Winchester Real Estate | Winchester Properties between $500,000 and $600,000 for Sale

Welcome to 705 West Lexington Avenue, where historic charm, modern improvements, and exceptional investment potential come together in one remarkable property. Offering approximately 5,427 square feet on a generous approximate 0.61-acre lot, this distinctive Winchester property presents a rare opportunity to capitalize on substantial renovations already underway while bringing your own vision to life. Behind its timeless architectural character, you'll discover an impressive transformation in progress. Significant improvements have already been made, including updated kitchen and bathrooms, giving the next owner a valuable head start toward completing this extraordinary property. Generously proportioned rooms, distinctive architectural details, and an expansive floor plan create an exceptional canvas for a spectacular private residence or potential investment venture. While additional renovations and finishing touches remain, the groundwork has been laid for something truly special. An added bonus? An attached one-and-a-half-bedroom apartment offering exciting rental income potential! Whether you're seeking supplemental income, accommodations for extended family, or additional flexibility, this unique feature adds another dimension of value and opportunity. Previously identified as B-3 (Highway Business) zoned, the property may also present possibilities for commercial or mixed-use applications, subject to verification and applicable approvals. Its prominent location along West Lexington Avenue, convenient to downtown Winchester and Lexington, further enhances its appeal. Opportunities with this combination of size, character, improvements, income potential, and versatility are not easily found! For the visionary homeowner, savvy investor, or entrepreneur seeking their next project, 705 West Lexington Avenue offers the chance to finish an exciting transformation and unlock exceptional possibilities. The vision has begun. The opportunity is yours. Schedule your private showing and discover what this remarkable property could become!

705 W Lexington Ave, Winchester

$519,900

5 Beds ⋅ 3 Baths ⋅ 26029059 MLS

*Owner Agent Welcome to this spacious 2023-built, manufactured home situated on 6.54 beautiful acres in Winchester, Kentucky. Offering 5 bedrooms and 3 full bathrooms, this home provides plenty of space for family, guests, and comfortable everyday living. The property combines the convenience of a newer home with the beauty and privacy of acreage. The land features a natural spring, adding a unique country-living feature and providing an additional natural water resource on the property. A detached one-car garage provides valuable space for parking, storage, hobbies, or a workshop. With 6.54 acres, there's plenty of room to enjoy the outdoors, garden, hobby farm, animals such as horses, goats, chickens or turkeys, have recreational space, or simply take in the peaceful surroundings. The property also offers very limited restrictions. The only known restriction is that no obstruction may be placed across the easement located along the rear of the property such as gate, fence etc., giving the new owner considerable flexibility in enjoying and utilizing the land. If you've been searching for a newer 5-bedroom home on acreage with a natural spring, detached garage, privacy, and limited restrictions, this property offers a rare combination of features in the Winchester area. Within 20 minutes of Richmond and 30 minutes of Lexington. Driveway easement at very rear of property. Utility easement for water through property with water meter near road. LISTING AGENT OWNS PROPERTY

7440 Bybee Rd, Winchester

$513,600

3 Beds ⋅ 2 Baths ⋅ 26028669 MLS

***TO BE BUILT, NO CONSTRUCTION HAS STARTED*** The perfect combination of style, comfort, and quality craftsmanship in the Run for the Roses floor plan. This thoughtfully designed ranch home offers an open-concept layout with spacious living areas, a split-bedroom floor plan, and upgraded finishes throughout. The heart of the home features an expansive great room that flows seamlessly into the dining area and beautifully designed kitchen, complete with a large center island, abundant cabinetry, and a walk-in pantry creating the ideal space for everyday living and entertaining alike. The private primary suite is designed as a true retreat, offering a spacious bedroom, luxurious ensuite bath with dual vanities, soaking tub, separate shower, private water closet, and an oversized walk-in closet with direct access to the laundry room for added convenience. On the opposite side of the home, two generously sized guest bedrooms share a full bath, providing privacy and flexibility for family, guests, or a dedicated home office. Need more space? This home is built on a full unfinished walkout basement, offering incredible potential to nearly double your living area. Whether you envision additional bedrooms, a family room, home theater, fitness space, workshop, or simply exceptional storage, the lower level is ready to be customized to fit your lifestyle. Outside, enjoy a welcoming covered front porch and an attached two-car garage, while the proposed construction gives you the opportunity to personalize many of the home's finishes and selections to make it uniquely yours. If you've been searching for the perfect blend of modern design, functional living space, and room to grow, the Run for the Roses is a home you won't want to miss. Pricing and specifications are subject to final plans, selected options, and lot availability. Photos and renderings are for illustrative purposes only and may depict optional features or upgrades not included in the base price.

220 Evergreen Dr, Winchester

$544,900

5 Beds ⋅ 4 Baths ⋅ 26021642 MLS

Welcome to this beautifully maintained modern home located in the highly sought-after Royal Oaks Estates, perfectly positioned on the edge of Winchester with quick access to shopping, dining, and more. From the moment you step inside, you'll be captivated by the soaring vaulted ceilings in the central great room--an impressive space filled with natural light and designed for both comfort and entertaining. The gourmet kitchen is a chef's dream, offering ample counter space, modern appliances, and a casual dining nook. Just off the kitchen, you'll find a spacious formal dining area, a private home office, and a first-floor primary suite tucked away for peace and privacy. Upstairs, a second primary suite provides additional flexibility--ideal for guests or multi-generational living--along with three more generously sized bedrooms and a full bath. Step outside through elegant French doors to a beautifully landscaped patio and garden area that backs up to a tranquil greenspace--perfect for morning coffee or evening gatherings. The covered front porch offers another peaceful spot to relax and enjoy the neighborhood.

