Kathy Schmitt Team
  • About
    1. Meet The Team
    2. Meet Kathy
    3. Client Reviews
  • Sellers
    1. Seller Experience
    2. Why Sell With Us
    3. Sell My Home
    4. Home Valuation
    5. Recently Sold
  • Buyers
    1. The Buyer Experience
    2. Featured Listings
    3. Property Search
  • Communities
  • Blog
  • Contact
  • MORE
    1. My Homes
    2. My Tours
    3. My Favorites
    4. My Searches
  • Sign In
  • Register
Filters Reset
Save Search (2)
Save your search to get Alerts
85 Properties

85 Properties Available

  • Default
  • Price-High To Low
  • Price-Low To High
  • Newest Listings
  • Beds (Most)
  • Baths (Most)
  • Year Built (Newest)
  • Square Feet (Biggest)
Map
Grid
62 Fruit Street, Winchester, CT 06098
1/14 14

$325,000

Open Sat 1PM-3PM

Multi-Family

6 Beds 2 Baths 3,078 SqFt

62 Fruit Street, Winchester, CT 06098

62-64 Fruit Street in Winchester offers a rare opportunity to acquire a turnkey property located in one of the town's mo...

Listed by Antonio De La Cruz of Eagle Eye Realty PLLC

174 Wallens Street #APT H1, Winchester, CT 06098
1/27 27

$235,000

Open Sat 1PM-3PM

Condo

1 Bed 2 Baths 1,334 SqFt

174 Wallens Street #APT H1, Winchester, CT 06098

Discover effortless living in this inviting home at the sought-after Clockmaker's Hill community. The thoughtfully desig...

Listed by Kim D'andrea of William Pitt Sotheby's Int'l

51 Pratt Street, Winchester, CT 06098
1/27 27

$449,900

Open Sun 3PM-4PM

Single Family Home

4 Beds 2 Baths 2,239 SqFt

51 Pratt Street, Winchester, CT 06098

This stunning Renovated home is perfectly situated in the beautiful town of Winsted could be yours! Just a leisurely wal...

Listed by Arlene Gonzalez of The Gonzalez Property Group

22 Curtice Street, Winchester, CT 06098
1/20 20

$255,000

Open Sun 10:30AM-11:30AM

Single Family Home

3 Beds 1 Bath 1,334 SqFt

22 Curtice Street, Winchester, CT 06098

Step into timeless elegance with this beautifully updated colonial-style home, where classic charm meets modern convenie...

Listed by Terence Dominick of Complete Real Estate

38 Riveredge Drive #38, Winchester, CT 06098
1/21 21

$150,000

New

Condo

1 Bed 1 Bath 635 SqFt

38 Riveredge Drive #38, Winchester, CT 06098

End Unit Ranch-Style Condo - Winchester. Discover privacy and convenience in this well-maintained one-level end unit nes...

Listed by Suzie Larson of Turning Point Realty, LLC

160 Walnut Street, Winchester, CT 06098
1/3 3

$289,000

Coming Soon

Single Family Home

3 Beds 2 Baths 1,674 SqFt

160 Walnut Street, Winchester, CT 06098

Have you been looking to find a classic colonial home set in Litchfield county? This quintessential home is it! The firs...

Listed by Jeremy Beamer of William Raveis Real Estate

27 Thibault Avenue, Winchester, CT 06098
1/18 18

$399,900

Under Contract

Multi-Family

8 Beds 5 Baths 7,372 SqFt

27 Thibault Avenue, Winchester, CT 06098

Here is your perfect chance to build your investment portfolio! 2 houses and a vacant lot create the perfect investment...

Listed by Cathy Macias of Northwest CT Realty

548 East Wakefield Boulevard, Winchester, CT 06098
1/30 30

$394,900

New

Single Family Home

2 Beds 1 Bath 512 SqFt

548 East Wakefield Boulevard, Winchester, CT 06098

Start your lakeside legacy at this rare waterfront cottage on Highland Lake. With stunning westerly views and a private ...

