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 both a luxurious retreat & a self-sustaining working farm & is one of the town's most coveted & intriguing properties.At the heart of the estate is the main residence,a multi-faceted country manor blending contemporary style w/unrivaled amenities.The owners are dedicated stewards of this exceptional farm,which also features 3 antique guest homes,a state-of-the-art private recording studio & performing arts venue,a working barn,a sugar house,boat house,orchard,fields,old stone walls & a 300-ft stream w/multiple waterfalls cascading into a 3-acre pond stocked w/largemouth bass & brown trout.Add'l amenities include a pig & chicken coop,tennis court,riding ring,ballfield,horse stalls & paddocks.Acres of riding & hiking trails traverse the property's woods & 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, situated an hour from NYC,epitomizes a refined way of life w/its verdant setting & unparalleled array of living,farming,entertaining & recreational opportunities.The property is deeply rooted in the highly desirable community of Redding,which takes pride in its past as it looks to its future.Maple Hill Farm...an incomparable residence,a sustainable farm & an idyllic haven from the hustle & bustle of city life.

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: 2.81% last updated on Oct 15, 2020
* 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 Redding CT 06896

MLS Number 170326974

  • Single Family
  • Square Feet 14,866
  • Bedrooms 6
  • Bathroom 11
  • Year Built 2004

Casual European Country Manor on a 19+ private setting, convenient to Fairfield, Ridgefield and Westport. An expansive Gallery welcomes you to an open and light filled floor plan catering to an elegantly informal lifestyle. The fun and excitement continues with the exquisite outdoor play, offering the best of entertaining for family and friends. Endless in custom details, old-world craftsmanship and every modern amenity imaginable including...Juliette balconies, porte-cochere, cupola, pergola, outdoor fireplace, antique slate roof, 1.25 acre pond with a pier, stunning Pool with a Waterfall, separate free standing Hot Tub, Koi Pond, expansive Terraces, deck and so much more. Continuing with the stand-out features...two Recreation rooms, Sauna, Full Mahogany Bar with complete set of appliances, cooktop, ice maker, refrigerator, dishwasher and beer cooler. Rarely do you see these extraordinary details in custom homes...exterior lightening protection, indoor sprinkler sprinkler system throughout the residence, two wells supporting the house, elaborate ice melting system in sections of driveway and portion of back patio. Large windows and double glass brings the outdoor living experience inside, spectacular in any season. Equestrian lovers will be in heaven with convenient 1000 acre horse trails close by. Experience a simply splendid year-round home or ideal weekend retreat!

Listed by Karen K Scott of Compass Connecticut, LLC

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$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 2020
* 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 Side Cut Redding CT 06896

MLS Number 170311967

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

“Fairview Farm” - 45+ Uniquely Private Acres, 1 Hr from NYC, w/ Cleared Fields, Acquaduct, Woods and 4 Bedroom Residence. Created in 1949, this 46.3 acre, 4,200 SF, 4 bedroom updated home is built with the highest end construction, materials, and artisan craftsmanship available. Fairview Farm has sprawling, cleared acreage for new buildings and development to create one of a kind estate. Existing elegant downstairs master in main house has sitting room/den with fireplace and private screened-in porch. Three additional bedrooms upstairs. Outdoor hot tub, fire pit with pig spit, and leveled gravel area for tented parties, barn building, boat storage, or tennis/basketball court also on property. Three car garage attached and two additional sheds with power on grounds. A true private piece of land, crossed with Revolutionary era stone walls and paths, ready for new owners to transform. Plenty of room for private hunting, horses, camping and connecting with nature. Up a long driveway on the hill to the left on Side Cut Road, this oasis is uniquely located one hour from Manhattan via the Metro North Train Line. Fairview Farms is an unique homestead with only two owners in its 70 years history, each one respecting the land, keeping it up to the highest standards. A truly special place, the property is different to each owner.

