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Winchester CT Real Estate & Homes for Sale

114 Properties Found

The median home value in Winchester, CT is $186,450 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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$184,900

24 East Lake Street Winchester, CT 06098

Beds:
3
Baths:
2.00
Sq.Ft.:
1,368
Status:
NEW LISTING
MLS#:
170024603
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.41 Acres
Year built:
1900
Courtesy: Northwest CT Realty
View additional info

Nicely updated home in great condition and a fabulous location in the Highland Lake district directly across the street from Resha Beach. This home features an exquisite kitchen, 2 full updated baths, 1 on each level and the first floor hosts the laundry. One main floor bedroom and two modest size bedrooms on the second. The private rear yard features a nice outdoor living area around the pool and there is a barn/garage with room for 1 vehicle and possibilities for workshop and extra storage. You only have to step onto your front porch to watch the WFD annual holiday Gator Parade!! This home is a must see.

$169,900

82 Strong Terrace Winchester, CT 06098

Beds:
4
Baths:
2.00
Sq.Ft.:
2,279
Status:
NEW LISTING
MLS#:
170024387
Type:
Single Family
Subdivision:
Winsted
Lot size:
1.31 Acres
Year built:
1928
Courtesy: COLDWELL BANKER CALABRO
View additional info

Federal Home Loan Mortgage Corporation (Freddie Mac) owned, Sold As-Is. This property is eligible under a First Look Initiative through 11/03/17- investor offers will not be considered until after this date. Just a little work needed here! Previously updated kitchen and newly refinished hardwood floors. Hardwood floors throughout house. 4 bedrooms, 2 full baths, sunroom, living room with fireplace.

$644,000

376 E Wakefield Boulevard Winchester, CT 06098

Beds:
4
Baths:
2.00
Sq.Ft.:
1,878
Status:
NEW LISTING
MLS#:
170021139
Type:
Single Family
Subdivision:
N/A
Lot size:
0.3 Acres
Year built:
1940
Courtesy: William Pitt Sotheby's Int'l Realty
View additional info

DREAMING OF A LAKE HOUSE? - This charming renovated 4 BR home with 2 full baths sits on 91 feet of water frontage with its own private dock, sea wall and also has steps to enter the crystal clear water of Highland Lake. You can sit back , relax and enjoy drinks or your morning coffee on the large deck that boats scenic views of the lake surrounded by nature. An brick sidewalk leads the way to this most attractive home where you will find and an open floor plan with a spacious kitchen with built in hutch, dining room and family room with hardwood floors and sliders to the deck. Off the FR area is a dry bar. French doors open to the living room with hardwood floors, built in bookcases and a wood burning fireplace -perfect after a day of skiing, fishing or hiking. There is also a hot tub room with great views of the lake as well as a first floor bedroom and a full bath. The knotty pine walls lend a woodsy country touch to this wonderful home. The second floor is an open area with three skylights and is used as a gaming room with an office overlooking the lake. A master bedroom with stunning lake views and 2 additional bedrooms complete this level. A full walkout basement and two car detached garage offer plenty of space for storing your canoe, kayak or floats. You can gather around a fire pit after a day on the lake or sit by the fireplace after an autumn hike in the mountains. Highland Lake is 444 acres nestled in the Berkshires. 2 hrs to NYC and 20 min to Mass.

$122,728

191 Spencer Hill Road Winchester, CT 06098

Beds:
3
Baths:
2.00
Sq.Ft.:
1,472
Status:
NEW LISTING
MLS#:
G10188742
Type:
Single Family
Subdivision:
Winsted
Lot size:
4.25 Acres
Year built:
1988
Courtesy: Nutmeg Properties
View additional info

**PRICE REDUCED** GREAT NEWS !!!! 191 SPENCER HILL ROAD IS BACK ON THE MARKET !!! Excellent opportunity to own a roomy 3 bedroom 2 bathroom split level on with a fully finished lower level, huge 2 car attached garage, above ground pool with fixed deck around it, huge deck right off of the dining room area and a floor to ceiling wood burning brick fireplace. You will find excellent craftsmanship and detail starting from the clapboard wood siding on the outside to the details on the front porch. Truly a great opportunity to own an excellent home at a great price!

$99,900

29 Bridge Street Winchester, CT 06098

Beds:
8
Baths:
3.00
Sq.Ft.:
3,343
Status:
NEW LISTING
MLS#:
170023804
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.24 Acres
Year built:
1890
Courtesy: Realty Experts LLC
View additional info

Beautiful victorian house with original woodwork, beautiful fireplaces, hardwood floors, and a large yard.