Listed by Amy Rio of Executive Real Estate Inc.

126 Forest Avenue, Winchester, CT 06098
1/5 5

$355,750

Coming Soon

Single Family Home

3 Beds 2 Baths 1,833 SqFt

126 Forest Avenue, Winchester, CT 06098

Charming Cape 2 minutes to Highland Lake. Welcome to this one owner, 3 bedroom, two bath Cape Cod home offering over 1,8...

Listed by Joanne Donne of The Washington Agency

157 Elm Street, Winchester, CT 06098

$350,000

Coming Soon

Single Family Home

5 Beds 3 Baths 2,376 SqFt

157 Elm Street, Winchester, CT 06098

Victorian Charm Meets Modern Potential - 5-Bedroom Home Across from Pearson School Step into timeless elegance with thi...

Listed by Doreen Gagnon of Coldwell Banker Realty

36 Whiting Street, Winchester, CT 06098
1/39 39

$299,999

Under Contract

Single Family Home

3 Beds 3 Baths 1,608 SqFt

36 Whiting Street, Winchester, CT 06098

Newly updated 3 bedroom 2.5 bath colonial with large front porch overlooking the Mad River. Close to downtown and town c...

Listed by Brandon Riley of eXp Realty

128 Danbury Quarter Road, Winchester, CT 06098
1/40 40

$295,000

Under Contract

Single Family Home

3 Beds 1 Bath 960 SqFt

128 Danbury Quarter Road, Winchester, CT 06098

First-time homebuyers and downsizers take notice!. Some improvements have been done in this cozy Ranch boasting a metal ...

Listed by Kim Trumbull of William Raveis Real Estate

212 Spencer Hill Road, Winchester, CT 06098
1/27 27

$399,900

Active

Single Family Home

3 Beds 2 Baths 1,440 SqFt

212 Spencer Hill Road, Winchester, CT 06098

Welcome to your peaceful retreat in the heart of Winchester - a quiet, scenic town surrounded by natural beauty. Tucked ...

Listed by Tammy Powling of Coldwell Banker Realty

111 Old North Road, Winchester, CT 06098
1/38 38

$375,000

Active

Single Family Home

3 Beds 3 Baths 1,584 SqFt

111 Old North Road, Winchester, CT 06098

Two parcels for the price of one! Discover this beautifully maintained split-level ranch at 111 Old North Road in Winche...

Listed by Chris Clarke of Coldwell Banker Realty

111 Riverton Road #APT 37, Winchester, CT 06098
1/23 23

$197,500

Coming Soon

Condo

2 Beds 2 Baths 1,204 SqFt

111 Riverton Road #APT 37, Winchester, CT 06098

Picture yourselves in this bright, roomy end unit condominium with room to spare! Totally renovated bathtub and fixtures...

Listed by Sandy Marchetti of The Washington Agency

151 Losaw Road, Winchester, CT 06098
1/40 40

$799,000

Active

Single Family Home

5 Beds 3 Baths 2,950 SqFt

151 Losaw Road, Winchester, CT 06098

Feel worlds away while being less than 2 miles to town amenities in this like-new retreat nestled on an expansive 11.59-...

Listed by Breanna Goebel of Compass Connecticut, LLC

14 Curtice Street, Winchester, CT 06098
1/13 13

$199,900

Active

Single Family Home

3 Beds 1 Bath 1,248 SqFt

14 Curtice Street, Winchester, CT 06098

Attention investors and buyers looking to build equity! Welcome to 14 Curtice Street, a home has incredible value and po...

Listed by Michael Johnson of Lock and Key Realty, Inc

42 Maloney Court, Winchester, CT 06098
1/27 27

$249,900

Under Contract

Single Family Home

3 Beds 1 Bath 1,008 SqFt

42 Maloney Court, Winchester, CT 06098

Cute affordable turn key Ranch. Situated on a corner lot in a quiet convenient neighborhood. 3 bedroom's 1 bath. Basemen...

