apple orchard & multiple specimen plantings. 2-car garage 3-car Carriage house. Like no other!
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$1,799,000 3.17 acres 5 Beds | 7 Baths | 2 ½ Baths | 8262 sqft
87 Marchant Road, Redding, CT 06896 - Fairfield County

3.17 acres Redding, CT

Extraordinary cstm designed and built shingle style Adirondack home w/sophisticated and open modern floor plan on most picturesque 3.2 acres w/pvt pond and waterfall adjoining New Pond Farm's 102 bucolic acres. Inspired by the property's majestic natural beauty, this exceptional private retreat was designed for year round indoor/outdoor entertaining w/multiple stone patios; 3 season timbered porch w/stone floor and 8' wide Rumford fplc; plus attached cottage w/separate entry featuring the "summer kitchen", ideal for home office, studio, or guest quarters. This unparalleled home offers a total of 8,262 sf on 4 finished floors w/5 BR; 5/2 BA; 5 fplcs; bonus rm; game rm; gym; art or yoga studio; 18' ceilings; walls of windows; and soul stirri
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$1,395,000 6.22 acres 4 Beds | 3 Baths | 1 ½ Bath | 3731 sqft
43 Giles Hill Road, Redding, CT 06896 - Fairfield County

6.22 acres Redding, CT

Top of the World! 10 mile East and West ridge views offers sunrises and spectacular sunsets! First time on market in 35 years and located on the crest of prestigious and scenic Giles Hill. This 6.2 Acre Compound features the stately and historical main residence, a separate 2000 Sq Ft cottage, gatehouse apartment over detached garage and fabulous pool in a setting that will blow your mind! Both the cottage and apartment are legal rentals w/potential income of $3,500 per month. There are no wetlands on this property, but instead fields, gardens, specimen plantings and magnificent mature trees. The home, grounds and outbuildings have been maintained to perfection. 1 mile to market, liq store, post office and High School. 15 min drive to Merri
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$1,199,000 2.96 acres 4 Beds | 4 Baths | 1 ½ Bath | 5210 sqft
3 Longwood Drive, Redding, CT 06896 - Fairfield County

2.96 acres Redding, CT

An extraordinary home in a perfect location! Custom built shingle style colonial set on a private rd at the end of sought after cul de sac of 1M homes. Wonderful architectural details, outstanding mill work, abundant natural light. Inviting front porch. Gourmet Kitchen flows to the Family Room featuring an impressive floor to ceiling stone FPL.Frnch doors open to deck overlooking beautifully landscaped property w grape vine trellises. 2.9 acres w approved pool site backs to Redding Country Club's 2nd hole. FDR w butlers pantry perfect for entertaining. Bonus Rm w sep stairway ideal for home office.Centrally located to Redding's award winning schools, shopping and dining in Georgetown and Bethel and a quick drive to Ridgefield Center.
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$1,095,000 2.01 acres 5 Beds | 9 Baths | 3 ½ Baths | 7805 sqft
79 Farview Farm Road, Redding, CT 06896 - Fairfield County

2.01 acres Redding, CT

Stunning colonial built in 1930 with rich architectural history, features original dairy barn, tower & root barn. This secluded property on 2 acres has plenty of space to hide with an expansive rear courtyard & lush landscaping. Its hilltop setting offers spectacular views overlooking Devils Den Preserve with over 20 miles of hiking trails. Community living with complete privacy. A blend of timeless charm with modern amenities, this beautifully restored home features updated bathrooms & full decor, wide plank flooring & hardwood throughout with 3 fireplaces, a huge post & beam kitchen, gym suite, billiard room, & a newly finished family room with bar. An added attraction is a full in-law suite with separate entrance; HOA fee is quarterly.
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$1,095,000 2.9 acres 6 Beds | 6 Baths | 1 ½ Bath | 5445 sqft
238 Black Rock Turnpike, Redding, CT 06896 - Fairfield County

