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.

187 Umpawaug Road Redding CT 06896

MLS Number 170292028

  • Single Family
  • Square Feet 9,720
  • Year Built 2014
  • Bedrooms 7
  • Bathroom 9

Maple Hill Farm, tucked away on nearly 50 acres in rural Redding, CT is a Gentleman's Farm unlike any other. This unique country estate is a luxurious retreat and is one of the town's most coveted and intriguing properties. Sited to embrace stunning panoramic views is the main residence, a European-styled country manor w/contemporary leanings and unrivaled amenities. Natural elements of wood, marble and locally sourced stone add to the homes singular and understated beauty. This exceptional property features a 4-stall horse barn, paddocks, 3 antique guest homes, a state-of-the-art private recording studio & performing arts venue, a working barn, boat house, an orchard, expansive fields, old stone walls and a 300-ft stream with waterfalls cascading into a stocked 3-acre pond. Additional amenities include a pig & chicken coop, tennis court, training ring, ball field and acres of riding and hiking trails that traverse the property's woods and open space. In a nod to Winnie-the-Pooh a local chainsaw artist added a whimsical component to the trails by creating wood carvings of A.A. Milne's beloved characters. Maple Hill Farm epitomizes a refined way of life with an unparalleled array of living, farming, entertaining and recreational opportunities. Only 65 miles from the hustle and bustle of city life. Escape to Maple Hill Farm… your home for a weekend, your home for a lifetime.

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

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$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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229 Umpawaug Road Redding CT 06896

MLS Number 170494928

  • Single Family
  • Square Feet 7,498
  • Property Style Colonial
  • Bathroom 11
  • Bedrooms 6

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: 5.7% last updated on Jun 30, 2022
* 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

MLS Number 170478047

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

"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 J Freed Ancona of William Pitt Sotheby's Int'l

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$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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284 Redding Road Redding CT 06896

MLS Number 170496842

  • Single Family
  • Square Feet 5,697
  • Bedrooms 4
  • Bathroom 5
  • Year Built 1937

A RARE OPPORTUNITY This whimsical Residence is an extraordinary property set on 33 beautiful park like acres. An elegant family home that will transport you to another time, another country. Provence in the middle of Connecticut. The charm of timeless French “Art De Vivre”. An estate preserved in time. As you enter the house you will immediately feel like the home has been loved by many generations. One may want to undertake updates/renovations or keep the charm as is. The 33 acres offer potential of subdivision, gifting, or large family estate.

Listed by Elisa Waysenson and Toni Soule of Bain Real Estate

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Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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78 George Hull Hill Road Redding CT 06896

MLS Number 170490849

  • Single Family
  • Square Feet 6,616
  • Bedrooms 4
  • Bathroom 6
  • Year Built 2011

No expense spared in this exquisite stone & shingle custom built country estate in top West Redding location on 6.83 private acres with full fencing & automated entry gates; Belgian block lined circular driveway; wood roof; full size tennis court; heated saltwater gunite pool & spa with outdoor bar; 4 car garages; fire pit & play scape; in pastoral setting backing up to conservation land, yet just 67 miles to Midtown. Superb craftsmanship with 10' ceilings, exquisite millwork, moldings, wainscot, travertine foyer with sweeping staircase, Brazilian cherry floors, onyx powder room, stone & glass atrium, & generous proportions. Total 6,616 sf on 3 finished floors, plus additional 80' x 30' attached "barn", with unlimited potential for car enthusiast, workshop, studio, & potential 2nd floor guest cottage. Not to be missed, the expansive great room w/stacked stone fireplace & triple French doors to the most inviting solarium overlooking the resort style pool entertaining area with outdoor kitchen, bar, & spacious stone terrace. Plenty of room to spread out with 4-5 bedrooms, 4 full/2 half baths, plus large vaulted bonus room. The elegant primary BR suite offers a 2nd fireplace & spa like bath with radiant htd floors, steam shower, plus air massage tub. The three other 2nd floor bedrooms all offer ensuite designer baths. Walk up to 3rd floor storage, plus 1,695 sf finished in the lower level w/custom home theater, office, additional BR options & half bath. Remarkable in every way.