Listed by James Walsh of James Walsh

166 Torringford Street, Winchester, CT 06098
1/33 33

$380,000

Active

Single Family Home

3 Beds 2 Baths 2,024 SqFt

166 Torringford Street, Winchester, CT 06098

Nothing to do but move right in to this meticulous colonial farmhouse nestled in the Litchfield Hills. This unique home ...

Listed by Lana Van Valkenburgh of Vision Real Estate

115 Laurel Way, Winchester, CT 06098
1/25 25

$250,000

Under Contract

Single Family Home

1 Bed 1 Bath 604 SqFt

115 Laurel Way, Winchester, CT 06098

Welcome to 115 Laurel Way! Tucked away in a peaceful neighborhood surrounded by nature, this charming well maintained 1-...

Listed by Jill Menard of Realty One Group Cutting Edge

14 Pratt Street, Winchester, CT 06098
1/13 13

$189,900

Price Dropped by $10K

Single Family Home

3 Beds 2 Baths 1,340 SqFt

14 Pratt Street, Winchester, CT 06098

Don't let the outside fool you! Perfect alternative to condominium living! No HOA and plenty of off street parking at th...

Listed by Amy Sartirana of Northwest CT Realty

12 Charles Street, Winchester, CT 06098
1/16 16

$1,900

Active

Single Family Home

2 Beds 1 Bath 528 SqFt

12 Charles Street, Winchester, CT 06098

Adorable two-bedroom cottage near Highland Lake available first week of October. Tile in kitchen, new lighting and gleam...

Listed by Jessica Chavez of Turning Point Realty, LLC

111 Rockwell Street #2nd Floor, Winchester, CT 06098
1/12 12

$1,375

Active

Multi-Family

2 Beds 1 Bath 1,512 SqFt

111 Rockwell Street #2nd Floor, Winchester, CT 06098

Bright and peaceful 2-bedroom, 1-bath second-floor apartment featuring a charming kitchen and a private deck. Convenient...

Listed by Colin Murray of Dorrance Realty

674 East Wakefield Boulevard, Winchester, CT 06098
1/40 40

$1,149,000

Active

Single Family Home

3 Beds 3 Baths 2,097 SqFt

674 East Wakefield Boulevard, Winchester, CT 06098

Experience premier waterfront living on Highland Lake in this beautifully maintained 3-bedroom, 3-bath home offering stu...

Listed by Matthew Smith of Smith & DeGroat Real Estate

  • 1
  • 2
  • 3
  • 4

explore listings

  • Open House
  • Price Reduced
  • Virtual Tour
  • 3D Tour
IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.
Kathy Schmitt TeamWilliam Raevies

Realtor

Kathy Schmitt

License ID: RES.0767186

+1(203) 349-9422 kathy.schmitt@raveis.com

      About
      1. Meet The Team
      2. Meet Kathy
      3. Client Reviews
      Sellers
      1. Seller Experience
      2. Why Sell With Us
      3. Sell My Home
      4. Home Valuation
      5. Recently Sold
      Buyers
      1. The Buyer Experience
      2. Featured Listings
      3. Property Search
      Communities
      Blog
      Contact

Get My App

Powered by Lofty Inc. Copyright 2025. All Rights Reserved. Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

QUICK SEARCH
  • Homes For Sale in Weston, CT
  • Homes For Sale in New Fairfield, CT
IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.
Kathy Schmitt TeamWilliam Raevies

Realtor

Kathy Schmitt

License ID: RES.0767186

+1(203) 349-9422 kathy.schmitt@raveis.com

      About
      1. Meet The Team
      2. Meet Kathy
      3. Client Reviews
      Sellers
      1. Seller Experience
      2. Why Sell With Us
      3. Sell My Home
      4. Home Valuation
      5. Recently Sold
      Buyers
      1. The Buyer Experience
      2. Featured Listings
      3. Property Search
      Communities
      Blog
      Contact

Get My App

Powered by Lofty Inc. Copyright 2025. All Rights Reserved. Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility