Winchester CT Real Estate & Homes for Sale

99 Properties Found

The median home value in Winchester, CT is $130,000. 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 Winchester, CT is $130,000. 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 you’re interested in, contact a Winchester real estate agent to arrange a tour today!
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Beds:
4
Baths:
3.00
Sq.Ft.:
2,646
Status:
NEW LISTING
MLS#:
170134798
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.27 Acres
Year built:
1890
Courtesy: Sullivan Real Estate Inc
View additional info

Move in condition! Set up as a duplex this home offers a large amount of space with the ability to have an accessory apartment in the basement. Fresh paint, new carpets and updated kitchen. 4-5 bedrooms!!!! 3 Full baths!!! Looking for home with in-law? Need lots of bedrooms? This home even has 2 driveways. Owner will have new roof installed prior to closing.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,946
Status:
NEW LISTING
MLS#:
170134739
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.9 Acres
Year built:
1969
Courtesy: Northwest CT Realty
View additional info

IMMACULATE 4 bedroom Colonial on quite country road. This home is in impeccable condition with many not very old updates such as roof, siding, windows. There is a great/sun room off the living room that leads out to the rear yard and modest deck overlooking the lightly wooded rear yard. Most every room in this home is adorned with beautiful and gleaming hardwood floors. The basement is neat and orderly and has a fireplace and the possibilities of making more living space. This home is not to be overlooked.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,486
Status:
Active
MLS#:
170132943
Type:
Single Family
Subdivision:
N/A
Lot size:
1 Acres
Year built:
1947
Courtesy: Keller Williams Realty
View additional info

Completely remodeled, move in ready one level ranch home. Newly updated eat-in kitchen. Enjoy one floor living with 3 spacious bedrooms, the master bedroom has a sizable walk in closet and the en-suite features double sink vanity. Enjoy coffee on either the front porch or the back deck, overlooking the privacy of the woods and fire pit. Water heater, pump and tank under 3 years old. Easy commutable location, 30 minutes from the airport, West Hartford and Waterbury.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,284
Status:
Active
MLS#:
170132841
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.99 Acres
Year built:
1982
Courtesy: Northwest CT Realty
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Located on the outskirts of town sits this 3 bedroom Raised Ranch on a 1 acre lot. This home has been nicely maintained and is ready to move in and has many nice features such as a 16x12 screened porch, stand by generator with an automatic transfer switch, along with sound mechanicals. The one car garage under the house has plenty of room for a workshop along with additional space in the basement for storage and work area, the 3rd bedroom is also located in the lower level.

Beds:
4
Baths:
1.00
Sq.Ft.:
1,114
Status:
Active
MLS#:
170132020
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.56 Acres
Year built:
1957
Courtesy: Sullivan Real Estate Inc
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Original owners!!!! First time on the market is this storybook cape. Pride of ownership throughout. No detail was overlooked. Built-ins in the upstairs two bedrooms, custom storage in basement. This is a 4 bedroom home, with a 1 car garage. Large yard with storage shed, deck for relaxing, views to look at, and so much more.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,901
Status:
Active
MLS#:
170131803
Type:
Single Family
Subdivision:
Winsted
Lot size:
3 Acres
Year built:
1810
Courtesy: Sullivan Real Estate Inc
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Diamond in the rough! Check out this old style colonial on 3 acres. Roof and siding in good condition. Some interior rehab has been started and is in need of finishing touches. Deck, porch and patio overlook river. Covered walking bridge is a highlight of this property. It needs your vision to turn it into the quality home it can be.

