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 urban life.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.24% last updated on May 21, 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 170289489

  • Single Family
  • Square Feet 2,608
  • Bedrooms 3
  • Bathroom 2
  • Year Built 1750

An incredible opportunity to acquire one of the county's most significant historic estates on a total of 48 pastoral acres set along a designated scenic road. This unique offering is the combination of the main estate on 16.20 acres & the adjacent land parcel on 32.08 acres. The well-preserved granite-stone house makes a lasting impression on any visitor. A true to character 3 bedroom 2,608 SF 2 story colonial with fine historical details wide plank chestnut flooring, hand-hewn beams & inviting period rooms where fireplaces serve as the focal point. The grounds of expansive fields, meadows & stately trees are bordered by 5-foot fieldstone walls. Thoughtfully sited around the property are many outbuildings, a 1 bedroom cedar shake guest cottage, 4 car heated garage with 2 bedroom carriage house above, greenhouse & a 20x40 heated gunite in-ground pool. Tucked atop a forested hill are a 75x144 10,800 SF Amish white cedar barn with an observation deck & a 100x200 20,000 SF steel storage barn. These two massive spaces are the stuff of an avid collector's dreams, with the potential for equestrian, an artist's studio or hobby space. The adjacent 32.08 acre land parcel features a mix of cleared & open woods with the western portion of the land bordering a conserved 17.25 acre forever open space. Properties like this seldom become available. An idyllic location just minutes to Redding & Ridgefield, West Redding Metro North & 65 miles to NYC.

Listed by Brian McGrath and Claudia Jiskra of McGrath Realty Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.24% last updated on May 21, 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 170162159

  • 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! Also available for yearly unfurnished rental.

Listed by Kms Partners and Karen K Scott of Compass Connecticut, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.24% last updated on May 21, 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 170289069

  • Single Family
  • Square Feet 2,608
  • Bedrooms 3
  • Bathroom 2
  • Year Built 1750

An incredible opportunity to acquire one of the county's most significant historic estates on 16.20 pastoral acres set along a designated scenic road. The well-preserved granite-stone house makes a lasting impression on any visitor. A true to character 3 bedroom 2,608 SF 2 story colonial with fine historical details wide plank chestnut flooring, hand-hewn beams & inviting period rooms where fireplaces serve as the focal point. The grounds of expansive fields, meadows & stately trees are bordered by 5-foot fieldstone walls. Thoughtfully sited around the property are many outbuildings. Clustered near the scenic road & stone house are a 1 bedroom cedar shake guest cottage, 4 car heated garage with 2 bedroom carriage house above, all at hand to the Lord Burnham greenhouse & Wagner 20x40 heated gunite in-ground pool. Tucked atop a forested hill are a 75x144 10,800 SF Amish white cedar barn with stairs leading to an observation deck & a 100x200 20,000 SF steel storage barn. These two massive spaces are the stuff of an avid collector's dreams, with the potential for equestrian, an artist's studio or hobby space. If additional acreage is desired, one could purchase the adjacent 32.08 acre land parcel which features a mix of cleared & open woods with the western portion of the land bordering a conserved 17.25 acre forever open space. Properties like this seldom become available. An idyllic location just minutes to Redding & Ridgefield, West Redding Metro North & 65 miles to NYC.

Listed by Brian McGrath and Claudia Jiskra of McGrath Realty Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.24% last updated on May 21, 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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1 Nathan Gold Redding CT 06896

MLS Number 170289498

  • Land
  • Acreage 32.08
  • Zoning R-2

Opportunities abound on these 32.08 acres set along a designated scenic road in West Redding. Explore the grounds to find picturesque old stone walls and level land with a mix of cleared and open woods. Build a grand country estate in the cleared meadow or a private cabin nestled in the woods. The verdant land is ready for pastures and an equestrian facility. Easily create trails in the lightly wooded portion to hike, hunt or ride to your heart's content. The property borders a conserved 17.25 acre forever open space with future plans for a woodchip walking trail connecting to a public Greenway where rustic footbridges will cross streams and wetlands to the west and to the east also available is one of the county's most significant historic estates on 16.20 acres. Purchase both parcels for a total of near 50 acres of privacy. Large tracts of land with such potential come few and far between. Ideally located minutes to Redding & Ridgefield, West Redding Metro North & 65 miles to NYC.

Listed by Brian McGrath and Claudia Jiskra of McGrath Realty Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.24% last updated on May 21, 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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209 Umpawaug Redding CT 06896

Redding, CT209 Umpawaug Road

Price$1,950,000

Est. Mortgage: $/month

Pending

MLS Number 170280355

  • Single Family
  • Square Feet 7,148
  • Bedrooms 4
  • Bathroom 5
  • Year Built 1997

One of a kind Stone and Shingle Country Estate on 6.5 park-like private acres. Featured in the August 1999 edition of Architectural Digest, the home was described as "a tapestry of light and shadow which is beautifully connected to the Earth". Highlights of the home include a 52 foot courtyard entry, a true gourmet kitchen, awe-inspiring great room, exquisite master bath with every amenity imaginable, en suite bedrooms, 2,000 sq. ft. addition in 2015 and 50x20 heated salt water pool with pool house. Originally designed by world renowned architect Ike Kligerman of Barkley Architects, this residence was constructed with uncompromising quality and detail and boasts impeccable style and and luxurious detail with architectural delights that include the perfect blend of stone, glass, metal and hardwoods.