$78,000

110 Glendale Avenue Winchester, CT 06098

Beds:
4
Baths:
1.00
Sq.Ft.:
1,318
Status:
NEW LISTING
MLS#:
170023507
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.33 Acres
Year built:
1953
Courtesy: Coldwell Banker Res Brokerage
View additional info

Fannie Mae owned property. Enjoy this cape with spacious living room, eat in kitchen, enclosed sun porch with slider leading to deck & private back yard with out building, 2 bedrooms on the 1st floor with 2 additional bedrooms on the upper level. 1 car garage and basement great for storage or finish if you prefer. Take advantage of this great price.

$135,000

180 Gilbert Avenue Winchester, CT 06098

Beds:
3
Baths:
2.00
Sq.Ft.:
1,584
Status:
NEW LISTING
MLS#:
170021942
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.53 Acres
Year built:
1930
Courtesy: Elyse Harney Real Estate
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"York House" a Tudoresque style home with stunning makeover offering light filled rooms, beautiful wood floors, fireplace and open staircase, 3 bedrooms, 1 1/2 refurbished baths, formal living room, formal dining room, heated sun room off living room, kitchen with new appliances.. The home also offers a new heating system and water heater as well as additional upgrades. A large spacious yard runs through to the next street and affords many opportunities for outdoor living and possible expansion. Priced to sell.

$289,900

118 South Road Winchester, CT 06098

Beds:
4
Baths:
3.00
Sq.Ft.:
2,240
Status:
Active
MLS#:
170022707
Type:
Single Family
Subdivision:
Winchester Center
Lot size:
2.76 Acres
Year built:
1984
Courtesy: Mary LeBlanc Realty
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Well cared for Colonial 4 bedroom 3 bath Home.Nice 2.76 acre lot , lightly wooded with a stone wall. The home is vinyl sided with a large deck that runs the length of the house features 3 sliders to access from Great room, Kitchen or Family room, Plus a Formal Livingroom and Dining room . Water heater is 1 year old, 2 car garage, large basement

$139,000

176 Pratt Street Winchester, CT 06098

Beds:
3
Baths:
2.00
Sq.Ft.:
1,395
Status:
Active
MLS#:
170021031
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.66 Acres
Year built:
1900
Courtesy: Hunter Real Estate, LLC
View additional info

Classic Colonial style home with 3 large bedrooms, 1.5 baths, Newer windows, Roofing & updated Electrical. Brand new high efficiency gas boiler/furnace. Wood floors. Large living room. Newer appliances. Large back yard in school zone with large deck. Walk to the Highland Lake Beach, Batchellor School Playground! Priced to sell!

$748,500

405 W Wakefield Boulevard Winchester, CT 06098

Beds:
2
Baths:
3.00
Sq.Ft.:
2,074
Status:
Active
MLS#:
170016587
Type:
Single Family
Subdivision:
N/A
Lot size:
0.47 Acres
Year built:
1986
Courtesy: William Pitt Sotheby's Int'l Realty
View additional info

Highland Lake, a 444 acre body of water noted as one of the cleanest lakes in Connecticut. This year round one owner home has also been renovated with quality materials and finishes over the last few years. Stunning views from a newer Trex wrap around deck which overlooks a beautifully landscaped property and includes a spacious private waterfront with 115 feet, beach for launching your kyak or boat, a dock, entertaining area with patio and a cabana housing a bathroom, refrigerator and storage. A contemporary post and beam home with an Adirondack feeling in this open floor plan featuring a stone fireplace, vaulted ceiling and great floors and flows into the spacious dining area with access to the deck. Updated chef's kitchen has a 5 burner gas cook top, center island, pot rack and granite counters. An en suite first floor master bedroom and beautifully appointed bath with private deck. The second level bedroom has a full bath and office area. The finished walk out lower level (450+/- sq.ft) with 1/2 bath can be a third bedroom or game room and has lake views. The attached garage is deep and wide for cars with work area. CertainTeed siding, newer solar skylights, doors, 2017 roof and converted to propane heat. A generator is also included, lighting is built into stone walls, electric and water in the cabana and concrete sea wall. Buyers to assume balance of sewer assessment, approx. $2,900. Enjoy your summers or year round living at this most desirable lake.