Beds:
1
Baths:
1.00
Sq.Ft.:
1,008
Status:
Active
MLS#:
170130745
Type:
Single Family
Subdivision:
N/A
Lot size:
0.26 Acres
Year built:
1930
Courtesy: Northwest CT Realty
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Best deal at the lake and priced to sell. A "gem" in the rough! Rustic lake home situated on the east side of third bay of Highland Lake. The house is set across the street from the lake, but included is an approximately 10' wide waterfront parcel for lake access for swimming, kayaking or canoeing. Highland Lake is a 444 acre fully recreational lake in beautiful Litchfield County at the base of the Berkshires Mountains. A short 2-1/2 hour drive from NYC or 45 minutes to Hartford. The area offers many amenties - several ski areas, vineyards, close-by music venues and shopping. Highland Lake has great fishing and is well stocked with trophy fish. Enjoy relaxing times at the lake and magical sunset views.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,128
Status:
Active
MLS#:
170129535
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.37 Acres
Year built:
1936
Courtesy: Northwest CT Realty
View additional info

Situated on the prestigious peninsula known as Wheelers Point sits this year round waterfront home. This home shares the point with only 4 other homes and is very private yet has great lake views and offers amazing sunsets. From the moment you walk into the main living space of this magnificent lodge you can feel the old world charm. This home features 3 bedrooms and 2.5 baths and many modern day amenities such as radiant heat, stand by generator and central air. There are several waterfront patios that overlook your 100' of waterfront and sturdy 40 aluminum dock capable of mooring several vessels along with an additional permit for jet ski mooring. This property has a variance in place to construct an addition that would house a new kitchen, bathroom, bedroom, living space and yes....a 2 car garage!!! Highland lake is a 444 acres lake and is noted for its clean water, one of the reasons is this property along with 95% of the properties on the lake are connected to city sewer. Just 45 minutes to Hartford and Bradley International Airport. The Berkshires are very close by as well as Infinity Music Hall and Warner Theater. 2 hrs. To NYC and 2/12 to Boston.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,320
Status:
Active
MLS#:
170125072
Type:
Single Family
Subdivision:
N/A
Lot size:
0.17 Acres
Year built:
1937
Courtesy: Keller Williams Realty
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Waterfront on Highland Lake-this year round 3 bedroom/1.1 bathroom home has great swimming and boating access to the lake with 77.85 ft of frontage, kitchen with dining space and spacious living room with huge windows overlooking the lake, 1st floor half bathroom with laundry hook ups, 2nd floor features all 3 bedrooms and full bathroom, updated mechanicals, central air, plenty of off street parking and large flat yard. Located on first bay, 45 minutes from BDL, approximately 2 hours to Boston and 2.5 hours to NYC. Great private location on the point between shore Dr. and Perch Rock Trail.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,390
Status:
Active
MLS#:
170122857
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.26 Acres
Year built:
1823
Courtesy: The D'Amore Agency, LLC
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Three Bedroom , 2 bath 1823 colonial with front porch and on level centrally located parcel . In past 5-6 years , new furnace and updated Kitchen & baths. .Hardwood floors .

Beds:
3
Baths:
2.00
Sq.Ft.:
1,388
Status:
Active
MLS#:
170127226
Type:
Single Family
Subdivision:
N/A
Lot size:
0.32 Acres
Year built:
1860
Courtesy: Cohen Agency SiM, LLC
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Located in the heart of Winchester, this beautiful home is walking distance from downtown, the boat launch and beach! Freshly painted and kitchen has new kitchen countertops and backsplash. The deck is great for entertaining. Three bedrooms and two full bathrooms. Washer and dryer hookups on main level. Hardwood and carpet throughout... MUST SEE!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,214
Status:
Active
MLS#:
170125821
Type:
Single Family
Subdivision:
N/A
Lot size:
1.2 Acres
Year built:
1979
Courtesy: Town & Country Real Estate
View additional info

Must See...Uniquely Designed 3 Bedroom 2 Bathroom Ranch that has multiple split levels for an open plan airy feel. Located directly across the way you will find beautiful views of Green Woods Golf Course. This property also has a nice ample size lot of 1.2 acres... The property is in overall very good move in condition and with some aesthetic updating the home is truly a potential gem. The fire placed living room along with a family room and large den offers plenty of extra square footage to spread out and relax. All offers will move quickly and are subject to probate approval.

