Winchester CT Real Estate & Homes for Sale

84 Properties Found

The median home value in Winchester, CT is $166,750. This is lower than the county median home value of $215,000. The national median home value is $209,892. The average price of homes sold in Winchester, CT is $166,750. 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!
Learn more about Winchester Real Estate.


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1–25 of 84 properties displayed
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Beds:
4
Baths:
4.00
Sq.Ft.:
1,810
Status:
NEW LISTING
MLS#:
170215528
Type:
Single Family
Subdivision:
Winchester Center
Lot size:
0.75 Acres
Year built:
1953
Courtesy: RE/MAX Premier REALTORS
View additional info

There is much potential to renovate this spacious Cape at this price! Beautiful country setting! Large living room with fireplace and hardwood flooring. First floor has a full bathroom/bedroom. Two car garage. There is freeze damage to the plumbing/heating systems. This is a Fannie Mae property.

Beds:
1
Baths:
1.00
Sq.Ft.:
570
Status:
NEW LISTING
MLS#:
170215924
Type:
Condo
Subdivision:
Winsted
Year built:
1985
Courtesy: The D'Amore Agency, LLC
View additional info

Adorable one bedroom condo with large living room, laundry room and kitchen with lots of cabinets. Plenty of closet space. Loads of natuaral light. Sliders to private deck. Close to town. Why rent, when you can own.

Beds:
2
Baths:
2.00
Sq.Ft.:
992
Status:
NEW LISTING
MLS#:
170215486
Type:
Condo
Subdivision:
Winsted
Year built:
1986
Courtesy: The D'Amore Agency, LLC
View additional info

Welcome home! Nicely maintained, large two bedroom, 1.5 bath, end unit condo. New hot water heater. Small complex, close to town. Garage right next to unit. Eat in kitchen with dining/living combo. Comes with all appliances including washer and dryer. Private back deck! Move in condition!

Beds:
3
Baths:
2.00
Sq.Ft.:
2,058
Status:
NEW LISTING
MLS#:
170212328
Type:
Single Family
Subdivision:
N/A
Lot size:
0.08 Acres
Year built:
2002
Courtesy: William Pitt Sotheby's Int'l
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Exceptional craftsmanship and stunning lake views in this immaculate custom built year round waterfront home. Built in 2002 this 3 bedroom, 2 full bath home makes entertaining a breeze with its thoughtful and open floor plan. An upscale kitchen with custom cabinets, limestone counter tops, a travertine backsplash, custom paneled refrigerator, center island with cook top and wall oven. The chef of the family gets to prepare while being able to socialize with guests and watch the boats cruise by. The dining room is nicely sized and is open to the living room with beautiful lake views with floor to ceiling Anderson windows, a fireplace for those chilly nights, surround sound, crown molding and a separate sitting/breakfast area with sliders leading to a 30 X 10 trex deck. Sit back and relax in the lounge chairs and take in the expansive views of the lake. The main floor has radiant heat and a full bath. The second floor master bedroom offers gorgeous views of the lake and is a wonderful retreat with gleaming hardwood floors, a fireplace and plantation shutters. Who doesn't want to wake up in the morning to that view!! The full bath is nicely sized and has Kohler fixtures, a large tiled shower and whirlpool tub. You won't be disappointed!! Two other bedrooms complete this home. A private level yard is perfect for a game of corn hole with family and friends. Approx 100 ft. of waterfront. This lake house is the ticket to the perfect oasis you've been dreaming of.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,143
Status:
Active
MLS#:
170214065
Type:
Single Family
Subdivision:
N/A
Lot size:
4.38 Acres
Year built:
1826
Courtesy: Dave Jones Realty, LLC
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Attention history buffs! A gardeners dream on 4+ lightly wooded acres in Winchester. A charming, updated, well kept 2 story, 3 bedroom home, from 1826. Steeped in history and thought to be part of the famous underground railroad! Hardwood floors throughout, living room has built in shelving, newer windows, and furnace recently replaced. Property borders the Naugatuck river, includes a 2 bay detached garage, and ample, landscaped yard space, tranquil, great for entertaining. Lovely outside stone patio with Cedar Pergola.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,950
Status:
Active
MLS#:
170211102
Type:
Single Family
Subdivision:
N/A
Lot size:
11.59 Acres
Year built:
2007
Courtesy: William Pitt Sotheby's Int'l
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Located on a country dirt road on 11.59 acres this meticulous 3-4 bedroom, 2.5 bath Colonial with attached three car garage is move in ready. Features of this home include an open and spacious kitchen with quartz counter tops, tiled floor, stainless steel appliances, center island breakfast bar and a dining area with sliders to a deck. The dining room is nicely sized and has hardwood floors. The living room is large enough for the whole family and offers a gas fireplace and hardwood floors. Retreat to the master bedroom on the upper level which offers a tray ceiling, walk in closet and a master bath with double sinks, a Jacuzzi tub and tiled shower. Work from home in the office area off the master bedroom. There are two other bedrooms on the second floor, a full bath and a large bonus room which can be used for a fourth bedroom if needed, for guests or all your entertainment needs. The covered front porch with recessed lights is the perfect location to sit back and read a good book or sip your morning coffee. Mechanical features include central air, central vac, oil heat, hot water on demand, 200 amp service. A delightful full time or weekend country residence. Located at the foothills of the Berkshires. Great restaurants, theaters, ski areas, beautiful lakes, rivers, hiking trails. 2 hrs. to NY, 2 hrs. to Boston, 30 minutes to Bradley International Airport.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,594
Status:
Active
MLS#:
170211594
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.25 Acres
Year built:
1923
Courtesy: Thompson Real Estate Group Inc
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Open house Sunday, July 14, 2019 11:00 AM to 1:00 PM.Cute cottage in good condition, well maintained. Home has large kitchen with ceramic tile, newer appliances, pellet stove, and 2 full bathrooms. Newer carpets (6 yrs), electrical & windows (15 yrs), roof, (20 yrs), furnace (20+). Good sized master bedroom fits king sized bed, and has en suite bathroom. Wood floors and interior doors are hardwood including master bedroom pocket door. Home has 3 ceiling fans for comfortable summer nights. Front of the home has a covered deck and back yard has a deck as well. Large driveway leading up to pretty flowering garden. Yard has a peach tree, and 2 types of berries, and a shed. Home has storm windows and doors and gutters. Close to North West Community College.

