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 Redding CT 06896

MLS Number 170292028

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

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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Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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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18 Lonetown Redding CT 06896

MLS Number 170349647

  • Single Family
  • Square Feet 9,646
  • Bedrooms 5
  • Bathroom 7
  • Year Built 1990

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

Listed by Michael J McKee of William Pitt Sotheby's Int'l

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Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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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42 Meeker Hill Redding CT 06896
Pending Continue to Show

MLS Number 170317068

  • Single Family
  • Square Feet 4,009
  • Bedrooms 4
  • Bathroom 5
  • Year Built 2017

Less than 90 minutes from NYC tucked away in the lush green woods of Redding, CT and being sold fully furnished is a modern, stunning at every turn home set on 5 acres with everything you need to live life and focus on what really matters. The perfect country retreat. This custom-built home has been designed to embrace nature with meticulous attention paid to every detail. All features in the home were thought out by the owner in collaboration with Charles Allem of CAD International. Beginning with the ten-foot custom pivot glass door to the floating walls and fully recessed mood lighting. This home is designed to celebrate nature. The Nano Walls and windows bring the outside in and allow for enjoyment and entertaining throughout the four seasons. A minimalistic, clutter free approach to living. Exquisite views from every window bring the garden and nature into the home A cantilevered staircase hand crafted from a 50ft sheet of metal floats in the entrance. The living room features a functioning fireplace fashioned from a slab of Italian marble accentuating the 25-foot soaring ceiling. The fully retractable Nano Walls create an unobstructed view of the sundeck, pool and luscious garden, bringing the outside in. A dining room that seats 10 comfortably illuminated by a Holly Hunt mobile light fixture. With retractable Nano Walls on one side and black lacquered pocket doors sectioning off the kitchen.

Listed by Denise Gannalo of William Raveis Real Estate

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Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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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36 Chestnut Woods Redding CT 06896

MLS Number 170375137

  • Single Family
  • Square Feet 5,562
  • Bedrooms 4
  • Bathroom 7
  • Year Built 1942

Most spectacular country estate on 11.58 acres with scenic pond in prestigious West Redding location. This breathtaking country compound includes the gracious main home with 5,562 sf including 1,003 sf in the dramatic lower level media/bar/billiard room; total 4 bedrooms, 5/2 fully remodeled baths; additional studio or guest quarters with private entry, bedroom & full bath; legal rental cottage with living room, kitchen & full bath (additional 741 sf); & state of the art pool house (additional 504 sf). Highest attention to detail both inside & out w/apprx $500K in recent improvements by current owner including brand new slate roof; stunning kitchen & baths; new a/c; new lighting; full studio renovation; new pool house; updates in cottage including hardwood installation; full interior painting; fit out of main garage as a catering kitchen; hardwood installation in lower level; sun porch w/retractable screen; & so many other tasteful touches which have polished this home to exquisite perfection. Casual elegance abounds w/6 fireplaces including the LR w/exposed beams, dining room, paneled library, MBR suite, 2nd ensuite BR, & lower level billiards room. Picturesque grounds w/heated gunite pool; private pond; outbuildings including detached garage & barn/shed; plus potential to subdivide & permits in place to build a new large barn if desired. Bucolic privacy adjoining the 54 acre Connecticut Audubon Society's Edward Steichen Memorial Wildlife Preserve & just 61 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: 3.04% last updated on Apr 15, 2021
* 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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12 Marchant Redding CT 06896

MLS Number 170347208

  • Single Family
  • Square Feet 2,608
  • Bedrooms 6
  • Bathroom 4
  • Year Built 1750

Driving down scenic Marchant Road with the leaves changing all around will have you falling in love with the area and this historic estate. Whether your looking to create a compound for extended family and friends, a horse farm, or housing an extensive car collection, you will not be disappointed. Your imagination is the only limitation of this 16 acre bucolic property. The over 10,000 SF Amish white cedar barn can be transformed into the most incredible party barn or converted into an extraordinary home, if horses and/or cars don't interest you. There is an additional 20,000 square foot steel storage barn that could enhance your experience further. The current main house is a beautifully maintained antique with classic wide plank chestnut flooring, three bedrooms and four fireplaces. Close by is charming sleeping cottage with a living room, bedroom and full bath. There is also a carriage house atop the 4-car garage with 2 bedrooms, great for in-laws, grounds keeper, or guests. The grounds are idyllic and include an inground pool, greenhouse and lots of cleared areas for gardening and just enjoying nature. If you would enjoy even more space, there is an adjacent lot of 32 acres available for sale as well. All this and you are just minutes over the border from Ridgefield and all it's wonderful restaurants and shopping, the West Redding Metro North train station and 65 miles to New York City.