Beds:
2
Baths:
2.00
Sq.Ft.:
992
Status:
Active
MLS#:
170125393
Type:
Condo
Subdivision:
Winsted
Year built:
1986
Courtesy: Classic Real Estate LLC
View additional info

Stunning condo, immaculately renovated! Kitchen features granite counter tops, freshly installed tile and stainless steel appliance. Bathrooms features new appliances, stainless steel hardware, granite counter tops and brand new tile. Tucked away in a forested little complex with river frontage, this unit shines! A MUST SEE!!!

Beds:
3
Baths:
2.00
Sq.Ft.:
2,066
Status:
Active
MLS#:
170124741
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.9 Acres
Year built:
1939
Courtesy: Berkshire Hathaway NE Prop.
View additional info

The original Manchester Home has been owned by the same family since it was built and is being offered for sale for the 1st time. This sprawling colonial has been well maintained over the years and includes plenty of room to expand in the walk up attic that is fully floored. The 1st floor features 5 rooms, an eat-in kitchen, breakfast nook, formal dining room, front to back living room with fireplace and 2 sets of french doors that lead out to a 4 season porch. There is also an office, formal entry way and a mudroom. Each of the generous bedrooms surround a common landing on the 2nd floor where you can have a casual resting spot or computer/homework area. The yard is level and large enough for seasonal gatherings. There's a patio area directly off the dining room for casual dining and morning coffee that overlooks the back yard and all that nature has to offer. Great convenient location but sitting in the back yard you would think you were in the country with plenty of privacy. The home has had many updates and enhancements over the years and some of the more recent ones are new hot water heater 2014, new Anderson windows and baseboard heat to the 4 season room 2010-2012, new furnace and installed CAir, and upgraded all electrical switches and outlets 2008, electrical service was upgraded to 200 amp in 2004. This is a great opportunity to own a real classic beauty.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,548
Status:
Active
MLS#:
170124788
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.89 Acres
Year built:
2007
Courtesy: The D'Amore Agency, LLC
View additional info

Virtually New Construction...Quality Home with Craftsmanship and attention to detail. This 4 Bedroom 2.5 Bath Colonial features Gleaming Hardwood Floors, Recessed Lighting, a large Eat-In/ Center Island Kitchen with Granite Counters and under mount lighting. Huge Private Deck for entertaining Family and Friends alike. From the moment you walk in you will be in awe. First Floor Laundry room/Pantry, Den/ Office all with an open floor plan. Second Floor boasts 4 Bedrooms and a Lovely Private Master suite w/ Glass Shower enclosure and soaking Tub, Walk-in Closet and exterior Balcony. A property truly not to be missed.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,166
Status:
Active
MLS#:
170123982
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.6 Acres
Year built:
1984
Courtesy: Keller Williams Realty
View additional info

CHARMING CONTEMPORARY COLONIAL NESTLED IN THE ADORABLE HIGHLAND LAKE COMMUNITY! Step in and enjoy 3 bedrooms, 1.1 baths and an open floor plan that makes entertaining a breeze! Magnificent sun filled great room with cathedral ceiling is sure to be the favorite spot to host game night with friends OR relax after a long week with your favorite novel! Eat in kitchen with custom cabinets with soft close drawers! Microwave and stove both NEW in 2018! Cozy family room, home office space AND upper loft could be anything your heart desires! Attached 1 car garage, deck NEW in 2015 and NEW laminate flooring in the bedrooms! Lush yard is like your own private getaway! Take in the fragrant flowers in your garden or lounge on the deck with dinner cooks on the grill! Feeling adventurous? Spend the day exploring Highland Lake OR head into town for dinner and a movie at the Gilson Cafe & Cinema! Tucked away yet conveniently located near shopping, restaurants, local highways, hiking/biking trails and SO much more!

