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73 Norfolk Rd, Winchester
$260,000
3 Beds ⋅ 3 Baths ⋅ 24133158 MLS
New to the market! Check out this upgraded colonial home with 3 bedrooms and 2.5 baths located on a 2.6-acre wooded lot with a patio, shed and paths for walking and quadding. Enjoy entertaining in the open layout with an eat in kitchen and new cabinets. Relax in the cozy living room with hard wood floors, a fireplace and a sliding glass door to the back deck. Keep in mind the formal dining room can also be used as a playroom or home office. Let's move to the upstairs master bedroom which has a fully renovated bathroom including a jetted tub. A combined half bath/laundry room adds functionality to the main level. A convenient walkout basement is equipped with a workbench and plenty of shelves for storage. Don't miss out on this one!

73 Norfolk Rd, Winchester

94 Holabird Ave, Winchester
$255,000
3 Beds ⋅ 1 Baths ⋅ 24158795 MLS
Welcome to this charming New England Colonial that blends classic character with comfortable living. Step inside to an inviting, oversized living room featuring beautiful new vinyl flooring-perfect for relaxing, entertaining guests, or gathering with family. The main living level offers two convenient bedrooms and a laundry area, making everyday living easy and practical. Upstairs, you'll find two additional bedrooms that provide flexible space for family, guests, a home office, or hobbies. Outside, the backyard truly shines through the seasons, offering a peaceful setting to enjoy spring blooms, summer gatherings, colorful fall foliage, and quiet winter views. With its warm layout, timeless Colonial style, and inviting spaces inside and out and easy heating with natural gas, this home offers the perfect blend of New England charm and everyday functionality.

94 Holabird Ave, Winchester

43 Wallens St, Winchester
$250,000
4 Beds ⋅ 2 Baths ⋅ 24146596 MLS
Highest and best 1/4/26 by 5pm Welcome to 43 Wallens Street in the heart of Winsted - a versatile two-family property ideal for owner-occupants, investors or an in law. The first-floor unit offers a one-bedroom layout with recessed lighting, while the spacious second unit features three bedrooms, including one on the main level and two on the upper floor, plus an additional room on the main level perfect for a home office or flex space. An inviting all-season porch with a wood stove welcomes you upon entry. Interior features include a combination of hardwood flooring and carpeting, and the property has been freshly painted throughout. Outside, enjoy a two-car garage, along with a shed providing excellent storage and utility. Conveniently located near Northwestern Connecticut Community College, medical facilities, and Highland Lake, with easy access to shopping, parks, and commuter routes. A great opportunity to own a well-located multi-family home in Winchester.

43 Wallens St, Winchester

174 Wallens St Unit APT B6, Winchester
$250,000
2 Beds ⋅ 2 Baths ⋅ 24144757 MLS ⋅ Clockmakers Hill BLDG.
Discover effortless, low-maintenance living in this inviting home located in the highly sought-after Clockmaker's Hill 55+ community. The thoughtfully designed open floor plan features 2 bedrooms and 2 full bathrooms, offering seamless flow from the spacious living room-anchored by a cozy gas fireplace-to the dedicated dining area, ideal for hosting friends and family. The sun-filled kitchen boasts granite countertops and plenty of workspace, making meal prep a pleasure. The versatile second bedroom, with an adjacent full bathroom and generous closet space, is perfect for guests or can easily serve as a home office or hobby room. Unwind in the spacious primary suite complete with its own private full bath. Additional conveniences include an in-unit laundry closet and an attached one-car garage for year-round comfort. Enjoy your morning coffee or unwind in the evening on the welcoming front porch. Residents of Clockmaker's Hill also enjoy access to a beautifully maintained clubhouse for private gatherings and community events, along with meticulously landscaped grounds. With shopping, dining, and major commuter routes just minutes away, this move-in-ready home offers the perfect blend of comfort, convenience, and community. Embrace the active 55+ lifestyle you've been waiting for!