Beds:
4
Baths:
4.00
Sq.Ft.:
3,654
Status:
Active
MLS#:
170211028
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.48 Acres
Year built:
1940
Courtesy: William Raveis Real Estate
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Spacious four bedroom, recently renovated, Colonial home just minutes from Highland Lake. This home features an updated kitchen with stainless steel appliances, granite counter tops with tile back splash and a large center island with a breakfast bar. Formal living room, dining room and two bedrooms complete the main level. The upper level consists of the master bedroom with a full bath and walk-in closet, a large fourth bedroom and a laundry room. Hardwood floors throughout the home and three full baths and a half bath, all recently updated. The walk-up attic has been finished adding two rooms with closets, possibly a fifth or sixth bedroom. Other features of the home include a family room with a half bath in the lower area, two car garage and newer windows, furnace, water heater and roof. All the charm and characteristics of a 1940's home with the updates and conveniences of today!!

Beds:
3
Baths:
3.00
Sq.Ft.:
2,812
Status:
Active
MLS#:
170210594
Type:
Single Family
Subdivision:
N/A
Lot size:
3 Acres
Year built:
2005
Courtesy: Century 21 AllPoints Rlty
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This beautiful Barn style Ranch sits on 3 acres of absolutely gorgeous private land with 250 feet of water frontage on Park Pond (an 82 acre getaway in the foothills of the Berkshires). This three bedroom Yankee Barn home built in 2005 is 2,812 finished square feet of living space in all. 2 custom built stone fireplaces to sit by and enjoy. Floating dock area with direct water access and sandy launch area for canoeing or kayaking. Lower level offers radiant heat with 10 foot ceilings and your guests own private quarters. Solar panels do wonders to offset the heating costs when the seasons change. Ample space for car enthusiasts or hobbyist with a 6 car heated garage and a lift! Perfect place to sit back relax and enjoy life. Priced to sell!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,428
Status:
Active
MLS#:
170209805
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.9 Acres
Year built:
1957
Courtesy: The D'Amore Agency, LLC
View additional info

Well maintained ranch on just under an acre. Hardwood floors, large kitchen, open living room and dining room, three bedrooms and two full baths. Close to town and all amenities. Large level lot surrounded by stone walls.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,664
Status:
Active
MLS#:
170209727
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.23 Acres
Year built:
1927
Courtesy: Northwest CT Realty
View additional info

Unique Cape style home with charm and character. Located in walking distance to conveniences this home offers 4 modest size bedroom, front to back living room with decorative, period fireplace and a formal dining room. Full and half bath both have been remodeled. Enclosed side porch, Very solid structure and mechanicals. This will make a great comfortable home.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,516
Status:
Active
MLS#:
170208810
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.31 Acres
Year built:
1973
Courtesy: The Washington Agency
View additional info