2.9 acres Redding, CT

Country living at its best! Elegantly renovated & expanded 6BR Federal Colonial home. Completely updated with transitional color palette, gleaming hardwood floors, tons of character and charm. Gorgeous white kitchen w/marble island and counters, updated baths throughout, lovely master suite, vintage detailing. Large bedrooms with ensuite baths plus nanny suite. Tons of closets and storage! Stunning setting with lovely Gunite pool, rolling lawn & perennial gardens. 3-car detached garage plus additional garage/storage. Great commute location close to major routes. Move right in!
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$998,000 2.65 acres 4 Beds | 5 Baths | 1 ½ Bath | 4388 sqft
27 Indian Hill Road, Redding, CT 06896 - Fairfield County

2.65 acres Redding, CT

Be one with nature and enjoy solitude in this deceptively large "organic-like" home with its own INDOOR HEATED POOL with RETRACTABLE ROOF for yr round enjoyment. Add'l detached 3 car garage for the car enthusiast; lg FNSHED space above 2. Decks surround the home on every level for great outdoor living.Large windows throughout to let nature and light pour in. Stunning gourmet kitchen with institutional range, ample workspace, ctr island and farm sink opens to nook with FP. Fabulous oversized family room with FP. MST has FP and spa-like bath w white marble. Hdwd floors. generator, landscape lighting. Tucked away on a quiet street at the end of the cul-de-sac in desirable West Redding. Come enjoy the peaceful life @ your very own nature retre
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$995,000 31.85 acres 3 Beds | 2 Baths | 1547 sqft
614 Redding Road, Redding, CT 06896 - Fairfield County

31.85 acres Redding, CT

Exceptional opportunity! After six decades in same family, it is a pleasure to offer this special 31.85 acre property with level and gracious meadows, special specimen trees, hillside woods above meadows offering numerous possibilities; contiguous land with two large tracks of open space preserve; great subdivision, equestrian, family compound possibilities. House being sold "as is".
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$950,000 2.25 acres 5 Beds | 5 Baths | 1 ½ Bath | 4823 sqft
356 Newtown Turnpike, Redding, CT 06896 - Fairfield County

2.25 acres Redding, CT

It is our pleasure to offer this exceptional and pristine 5 bedroom, 4.5 bath colonial style home built in 2006, set on 2.25 acres located just minutes from award-winning schools. This sun-drenched home offers 4,823 finished square feet, attached 3 car garage and walk-out basement with fireplace. Open floor plan provides cathedral ceiling, floor-to-ceiling stone fireplace, bright living room flows to stylish gourmet kitchen with granite counters, top of the line appliances and chef's island. Exceptional in form and function, hilights include: spacious rooms, lots of storage, oak hardwood floors throughout, master suite on 1st and 2nd floors, gorgeous baths, designer lighting, park-like landscaping, stone patio and level yard.
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$899,000 5.25 acres 5 Beds | 7 Baths | 2 ½ Baths | 5549 sqft
1 John Todd Way, Redding, CT 06896 - Fairfield County

5.25 acres Redding, CT

This gorgeous 5 bedroom, 6 bath Custom Colonial home has an OPEN FLOOR PLAN, home office, 1st floor bedroom ensuite, W/O finished basement and LEVEL private fenced backyard. Gourmet kitchen with granite, SS appliances, island/breakfast bar and W-I Pantry. FR w/stone FP, wetbar w/access to deck. MBR Suite has Sitting Room w/FPLC, his and hers W-I-C's and spa-like bath. 4 add'l large bdrms - ALL ENSUITES. Third floor fully finished! LL has exercise rm, media rm, guest room, 1/2 bath and ample storage. Central Vac, Water Filtration, Security. Located in popular West Redding; convenient to shopping, restaurants and more. Well maintained and move-in ready! 5 acres of privacy on cul-de-sac street. Perfect for multigenerational family. GREAT VALUE
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$799,000 2.05 acres 4 Beds | 4 Baths | 1 ½ Bath | 4750 sqft
18 Black Rock Turnpike, Redding, CT 06896 - Fairfield County