$145,900

58 Overlook Road Winchester, CT 06098

Beds:
2
Baths:
1.00
Sq.Ft.:
1,500
Status:
Active
MLS#:
170018914
Type:
Single Family
Subdivision:
Winsted
Lot size:
1.44 Acres
Year built:
1890
Courtesy: Keller Williams Realty
View additional info

Charming 1890's Colonial. All the charm of an older home with wood beams, updated kitchen with tile floor and new dishwasher, some doors missing on cabinets. Dining room located off kitchen, once you leave dining area enter into large living room with beams and a burning fireplace/stove. Walk up one step and enter into the large family room, great space for entertaining or a play area ,off the family room is the remodeled full bathroom with tile floor. Only thing not replace in bathroom was the bathtub. Laundry is also located on 1st floor. Upstairs are two good size bedrooms. One with carpet and walk-in closet and the other with hardwood floors, Furnace and hot water was replaced in 2009. This home will be sold "AS IS". It is a short sale. Large lot with large shed. Legal address is 58 but the home number on the mailbox is 60.

$55,000

111 Riverton Road UNIT 25 Winchester, CT 06098

Beds:
2
Baths:
2.00
Sq.Ft.:
1,204
Status:
Active
MLS#:
170016279
Type:
Condo
Subdivision:
N/A
Year built:
1987
Courtesy: Keller Williams Realty
View additional info

This large 2 bedroom townhouse condo offers over 1200 square feet of living space and an attached 2 car garage! HUD Home. Sold âœAS ISâ by elec. bid only. Prop avail 09-27-17. Bids due by 10-06-17 11:59 PM Central Time then daily until sold. FHA Case #061-295443. Insured w Escrow Rpr. Eligible for FHA 203K. 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. Repairs: Repair plumbing system; it did not hold pressure, Install CO and smoke detectors. Per FHA appr., city is Winsted. Cash, Conventional, FHA.

$369,000

129 Highview Drive Winchester, CT 06098

Beds:
4
Baths:
4.00
Sq.Ft.:
2,496
Status:
Active
MLS#:
170018730
Type:
Single Family
Subdivision:
N/A
Lot size:
4.5 Acres
Year built:
1986
Courtesy: William Raveis Real Estate
View additional info

Very nice log home. Everything has been done. New boiler Kitchen has custom cherry cabinets , granite and SS appliances. New bathrooms, hardwood floors on main level, first floor bedroom could be master. 2 Masters suits on second floor. Barn with elect. and Shed. 4.5 acres at end of a cul de sac.. Minutes to Highland lake and Winchester lake. Property is private but close to most everything. Must see. Owner/agent

$239,900

405 Winchester Road Winchester, CT 06098

Beds:
3
Baths:
1.00
Sq.Ft.:
1,821
Status:
Active
MLS#:
170016448
Type:
Single Family
Subdivision:
N/A
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.

$350,000

21 Griswold Lane Winchester, CT 06098

Beds:
3
Baths:
3.00
Sq.Ft.:
2,100
Status:
Active
MLS#:
170016064
Type:
Single Family
Subdivision:
N/A
Lot size:
0.62 Acres
Year built:
2000
Courtesy: Keller Williams Realty
View additional info

CHARMING LAKEFRONT HOME NESTLED ON THE COVETED 30 ACRE CRYSTAL CLEAR WINCHESTER FISH AND GAME CLUB POND! FEEL LIKE YOU ARE ON VACATION 365 DAYS A YEAR WITH AWE-INSPIRING VIEWS DURING ALL 4 SEASONS! Feel instantly at home the moment you step in to this well cared for 3 bedroom, 3 FULL bath home that has lovely hardwood floors throughout! Entertaining is a BREEZE in this open floor plan home where you can effortlessly glide among your guests and still keep an eye on all the delicious foods simmering in the kitchen! LIGHT AND BRIGHT living room with stone fireplace begs you to put your feet up after a long week and catch up on your favorite shows! Master suite features 2 walk in closets, full bath AND deck where you can enjoy that first cup of coffee whist the birds serenade you! Step out onto the main deck that is perfect for afternoon tea OR soak up the sun's rays on your private beach! Lush yard is like your own private getaway where you can enjoy all the sounds of nature while you prepare for a sunset dinner and then roast marshmallows in the fire pit and gaze up at the stars! Feeling adventurous? Pack up a picnic lunch and go explore the hiking trails OR test your sea legs and spend the day on the water fishing and swimming! Tucked away yet conveniently close to it all! Ski the mountain at Mohawk, window shop in the boutiques, fish along the river, wander around one of the many agricultural fairs, marvel at the beauty of the ever changing foliage and SO much more!

