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Winchester CT Real Estate & Homes for Sale

21 Properties Found

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$385,000

147 Smith Hill Road Winchester, CT 06098

MLS: 24111148 Photos

Open House:

Sunday, 7/20 1:00-3:00PM

More Open House Info >

Beds:
4
Baths:
2.00
Sq.Ft.:
1,910
Status:
Active
MLS#:
24111148
Type:
Single Family
Subdivision:
Smith Hill
Lot size:
1.5 Acres
Year built:
1949
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Northwest CT Realty 860-379-7245
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ADDITIONAL INFORMATION

Tucked away on a wooded lot, this meticulously maintained Cape features 4 spacious bedrooms and a full bathroom on each floor. Enjoy watching the birds & other wildlife on the huge rear deck or enjoy the peaceful setting on the enclosed porch. They don't make them like this anymore! The grounds have been lovingly maintained. You will want to move right in.

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$235,000

130 Stanton Avenue Winchester, CT 06098

MLS: 24110201 Photos
Beds:
2
Baths:
1.00
Sq.Ft.:
768
Status:
Active
MLS#:
24110201
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.24 Acres
Year built:
1979
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Northwest CT Realty 860-379-7245
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ADDITIONAL INFORMATION

Step right into effortless living with this charming 2bedroom ranch-style home, nestled right in town and wrapped in durable, lowmaintenance vinyl siding. As you approach, you'll appreciate the tidy curb appeal and generous driveway-perfect for guests or extra vehicles. Inside, an open concept living and dining area welcomes you with abundant natural light and easy flow, ideal for both everyday comfort and casual entertaining. The adjacent kitchen boasts ample cabinetry and counter space, ready for your personal touch. Descend to the full, partially finished walkout basement, where potential abounds: imagine a cozy media room, a home office, or a hobby workshop-and still plenty of room left for storage. Rear Deck, seamlessly extends your living space outdoors. Behind that, discover a spacious backyard oasis-ideal for summer barbecues, garden projects, or simply unwinding under the sky. Perfect for first time buyers, down sizers, or anyone seeking single level convenience with space below, this home combines in town convenience (shops, schools, and cafes just minutes away) with room to grow. Don't miss your chance to make this versatile ranch your very own-schedule a showing today!

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$245,900

1 Hamill Drive Winchester, CT 06098

MLS: 24110449 Photos
Beds:
3
Baths:
2.00
Sq.Ft.:
976
Status:
Active
MLS#:
24110449
Type:
Single Family
Subdivision:
N/A
Lot size:
0.31 Acres
Year built:
1973
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Bard Real Estate, LLC 860-455-5016
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ADDITIONAL INFORMATION

This 1973 raised ranch is a charming home tucked away on a peaceful cul-de-sac in the country. The home features three bedrooms, providing ample space for your family or guests. The 1.5 bathrooms are functional, with the potential for some updates to bring them up to modern standards. The living area is spacious, and with its raised ranch design, it has the potential for a finished lower level that could be transformed into additional living space, such as a family room, office, or even a play area. The one-car garage and shed are great spaces for storage! The roof has been recently replaced, giving the home a solid foundation for years to come, though the interior could benefit from some renovations. Whether you're thinking of refreshing the kitchen, updating flooring and the heating system, or giving the bathrooms a makeover, there's plenty of potential here. Being in the country, the location offers peace and privacy with a quiet atmosphere. This home could be a great opportunity for someone looking to personalize and make it their own, while still enjoying a tranquil, rural lifestyle.

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$279,900

39 Colony Drive Winchester, CT 06098

MLS: 24112108 Photos
Beds:
3
Baths:
1.00
Sq.Ft.:
1,183
Status:
Active
MLS#:
24112108
Type:
Single Family
Subdivision:
N/A
Lot size:
0.26 Acres
Year built:
1969
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Tier 1 Real Estate 860-578-2016
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ADDITIONAL INFORMATION

Well-maintained 3-bedroom, 1-bath Cape located in a quiet neighborhood in Winchester. Features include dining area with hardwood floors, natural gas heat, and a top notch alarm system. Roof is less than 10 years old. Functional layout with flexible living space and a manageable yard for outdoor enjoyment. Sale is contingent upon successful purchase of seller's new property.