Listed by Chip and Heather Neumann of Neumann Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.24% last updated on May 21, 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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44 Granite Ridge Redding CT 06896

MLS Number 170278568

  • Single Family
  • Square Feet 3,723
  • Bedrooms 5
  • Bathroom 6
  • Year Built 1986

Extraordinary country compound on most picturesque 10 acres set back privately at the end of a quiet cul de sac in the premiere Umpawaug estate area. This sprawling homestead includes the completely renovated 3,723 sf main residence with 5 bedrooms and 6 full baths including both main level and second floor MBR suite options; 624 sf guest or caretaker's cottage with kitchen, LR/DR, 2 bedrooms and 2 full baths; 2,028 sf custom built 3 story post and beam barn with heat, a/c, 1/2 basketball court, attached tool shed, and 948 sf finished with separate 1st story office, 1/2 bath, and dramatic private 2 story office with wood stove and upper loft; heated in-ground pool with spa and pool shed; tennis court with tennis shed; scenic pond and pond shed; wood shed; plus extensive professional landscaping including flowering perennial gardens with irrigation for lawn, all garden beds, and flower pots. The main residence, built in 1986, has been completely updated throughout with gracious and thoughtful designer appointments, and showcases random width and length wide board floors; inviting kitchen featuring gathering room with stone fireplace, stone counters, and prof. appliances; elegant private library with custom built-ins; and completely handicapped accessible first floor guest suite/MBR featuring tiled bath with roll-in shower. Enjoy the best of both worlds; secluded privacy with every lifestyle amenity, yet just minutes to West Redding trains, shopping, and only 60 miles to NYC.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.24% last updated on May 21, 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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24 & 26 Diamond Hill Redding CT 06896

MLS Number 170298192

  • Single Family
  • Square Feet 5,601
  • Bedrooms 5
  • Bathroom 5
  • Year Built 2004

Most distinctive shingle style country estate completed in 2004 by master builders Kellogg Brothers, the oldest fine custom home builder in Fairfield Cty, on 2.94 level acres (#26), plus adj. 2.18 acre "meadow" (#24) which was purchased for added privacy & is a town approved bldg lot. Enjoy bucolic setting in sought after West Redding, buffered by 22 acres of Redding Land Trust conservation, yet just 60 miles from NYC & close to shopping, train, library, restaurants, golf, hiking & Redding Town Green. Top craftsmanship & appointments, automatic generator, extensive landscaping & flowering gardens, irrigation system, & expansive stone patio for outdoor living. Total 5,601 sf on 3 levels incl. 5 BR & 4/1 BA; cstm mill-work, built-ins, wainscot & moldings; dramatic 2 story great rm w/colossal stone fplc & coffered ceiling, open to the true chef's kitchen; plus French doors to the inviting sun rm w/radiant heated blue stone floor. Cook for a crowd with 6 burner prof. gas range, pot filler, 48" Sub Zero, double dishwashers, & wine chiller, plus adj. formal DR. The main level also offer the exquisite floor to ceiling "Butternut" paneled library w/2nd fplc, plus additional pvt office or guest room w/full bath. The 2nd floor showcases the elegant MBR suite & spa-like bath w/steam shower; 2 Jack & Jill BRs; plus additional en-suite BR/gym & laundry. The walk-out lower level is not to be missed w/media room plus expansive game room/office with French doors to the spectacular backyard.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.24% last updated on May 21, 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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15 Silversmith Redding CT 06896

MLS Number 170287220

  • Single Family
  • Square Feet 3,352
  • Bedrooms 3
  • Bathroom 3
  • Year Built 2002

Fabulous custom estate in bucolic Redding, CT is completely ready for you to move in! Just bring your bags & enjoy this one of a kind residence! This spectacular custom hand cut post and beam home with gorgeous details was built in 2002 to exacting standards. It has been meticulously updated & maintained by the current owner with well known local builder, North Point Construction. The estate sits on four professionally landscaped acres w/a private stream-fed pond w/a fountain. The pond feeds the underground sprinkler system. Entertainers will enjoy having friends & family gather inside the dramatic flexible open floor plan or outside on the wrap around porch with shiplap ceiling and fir flooring or at the beautiful new stone patio with large fireplace or by the gorgeous new heated saltwater, gunite pool. The pool area is surrounded by raised planting beds, hydrangeas, boxwoods and other wonderful plantings. There is a full bath on the first floor for apres swim convenience! Enjoy cooking in the granite and limestone chef's kitchen with custom solid cherry Kingswood cabinetry and upscale appliances. The home is filled with abundant natural light through wall to wall windows and/or French doors. Hardwood flooring and exposed beams throughout. The all new mechanical systems in the full basement are top of the line. The security system further protects you w/fire, CO2 detection & wireless back up. Of course, there is central air & vacuum & a whole house back up generator.

