Redding

This peaceful rural community in the heart of Fairfield County is regularly ranked by Connecticut Magazine as the #1 Small Town in Connecticut based on quality of life, its schools and a low crime rate. Founded in 1767 and known as the “Vermont of Connecticut”, it is committed to excellence in education, maintaining open space, and preserving its historical and natural resources. The New York Times has referred to Redding as “An Upscale Town with Upcountry Style”. Conscientious planning shapes the town to meet the complex needs of a modern society.

RECREATION Redding has more than 60 miles of trails for hiking, biking, horseback riding, crosscountry skiing and four ponds available for fishing. There is an active Park and Recreation Department, a Community Center, several public tennis courts, fields for soccer, baseball, football and lacrosse, and a full complement of senior citizen activities. The Highstead Arboretum contains a museum and walking trails. New Pond Farm is a working farm and education center. The Redding Country Club, a private golf and tennis club, is located within town borders.

PARKS AND OPEN SPACE Topstone Park, Putnam Memorial State Park, Collis P. Huntington State Park, and Devil’s Den Nature Preserve are just a few of the parks near Redding.

229 Umpawaug Road Redding CT 06896

MLS Number 170494928

  • Single Family
  • Square Feet 7,498
  • Bedrooms 6
  • Bathroom 11
  • Year Built 1995

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.

Listed by Stacy A. Young of William Raveis Real Estate

$
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$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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241 Black Rock Turnpike Redding CT 06896

MLS Number 170562604

  • Single Family
  • Square Feet 17,548
  • Bedrooms 6
  • Bathroom 11
  • Year Built 2004

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!

Listed by Jodi Gutierrez of Alliance R.E. Consultants

$
$
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$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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241 Black Rock Turnpike Redding CT 06896

MLS Number 170567139

  • Commercial
  • MLS Status Active
  • Year Built 2004
  • Square Feet 17,548
  • Acreage 19.38

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, and scenic lake views. There is the option to create a world class equestrian center with riding trails close by. Other uses permitted with the approval of a special permit are: Private School, Places of Worship, Museum, Art Gallery, Playhouse, other similar institutions serving a cultural need, etc. A country club or equestrian club may be possible with a variance (25 acres are required). This site would be a perfect luxury wedding venue with guest rooms. Vegetables, herbs and other provisions could be grown on site for a curated Farm to Table experience. This use would require a zoning amendment. Amenities include an in-ground heated pool and spa, lake with dock, sauna, movie theater, wet bar, and more. Windows imported from Europe, reclaimed wood beams, historic slate roof tiles, a potting room. Highly sophisticated infrastructure with a fire sprinkler system, high-efficiency Budarus boilers, a full-house generator, two floors of radiant heat and more. The property is located at the intersections of Cross Highway, Black Rock Turnpike and Newtown Turnpike for easy access.

Listed by Jodi Gutierrez of Alliance R.E. Consultants

$
$
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$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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27 Old Hattertown Road Redding CT 06896
Active With Contract

MLS Number 170624258

  • Single Family
  • Square Feet 9,587
  • Bedrooms 6
  • Bathroom 8
  • Year Built 1997

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.

Listed by Sharon Hoverman and Tracey A. Nagle of Coldwell Banker Realty

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$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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45 Sidecut Road Redding CT 06896
Active With Contract

MLS Number 170626112

  • Single Family
  • Square Feet 5,160
  • Bedrooms 4
  • Bathroom 3
  • Year Built 1950

Welcome to Fairview Farm, a remarkable private estate, located on 46.3 acres and just an hour from New York City. The property boasts natural beauty, including cleared fields, an aqueduct, and serene woodlands, along with a beautifully updated 4-bedroom residence. Established in 1949, the 4,200 square foot home showcases exceptional quality and craftsmanship. It features a magnificent chef's kitchen, formal living and dining rooms perfect for entertaining, and a spacious den with beautiful views. The main level includes a luxurious master suite with a sitting room/den and private screened-in porch, as well as a home office and powder room. Upstairs, there are three additional bedrooms, and the basement offers a hobby shop and wine cellar. Outdoor amenities include a hot tub, fire pit with pig spit, and a leveled gravel area for tented parties or sports courts. The property also has a three + car garage and two additional sheds with power. Revolutionary-era stonewalls and paths add historical charm to the picturesque landscape. Fairview Farm provides opportunities for equestrian pursuits, camping adventures, and a deep connection with nature. With only two owners in its 70-year history, this cherished homestead reflects a commitment to land stewardship. Prepare to embark on an exceptional journey where uniqueness and serenity converge in perfect harmony.