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$194,900

415 N Main Street Winchester, CT 06098

MLS: 24110544 Photos
Beds:
3
Baths:
1.00
Sq.Ft.:
1,446
Status:
Active
MLS#:
24110544
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.16 Acres
Year built:
1900
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Northwest CT Realty 860-379-7245
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ADDITIONAL INFORMATION

This charming 3-bedroom, 1-bath single-family home offers a great opportunity for homeowners or investors looking to build equity. Located close to downtown Winsted, this home features newer kitchen appliances, including a natural gas range, and a convenient main-level laundry area tucked inside a cozy pantry. A pellet stove in the dining room-currently not hooked up-adds potential for supplemental heat and added ambiance. Upstairs, a finished walk-up attic provides additional flexible space, and a second-floor storage room could be converted into a second bathroom with the right vision. Outside, the generous yard is overgrown but holds great potential with some cleanup, creating the perfect space for outdoor entertaining or gardening. The detached garage, just under 1,000 square feet, has served as both a workshop and a garage over the years. While it currently serves as storage and fits one car, it offers plenty of room for hobbies or future improvements. While the roof may need repair or replacement and the property could use some TLC, this home offers solid bones, and lots of potential. Bring your ideas and make this home shine!

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$299,000

15 John Street Winchester, CT 06098

MLS: 24108993 Photos
Beds:
3
Baths:
2.00
Sq.Ft.:
1,538
Status:
Active
MLS#:
24108993
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.19 Acres
Year built:
1900
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Northwest CT Realty 860-379-7245
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ADDITIONAL INFORMATION

Feels Like New - Without the New Construction Price! Looking for a move-in ready home that won't break the bank? This freshly renovated 3-bedroom, 2-bath home has been updated from top to bottom - with a brand-new roof, siding, doors (inside and out), electrical, plumbing, carpet, kitchen, and two full bathrooms. Everything's done and ready for you to move in. It sits on a nice, level yard on a quiet residential street, perfect for relaxing or enjoying time outside. You'll also have plenty of off-street parking. If you want a home that feels brand new-without the new construction price-this is one you won't want to miss!

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$287,750

12 Cherry Street Winchester, CT 06098

MLS: 24108213 Photos
Beds:
4
Baths:
1.00
Sq.Ft.:
1,492
Status:
Active
MLS#:
24108213
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.25 Acres
Year built:
1800
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: The Washington Agency 860-482-7044
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ADDITIONAL INFORMATION

This Home is Modern day updates Meets Old World Charm...The Updated Kitchen offers granite counter tops, custom cabinetry, tile flooring, and a pantry with Washer/ dryer hookups for convenience.. You'll find a formal dining room with hardwood floors, A main level bedroom, large living room with French doors and open stair case that leads to the upstairs.. Also on the Main level you'll find a completely remodeled Bathroom, with tile flooring, granite countertop and walk-in shower, As well as a sunroom/den for those much need quiet times. Upstairs you'll find 3 bedrooms all with hardwood floors, and a walk up attic . Windows have been updated..There is enough space to add a second bath if needed. This home also offers an enclosed back porch which would make a great mud room spot or whatever else you may need... The yard is completely fenced with custom gates. There is a generous 2 car Heated garage which has also been completely finished with tongue and grove paneling, recessed lighting , pull down attic space.. Best Man cave or she shed you could ask for!!! In addition to that there is a an oversize shed which is also heated for all the toys you may have. also has Hot and Cold water spigots outside, and a generator which is already installed...And all of this still leaves you plenty of room for parking.. In a matter of a few minutes you can find yourself at the Beautiful Highland Lake.. Home is part of Estate, Sold As-IS , And is subject to probate approval.

