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
  • Property Style Colonial
  • Bedrooms 6
  • 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: 7.22% last updated on Nov 30, 2023
* 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). Potential senior or retirement living. 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 inground 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

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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: 7.22% last updated on Nov 30, 2023
* 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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67 Umpawaug Road Redding CT 06896

MLS Number 170587028

  • Single Family
  • Square Feet 5,300
  • Bedrooms 4
  • Bathroom 5
  • Year Built 2023

Shingle style custom home to be designed and built by Frank Talcott. See website Frank Talcott Inc. State of the Art kitchen, custom millwork & cabinetry. Room for barn, pool. Spectacular, very private site features dramatic quarry & views. Other custom designs available.

Listed by Jodi Langford of Coldwell Banker Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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

MLS Number 170585950

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

Welcome to your very own Private Country Retreat! Enter White Security Gates to follow the winding drive beyond the stone pillars framing this Palatial Sprawling and Sophisticated Custom Shingle Style Home - Everything about this Home and Property has been Meticulously designed for the Perfect Blend of Luxury and a Country Casual Lifestyle - a one-of-a-kind Pergola overlooks the heated Pool surrounded by a bluestone patio edged in beautifully landscaped gardens - The many windowed Home has open sky westerly views staging magnificent sunsets - The upscale Kit flows into a Sunny Breakfast rm/Sun Rm - follow the 1st Galleria designed to display great art and enter the unique Octagon Event Rm built w/Flying Buttresses, Radiant Brazilian Slate flr, Tiled FP, Party Kit, full Ba and French Drs leading to Pool area - a 2nd Galleria leads to a custom designed 1 BR/1 Bath Guest Suite featuring a Sitting area overlooked by a stunning 2 sided Stone FP & steps to the Pool - This area includes a 2nd level "Room with a View" w 2 built in beds; an In-Law/Caretaker 1 BR/1 Ba apt boasting Built-ins, a Full Kit & Patio; and a Sauna w/Full Ba and 2nd W/D - 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 - See attachments for the many more custom details - Come and enjoy the wonderful surprises around each corner!!

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

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$
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$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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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118 Mountain Road Redding CT 06896
Active With Contract

MLS Number 170573723

  • Single Family
  • Square Feet 7,162
  • Bedrooms 5
  • Bathroom 7
  • Year Built 1900

This is a once-in-a-lifetime opportunity to own Long Pond Farm, one of Fairfield County's most prized Country Estates, & a perfect retreat for relaxing & entertaining. This elegant 5 BR, 7 BA classic CT home is nestled on nearly 8 private acres of lush landscaping that include gorgeous mature specimen trees, flower & vegetable gardens, stocked half-acre pond, tee box, koi pond, meandering paths, stone patios w/pergolas, barn garages, & charming stone studio. Inside the light-filled spacious Main House, you will find historically accurate detailing such as random width wide-plank flooring, coupled w/luxurious amenities & water views. Oversized chef's KIT showcases an imported Lacanche range, tiger maple Subzero, marble island, custom China breakfronts w/zinc counters, Breakfast RM & walk-in pantry. Just beyond is a sophisticated Dining Rm w/FP, stone floor & wall of windows. Octagonal Living Rm is graced with a dramatic FP + windowed cupola. 2 story Family Rm has floor to ceiling stone FP & architectural beams. 1st floor Primary Bdrm offers 2 separate Bathrooms, a 21-foot-long custom Dressing Rm and access to the home's Wellness Wing which houses a luxurious 40 foot long Indoor Swimming Pool, Spa, and Home Gym. Two Offices & Library offer generous, quiet & sun-filled work-from-home spaces. Upstairs there are four more sunny, spacious Bedrooms, and 2 Jack-and-Jill Baths. Less than 60 miles to NYC in desirable West Redding. Check out the walk thru tour at https://bit.ly/3P4EcTW

Listed by Karla Murtaugh of Compass Connecticut,LLC

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$
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$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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

MLS Number 170573899

  • 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

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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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273 Newtown Turnpike Redding CT 06896
Open House

MLS Number 170611055

  • Single Family
  • Next Open House: Sat 12/2 1:00 pm. to 3:00 pm.
  • Square Feet 6,561
  • Bathroom 7
  • Bedrooms 4

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! 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 stream fed in-ground pool, stone fireplace, enclosed porch, brand new tennis court with pickleball lines, stone patios, and alfresco dining. 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.