Listed by Becky Munro of Halstead Real Estate

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$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 2020
* 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

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: 2.81% last updated on Oct 15, 2020
* 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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$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 2020
* 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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19 Tudor Redding CT 06896

Redding, CT19 Tudor Road, West Redding

Price$2,595,000

Est. Mortgage: $/month

MLS Number 170302006

  • Single Family
  • Square Feet 6,915
  • Bedrooms 6
  • Bathroom 6
  • Year Built 1790

It's a LIFESTYLE choice! A way of living that encompasses health, wellness, & an immediate connection with nature (surrounded by a natural, tranquil environment) This completely private 20+acre family compound retreat has everything and it's just over an hour from NYC! Seven Maples Estate blends modern luxury with 18th century charm & character. Shelter in place: this peaceful & serene setting features an in-ground salt-water pool with multiple outbuildings: 3-car garage with dog grooming sink and spacious dog run attached, Traditional red barn w/ 2-BR apt & 2 car garage (caretaker's quarters, Guest quarters, multi-generational living, home office) Renovated Antique Schoolhouse (Art or Yoga Studio/home office) Organic Apple orchard, fenced and dual-gated vegetable garden w/ raised beds, chicken coop, meadows, gorgeous mature trees and professionally landscaped open property, perfect for croquet and badminton! This horse-friendly property has plenty of space for a paddock, a tennis court, or other structure. The well-appointed living spaces inside the main house maintain vintage colonial elements with an enlarged open floor plan for today's modern lifestyles. With 6 BR's and 7 bathrooms, 5 fireplaces and restored original wood millwork, a state of the art gourmet kitchen w/ AGA stove, 2 dishwashers, massive Subzero refrigerator/freezers, a spectacular master suite, and so much more…Truly a special piece of paradise, call for a private appt today! See New Video attached

Listed by Deborah Burnaman and Aimee MacKimm of William Raveis Real Estate

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$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 2020
* 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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85 Diamond Hill Redding CT 06896

MLS Number 170311563

  • Single Family
  • Square Feet 7,625
  • Bedrooms 5
  • Bathroom 7
  • Year Built 1826

"Mill Pond Farm". This meticulously preserved and restored iconic country compound, originally the Benjamin Meeker Homestead, sits back on 4.7 lush, private acres surrounded by unparalleled bucolic beauty along a scenic stretch of the Saugatuck River, bordered by 350 acres of conservancy land and offers a myriad of outstanding amenities including dedicated private work-from-home office space. The magnificent grounds include a free-form Gunite pool, a tennis court, perennial gardens, mature trees, sweeping green lawns, expansive stone walls and terraces, stream, pond and dazzling waterfall. The main 2 BR/2BA residence, the heart and soul of this remarkable estate, has retained its historic integrity by preserving period details that merge seamlessly with modern updates. Complementing the main residence are three stunning outbuildings, all of which provide living, work and entertainment space for guests and extended family… a spectacular chestnut Barn with 2 levels of chic living/recreation space and an attached Machin-designed Greenhouse; a c.1786 Carriage House and a c.1830 Barn and Buttery. This singular estate is a rare and exceptional treasure. A resort in the Summer, a wonderland in the Winter, a safe haven for multi-generational living and a private retreat for a lifetime of memories. 53 miles to NYC! See the property video - "Mill Pond Farm"... It doesn't get better than this.

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

$
$
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$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 2020
* 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 Redding CT 06896

MLS Number 170331251

  • Single Family
  • Square Feet 4,430
  • Bedrooms 4
  • Bathroom 4
  • Year Built 2020

Traditional home to be built by 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 home can be custom designed. Additional land available. Owner/Agent

Listed by Jodi Langford of Coldwell Banker Realty

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$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 2020
* 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 Redding CT 06896

MLS Number 170337462

  • Single Family
  • Square Feet 2,483
  • Bedrooms 3
  • Bathroom 4
  • Year Built 1940

Renowned Photographer Edward Steichen's 1939 estate, originally called "Umpawaug Farm" was built for him and he spent many years here until his death in 1973. This architecturally designed Mid-Century Modern home is sited beautifully on the pond and offers complete privacy with it's waterfront setting and views of the fields and woods beyond. One of the more iconic homes in the area, the 12+ acre property w/beautiful rolling fields includes the whole of the pond locally known as "Steichen Pond" and has sole access. The dramatic residence is stone and walls of glass. Oversized Living Room w/panoramic view of the pond and Steichen's original two-story Studio w/Loft and Full Bath are spectacular living areas. All original details intact including leaded glass windows, built-ins & quarry tile floors. Master Bedroom is large and opens to deck w/access down to the pond and the add'l two Bedrooms each w/en-suite Baths also open to patios directly on the pond. Unique concrete and steel floor & ceiling construction- extremely strong and stable. The property abuts Topstone Park and open space-- all of which was part of the original estate. Prestigious Topstone Road is not only scenic but provides easy access to RT 7, RT 84, Ridgefield Town Ctr, shops & trains. One hour to NYC, this is the quintessential NYC getaway but is also large and comfortable enough for full time living.

