Vintage homes for sale & real estate in Redding, CT

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ABOUT THIS HOME
Vintage Home for sale in Redding, CT:
Highest and best Tuesday at 5pm. This is your opportunity to own a truely unique antique Salthouse with amazing potentional. The House had water damage over winter and the house was remediated but Kitchen flooring and sheetrock were removed. 2 updated baths remain. 1 BR on 2nd floor the subfloor was removed. The 4.26 acre property is stunning with a newer 2 garage with finished room over the garage, large pool, outhouse and potting shed remain on property. Do not walk on property unless you have confirmed appointment. Sold in "as is" condition. Lot across the street with large red barn can also be purchase separately #58.

$650,000

2 beds2 baths2,802 sq ft

53 Umpawaug Rd, Redding, CT 06896

Updated baths • 4.26 acre property • Large pool

ABOUT THIS HOME
Vintage Home for sale in Redding, CT:
Classic New England Charm in West Redding Center! This charming home offers far more than meets the eye. Hardwood floors flow throughout, beginning in the spacious living room, where a beautiful stone fireplace adds warmth, character, and timeless appeal. The thoughtfully renovated kitchen features granite countertops, a center island, and stainless-steel appliances, all new in 2024, including an induction range. Just off the kitchen is a flexible den or dining room, along with a convenient mudroom/laundry room offering abundant storage and access to a three-quarter bath. The light-filled sunroom overlooks the private backyard, creating a bright and inviting place to relax. An additional ro

$724,900

4 beds2 baths2,004 sq ft

248 Simpaug Tpke, Redding, CT 06896

Renovated kitchen • Stone fireplace • Granite countertops

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Redding, CT:
Lovely 3-bedroom, 2-bath home nestled on 2.44 private acres in desirable Redding. Offering a wonderful blend of character, space, and potential, this property is ready for your finishing touches and personal vision. The inviting living space features a fireplace, while the circular driveway provides convenient access and plenty of parking. Adding to the appeal is a separate cottage located on the property, offering exciting possibilities as an artist's retreat, private studio, workshop, home office, or creative space. Surrounded by mature trees and a peaceful natural setting, the property provides privacy while still offering convenient access to everything the area has to offer. A unique o

$734,900

3 beds2 baths2,140 sq ft

22 Great Pasture Rd, Redding, CT 06896

Private acres • Separate cottage • Natural setting

ABOUT THIS HOME
Vintage Home for sale in Redding, CT:
If you want to enjoy all that Redding has to offer without the upkeep of a large home and expansive yard, this charming home may be just what you're looking for. Located in a quiet West Redding neighborhood, this home sits on an inviting corner lot and offers classic New England character throughout. As you enter through the enclosed front porch, you're welcomed by a wonderful sense of charm. The front door opens into the kitchen, which flows into a sun-filled, open-concept living and dining area featuring a fireplace and access to the rear deck overlooking the neighborhood. The first floor also includes a comfortable den and full bath. Upstairs, you'll find a primary bedroom with its own f

$529,000

2 beds2 baths1,125 sq ft

19 Olmstead Rd, Redding, CT 06896

Rear deck • Corner lot • Enclosed front porch

3D & VIDEO TOUR

ABOUT THIS HOME
Vintage Home for sale in Redding, CT:
The Rebecca Denison Homestead, established in 1708 with the present Greek Revival residence built in 1824, is a rare historic offering that beautifully combines architectural significance with modern-day living. Listed with the Connecticut State Historical Commission, this exceptional property is privately situated on 2.37 park-like acres and showcases timeless craftsmanship, meticulous maintenance, and thoughtful updates throughout. Offering more than 4,100 square feet of living space, this distinguished 12 room residence features 5 bedrooms, 4 updated full baths, and an updated half bath. Details include the original historic front door, exposed beams, paned windows, hardwood floors, five

