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Winchester CT Real Estate & Homes for Sale

119 Properties Found

The median home value in Winchester, CT is $165,000 This is lower than the county median home value of $225,300. The national median home value is $185,800. The average price of homes sold in , is $. Approximately 51.53% of Winchester homes are owned, compared to 33.6% rented, while 14.87% 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 Winchester real estate agent to arrange a tour today !
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$189,900

311 E Wakefield Boulevard Winchester, CT 06098

Beds:
3
Baths:
2.00
Sq.Ft.:
1,456
Status:
Active
MLS#:
170003164
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.36 Acres
Year built:
1970
Courtesy: Northwest CT Realty
View additional info

Very well maintained, ready to move in Raised Ranch with lake views from kitchen and deck. Beautiful, private, large rear yard with above ground pool. Mahogany kitchen, hardwood floors, custom built-ins in closets, freshly painted throughout. Large lower level family room. Access to the lake is within walking distance.

$159,900

53 Norfolk Road Winchester, CT 06098

Beds:
3
Baths:
2.00
Sq.Ft.:
1,282
Status:
Active
MLS#:
170002910
Type:
Single Family
Subdivision:
Winsted
Lot size:
1.4 Acres
Year built:
1752
Courtesy: The D'Amore Agency, LLC
View additional info

Charming Cape with master bedroom and full bath on the first floor. Large living room and family room with an enclosed porch leading to a large deck. Garage with lots of storage on over an acre of land. Enjoy summer evening in the above ground pool.

$55,000

111 Torringford Street UNIT 31 Winchester, CT 06098

Beds:
2
Baths:
2.00
Sq.Ft.:
1,105
Status:
Active
MLS#:
170001158
Type:
Condo
Subdivision:
Winsted
Year built:
1987
Courtesy: Keller Williams Realty
View additional info

This 2 bedroom 2.1 bathroom condo features 3 floors of living space and a 1 car garage. HUD Home. Sold âœAS ISâ by elec. bid only. Prop avail 8-04-17. Bids due by 8-13-17 11:59 PM Central Time then daily until sold. FHA Case #061-386886. Insured w Escrow Rpr. Eligible for FHA 203K. Individual condominium unit, Property is NOT located in a FEMA Special Flood Hazard Area but is listed as a moderate to low flood risk. 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, HVAC needs repair, HOA Management fee of $250.00 Monthly : Westford R.E.Management. Repairs: Install new front door, Install carpet and laminate flooring, Replaced damaged boiler, Smoke and CO detectors.

$425,000

834 Wakefield Boulevard Winchester, CT 06098

Beds:
2
Baths:
2.00
Sq.Ft.:
1,452
Status:
Active
MLS#:
170001167
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.29 Acres
Year built:
1990
Courtesy: The D'Amore Agency, LLC
View additional info

Maintanance free Vinyl Sided 2 story waterfront home with composit decking , dock and vinyl railings. Bright Open floor plan with spectacular view of the Lake & Sunsets . 1 and 1/2 baths and updated kitchen with Island & appliances . Large Upper & Lower decks . Plenty of space for watercraft .

$205,900

106 Indian Meadow Drive Winchester, CT 06098

Beds:
3
Baths:
2.00
Sq.Ft.:
1,766
Status:
Active
MLS#:
170001952
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.73 Acres
Year built:
1967
Courtesy: The D'Amore Agency, LLC
View additional info

Park like setting and grounds. This Home offers an open floor plan with a versatile flow. Large eat-in kitchen with plenty of counter space and cabinet storage. Sunken Living room with Vaulted Ceilings and Fireplace. Sliders to private deck and yard. Gleaming Hardwood floors. A Home not to be missed...

