Winchester CT Real Estate & Homes for Sale

50 Properties Found

The median home value in Winchester, CT is $191,000. This is lower than the county median home value of $210,000. The national median home value is $231,815. The average price of homes sold in Winchester, CT is $191,000. Approximately 54% of Winchester homes are owned, compared to 31% rented, while 15% are vacant. Winchester real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you like to see a property, contact Winchester real estate agent to arrange a tour today!
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Beds:
3
Baths:
2.00
Sq.Ft.:
1,200
Status:
NEW LISTING
MLS#:
170300728
Type:
Single Family, Ranch
Lot size:
2 Acres
Year built:
1969
Courtesy: JRG Real Est & Auction Service
View additional info

This charming and fully renovated 3 bedroom, 2 full bath ranch does not disappoint! From the custom kitchen with high-end stainless steel appliances, travertine tile flooring, and dining area, to the master bedroom with en-suite bath with custom walk-in shower, and gorgeous tile work, this home is ready for you to live in. Located on a flat 2 acre lot, with stone walls and fruit trees, this property becomes an oasis from the every day. Countless updates have been completed to this home over the previous years including new Rouxl insulation in the walls and attic, Pella windows, paved driveway, generator connection, and more. Each renovation was done with meticulous care and attention to detail. Heat is a combination of radiant heat in the kitchen and master bath, electric baseboard and wood stove. Shed and wood stove in the basement stay for the Buyer's enjoyment. Located close to Platt Hill State Park, Highland Lake, and with easy access to highways and Downtown. Enjoy the virtual tour, then schedule your showing!

Beds:
5
Baths:
2.00
Sq.Ft.:
2,324
Status:
NEW LISTING
MLS#:
170293828
Type:
Single Family
Lot size:
0.22 Acres
Year built:
1875
Courtesy: Northwest CT Realty
View additional info

Walking distance to Highland Lake! Beautifully renovated home! Large spacious rooms, wood and tile floors through out. New roof, new insulation throughout, new wiring, new plumbing, gas warm air furnace, on demand gas hot water, 2 new bathrooms with accent tiles, central air, open floor plan. Large wrap around covered porch, 2 partially finished heated rooms in walk out basement are not included in square footage (20x16) and (14x12) offer in law potential. Walk out the basement to a large covered patio. Stainless kitchen appliances are on the way and tiled backsplash is being added above granite counters in the kitchen. Large barn garage for storage. Roof on the garage is new too!

Beds:
8
Baths:
2.00
Sq.Ft.:
3,322
Status:
NEW LISTING
MLS#:
170299165
Type:
Multi-Family
Lot size:
0.26 Acres
Year built:
1860
Courtesy: William Raveis Real Estate
View additional info

Awesome layout in this side by side 8 bedroom multi-family that has so much potential yet needs some restoration. Wood floors and lots of charming details. Tall ceilings and lots of space.

Beds:
4
Baths:
2.00
Sq.Ft.:
2,257
Status:
Active
MLS#:
170296668
Type:
Multi-Family
Lot size:
0.08 Acres
Year built:
1900
Courtesy: The D'Amore Agency, LLC
View additional info

Property is in TC mixed -use business district . Presently Office/Apartment use . Common Foyer entry leads to tastefully renovated first floor office utilized by owner and a foyer stairway to 2nd Floor apartment . Centrally located within walking distance to Town Hall/Post Office and recreation.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,380
Status:
Active
MLS#:
170298044
Type:
Single Family
Lot size:
0.13 Acres
Year built:
1977
Courtesy: OwnerEntry.com
View additional info

Lake view (year round) of Highland Lake, one of the best lakes in the majestic hills of Litchfield County. 1380 sq ft of approved livable space incl 660 square feet in the finished entrance/ walkout lower level. 3 upper-level,like new, rooms w/ 6 panel white doors,walls & trim.Rooms approx. 11'7x18'10 w/ view of lake, 11'5x11'5 & 11'6x9'5. Upper full bath,lower level bath, kitchen, flooring & related for new owner to complete; priced accordingly. Options are spend as little or as much as you want. Very clean interior. Large 11 x 25 foot main rear deck for table, chairs & barbecue. Minutes from swimming at 2 life-guarded beaches, new marina & State Boat launch for boats, kayaks & all water activites.. Great for walks, jogging, bike riding around the lake. This is a CT fishing trophy trout lake,great fall foliage and ice fishing. Simple home maintenance and nice neighbors. Minutes from dinner theater, restaurants, large grocery store, community college, and a short drive to 3 local ski resorts, wine tour and music venues. Sold as-is due to renovations required. If a cash purchase, a quick closing is available. City water and sewer. Any viewing will require masks and gloves for safety due to the corona virus. Come enjoy life at this beautiful lake! This just-listed property is one of the few Lake View properties for sale on Highland Lake. This property is a great value with the opportunity to make it your personalized home, now not later. Wake up every day at the lake!

