Winchester CT Real Estate & Homes for Sale

80 Properties Found

The median home value in Winchester, CT is $130,635. This is lower than the county median home value of $207,900. The national median home value is $177,414. The average price of homes sold in Winchester, CT is $130,635. Approximately 73.89% of Winchester homes are owned, compared to 21.68% rented, while 4.43% are vacant. Winchester real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you see a property you’re interested in, contact a Winchester real estate agent to arrange a tour today!
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$279,900

142 Laurel Way Winchester, CT 06098

Beds:
4
Baths:
4.00
Sq.Ft.:
2,930
Status:
NEW LISTING
MLS#:
L10199712
Type:
Single Family
Subdivision:
Winsted (136)
Lot size:
2.03 Acres
Year built:
1987
Courtesy: Integrity Homes LLC
View additional info

Set back and designed to encompass the needs of your extended family. Quality 4 bedroom 2 bath home with wood floors, fireplace insert, newer energy efficient propane furnaces, thermal windows, newer 50 year roof, whole house generator, large 2 acre yard, shed , small barn, attached 2 car and detached 3 car garage, living space above the detached garage with radiant heat, granite kitchen, skillfully crafted ceramic floors and built-ins, sky lights, spiral staircase, large decks,central vac, generator hook up, radiant heat even in the detached garages. Take a look at the size of the truck and tractor...yes, they fit! There is also sufficient space to park your trailers or other toys!

$184,000

238 Holabird Ave Winchester, CT 06098

Beds:
3
Baths:
2.00
Sq.Ft.:
1,142
Status:
NEW LISTING
MLS#:
L10197088
Type:
Single Family
Subdivision:
Winsted (136)
Lot size:
0.31 Acres
Year built:
1890
Courtesy: The D'Amore Agency, LLC
View additional info

You won't believe your eyes... A beautiful home with true craftsmanship and attention to detail. From the moment you walk in you will be awestruck by the gleaming hardwood floors, period moldings and trim to the Chef's Kitchen designed with entertaining in mind. Large window overlook a mature and manicure professionally landscaped yard and Studio/workshop/playhouse with heat and A/C. The second floor boasts 3 bedrooms and a full bath. Oversized 2 car garage with ample storage and loft. A home not to be missed.

$178,000

181 Torringford St Winchester, CT 06098

Beds:
3
Baths:
2.00
Sq.Ft.:
2,160
Status:
NEW LISTING
MLS#:
L10199224
Type:
Single Family
Subdivision:
Winsted (136)
Lot size:
0.88 Acres
Year built:
1953
Courtesy: The D'Amore Agency, LLC
View additional info

This beautiful home offers 3 spacious bedrooms with plenty of storage, a large eat-in kitchen, fully tiled bath, hardwoodwood floors throughout,elegant dining and living rooms, fireplace, den/study has french doors leading out to deck and gardens, garden space on this nicely wooded lot offers a country feel only minutes away from commuter routes, shopping, golf course and lakes.

$50,000

111 Riverton Rd UNIT 50 Winchester, CT 06098

Beds:
2
Baths:
2.00
Sq.Ft.:
1,204
Status:
NEW LISTING
MLS#:
L10198759
Type:
Condo
Subdivision:
Winsted (136)
Year built:
1987
Courtesy: Borla & Associates LLC Real Estate
View additional info

Here is an opportunity to own, Open floor plan, fireplace, back deck with sliders, two car garage, laundry in lower level. Needs Some TLC.

$69,900

111 Riverton Rd UNIT 69 Winchester, CT 06098

Beds:
2
Baths:
2.00
Sq.Ft.:
1,204
Status:
NEW LISTING
MLS#:
L10198278
Type:
Condo
Subdivision:
Winsted (136)
Year built:
1987
Courtesy: Sullivan Real Estate Inc
View additional info

Hardwood floors, granite countertops, newer cabinets, pellet stove, thermo windows. Large Living room with slider leading to deck. Two car garage with adjacent lower level laundry area. Easy access to major roads/highways. Enjoy maintenance free living in a beautiful complex. This is a must see!

$249,900

405 Winchester Rd Winchester, CT 06098

Beds:
3
Baths:
1.00
Sq.Ft.:
1,821
Status:
Active
MLS#:
L10198283
Type:
Single Family
Subdivision:
Winchester (136)
Lot size:
8 Acres
Year built:
1976
Courtesy: Sullivan Real Estate Inc
View additional info

Original owners, updated throughout the years, including, kitchen, bath, roof, windows, siding, decking, and doors. Very private location with fruit trees, black walnut, peach, pear and plum. Two car garage with an extra large out building. Best tasting well water in the state. Close to Winchester Lake, Park Pond, Burr Pond and Highland lake. All this and it includes a koi pond. Agent related, owner is a broker.