$899,000

418 E Wakefield Boulevard Winchester, CT 06098

Beds:
6
Baths:
3.00
Sq.Ft.:
3,020
Status:
Active
MLS#:
170001024
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.7 Acres
Year built:
1920
Courtesy: William Pitt Sotheby's Int'l Realty
View additional info

Enjoy Highland lake views from most rooms in this beautifully renovated ten room year round direct waterfront home. The cook's kitchen has custom shaker cabinetry, granite, all the bells and whistles and opens to the spacious dining room with built-in cabinetry, two bay windows and access to the upper level deck for outdoor dining. A stone fireplace is the focal point of the living room with access to a 3 season enclosed porch and more water views. A first floor bedroom with newer bathroom, family room and laundry complete the first floor. On the second level are five more bedrooms and two updated full baths all attractively done. Also a study or office on the second level with a large heated room that can be used for many things. Mechanically, the house has C/A multi-zone Buderis newer furnace & hot water heater. A whole house generator, newer roof and windows, well and public sewer are assets to this fine property. Not only is this home charming and updated, there are expansive views and sun all day on the desirable east side of this pristine 444 acre lake in the Berkshire Mountains of Litchfield County. The mahogany decks have lighting, outdoor speakers, 105 ft. of waterfront . Lots of privacy, beautiful perennials and great parking with its two garages. Enjoy ice fishing in the winter, boating in the summer and the beautiful foliage in the fall. Great skiing, hiking in nearby towns. Less than 2 hrs. to NYC. Come see "Lake Haus"-we have a seat on the deck for you!

$179,900

74 Walnut Street Winchester, CT 06098

Beds:
4
Baths:
2.00
Sq.Ft.:
2,010
Status:
Active
MLS#:
170000888
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.22 Acres
Year built:
1900
Courtesy: Sullivan Real Estate Inc
View additional info

Old Style Charm with Modern Updates. Completely renovated kitchen with granite counters, center island, new cabinets. Updated bathrooms, beautiful hardwood floors, four bedrooms, formal dining room, and den. Basement with workshop. Level lot with professional landscaping. Enjoy the summer on the covered front porch or watch the sunset from the patio in the backyard. This home is one of a kind located in a quiet residential neighborhood. Come see this home and you will love it.

$274,900

221 Spencer Hill Road Winchester, CT 06098

Beds:
3
Baths:
2.00
Sq.Ft.:
1,979
Status:
Active
MLS#:
170000069
Type:
Single Family
Subdivision:
Winsted
Lot size:
1.45 Acres
Year built:
1980
Courtesy: Keller Williams Realty
View additional info

Beautiful, unique property now available in a wonderfully secluded area, walking distance to private pond and nearby trails! Enjoy boating, fishing and swimming...or have a picnic! Or enjoy the outdoors from your own backyard amidst a peaceful, private atmosphere. Have a cookout on the large deck with built-in seating, or roast marshmallows over the fire pit! Plenty of space for outdoor recreation and a large shed for storing lawn and garden tools. Beautiful hardwood floors, cathedral ceilings and brick accents will captivate you the moment you walk in! This open floorplan is perfect for hosting guests. Abundantly lit with natural light pouring in through oversized windows. Enjoy new stainless steel appliances, a built-in hutch for added style and storage, and a breakfast bar in the eat-in kitchen with views of nature. Large main floor master bedroom with full bath, including a whirpool tub. Stay cool in the summer with Central Air; save on heating costs in the winter with a wood stove! Added versatility with a loft area, perfect for an office or art space; bonus room in the basement is perfect for overnight guests, or additional bedroom or study. State parks, forests and lakes all around, with all the conveniences of Winsted's shopping and dining options. Tour this one-of-a-kind property today!

$149,900

163 Marshall Street Winchester, CT 06098

Beds:
3
Baths:
2.00
Sq.Ft.:
1,375
Status:
Active
MLS#:
170000397
Type:
Single Family
Subdivision:
N/A
Lot size:
0.69 Acres
Year built:
1965
Courtesy: Agnelli Real Estate LLC
View additional info

great curb appeal for this cute cape with 3 beds and 1.5 bathrooms. enjoy the large level backyard all summer long!

$699,900

127 Rugg Brook Road Winchester, CT 06098

Beds:
3
Baths:
3.00
Sq.Ft.:
3,746
Status:
Active
MLS#:
W10240351
Type:
Single Family
Subdivision:
N/A
Lot size:
30.6 Acres
Year built:
2006
Courtesy: Stone Tower Realty, LLC
View additional info

Sit on your back deck in total privacy and watch the sun set with panoramic mountain views. Or look out from inside your home in front of fireplace through multiple windows. This home is a one of a kind Asian influenced design. Open floor plan, Teragren bamboo floors, chef quality kitchen with its own pizza oven. Interior was built from Florida Cypress trees. High ceilings that are open throughout. Granite fireplace, to many other features to mention. Enjoy the countryside through numerous walking trails. Has wine celllar in basement with walkout feature. This is a one of kind property that can be transformed into your own private oasis. A must see to believe.

