Winchester Homes with Other Style

Welcome to Winchester, Connecticut—a hidden gem nestled in the scenic Litchfield County. This charming town beautifully marries the tranquility of rural life with the conveniences of modern living. Known for its picturesque landscapes, Winchester boasts stunning views of the surrounding hills and pristine lakes, making it a perfect retreat for nature lovers and outdoor enthusiasts alike.

With a rich history dating back to the 18th century, Winchester is home to a vibrant community that cherishes its heritage while embracing contemporary developments. The town offers a diverse array of homes, showcasing various architectural styles that reflect the character and charm of the region. From classic New England colonials to modern designs, you'll find a unique selection of properties that cater to every taste and lifestyle.

Winchester is particularly appealing for those seeking homes with distinctive styles. Whether you’re drawn to quaint cottages that exude warmth or spacious contemporary residences that offer modern amenities, this town has something for everyone. The real estate market here is diverse, allowing potential homeowners to find a property that truly feels like home.

In addition to its beautiful homes, Winchester is enriched by a strong sense of community. Residents enjoy local parks, recreational activities, and a variety of shops and restaurants that add to the town’s charm. With a commitment to preserving its natural beauty and fostering a welcoming atmosphere, Winchester is not just a place to live—it's a place to thrive. Come and explore the enchanting homes and vibrant community that make Winchester, CT, a delightful place to call home!

Newest Winchester Homes with Other Style

$749,900

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24192463 MLS

Year-round waterfront retreat with breathtaking sunrise views from one of the widest sections of the lake! This well-maintained 2-bedroom, 1 bath home offers comfortable living with a flexible loft area for additional sleeping space and a convenient half bath on the lake level. The updated kitchen and new windows provide modern comfort while showcasing expansive water views throughout the home. Outdoor amenities include a spacious waterfront patio, outdoor shower, and walk-in staircase for easy water access, making it ideal for swimming, boating, and relaxing lakeside. Adjacent to a state park, the property enjoys a picturesque setting with added privacy and natural surroundings. Move right in and enjoy as-is or update to suit your personal style. An additional parcel across the street is included, providing extra space and excellent long-term potential. Whether you're looking for a year-round residence, vacation getaway, or investment opportunity, this waterfront property offers an exceptional combination of location, views, and lifestyle.

812 W Wakefield Blvd, Winchester

$389,900

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24184417 MLS

Welcome to East Lake Street at Highland Lake, where privacy, comfort, and lake living come together. Set back from the road on a private lot in the desirable First Bay area, this well-maintained lake-style home offers a quiet setting with seasonal lake views and refreshing breezes throughout. Offering 1,820 square feet, the home is listed as a 3-bedroom with a first-floor finished 4th room for added flexibility. The updated kitchen features quartz counter tops, stainless steel appliances, and ample cabinetry, with warm pine ceilings adding character throughout. Additional features include two full baths, first-floor laundry, newer windows, public water and sewer, natural gas, on-demand hot water, and a wood stove. Outside, enjoy a peaceful backyard garden and convenient rear access from Ontario Street. Located within one mile of local schools and a half mile of town, the home offers easy access to everyday amenities while maintaining a peaceful lake setting.

132 E Lake St, Winchester

$499,900

6 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24178149 MLS

Charming Multi-Family Property with steady income potential! Welcome to your next lucrative investment venture! Nestled on an expansive 1-acre lot, this multi-family property features 5 distinct living spaces, making it an ideal addition to your real estate portfolio. This property comprises 4 studio apartments and a spacious 2-bedroom apartment, catering to a variety of tenants and maximizing rental income. With a current monthly gross income of $4,200, you can enjoy steady cash flow while benefiting from an increasingly competitive rental market. Located in a desirable neighborhood with public water and access to public sewer, this property is perfectly positioned to attract long-term tenants. Its proximity to local amenities, schools, and public transportation enhances its appeal, ensuring high occupancy demand. Each unit boasts separate electrical meters, providing tenants with individual control over their utilities. The common laundry facilities in the basement offer added convenience for residents, further enhancing the livability of the space. Recently paved parking enhances accessibility for both residents and guests, while dual heating units ensures comfort during colder months. This property is not only inviting but also functional, providing a hassle-free living experience for tenants. It also comes with established tenants, solid rental history, and a reliable mechanicals, allowing you to step into a well-oiled investment without the headaches of initial setup.

205 Old New Hartford Rd, Winchester

$549,000

11 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24166332 MLS

*PRICE REDUCTION* 150 Oak St. is a fully rented, rare, charming 1920's 5-family apartment home located in a beautiful residential neighborhood in Winsted/Winchester, CT. Old World charm with original woodwork, high ceilings, mostly hardwood floors, and hallways connecting the spacious rooms in 4 of the units -which feature 2 bedrooms and a dining room. The 5th floor is a 3-4 bedroom, 1 1/2 bath unit with electric H&HW. There is a 4-bay detached garage -some rented separately. 1 garage bay is rented to a non-tenant at $65/mo. A great investment opportunity! New since between 2021-2023: roof, 4 hot water heaters and 3 furnaces! Walking distance to Northwestern CT Community College and Downtown Winsted. Nearby shopping, indoor and outdoor activities. Easy commute to Rte 8 South and Rte 8 North to Western MA Pioneer Valley towns and the Berkshires. @ 25 miles to Rte 20 and Becket, MA. Several more miles on Rte 20 to the Lee Outlet and the MassPike!

150 Oak St, Winchester

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