Our mobile site is optimized for smaller screens.

TRY IT NO THANKS

Winchester CT Real Estate

Below, find all real estate for sale in Winchester. Contact Coldwell Banker Realty 2000 for assistance purchasing your next property!

Search smarter: Register to save your favorite listings as you search, and receive notifications when similar Winchester listings hit the market.

59 Hubbard, Winchester, CT 06098

Price$49,900The price has recently decreased

Est. Mortgage: $/month

MLS Number 170053491

  • Single Family
  • Square Feet 1,384
  • Bedrooms 3
  • Bathroom 1
  • Year Built 1906

Investors !!!! FHA 203k. This home needs complete renovation. Great opportunity for a flip project or renovate and hold for rental income. Dead end st providing low traffic.

Listed by Gregory J LaFlam of Keller Williams Realty

{$agent->Name}

Naugatuck Office
774 New Haven Road
Naugatuck CT, 06770
Office: 203-723-4461

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-12-21

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

59 Cook, Winchester, CT 06098

Rental Price$1,200The price has recently decreased

MLS Number 170053357

  • Rental
  • Square Feet 1,289
  • Bedrooms 2
  • Bathroom 2
  • Year Built 1989

Rarely available condo available in a small complex near highland lake! 2 Bedrooms and 2 full baths. New rugs! 1 car garage included in the rent. Washer /dryer hook up in unit. No pets and no smoking. Credit and background check is required for each adult as well as income verification. Security deposit required.

Listed by Johanna Stanko of The D'Amore Agency, LLC

{$agent->Name}

Naugatuck Office
774 New Haven Road
Naugatuck CT, 06770
Office: 203-723-4461

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-12-21

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

107 West Wakefield, Winchester, CT 06098

Price$479,500The price has recently decreased

Est. Mortgage: $/month

MLS Number 170053250

  • Single Family
  • Square Feet 2,392
  • Bedrooms 3
  • Bathroom 3
  • Year Built 1989

HIGHLAND LAKE - WATERFRONT. Beautiful lake home with 2,392 square feet, 3 spacious bedrooms and 3 full baths. This home features a sleek & stylish gourmet kitchen with granite counters, center island & stainless steel appliances, large dining room with pellet stove and a 16x26 living room with gas fireplace & dual sliders to front deck for breathtaking views! Don't miss the master bedroom with spa-like shower, sitting area, cathedral ceiling, sky lights, walk in closet and sliders to deck. Other special highlights include: outdoor BBQ area with views, 2 car garage, ample off street parking, public water & sewer & 200 amp electrical service. Over $50,000 of high quality upgrades include: tankless hot water heater, roof, windows, central air, appliances, furnace, decks, railings & so much more! Another great feature: LOWER TAXES! You get this better than new home, all the amenities of the lake and gorgeous views for a fraction of the taxes!! Easy walk to the beach. One of the best locations for wide, commanding views & to watch the sunrise! Highland Lake offers all-season activities including boating, swimming, ice skating, cross country skiing & more.

Listed by Raeann Cost of Berkshire Hathaway NE Prop.

{$agent->Name}

Naugatuck Office
774 New Haven Road
Naugatuck CT, 06770
Office: 203-723-4461

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-12-21

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

115 South, Winchester, CT 06098

Price$199,900The price has recently decreased

Est. Mortgage: $/month

MLS Number 170052901

  • Single Family
  • Square Feet 1,810
  • Bedrooms 4
  • Bathroom 3
  • Year Built 1953

Beautiful Country Location near Winchester Center and minutes from beautiful Winchester Lake. This 4 Bedroom, 2.5 Bath Cape features large front to back living room with beautiful stone fireplace with gas insert. Dining room has been converted to first floor bedroom w/handicap bath, eat-in kitchen, master with en-suite, newer roof, oversized 2 car attached garage, whole house generator, nice grounds. Interior needs updating/work. Lots of potential and great space. This is a short sale.

Listed by Mary Leblanc Realty and Kristin Gibbons Leblanc of Mary LeBlanc Realty

{$agent->Name}

Naugatuck Office
774 New Haven Road
Naugatuck CT, 06770
Office: 203-723-4461

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-12-21

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

878 West Wakefield, Winchester, CT 06098

Price$635,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 170052676

  • Single Family
  • Square Feet 2,490
  • Bedrooms 4
  • Bathroom 2
  • Year Built 1973

Fantastic waterfront home. 4 bedrooms and a huge family room with wet bar and sliders that lead to a 14'x26' deck. There is a second deck that is 14'x21'. 27'x16' waterfront patio and gazebo. Large LR with FP, formal dining room and a delightful breakfast room overlooking the Lake. Large workshop in the lower level. Long dock gives you plenty of room for all your water toys. Private location at the end of the Lake. This house features solar panels that provide you with affordable electricity.