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

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$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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 170405452

  • Single Family
  • Square Feet 4,600
  • Bedrooms 4
  • Bathroom 5
  • Year Built 2021

Traditional 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. Different homes can be custom designed. Additional land available. Owner/Agent

Listed by Jodi Langford of Coldwell Banker Realty

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Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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9&11 Putnam Park Road Redding CT 06896

MLS Number 170481988

  • Single Family
  • Square Feet 6,343
  • Bedrooms 5
  • Bathroom 7
  • Year Built 1939

Presenting the Homestead of John Read, Redding's namesake. This 1939, pre-war colonial home which has been brought gracefully into the 21st century while retaining many of the period elements which make these grand residences so sought after. The spacious main house has many original architectural details that are tastefully coupled with modern amenities. These include Smart Home Technology, a full house generator and more. There are gracious arched doorways, five fireplaces, window seats, beautiful millwork, a butler's pantry, walk-up attic and abundant built-ins throughout. The foyer opens to an elegant, curved staircase and formal Living and Dining Rooms providing plenty of entertainment space. There is a bedroom suite and two powder rooms on the main level. There are five oversized bedrooms, all with en-suite baths and plenty of storage, on the second level. This home sits on more than 11 private, level acres and features a 50' gunite pool w/spa. The pool house has a fully functional kitchen, huge fireplace, and full bath. Nicely landscaped grounds with mature plantings, rolling lawns, stone patios and walkways make this an exceptional estate property. The guest house also built in 1939 is on a separate deeded two-acre lot offering three Bedrooms, two full baths, a screened porch plus full house generator. These taxes are $10,259/yr.

Listed by Charles Magyar of William Raveis Real Estate

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$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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166 Sunset Hill Road Redding CT 06896

MLS Number 170487676

  • Single Family
  • Square Feet 5,156
  • Bedrooms 5
  • Bathroom 4
  • Year Built 1998

Fresh & exciting home in the coveted Sunset Hill section of Redding CT. This homestead is privately sited abutting Huntington Park w/ your own gated access to over 1000 acres of what can become your outdoor playground w/ biking, hiking, canoeing, fishing & or just take a walk. Supremely built in 1998 & substantially updated. Outdoor highlights are a gated property w/ an in-ground heated pool, outdoor fireplace area, slate patio, decks, stables, open fields & gardens. This property consist of 2 parcels. The home is on 2.21 acres & the stable is on 2.23 acres, offering a buildable lot. The front porch welcomes you into this center hall colonial w/ a double height entry, circular floorplan w/ 9' ceilings, front & rear stairs, mud room, & half bath. The open concept kitchen / family room is the heart of the home as it is spacious & bright w/ expansive windows letting the outdoors in. Upstairs the large master suite w/ vaulted ceilings, balcony & spa like bath will become your own private refuge. 4 additional bedrooms, laundry room & 2 hall baths along w/ a sweet little reading nook complete the 2nd floor. The walk out lower-level w/ 9' ceilings is an open slate. Currently used as an artist studio on one side, a family room section & gym area on the other. Home is wired for a generator & an outdoor jacuzzi. This is a unique offering as it provides a true country atmosphere conveniently located w/ easy access to Redding's Blue Ribbon schools, restaurants and shopping areas.

Listed by Anthony Ardino of William Raveis Real Estate

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$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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 Meeker Hill Road Redding CT 06896

MLS Number 170484769

  • Single Family
  • Square Feet 3,145
  • Bedrooms 3
  • Bathroom 4
  • Year Built 1927

Ever dreamed of living in the English countryside? Now you can have that experience in beautiful Redding, CT! This completely remodeled Tudor-inspired home, is set on a flat, 4-acre lot surrounded by enchanting meadows, historic stone walls and nothing but an idyllic red barn in the distance. The house has been completely renovated, starting with the front entry- a new flagstone patio leads to a new 7'x8' front door. The bright and airy foyer leads to the great room, with nearly 9' ceilings, massive stone fireplace and 8'x8' french door, which opens to a new, expansive bluestone patio (the perfect place to entertain 50 of your closest friends!). Step down to the new gunite pool and tanning deck and bask in the privacy of the grounds. The dining area can accommodate 10+. The expanded kitchen with 10' island featuring waterfall edges made of quartz stone. Brand new Thermador appliances throughout. In the back of the main floor is a new mudroom, which can double as an office area plus a new powder room. On the second floor, a new laundry room with Miele washer/dryer plus two ensuite bedrooms with completely remodeled bathrooms. The primary suite has been completely reimagined with the addition of a new primary bath and newly designed dressing area, which could double as a fourth bedroom. Additional improvements: new siding, extensive landscaping, refinished floors and recessed lighting throughout. This turn-key property is ready to be enjoyed! Agent/owner.