Listed by Lori Di Bartholomeo of Berkshire Hathaway NE Prop.

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Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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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LOT A 9 Windy Hill Redding CT 06896

MLS Number 170388442

  • Single Family
  • Square Feet 4,500
  • Bedrooms 5
  • Bathroom 5
  • Year Built 2021

Proposed new construction by longtime Fairfield County Builder Vale Builders LLC. Plenty of time to customize your finishes - Builder will consider custom plans if suitable. Home features include 12 rooms, 5 bedrooms, 4 full baths, along with a two car garage. Kitchen features include white carrara marble counter tops, Thermador stainless steel appliances, maple cabinets, and wide plank gray hardwood. Secluded lot with great frontage on Windy Hill backing up to Land Trust. Photos are representations of Builders previous work/possible construction - this is a proposed build.

Listed by Joe Rohinsky of Coldwell Banker Realty

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$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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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150 Seventy Acre Redding CT 06896
Pending Continue to Show

MLS Number 170365390

  • Single Family
  • Square Feet 4,083
  • Bedrooms 6
  • Bathroom 5
  • Year Built 1880

One of the most beautiful properties located among Umpawaug Estates. The setting is unparalleled from its sweeping lawns, manicured gardens, 2-story open porch, stone patios, stone walls, wisteria covered stone arbor and in-ground heated pool. The 1880 neoclassical style Colonial is a perfect blend of old and new - original character and craftsmanship - beautiful moldings, arched doors, built-ins, wide board flooring - yet has been updated with all the expected modern luxuries. Highlights include the well appointed Chef's Kitchen - large island, 2 beverage drawers, 2 dishwashers, stainless appliances, honed granite counters, walk in Pantry with open flow to the Family Room and Dining Room - ideal for entertaining. The Sun Room with walls of windows overlooks the gardens. The Master Bedroom Suite is its own wing. The Bedroom is grand in size and has a gas fireplace, walk-in closet fitted with custom organization, private Full Bath and a private deck overlooking the beautiful grounds. All secondary Bedrooms are ensuite with updated private or Jack and Jill Baths. Additional outbuildings include the rustic 1 BR COTTAGE/POOL HOUSE built in 1890 with Kitchen and Full Bath w/Laundry. The BARN with the capacity to house 3 additional cars is currently being used as an Indoor Sport Court. The detached 3 CAR GARAGE has a private Office/Studio above for those WFH. Redding offers miles of trails to explore, award winning schools and is 60 miles to NYC.

Listed by Peri Bartro of Coldwell Banker Realty

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$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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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38 Glen Hill Redding CT 06896

Redding, CT38 Glen Hill Road, Glen

Price$1,499,000

Est. Mortgage: $/month

MLS Number 170377501

  • Single Family
  • Square Feet 3,554
  • Bedrooms 4
  • Bathroom 5
  • Year Built 1928

Enchanting masterpiece! 1928 stone English Cotswold Cottage has been completely renovated from driveway to doorstop (2017-2020) to exquisite standards on 6.59 private acres with a scenic aerated pond, abutting hundreds of acres of open space and access to stunning hiking trails. The peaceful and idyllic setting is tucked away at the end of a desirable lower Redding cul-de-sac. An open floor plan with charming kitchen, spacious sunroom, fireplace, 4 bedrooms, 4.5 marble baths welcomes you. Treehouse views from all the bedrooms makes this fairytale retreat the perfect getaway home or country home! The cottage's total renovation comes with state of the art conveniences-including all house generator-and is fully furnished with impeccable antiques and original fine art. Just unpack your bags. The woodland private setting is minutes to schools, train, library, shops, restaurants, and services. Redding, often selected as the #1 Small Towns in CT, offers award-winning schools, wonderful parks, countless hiking trails, waterfalls, organic farmers market, New Pond Farm, great restaurants close by, and the Mark Twain Library founded by former resident, Mark Twain. Redding Country Club is 5 minutes away with pool, Tennis Courts, superb golf course and a fine restaurant. Westport beaches within 15 minutes; within 56 miles of Manhattan. This one-of-a-kind house is the epitome of escape! Turnkey ready!!

Listed by Joni Usdan and Gail Lilley Zawacki of Coldwell Banker Realty

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$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
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234 Redding Redding CT 06896

Redding, CT234 Redding Road

Price$1,490,000

Est. Mortgage: $/month

MLS Number 170350531

  • Single Family
  • Square Feet 3,800
  • Bedrooms 4
  • Bathroom 4
  • Year Built 2020

For all information and showings, please reach out to l/a Located on 2.80 beautiful acres with a great view. This private setting in redding is only 5 minutes from the branchville train station, shopping centers, and schools. The property elevates off the road to a perfect flat lot tucked away, ideal for a quiet new home. *seasonal views of the reservoir, to-be-built.