174 Wallens St Unit APT B6, Winchester

817 E Wakefield Blvd, Winchester
$231,000
2 Beds ⋅ 1 Baths ⋅ 24143747 MLS
Perched atop a scenic hill overlooking picturesque Highland Lake, this charming ranch offers 1,051+/- square feet of inviting living space with two bedrooms and two full bathrooms. The galley-style kitchen features Thomasville cabinetry and Corian countertops, opening to an intimate dining room with tranquil lake views. Take your pick of relaxing spaces-whether it's the cozy living room with an exposed beam, the airy sunroom overlooking the water, or the expansive 12x17 Trex deck. You can also unwind in the outdoor hot tub beneath the cabana for year-round enjoyment. Adding to its appeal, this property includes a private boat dock and picnic area, offering direct access to all the recreation Highland Lake provides. Whether you're seeking a vacation getaway or a forever home, this lakeside retreat is truly a must-see.

817 E Wakefield Blvd, Winchester

106 Rockwell St, Winchester
$230,000
6 Beds ⋅ 3 Baths ⋅ 24139930 MLS
Looking to expand your investment portfolio-or live nearly rent-free while building one? This rare 3-family opportunity checks all the boxes! Hard to come by, this multi-family property features long-term, reliable tenants plus a vacant unit ready for an owner-occupant or a new rental. The lower level offers a comfortable 1-bedroom unit with walk-out patio. The main (2nd) level features 2 spacious bedrooms, a large living room, an eat-in kitchen and a 3rd bedroom currently being used as a dining room. The 3rd-floor unit includes 1 bedroom plus a tandem bedroom/dressing room/nursery, a generous living room, and a charming balcony off the kitchen, along with direct access to the walk-up attic for additional storage potential. Tenants share the basement, and off-street parking adds convenience. Located just moments from the hub of Winsted, this property provides easy access to shopping, dining, and local amenities. Tenants are dependable, pay on time, and would love to stay! You will need some sweat equity to bring this multi-family back to its glory days! Being sold "As-Is". Follow this home on finaloffer.com for instant updates and offer alerts. Don't miss this rare chance to secure a strong income-producing asset-or move in and let the rent pay the mortgage!

106 Rockwell St, Winchester

18 Curtice St, Winchester
$229,000
2 Beds ⋅ 2 Baths ⋅ 24145729 MLS
Move-in ready and thoughtfully updated, this inviting home at 18 Curtice Street offers peace of mind and modern comfort. In 2005, the property was completely stripped to the studs and renovated, including updated plumbing and electrical, roof, kitchen, and baths. The heating system, along with the oil tank, was replaced in 2019. The main living level features a spacious front living room, a large eat-in kitchen with sliders leading to a covered deck overlooking a private rear yard, and a convenient half bath-ideal for everyday living and entertaining. Upstairs, you'll find a generously sized primary bedroom with a walk-in closet, a second bedroom, a full bath, and laundry. Ideally located with easy access to schools, recreation, and all that the downtown area has to offer, this home combines quality updates with a desirable setting.

18 Curtice St, Winchester

174 Wallens St Unit APT H1, Winchester
$227,500
1 Beds ⋅ 2 Baths ⋅ 24119179 MLS ⋅ Clockmaker's Hill BLDG.
Discover effortless living in this inviting home at the sought-after Clockmaker's Hill community. The thoughtfully designed open floor plan creates seamless flow from the spacious living room-anchored by a cozy gas fireplace-to the dedicated dining room, perfect for hosting friends and family. The sun-drenched kitchen features a convenient breakfast bar for casual dining and morning coffee. The versatile den with adjacent full bathroom and generous closet storage offers flexibility as a home office, hobby room, or guest space. Retreat to the spacious primary bedroom suite with its spacious full bathroom. Practical conveniences include an in-unit laundry closet and attached one-car garage for year-round comfort. Step onto your welcoming front porch to enjoy morning coffee or evening relaxation. As a Clockmaker's Hill resident, you'll have access to the elegant clubhouse for private gatherings and community events, plus beautifully maintained landscaped grounds. This prime location puts shopping, dining, and major commuting routes just minutes from your door. Ready to embrace the active 55+ lifestyle? This move-in-ready home offers the perfect blend of comfort, convenience, and community.