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$234,900

99 Norfolk Road Winchester, CT 06098

MLS: 24107073 Photos
Beds:
3
Baths:
1.00
Sq.Ft.:
980
Status:
Active
MLS#:
24107073
Type:
Single Family
Subdivision:
N/A
Lot size:
1.3 Acres
Year built:
1948
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Coldwell Banker Realty 860-231-2600
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ADDITIONAL INFORMATION

99 Norfolk Rd, Winsted CT - Opportunity Knocks! This cute 3-bedroom Cape sits proudly on 1.3 acres and is ready for its next chapter! With vinyl siding, replacement windows, and a lovely setting perched high up from the road, the bones are here-now it just needs your vision. For those seeking an investment opportunity or ready to roll up their sleeves and bring this gem back to life, this could be the one. Whether you're a savvy investor or a creative homeowner-to-be, there's room to build equity and make it your own. Don't miss out on the potential packed into this charming country Cape. A little effort could go a long way here! Located in scenic Winsted-a town known for its small-town charm, vibrant arts scene, and proximity to lakes, trails, and the Litchfield Hills-you'll be perfectly positioned to enjoy both outdoor adventure and community charm.

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$1,295,000

722 Lake Drive Winchester, CT 06098

MLS: 24105754 Photos
Beds:
3
Baths:
3.00
Sq.Ft.:
2,420
Status:
Active
MLS#:
24105754
Type:
Single Family
Subdivision:
N/A
Lot size:
0.17 Acres
Year built:
2014
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: The Washington Agency 860-482-7044
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ADDITIONAL INFORMATION

Welcome to lake living at its finest! Built in 2014 and first time on the market. Impeccably maintained, this stunning three bedroom, 3 bath home on Highland Lake, Winchester offers the perfect blend of comfort, style, and breathtaking VIEWS! From the moment you enter you will be captivated by the open-concept design, high-end finishes and panoramic lake views from both inside and out. Enjoy effortless indoor-outdoor living with a walkout lower level leading to a covered patio, hot tub and your own private dock-already in place and ready for summer fun. The two-car attached garage, basement storage and workshop, location off main road and numerous upgrades add convenience and value. Whether you're watching the sunrise or sunset, relaxing by the water, or entertaining friends and family, this home offers year-round vacation vibes and in immaculate condition. A rare opportunity on one of Connecticut's most desirable lakes-don't miss it!

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$380,000

279 Pratt Street Winchester, CT 06098

MLS: 24106147 Photos
Beds:
4
Baths:
1.00
Sq.Ft.:
1,978
Status:
Active
MLS#:
24106147
Type:
Single Family
Subdivision:
N/A
Lot size:
1.75 Acres
Year built:
1880
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Coldwell Banker Premier Real Estate 860-793-0349
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ADDITIONAL INFORMATION

Perched atop Pratt Street in Winsted, this traditional farmhouse offers a peaceful retreat on a generous 1.75-acre lot. Tucked away from the hustle and bustle, the property provides a quiet sanctuary surrounded by nature, perfect for those yearning to live out their farming dreams. The home itself features a classic farmhouse charm with inviting living spaces. You'll find warm hardwood floors throughout many of the rooms, including a cozy living area with ample natural light streaming in through large windows and French doors. A wood-burning stove provides a rustic focal point and a source of warmth. The property boasts expansive green lawns, mature trees, and well-maintained garden areas with very purposeful planting and design so something is blooming throughout the spring and summer, offering a picturesque setting. For aspiring farmers or those who simply enjoy fresh eggs, a chicken coop is already in place, ready for your feathered friends. The considerable acreage provides plenty of space for gardening, recreation, or even small-scale farming endeavors.This Winsted farmhouse presents an ideal opportunity for those seeking a tranquil country lifestyle with the convenience of a ready-to-go setup for hobby farming.

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$779,900

111 South Road Winchester, CT 06098

MLS: 24104683 Photos
Beds:
3
Baths:
4.00
Sq.Ft.:
4,953
Status:
Active
MLS#:
24104683
Type:
Single Family
Subdivision:
Winchester Center
Lot size:
3.97 Acres
Year built:
2000
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Showcase Realty, Inc. 860-283-1298
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ADDITIONAL INFORMATION