$159,900

49 Stanton Avenue Winchester, CT 06098

Beds:
3
Baths:
1.00
Sq.Ft.:
1,096
Status:
Active
MLS#:
G10240138
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.28 Acres
Year built:
1950
Courtesy: BHHS New England Properties
View additional info

All dressed up and no place to go except straight to your heart!!! This cute 2-3 bedroom ranch in a neighborhood with large yard and 2 car detached garage will be a great starter or retirement home. Simple one level living makes this a perfect home especially since all the works been done. Brand new kitchen, freshly painted interior, refinished hardwood floors, newer roof and new vinyl siding will make your move-in day easy. Enjoy most of the seasons on your 3 season attached room that opens to the extra large ground level deck overlooking the private level rear yard. Great expansion possibilities with full walk-up attic. Don't wait for someone else to get this sweet home before you do!!

$150,000

286 West Lake Street Winchester, CT 06098

Beds:
3
Baths:
1.00
Sq.Ft.:
1,108
Status:
Active
MLS#:
L10019533
Type:
Single Family
Subdivision:
N/A
Lot size:
0.2 Acres
Year built:
1973
Courtesy: The D'Amore Agency, LLC
View additional info

3 Bedroom vinyl sided Home with deck off Living room overlooking Lake and additional multi level rear deck off Kitchen .Eat in applianced kitchen , central A/C , security system and walkout lower level family room . Gas warm air heat , plus electric baseboard . 2 car garage . Steps from Beach and public boat launch .Sale subject to Short Sale Approvals. There was freeze up & some vandalism . Sold "AS IS" Disclosures were completed prior to Damages

$239,900

521 East Wakefield Boulevard Winchester, CT 06098

Beds:
2
Baths:
1.00
Sq.Ft.:
742
Status:
Active
MLS#:
L10179203
Type:
Single Family
Subdivision:
N/A
Lot size:
0.27 Acres
Year built:
1940
Courtesy: Northwest CT Realty
View additional info

All the benefits of a direct waterfront without the taxes. Deeded water Access with boat mooring. Enjoy year round lake recreation. (Water & Ice). Remodeled kitchen and bath. Extra lot. Ample parking and storage.

$225,000

52 Spencer Street Winchester, CT 06098

Beds:
4
Baths:
3.00
Sq.Ft.:
2,380
Status:
Active
MLS#:
L10196407
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.32 Acres
Year built:
1900
Courtesy: The D'Amore Agency, LLC
View additional info

Tastefully decorated & Completely updated 12 Room Vinyl Sided Victorian with detached Barn . Newer Kitchen w/granite counter tops & Stainless appliances , New grey Vinyl siding , black shuuters & replacement windows ,updated baths , flooring , doors , & much more . partially finished lower level , plus a partially finished walk-up attic . You'll find hardwood , tile ,marble & carpeted flooring . E/Z Access to major highways and walking distance to recreation and services . Immeditate occupancy

$169,900

119 Rugg Brook Road Winchester, CT 06098

Beds:
2
Baths:
1.00
Sq.Ft.:
1,509
Status:
Active
MLS#:
L10237707
Type:
Single Family
Subdivision:
N/A
Lot size:
1.75 Acres
Year built:
1950
Courtesy: Northwest CT Realty
View additional info

This 1500 square foot very well cared for 2 bedroom Cape is minutes from town and is on 1.75 acres with a huge deck ready for summer gatherings with room for parking two vehicles under (could possibly enclose for garage). There is a beautiful updated kitchen open to the dining area which boasts a fireplace with sliders to the deck. The living room is front to back for plenty of room. A spacious full bath along with a large 4 season porch rounds out the main level. Upstairs there are two nice sized bedrooms. The basement has a laundry room, usable space for an office or work shop, and plenty of storage space. There is also a shed for more storage. A brand new septic was installed in 2015 and the foot valve on the well was just replaced this spring. Along with cable being available, but there is an antenna which delivers about 30 HD channels for free. A generator transfer switch is also included. The house is move-in ready and if needed, there are several options for a third bedroom