Beds:
3
Baths:
3.00
Sq.Ft.:
1,344
Status:
Active
MLS#:
170296652
Type:
Single Family
Lot size:
0.19 Acres
Year built:
1990
Courtesy: The Bella Group, LLC
View additional info

YEAR-ROUND home on Highland Lake. Private lake frontage with large dock. Enjoy the unmatched sunsets and views of Highland lake. Do not miss out on the opportunity to own this charming three-bedroom contemporary cape features an open floor plan on the main floor, large master bedroom on the first floor, spacious kitchen and durable finishes. Second-floor features two spacious bedrooms with generous natural light. Large deck for entertaining with views of the lake. Well built and well maintained, won't last!

Beds:
4
Baths:
3.00
Sq.Ft.:
2,434
Status:
Active
MLS#:
170296046
Type:
Single Family
Lot size:
0.49 Acres
Year built:
1965
Courtesy: Coldwell Banker Realty
View additional info

Year round Lake living; Short distance to Resha Beach; Tremendous potential for this unfinished home; Abundance of space offers numerous possibilities for new owner; Potential for in-law; Impressive kitchen with double ovens; granite counters, granite island; Cathedral ceiling in great room/living room. Open, spacious living in main living area; interesting potential for finishing 3rd level with a unfinished 25ft by 25ft room with view of the water (roughed out for heating)Lake views from the 3rd floor unfinished attic; giant garage has over-sized doors;

Beds:
3
Baths:
3.00
Sq.Ft.:
1,388
Status:
Active
MLS#:
170293723
Type:
Single Family
Lot size:
0.32 Acres
Year built:
1860
Courtesy: Keller Williams Realty
View additional info

Why pay rent or condo fees when you can move your family into a home. This property has been very nicely maintained by the current owners. The house has new windows, a new roof and new furnace. There are hardwood floors throughout, oversize eat-in kitchen, large bedrooms and the charm of a classic colonial. The large front porch steps out to a deck area perfect for relaxing or a barbecue. All this and you are within a few miles from Highland Lake, Northwestern Community College and short walk to downtown. This is a great value and well worth taking a look.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,568
Status:
Active
MLS#:
170293202
Type:
Single Family
Lot size:
0.25 Acres
Year built:
1900
Courtesy: Northwest CT Realty
View additional info

Back on the market due to buyers lender withdrawing qualification is this lovingly maintained Colonial with a Victorian flair. This home was originally built as a single family home, converted to a multi family in the 1960's and recently converted back to a single family use and renders itself nicely for an in-law situation. The first floor consists of an entry foyer, living room, dining room, first floor bedroom with a half bath and eat in kitchen with granite counters.Each room on the first floor features a different era trim style and all rooms but the kitchen are adorned by beautiful oak floors. You can make your way to the second floor by way of three staircases, one in the living room another in the kitchen and an exterior one at the rear of the home. The second floor features two bedrooms, office, kitchenette, large family room and a full bath. The third floor consists of two more bedrooms and another full bath. Both the front and rear porches feature composite decking and vinyl railing and at the rear of the home each level contains a mud room. The home is heated by a 96% efficient gas boiler. The roof is a 50 yr architectural shingle that is 10 years old. There is a two story barn at the rear of the property for plenty of storage.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,496
Status:
Active
MLS#:
170292285
Type:
Single Family
Lot size:
3.22 Acres
Year built:
1966
Courtesy: The Washington Agency
View additional info

Not a drive by, you really must step in to truly appreciate. Like buying a new home! The entire house has been remodeled! The large eat-in kitchen has new stainless appliances, granite counters, island with breakfast bar and a garden window. The eating area of the kitchen has sliders to the backyard. The living room is spacious and bright and features a large bow window and fireplace with an insert. The dining room is open to the kitchen and, also, has a bow window and hardwood floor. A full bath and main floor bedroom complete the 1st floor. Upstairs has been remodeled and consists of a very large master bedroom, a 3rd bedroom, office and full bath. The family room in the lower level is partially finished , perfect for entertaining or relaxing. With a little over 3 acres, you can enjoy privacy while outdoors or a walk in the woods. View the Virtual Tour.

