Winchester KY Real Estate & Homes for Sale

110 Properties Found

Sort Results:
1–25 of 110 properties displayed
Refine Property Search
Page 1 | 2 | 3 | 4 | 5 of 5    Prev | Next
Beds:
3
Baths:
2.00
Sq.Ft.:
2,000
Status:
NEW LISTING
MLS#:
26005511
Type:
Single Family
Subdivision:
Shal A Mar
Lot size:
0.36 Acres
Year built:
1990
A broker reciprocity listing Courtesy: Tom Goebel & Company 859-744-3637
View additional info

ADDITIONAL INFORMATION

Welcome to your next home in one of Clark County's most sought after communities—Shala Mar Estates. This beautifully updated 3-bedroom, 2-bathroom residence offers the perfect blend of comfort, style, and modern convenience. The expansive primary suite is a true retreat, featuring a stunning ensuite bathroom with a brand new soaking tub and a separate tiled shower. Two additional bedrooms provide generous space for family, guests, or a dedicated home office. At the heart of the home is a massive gourmet kitchen, complete with new granite countertops, all new stainless-steel appliances, and a charming coffee bar. The kitchen opens seamlessly into a spacious, light filled living room enhanced by modern lighting and new ceiling fans—an ideal setting for everyday living and effortless entertaining. Step outside to a large private backyard offering a concrete deck and ample shade—perfect for relaxing, grilling, or watching kids and pets play. The freshly painted attached garage adds versatility, whether you need easy parking or extra storage. Located just one mile from the Winchester Bypass and minutes from Hamburg Pavilion's premier shopping and dining, Shala Mar Estates is a truly family oriented neighborhood with unmatched convenience. Don't miss your chance to own this exceptional home. Call today to schedule your private showing. Owner/Agent

Beds:
3
Baths:
2.00
Sq.Ft.:
1,530
Status:
NEW LISTING
MLS#:
26005485
Type:
Single Family
Subdivision:
Rural
Lot size:
0.29 Acres
Year built:
1965
A broker reciprocity listing Courtesy: Tru Life Real Estate 859-785-1986
View additional info

ADDITIONAL INFORMATION

3-bedroom, 2-bath ranch home located in rural Clark County, offering peaceful country living with plenty of potential. This home features a versatile bonus room—ideal for a home office, playroom, or additional living space. Outside, enjoy a fully fenced yard, beautiful curb appeal, and a large storage shed for added convenience. While the home does need some TLC, it has been priced accordingly—making it a great opportunity for buyers looking to add value and make it their own.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,120
Status:
NEW LISTING
MLS#:
26005461
Type:
Single Family
Subdivision:
Hidden Trace
Lot size:
0.09 Acres
Year built:
2001
A broker reciprocity listing Courtesy: FC Tucker Bluegrass 859-303-6500
View additional info

ADDITIONAL INFORMATION

Charming and well maintained 3 bedrooms, 2 bath home with a spacious layout and a large backyard. The primary bedroom includes a private attached bath for added comfort and convenience. The home features a generous living room that flows easily into the eat-in kitchen, creating a comfortable space for everyday living and gathering with family and friends. The kitchen offers plenty of room for dining and includes a conveniently located laundry closet. Outside you'll find a large fenced backyard perfect for pets, play, or outdoor entertaining. A new storage shed provides extra space for tools, lawn equipment, or hobbies. New roof and gutter system installed March 2026.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,222
Status:
NEW LISTING
MLS#:
26005152
Type:
Single Family
Subdivision:
Rural
Lot size:
0.78 Acres
Year built:
1952
A broker reciprocity listing Courtesy: FC Tucker Bluegrass 859-303-6500
View additional info

ADDITIONAL INFORMATION

Rare opportunity with TWO lots!! This cozy ranch home, originally built in 1952, but was completely remodeled down to the studs in 2023 (per Seller), offering the charm of an established home with the feel of modern construction. The open concept floor plan features a spacious family room flowing seamlessly into the kitchen, perfect for every day, living and entertaining. The layout provides privacy with two guest bedrooms on one side of the home and the primary suite on the other, complete with a walk-in closet and en-suite bath. Enjoy the outdoors from the covered front porch or the covered pebble rock patio in the back. Property also includes a 2-car detached carport with a large shed behind it for additional storage. Driveway has a perfect place for an RV. Property is just minutes outside of city limits. The second lot offers its own separate driveway, while the current owners have added a new concrete driveway and block wall going to 1291 Muddy Creek. A rare fine with beautiful views, added privacy and extra space. Thanks to the two lots.--don't miss this unique opportunity.

