Winchester CT Real Estate & Homes for Sale

The median home value in Winchester, CT is $195,000. 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 $195,000. 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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Type:
Single Family
Sq.Ft.:
1,200
Status:
NEW LISTING
Beds:
3
Lot size:
2 Acres
Year built:
1969
Baths:
2.00
MLS#:
170300728
Subdivision:
N/A

ADDITIONAL INFORMATION

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!

Type:
Single Family
Sq.Ft.:
2,324
Status:
NEW LISTING
Beds:
5
Lot size:
0.22 Acres
Year built:
1875
Baths:
2.00
MLS#:
170293828
Subdivision:
Winsted

ADDITIONAL INFORMATION

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!

Type:
Single Family
Sq.Ft.:
1,380
Status:
Active
Beds:
3
Lot size:
0.13 Acres
Year built:
1977
Baths:
2.00
MLS#:
170298044
Subdivision:
Winsted

ADDITIONAL INFORMATION

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!

Type:
Single Family
Sq.Ft.:
1,388
Status:
Active
Beds:
3
Lot size:
0.32 Acres
Year built:
1860
Baths:
3.00
MLS#:
170293723
Subdivision:
N/A

ADDITIONAL INFORMATION

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.

Type:
Single Family
Sq.Ft.:
1,344
Status:
Active
Beds:
3
Lot size:
0.19 Acres
Year built:
1990
Baths:
3.00
MLS#:
170296652
Subdivision:
N/A

ADDITIONAL INFORMATION

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!

Type:
Single Family
Sq.Ft.:
2,434
Status:
Active
Beds:
4
Lot size:
0.49 Acres
Year built:
1965
Baths:
3.00
MLS#:
170296046
Subdivision:
Winsted

ADDITIONAL INFORMATION

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;

Type:
Single Family
Sq.Ft.:
2,568
Status:
Active
Beds:
4
Lot size:
0.25 Acres
Year built:
1900
Baths:
3.00
MLS#:
170293202
Subdivision:
Winsted

ADDITIONAL INFORMATION

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.

Type:
Single Family
Sq.Ft.:
960
Status:
Active
Beds:
3
Lot size:
0.37 Acres
Year built:
1957
Baths:
1.00
MLS#:
170288028
Subdivision:
N/A

ADDITIONAL INFORMATION

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.

Type:
Single Family
Sq.Ft.:
1,632
Status:
Active
Beds:
3
Lot size:
2.55 Acres
Year built:
1982
Baths:
2.00
MLS#:
170284402
Subdivision:
Winsted

ADDITIONAL INFORMATION

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

Type:
Single Family
Sq.Ft.:
2,830
Status:
Active
Beds:
3
Lot size:
16.29 Acres
Year built:
1989
Baths:
3.00
MLS#:
170271395
Subdivision:
N/A

ADDITIONAL INFORMATION

These beautiful homes are being snatched up!!! 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!

Type:
Single Family
Sq.Ft.:
2,032
Status:
Active
Beds:
3
Lot size:
0.23 Acres
Year built:
1973
Baths:
3.00
MLS#:
170280350
Subdivision:
Winsted

ADDITIONAL INFORMATION

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!

Type:
Single Family
Sq.Ft.:
1,815
Status:
Active
Beds:
2
Lot size:
0.48 Acres
Year built:
1941
Baths:
2.00
MLS#:
170276813
Subdivision:
Winsted

ADDITIONAL INFORMATION

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.

Type:
Single Family
Sq.Ft.:
2,868
Status:
Active
Beds:
4
Lot size:
0.29 Acres
Year built:
1840
Baths:
2.00
MLS#:
170274834
Subdivision:
Winsted

ADDITIONAL INFORMATION

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 .

Type:
Single Family
Sq.Ft.:
1,260
Status:
Active
Beds:
3
Lot size:
0.32 Acres
Year built:
1965
Baths:
1.00
MLS#:
170273773
Subdivision:
Winsted

ADDITIONAL INFORMATION

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.

Type:
Single Family
Sq.Ft.:
1,248
Status:
Active
Beds:
3
Lot size:
0.21 Acres
Year built:
1900
Baths:
2.00
MLS#:
170273114
Subdivision:
Winsted

ADDITIONAL INFORMATION

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

Type:
Single Family
Sq.Ft.:
2,963
Status:
Active
Beds:
4
Lot size:
0.63 Acres
Year built:
2006
Baths:
3.00
MLS#:
170272762
Subdivision:
Winchester Center

ADDITIONAL INFORMATION

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.