$189,900

174 Wallens Street UNIT C3 Winchester, CT 06098

Beds:
2
Baths:
3.00
Sq.Ft.:
1,960
Status:
Active
MLS#:
170014805
Type:
Condo
Subdivision:
Winsted
Year built:
2005
Courtesy: Northwest CT Realty
View additional info

Adult community 55+. Beautifully maintained home at Clockmakers Hill. Open floor plan with plenty of natural light. Formal dining room, kitchen with breakfast bar, living room with gas fireplace and custom built bookshelves, master bedroom suite with tray ceiling, full bath and walk in closet, spacious family room in lower level with walk out, full bath. Front and back porches, gas heat and hot water, center air and a garage. Community club house is across from this unit.

$139,900

4 Hurlbut Street Winchester, CT 06098

Beds:
3
Baths:
3.00
Sq.Ft.:
1,423
Status:
Active
MLS#:
170014685
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.3 Acres
Year built:
1873
Courtesy: Santa Realty
View additional info

Move right in to this charming home within walking distance to Highland Lake. 3 bedrooms 2 bathrooms, with fabulous wall paper that brings out some true history and charm! 2 car garage and large driveway. Beautiful flowers and plantings surrounding the grounds. Great patio for outdoor entertaining. A true gem. Must see to appreciate.

$78,000

52 Riveredge Drive UNIT 52 Winchester, CT 06098

Beds:
2
Baths:
2.00
Sq.Ft.:
992
Status:
Active
MLS#:
170013336
Type:
Condo
Subdivision:
Winsted
Year built:
1986
Courtesy: Northwest CT Realty
View additional info

Nicely maintained townhouse unit. Updated kitchen. This unit is move in ready!!!

$169,900

213 Perch Rock Trail Winchester, CT 06098

Beds:
3
Baths:
1.00
Sq.Ft.:
1,248
Status:
Active
MLS#:
170012685
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.23 Acres
Year built:
1965
Courtesy: Northwest CT Realty
View additional info

Remarkably maintained and updated Ranch in the Highland Lake community. This home sits directly across the street from the lake and has nice views and several access points to the water. This home features newer thermopane windows, hardwood floors, level rear yard with patio and new gutters.

$149,900

51 Norfolk Road Winchester, CT 06098

Beds:
3
Baths:
1.00
Sq.Ft.:
1,544
Status:
Active
MLS#:
170012201
Type:
Single Family
Subdivision:
N/A
Lot size:
1 Acres
Year built:
1940
Courtesy: The D'Amore Agency, LLC
View additional info

Three bedroom Cape with master bedroom and full bath on the first floor. Large living room with fireplace. Eat-in kitchen with a bay window. Laundry on the first floor. Garage with lots of storage on an acre of land. Would make a great starter home!

$139,900

63 Holmes Road Winchester, CT 06098

Beds:
3
Baths:
2.00
Sq.Ft.:
1,390
Status:
Active
MLS#:
170010837
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.63 Acres
Year built:
1959
Courtesy: Realty Experts LLC
View additional info

Charming 7 room Colonial with large yard. Outskirts of town yet close to the lake. House has much potential.

$354,900

169 W Wakefield Boulevard Winchester, CT 06098

Beds:
2
Baths:
1.00
Sq.Ft.:
1,632
Status:
Active
MLS#:
170010301
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.37 Acres
Year built:
1942
Courtesy: BHHS New England Properties
View additional info

Highland Lake â“ Waterfront. Well maintained and designed for easy living, this 1,632 sq. ft. lake home with 2 bedrooms and 1 bath offers a smartly designed open floor plan and beautiful views from most rooms! Eat-in kitchen with breakfast bar. Spacious living/dining room area with hardwood floors and exposed beams add to the charm of this home. The great room with its wall of windows overlooking the water not only offers nice water viewing but also the flexibility to use this room to fit your needs, could be great additional sleeping space for guests. Large master bedroom with walk in closet and water views. The walk out lower level offers additional space for storage, a workshop or could be easily finished for more living space. Additional features of this home include: waterfront with dock, covered patio, public sewer, newer roof, furnace and driveway. Highland Lake is a 444 acre full-service lake offering all-weather activities including boating, skiing, swimming, ice skating, ice fishing & cross country skiing, etc., and is known for itâs great fishing; it is also one of CTs cleanest lakes. Easy travel from NYC, Boston and Southern CT. Minutes to Rte 8. Nearby amenities include Infinity Music Hall, the Berkshires, Warner Theater, shopping and restaurants. This home offers all of the conveniences you want in a lake home while being easy to maintain. Donât miss it!