Beds:
4
Baths:
3.00
Sq.Ft.:
1,693
Status:
Active
MLS#:
26004861
Type:
Single Family
Subdivision:
Oakmont
Lot size:
0.09 Acres
Year built:
2005
A broker reciprocity listing Courtesy: Bluegrass Property Exchange 859-469-9429
View additional info

ADDITIONAL INFORMATION

Welcome home to this cozy cute FOUR bedroom house with 2 full bath/ 1 half bath! Rare to find- Primary bedroom and full bath on first floor. Large living area with plenty of sunlight through insulated windows and skylights. This open floorpan also showcases a nice open staircase that overlooks the main floor. Upstairs are 3 additional bedrooms and a full bathroom. Fenced yard and covered patio to enjoy. Extra wide driveway to accommodate 2 vehicles leading to a 1-car garage. **Selling house as is but inspections are welcome

Beds:
5
Baths:
5.00
Sq.Ft.:
6,314
Status:
Active
MLS#:
26005207
Type:
Single Family
Subdivision:
Rural
Lot size:
7 Acres
Year built:
2020
A broker reciprocity listing Courtesy: Keller Williams Legacy Group 859-544-6175
View additional info

ADDITIONAL INFORMATION

Welcome to 7210 Ecton Road a stunning 5 bedroom, 4.5 bathroom home situated on 7+/- acres (awaiting final survey) of gently rolling Kentucky countryside. This property offers the perfect balance of modern comfort, privacy, and wide-open space, just minutes from downtown Winchester. Step inside to discover a spacious and well-designed floor plan featuring: 5 generously sized bedrooms including a private primary suite with en-suite bath, 4 full bathrooms thoughtfully placed throughout the home for convenience and comfort and 1 half bathroom located on the back porch for convenience when spending time outside or at the pool. Bright, open living spaces ideal for both everyday living and entertaining, A large kitchen with ample cabinetry, prep space, large island that allows seating for 4 as well as a dinning area, A fully finished basement perfect for a second living area, rec room, home office, or guest quarters, Attached garage and additional storage options Covered porches and outdoor spaces to take in the peaceful surroundings. The 7 +/- acres offer endless possibilities whether you're envisioning a hobby farm, horse property, or simply space to roam and relax, this land is ready for your vision.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,530
Status:
Active
MLS#:
26004591
Type:
Single Family
Subdivision:
Witherspoon
Lot size:
0.17 Acres
Year built:
1955
A broker reciprocity listing Courtesy: The Agency 859-285-0614
View additional info

ADDITIONAL INFORMATION

Welcome to this beautifully remodeled 3 bedroom, 2 full bathroom home situated on a desirable corner lot. With 1,530 sq ft of living space, this home offers great combination of modern updates and comfortable living. Features Include 3 spacious bedrooms, 2 full bathrooms, Private master suite with ensuite bath, Fully remodeled interior, corner lot, Stainless appliances, full tiled showers and the list goes on. Schedule your showing today!

Beds:
4
Baths:
3.00
Sq.Ft.:
3,440
Status:
Active
MLS#:
26004557
Type:
Single Family
Subdivision:
Aldridge
Lot size:
0.15 Acres
Year built:
1940
A broker reciprocity listing Courtesy: Keller Williams Bluegrass Realty 859-260-1444
View additional info

ADDITIONAL INFORMATION

Step into a home where history and beauty meet in the most charming way. This stunning, fully remodeled historic home offers over 3,400 square feet of thoughtfully renewed living space, blending timeless character with elegant modern updates. From the moment you walk inside, you'll feel the warmth and romance of a home that has been lovingly restored while still honoring its original charm. Large, inviting rooms and graceful details create a sense of comfort and character that newer homes simply can't replicate. At the heart of the home is a beautiful gourmet kitchen, perfect for slow mornings, lively gatherings, and everything in between. The home also features a convenient first-floor bedroom and full bath, ideal for guests or flexible living. Upstairs, you'll find a full primary suite offering a spacious walk-in closet and private bathroom, creating a comfortable and functional space designed for everyday living. With four bedrooms and three full bathrooms, the home offers generous living areas that beautifully balance historic charm with modern elegance. Located near the heart of Winchester's charming downtown, you'll enjoy the ease of nearby shops, dining, and the welcoming community that makes this area so special. Homes like this don't come along often—rich in character, beautifully restored, and ready for its next chapter.