Beds:
4
Baths:
3.00
Sq.Ft.:
2,080
Status:
Active
MLS#:
170123796
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.93 Acres
Year built:
2001
Courtesy: Century 21 Bay-Mar Realty
View additional info

Lovingly maintained second owner home is the pride of ownership. 4 bedrooms and 2.1 baths, this Colonial offers large eat-in kitchen (features breakfast bar) with slider to goes out to large deck. Formal dining room with hardwood floor and front to back living room. Laundry room is also on the main floor. The second floor offers 4 bedrooms with a large master bedroom that offers a great walk in closet and master bath. 3 other bedrooms all of good size. Full basement offers many possiblilities. Whole house propane generator. Private yard that has many wildlife friends venturing in for a visit!

Beds:
3
Baths:
1.00
Sq.Ft.:
1,234
Status:
Active
MLS#:
170123634
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.26 Acres
Year built:
1979
Courtesy: Town & Country Real Estate
View additional info

Don't miss this one..Bring your offers today for this Meticulously well maintained Ranch with Lake Views and deeded rights for Lake access to Highland lake. This Home offers a somewhat open floor plan that really takes advantage of all available space for an airy feel. This home also offers an additional beautifully finished lower level with 3rd bedroom and lots of extra space for storage if needed. Lower level also features a great cast iron wood stove for additional heating comfort as well as a generator hookup when and if needed. There also is a huge over sized detached workshop/studio that presents all types of possibilities for endeavors of arts and crafts, gardening, whatever your interest....... BONUS!!!..The home is also being sold together with 6 lots equal to .37 acres on Bay View Rd that are abutting the backyard of this home. 2 of the lots have been plotted together and have a building approval variance to build one single family residence.

Beds:
3
Baths:
4.00
Sq.Ft.:
2,559
Status:
Active
MLS#:
170122413
Type:
Single Family
Subdivision:
N/A
Lot size:
0.6 Acres
Year built:
1910
Courtesy: Higgins Group
View additional info

Recently expanded and beautifully remodeled colonial with hardwood floors and high end finishes throughout; enjoying expansive views of the lake from all three levels of living space. The pictures/slide show only tells part of the story. This house was carefully designed with a focus on entertaining for family and friends with an open floor plan and abundance of light. A true feature of the house and statement piece are the two folding glass doors merging the lake and large deck with the living room. The finished basement room with half bath enables full use of the backyard, hot tub, and waterfront dock. The dock house offers a relaxing shelter right on one of the largest lake frontages. An additional feature is the boating inlet next to the dock house; making launching of kayaks, canoes, jet skis, and other small boats easy. Just minutes from town and shopping, the house is conveniently situated. Though originally built in 1910 the house went through extensive remodeling/renovation in 2016.

Beds:
3
Baths:
1.00
Sq.Ft.:
512
Status:
Active
MLS#:
170121841
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.06 Acres
Year built:
1936
Courtesy: Northwest CT Realty
View additional info

What the cottage lacks the lot and location make up for. Yes it is only 512 sq. ft. but there is room to sleep 6-8 and plenty of room to entertain many more. West facing so you will received lots of sun along with some of the most fabulous sunsets.Highland Lake is a 444 acre lake and is noted for its clean water, one of the reasons is this property as well as 95% of the properties on the lake are connected to city sewer. Just 3/4 hr to Hartford and Bradley International Airport. The Berkshires are very close by as well as Infinity Music Hall, Warner Theater. 2 hrs. to NYC and 2 1/2 to Boston. What a place to make lasting summer memories.

Beds:
6
Baths:
7.00
Sq.Ft.:
5,801
Status:
Active
MLS#:
170110260
Type:
Single Family
Subdivision:
N/A
Lot size:
1.71 Acres
Year built:
2007
Courtesy: William Pitt Sotheby's Int'l
View additional info