$1,329,000

5 beds4.5 baths4,158 sq ft

286 Black Rock Tpke, Redding, CT 06896

Park like acres • Exposed beams • Privately situated

Property at 74 Black Rock Tpke, Redding, CT 06896, 5 beds, 5 baths

$1,395,000

5 beds5 baths6,775 sq ft

74 Black Rock Tpke, Redding, CT 06896

Property at 33 Old Stagecoach Rd, Redding, CT 06896, 4 beds, 3.5 baths

$1,075,000

4 beds3.5 baths3,341 sq ft

33 Old Stagecoach Rd, Redding, CT 06896

Property at 18 Church St, Redding, CT 06896, 3 beds, 2.5 baths

$1,275,000

3 beds2.5 baths2,935 sq ft

18 Church St, Redding, CT 06896

Property at 4 Long Ridge Rd, Redding, CT 06896, 4 beds, 5 baths

$1,395,000

4 beds5 baths5,282 sq ft

4 Long Ridge Rd, Redding, CT 06896

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ABOUT THIS HOME
Vintage Home for sale in Redding, CT:
Amazing value in Wilton! Extensively updated, this charming Colonial offers the perfect blend of classic character and modern convenience. Featuring a newly renovated kitchen, updated bathrooms, refinished hardwood flooring, a new heating system, updated electrical, a new roof, and fresh paint throughout. Among others, a new well cap adds to the list of important improvements. The warmth and character has been thoughtfully preserved, which is what makes this home so special. Ideally located just minutes from town, schools, shopping, dining, and commuter routes, 20 Mountain Road is a wonderful opportunity to enjoy all that Wilton has to offer in a home that is truly move-in ready.

$975,000

3 beds2.5 baths2,125 sq ft

20 Mountain Rd, Wilton, CT 06897

Updated electrical • Updated bathrooms • New heating system

ABOUT THIS HOME
Vintage Home for sale in Redding, CT:
This picturesque ca 1780 farmhouse retains all of its historic charm but has been updated & expanded for today including significant 3 car garage addition with magnificent great room above. Stunning 2.09 acres with scenic pond for kayaking & skating, rolling lawn, front porch, rear screened porch & deck, electrified cottage/shed, chicken coop, horse barn with one stall, fruit trees including pear, apple, & grape vines, plus former paddock converted to fenced in vegetable garden with automatic sprinkler. Total 3,467 sf with 3 fireplaces & 2 wood burning stoves, exposed beams, & delightful options for gracious living & entertaining. The inviting kitchen

$1,049,000

3 beds2.5 baths3,199 sq ft

252 Florida Hill Rd, Ridgefield, CT 06877

Scenic pond • Front porch • Great room

ABOUT THIS HOME
Vintage Home for sale in Redding, CT:
Lovingly restored by its owners over the past two years, this 1890 farmhouse was renewed as a home, not turned over as a contractor flip. Inside, refinished hardwood floors and a fireplace preserve its character, while the renovated kitchen and baths make everyday living feel current. Just off the kitchen, a flexible room works as a home office, playroom, or workout space, with a half bath and a mudroom with heated floors rounding out the main level; upstairs are two bedrooms and a renovated full bath. Behind the scenes, a new roof and windows, added insulation, 200-amp electrical service, wifi connected home fittings, and an EV charger bring thoughtful updates to the home's historic bones.

$749,999

2 beds1.5 baths1,350 sq ft

106 Sherwood Rd, Easton, CT 06612

Renovated farmhouse • Touchless faucet • Natural light

ABOUT THIS HOME
Vintage Home for sale in Redding, CT:
Marvelous opportunity at 205 Mountain Road in Wilton! This ranch-style home is set on approximately 1.60 acres with a lightly wooded, sloping lot. The property features one-level living, a screened porch, a private well, and a private septic system. Its existing layout offers a solid starting point for renovation and value creation. Update the current home, redesign the interior, or explore expansion possibilities, subject to town approvals. The property's natural setting provides privacy while remaining convenient to Route 7, shopping, dining, and nearby amenities. Ideal for investors, contractors, builders, or buyers seeking a renovation project in the Wilton market. Bring your plans and

$495,000

2 beds1 bath892 sq ft

205 Mountain Rd, Wilton, CT 06897

Lightly wooded lot • Private well • One-level living

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Redding, CT:
Welcome to 112 Long Ridge Road, a charming 1929 home set on 2.2 beautifully landscaped acres in a picturesque country setting. Rich in character, this inviting home blends timeless architectural details with thoughtful updates and flexible spaces for today's lifestyle. Blonde-toned hardwood floors, substantial moldings, French doors, built-ins and abundant natural light create warmth throughout. The gracious living room features custom cabinetry, a window seat, fireplace with wood-burning insert and access to an oversized three-season room overlooking the property. The formal dining room includes a window seat with hidden storage, while the spacious eat-in kitchen offers gas cooking, newer