Beds:
3
Baths:
2.00
Sq.Ft.:
915
Status:
Active
MLS#:
26004556
Type:
Single Family
Subdivision:
Buffalo Trace
Lot size:
0.16 Acres
Year built:
1999
A broker reciprocity listing Courtesy: The Brokerage 859-983-7365
View additional info

ADDITIONAL INFORMATION

This move in ready ranch home offering 3 bedrooms and 2 full bathrooms is ready for a new owner. This home is in an income restricted community, 80% of LIHTC for Clark County. Property offers brand new cabinets, countertops, appliances, flooring, fresh painting and more. Contact listing agent to receive the income limits for buyers to qualify to purchase property. Set up your showing today!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,995
Status:
Active
MLS#:
26004523
Type:
Single Family
Subdivision:
Lyndale
Lot size:
0.6 Acres
Year built:
1968
A broker reciprocity listing Courtesy: Freedom Realty & Property Management 859-771-0777
View additional info

ADDITIONAL INFORMATION

You might have found it! A brick ranch home of considerable size on a generous lot. The large family room and nice size sunroom are hard to beat. With plenty of space and a spacious backyard, this property has a lot to offer. Located close to the new high school, shopping centers, and medical facilities makes it even more attractive.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,628
Status:
Active
MLS#:
26004551
Type:
Single Family
Subdivision:
Thomson Addition
Lot size:
0.3 Acres
Year built:
1940
A broker reciprocity listing Courtesy: Coldwell Banker McMahan 859-744-1400
View additional info

ADDITIONAL INFORMATION

Step back in time as you walk up the stone steps into this beautiful 3 bed 2.5 bath house. This house has been very well maintained and offers many updates. You get the best of both worlds the craftsmanship of an older home with all the newer amenities. Hardwood, tile and brick floors throughout the house with Granite countertops, This house sits on a lot and a half. The owners have recently installed a large back deck and above ground swimming pool in the huge fenced in backyard. This is fantastic for entertaining. This house in the last 10 yrs has had a new roof, new HVAC system, new water heater, new paint through out the house and countless smaller improvements! This beautiful house is in walking distance from downtown Winchester and to the Winchester country club!!

Beds:
4
Baths:
3.00
Sq.Ft.:
1,500
Status:
Active
MLS#:
26004512
Type:
Single Family
Subdivision:
Athens Boonesboro
Lot size:
2.89 Acres
Year built:
1984
A broker reciprocity listing Courtesy: Dream Maker Realty, LLC 859-404-3384
View additional info

ADDITIONAL INFORMATION

Rare Investment Opportunity on the Kentucky River! Two incredible homes on 3 beautiful acres — endless potential awaits. Live in the charming log cabin and let the second home pay the mortgage with its long term, reliable tenant already in place. This property offers room to dream: -Build a future campground -Create a private riverside retreat -Expand for additional rentals -Or simply enjoy your own peaceful getaway Whether you're looking for steady income, a smart investment, or a quiet escape, this riverfront property delivers.

Beds:
2
Baths:
1.00
Sq.Ft.:
825
Status:
Active
MLS#:
26004497
Type:
Single Family
Subdivision:
Ford
Lot size:
0.88 Acres
Year built:
1998
A broker reciprocity listing Courtesy: Dream Maker Realty, LLC 859-404-3384
View additional info

ADDITIONAL INFORMATION

Freshly cleaned and ready for its next owner, this property offers exceptional potential. The spacious 1,800 sq. ft. block garage provides a solid foundation for countless uses — from a workshop or storage facility to a future business or hobby space. An older trailer is also located on the property. It will require a full renovation or removal, giving you the freedom to redesign the space exactly as you envision. Whether you're looking for a project, investment opportunity, or a versatile property with room to grow, this location delivers endless possibilities.