Perched up higher than the rest with sweeping views up a private driveway in beautiful Winchester Center you'll find this custom built 4,953 sq ft Colonial nestled in on 3.97 serene & bucolic acres. For the car enthusiasts, you'll see a 3 bay garage that can fit up to at least 7 cars if lifts are installed including a bonus 2 car tandem garage within the 3 bays. Plenty of room for oversized vehicles, equipment and workspace! Inside this home you'll find an open floor plan with newer oak hardwood flooring & recessed lighting on the Main Level with grand foyer, Palladian window, large living room with majestic column entranceway, FDR with chair rail, architecturally unique sunroom for those lazy mornings or weekends, eat-in-kitchen with island & plenty of cabinetry for storage, family room w/French doors leading out to the private grounds, sitting room with floor to ceiling fireplace, half bath & large pantry. You have your choice of 2 interior stairways up to 3 Bedroom Suites each with their own full baths, the Primary with hw flooring, full bath with stall shower & whirlpool tub in a spa like setting, laundry room and a bonus room which could be a 4th bedroom, just add a door to the alcove for a closet, access to the huge walk-up attic is through this bonus room.

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$375,000

181 Torringford Street Winchester, CT 06098

MLS: 24103426 Photos
Beds:
3
Baths:
2.00
Sq.Ft.:
2,160
Status:
Active
MLS#:
24103426
Type:
Single Family
Subdivision:
N/A
Lot size:
0.88 Acres
Year built:
1953
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Coldwell Banker Premier Real Estate 860-793-0349
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ADDITIONAL INFORMATION

Charming Colonial on Nearly an Acre! Discover the perfect blend of comfort and space in this 3-bedroom, 1.5-bathroom Colonial home. Situated on almost an acre of flat, usable land, the property features a brand new grand circular driveway and a detached two-car garage. The inviting exterior, with its covered front porch, welcomes you into a home ready for its next chapter. Complete with a picturesque pond and a chicken coop, this property is a rare find with endless outdoor possibilities! A great location in the small town of Winsted but still very convenient to all of the shopping in Torrington.

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$1,595,000

424 E Wakefield Boulevard Winchester, CT 06098

MLS: 24097125 Photos
Beds:
5
Baths:
2.00
Sq.Ft.:
3,693
Status:
Active
MLS#:
24097125
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.59 Acres
Year built:
1890
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: William Pitt Sotheby's Int'l 860-567-0806
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ADDITIONAL INFORMATION

Stunning Lakehouse! Victorian charm! One of the earliest Highland Lake homes with extensive custom upgrades and quality renovation. A true lakefront sanctuary offering spacious living areas, extensive outdoor living areas and wide open lake views offering South and West exposure for incredible sunsets. Lakefront dock system with hydraulic boat lift, Recently renovated kitchen /dining with newer appliances and farm sink, open floorplan greatroom with fireplace. Separate oversized two car detached garage with second floor and HVAC units for heating/cooling.

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$499,000

117 South Road Winchester, CT 06098

MLS: 24096267 Photos

Open House:

Sunday, 7/20 12:00-2:00PM

More Open House Info >

Beds:
3
Baths:
3.00
Sq.Ft.:
2,747
Status:
Active
MLS#:
24096267
Type:
Single Family
Subdivision:
Winchester Center
Lot size:
3.37 Acres
Year built:
1955
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: William Raveis Real Estate 860-677-4661
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ADDITIONAL INFORMATION

Nestled in a peaceful rural setting of Winchester Center, this charming home offers a perfect blend of rustic character and modern convenience. The property is located on over 3.3 acres of land and is adjacent to a scenic pond. Inside you will find a three bedroom two bath home with an additional in law apartment with one full bath and one bedroom and its own private entrance. The home also offers a Generac whole house generator for your convenience. There is also a spacious wine cellar in the basement. Outside you will find rock walls throughout the property, an inviting patio, and a large shed for your storage needs. Owner/Agent

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$995,000

469 Platt Hill Road Winchester, CT 06098

MLS: 24089885 Photos
Beds:
4
Baths:
2.00
Sq.Ft.:
3,088
Status:
Active
MLS#:
24089885
Type:
Single Family
Subdivision:
N/A
Lot size:
7.11 Acres
Year built:
1789
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Cohen Agency 860-618-5800
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ADDITIONAL INFORMATION