Highland Lake Waterfront Private Island Retreat. The clean waters of Highland Lake in the town of Winchester in Litchfield County surround this 1.7 acre island once known as "Club Island" in the early 1920's with a lot of great history here and on various parts of this 444 acre boating lake. In 2007 the present owners hired Mackin Architects in North Salem, NY to create a rustic camp style Adirondack home reminiscent of the Gilded Age in American Architecture. Every detail of this fine home was thoughtfully executed right down to the artful creation of the posts and beams from Lake Placid. The open floor plan has water views from all sides of this extraordinary residence. Porches on both sides of the house one of which is screened all have water views and the stone patio, dock and firepit at the lakeside is another well appointed entertaining area. A massive two story stone fireplace in the living room with beadboard siding and soaring ceiling is open to the dining room and a kitchen that will excite the gourmet cook with custom built cabinetry, center island, 6 burner Wolfe range with grill and commercial style ventilation system. Honed granite sink, sub-zero refrigerator, wine cabinets and more. A library and two bedrooms with 1 1/2 baths is on the main level. The second floor master has water views as all bedrooms do, built-ins and a bath with a Rohl vintage look soaking tub and separate tiled shower. Three additional bedrooms and two full baths complete the second level.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,777
Status:
Active
MLS#:
170117382
Type:
Single Family
Subdivision:
Winchester Center
Lot size:
0.65 Acres
Year built:
1977
Courtesy: William Raveis Real Estate
View additional info

WATER FRONT! 150" Are you looking for PARADISE? Well your search is over! Direct water front Lake Home on Winchester Fish and Game Club Pond! Coveted 30 acres. Spring and stream fed. Over 150' of lake front property. Not only is this a summer paradise but winter as well. The high elevation of 1170 feet lends itself to ice fishing, hockey and skating. Skiing is not far away as well. Small electric fishing motor allowed. No outside boats allowed to keep the lake from cross contamination. A new dam was built in 2011-2012. the house features, the first floor features Cathedral Ceiling Dining area with slider to deck. 2 story living room with wood stove, lots of windows and 2 sliders to large beautiful deck overlooking the lake and wooded yard, lots of privacy. A first floor bedroom and full bath. Upper level has a loft area to kick back on a rainy day and relax. Also a bedroom. Lower level features 2 additional bedroom, family room and full bath. Slider to lower deck. So come enjoy all that Mother Nature has to offer from Fire flies in July to Fall Foliage to Snow capped Mountains. It's all here for you! Right of first refusal and contingent upon Sellers finding a home of their choice. $1500 one time association fee and yearly association dues.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,632
Status:
Active
MLS#:
170120622
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.72 Acres
Year built:
1981
Courtesy: Northwest CT Realty
View additional info

Looking to be in the lake district well here is your chance to own this 3 bedroom, 1 full and 1/2 bath Colonial. This home has been very nicely maintained and is bordered by the Winchester Land Trust on one side and to the rear of the property. Sitting on the patio makes you feel like you are deep in the woods. Don't miss your opportunity to view this one before it is gone.

Beds:
5
Baths:
2.00
Sq.Ft.:
2,132
Status:
Active
MLS#:
170119988
Type:
Single Family
Subdivision:
Winsted
Lot size:
160 Acres
Year built:
1903
Courtesy: Town & Country Real Estate
View additional info

Offered is the perfect location for your mountain retreat, estate, horse farm, or nature sanctuary. Once a working cattle farm, the 160 mountain top acres are 90 % gently rolling, suitable for clearing and multiple uses. Still in place is the original 13 room home, barn, sheds, outbuildings and farm equipment from yesteryear! With old logging roads throughout and approx 20 acres of open fields, you need only add the horses. The abundance of wildlife, birds and butterfly's cannot be overstated on this nearly unspoiled land. The home with its old world charm, is hooked into a solar panel system that creates more energy than needed and actually credits the owners annually. The property borders state land and large pond to the south side. So bring your offers and live nearly "off the grid" on the magical mountain-top paradise. Per owner sq ft under roof is approx 3,500.

Beds:
1
Baths:
1.00
Sq.Ft.:
600
Status:
Active
MLS#:
170115924
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.23 Acres
Year built:
1947
Courtesy: eXp Realty
View additional info

Properties included on this sale include 341 Tiffany Rd, 343 Tiffany Rd, 345 Tiffany Rd, 300, Norcross St ,302 Norcross St, 304 Norwood Rd, and 306 Norwood Rd Winsted Ct. The total acreage is just a little over an acre.

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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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