Type:
Single Family
Sq.Ft.:
3,878
Status:
Active
Beds:
12
Lot size:
0.4 Acres
Year built:
1897
Baths:
7.00
MLS#:
170272555
Subdivision:
Winsted

ADDITIONAL INFORMATION

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..

Type:
Single Family
Sq.Ft.:
1,200
Status:
Active
Beds:
2
Lot size:
0.71 Acres
Year built:
1800
Baths:
1.00
MLS#:
170261178
Subdivision:
N/A

ADDITIONAL INFORMATION

fix me up or knock me down. Fabulous views of lake. Deep water frontage, large parking and great lot on both sides of W. Wakefield. Variance in place for new home!!!!!!! 50 ft on lake with bulkhead. HOUSE IS SOLD AS IS. SEE MAP IN ATT DOCUMENTS .

Type:
Single Family
Sq.Ft.:
1,700
Status:
Active
Beds:
4
Lot size:
6 Acres
Year built:
1982
Baths:
2.00
MLS#:
170253931
Subdivision:
Winchester Center

ADDITIONAL INFORMATION

You won't be able to find a better country location. Located steps from beautiful and peaceful Winchester Lake as driveway entrance is directly across from the boat launch entrance. Classic log cabin in the woods with huge "barn" that has unlimited potential. Current owner runs a successful business out of it and would love to stay and rent from a new owner. House features 4 bedrooms and 2 full baths. Plenty of opportunity for a thriving short term vacation rental as the Seller has great success with it now. If you would rather just have your own little escape with perfect vacation at home country log cabin then this is also the place for you. Would make a great primary residence, 2nd home or potential horse property. Located in quaint Winchester Center and close to all that the Berkshire foothills has to offer. Don't miss out on this awesome opportunity and a quick contract would have you in in time to enjoy all the holidays in your perfect New England getaway.

Type:
Single Family
Sq.Ft.:
3,204
Status:
Active
Beds:
5
Lot size:
2.2 Acres
Year built:
2001
Baths:
4.00
MLS#:
170245685
Subdivision:
N/A

ADDITIONAL INFORMATION

Rare opportunity to own this massive home with in-law apartment....and 4 car attached garage (30x40)!!! Also included in this sale is a carport and several outbuilding. Water and mountain views..... Very private setting, stone wall entryway, apple trees, garden areas. Granite porch, 400 sq ft patio, sq ft does not include the finished rooms above the garage!!! This is a beautiful property!

Type:
Single Family
Sq.Ft.:
1,969
Status:
Active
Beds:
5
Lot size:
62.5 Acres
Year built:
1860
Baths:
1.00
MLS#:
170242919
Subdivision:
N/A

ADDITIONAL INFORMATION

"Where can you find 74 acres for under 400K? Endless possibilities for this special piece of nature. The property may be sub dividable, and has incredible frontage on 2 roads. Hike to the top where it plateaus and enjoy views to Avon Mountain. The home itself is over 1900 square feet and needs a rehab and includes a barn. Currently being used as a horse property. Bring your imagination and schedule your showing today!"

Type:
Single Family
Sq.Ft.:
5,284
Status:
Active
Beds:
5
Lot size:
1.5 Acres
Year built:
1942
Baths:
6.00
MLS#:
170240956
Subdivision:
Winchester Center

ADDITIONAL INFORMATION

"THE OVERLOOK" Walk through this gated unique, solid well built duplex Colonial with its own separate first floor in-law apartment. Two car attached garage. Included in this home are 5 bedrooms, 5 baths and 1 half-bath. Two kitchens, two living rooms, a formal living room, study, library, den, office and furnished full season sun-room. It features pocket doors, partial central air, wood floors, a garden window in the bright kitchen, chair-rail throughout, and a complete master suite with his & hers baths and a soaker tub, dressing room, walk-in closets, and gas fireplace. These spacious rooms allow for large gatherings and entertaining. Escape outside to the beautiful manicured lawn with fruit trees, shrubbery, and perennials. Entertain at the above ground pool and relax at the "tiki" bar. On the chilly nights sit by the fire pit, or relax on the beautiful stone terrace. Property also consists of the year round Indian Meadow stream. This home also features outside lighting, a full house generator, wired surveillance camera system, and a security system. Travel one hour to Tanglewood & the Southern Berkshires, or closer to Norfolk's Infinity Hall & Bistro. Two hours and your in NYC or Boston.