HOME-LAND -BARN. A TRUE NEW ENGLAND CLASSIC PROPERTY IN A POST CARD SETTING! For the Discerning Customer, whether You're an ANTIQUARIAN, HORSE & ANIMAL LOVER, or just seeking for a PEACEFUL & TRANQUIL LOCATION, this LITCHFIELD COUNTY HOME could possibly fit your Criteria. Stately 1789 11 Room 3,088 Sq. Ft. Colonial expresses Love, Warmth & Care. From the Solid Beams, Chestnut Wide-Board Floors, to the 12 over 12 Windows and Fireplaces, Displays the Charm & Character in this Residence! For a more Modern Twist, there is a Fully Remodeled Eat-in Kitchen with Quartz Counters, as well as Remodeled Bathrooms. 4 TO 5 Bedrooms, 3 Full Baths, Formal Dining Room & Comfortable Living Room. Spacious Sunken 20' x 21' Family Room with Cathedral Ceiling. Unique Loft offers a Birdseye View to the Family Room. Level 7 Acre Lot Enhanced by Stone Walls and Nice Plantings. Outbuildings include a 30' x 35' 4 Stall Horse Barn with Tack Room & Hayloft. 2 paddocks and a 25' X 30' Storage Building. Mechanicals include Oil Hot-Air Furnace, 200 AMP Electrical Service, Well Water & Septic System. A Quaint and Rural Atmosphere, but within Close Proximity to Major Shopping, access to State Parks, Lakes, Golf Courses, Ski Areas, and Local Arts and Cultural Venues. The Photo Library Partially tells the Story, but prospective Buyers need to Visit / Tour this Lovely Property in order to Appreciate its Attributes!!

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$849,900

119 W Wakefield Boulevard Winchester, CT 06098

MLS: 24075940 Photos
Beds:
4
Baths:
2.00
Sq.Ft.:
1,781
Status:
Active
MLS#:
24075940
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.62 Acres
Year built:
1904
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: KW Legacy Partners 860-313-0700
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ADDITIONAL INFORMATION

Have you been dreaming of breathtaking lake views and a property that is truly special, unique, and turn-key? This exceptional home includes 50 feet of waterfront access with a boat dock and lift, making it a dream for lake enthusiasts! Nestled across from the tranquil First Bay, this beautifully renovated two-family home can be enjoyed as a single-family retreat or an income-generating investment. Featuring modern upgrades throughout, the home boasts C/A, high-efficiency propane furnaces, newer appliances, windows, and siding-all designed for comfort and style. Inside, you'll find gorgeous details at every turn. The first-floor unit showcases a custom rustic kitchen with granite countertops, a Sub-Zero refrigerator, beverage fridge, gas range, and dishwasher. A luxurious marble-accented bathroom with a walk-in shower, two spacious bedrooms, and a large family room with French doors leading to a wraparound covered porch complete this level-perfect for soaking in those incredible views! The second-floor unit offers flexibility, featuring a kitchenette, dining room/office space, two additional bedrooms, and a family room with sliding doors opening to another covered porch-all with the same stunning lake vistas! Addt'l highlights include an oversized two-car detached garage with a carport, a hot tub (sold as-is), a level yard area, and a side deck. Situated just steps from the water, this home provides easy access to all lake activities. Rustic charm meets upscale living!

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$515,000

55 Walnut Street Winchester, CT 06098

MLS: 24071827 Photos
Beds:
5
Baths:
4.00
Sq.Ft.:
5,016
Status:
Active
MLS#:
24071827
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.56 Acres
Year built:
1880
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Northwest CT Realty 860-379-7245
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ADDITIONAL INFORMATION

Timeless Victorian with Endless Possibilities.Step into a piece of history with this stunning Victorian property, a landmark in the community and home to The Maloney Funeral Home since the early 1900's. Nestled in the TCR Zone, this versatile building offers a wealth of potential. The TCR Zone allows for accessory residential uses, community centers, family day care homes, single-family dwellings, and home farming. Additionally, with a special permit, the property may accommodate a variety of uses, including affordable housing, bed and breakfasts, boarding houses, congregate residences, convalescent/nursing homes, country inns, home occupations, mixed-use buildings, multi-family dwellings, outdoor private recreation and entertainment facilities, restaurants, schools, two-family dwellings, and places of worship. The first floor features spacious rooms that could accommodate a kitchen, pantry, dining room, formal living room, family room, and office. The second floor provides ample space for four to five bedrooms, while the third floor boasts a generously sized apartment, adding flexibility to the layout. A standout feature is the impressive 2,300 sq. ft. three-story barn/garage, offering abundant storage, workshop space, and potential for various uses. Whether you're seeking a unique investment opportunity or a property brimming with character, this exceptional offering is ready for its next chapter.