$121,500

111 Torringford St UNIT 43 Winchester, CT 06098

Beds:
2
Baths:
2.00
Sq.Ft.:
1,102
Status:
Active
MLS#:
L10197692
Type:
Condo
Subdivision:
Winsted (136)
Year built:
1987
Courtesy: The D'Amore Agency, LLC
View additional info

Carpeted Master bedroom & full bath on 1st floor . Carpeted Living Room/Dining room with slider to deck . 2nd bedroom , Full bath plus carpeted Loft/hobby room on second floor . Full unfinished lower lewel with slider to yard . Ideal family room

$149,900

14 Hamill Dr Winchester, CT 06098

Beds:
3
Baths:
2.00
Sq.Ft.:
976
Status:
Active
MLS#:
L10197544
Type:
Single Family
Subdivision:
Winsted (136)
Lot size:
0.41 Acres
Year built:
1973
Courtesy: Turning Point Realty, LLC
View additional info

Enjoy summer living in your new home. Upgraded Thermopane windows. New hardwood laminate flooring, new lighting fixtures and ceiling fans. New insulated garage door. Finished lower level for family gatherings or gameroom. Lower level 403 sq. ft. per owner not included in square footage. Hot water heater less than a year old. Newly remodeled bathroom. Expansive upper level deck leading to above ground pool. Not much to do but move in. Cul-de-sac neighborhood. Close to Rt 44 and Rt 8.

$175,000

262 Torringford St Winchester, CT 06098

Beds:
3
Baths:
2.00
Sq.Ft.:
1,144
Status:
Active
MLS#:
L10197044
Type:
Single Family
Subdivision:
Winchester (136)
Lot size:
1 Acres
Year built:
2007
Courtesy: Borla & Associates LLC Real Estate
View additional info

Turn down the noise and turn up the privacy and relax in this three bedroom two full bathroom home, enjoy one floor living. Full basement with walkout.

$100,000

11 Hamill Dr Winchester, CT 06098

Beds:
3
Baths:
1.00
Sq.Ft.:
976
Status:
Active
MLS#:
F10196799
Type:
Single Family
Subdivision:
Winsted (136)
Lot size:
0.31 Acres
Year built:
1973
Courtesy: William Pitt Sotheby's International Realty
View additional info

Raised Ranch home set on .31 acres featuring 3 bedrooms and 1 1/2 bathrooms. Home has formal living room and dining room. Finished rooms in basement. Rear deck and attached 1 car garage. *** HUD Home. Property is NOT located in a FEMA Special Flood Hazard Area but is listed as a moderate to low flood risk. Please refer to website for 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. Repairs: Plumbing does not hold pressure, inspect and repair as needed, Treat and paint defective paint surface, Repair holes and cracks in drywall.

$75,000

111 Riverton Rd UNIT 75 Winchester, CT 06098

Beds:
2
Baths:
2.00
Sq.Ft.:
1,204
Status:
Active
MLS#:
L10195858
Type:
Condo
Subdivision:
Winchester (136)
Year built:
1987
Courtesy: Washington Agency
View additional info

Wonderful end unit is move in ready! Great country setting and yet close to the city and so many amenities. Open floor plan with 2 bedroom, 1.5 bath; spacious living room has fireplace and hardwood floors; large private rear deck overlooks very large field. A 2 car garage is conveniently located under the condo and the lower level is partially finished. So much to offer at an affordable price!

$1,499,000

364 East Wakefield Blvd Winchester, CT 06098

Beds:
4
Baths:
4.00
Sq.Ft.:
3,655
Status:
Active
MLS#:
L10194130
Type:
Single Family
Subdivision:
Winchester (136)
Lot size:
1.24 Acres
Year built:
2008
Courtesy: William Pitt Sotheby's Int'l Realty
View additional info

HOBI AWARD WINNER FOR BEST CUSTOM HOME IN 2009, Vacation all year long at this stunning, custom built, direct waterfront craftsman style home with over 100 feet of lake frontage. Built in 2008, this home offers 1.24 acres of incredible privacy that is not easy to find at the lake. 4 spacious bedrooms, 3.1 baths, meticulously thought out construction and unbelievable attention to detail. Radiant heating is on all three floors. Views afford gorgeous sunrise and sunsets at Highland Lake in Winchester, CT. This lake is valued for fishing, boating, swimming and water skiing with a maximum depth of sixty feet. Majestic gardens, land trust borders one side of the property. Garage is a detached two car with workshop on second floor it is heated and has electricity and water as well. This home is truly one of the nicest on the lake. Don't miss out on seeing this beauty today.