2.05 acres Redding, CT

15 minutes from downtown Westport and Fairfield, an easy commute from New Haven to Stamford, but a world away. You'll have the prettiest drive home every day, as you relax and unwind driving past the reservoirs. Wake up to turkeys gobbling in the yard, and fall asleep to the sounds of owls hooting. Yes, you can see the stars at night. This is a 1926 colonial farmhouse, rebuilt over the decades, with a legal rental outbuilding - move your office or family and/or enjoy the steady rental income. Spacious and charming with a flexible floor plan; this is not your average cookie cutter home - for the buyer looking outside the box. owner/agent - please see addendum.
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$799,000 3.83 acres 6 Beds | 5 Baths | 1 ½ Bath | 4634 sqft
138 Black Rock Turnpike, Redding, CT 06896 - Fairfield County

3.83 acres Redding, CT

Built for orig bldr/arch's own home.Award-wining hse w/tons of extra's. Set far back from road through stone pillars hse has lots of privacy, circ Drive,3 car Gar. Lots of wndws bring tranquil natural surrounding into home. Open Floor plan,10 ft ceil, hrdwd flrs, cust Molding, cabnitry and millwork. Coffer ceil in DR, custom cab -Kit, Butlr pntry,mudrm, MBTH and more. Space for dumb-waiter to a Wine Cellar. Bonus Rm over Gar w/priv entry and Full Bth - great for au pair, guests 6th BR, or off. Fin LL FR w/fpl, Full bth, Part'l Kit, 5th BR,walk-out to lrg terrace and fire-pit. Room for Pool. New High eff furnace! Price reflects repairs and updates needed. Current owner has never lived in house so has no detailed knowledge of current cond
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$795,000 2.37 acres 5 Beds | 5 Baths | 1 ½ Bath | 4488 sqft
286 Black Rock Turnpike, Redding, CT 06896 - Fairfield County

2.37 acres Redding, CT

Beautifully rebuilt &restored 1708 Antique home. This incredible Vintage Greek Revival Home was totally renovated &expanded in 1997. Astonishing attention given to massive mouldings, fireplace trim, exposing original beams, respectful updates, multiple built-ins & beautiful flooring throughout. 4 floors of comfortable living include formal living room, dining room, large gourmet kitchen w/breakfast nook & spacious butlers pantry, great room, family room, master suite w/new bathroom & fireplace, 4 additional bedrooms. Property is professionally landscaped w/great stone walkways&walls, beautiful year round. Outside fireplace w/patio area.Open fields & wooded areas. Plenty of space for a pool, tennis courts or perhaps a horse barn w/paddocks.
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$795,000 5.99 acres 4 Beds | 3 Baths | 1 ½ Bath | 3552 sqft
20 John Applegate Road, Redding, CT 06896 - Fairfield County

5.99 acres Redding, CT

Classic custom-built Colonial w open kitchen, high-end finishing details, wood floors thru-out and finished 924 SF walk-out lower level with new LVP flooring. LG Master Suite with vaulted ceiling and fireplace. Full walk-up attic ready for finishing. Inviting and flowing floor plan works perfectly for entertaining and family life. Beautiful country setting, private and quiet. 5.99-Acre lot borders open space w seasonal distance views in country club-like community offering two Har-Tru tennis courts, six-lane 25-meter pool, clubhouse and walking trails thru-out. Originally a 115-acre farm, the Farview Farm community was designed to maintain the natural beauty of the land while developing the neighborhood. Easy SW Redding location. Note the l
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$700,000 2.11 acres 3 Beds | 4 Baths | 1 ½ Bath | 4570 sqft
26 Beeholm Road, Redding, CT 06896 - Fairfield County

2.11 acres Redding, CT

Magnificent "zen" like estate located on a private peninsula. Over two acres of lush gardens with a waterfall and 10 acre pond. At the center of this masterpiece is a 4,000 square foot contemporary styled home complete with a wood paneled living room and family room overlooking the graceful landscape. The home includes a library/study which can be used as an office with separate entrance. Entertain your guests in a beautiful dining room. The master bedroom has its own unique hand crafted fireplace and a sitting area viewing the peaceful outdoors. This unique home and surrounding acreage has been lovingly cared for. Only a 70 minute drive to NYC, 45 minutes to New Haven and 35 minutes to Stamford.
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$699,900 2.24 acres 5 Beds | 5 Baths | 1 ½ Bath | 4882 sqft
73 Farview Farm Road, Redding, CT 06896 - Fairfield County