$379,900

322 Taylor Brook Road Winchester, CT 06098

Beds:
4
Baths:
3.00
Sq.Ft.:
3,108
Status:
Active
MLS#:
170005703
Type:
Single Family
Subdivision:
N/A
Lot size:
6.58 Acres
Year built:
1978
Courtesy: Century 21 AllPoints Rlty
View additional info

Winchester Contemporary 3,108 sq. ft.,11 Room home with gated drive,nestled on 6.58 acres,very private and tranquil wooded area. This unique property offers 4 Bedrooms,3 full baths,spacious Living room with Walk-in Foyer,large field stone fireplace,with wide plank flooring,Dining room with Oak flooring,Sun room with sliding glass doors and neon lighting,eat -in- kitchen,Central Propane heat,Air Conditioning and Central Vacuum. Newly Finished downstairs can be used as Income property,as a B&B or Full In Law apartment,which offers full kitchen,media room,library,full bath with laundry area,utility storage room.Bedroom with sliding glass doors leads out to a "Tuscany" seating area in garden with 2 separate entrances The 3,900 sq. ft.,2 Story Barn Shaped / Studio with 10' high ceilings,ambient light with separately heated 4 Bay,has been used for Income,storing 7 Antique Cars,3 Motorcycles etc. A 4' wide staircase to upper floor Studio with skylights and sliding glass doors, leading to outside deck with stairs for easy access,used as Artist Space has special rubber tile flooring and carpeted area. Walls are made of Antique Wooden doors of which some are over 100 years old. Experience total privacy outdoors, enjoying several seating areas,Oriental Garden,Koi Pond, fireplace and entertainment areas.

$479,500

107 W Wakefield Boulevard Winchester, CT 06098

Beds:
3
Baths:
3.00
Sq.Ft.:
2,392
Status:
Active
MLS#:
170009885
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.23 Acres
Year built:
1989
Courtesy: BHHS New England Properties
View additional info

Highland Lake â“ This impeccable, absolutely beautiful lake home with open, commanding views of the water invites comfort and exudes elegance. Built in 1989, this 2,392 sq ft home encompasses 3 spacious bedrooms, 3 full baths, a sleek & stylish gourmet kitchen w/granite counters, center island & stainless steel appliances, dining room w/ pellet stove and a 16x26 living room w/ gas fireplace & dual sliders to the balcony for breathtaking views. Donât miss the master bedroom w/ spa-like shower, sitting area, cathedral ceiling, sky lights, walk-in closet and sliders to the balcony. Other special highlights include: outdoor BBQ area with views, 2-car garage, additional off street parking, public water & sewer & 200 amp electrical service. With the generous living space & stylish finishes youâll enjoy the perfect setting for relaxing and entertaining. Over $50,000 of high quality upgrades in the past 7 years include: tankless hot water heater, roof, windows, central air, appliances, furnace, new decks, railings & more! Completely updated & upgraded! Meticulously maintained. Highland Lake is one of CTs cleanest lakes offering boating, skiing, fishing, swimming & cross country skiing, skating, ice fishing in winter. Easy commutes from Boston & NYC. Close to Rte 8. Perfect for anyone, this home is ideally positioned to enjoy all the seasons at Highland Lake. See it today!

$239,900

160 Danbury Quarter Road Winchester, CT 06098

Beds:
3
Baths:
2.00
Sq.Ft.:
1,606
Status:
Active
MLS#:
170008982
Type:
Single Family
Subdivision:
Winsted
Lot size:
2.59 Acres
Year built:
1988
Courtesy: Washington Agency
View additional info

Contemporary 3BR, 2BA home located on a secluded 2.59 acre lot. Enjoy country living with 3 apple trees, 2 pear trees, plum tree, grapes, raspberries, apricots, cherries, blueberries, vegetable/flower gardens and chicken coop! This home offers an open floor plan, cathedral ceilings, hardwood floors, wood burning fireplace in the living room, second floor master w/ master bathroom and walk in closet, mud room off the 1 car attached garage, galley kitchen with stainless steel appliances, a partially finished lower level for additional space and a 4 season sun room with its own heat zone. The sunroom overlooks a stone patio with sliders leading to the patio and hot tub, which is surrounded by a beautiful private back yard, for you to enjoy outdoor living as well! Great for entertaining!! The back yard also includes a spacious tool shed.

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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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