Beds:
n/a
Baths:
Sq.Ft.:
5,001
Status:
Active
MLS#:
170289739
Type:
Multi-Family
Lot size:
0.62 Acres
Year built:
1900
Courtesy: Elite Realty
View additional info

Rare mansion with many original details has been converted to a very profitable five apartment building. Most details from the original 1900 house are still in place and unharmed, despite the conversion. There are massive chestnut pocket doors on either side of the hall in the front entrance. The exterior door has leaded glass side and top lights and the interior entrance door has stained glass side and top lights. The main stair case (there is also a second rear stair case), is adorned with massive stained glass windows on the first landing. These are very probably from Armstrong, a contemporary of Louis C. Tiffany. The kitchens and most bathrooms have not been updated in a while, as the building is occupied with long term tenants, but everything is functioning well. The roof was replaced in 2012. Rental history is very good, and three of the rents are due to be raised. There is gas heat and hot water for all 5 units. There is plenty of paved off street parking. The basement is dry and has high ceilings with granite walls and a half bath. This was one of the few truly stately homes in the area. The house across the street was built and owned by a former governor of Connecticut. This house could be converted back to a single family, as well as being maintained as it is currently: a profitable multi-family. Agent is owner related.

Beds:
3
Baths:
1.00
Sq.Ft.:
960
Status:
Active
MLS#:
170288028
Type:
Single Family, Ranch
Lot size:
0.37 Acres
Year built:
1957
Courtesy: A-Gold Action Realty
View additional info

This house has a large living room/dining room combo with an open concept layout to the kitchen. There is hardwood flooring in some rooms, 3 bedrooms, and a full basement with lots of potential. Enjoy sitting on the covered front porch, or entertaining in the large back yard. The basement has a double-door opening that can be handy for storage, lawn equipment, etc. This high-ranch sits on a .37 acre lot and is conveniently located near highways and amenities.

Beds:
4
Baths:
2.00
Sq.Ft.:
2,225
Status:
Active
MLS#:
170287305
Type:
Multi-Family
Lot size:
0.63 Acres
Year built:
1890
Courtesy: Weichert Realtors ZubretskyGrp
View additional info

Attention Investors or owner occupants looking for a two family in need of repairs /rehab? This could be the answer. Vintage two family located in the Gilbert School District featuring 5 rooms and 2 bedrooms per floor. Nice open floor plan, wrap around front porch and enclosed rear porches add to the charm. Home is in need of repairs, updating and remodeling Listing Agent has more details.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,632
Status:
Active
MLS#:
170284402
Type:
Single Family
Lot size:
2.55 Acres
Year built:
1982
Courtesy: DB Associates of CT, LLC
View additional info

PRICE REDUCED! CUSTOM BUILT HOME ON OVER 2 ACRES OF LAND. WOOD FLOORING THROUGHOUT, CEILING TO ROCK FIREPLACE IN THE CENTER OF HOME. PARTIALLY FINISHED LOWER LEVER AND DETACHED 2 CAR GARAGE WITH ADDITIONAL SPACE IN PARTIALLY FINISHED ATTIC. PLENTY OF PRIVACY. Prop avail 5-1-20. Bids due daily BY 11:59 PM Central Time until sold. FHA Case #061-491668.“Insured w/Escrow Repair. Elig for FHA 203K”.. FINANCE TERMS FHA , CONVENTIONAL , CASH. Buyer to verify all info Disclosures: Property is NOT located in a FEMA Special Flood Hazard Area but is listed as a moderate to low flood risk. Buyer to verify additional information regarding flood zones and insurance.. Buyer to verify additional information regarding flood zones and insurance. State law requires Smoke/ Carbon Monoxide detectors be installed for properties having combustible fuel heaters/furnaces, fireplaces, hot water heaters, clothes dryers, cooking appliances, or an attached garage, but seller (HUD) is exempt from this requirement as a Federal Entity, PLEASE VIEW ATTACHMENTS FOR ADDITIONAL INFORMATION. Please make an appointment to view this home with a Real Estate Agent or Broker of your choice. Per FHA appr., city is Winsted

Beds:
2
Baths:
2.00
Sq.Ft.:
1,722
Status:
Active
MLS#:
170282802
Type:
Multi-Family
Lot size:
0.16 Acres
Year built:
1870
Courtesy: Coldwell Banker Realty
View additional info

Priced for quick sale, great location mixed use commercial building with store front and 1 bedroom apartment. 12 year tenant in store. This one won't last...

