Winchester Homes under $300,000

This stunning fully remodeled 3-bedroom, 2-bathroom home is move-in ready with top-to-bottom updates. Every detail has been thoughtfully upgraded, from the modern lighting in every room to the brand-new flooring and fresh paint throughout. The kitchen is a standout with granite countertops, new cabinetry, and brand-new appliances, while the bathrooms boast quartz countertops and elegant tiled

Ernesto Martinez Berkshire Hathaway HomeServices Foster Realtors

Beautiful, Old-World style in the heart of Winchester! From the red, domed porch roof to the arched doorways and multiple fireplaces, this home is full of character and class. Being sold as-is, but with many renovations and updates already done to maintain and restore the charm of this old beauty including a new shingle roof (2024), replaced porch boards, and a fresh coat of interior paint. The

Josh Wood Freedom Realty & Property Mgt

Escape to the country with the perfect blend of space, privacy, and convenience at 2350 Ironworks Rd. Nestled on a generous lot just minutes from downtown Winchester and a short drive to Lexington, this charming 3-bedroom, 1-bath home offers the peaceful feel of rural living without sacrificing accessibility. Step inside to find an inviting living space with natural light, original hardwood

Dylan Justice GSP Homes

Location and low maintenance combined with tons of hobby space describes this freshly remodeled bungalow near College Park! Two bedrooms with a bonus room upstairs, brand new refrigerator, stove, washer and dryer! Open concept living / dining area. Really nice, recently built detached 22'x24' garage and carport out back with another garage in the unfinished basement! Plenty of parking with very

Jason Townsend Kentucky Residential Real Estate, LLC

Adorable and affordable — this brand-new construction home in downtown Winchester is the perfect blend of style, comfort, and convenience. Featuring an open-concept layout that seamlessly connects the living, dining, and kitchen areas, this home offers 3 bedrooms and 2 full bathrooms, making it ideal for a variety of lifestyles. The kitchen is complete with sleek granite countertops, stainless

Jonathan Wood HomeLand Real Estate Inc - Mt Sterling

This phenomenal property has had so many updates including the addition of a full bath on the second floor, an updated electric panel, including new wiring throughout the entire home and added electrical outlets, a heat pump for the second floor (there is gas heat on the first floor) and a walk-in closet for the master bedroom on the first floor. The owners have given attention to every

Susan Colwell Colwell Realty Professionals

Newly renovated home just waiting for a new owner. This 3 bedroom, 2 full bath home features all new appliances, new flooring, new paint, new roof, and much, much more. The fenced back yard is perfect for your children whether they be 2 legged or 4 legged. Located in Holiday Hills close to shopping, schools, parks, and medical care. Call your lender today to see if you qualify for the Welcome

Keith Wilson Coldwell Banker McMahan

Check out this charming, well-maintained single-story brick ranch! Featuring 3 bedrooms, 2 full bathrooms, and a spacious living room, this home offers comfort and convenience. Recent updates over the past 10 years include a new HVAC system, roof, windows, water heater, and appliances. The oversized 2-car garage provides ample indoor parking, with additional off-street parking for two more

Andrew Fugitt Coldwell Banker McMahan

'Fully renovated to perfection, this property features brand-new upgrades throughout. Highlights include newly installed windows, doors, and flooring, complemented by modern appliances and updated cabinetry. A new deck provides an ideal space for outdoor enjoyment, while contemporary fixtures add a touch of elegance. This home is truly a remarkable opportunity and an absolute must-see.'

Darrell Tackett Dream Maker Realty, LLC

Great opportunity to develop/ build on 12+ acres. The property has three street stubs adjoining it. Three different concepts are included under documents. They are-R-1E, 4000 sq. Ft lots for 80 lotsR-4- 14 Duplexes and 6 4plexes for 52 units R-1D - 6000 sq. Ft. Lots for 41 lots. Utilities are to the property and sewer availability should not be an issue. Please feel free to call the listing

Jo Gawthrop Keller Williams Bluegrass Realty

✨ ''Warm, inviting, and full of character—your dream home awaits!'' 🔥 ''Cozy up by the fireplace in a home that feels like home!'' 🏡 ''Classic charm meets modern convenience in this Winchester gem!'' 🌳 ''Tranquility meets accessibility—peaceful neighborhood, minutes from downtown!'' 🚗 ''Detached garage = extra storage, workspace, and convenience!'' 💎

Darrell Tackett Dream Maker Realty, LLC

STOP scrolling and LOOK! This charming and pristine home is clean as a whistle and just a short walk to active and historic downtown Winchester. Sit on the covered front porch in the summertime shade or on the deck/patio overlooking the spacious/private backyard. Move-in ready with lots of space inside and out (over 2800 sq.ft. finished!), 4 large bedrooms, 2 full baths (one upstairs and one

Jim Woodrum RE/MAX Creative, Winchester

Beautiful, Old-World style in the heart of Winchester! From the red, domed porch roof to the arched doorways and multiple fireplaces, this home is full of character and class. Being sold as-is, but with many renovations and updates already done to maintain and restore the charm of this old beauty including a new shingle roof (2024), replaced porch boards, and a fresh coat of interior paint. The

Josh Wood Freedom Realty & Property Mgt

Modern Ranch residence full un-finished basement, large lot.

E. Clark Toleman Real Estate Appraisal Services

Charming 3-bedroom, 2-bath brick home with both an attached and detached 1-car garage for added storage and convenience! This 1,064 sq ft home features a welcoming front entry with a ramp for easy access. Inside, enjoy a functional layout with comfortable living spaces. Outside, the detached garage offers extra workspace or storage. Conveniently located with easy access to I-64 and just minutes

Bob Sophiea eXp Realty, LLC

Great location close t o down town Winchester, shopping, school, recreation areas, I 64 ,in beautiful Winchester,nice 3 bedroom ,1 bath , all brick home, with all appliances, including washer and dryer roof 1 year old, fenced yard, storage building private drive. nice back yard and more.

Sophia Herald Herald Real Estate

Price Improvement!Charming Brick Ranch Home in Holiday HillsWelcome to this inviting 1161 sq ft brick ranch home, lovingly maintained by the same family since 1980. Nestled in the desirable Holiday Hills subdivision, this property offers comfort and convenience with easy access to Wiseman Park.Inside, you'll find a cozy spacious living area that features beautiful hardwood flooring. The updated

Karen Smith Emmerich Muzic Realty