130 Winterberry Cir, Winchester

$524,900

3 Beds ⋅ 3 Baths ⋅ 26018460 MLS

OK! WOW!!! Location is yes, yes, yes! This house is located in a quiet residential neighborhood and in minutes you can be at the I-64 or I-75 interstate corridors. OK enough about location. This house is pristine! The owners have improved the property with new dimensional style roof shingles in 2025 along with new gutters. They have freshly painted the interior. They have added a new refrigerator, stove, microwave and a washer and dryer. The owners have meticulously maintained this house throughout. From the entrance foyer note the gleaming wood flooring and the fresh paint on the 9' foot ceiling walls, the vaulted great room and the crown molding. The split bedroom concept is great for guests or a home office. And above the garage is a bonus room measuring 420 sq ft. Entertaining or relaxing on the covered back patio that overlooks the beautiful Kentucky Bluegrass is a must. And bonus, the property is adjacent to a church property that is mowed for a walking path. Make an appointment to see this house today, it may be your new home.

275 Runnymeade Dr, Winchester

$575,000

23015571 MLS

Ideally located along the heart of Bypass Road (ADT: 24,801) in Winchester, Kentucky between and surrounding Kroger and Walmart shopping centers. These lots are offered as 1+ acres and may be subdivided. Winchester, KY is the county seat of Clark County, KY and is part of the Lexington-Fayette KY Metropolitan Statistical Area, and is supported by such industries such as Amazon, Ale-8-One, and Catalent Pharmaceuticals. Second Row Lots conveniently located along residential density while being visible from the Bypass. Conceptual Plans have been created which display potential uses of up to 22,800 SF as retail box. Would be a great location for retail, office, storage, and mixed use development. Conceptual Development Plan: https://www.kcrea.com/files/property/6900000/6902843/25814078_2020___Conceptual_Development_Plan_Lots_3.pdf

529 Bullion Blvd Unit 3B, Winchester

$550,000

3 Beds ⋅ 3 Baths ⋅ 24025578 MLS

Welcome Home to the Winchester Floor Plan by CP Builders. This elegant ranch home features all-brick construction, a welcoming front porch, and a two-car garage. Step inside and be greeted by soaring 9-foot ceilings and a spacious open floor plan. The split bedroom design offers privacy and comfort, with a luxurious primary suite boasting an ensuite bathroom and a walk-in closet. Enjoy easy maintenance with luxury vinyl plank flooring throughout the home. The heart of the home is the spacious great room, complete with a cozy gas log fireplace, perfect for gathering with loved ones. The well-appointed kitchen features a large island, ideal for both cooking and entertaining. Additional features on the first floor include a full bathroom, a convenient half bath, and a separate laundry room for added convenience. Step outside onto the back patio and enjoy the fresh air and sunshine. Let's build your dream home and make the Winchester Floor Plan yours!

107 Bella Shae Way, Winchester

$600,000

26008236 MLS

Discover an exceptional opportunity for retail investment in the thriving Winchester area. Zoned B-4, this versatile property offers a wide array of possibilities for retail development, providing a strategic location for businesses seeking to establish a prominent presence. With its prime zoning and desirable position within the Winchester area, this property presents a compelling prospect for retail investors looking to capitalize on the region's commercial potential.

722 Colby Rd Unit #2, Winchester

$550,000

23015569 MLS

Ideally located along the heart of Bypass Road (ADT: 24,801) in Winchester, Kentucky between and surrounding Kroger and Walmart shopping centers. These lots are offered as 1+ acres and may be subdivided. Winchester, KY is the county seat of Clark County, KY and is part of the Lexington-Fayette KY Metropolitan Statistical Area, and is supported by such industries such as Amazon, Ale-8-One, and Catalent Pharmaceuticals. Second Row Lots conveniently located along residential density while being visible from the Bypass. Conceptual Plans have been created which display potential uses of up to 22,800 SF as retail box. Would be a great location for retail, office, storage, and mixed use development. Conceptual Development Plan: https://www.kcrea.com/files/property/6900000/6902843/25814078_2020___Conceptual_Development_Plan_Lots_3.pdf

609 Bullion Blvd Unit 3A, Winchester

$500,000

20111871 MLS

Visibility, Access, Utilities on site per seller/per plat-buyer to verify, zoned B-3. 1.52 acres located at I-64 exit 96, Right in front of the Hampton Inn, buyer to verify and satisfy themselves to all aspects and information on property. and inspections sold as is. Buyer to Check with all utilities companies to very water electric and gas availability and locations on all utilities.

1005 Early Dr, Winchester

$575,000

26005455 MLS

This 1.7+/- acre parcel represents an excellent opportunity for almost any commercial application. The property has 397 feet of frontage along busy Colby Road (9,170 AADT, 2015) near its intersection with the Winchester Bypass (23,200 AADT, 2011). Located in the main shopping corridor of Clark County, this property receives tons of exposure and traffic from the adjacent Walmart Super-center, various banks, restaurants, gyms and other successful businesses, along with several heavily-populated residential developments which surround it. This is an absolutely great opportunity for almost any business or developer. Seller has included preliminary development plan for self storage units approved in 2022.

1025 Colby Rd, Winchester

$600,000

25505209 MLS

Vacant Land; zoned PD, Planned Development, with proximity to the Bypass, the Hospital, multiple area schools, Interstate 64, and the Bert T. Combs Mountain Parkway.

250 Shoppers Dr, Winchester

Winchester Properties between $500,000 and $600,000 for Sale

Newest Winchester Properties between $500,000 and $600,000 for Sale

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