Listed by Andrew Kilbourn and Alexander Simunek of Higgins Group Bedford Square

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$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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66 Goodridge Road Redding CT 06896

Redding, CT66 Goodridge Road

Price$1,749,000

Est. Mortgage: $/month

MLS Number 170502214

  • Single Family
  • Square Feet 5,210
  • Bathroom 6
  • Year Built 2001
  • Property Style Contemporary

Absolutely stunning, zen-like property tucked away at the top of a ridge. Soaring cathedral ceilinged Great Room offers front-to-back views through an unbelievable array of windows. Natural light floods the home from all sides creating a resort-like experience, while an infinity pool dazzles as the focus of the rear courtyard. While impressive, the home's relaxed ambiance is comfortable and welcoming. The Great Room incl an impressive stone fireplace & a spectacular architectural ceiling. The state-of-the-art Kitchen wows w/elegant black cabinetry, brass hardware, a large stone-topped centre island, Viking stainless steel appliances & a breakfast room surrounded by windows overlooking mature trees. An adjoining Sunroom provides the perfect place for a Home Office or for relaxing. A Guest Suite incl a full bath rounds out this floor along w/an accompanying powder & laundry room. Upstairs, the 2 wings are connected by an interior balcony overlooking the courtyard. All BRs feature vaulted ceilings. The Primary BR incl a dressing room, zen-like bath w/double stone vessel sinks & a steam shower. Lower level includes a gym, media room w/full bar & a sauna room complete w/natural rock-wall open shower! Outside, the heated, gunite infinity pool joins a spa & gas fire pit, pool house w/full bath, changing area, outdoor shower & complete outdoor kitchen. Truly an entertainers paradise! There is also a koi pond & waterfall. An inspiring property!

Listed by Karla Murtaugh of Compass Connecticut,LLC

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$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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562 Redding Road Redding CT 06896

MLS Number 170434359

  • Single Family
  • Square Feet 4,120
  • Bedrooms 3
  • Bathroom 4
  • Year Built 2003

Enjoy your very own private retreat. Minutes from Town Hall and top-rated Redding schools, this family compound sits on over 22 acres of privacy; hike along winding trails, fish a spring-fed pond stocked with trophy bass or hunt whitetail deer all on your personal property. Wildlife abounds. And just 60 miles from New York City. The impressive main house has fresh exterior paint, new deck and new furnace. At over 4100 sqft, the open concept floor plan is an entertainer's dream. Tall transom windows fill the house with natural light, showing off the beautiful white oak floors. An enormous Main bedroom features a cozy fireplace and offers three walk-in closets. A second bedroom boasts a spa bath. With French doors and a palladium window, the bright sitting room can easily be a private office. The large, finished lower level has the perfect inlaw set-up ready for completion. Drive around to the top for one-level living or park below in the heated 3-car garage. A separate building houses a coveted, 2800 sqft professional, industrial workshop with two 13+ foot bay doors, complete with a commercial utility sink and full bathroom. Above the workshop is a 2800 sqft Guest House; boasting 3 bedrooms, 2 full bath, Formal Dining Room, Living Room, and Laundry room. Fresh exterior paint and a new roof in 2020. This building has its own utilities, well and septic system. This special property can be accessed off Gallows Hill or Redding Road. As Is. Estate.

Listed by Tania C Stergue of William Raveis Real Estate

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$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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9 Windy Hill Road Redding CT 06896

Redding, CT9 Windy Hill Road, Umpawaug

Price$1,555,000

Est. Mortgage: $/month

MLS Number 170482347

  • Single Family
  • Square Feet 3,340
  • Bedrooms 4
  • Bathroom 4
  • Year Built 2022

~build your own dream home with an oasis by welcome homes ~surrounded by redding land trust & backing up to umpawaug~ you wil have complete privacy to create your own compound~ 7.15 acres in 2 acre zoning w/ 500 feet road frontage~ so many options available here~ photos are examples of model homes~ from 3 br flex model approx 3500 sf to 5 br approx 4500 sf offering finished walk out basement~ modern open floor plan blending contemporary with traditional aesthetics~ to create a timeless design providing a welcoming & peaceful retreat ~ smart home technologies~ hardwood flooring~solid wood cabinets~ high end appliances are just some of the features available~ covered deck for you to enjoy nature & take in all the seasons~ have fabulous parties & bbq's~ large glass walls slide open to seamlessly blend the outdoor & indoor living spaces~ call for additional details & your appt today~

Listed by Michele Milton of Coldwell Banker Realty

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$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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