Listed by Jill Sloane of Brown Harris Stevens

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$
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$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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60 Topstone Road Redding CT 06896

MLS Number 24025411

  • Single Family
  • Square Feet 2,483
  • Bedrooms 3
  • Bathroom 6
  • Year Built 1940

Extraordinary Mid-Century Masterpiece! Built by architect Almos Evans in 1940 for Edward Steichen, the famed photographer and director of photography at the Museum of Modern Art. Beautifully positioned overlooking a private pond & sited on nearly 13 acres featuring a marriage of glass, stone, and shiplap. Upon entry, you'll be greeted by sun-filled spaces boasting iconic style w/clean lines & high ceilings. The impressive Living Room features a stone fireplace, walls of glass overlooking the water, & doors to decks for easy indoor-outdoor entertainment. The sleek & spacious Chef's Kitchen is equipped w/cerused oak, quartz, & high-end appliances, Island & opens seamlessly to the stunning Family Room - including custom mahogany built-ins, walls of glass, and a beamed ceiling w/French Doors to the large deck offering amazing Sunsets. The adjacent Office w/water views creates the perfect work from home space. The Mudroom & Laundry complete the main level. The Primary Suite is a sanctuary overlooking the water & features a spa bath and plenty of closet space. The Mudroom & Laundry complete the main level. The Lower-Level features 2 Bedrooms, an updated Full Bath, Half Bath plus amazing storage. The property includes a potential pool site, a long drive to the private waterfront site with nearly thirteen private acres surrounded by Topstone Park, and gorgeous grounds with incredible stone walls, and specimen trees. Minutes to shopping and restaurants. approx. 1 hr. to NYC.

Listed by Karla Murtaugh and Kimberley C. Morris of Compass Connecticut,LLC

$
$
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$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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65 Umpawaug Road Redding CT 06896

MLS Number 170511696

  • Single Family
  • Square Feet 4,000
  • Bedrooms 4
  • Bathroom 5
  • Year Built 2021

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

Listed by Jodi Langford of Coldwell Banker Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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72 George Hull Hill Road Redding CT 06896
Active With Contract

MLS Number 170621751

  • Single Family
  • Square Feet 5,513
  • Bedrooms 5
  • Bathroom 5
  • Year Built 2001

Redding Wonderland! Live in ultimate comfort in this one-of-a-kind property which offers an abundance of features and amenities. Situated on over 9.5 acres of land, it abuts another 65 acres of nature preserve, providing ultimate privacy. This modern colonial is surrounded by rolling lawns, stone walls, streams, woodlands, and a pond. Upon entering the home, you'll notice the abundance of natural light. The first floor boasts an open-concept layout with an oversized foyer, dining room, living room, TV room, light flooded office, a second home office & a large eat-in kitchen that opens to the family room w/ a fireplace and French doors leading to the deck & the expansive yard. Upstairs are 5 BRs, including a primary BR suite with attached office/nursery/gym, a second family room, and laundry rm. The lower level features a home theater/playroom & there is an unfinished attic for storage. The property has the potential for an in-law suite, has high-speed fiber-optic internet throughout & a three-car garage. There is also an outdoor office/studio with internet. Outside, is a gunite pool with a heated spa, a pond for ice skating & frog catching, hiking trails, woods for trekking & birdwatching, a basketball hoop & expansive terraces for outdoor entertaining. The property offers amazing privacy yet is 5 minutes from the commuter train station, restaurants, and shopping & 30 minutes from coastal beaches. HIGHEST & BEST OFFERS BY FRIDAY 2/23 AT NOON, PLEASE.

Listed by Mary Phelps and Gabrielle Gearhart of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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164 Umpawaug Road Redding CT 06896

Redding, CT164 Umpawaug Road, Umpawaug

Price$1,850,000

Est. Mortgage: $/month

MLS Number 24007005

  • Single Family
  • Square Feet 4,700
  • Bedrooms 4
  • Bathroom 5
  • Year Built 1968