Listed by Giuseppe Melillo and Fabiola Melillo of William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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 Sanfordtown Road Redding CT 06896
Pending Continue to Show

MLS Number 170602503

  • Single Family
  • Square Feet 8,998
  • Property Style Colonial
  • Bedrooms 5
  • Year Built 1992

Breathe, exhale, and revel in this sublime country estate where stunning architecture and skilled craftsmanship come together to create a sophisticated, eminently livable residence, complemented by 8.8 acres of unparalleled recreational amenities, verdant serenity, and lush professional landscape. Authenticity, exceptional quality, and rustic luxury are the hallmarks of this artfully conceived and thoughtfully curated 18th century/reproduction colonial. Richly layered interiors and finishes from traditional to modern, hand-hewn beams, lath and plaster walls, exquisite custom mill work, reclaimed wide-plank flooring, handcrafted period fixtures and the warmth of five fireplaces complement the luxuriant acres of sweeping emerald green lawn, tennis, basketball, paddle tennis, pool, cabana, gardens and a classic red barn w/guest apartment above, garage below. Modern conveniences and the harmonious mix of styles and architectural detail define the historic character and the sophisticated, welcoming persona of this extraordinary home. Soaring post and beam barn/great room w/walls of antique glass windows, custom kitchen w/premier appliances and casual dining by the fire, and formal dining, cozy library and enviable tavern rooms host intimate gatherings.The primary suite is an elegant, private oasis with fireplace, dressing room and spa bath.3rd level office.The lower level is a prime play space with media room, billiards, gym. Only 60 mi from NYC. It doesn't get better than this.

Listed by Roni Agress of William Pitt Sotheby's Int'l

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$
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$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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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30 Mark Twain Lane Redding CT 06896
Active With Contract

MLS Number 170582535

  • Single Family
  • Square Feet 6,300
  • Year Built 1925
  • Bathroom 6
  • Bedrooms 4

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

Listed by Laura Ancona of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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$2,200,000

Est. Mortgage: $/month

Open House

MLS Number 170599561

  • Single Family
  • Next Open House: Sat 12/9 11:00 am. to 1:00 pm.
  • Square Feet 4,320
  • Bedrooms 4
  • Property Style Colonial

Classic Connecticut Home for the Holidays! Builder's own like new well-appointed home perfectly located for commuters to NYC, Lower Fairfield, or Westchester Counties. 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 a new 1/2 bath, a 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. 900+ unfinished basement 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 your cars from extreme temperature swings in winter and summer, while the upstairs has a finished office/game/movie room with a 90” TV! Top rated Redding schools plus easy access to restaurants and shopping.

Listed by Josephine Simko of Coldwell Banker Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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 170573297

  • Single Family
  • Square Feet 5,535
  • Year Built 1906
  • Property Style Antique, Other
  • Bedrooms 5

One of the earliest known surviving examples of Craftsman architecture in Redding, this rambling 1906 ARTS&CRAFTS home, w/a 2003, 2,000 sf addition to the period, sits on 7+ private ,level acres. 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 and music room, cozy library w/built-in bookshelves. Large ,sunny country kitchen w/white leaded glass front cabinets, island, limestone counters, stainless appliances, adjacent butler's pantry and milled antique barn wood floor. Oversized main floor primary bedroom suite w/french doors to patio overlooking back property and Brazilian cherry floor, travertine marble in bath, dressing area & 2 walk-in closets. 2 staircases to add'l bedrooms plus a playroom/office and 38' wood paneled game room. Outbuildings include a detached 2-car garage and 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 & multiple pool sites. Possible horse property. Walk to Lonetown Marsh for birdwatching & winter ice skating and concerts on the green at Town Center. This enchanting, 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: 7.22% last updated on Nov 30, 2023
* 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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