Must see this excellent priced home. This spacious 3 bedroom, 1 full bath, 1 half bath raised ranch is situated on a desirable low traffic cul-de-sac. The living room is spacious and opens up to a Dining room. Also on the Main level is 3 bedrooms and the updated full bath. The downstairs is fully finished with baseboard heat, laminate flooring, a half bath and a wood stove. With 540 square feet. You can make the downstairs into anything you want. Off the back is a large screened in deck with a high ceiling and a ceiling fan. Next to the screened in deck is a open deck overlooking the back yard. An excellent place to entertain on those summer nights.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,645
Status:
Active
MLS#:
170208789
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.72 Acres
Year built:
1870
Courtesy: Northwest CT Realty
View additional info

Classic Victorian captures details of yesteryear! Main house has 3 bedrooms and 2 full baths. There is a 1 bedroom efficiency with kitchen and full bath that could easily be added to the main house or leave as a rental for some income. Grand foyer entry with built in benches. Custom built kitchen with tray ceiling, butcher block and granite counter tops and tiled floor. Custom woodwork, crown moldings, leaded glass windows, 2 fireplaces, hardwood flooring along with many period details throughout. Family room has a pellet stove insert in the fireplace and there is a coal burning fireplace in the formal living room with 9' canvas ceiling and stain glass window. Residential neighborhood. You can walk to town and northwest community college.Beautiful unfinished post and beam two story carriage house with approximately 3,000 sf of workshop space, would make a great woodworking or art studio.Presently second floor is a woodworking shop and the lower level stores 5 cars. Also listed as multi family 170208435

Beds:
2
Baths:
1.00
Sq.Ft.:
890
Status:
Active
MLS#:
170207381
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.23 Acres
Year built:
1963
Courtesy: Northwest CT Realty
View additional info

This cozy 2-3 bedroom Ranch style home provides easy access within walking distance to the beach at Highland Lake. Set off the main road on a no thru street this cottage style home could be used as a great year round getaway, starter home, alternative to condo or even a summer home for snowbirds. Nice level lot, home has a private deck off the rear and covered porch on the front. Small shed on property to store lawn and garden tools.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,598
Status:
Active
MLS#:
170205198
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.27 Acres
Year built:
1981
Courtesy: Sullivan Real Estate Inc
View additional info

Three Bedroom, Two Bath Raised Ranch with Finished Lower Level, Central Air, Two Car Garage, and Above-ground Pool. Numerous updates including: remodeled kitchen and bath, hardwood floors, central air, gas warm air furnace, windows, hot water heater, roof, and large multi-level deck. Convenient Location.

Beds:
5
Baths:
3.00
Sq.Ft.:
2,112
Status:
Active
MLS#:
170201064
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.23 Acres
Year built:
1898
Courtesy: Turning Point Realty, LLC
View additional info

Brand new Kitchen with Stainless steel appliances This home is renovated for you just move right in... nothing to do here but make it your personal touches New floors in kitchen ,dining room, and living room Fireplace in spacious Living room New windows and new roof Gorgeous refinished hardwood floors in bedroom 2nd floor offers large master bedroom plus 3 more bedrooms third floor is great for extended family or just additional rooms with a 3 room apartment with seperate entrance Convenient to Rt 44 and Rt 8 for easy acess

Beds:
4
Baths:
2.00
Sq.Ft.:
1,253
Status:
Active
MLS#:
170202898
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.17 Acres
Year built:
1975
Courtesy: The D'Amore Agency, LLC
View additional info

4 Bedroom fireplaced Cape short walk to Public Beach. Eat-in Kitchen , Hardwood floors ,2 full baths and basement garage . Presently rented ,so 24-48 hour notice requested to show .

Beds:
3
Baths:
3.00
Sq.Ft.:
2,064
Status:
Active
MLS#:
170201688
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.94 Acres
Year built:
1987
Courtesy: Northwest CT Realty
View additional info

Well kept Colonial near the end of a cul-de-sac in a great neighborhood! Featuring 3 bedrooms, the master having a full bath and a walk-in cedar closet, living room with a fireplace, formal dining room with sliders leading to a covered deck, eat-in kitchen, first floor laundry and a den that could be used as a possible 4th bedroom. Basement has an additional 750 finished square feet with built ins and sliders to a second deck leading to the back yard. This home has central air and a 200 amp service with generator hook up. 2 car attached garage. All situated on .94 acres.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,580
Status:
Active
MLS#:
170199965
Type:
Single Family
Subdivision:
Winsted
Lot size:
2.19 Acres
Year built:
2003
Courtesy: Northwest CT Realty
View additional info

Meticulously maintained colonial home on private 2+ acre lot on a cul-de-sac. Open floor plan, eat-in kitchen with granite and stainless steel appliances, first floor family room with fireplace and pellet stove, office on the main level, formal living room and formal dining room with crown molding. Hardwood floors throughout. Master suite with walk-in closet, full bath with jetted tub and a shower. Beautiful fenced in back yard with gardens, 2 tool and utility sheds, deck and patio. Walk in storage area over the 2 car garage. Whole house generator. Basement system installed.