$899,900

418 East Wakefield Blvd Winchester, CT 06098

Beds:
6
Baths:
3.00
Sq.Ft.:
3,020
Status:
Active
MLS#:
L10195242
Type:
Single Family
Subdivision:
Winchester (136)
Lot size:
0.7 Acres
Year built:
1920
Courtesy: Northwest CT Realty
View additional info

HIGHLAND LAKE LIVING AT ITS FINEST!! THIS YEAR ROUND HOME IS TRULY A GEM. COMPLETELY RECONSTRUCTED FROM THE GROUND UP APPROXIMATELY 10 YEARS AGO, EVERYTHING IS MODERN AND NEW BUT STILL CARRIES THE CHARM AND CHARACTER OF AN OLDER LAKE HOME, WHICH MAKE IT TRULY SPECIAL. THE HOME FEATURES STATE OF THE ART MECHANICALS AND STANDY BY AUTO START GENERATOR. THE OPEN FLOOR PLAN ALLOWS FOR PERCET WESTERN VIEWS FROM THE ENTIRE FIRST FLOOR. STEP UP FROM THE DINING ROOM OUT ON TO A HARGE MAHOGANY DECK THAT OVER LOOKS THE ENTIRE 3RD BAY, THIS IS WHERE YOU WILL SEE SOME FABULOUS SUNSETS. THERE IS A 4 CAR GARAGE AND LARGE WOODWORKING SHOP. SOME FEATURES OF THE HOME ARE 6 BEDROOMS, 3 FULL BATHS, CUSTOM GRANITE AND STAINLESS KITCHEN. TRULY A MUST SEE PROPERTY.

$149,900

133 Belvedere Ave Winchester, CT 06098

Beds:
3
Baths:
1.00
Sq.Ft.:
1,060
Status:
Active
MLS#:
L10195216
Type:
Single Family
Subdivision:
Winsted (136)
Lot size:
0.18 Acres
Year built:
1956
Courtesy: Sullivan Real Estate Inc
View additional info

Great country get away with Highland lake across the street! Three bedrooms and a one car garage, long driveway for privacy. Utilities include city water and private septic. Short sale is less than asking.

$499,900

356 West Wakefield Blvd Winchester, CT 06098

Open House:

Sunday, 2/26 1:00-3:00PM

Beds:
3
Baths:
2.00
Sq.Ft.:
1,532
Status:
Active
MLS#:
L10194517
Type:
Single Family
Subdivision:
Winchester (136)
Lot size:
0.32 Acres
Year built:
1990
Courtesy: Northwest CT Realty
View additional info

Nestled in the "Narrows" of second bay this well maintained waterfront colonial with an upscale flair features an open floor plan. Enjoy the great lake views from the kitchen, dining area or relaxing in the fireplaced living room. The second floor bedrooms each have a slider with access to the balcony overlooking the waterfront. Maintenance free vinyl deck for entertaining and patio area along the 60 feet of waterfrontage. Across the street is an addition lot (357 W. Wakefield) for parking and two out buildings. Easy to maintain and ready for you to enjoy all the lake offers. Inland/Wetland permits in place for dock, jetski lift and buoy.

$159,900

73 Hinsdale Ave Winchester, CT 06098

Open House:

Sunday, 2/26 1:00-3:00PM

Beds:
2
Baths:
1.00
Sq.Ft.:
1,200
Status:
Active
MLS#:
L10193009
Type:
Single Family
Subdivision:
Winsted (136)
Lot size:
0.1 Acres
Year built:
1898
Courtesy: Sullivan Real Estate Inc
View additional info

Craftsman Style 3 Gable 3 bedroom Colonial. Completely renovated inside with beautiful oak floors, oak trim and oak gas fireplace. Totally updated kitchen with cherry cabinets, SS appliances & granite countertops. Dining room has built in cherry cabinets. 2 car garage has upstairs workshop. Definitely a must see.