2.24 acres Redding, CT

Spacious and bright 5-bedroom, 4.5 bath contemporary w/ generous room sizes: 6 rooms w/ more than 20 feet in one direction! Boasting nearly 6,000SF, it offers bedroom flexibility with 3 upstairs, 1 on the main and 1 in the walk-out lower level, creating many possibilities. Lower level bedroom currently used as an exercise room. Main level features huge and airy Great Room w/ stone fireplace and soaring ceilings, formal Dining Room, formal Living Room, large eat-in granite Kitchen, Office, Den and bedroom. Upper level has grand master suite w/ well-appointed granite bath and separate private sitting room, plus 2 more bedrooms. Walk-out lower level has huge game room w/ wet bar; full bath. Exterior painted 2016. HOA has pool, tennis and club
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$699,000 3 acres 5 Beds | 2 Baths | 2685 sqft
203 Redding Road, Redding, CT 06896 - Fairfield County

3 acres Redding, CT

Beautiful equestrian property on 3 spectacular, level acres. The site of the first Redding Post office, this charming vintage home has been completely updated for modern living. Hand-hewn beams, 2 stone fireplaces, true divided-light windows & so much more. Modern, open floorplan meets the needs of today's buyers w/a spacious kitchen w/butcher block island & ample cabinetry, breakfast rm, formal dining rm, expansive living rm & mudroom. Main floor MBRS w/cathedral ceilings, a private deck, loft & sophisticated bath. 4 add'l large BRs, sitting area, light-filled 3-seasoN sunroom & small finished walk-up attic ON 3rd floor. Legal 2BR cottage w/2-car garage. 2 barns, riding ring, multiple paddocks. Close to Georgetown & just over 1hr to NYC
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$699,000 2.43 acres 4 Beds | 4 Baths | 1 ½ Bath | 3027 sqft
65 Gallows Hill Road, Redding, CT 06896 - Fairfield County

2.43 acres Redding, CT

COUNTRY CHIC! Heart of Redding location in "The Vermont of Fairfield County". Stunning 4BR/3.5 BA home on 2.43 parklike acreage. Open floor plan flooded with natural light. Chef's kitchen w/granite countertops and SS appliances. Hardwood floors throughout. C/A. Master suite with private balcony and serene master bath. Main level bedroom w/full full bath and private entrance. Don't miss this special home. Minutes to Metro North, schools, shopping and local restaurants.
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$699,000 2 acres 4 Beds | 3 Baths | 1 ½ Bath | 3098 sqft
7 Guardhouse Drive, Redding, CT 06896 - Fairfield County

2 acres Redding, CT

This coveted Redding location affords easy living in this four bedroom Colonial home. Sited on two private acres with gorgeous grounds, it's a special place to make memories. A gourmet kitchen with granite counters, stainless appliances and a large eat-in dining area has easy access to the deck overlooking the grounds. Let the entertaining begin! In addition, the family room with vaulted ceiling opens from the kitchen. A first floor bedroom is the perfect scenario for guest suite, au pair, etc. Bonus room over the garage is perfect for home office or art studio. Master suite and two additional bedrooms complete the second floor. 2 miles to Metro North, close to schools, shops and dining, library, historic Redding sites.
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$699,000 2.31 acres 4 Beds | 4 Baths | 5246 sqft
28 Rockledge Road, Redding, CT 06896 - Fairfield County

2.31 acres Redding, CT

This grand home in West Redding is 5 minutes from the train station. This home needs TLC to be brought back to it's original splendor! Step into the foyer w/ 2 story leaded glass windows and 2 curving staircases. The great room has soaring ceilings w/ arched beams, stone fireplace expansive windows. The chefs kitchen has copper hoods over the professional grade stove and indoor grill an island overlooking the light, bright family room and to top it off, a bridge over the kitchen linking the master to the kids wing! There's also an au pair suite w/ private entrance and a finished basement. Outside is a pool w/ pool house and on the other side of the property is a 2 bd guest cottage so go ahead, invite friends & family!
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$698,000 2.08 acres 3 Beds | 3 Baths | 1 ½ Bath | 2822 sqft
1 Longwood Drive, Redding, CT 06896 - Fairfield County