$609,000

3 beds1.5 baths1,728 sq ft

112 Long Ridge Rd, Danbury, CT 06810

Flexible spaces • Landscaped acres • French doors

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Redding, CT:
Nestled on a beautiful level one-acre lot in Ridgefield's highly sought-after Presidents neighborhood, this well-loved split-level home offers a rare opportunity to create something truly special. Owned by the same family since 1989, the property reflects decades of care and memories while presenting the perfect canvas for today's buyer to update and renovate to modern standards. The home's standout feature is the inviting sunroom that naturally becomes the heart of the home located just off the dining room, a bright and welcoming space overlooking beautiful gardens and the private backyard. Inside, the flexible split-level design provides comfortable living space with plenty of room to rei

$750,000

3 beds2.5 baths2,184 sq ft

32 Lincoln Ln, Ridgefield, CT 06877

Level one acre lot • Inviting sunroom • Private backyard

Property at 14 Partrick Ln, Wilton, CT 06897, 3 beds, 3 baths

$899,000

3 beds3 baths2,610 sq ft

14 Partrick Ln, Wilton, CT 06897

Property at 106 Spectacle Ln, Ridgefield, CT 06877, 5 beds, 4 baths

$1,699,000

5 beds4 baths3,776 sq ft

106 Spectacle Ln, Ridgefield, CT 06877

Property at 30 Birchwood Rd, Monroe, CT 06468, 3 beds, 1 bath

$440,000

3 beds1 bath1,488 sq ft

30 Birchwood Rd, Monroe, CT 06468

Property at 163 Huntingtown Rd, Newtown, CT 06470, 2 beds, 1 bath

$350,000

2 beds1 bath960 sq ft

163 Huntingtown Rd, Newtown, CT 06470

Property at 110 Long Ridge Rd, Danbury, CT 06810, 3 beds, 2.5 baths

$925,000

3 beds2.5 baths2,356 sq ft

110 Long Ridge Rd, Danbury, CT 06810

Property at 29 Poverty Hollow Rd, Newtown, CT 06470, 3 beds, 2 baths

$499,900

3 beds2 baths1,253 sq ft

29 Poverty Hollow Rd, Newtown, CT 06470

Property at 8 Lakeside DR EXT, Ridgefield, CT 06877, 3 beds, 2 baths

$550,000

3 beds2 baths1,260 sq ft

8 Lakeside DR EXT, Ridgefield, CT 06877

Property at 24 White Birch Rd, Ridgefield, CT 06877, 4 beds, 3 baths

$925,000

4 beds3 baths3,028 sq ft

24 White Birch Rd, Ridgefield, CT 06877

Property at 206 Mountain Rd, Wilton, CT 06897, 4 beds, 3.5 baths

$1,799,000

4 beds3.5 baths3,758 sq ft

206 Mountain Rd, Wilton, CT 06897

Property at 381 Bennetts Farm Rd, Ridgefield, CT 06877, 3 beds, 1 bath

$390,000

3 beds1 bath828 sq ft

381 Bennetts Farm Rd, Ridgefield, CT 06877

Property at 25 Sunset Hill Rd, Wilton, CT 06897, 4 beds, 4.5 baths

$1,250,000

4 beds4.5 baths3,319 sq ft

25 Sunset Hill Rd, Wilton, CT 06897

Property at 106 Carol St, Danbury, CT 06810, 2 beds, 1 bath

$352,000

2 beds1 bath824 sq ft

106 Carol St, Danbury, CT 06810

Property at 457 Newtown Tpke, Weston, CT 06883, 2 beds, 1 bath

$549,000

2 beds1 bath525 sq ft

457 Newtown Tpke, Weston, CT 06883

Property at 155 Long Ridge Rd, Danbury, CT 06810, 3 beds, 5 baths

$4,500,000

3 beds5 baths5,824 sq ft

155 Long Ridge Rd, Danbury, CT 06810

Vintage Homes for Sale in Redding

There are currently 9 vintage homes for sale in Redding at a median listing price of $1.02M. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Redding stay on the market for 84 days. This map is refreshed with the newest listings in Redding every 15 minutes.

In the past month, 14 homes have been sold in Redding. In addition to houses in Redding, there were also 2 condos, 0 townhouses, and 1 multi-family unit for sale in Redding last month. Find your dream home in Redding using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Redding are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Redding. If you're looking to sell your home in the Redding area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Redding with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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