$199,900

113 Peck Rd Winchester, CT 06098

Beds:
3
Baths:
2.00
Sq.Ft.:
1,290
Status:
Active
MLS#:
G10194692
Type:
Single Family
Subdivision:
Winchester (136)
Lot size:
4.79 Acres
Year built:
1986
Courtesy: BHHS New England Properties
View additional info

ALMOST NEW BUILDER COMPLETE MAKEOVER 3BR HOME SET BACK ON 4.79 PRIVATE ACRES -ALL FINISHED READY FOR CARPET SELECTIONS FROM BUYER-OPEN FIREPLACED LR/DR W/SLIDERS TO HUGE BACK WRAP AROUND DECK LOOKING OUT ONTO LIGHTLY TREED LOT-NEW GRANITE WHITE KIT W/STAINLESS STEEL APPLIANCES-SHINNY HARD WD FLRS IN KIT-DR AND LR-NEW UPDATED BATHS W/GRANITE VANITIES-LARGE REC RM ON FIRST FLR-1ST FLR LAUNDRY-NEW BRAND NEW HIGH EFFICENCY PROPANE HEATING SYSTEM-DRIVEWAY HAS BEEN RESURFACED WITH ASPHALT ROAD MILLINGS AND WILL LAST FOR YEARS TO COME-PRICED TO SELL-NOT FAR FROM HIGHLAND LAKE-DRIVEWAY IS ALL ON THE PROPERTY--IT IS NOT A SHARED DRIVEWAY

$400,000

112 Shore Dr Winchester, CT 06098

Beds:
3
Baths:
2.00
Sq.Ft.:
1,840
Status:
Active
MLS#:
G10193850
Type:
Single Family
Subdivision:
Winsted (136)
Lot size:
0.13 Acres
Year built:
1955
Courtesy: Coldwell Banker Res Brokerage
View additional info

Super cute waterfront home in desirable location! This year-round gem is located on Highland Lake, a 444 acre lake offering 2 beaches, boat launch, swimming, boating, skiing, canoeing, sailing & more! Stocked every year, it offers some of the best fishing around. In winter, ice fishing, ice skating, snowshoeing. Or just relax & enjoy the peace of the lake. One step into this 1800+ Sq Ft, 3BR, 1.5BA super cute home, you’ll find the updated eat-in kitchen w/ center island, sky lights & views of the water, an adjoining fireplaced living room w/ hardwood floors & French doors open up to the Great Room, an oversized room w/ a wall of windows for the Most Gorgeous Views! 2 generously sized bedrooms, bathrooms & laundry complete this floor. The 556 sqft of finished space in walk-out lower level (incl in sq footage) is the entertainer’s dream with its built-in bar & recreation area, and opens up to a beautiful fenced-in grassy yard, ideal for yard games, an all weather screened-in porch, a large deck, with its built-in seating & extends to the water’s edge for the perfect spot to take in some sun or sit by the fire pit at night! The yard leads you right to the water & dock w/ ladder. Plenty of room to dock a boat or even that water trampoline! Tons of storage both inside & out. Workshop w /utility sink & large shed. Public water & Sewer. Neighborhood setting on a quiet street. Short commute to Hartford, easy trip to New York/Boston. This home has it all! Great place to make memories!

$869,900

118 Newfield Rd Winchester, CT 06098

Beds:
5
Baths:
4.00
Sq.Ft.:
3,075
Status:
Active
MLS#:
G10192293
Type:
Single Family
Subdivision:
Winchester (136)
Lot size:
8.12 Acres
Year built:
1903
Courtesy: BHHS New England Properties
View additional info

County living at its best! Enjoy the tranquility of this stately gentlemen's farm property in historical Winchester Center. This 5 bedroom Victorian, built in 1903, is perched high on 8+ beautifully landscaped and exquisitely manicured acres which lends itself to the perfect summer retreat, weekend get-away or year round living. The formal living room, perfect for entertaining, has a lovely open floor plan with fireplace and uniquely designed hardwood floors. Cozy den with fireplace and large formal dining room also boast their own hardwood floor designs. The 4 bedrooms on second floor are beautifully appointed with lovely hardwood floors, and third floor is a confortable bedroom suite with full bath and lots of storage and built-ins. The mudroom area includes the laundry room and half bath along with an office or media room or small bedroom on its second level. Once a dairy farm, this property can easily be converted to an equestrian property with plenty of space in the carriage house, oversized peg and dowel barn and shed.

$239,900

367 Platt Hill Rd Winchester, CT 06098

Beds:
3
Baths:
2.00
Sq.Ft.:
1,584
Status:
Active
MLS#:
G10193988
Type:
Single Family
Subdivision:
Winchester (136)
Lot size:
1.17 Acres
Year built:
2007
Courtesy: Century 21 Bay-Mar Realty
View additional info

Just a perfect home set on over an acre of land. Sit on the front porch that overlooks the private yard. Open floor plan. Custom kitchen-dining room combo, breakfast bar, great room with fireplace, pellet stove insert, hardwood floors, rec room in lower level and gentran system. Nothing to do but move into this home.