Beds:
4
Baths:
4.00
Sq.Ft.:
3,431
Status:
Active
MLS#:
26004302
Type:
Single Family
Subdivision:
Rural
Lot size:
3 Acres
Year built:
1985
A broker reciprocity listing Courtesy: Coldwell Banker McMahan 859-744-1400
View additional info

ADDITIONAL INFORMATION

Don't let this stunning, 3,431sqft home featuring 4 bed rooms and 3 full baths, sitting on 3 acres, slip through your hands! Custom built brick home nestled in a serene, park like setting overlooking Stoner Creek. Step into to the dramatic two story entryway welcoming you with custom cabinetry and detailed finishes throughout. One of the most captivating features is the sunroom, overlooking the wooded landscape and creek. The finished basement includes a private in law suite. This exceptional property offers the tranquility of the countryside, with the convenience of nearby amenities. Plus a custom builders workshop over 1,250 sq ft! A rare opportunity to enjoy space, privacy, and elegance all in one remarkable home. $5,000 home improvement concession!

Beds:
3
Baths:
1.00
Sq.Ft.:
1,050
Status:
Active
MLS#:
26004165
Type:
Single Family
Subdivision:
Holiday Hills
Lot size:
0.2 Acres
Year built:
1985
A broker reciprocity listing Courtesy: Coldwell Banker McMahan 859-744-1400
View additional info

ADDITIONAL INFORMATION

Don't Wait - this home is priced to Sell! All one level brick ranch features 3 Bedrooms, 1-bath. Newer updates include interior paint and laminate flooring giving the home a clean modern feel. The living spaces are filled with natural light, making the home feel warm and inviting. Step out to a spacious deck and large backyard - great for entertaining or just enjoying the outdoor space. Need extra storage or a workshop? The 16 ft. X 8 ft. storage building with loft area and electricity offers just that! Additional updates include the roof being replace in 2017, a new HVAC/Gas Furnace system installed in 2021, giving you peace of mind and year-round comfort. 24 hour Notice Preferred - Schedule your appointment today.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,858
Status:
Active
MLS#:
26004120
Type:
Single Family
Subdivision:
Windridge
Lot size:
0.47 Acres
Year built:
1970
A broker reciprocity listing Courtesy: The Agency 859-285-0614
View additional info

ADDITIONAL INFORMATION

Welcome home!!! This beautifully updated all-brick ranch that perfectly blends charm and modern upgrades in a well established, desirable neighborhood is sure to please. Step inside to a bright open-concept living space featuring luxury vinyl flooring, a stunning wood-burning fireplace, and exposed wood ceiling beams that create a warm, inviting atmosphere in the spacious family room. The completely renovated kitchen boasts new cabinetry, gorgeous granite countertops, and new stainless appliances, making it perfect for cooking, entertaining, and everyday living. Enjoy mornings on the covered front porch and evenings in the fenced backyard with a deck, ideal for relaxing or hosting friends and family. If you are looking for low maintenance property, one level living and a home ready to move straight into, look no further! Stylish updates, great outdoor spaces, and a classic all-brick construction, situated on a large corner lot......Don't miss this one!

Beds:
3
Baths:
3.00
Sq.Ft.:
1,794
Status:
Active
MLS#:
26004053
Type:
Single Family
Subdivision:
Stuarts Addition
Lot size:
0.29 Acres
Year built:
1940
A broker reciprocity listing Courtesy: CENTURY 21 Advantage Realty 606-878-0021
View additional info

ADDITIONAL INFORMATION

This beautiful 1.5-story home offers all the charm of downtown in a small town, with a library, park, and restaurants nearby. Plus, just minutes to Lexington when the city is calling your name. This home has been remodeled for modern living, featuring an open floor plan. There is plenty of room for entertaining with a beautiful, well-equipped kitchen and a large island open to both the dining space and the living room. The first floor features all the luxuries, including a primary suite with an ensuite bathroom and a large walk-in closet, a dedicated laundry/mud room, and a powder room. Upstairs, you'll find two spacious bedrooms and an additional bathroom. The entertaining doesn't have to stop inside, as there is also a covered patio and a large fenced-in backyard ready for play. There's so much to this charmer, including a covered parking spot and an unfinished basement for additional storage.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,821
Status:
Active
MLS#:
26003842
Type:
Single Family
Subdivision:
Noble Heights
Lot size:
0.26 Acres
Year built:
1983
A broker reciprocity listing Courtesy: Freedom Realty & Property Management 859-771-0777
View additional info