$169,000

109 Old Colebrook Road Winchester, CT 06098

Beds:
4
Baths:
2.00
Sq.Ft.:
936
Status:
Active
MLS#:
L10237706
Type:
Single Family
Subdivision:
N/A
Lot size:
0.75 Acres
Year built:
1963
Courtesy: Turning Point Realty, LLC
View additional info

Perfect First Time Home Buyer Home! Well maintained, newer Navien propane boiler, very energy efficient home, plenty of storage, possible in-law in lower level walk out. Newer roof. Two fireplaces! Wood stove insert in basement fireplace. Private setting. Hardwood floors. Great price!

$112,700

162 Wilcox Avenue Winchester, CT 06098

Beds:
2
Baths:
1.00
Sq.Ft.:
858
Status:
Active
MLS#:
L10237456
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.17 Acres
Year built:
1953
Courtesy: Northwest CT Realty
View additional info

Charming cottage with water views in Highland Lake community

$134,900

60 Woodland Avenue Winchester, CT 06098

Beds:
3
Baths:
2.00
Sq.Ft.:
1,248
Status:
Active
MLS#:
L10239940
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.19 Acres
Year built:
1946
Courtesy: Northwest CT Realty
View additional info

Charming remodeled cape in move-in condition located 2 minutes from Holland Beach on Highland Lake. Hardwood and tile floors with new carpeting. New kitchen appliances and 2 full remodeled baths.

$219,000

78 Wheeler Street Winchester, CT 06098

Beds:
5
Baths:
3.00
Sq.Ft.:
2,916
Status:
Active
MLS#:
L10239532
Type:
Single Family
Subdivision:
N/A
Lot size:
0.28 Acres
Year built:
1900
Courtesy: Elite Realty
View additional info

Large Victorian style colonial with 15 rooms that was converted to a 2 family home. It can easily be converted back to a single family by turning the upstairs kitchen into a laundry room. It also has a walk up attic with 3 large rooms that need updating. Lots of potential. It offers a car port to the side of house and a oversized 2 car garage with a storage loft upstairs and a circular driveway. Close to shopping Town hall has it listed as a duplex.

$148,900

219 E Wakefield Boulevard Winchester, CT 06098

Beds:
3
Baths:
2.00
Sq.Ft.:
1,510
Status:
Active
MLS#:
G10238115
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.12 Acres
Year built:
1977
Courtesy: RE/MAX Premier REALTORS
View additional info

Move-in condition! Across the street from Highland Lake. Take a look at this newer house that has a freshly painted interior, new carpeting throughout, newer kitchen cabinets with a new floor and new stainless steel appliances. There is a balcony off the living room and master bedroom plus a large deck at the back/left side of the house. The lower level room can be finished off for additional living space. This is a Fannie Mae HomePath property.

$137,000

177 Walnut Street Winchester, CT 06098

Open House:

Sunday, 8/27 1:00-3:00PM

Beds:
4
Baths:
2.00
Sq.Ft.:
1,675
Status:
Active
MLS#:
L10215074
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.65 Acres
Year built:
1928
Courtesy: Northwest CT Realty
View additional info

Unique bungalow style ranch on spacious .65-acre lot offers great living spaces both inside and out. Home has nine rooms including kitchen, living room, dining room and den. Four bedrooms with two recently updated including new carpeting. Two full baths, one recently updated with large walk-in shower, built in storage and laundry hook up for washer /dryer. Mudroom with wood stove chimney in place. Kitchen, dining and living room flooring recently replaced. Beautiful wrap around porch for summer breezes in the front and sunny 16 x 24 deck at the rear of the house. Attic storage. Detached 1 car garage and outbuilding. Zoned heating. Gardener's paradise with established perennials and space for annual gardens. Location provides easy walk to college, schools, parks and community attractions. The owners are motivated to sell!