2.08 acres Redding, CT

Beautifully built Colonial surrounded by stunning property, just one of four properties on private high-end lane in Redding Center. Flooded w natural light and lovely views from every window. LG eat-in kitchen is a dream for cooks and entertaining, opening to patio and back gardens. Dining room opens to side terrace w distance views. Gorgeous carved marble fireplace adds a special elegance to the back-to-front living room. Office off garage can easily be turned into a mudroom. Study w built-ins and powder room complete the 1st FL. LL inc partially finished and heated 624 SF w fireplace. Stone garden shed topped by roof patio and gazebo w distance views add timeless charm. All new windows, roof and boiler. Lovely detailing thru-out and Low T
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$650,000 2.18 acres 5 Beds | 3 Baths | 1 ½ Bath | 4464 sqft
26 Wagon Wheel Road, Redding, CT 06896 - Fairfield County

2.18 acres Redding, CT

Historic New England. Redding, Connecticut. Wagon Wheel Road. Revival shingle-style colonial. Stone wall in front. Sweeping 2.18 level acres. You have it all! Grand first floor... 27 X 19 sunroom with vaulted ceiling, paneled library/office, indescribable kitchen and 4 fireplaces. 12 rooms, 4464 square feet, 5 bedrooms, & 2 car garage. Some work needed to restore all the beautiful features. Come see for yourself.
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$650,000 2.09 acres 5 Beds | 4 Baths | 1 ½ Bath | 4790 sqft
7 Beck Road, Redding, CT 06896 - Fairfield County

2.09 acres Redding, CT

Spacious and charming 5 BR Farmhouse Colonial on tranquil cul-de-sac combines old-world charm w/ modern luxury. Hardwood floors & 9-ft ceilings throughout the 1st level parlor, vaulted FR w/ stone fireplace, formal DR & kitchen complete w/ granite & Jenn-Air appliances. Upstairs youll find a master suite w/ Jacuzzi & his/hers WICs, 3 more BRs & addl full bath. Finished LL lined by floor-to-ceiling Andersen windows w/ au pair suite & room for theater & home gym. Above the oversized 2-car garage is another finished 600 sun-drenched sq ft that makes a great office or playroom. This 4790 sq-ft home w/ expansive backyard is set on 2 private acres across from preserved woodlands & is protected by a home security system & whole-house generator.
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$650,000 2.43 acres 3 Beds | 4 Baths | 3340 sqft
230 Umpawaug Road, Redding, CT 06896 - Fairfield County

2.43 acres Redding, CT

Custom-built Cape w/extensive use of glass and stone is beautifully sited on level 2.43 acres set back privately on prestigious Umpawaug Rd w/pastoral views of bordering estate property. Architect designed with attention to detail. Open flexible floor plan is flooded with natural light. Welcoming foyer w/curved staircase, main level master bedroom w/sitting area and ensuite bath, library w/full bath across hall, Great rm w/fireplace, large granite kitchen-family room combination,walk-in pantry. Don't miss hidden Bonus rm up staircase thru garage. W/O lower-level media-game rm, office-hobby rm and 4th full bath offers in law potential. Gleaming hardwood floors, high ceilings, 5 bedroom septic. AGGRESSIVELY PRICED! HURRY FOR THIS ONE!
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$650,000 3.56 acres 9 Beds | 4 Baths | 1 ½ Bath | 4057 sqft
65 Hill Road, Redding, CT 06896 - Fairfield County

3.56 acres Redding, CT

3 houses, each privately situated on 1 property in perfect NYC commute location. All houses legal rentals-rare in Redding. Great invest opp. Live in one other 2 pay mortgage! House 1-Dutch Colonial Antique, 3 bd 1.5 ba w/ gorgeous rock fireplaces in living room and master bed. Off living room is a covered porch overlooking 3.5 bucolic acres. Other features: exposed beams, orig hardwood throughout, wood burning stove and office. House 2-charming 3 bd 1 ba Cape w/ lovely sitting porch. House 3-Ranch w/ 3 bd 1 ba, eat in kitchen and partially finished bsmnt. Plus a garage/barn and a workshop needs TLC. All need updating/work but could be a fabulous family compound or a weekend home thats paid by renter. Also listed as multi 99175818
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$639,000 2.05 acres 3 Beds | 3 Baths | 1 ½ Bath | 2903 sqft
82 Drummer Lane, Redding, CT 06896 - Fairfield County