ADDITIONAL INFORMATION

This lovely and unique home sits at the end of a quiet street in a secluded circle and backs up to a privacy fenced yard and greenspace right in the heart of town. With recently installed vinyl siding, gutters and gutter guard properties like this are hard to find and the unique amenities inside truly set this home apart. Step through the front door to discover a spacious great room with gleaming laminate floors and a brick fireplace; the perfect place to settle in on a cold winter evening. The kitchen features stainless appliances including a double wall oven, ample cabinetry and abundant lighting with plenty of counterspace for cooking your favorite meals as well as two recessed sky-light windows providing natural lighting. From the kitchen you can access the back deck which must be seen to be appreciated! Multiple levels of decking surround the backyard providing an amazing area for outdoor living, including a cement patio that would be an excellent location for a hot tub. The privacy fencing and backing up to a natural greenspace make the back yard feel like your own private oasis. In the primary suite, a vaulted ceiling provides a feeling of spaciousness beside the generous bathroom with a handicap accessible, tiled, walk-in shower and a large, cedar-lined, walk-in closet. Other closets in the home are also cedar lined. Take a ride to the basement on the lift chair to access a partially finished basement including a kitchenette and additional full bathroom. The previous owner had a movie room in the basement and used the custom platform to create tiered seating for movie viewing. The attached garage is spacious enough to hold up to 4 cars or create a workshop space and still have room to park. Schedule your private showing today and see if this home might be right for you!

Beds:
5
Baths:
2.00
Sq.Ft.:
2,082
Status:
Active
MLS#:
26003806
Type:
Single Family
Subdivision:
Lyndale
Lot size:
0.19 Acres
Year built:
1969
A broker reciprocity listing Courtesy: Thwaites Realtors LLC 859-987-9119
View additional info

ADDITIONAL INFORMATION

Welcome to 128 Cherokee Drive, a beautifully maintained home in a quiet and desirable neighborhood. With 5 bedrooms, two full bathrooms, and a second living room on the lower floor, there is plenty of room for the entire family and friends. A spacious backyard , many appealing updates since 2022 including a brand new furnace installed in February of 2026, and exceptional curb appeal and charm, this home is just waiting for its new owner!

Beds:
3
Baths:
1.00
Sq.Ft.:
1,296
Status:
Active
MLS#:
26004070
Type:
Single Family
Subdivision:
Rural
Lot size:
12.04 Acres
Year built:
1964
A broker reciprocity listing Courtesy: Keller Williams Commonwealth 859-721-2121
View additional info

ADDITIONAL INFORMATION

Bring your vision to life on 12+ beautiful acres in Winchester! This 3-bedroom, 1-bath home offers the charm of a 1964 build and the opportunity to create your own private retreat. With plenty of room for gardens, animals, workshops, or expansion, this property is perfect for those dreaming of country living. Renovate the existing home or reimagine the space to fit your needs — the possibilities are wide open.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,450
Status:
Active
MLS#:
26003717
Type:
Single Family
Subdivision:
Trapp
Lot size:
3.11 Acres
Year built:
2002
A broker reciprocity listing Courtesy: Local First Realty, LLC 859-221-8462
View additional info

ADDITIONAL INFORMATION

Enjoy where you live! Zen like grounds will bring inner peace in this 1,450 sq foot home on over 3 private acres. Covered front and back porches span the width of the house. Get off the grid with the solar panels on the roof (25 yr warranty), six raised garden beds, and fenced chicken coop! Average utility bill $50 in 2025 and $35 in 2024! (Solar panels paid for by Seller). No worries for fast internet speed, tower is nearby! Sellers have paid for numerous improvements since purchasing and many warranties are still in place: HVAC (5 yrs left), West Shore windows, front door, bathroom renovation (shower and garden tub), Rennai tankless water heater, encapsulated crawl space, spray foam attic insulation, Gutter Guard and downspouts, Frigidaire Gallery appliances, Maytag Bravos XL washer/dryer, solar powered gate at the driveway with remote control, garage and carport are among the improvements. There's even a frog pond with an electric water pump! This slice of Heaven is 10 miles from downtown Winchester, 10 minutes from George Roger Clark Regional Hospital, a scenic and serene drive down Irvine Road! Sellers are relocating hence the numerous boxes in the photos. Buy now! Seller will provide a home warranty.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,273
Status:
Active
MLS#:
26003652
Type:
Single Family
Subdivision:
Rural
Lot size:
5 Acres
Year built:
1985
A broker reciprocity listing Courtesy: Wever Realty LLC 859-893-0036
View additional info

