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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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: 2.96% last updated on Aug 13, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

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: 2.96% last updated on Aug 13, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

85 Diamond Hill Redding CT 06896

MLS Number 170311563

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

This meticulously preserved and restored iconic country compound, known as 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 home, 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 - It doesn't get better than this.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

308 Redding Redding CT 06896

Redding, CT308 Redding Road, Umpawaug

Price$2,490,000

Est. Mortgage: $/month

MLS Number 170309972

  • Single Family
  • Square Feet 7,879
  • Bedrooms 5
  • Bathroom 7
  • Year Built 2019

Extraordinary new construction on private gated 5.8 acres at the most prestigious streets in Redding. This 5 bedrooms 7 baths luxurious 8000 square foot custom-built home is absolutely stunning. Exquisitely designed with an emphasis on architectural details features 7 beautiful stone fireplaces. Elegant, COOL AND SLEEK kitchen with high end appliances. 9 ft ceiling heights throughout . Living room with coffered ceiling. Master Bedroom Suite with balcony opens to an expansive backyard. Master Bathroom with his/her closet, steam shower, and free standing tub overlooking the very private grounds. There are two additional bedroom suites, each with their own bathrooms, on the main floor and an additional two bedroom suites on the second floor. Customized light fixtures throughout make this home a show stopper! This home is perfect for the perfectionist who values quality and fine workmanship. The expansive horse barn is sure to please the most discerning equestrian. Close to major travel routes and only 60 miles to NYC. Great location! Pool and Tennis court can be added for extra cost and finished by current owner prior to closing.

Listed by Happy Wang and The Fair Group of William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

1 Nathan Gold Redding CT 06896

MLS Number 170289498

  • Land
  • MLS Status Active
  • Acreage 32.08
  • UsmAmenities Tennis, Waterfront
  • 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: 2.96% last updated on Aug 13, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

45 Chalburn Redding CT 06896

MLS Number 170315236

  • Single Family
  • Square Feet 3,916
  • Bedrooms 5
  • Bathroom 4
  • Year Built 2004

This beautiful custom waterfront home in desirable West Redding, was lovingly designed and built to the highest specifications in 2004 and features incredible water views from every window. Gaze out at the lake from the spacious living room or dining room with Arts & Craft style features such as custom cherry millwork, two stunning fireplaces - one with tile surround- and beautiful hardwood floors. Attention to detail went into every inch of this home. The main level MBR suite with gorgeous bathroom and access to an outdoor shower, has a main level office right next door. Upstairs find 4 additional bedrooms, each paired around a spacious jack&jill bathroom. Virtually maintenance free, the exterior of the home is Hardie plank siding & Azek trim. Enjoy the pool or take a stroll down to the dock and go kayaking or paddle boarding. Or, walk on one of the many trails through the 19.82 private acres. The park-like property, only 9 minutes from Starbuck's and 13 min from Whole Foods, offers plenty of space for gardening, entertaining, exploring, or simply relaxing. Perfect for the car enthusiast there are 6 garage bays - three in the attached garage and three in the 3-story barn. The barn, built in 2006, has electricity and there is a large room upstairs that could be a great artist studio or home office. Canine fence on the property. A special place and rare opportunity!

Listed by Mary Phelps of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

54 Cross Redding CT 06896
Pending

MLS Number 170311476

  • Single Family
  • Square Feet 5,568
  • Bedrooms 5
  • Bathroom 4
  • Year Built 1980

This 6.25-acre estate is an unrivaled paradise featuring more than $2 million in renovations. The breathtaking grounds, designed by Cambridge Designs, offer a peaceful retreat for every mood. Meander past vegetable planters, herb gardens and a cedar arbor. A pergola and gazebo are enveloped by fragrant flowers and a shade garden. The renovated gunite swimming pool is surrounded by an expansive flagstone terrace, fountain and upscale cabana. There's a large pasture and a renovated barn with two horse stalls, and children will delight in the enchanted playhouse. The main residence, a stately center-hall Colonial, has been meticulously renovated and expanded. Enjoy all-new flooring, windows, radiant and geothermal heating, and energy-efficient insulation. The main floor features formal living and dining rooms, family room, study with a fireplace and bar, and an eat-in chef's kitchen with custom cabinetry, granite counters and appliances by Wolf and Sub-Zero. A mudroom entry, main-floor bedroom and powder room add convenience. Enjoy garden views, vaulted ceilings, en suite spa bathroom and a walk-in closet in the second-floor owner's suite. Four more bedrooms, two baths and laundry complete this level. The third floor boasts a loft and attic, and the semi-finished basement includes home theater, a bar and an area perfect for a wine cellar. Located in bucolic Redding, Connecticut, this estate is surrounded by massive state parks, preserves, reservoirs and revered country clubs.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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: 2.96% last updated on Aug 13, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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.