174 Wallens St Unit APT H1, Winchester

9 John St, Winchester
$225,000
2 Beds ⋅ 2 Baths ⋅ 24154885 MLS
Fully renovated 1870 Colonial offering 1,172 sq. ft. of thoughtfully updated living space that blends historic character with modern comfort. Hardwood floors run through the living room and both bedrooms, creating a warm and inviting feel. The flexible layout includes a convenient first-floor bedroom and a spacious primary bedroom on the second level. The bright, refreshed kitchen features new flooring, skylights that fill the eat-in area with natural light, and all-new stainless steel appliances. A first-floor laundry room adds everyday convenience and includes a remodeled half bath, while the full bathroom has also been completely updated with clean, modern finishes, with the antique, refinished tub. Fresh interior paint and all-new lighting throughout provide a crisp, move-in-ready atmosphere. Extensive improvements offer lasting value and peace of mind, including a new gas furnace, new vinyl siding, new roof on the addition, new wood front porch, new deck, and new lighting throughout the home-enhancing both efficiency and outdoor enjoyment. Ideally located close to shopping, restaurants, and major highway access, this home delivers updated living in a convenient setting. A great opportunity for buyers seeking a fully renovated home and low maintenance yard, with nothing left to do but move in.

9 John St, Winchester

111 Riverton Road Unit 79, Winchester
$222,000
2 Beds ⋅ 2 Baths ⋅ 24209492 MLS ⋅ Riverwalk BLDG.
A Stylish two-bedroom one and half bath condo featuring numerous updates that makes this an inviting comfortable home. The remodeled kitchen offers a fresh, modern space for cooking, newer flooring adds style though out the main living area. Additional updates are the three energy saving split units for A/C and heating plus an additional source of heat is the pellet stove. Two new sliders open out to private deck, wonderful for enjoying a beverage or just the outdoors. A well maintained move in ready condo offering comfortable low-maintenance living with many of the update already completed. There is always something for you to do in the area, entertainment, restaurants and an easy distance to RT 8. FINAL & BEST BY 5:30 10/5/26

111 Riverton Road Unit 79, Winchester

111 Torringford St Unit 7, Winchester
$205,000
2 Beds ⋅ 2 Baths ⋅ 24173166 MLS ⋅ Green Ridge BLDG.
SELLER REQUESTS ALL OFFERS BY SATURDAY, MAY 9TH @ 5:00 Have I got a home for you! Unpack and relax in this rarely available condo, the perfect spot for you. With easy access to the highway and a quaint downtown area filled with restaurants and shops, this two-bedroom unit offers plenty of room to breathe. The cozy kitchen comes equipped with ample cabinetry and a brand new gas stove. You can store all your small appliances in the large pantry and interact with guests while cooking dinner through the opening that overlooks the combined dining and living room. Sunlight pours in through the sliding door, leading you to your brand new deck-perfect for enjoying your morning coffee while taking in the wooded backyard. The first-floor primary bedroom features a large closet and easy access to a completely renovated bathroom, which boasts a beautiful walk-in shower. Just up the stairs is a second bedroom and another renovated full bath with trendy fixtures. Need more space? Head up to the loft area with skylights, which makes for a great office, TV room, or yoga space to unwind. There's also a full basement that includes a new hot water heater and furnace, along with additional closet space. This area is perfect for finishing as an additional game room! This is not a drive-by and will not last long. Schedule your viewing today!

111 Torringford St Unit 7, Winchester

111 Torringford St Unit 33, Winchester
$204,000
2 Beds ⋅ 2 Baths ⋅ 24174220 MLS
Tucked within the desirable Green Ridge community, this inviting townhouse-style condo offers comfortable living with thoughtful updates and flexible space throughout. Featuring 2 bedrooms and 2 bathrooms, this home blends functionality, warmth, and opportunity for a new owner to make it their own. The updated kitchen serves as the centerpiece of the home, offering modern finishes, ample cabinet space, and an open flow into the dining and living areas, making everyday living and entertaining easy. The living room opens to a private deck overlooking a peaceful wooded backdrop, creating a quiet retreat for morning coffee or evening relaxation. Upstairs, the spacious loft provides excellent versatility for a home office, guest space, or additional lounge area. The partially finished lower level adds even more usable square footage and can easily serve as a media room, fitness area, playroom, or hobby space. While the bathrooms retain a more traditional style, they offer solid functionality and the perfect opportunity for future customization and added value. Conveniently located near shopping, restaurants, recreation, and Route 8 access, this condo combines low-maintenance living with space, privacy, and potential in one of Winchester's well-established communities.