ADDITIONAL INFORMATION

A rare and refined retreat set on five unrestricted acres in Winchester. Privately positioned and surrounded by natural beauty, this renovated berm-style residence offers the perfect balance of seclusion and sophistication. Inside, you'll find thoughtfully curated updates including fresh designer paint, updated flooring, and a bright, inviting interior that feels both modern and timeless. The kitchen has been tastefully refreshed with contemporary appliances and stylish finishes, offering a functional and comfortable space for everyday living. Featuring three well-appointed bedrooms and an updated bath, the home delivers comfort with understated elegance. Energy-efficient berm construction enhances year-round efficiency and quiet living. Outdoors is where this property truly shines, five acres of unrestricted land create endless potential for recreation, gardening, animals, or simply enjoying unmatched privacy and open space. A covered carport adds convenience, while the setting provides the peaceful lifestyle buyers are seeking. A distinctive acreage property that combines modern updates, privacy, and opportunity all just minutes from town.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,502
Status:
Active
MLS#:
26003487
Type:
Single Family
Subdivision:
Royal Oaks Village
Lot size:
0.22 Acres
Year built:
1999
A broker reciprocity listing Courtesy: Tru Life Real Estate 859-785-1986
View additional info

ADDITIONAL INFORMATION

This updated home offers easy access to I-64 and downtown Winchester. See ceiling fans in every room, upstairs bonus room, modern lighting in the kitchen and bath, and new appliances, countertops, and backsplash. Enjoy a peaceful, quiet neighborhood and a relaxing rural view from the backyard. A clean, comfortable, move-in-ready home with thoughtful upgrades throughout.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,636
Status:
Active
MLS#:
26003334
Type:
Single Family
Subdivision:
Stuarts Addition
Lot size:
0.27 Acres
Year built:
1940
A broker reciprocity listing Courtesy: Rector Hayden Realtors 502-863-2424
View additional info

ADDITIONAL INFORMATION

Check out the nice price adjustment on this one!!! Great opportunity to own this well loved home in a very convenient location in growing community of Winchester. Lots of character and charm upon entry into the entry foyer with nice staircase, opening to large living room with a lovely mantel. Spacious dining room with built in corner cabinet flows into kitchen with plenty of cabinetry and counter space. Large laundry room with access to rear yard. A partial bath completes main level. Upstairs has two spacious bedrooms and a full bath. Lots of closet space including a cedar closet. Most of the main floor has nice recently installed vinyl plank flooring. Large lot with trees and space for kids to roam and explore. Great location near public library, within walking distance of downtown and popular College Park Facility. Several recent large ticket replacements-roof, siding, water main from street, and water heater and refrigerator!

Beds:
5
Baths:
2.00
Sq.Ft.:
2,214
Status:
Active
MLS#:
26004166
Type:
Single Family
Subdivision:
Lyndale
Lot size:
0.96 Acres
Year built:
1968
A broker reciprocity listing Courtesy: RE/MAX Elite Lexington 859-245-1165
View additional info

ADDITIONAL INFORMATION

All-brick ranch with a full walk-out basement! This charming home offers excellent potential for the right buyer. The main level features three bedrooms, a full bath, a comfortable living room, and an eat-in kitchen. The walk-out basement expands the living space with two additional bedrooms, full bath, family room with a kitchenette area, utility room, and ample storage with built-in shelving. Step outside to a spacious backyard, fully enclosed with a wooden fence, perfect for pets, play, or outdoor enjoyment. **New roof (6 months old), one year old AC and heating unit, new large storage shed, and one year old wooden fence .** All of the expensive upgrades have been done. Come make this home your own.