2.05 acres Redding, CT

Don't miss living in this meticulous updated 4 bedroom Colonial in one of Redding Center's sought after circle street neighborhoods. Near the schools, community center, town green and commuter roads. Updated spacious L-shaped kitchen has granite counters and combination eating and sitting area with wood stove. Updated bathrooms sparkle, 22'x22' vaulted ceiling family room with fireplace and slider to large deck overlooking a babbling brook. Main level guest/4th bedroom. Walkout lower level game room. MOVE RIGHT IN!
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$609,000 2.05 acres 3 Beds | 3 Baths | 1 ½ Bath | 2903 sqft
82 Drummer Lane, Redding, CT 06896 - Fairfield County

2.05 acres Redding, CT

Don't miss living in this meticulous updated 4 bedroom Colonial in one of Redding Center's sought after circle street neighborhoods. Near the schools, community center, town green and commuter roads. Updated spacious L-shaped kitchen has granite counters and combination eating and sitting area with wood stove. Updated bathrooms sparkle, 22'x22' vaulted ceiling family room with fireplace and slider to large deck overlooking a babbling brook. Main level guest/4th bedroom. Walkout lower level game room. MOVE RIGHT IN!
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$600,000 2.01 acres 4 Beds | 3 Baths | 1 ½ Bath | 3124 sqft
20 Rob Rider Road, Redding, CT 06896 - Fairfield County

2.01 acres Redding, CT

Turn Key Colonial with more than $85,000 in upgrades and quality improvements is tucked away on a quiet circle street. Cherry and granite kitchen with newer stainless steel appliances opens to the dramatic vaulted ceiling family room has a floor to ceiling brick fireplace with wood stove insert and French doors to a front patio, as well as a door to the large deck in back. New state of the art energy efficient 4 zone propane heating system. Newer baths, main level den and playroom in walkout basement. 600SF in LL included in total. Just minutes to the West Redding center and train station. Center of circle street is commonly owned by Rob Rider residents. Yearly Assoc fee covers mowing of this area and share of taxes. Truly a pleasure to s
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$599,000 2.12 acres 4 Beds | 3 Baths | 1 ½ Bath | 2748 sqft
21 Sullivan Drive, Redding, CT 06896 - Fairfield County

2.12 acres Redding, CT

Just in time for summer closing! Classy Pristine Colonial on 2 acres with professionally landscaped level, private yard and inground heated pool surrounded by a wide patio and safety fence. Long list of updates inc kitchen, all bathrooms, stunning stone terrace off family room and roof. Great floor plan featuring front-to-back dining rm w/fireplace, open kitchen leading to family and sun rooms with French doors opening to terrace. Desirable Cul-de-Sac in Redding Center ~ convenient to schools/services and commuting. Additional photos to follow soon! Seller must find suitable housing. See addendum.
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$599,000 5.81 acres 3 Beds | 3 Baths | 1 ½ Bath | 2665 sqft
66 Hill Road, Redding, CT 06896 - Fairfield County

5.81 acres Redding, CT

Come experience the charm of yesteryear (1795) while having all the conveniences of today. Meticulously renovated Antique Colonial with palatial updated chef's kitchen/dining room. After your gourmet meal, stay cozy all winter long with 3 original working fireplaces. Upstairs you'll find a Master Suite with it's own bath and 2 other bedrooms that share a large full bath. Around every corner are period details and yet there's central air and even central vac! The perfect blend of old and new. Work from home? Stroll to the classic old barn that has a heated office and tons of storage. Love the outdoors? Grill on the slate patio and explore almost 6 acres of nature in your own back yard. All of this in lower West Redding. Convenient to all!