Listed by Kenneth Hall and Mary Stevens of Mary Stevens Realty

{$agent->Name}

Naugatuck Office
774 New Haven Road
Naugatuck CT, 06770
Office: 203-723-4461

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-12-21

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

150 Mathew, Winchester, CT 06098

Price$149,900The price has recently decreased

Est. Mortgage: $/month

Open House

MLS Number 170052447

  • Single Family
  • Next Open House: Sun 25th 1:00 pm - 3:00 pm
  • Square Feet 1,418
  • Bedrooms 2
  • Bathroom 2

Come enjoy the beauty of Highland Lake at an amazing and affordable value. Nothing to do but move in and relax. 2 Bedroom Ranch with beautifully updated eat-kitchen, corian counters and stainless appliances open to large living room with hardwood floors and picturesque views of the lake and sunsets, 1.5 baths, finished family room in walk out lower level with wood stove, 2 sheds on property, beautifully landscaped, meticulously maintained. Newer roof. On a private road. A true treasure to call home.

Listed by Mary Leblanc Realty and Kristin Gibbons Leblanc of Mary LeBlanc Realty

{$agent->Name}

Naugatuck Office
774 New Haven Road
Naugatuck CT, 06770
Office: 203-723-4461

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-12-21

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

61 John, Winchester, CT 06098

Rental Price$725The price has recently decreased

MLS Number 170051873

  • Rental
  • Square Feet 1,000
  • Bedrooms 1
  • Bathroom 1
  • Year Built 1913

Beautiful first floor 1 bedroom apartment located on dead end street with off street parking, large private yard and in walking distance to the beach at Highland Lake. Unit is heated by natural gas which tenant is responsible for and features gleaming hardwood floors, large eat in kitchen and lots of charm. Landlord pays for water, sewer and yard maintenance. No smoking and no pets. Credit check paid by tenant

Listed by David Sartirana of Northwest CT Realty

{$agent->Name}

Naugatuck Office
774 New Haven Road
Naugatuck CT, 06770
Office: 203-723-4461

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-12-21

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

24 Cottage, Winchester, CT 06098

Price$129,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 170051910

  • Single Family
  • Square Feet 1,519
  • Bedrooms 4
  • Bathroom 2
  • Year Built 1910

Lovely Victorian style home featuring 4 plus bedrooms, 1 1/2 baths, brand new appliances, all close to schools and downtown.

Listed by Jason Della Valle of Northwest CT Realty

{$agent->Name}

Naugatuck Office
774 New Haven Road
Naugatuck CT, 06770
Office: 203-723-4461

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-12-21

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

17 Strong, Winchester, CT 06098

Price$79,900The price has recently decreased

Est. Mortgage: $/month

MLS Number 170033996

  • Single Family
  • Square Feet 2,112
  • Bedrooms 3
  • Bathroom 3
  • Year Built 1898

There is much potential at this spacious Colonial! Large living room with fireplace. Three bedrooms. The attic is finished with its own kitchen, bedroom and full bathroom. Convenient location. This is a Fannie Mae HomePath Property.

Listed by Mark Porriello of RE/MAX Premier REALTORS

{$agent->Name}

Naugatuck Office
774 New Haven Road
Naugatuck CT, 06770
Office: 203-723-4461

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-12-21

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

520 W Wakefield Boulevard, Winchester, CT 06098

Price$399,999The price has recently decreased

Est. Mortgage: $/month

MLS Number 170050141

  • Single Family
  • Square Feet 912
  • Bedrooms 3
  • Bathroom 3
  • Year Built 1950

Fully Remodeled in 2015-2016. Beautiful summer cottage. Large direct waterfont. Private lakefront setting, quiet and peaceful. Incredible location on Highland Lake. Recreational lake, 30' dock for boat. Large and level lot located on a pond like cove with easy access to the big water. Excellent for kayaking, paddle boarding and fishing right out your door. Has a large screened porch perfect for dining, entertaining and just reading a book in silence. It also has an outdoor enclosed shower. Newer kitchen, baths and rood..... A fieldstone fireplace is for dreaming. There is also an outdoor fieldstone grill for BBQ. This is truly a special one of a kind cottage.

Listed by Ernest H LaCore of Connecticut Home Properties

{$agent->Name}

Naugatuck Office
774 New Haven Road
Naugatuck CT, 06770
Office: 203-723-4461

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-12-21

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

60 Hinsdale, Winchester, CT 06098

Price$99,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 170051301

  • Multi Family Multi-Family For Sale
  • Square Feet 2,226
  • Bedrooms 4
  • Bathroom 2
  • Year Built 1900

Lots of renovations have been done to this solid two family home. Nice location close to conveniences.

Listed by David Sartirana of Northwest CT Realty

{$agent->Name}

Naugatuck Office
774 New Haven Road
Naugatuck CT, 06770
Office: 203-723-4461

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-12-21

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

5 Hillside, Winchester, CT 06098

Price$159,900The price has recently decreased

Est. Mortgage: $/month

MLS Number 170050135

  • Single Family
  • Square Feet 2,664
  • Bedrooms 4
  • Bathroom 2
  • Year Built 1900

Beautiful features in this large Victorian home. Built at a time when quality was prevalent. Come take a look and imagine yourself relaxing by the fireplace. Attic has room to expand!

Listed by Kelly J. Sullivan of Sullivan Real Estate Inc

{$agent->Name}

Naugatuck Office
774 New Haven Road
Naugatuck CT, 06770
Office: 203-723-4461

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-12-21

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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.

Let's talk!

  • Naugatuck Office
  • 2037234461 Email Us
  • 774 New Haven Road
  • Naugatuck, CT 06770
  • Torrington Office
  • 860.482.5588 Email Us
  • 257 Main Street
  • Torrington, CT 06790
Agent Login