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$1,699,500

538 Wheelers Point Winchester, CT 06098

MLS: 24052635 Photos
Beds:
4
Baths:
3.00
Sq.Ft.:
2,496
Status:
Active
MLS#:
24052635
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.7 Acres
Year built:
1930
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: William Pitt Sotheby's Int'l 860-567-0806
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ADDITIONAL INFORMATION

Lakefront Historic Architecture meets Modern Styling on private waterfront penninsula with 360' direct lake frontage! Split timber tudor architecture offers unique features - leaded glass, stone flooring, window seats, paneling and mouldings, brick and stone appointments. A stunning kitchen for folks who cook, charming diningroom with bar and window seat overlooking the waterfront, and spacious family room with granite fireplace with views in all directions. Sunroom with radiant heated stone flooring, extensive stone patios, pergola, gardens, terraces, sandy beach/swimming area. This is it!

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$1,299,999

435/434 Wakefield Boulevard Winchester, CT 06098

MLS: 24047556 Photos
Beds:
8
Baths:
5.00
Sq.Ft.:
5,231
Status:
Active
MLS#:
24047556
Type:
Single Family
Subdivision:
N/A
Lot size:
1.51 Acres
Year built:
1930
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Berkshire Hathaway NE Prop. 860-489-1772
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ADDITIONAL INFORMATION

Welcome to this spectacular Highland Lake estate, offering a unique blend of luxury & tranquility. Situated on 1.3 acres of level land, the property includes a large barn/garage capable of housing multiple cars, boats, & equipment. The main home boasts generously sized rooms w/ high ceilings, offering an open, airy feel throughout. The kitchen has been updated w/ hardwood cabinets, featuring updated appliances, a spacious eat-in area, & an oversized island perfect for meal prep & entertaining. The rest of the main floor is ideal for hosting guests, w/ expansive windows providing stunning views of Highland Lake from every angle. Step outside to a covered front porch, where you can take in breathtaking sunrise views over the water. The second floor is home to the huge Primary bedroom, complete w/ a recently remodeled full bath & two walk-in closets. Four additional spacious bedrooms share Jack & Jill bathrooms, & a second-floor summer porch offers a serene spot to enjoy the natural beauty of the lake. The third floor adds even more space, w/ three additional bedrooms & a full bath that could be updated to reflect your needs. Directly on the lake is a 1/4 acre lot w/ 150+/- ft of water frontage, you'll find a charming lakeside cottage that features a cozy fireplace, kitchenette, full bath, & wrap-around deck. Whether you're relaxing on the dock or enjoying the cottage's amenities, this entire property is perfect for experiencing the best of lakefront living.

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$2,199,000

431 W Wakefield Boulevard Winchester, CT 06098

MLS: 24042374 Photos
Beds:
9
Baths:
6.00
Sq.Ft.:
7,000
Status:
Active
MLS#:
24042374
Type:
Single Family
Subdivision:
N/A
Lot size:
3 Acres
Year built:
2002
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Berkshire Hathaway NE Prop. 860-677-7321
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ADDITIONAL INFORMATION

This waterfront estate at 431 W. Wakefield Blvd in Winchester, CT, is not just a home but the ultimate Highland Lake lifestyle. Imagine waking up each day to stunning lake views, with endless seasonal activities awaiting just beyond your doorstep. In the summer, dive into boating, jet skiing, swimming, and fishing right from your private dock, or simply unwind along the shoreline. As winter settles in, the lake becomes a playground for ice fishing, skating, and cozy fireside gatherings, making this a year-round sanctuary. With luxury finishes, a gourmet kitchen, and custom craftsmanship in the main home, plus a charming guest bungalow, this property is ideal for hosting family, friends, or even guests. Zoned for a bed and breakfast and featuring an extra subdividable lot, the estate also holds exciting potential for income generation or expansion. Whether you're envisioning a private retreat, an upscale B&B, or future development with a subdividable lot, this versatile property is the perfect setting for those seeking a dynamic, all-season lake life.