Beds:
3
Baths:
3.00
Sq.Ft.:
2,830
Status:
Active
MLS#:
170271395
Type:
Single Family, Ranch
Lot size:
16.29 Acres
Year built:
1989
Courtesy: Keller Williams Realty
View additional info

Amazingly beautiful Ranch home offers seasonal views of Highland Lake. Situated on 16.29 sub-dividable acres, this spectacular home affords you sweeping views, dynamic scenery and the most beautiful sunsets and sunrises you have ever witnessed. Relax out on your front patio and enjoy the breathtaking seasonal views during the warm weather. Not to worry, you will enjoy the same wondrous views from inside your glass fronted living space during the colder months. This stunning home is a true private oasis; perfect for anyone who desires a retreat from the modern world. Known as Firefly Farm, this delightful one level home overlooks a charming meadow filled with over 500 pounds of wildflowers; a vision of loveliness all summer long! From your welcoming entry to the dynamic sunken living room boasting a sophisticated stone fireplace and gorgeous wood beamed ceiling, this gem of a home is sure to impress! The master suite is a splendid haven with a completely remodeled ensuite bath featuring stunning black bamboo floors and an incredible soaking tub that is sure to please. His and her walk in closets and cozy wall to wall carpeting complete your remarkable master suite. Two additional bedrooms, an office, den and formal dining room afford you plenty of space. The perfect home for entertaining both inside and out, this incredible home with plenty of space to roam and grow, is a once in a lifetime opportunity to own a slice of heaven on earth!

Beds:
3
Baths:
3.00
Sq.Ft.:
2,032
Status:
Active
MLS#:
170280350
Type:
Single Family
Lot size:
0.23 Acres
Year built:
1973
Courtesy: Berkshire Hathaway NE Prop.
View additional info

PLEASE NOTE AWESOME PRICE IMPROVEMENT!!! The possibilities at 842 East Wakefield are like the view: endless! Two lots for the price of one AND one of the few full length lake views! The two lots are on either side of the road. The garage structure is a blank canvas! The garage space is enormous for cars and toys! The upper level could be a great second unit/home! And there is plenty of green space there too! But, let's face it: the party is on the water! The direct waterfront home is on three levels. The top floor of the embankment Colonial style dwelling has three bedrooms, one is a master with a private bath. The middle level features a snacks kitchen, a full bath, and a full width family room with a stunning elevated full length lake view, and a fireplace! The lake level has two large open living spaces with a gas fireplace. And of course, a breathtaking view. No need to crawl up hillsides for an adult beverage either! The main kitchen and convenience powder room are right here on the lower-lake level! But, the waterfront is the true prize! The deep water concrete dock even has a diving board. The stationary aluminum dock adds even more space for the boats, skis, and any toys imaginable! So, stop by and see this four-season lake today! You will be impressed! This is a great year round home that that can be used exactly as it is, but the owners hired Kemper & Assoc to draw one potential renovation to make the truly a lux getaway!!! Remember: Owners say OFFERS ENCOURAGED!

Beds:
4
Baths:
2.00
Sq.Ft.:
1,729
Status:
Active
MLS#:
170279411
Type:
Multi-Family
Lot size:
0.3 Acres
Year built:
1900
Courtesy: Sullivan Real Estate Inc
View additional info

Easy to show! Legal 2 family in Wallen's Hill neighborhood. Updated lower level makes a good 1 bedroom rental or in-law apartment with only 2 steps to entry. Complete with dining area, kitchen, living room full bath with tub and separate laundry room. Newer vinyl windows with south and west exposure makes this lower level very bright. Should easily be rented for $700 a month to offset mortgage. Main level has recently been painted throughout along with new carpets and vinyl floor in kitchen. Kitchen with new refrigerator, dishwasher, hood, and separate laundry room. Small bonus computer room with base storage and open closet for winter storage. large master bedroom with try ceiling. Rustic log cabin type solid wood panels. Very large combination living room/dining room. Two bedrooms on upper level with separate closets, new carpets and freshly painted.Large heated foyer room with new outdoor carpet. Each apartment has separate circuit breaker pane.s Relax on the wood deck. Detached 2 car garage with electric can be used as a workshop. 4 car off street parking. Walking distance to Northwestern Community College and Winsted town Easy access to Rt 8 and Rt 44. "As Is."