Listed by Margi Esten of Coldwell Banker Realty

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$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 2020
* 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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258 Poverty Hollow Redding CT 06896

MLS Number 170345413

  • Single Family
  • Square Feet 2,650
  • Bedrooms 3
  • Bathroom 3
  • Year Built 1929

"Spring Hill"- Delightful, whimsical, and enchanting 1929 Arts & Crafts style English cottage situated privately on 4.8 bucolic acres with gated entry to adjoining 4 acres of Redding Land Trust meadows. This storied home was built by celebrated artist Lizabeth Clifton Hunter (note her watercolor at the foot of the stairs). Sublime attention to detail abounds inside and out of this truly one-of-a-kind country estate. The exquisitely landscaped grounds feature peaceful outdoor enclaves including stone patios, balconies, the stunning pool grotto with dramatic stone face backdrop, and "Palais Poulet”: the playful hillside chicken coop compound. It's impossible to know where to feast your eyes in the exquisite main home showcasing hand hewn exposed beams, vaulted ceilings, built-ins, 3 fireplaces, and true artistry throughout the 2-story sunken living room, both formal dining and casual breakfast rooms, wet bar, dazzling gallery, and 3 welcoming bedroom suites. The compound also offers the detached 3-car garage with potting shed and regal clock tower. Of note: wood roof; leaded glass windows; radiant heated kitchen and breakfast room floors; heated outdoor steps to the driveway; copper leaders/gutters; generator; electric deer fence and cattle guard; plus top location on scenic road across from protected Aspetuck River land yet just 65 miles to Midtown.

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

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$
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$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 2020
* 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

MLS Number 170316414

  • 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. 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 currently being used as an Indoor Sport Court and the detached 3 car Garage with a private Office/Studio above for those WFH. Some of the interior highlights include the well appointed Chef's Kitchen - large island, 2 beverage drawers, 2 dishwashers, stainless appliances, honed granite counters, walk in Pantry - open to the Family Room and Dining Room just perfect 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 Terrace overlooking the beautiful grounds. All secondary Bedrooms are ensuite with updated private or Jack and Jill Baths. 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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$
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$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 2020
* 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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65B Sunset Hill Redding CT 06896

Redding, CT65B Sunset Hill Road

Price$1,595,000

Est. Mortgage: $/month

MLS Number 170311274

  • Single Family
  • Square Feet 7,054
  • Bedrooms 5
  • Bathroom 9
  • Year Built 2006

Absolutely stunning American Shingle Style residence built by premier builders Falciglia and Valeri; Winner of the 2005 HOBI Award for Best Spec House for its size this prestigous award is given for superb craftsmanship, construction ingenuity, etc. This 5 BR home provides design details reminiscent of the early 1900's. Butlers panty, transom windows, glass-paned pocket doors, five fireplaces and French doors leading to the 72 foot wraparound porch and bluestone patio; Wine Cellar, Media Room, Billiard and Exercise Rooms, The generous sized rooms are warm and inviting. From the old world elegance of the quartersawn oak library to the sunlit cupula of the third floor you instantly sense something special here. Special patio with Privately sited on a level six acre parcel this is a fabulous horse property in a beautiful bucolic setting sits across the road from Huntington State Park. Ride to the park from your front door! The newer built center aisle four stall barn from renowned barn company BARN PROS, includes wash stall, heated tack room, running hot & cold water, hay loft, heaters and extractor fan. Fully matted extra large stalls, with Dover doors, half doors and windows for your horses well being & comfort. Automatic water feeders, electric fencing and four rail fencing. Lush & large grass paddocks, stone dust paddock and outdoor riding ring with hunter/jumper footing, completes this equestrian enthusiasts dream property.

Listed by Chip Neumann of Neumann Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 2020
* 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 2017 Smart MLS, Inc. All rights reserved.