Type:
Single Family
Sq.Ft.:
4,509
Status:
Active
Beds:
6
Lot size:
433.9 Acres
Year built:
1830
Baths:
5.00
MLS#:
170238009
Subdivision:
N/A

ADDITIONAL INFORMATION

MOTIVATED SELLER. REDUCED $455,000. BRING ALL OFFERS! This Classic Historic New England, Antique Colonial Farmhouse dating back to the late 1700's, is beautifully sited on 433.9+ acres in the foothills of the Berkshire Mountains. The home offers the original wide plank flooring, four fireplaces and plenty of original features throughout the house. The home is in need of renovations to be brought back to its original beauty. There is a natural spring-fed swimming pool with 21 acres of cleared land with the original stone walls and large pond on the property. This truly is an amazing property and the beauty of nature abounds in this magnificent setting. The opportunities are endless for this property. It could make an amazing Equestrian Facilty, Hunting Lodge, Glamping property, Camp for Fishing, Training, Hiking, Rehabiltation Facililty, Recreation Area, Corporate Campus, Country Inn and Resort, Bed and Breakfast, Wedding Venue, Destination Retreat and Spa, Development - Estate, Lots. This property is CERTIFIED ORGANIC, so it could be used for Farm-to-Table farming, Apple/Pear/Fruit Trees, herbs, vegetables, farming for grains, hops and/or barley for micro breweries, a farming industry that has become a giant, fast-growing investment opportunity. Don't miss out on this amazing property. MOTIVATED SELLER!

Type:
Single Family
Sq.Ft.:
3,475
Status:
Active
Beds:
3
Lot size:
48 Acres
Year built:
1976
Baths:
2.00
MLS#:
170237844
Subdivision:
N/A

ADDITIONAL INFORMATION

Escape from the harsh world on this expansive private property! Find peace and serenity on this 48 acre parcel in upper Litchfield county. Hiking trails, pond, open spaces for gardening or entertaining. The potential is endless......hunt, fish, have a working farm or just enjoy the quiet. Possibilities for a multi-home compound, horse farm, vineyard, etc. Great house as well! Just under 3500 sqft of living space. Large great room with tons of windows and natural light. Eat-in kitchen, formal dining and living rooms, mud/laundry room. Huge finished room over the garage with lots of closet space. Spacious master bedroom with lots of closet space! Oversized 2 car garage and great outbuilding to be used as a workshop or shed. This property really needs to be seen and explored to understand the full extent of its beauty. Close to Highland Lake and Winchester Lake.

Type:
Single Family
Sq.Ft.:
2,742
Status:
Active
Beds:
4
Lot size:
0.92 Acres
Year built:
1940
Baths:
3.00
MLS#:
170209084
Subdivision:
Winsted

ADDITIONAL INFORMATION

Welcome to Eagle Point, sited on a private location on Highland Lake noted for its clean water. Pretty places to gather guests start at the deck. The nearby stone patio offers an outdoor dining area. The lawn is lush and is the perfect place for a game of corn hole. Guests and family will want to wander down to the shoreline and sit back in the shaded lounge area and take in the magnificent views of the lake. Beautiful renovation of this year round 4 bedroom, 3 full bath waterfront home began in 2015 and is situated in the heart of the Litchfield Hills at the gateway to the Berkshires in one of the most scenic sections of Connecticut. As you enter the mudroom with white washed brick floor you will fall in love with this special year round home. The kitchen is spacious and will remain unfinished so the buyer(s) can finish to their liking. The kitchen is enhanced by one wall of beautiful stone and local wide board pine floors. A walk in pantry is a bonus to the chef of the family and there is also a breakfast/dining area off the kitchen. The living room with its large windows provides peaceful and panoramic views of the lake and the mountains. Step out on the pressure treated deck and hear the sounds of nature - you are sure to spot the eagle landing in the tree as well as blue heron gliding across the lake. The family room is located off the kitchen and has a cathedral ceiling, stunning two story stone fireplace with sliders to the patio and lake views.

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Davis E. Owen, Sr., License REB.0754414, Xome CT LLC, License REB.0790146 , Davis.Owen@xome.com, 844-400-XOME (9663), 2083 Main Street, Stratford, CT 06615


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 2020 Smart MLS, Inc. All rights reserved.

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