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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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.

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: 2.79% last updated on Jan 14, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

19 Tudor Redding CT 06896

Redding, CT19 Tudor Road, West Redding

Price$2,295,000

Est. Mortgage: $/month

Open House

MLS Number 170302006

  • Single Family
  • Next Open House: Sun 01/17 1:00 pm. to 3:00 pm.
  • Square Feet 6,915
  • Bedrooms 6
  • Bathroom 6

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: 2.79% last updated on Jan 14, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

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 exceptional 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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

4 Marchant Redding CT 06896

MLS Number 170348638

  • Land
  • MLS Status Active
  • Acreage 32.08
  • UsmAmenities Pool, Waterfront
  • Zoning R-2

Breathtaking property available to create your own masterpiece. Combine with 12 Marchant, MLS#170347208 to gain another 16 acres, plus two 10,000+SQFT barns, 3 Bedroom home, sleeping cottage, carriage house and pool. This property also borders 17.25 acres of open space. All this privacy, yet close to downtown Ridgefield's shops and restaurants, Metro North train station and only 65 miles from New York City.

Listed by Lori Di Bartholomeo of Berkshire Hathaway NE Prop.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

150 Seventy Acre Redding CT 06896

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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.

Save 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.