Listed by Michael Ritzzo of William Raveis Real Estate

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$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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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146 Cross Redding CT 06896

MLS Number 170330384

  • Single Family
  • Square Feet 3,082
  • Bedrooms 4
  • Bathroom 3
  • Year Built 1867

Escape to this country home featuring a move-in-ready Circa 1867 Victorian, with an enviable 3 story barn, that houses a garage, workbenches, home office, pool house, and a heated in-ground pool, Recent renovations to the home include chef's kitchen with butler's pantry, mudroom, laundry room, bathrooms, wide board floors, new roof, central air conditioning, and an inviting family room complete with dining area and wood burning stove. All this on 6.5 acres that offers complete privacy and an opportunity to build a family compound as it has an approved 3.8 acre building lot. Who wouldn't fall in love with this property that is surrounded by land trust acreage and nature? If you want horses, no problem, they will also enjoy the pastures.

Listed by Christine Poppy and Lynne Nolan of Compass Connecticut, LLC

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$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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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95 Cross Redding CT 06896

MLS Number 170350544

  • Single Family
  • Square Feet 2,809
  • Bedrooms 4
  • Bathroom 3
  • Year Built 1975

Welcome to 95 Cross Highway, first time on the market in 41 years, it is a property that is beautifully designed for the times in which we live, offering complete self-sufficiency, comfortable living, surrounded by nature and protected watershed forest with direct access to the Little River trail system and its 100 acre land preserve, total privacy yet located in the heart of Redding at the end of a quarter mile drive on 6+ acres. Its 4-Bedroom 3-Full-Bath 1975 antique cape reproduction is a family compound, originally built by its owner/builder for his family. It is finished with an artisan's eye and an attention to detail, quality and comfortable living. It features 4 fireplaces, an open concept kitchen and living room. First floor Master Bedroom with fireplace, an all-season sun porch with radiant-heat floor off the main living room. At the back, a brick patio leads to its salt-water pool with pool cabana with outdoor shower. A separate 2-Bedroom, 2.5 bath barn - legal for residential, office and studio use - is perfectly staged to operate your home business, house in-laws, features a large first-floor great room/yoga studio with movie theatre, sauna, expansive back deck, one-car utility garage for tractor storage, as well as 2-stalls, tack room and shed row for the equestrian enthusiast with access to miles of beautiful riding trails along the Little River land preserve and beyond. Truly a must-see-gem situated in the heart of Redding!

Listed by Bill Whitehead and John Talley of Vincent & Whittemore Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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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15 Thankful Bradley Redding CT 06896

Redding, CT15 Thankful Bradley Road

Price$1,325,000

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170328462

  • Single Family
  • Square Feet 6,657
  • Bedrooms 5
  • Bathroom 6
  • Year Built 1987

Lifestyle & Location! This exceptional center-hall Colonial is perfectly situated at the end of a cul-de-sac on 6.2 verdant, private acres in sought-after Farview Farm in Redding, CT, once dubbed by the NY Times " An Upcountry Town with Upscale Style". Over 450k in quality improvements and upgrades include an absolutely stunning custom center-island Chef's Kitchen replete with all the anticipated high-end amenities w/a casual dining area and that flows into the family Den; a spectacular Great Room with coffer ceiling, bar and built-ins; a fabulous Master Bedroom Suite with a cozy Sitting Room w/fireplace, a spacious 26'x21' Bedroom, a huge walk-in closet/dressing room with built-ins and a sumptuous Master Bath with a chic hammered copper claw-foot tub, his/her vanities and steam shower. Three additional Bedrooms on the upper level have full Baths and the rec/play room area with built-ins, closet, and access to a full bath is a wonderful flexible-use space... bedroom, office - make it your own! All this, and more - an expansive stone patio with direct access to/from the Kitchen and Great Room and a finished lower level with full bath. The lushly landscaped property extends to Town of Redding open space and Weston's Devil's Den preserve- private, serene, and so very beautiful. To complete this perfect picture is Farview Farm with pool, tennis, club house and a community like no other. Only 65 miles to NYC and mere minutes to area shopping, schools, train and commuter routes.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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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Information contained in this Smart MLS listing has been compiled from various sources, all of which may not be completely accurate. Smart MLS makes no warranty or representation as to the accuracy of listing information. All information that influences a decision to purchase a listed property should be independently verified by the purchaser. Copyright 2021 Smart MLS, Inc. All rights reserved.