Listed by Mark Giumarra of North Point Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 3.24% last updated on May 21, 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 Cross Redding CT 06896
Pending

MLS Number 170269430

  • Single Family
  • Square Feet 5,226
  • Bedrooms 5
  • Bathroom 5
  • Year Built 1773

The Chauncey Merchant Homestead (Circ. 1773) is among the most unspoiled and storied properties to come to market. Elegant and sophisticated describes this gorgeous, expansive and historically significant estate sited on a beautiful scenic road in the heart of Redding Center. The home combines the perfect blend of past and present with stunning updates that stays true to the period while adding modern luxuries. The sale includes a c.1773 fully restored main residence, a guest house/legal rental, gunite pool, and two story barn with stables - all set on 4.6 acres. Numerous system updates include solar electric, new furnace/boiler, 6-zone heat/radiant flooring, and new a/c equipment. The property has vegetable and flower gardens, a pergola with wisteria and clematis vines, bluestone patio, outdoor fireplace, irrigation system and landscape lighting. This remarkable estate is an oasis of country living just 60 miles from NYC.

Listed by Christine Poppy of Compass Connecticut, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.24% last updated on May 21, 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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194 Simpaug Redding CT 06896

MLS Number 170286552

  • Single Family
  • Square Feet 4,758
  • Bedrooms 4
  • Bathroom 4
  • Year Built 2006

Stylish Contemporary Residence for the Modern Pleasure-Seeker Offering the Ultimate in Privacy. This Sophisticated and Functional Four Bedroom/4 Bath Home is Enveloped in Light & Comfort. Original Construction is C 1936 & has been Beautifully Re-imagined in 2006. Tucked Down a Long Leafy Driveway the Home Sits on 4.73 Calming Acres - Surrounded by 170 Acre private reserve for Idyllic Privacy. Interior Space has Stunning Details Offering Crisp Clean Lines, Soaring Ceilings and Open/Versatile Floor Plan & a Mix of Wood, Granite & Terracotta Flooring. The Hub of the home is the Extraordinary Chef's Kitchen Offering all that is Expected with a Gas Range & Top of the Line Appliances, Stone Counter Tops, Plenty of Cabinets, Center Island & a Informal Eating Area. The Sleek Kitchen flows Directly in the Formal DR that has a Wall of Windows. Casual Entertaining can be Enjoyed in the FR with Cozy Fireplace & is Large Enough to Enjoy a Game of Pool. Living Rm, Separate Laundry Rm Mudroom & 3 Generous Bedrooms on main level. Luxurious Master Suite Retreat is Isolated on the Upper Level with Two Large WIC & a Inviting Master Bath. Enjoy your Morning Coffee on the Balcony Overlooking the Wonders of Nature. Adjacent is a Terrific Office Space & it also has a Balcony. Outside Expansive Rear Deck with Motorized Awning. Close to West Redding Train (Metro-North) & Convenient to Ridgefield, Rt. 7/I-84. Enjoy Award Winning Schools, Farm to Table Eats, Cultural Events & the Mark Twain Library.

Listed by Art Meyer of Coldwell Banker Residential Brokerage

$
$
%
$/month over payments
Federal 30-year interest rate: 3.24% last updated on May 21, 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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2 Charlie Hill Redding CT 06896

MLS Number 170275312

  • Single Family
  • Square Feet 4,487
  • Bedrooms 4
  • Bathroom 3
  • Year Built 1996

Welcome to "Meadowlark" - exceptional shingle style custom home in most picturesque setting on private, level 5 acres w/circular drive, mature landscaping, heated in-ground pool, fenced in vegetable/cutting gardens, and your own private meadow with walking path. Most desirable location in West Redding on coveted cul de sac, and impeccable attention to detail inside and out this nearly 4,500 sf home with designer appointments including wide board pine floors; 3 Rumford fireplaces; custom mill-work including moldings, wainscot, coffered ceilings and built ins; plus multiple French doors to the rear stone patios, pool, and gardens. Gracious front to back foyer with sweeping stairway, open to the LR with limestone fplc and French doors to the rear stone terrace for outdoor enjoyment; formal DR; private library; and most inviting FR with stunning river rock fplc. The expansive and newly updated chef's kitchen features a bright breakfast area, island with bar seating, prof appliances, and 3rd fireplace. The 2nd floor features an impressive landing with French door balcony overlook; sophisticated MBR suite with spa-like Limestone bath and custom dressing room; 3 additional spacious bedrooms with built-in window seats; plus the vltd bonus room, ideal for fitness, media, or play room. Enjoy built-in audio system, whole house generator, and top location, convenient to trains, restaurants, shopping, commuter routes, and approx 1 hour to NYC. Don't miss the virtual tour and floor plans.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.24% last updated on May 21, 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.