Beds:
4
Baths:
2.00
Sq.Ft.:
2,119
Status:
Active
MLS#:
170200479
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.45 Acres
Year built:
1910
Courtesy: Sullivan Real Estate Inc
View additional info

Yes.....the price is right! the first 89,900 takes it!!! Double lot (.45 acre) and zoned IB-3. This home needs your finishing touches and vision. The price reflects the work to be done. The utilities are all newer and ready to go. Very large home on a corner lot with distant views.

Beds:
6
Baths:
3.00
Sq.Ft.:
3,898
Status:
Active
MLS#:
170200067
Type:
Single Family
Subdivision:
Winchester Center
Lot size:
1.25 Acres
Year built:
1785
Courtesy: Cohen Agency
View additional info

LITCHFIELD COUNTY IS WHERE YOU WILL FIND THIS CIRCA 1780's COLONIAL HOME, LOCATED IN A TRUE NEW ENGLAND POST CARD VILLAGE SETTING, REMOVED FROM THE HUSTLE & BUSTLE. NESTLED BETWEEN THE QUINTESSENTIAL WINCHESTER CENTER TOWN GREEN, GRANGE, VOLUNTEER FIREHOUSE AND CONGREGATIONAL CHURCH. SPRAWLING 3,800 +/- SQ. FT. 6 BEDROOM RESIDENCE AWAITS A NEW BUYER'S CREATIVE & ARTISTIC TALENTS, TO TRANSFORM THIS STATELY INTERIOR AND INCORPORATE YESTERYEAR STYLE ALONG WITH MODERN MECHANICAL AND ENERGY EFFICIENT UPDATES. SPACIOUS AND GRACIOUS ROOM SIZES. NO DOUBT THAT THERE ARE SOME "BLEMISHED" AREAS TO BE IMPROVED, BUT THIS CAN BE A TRULY ATTRACTIVE & BEAUTIFUL HOME, POSSIBLE AIRBNB OR A GOOD OLD BED & BREKFAST DESTINATION. CLOSE BY TO PARK POND WHICH OFFERS PRIVATE CLUB MEMBERSHIP. IN ADDITION THERE IS WINCHESTER LAKE, HIGHLAND LAKE, STATE PARKS, EDUCATIONAL & ENTERTAINMENT VENUES.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,344
Status:
Active
MLS#:
170197426
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.23 Acres
Year built:
1990
Courtesy: CENTURY 21 Command Realty
View additional info

Waterfront living at Highland Lake! Most affordable YEAR ROUND waterfront home! Enjoy your own dock! Open floor plan contemporary style three bedroom with two full baths and another half bath/laundry room in the lower level. Walk out basement with sliders to lake. Unfinished lower for more space if needed. Efficient lake front living!!

Beds:
3
Baths:
1.00
Sq.Ft.:
816
Status:
Active
MLS#:
170199040
Type:
Single Family
Subdivision:
Winchester Center
Lot size:
0.27 Acres
Year built:
1950
Courtesy: William Raveis Real Estate
View additional info

Highland Lake Third Bay East side. Wake to comfortable shade and enjoy afternoon sun with gorgeous sunsets on your private dock & deck. Beautiful newer granite seawalls, stationary deck with Brazilian IPE Hardwood decking. Year round house with great privacy. Carefree vinyl siding. Roof is one month old. 3 Bedrooms - Great Room with complete lakefront windows overlooking your private dock and deck. Life is Better on the Lake!

Beds:
1
Baths:
1.00
Sq.Ft.:
605
Status:
Active
MLS#:
170197516
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.3 Acres
Year built:
1930
Courtesy: Northwest CT Realty
View additional info

A chance to own waterfront on Highland Lake! Unique property with deeded right of way providing access to a separate 16 foot wide waterfront parcel. Cottage being sold in "as-is" condition.

Beds:
1
Baths:
2.00
Sq.Ft.:
1,334
Status:
Active
MLS#:
170196072
Type:
Condo
Subdivision:
Winsted
Year built:
2005
Courtesy: Berkshire Hathaway NE Prop.
View additional info

Neat and clean 1 bedroom condominium at Clockmaker Hill. Built in 2005. Master suite with a walk in tub/shower unit. Loads of light through the large windows. 1 car attached garage is only 1 step into the den. 2 full baths plus dining room and granite counter tops in the generous kitchen. Plenty of storage closets and laundry in the unit. Parking for 2 cars located at the end of a turn around. Nice treed views.

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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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