Gorgeous, sprawling, pristine Shingle Style country home in coveted West Redding location on lovely, level, very private property. Built in 1968, this unique property is completely remodeled and expanded. The oversized beamed Great Room w/massive 20' wide floor to ceiling fieldstone fireplace is the heart of the house w/ French door sliders leading out to large deck overlooking gunite pool and spectacular professionally landscaped plants, flowering bushes, mature trees. Truly stunning Kitchen includes Farrow&Ball painted cabinetry, marble countertops, Lacanche "Cluny" gas range w/7 burners, grill & 2 ovens, side-by-side SubZero & 2 Bosch dishwashers. Family Room w/gas fireplace, French doors to Study/Office, large 3-Season Porch w/pine flooring plus large sunny cathedral ceiling Rec/Playroom over attached garage. 4 lovely en-suite Bedrooms up (2 w/Jack/Jill) and finished walk-out light & bright Lower Level In-Law w/woodstove, also w/interior access. Separate finished "Red Barn" w/open loft-like space for Studio, Office or add'l parking. Pony Barn, fenced garden area, fruit trees, scenic stonewalls, exterior lighting & brand new cedar wood shingle roof. Every creature comfort and perfect for entertaining. Easy access to shops, restaurants, train. This dream home is just 60 miles to NYC. One of a kind. Perfect!

Listed by Margi Esten and Rita Craig Rush of Coldwell Banker Realty

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$
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$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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34 Lonetown Road Redding CT 06896

MLS Number 24006193

  • Single Family
  • Square Feet 5,535
  • Bedrooms 5
  • Bathroom 5
  • Year Built 1906

One of the earliest known surviving examples of Craftsman architecture in Redding, this rambling 1906 ARTS&CRAFTS home, w/ 2003, 2,000-sf addition. 7+ private level acres w/professional landscaping. English cottage style diamond paned windows; hand-cut mission woodwork; board & batten wainscoting; irregular rooflines; overhanging eaves and a 72' front porch. 4 original floor-to-ceiling fieldstone fireplaces in the spacious Living, Dining & Music rooms. Cozy Library/Office w/built-in bookshelves. Large sunny country Kitchen w/white leaded glass front cabinets; island; limestone counters; stainless appliances; adjacent butler's pantry & milled antique barn wood floor. Oversized main floor primary Bedroom suite w/french doors to patio overlooking back property, Brazilian cherry floor; travertine marble in bath, dressing area plus 2 walk-in closets. 2 staircases to add'l Bedrooms plus a Playroom/Office & a 38' wood paneled Game room. Outbuildings include a detached 2-car garage & workshop w/1-bedroom apartment above, well house, garden shed, bunk house. Charming original raised stone patio, stone walls, specimen & fruit trees, perennial gardens including iris and peony, fenced vegetable garden w/raised beds & potential pool sites; possible horse property. Walk to Lonetown Marsh for birdwatching & winter ice skating and concerts on the green at Town Center. This enchanting, very peaceful country retreat is minutes from trains, shops, restaurants and only 60 miles from NYC.

Listed by Margi Esten and Anne-Marie Nordgren of Coldwell Banker Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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710 Redding Road Redding CT 06896

Redding, CT710 Redding Road

Price$1,750,000

Est. Mortgage: $/month

MLS Number 170599561

  • Single Family
  • Square Feet 4,320
  • Bedrooms 4
  • Bathroom 5
  • Year Built 2002

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

Listed by Josephine Simko of Coldwell Banker Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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51 Marchant Road Redding CT 06896
Pending Continue to Show

MLS Number 24014246

  • Single Family
  • Square Feet 6,202
  • Bedrooms 4
  • Bathroom 5
  • Year Built 1825

Welcome to a timeless masterpiece nestled in the heart of West Redding's most sought-after locale. This meticulously renovated antique home spans an impressive 6202 square feet, showcasing a seamless blend of historic charm and modern luxury. Set upon a sprawling 3.56 acre level lot, the property offers unparalleled tranquility and scenic beauty. Step inside to discover exquisite craftsmanship and attention to detail at every turn, with spacious living areas, soaring ceilings, and an abundance of natural light. The gourmet kitchen boasts top-of-the-line appliances and custom cabinetry, perfect for culinary enthusiasts and entertaining alike. Retreat to the lavish primary suite, complete with a spa-like ensuite bath and private balcony overlooking the lush grounds. Three car heated garage with an attached custom Barn by "Bensonwood". This barn can be utilized as in-law suite, offices or game room, so many options! Outside, the expansive acreage provides endless opportunities for outdoor recreation and relaxation, with manicured lawns, mature trees, and a charming patio for al fresco dining. Located in one of West Redding's most desirable neighborhoods, this extraordinary property offers a rare opportunity to own a piece of history in an idyllic setting. Conveniently located close to Route 7 & 84, Metro North trains and shopping. One hour from NYC.

Listed by Mimi L. Auer of Coldwell Banker Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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