Beds:
2
Baths:
2.00
Sq.Ft.:
1,815
Status:
Active
MLS#:
170276813
Type:
Single Family
Lot size:
0.48 Acres
Year built:
1941
Courtesy: The D'Amore Agency, LLC
View additional info

Beautiful in-town Colonial on a half acre, corner lot. Newer kitchen, appliances and hardwood floors throughout. Tons of natural light in the spacious living room with fireplace. Lots of closet space including a pantry and cedar closet. Lots of built-ins in the over-sized master bedroom. Laundry located in the full bathroom. Plenty of room to entertain on the private porch.

Beds:
4
Baths:
2.00
Sq.Ft.:
2,868
Status:
Active
MLS#:
170274834
Type:
Single Family
Lot size:
0.29 Acres
Year built:
1840
Courtesy: The D'Amore Agency, LLC
View additional info

THIS SPRAWLING 2,800 SQUARE FOOT 1800'S COLONIAL WAS ORIGINALLY USED AS A CONVENT FOR ST. JOSEPH CHURCH . FOUR -FIVE BEDROOMS ,TWO FULL BATHS , LIVING ROOM DINING ROOM PARLOR WITH BAY WINDOWS , MUSIC ROOM , GRAND FOYER , AND SOUTHERLY FACING FLOOR TO CEILING SIDED THREE SEASON ROOM . LOWER PATIO LEADS TO DETACHED 2 CAR GARAGE WITH ATTACHED WORKSHOP . CENTRAL CONVENIENT LOCATION .

Beds:
3
Baths:
1.00
Sq.Ft.:
1,260
Status:
Active
MLS#:
170273773
Type:
Single Family, Ranch
Lot size:
0.32 Acres
Year built:
1965
Courtesy: Turning Point Realty, LLC
View additional info

Wonderful 3 bedroom Ranch with fireplace in Living room. Sunny eat in kitchen. Hardwood floors. Bedroom or office has a beautiful built in desk area with shelves! Spacious basement with area for work bench. Wood burning furnace. Ornamental trees in front yard. Level backyard. Close to fishing, hiking, camping, and points of interest. Don't miss out on this opportunity. Property is Title 19.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,248
Status:
Active
MLS#:
170273114
Type:
Single Family
Lot size:
0.21 Acres
Year built:
1900
Courtesy: Sullivan Real Estate Inc
View additional info

This is a short sale and is being sold "AS IS".

Beds:
4
Baths:
3.00
Sq.Ft.:
2,963
Status:
Active
MLS#:
170272762
Type:
Single Family
Lot size:
0.63 Acres
Year built:
2006
Courtesy: Shimkus, Murphy & Lemkuil
View additional info

Sought after Highland lake neighborhood. A relaxing way of life. This custom built home offers an open floor plan, first floor master suite, a spacious fireplaced living room with cathedral ceilings, eat in kitchen with center island, 3 additional bedrooms on upper level with additional huge great room. Additional features include oversized two car garage and an additional 3rd garage around back under the house.

Beds:
12
Baths:
7.00
Sq.Ft.:
3,878
Status:
Active
MLS#:
170272555
Type:
Single Family
Lot size:
0.4 Acres
Year built:
1897
Courtesy: Aspen Realty Group
View additional info

this is a 6 unit commercial multie family with a carriage house in the back.. Great central location.. Very quiet neighbors in the back.. old world charm and a ton of potential with a large level lot and plenty of parking..

Beds:
6
Baths:
2.00
Sq.Ft.:
2,232
Status:
Active
MLS#:
170269567
Type:
Multi-Family
Lot size:
0.14 Acres
Year built:
1900
Courtesy: The D'Amore Agency, LLC
View additional info

Large two-family with nice level yard and two car garage. Newer windows, new roof, freshly painted and remodeled baths.

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This Information is from Smart MLS and 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.

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