111 Torringford St Unit 33, Winchester

30 Upland Rd, Winchester
$185,000
4 Beds ⋅ 2 Baths ⋅ 24176921 MLS
Located in the charming community of Winsted, this 4-bedroom home is tucked away in a quiet, low-traffic neighborhood while still being close to many local amenities. Hardwood floors run throughout the home, adding warmth and character, and the tree-lined backyard offers a private outdoor setting to enjoy year round. This home also features a beautiful enclosed second-floor sun porch, perfect for relaxing with morning coffee, reading, or enjoying the changing seasons. A large walk-up attic provides abundant storage space and may offer the potential to be finished for additional living area, office space, or a hobby room. Just a short distance away, you will find the local library, coffee shops, parks, restaurants, and a variety of neighborhood shops and conveniences. Outdoor enthusiasts will appreciate nearby Highland Lake, offering opportunities for boating, swimming, and recreation throughout the warmer months. This home does need some TLC and updating, but with vision and effort, it has the potential to truly shine. Whether you are looking for a primary residence or an investment opportunity, this property offers excellent potential in a desirable location. **Audio & Video surveillance present**

30 Upland Rd, Winchester

21 Riveredge Dr Unit 21, Winchester
$172,500
2 Beds ⋅ 2 Baths ⋅ 24201953 MLS ⋅ Stillriver Commons BLDG.
Move right into this beautifully updated 2-bedroom, 1.5-bath townhouse tucked away in a small, quiet community with a peaceful setting overlooking the Still River. The thoughtfully updated interior features a renovated kitchen with newer appliances, smart thermostats, fresh paint, and newer flooring throughout. The full bath has also been refreshed with a newly updated shower and new plumbing. The spacious living room offers oversized sliders that open to a paved, private patio-an ideal spot to relax and enjoy the tranquil river views. Additional features include a private garage with a storage room and an assigned parking space. Conveniently located with easy access to Route 8, grocery stores, and downtown Winsted, while also putting you close to Highland Lake, West Hill Lake, the Farmington River, and numerous hiking trails. A wonderful opportunity to enjoy low-maintenance living in a peaceful setting while staying close to everything you need!

21 Riveredge Dr Unit 21, Winchester

111 Riverton Rd Unit APT 90, Winchester
$171,000
2 Beds ⋅ 2 Baths ⋅ 24129959 MLS ⋅ Riverwalk BLDG.
Discover the ease of condo living with the charm of a riverside retreat at Riverwalk Condos. This beautifully cared-for 2-bedroom, 1.5-bath home offers an inviting layout designed for comfort and relaxation. The spacious living room with its warm fireplace opens to a private deck overlooking the Still River-an ideal spot to unwind at the end of the day or entertain with a view. The kitchen also connects to the deck, making indoor-outdoor living a breeze. Upstairs, two comfortable bedrooms provide plenty of space for rest and retreat.The two-car garage under the unit offers convenience and extra storage. With mailboxes just across the street and every detail in excellent condition, this condo blends everyday practicality with a serene natural backdrop.

111 Riverton Rd Unit APT 90, Winchester

14 Pratt St, Winchester
$167,900
3 Beds ⋅ 2 Baths ⋅ 24119665 MLS
Don't let the outside fool you! Perfect alternative to condominium living! No HOA and plenty of off street parking at this in-town location. Nice size living room; large kitchen/dining combination with access to the deck and the 1/2 bath laundry room make up the first floor of this cute home. Upstairs you will find 2 modest size bedrooms along with the large primary and the full bath which has a large soaking/jet tub and separate shower. The walk-up attic is perfect of storing all your seasonal decorations and off-season clothing. The small, fenced back yard keeps weekend outdoor chores to a minimum so you can enjoy other activities. Being close to downtown and close to the lake allows for easy access to shopping, restaurants and parks. Come take a look!

14 Pratt St, Winchester

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