$225,000

126 Huntington Rd Winchester, CT 06098

Beds:
3
Baths:
2.00
Sq.Ft.:
1,338
Status:
Active
MLS#:
G10193814
Type:
Single Family
Subdivision:
Winchester (136)
Lot size:
2.54 Acres
Year built:
1985
Courtesy: BHHS New England Properties
View additional info

MOVE IN CONDITION 3 BR COUNTRY CAPE ON 2.54 LT WD ACRES WITH DETACHED HORSE BARN WITH REGULATION RIDING RING.SOLAR ELECTRIC RENCING IN PLACE. TWO STALL HORSE BARN,PLEANTY OF STORAGE FOR 50 BLES OF HAY. SHED FOR ADDITIONAL STORAGE-NEWER 40 YEAR ARCHITECTURAL SHINGLES ROOF ON HOUSE-ETIN KIT WITH SLIDER TO BACK DECK-FIREPLACED LIVING ROOM WITH WOOD STOVE-1ST FLOOR BEDROOM AND FULL BATH-2 LARGE BEDROOM UPPER LEVEL WITH FULL BATH-OVERSIZED 2 CAR GARAGE W/PULL DOWN FLOORED STORAGE ROOM ABOVE GARAGE-1ST FLOOR LAUNDRY-ATTACHED MUDROOM ON FIRST FLOOR-

$169,900

333 Colebrook Rd Winchester, CT 06098

Beds:
4
Baths:
2.00
Sq.Ft.:
2,317
Status:
Active
MLS#:
L10193003
Type:
Single Family
Subdivision:
Winchester (136)
Lot size:
1.25 Acres
Year built:
1947
Courtesy: The D'Amore Agency, LLC
View additional info

Can be used as In-law or two family . Recently vinyl sided , re-roofed , replacement windows and exterior doors and interior painting . 2 bedroom apartment / in-law above heated 2 car garage . Main house is 2 story colonial with fireplaced Living room. spacious kitchen and den/bedroom and 2 floor has 2 bedrooms and full bath . Right side is oil fired Boiler , Letf side is Propaine Warn Air heat . Worksop/utility room off Breezway . Level Rural setting almost on Colebrook Line . Immediate occupancy

$279,900

201 Danbury Quarter Rd Winchester, CT 06098

Beds:
3
Baths:
3.00
Sq.Ft.:
2,160
Status:
Active
MLS#:
L10193394
Type:
Single Family
Subdivision:
Winchester (136)
Lot size:
1.98 Acres
Year built:
1989
Courtesy: Northwest CT Realty
View additional info

Large ranch home on level, well groomed and private 2 acres not far off Rte 44. This home features an open floor plan with 3 modest size bedrooms and 2.5 baths. Formal living room hosts a fireplace with top of the line Harmon pellet stove and hardwood flooring that flows into a nice family room with cathedral ceiling and atrium door that leads to and overlooks an oversized deck and private back yard. The kitchen features beautiful oak cabinets, granite counters, SS appliances and tile flooring. Recent improvements include new garage door, roof, granite counters, pellet stove and main bath reno. There is standby generator that will provide every day amenities in case of loss of power. This home is truly in move in condition.

$124,000

11 Finn St Winchester, CT 06098

Beds:
3
Baths:
2.00
Sq.Ft.:
1,232
Status:
Active
MLS#:
L10192338
Type:
Single Family
Subdivision:
Winsted (136)
Lot size:
0.32 Acres
Year built:
1873
Courtesy: The D'Amore Agency, LLC
View additional info

Aluminum Sided 3 Bedroom 2 bath Colonial with 24 x 24 detached 2 car garage on approximately 1/2 acre walking distance to Public Beach and Services . Replacement window , 100 AMP Beakers , and gas Furnace installed in 2014 .

$150,000

89 Munro Pl Winchester, CT 06098

Beds:
3
Baths:
2.00
Sq.Ft.:
1,579
Status:
Active
MLS#:
G10192620
Type:
Single Family
Subdivision:
Winsted (136)
Lot size:
0.13 Acres
Year built:
1923
Courtesy: BHHS New England Properties
View additional info

Great Home at a Great Price!! Charming Craftsmans Colonial with Hardwood Floors, Built In Hutch, New Oven Range and Refrigerator, Updated Shower, Newer Boiler and Hot Water Heater, Enclosed Sun Porch, Walk in Cedar Closet,French Doors, Minutes from Highland Lake, Walk to Library, Park or Dunkin Donuts for Coffee!!

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