Refine Property Search
Page 1 | 2 | 3 | 4 | 5 of 5    Prev | Next
1–25 of 110 properties displayed
Andrea D. Conner, License 221773, Xome Inc., License 239054, [email protected], 844-400-XOME (9663), 1795 Alysheba Way, Suite 102, Lexington, KY 40509


The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of Lexington Bluegrass Multiple Listing Service. The Broker providing this data believes them to be correct but advises interested parties to confirm them before relying on them in a purchase decision. Copyright 2026 Lexington Bluegrass Multiple Listing Service. All rights reserved.



Winchester Real Estate

Winchester is located in Kentucky. Winchester, Kentucky has a population of 18,993. Winchester is less family-centric than the surrounding county with 25.63% of the households containing married families with children. The county average for households married with children is 25.74%.

The median household income in Winchester, Kentucky is $47,034. The median household income for the surrounding county is $59,294 compared to the national median of $69,021. The median age of people living in Winchester is 36.9 years.

Winchester Weather

The average high temperature in July is 85.8 degrees, with an average low temperature in January of 22 degrees. The average rainfall is approximately 45.8 inches per year, with 9.4 inches of snow per year.

Winchester Map

Winchester Real Estate Market Conditions

  • Median sales price

    $273,000
    19.3%
    change since last quarter
  • # Active listings

    213
    30-day change

Winchester Schools and Demographics

Education near Winchester, KY

City County
High School Graduates 86.63 89.23
College Degree - 2 year 8.6 9.97
College Degree - 4 year 19.04 20.05
Graduate Degree 4.07 5.81
Expenditures per Student 14,536 14,536
Students per Teacher 13.6 13.6

Elementary Schools near Winchester, KY

Grades Students P/T Ratio ZIP
Athens-Chilesburg Elementary School KG - 05 745 14.9 40509
Camargo Elementary School PK - 04 612 13.2 40353
Clark County Preschool PK - PK 296 24.7 40391
Clay City Elementary School PK - 05 535 16.7 40312
Mapleton Elementary School KG - 04 674 14.7 40353
Montgomery County Early Learning Center PK - PK 109 18.2 40353
Mount Sterling Elementary School KG - 04 635 15.1 40353
North Middletown Elementary School KG - 05 155 14.8 40357
Shearer Elementary School KG - 04 423 12 40391
Strode Station Elementary School KG - 04 613 12.4 40391
William G. Conkwright Elementary KG - 04 563 20 40391
Willis H. Justice Elementary School KG - 04 491 16.2 40391

Middle Schools near Winchester, KY

Grades Students P/T Ratio ZIP
Edythe Jones Hayes Middle School 06 - 08 1,095 15.6 40509
McNabb Middle School 07 - 08 718 16.2 40353
Mercer County 9th Grade Academy 09 - 09 224 16.2 40391
Montgomery County Intermediate School 05 - 06 712 15.6 40353
Rev. Henry E. Baker SR. Interm. School 05 - 06 858 19.5 40391
Robert D. Campbell Jr. High 07 - 08 801 18.2 40391
Willis H. Justice Elementary School KG - 05 0 13.7 40391

High Schools near Winchester, KY

Grades Students P/T Ratio ZIP
George Rogers Clark High School 09 - 12 1,672 18.2 40391
Montgomery County High School 09 - 12 1,338 18.4 40353

Ungraded Schools near Winchester, KY

Grades Students P/T Ratio ZIP
* Gateway Children's Services 07 - 12 18 9 40353
* Hillcrest Hall Treatment Center 09 - 12 12 12 40353
* Phoenix Academy 07 - 12 22 4.4 40391
* The Sterling School 09 - 12 51 11.3 40353
Clark County Area Technology Center UG - UG 0 40392
Hayes Pre-School UG - UG 93 30.5 40509
Montgomery County Accelerated Academy UG - UG 0 40353
Montgomery County Area Technology Center UG - UG 0 40353

Demographics near Winchester, KY

City County
Neighborhood Type Suburban
Population 18,993 36,716
Population Density 2,078 145
Median Age 36.9 41.5
People per Household 2.3 2.5
Median Household Income 47,034 59,294
Average Income per Capita 28,337 33,205

Real estate near Winchester