$645,000

842 East Wakefield Boulevard Winchester, CT 06098

Beds:
3
Baths:
3.00
Sq.Ft.:
1,980
Status:
Active
MLS#:
L10216785
Type:
Single Family
Subdivision:
N/A
Lot size:
0.23 Acres
Year built:
1973
Courtesy: Northwest CT Realty
View additional info

Spacious 8 room lake house with endless possibilities. It is completely furnished with 2 kitchens, 2 living rooms and a beautiful sun room. This property is truly on the water and provides "cruise ship views" of all of third bay. Waterfront area has a 6x24 foot aluminum dock, a 6x26 foot concrete pier and a large concrete patio area. Also included is the lot across the street and an oversized two car garage with a full second floor. Garage has electricity, water and heating ducts but furnace was removed.

$369,000

21 Griswold Lane Winchester, CT 06098

Beds:
3
Baths:
3.00
Sq.Ft.:
2,100
Status:
Active
MLS#:
G10216536
Type:
Single Family
Subdivision:
N/A
Lot size:
0.62 Acres
Year built:
2000
Courtesy: BHHS New England Properties
View additional info

SPECTACULAR UPDATED PRIVATE WATERFRONT CTEMP/RANCH ON BEAUTIFULLY LANDSCAPED LARGE LOT ON WINCHESTER FISH AND GAME CLUB POND-.CAIR -CLEAN PROPANE HEAT-WOOD FRS-STONE FIREPLACED LR OPEN TO UPDATED QUARTE KIT-SLIDERS OFF DINING TO LARGE DECK OVERLOOKING THE LAKE-1ST FLR MBR SUITE WITH FULL BATH-FINISHED LARGE WALKOUT LOWER LEVEL WITH FULL BATH AND SLIDERS TO STONE PATIO-3 FINISHED LEVELS EACH WITH ITS OWN FULL BATH-ENJOY YOUR OWN LARGE SANDY BEACH AND DOCK WITH EXTRA SMALL BOATHOUSE TO STORE BEACH EQUIPMENT-THERE ARE 13 HOMES ON THE 30 ACRE LAKE WITH EACH MEMBER PAYING $1000 A YEAR FOR LAWN MAINTANCE OF COMMON AREAS AND DAM MAINTANCE. NO NEED TO GO AWAY FOR VACATION ENJOY YOUR PRIVATE LAKE HOME YEAR ROUND

$3,400,000

211-212 W Wakefield Boulevard Winchester, CT 06098

Beds:
6
Baths:
7.00
Sq.Ft.:
6,951
Status:
Active
MLS#:
99148614
Type:
Single Family
Subdivision:
N/A
Lot size:
1.03 Acres
Year built:
1923
Courtesy: The Higgins Group
View additional info

This spectacular 3 structure compound has a main house of 6800 sq.ft with a wrap around balcony that offers a view of the lake. The large master suite has a walk in closet and luxurious bathroom. The open style kitchen and dining room opens to the balcony and back yard for entertaining. The large bedrooms, music room, game room, living room, sun rooms, and more make it a great family house. It also boasts a 2 and 3 car garage, plus parking for 15 additional cars. The first of two on the lake houses has two bedrooms, a balcony and deck, dock, 1.5 bath, full kitchen and living room. The second has a loft bedroom, 1.5 bath, kitchen,2 decks, balcony, kitchen, storage, and 2 docks with a boat lift. Combined they have 250 ft. of lakefront.

$4,100,000

554 W Wakefield Boulevard Winchester, CT 06098

Beds:
6
Baths:
6.00
Sq.Ft.:
5,801
Status:
Active
MLS#:
99138617
Type:
Single Family
Subdivision:
N/A
Lot size:
1.71 Acres
Year built:
2007
Courtesy: The Higgins Group
View additional info

This extraordinary lake/island property is among the most beautiful and unique in Connecticut. A 1.7 acre private island with docks and boat launch on the largest lake in Connecticut. The causeway brings you to your own Shangri-La. The two car detached garage has a studio above with a half bath. The lower level has a over sized family room with full equipped wet bar, wine cellar,half bath, and extra large screen home theater. Three french doors take you out to a dock and boat launch. The cooks kitchen on the main floor opens out to the great-room with its over 20 foot high ceiling and central fireplace. Outside has a full cooks area, 2 cabanas with an outside heated shower.The lake is known as a fisherman's paradise.

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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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