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$650,000

18-4A Taylor Brook Road Winchester, CT 06098

MLS: 170551066 Photos
Beds:
3
Baths:
3.00
Sq.Ft.:
2,135
Status:
Active
MLS#:
170551066
Type:
Single Family
Subdivision:
N/A
Lot size:
3.46 Acres
Year built:
2023
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: The Washington Agency 860-482-7044
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ADDITIONAL INFORMATION

Beautiful custom built gem situated on a private site with a stream! Bright, sunny open floor plan with 3 bedrooms, 2.5 baths, great bonus room. Gleaming hardwood floors thru-out, granite tops, stone/marble baths, walk up attic. Large deck off kitchen. Don't miss this incredible opportunity!

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Davis E. Owen, Sr., License REB.0754414, Xome CT LLC, License REB.0790146 , [email protected], 844-400-XOME (9663), 2083 Main Street, Stratford, CT 06615


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Winchester Real Estate

Winchester is located in Connecticut. Winchester, Connecticut has a population of 10,335. Winchester is less family-centric than the surrounding county with 20.73% of the households containing married families with children. The county average for households married with children is 26.17%.

The median household income in Winchester, Connecticut is $65,537. The median household income for the surrounding county is $84,797 compared to the national median of $69,021. The median age of people living in Winchester is 50.7 years.

Winchester Weather

The average high temperature in July is 80.7 degrees, with an average low temperature in January of 13.6 degrees. The average rainfall is approximately 52.3 inches per year, with 52.6 inches of snow per year.

Winchester Map

Winchester Real Estate Market Conditions

  • Median sales price

    $286,000
    14.1%
    change since last quarter

  • # Active listings

    45
    30-day change

Winchester Schools and Demographics

Education near Winchester, CT

City County
High School Graduates 93.76 93.89
College Degree - 2 year 11.55 9.19
College Degree - 4 year 27.21 36.19
Graduate Degree 8.81 11.56
Expenditures per Student 26,218 26,218
Students per Teacher 11.5 11.5

Elementary Schools near Winchester, CT

Grades Students P/T Ratio ZIP
Batcheller Early Education Center PK - 01 186 12.6 06098
Botelle Elementary School PK - 06 115 12 06058
East School KG - 05 361 12.9 06790
Forbes School KG - 05 373 11 06790
Goshen Center School KG - 06 150 10.7 06756
Mary P. Hinsdale School 02 - 04 241 11.9 06098
Southwest School KG - 05 329 12.7 06790
Torringford School KG - 05 615 13.4 06790
Vogel-Wetmore School PK - 05 478 12.6 06790
Vogel-Wetmore/Outreach PREK PK - PK 7 06790

Middle Schools near Winchester, CT

Grades Students P/T Ratio ZIP
Northwestern Regional Middle School 07 - 08 332 10.9 06098
Pearson Middle School 05 - 08 149 11.5 06098
Torrington Middle School 06 - 08 1,012 13.1 06790

High Schools near Winchester, CT

Grades Students P/T Ratio ZIP
Explorations 09 - 12 88 9 06098
Northwestern Regional High School 09 - 12 693 12.9 06098
The Gilbert School 07 - 12 552 11.8 06098
Torrington High School 09 - 12 1,003 12.4 06790

Ungraded Schools near Winchester, CT

Grades Students P/T Ratio ZIP
* Migeon Academy 09 - 12 12 06790
Batcheller - Bridges 1 UG - UG 0 06098
Connecticut Mental Health Center UG - UG 0 06790
Intensive Learning Program UG - UG 0 06098
Links 06 - 12 13 13 06098

Demographics near Winchester, CT

City County
Neighborhood Type
Population 10,335 185,175
Population Density 318 201
Median Age 50.7 47.6
People per Household 2.2 2.4
Median Household Income 65,537 84,797
Average Income per Capita 37,469 47,811

Real estate near Winchester

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