Winchester KY Homes for Sale

Sort Results:
26–50 of 95 properties displayed
Refine Property Search
Page 1 | 2 | 3 | 4 of 4    Prev | Next
Type:
Single Family
Sq.Ft.:
1,332
Status:
Active
Beds:
2
Lot size:
0.07 Acres
Year built:
1934
Baths:
1.00
MLS#:
24024868
Subdivision:
Downtown

ADDITIONAL INFORMATION

Fixer upper with huge potential. In-house financers, investors or cash buyers only. No FHA, RHS, VA, conventional, etc. Home needs work, but has a good foundation, a dry crawl space, mostly 10-foot interior ceilings, partial hardwood floors, vinyl clad multi-pane windows and great bones. Renovate this one and profit!!

Type:
Single Family
Sq.Ft.:
992
Status:
Active
Beds:
2
Lot size:
2.65 Acres
Year built:
1978
Baths:
1.00
MLS#:
24024541
Subdivision:
Rural

ADDITIONAL INFORMATION

Nestled on 2.65 peaceful acres, this delightful home offers the perfect blend of comfort and nature. Surrounded by lush flowering shrubs, fruit trees, and hundreds of new bulbs ready to bloom next spring, this property is a true gardener's paradise. Don't forget the chicken coop and fencing to ensure a safe haven for your feathered friends! Enjoy coffee on your deck as you watch deer in your back yard.Inside, the home is cozy and well-maintained, offering a tranquil retreat. Home has had many updates in the last few years; granite countertops and a new roof just to name a few!Whether you're looking to raise chickens, enjoy fresh fruit from your trees, or simply soak in the peaceful countryside, this property has it all.

Type:
Single Family
Sq.Ft.:
2,325
Status:
Active
Beds:
4
Lot size:
0.36 Acres
Year built:
2024
Baths:
3.00
MLS#:
24024536
Subdivision:
Fairholme Estates

ADDITIONAL INFORMATION

We're almost done with this gem of a home! We couldn't wait another minute to share it with you! Have you been looking for a four bedroom ranch home? on a large lot? quiet street? walking distance to the Winchester Country Club? or maybe you want to ride your golf cart to hit a bucket of balls! New Construction and we're about three weeks from completion! Professional pictures as soon as we have the light fixtures in (thank goodness) There's even a flex room we think of as a theatre room! Wowser! Check us out! The backyard currently backs up to a farm! 4BR/3 full baths- yes This is it!!!!! Don't settle for someone elses dirt! Just imagine- you can be in your new New Construction home by the end of the year! Happy Holidays to all and to all a good night in this beauty!!!!

Type:
Single Family
Sq.Ft.:
1,888
Status:
Active
Beds:
3
Lot size:
0.24 Acres
Year built:
1996
Baths:
2.00
MLS#:
24024594
Subdivision:
Stoneybrook

ADDITIONAL INFORMATION

This wonderful ranch home is located in the Stoney Brook Subdivision off of Casa Landa Way and has been cared for and updated by the seller. Entry foyer opens to a great room that features a beautiful stone faced fireplace with new gas logs for cozy nights in the approaching winter months. Eating area off the great room with efficient kitchen area. New stainless appliances in 2024, include microwave, dishwasher, refrigerator, and gas oven/range. Separate dining room, sunroom with windows on 3 sides, second floor bonus room off great room. There are 3 bedrooms and 2 full baths, of which the primary has a whirlpool and a walk-in-closet.

Type:
Single Family
Sq.Ft.:
1,215
Status:
Active
Beds:
3
Lot size:
0.16 Acres
Year built:
1968
Baths:
1.00
MLS#:
24024487
Subdivision:
Indian Hills

ADDITIONAL INFORMATION

This classic brick ranch style home is ready and waiting for your family! Take a step inside the front door to appreciate the hardwood floors, spacious living area, and ample kitchen space. The bonus room addition could be used as a 4th bedroom. The attached garage provides extra storage space, or parking your vehicle inside. There is a generous sized fenced back yard and features mature trees for shade and plenty of space for a family to grow. Schedule your private showing today!

Type:
Single Family
Sq.Ft.:
912
Status:
Active
Beds:
3
Lot size:
0.5 Acres
Baths:
1.00
MLS#:
24024358
Subdivision:
Rural

ADDITIONAL INFORMATION

This is an investors dream. This fixer upper is located in the country and is a short drive from Natural Bridge & Red River Gorge. This property would make an excellent Airbnb or a rental unit for a family. Property can only qualify for conventional loan or cash buyers.

Type:
Single Family
Sq.Ft.:
2,784
Status:
Active
Beds:
3
Lot size:
4.06 Acres
Year built:
1987
Baths:
3.00
MLS#:
24024322
Subdivision:
Rural

ADDITIONAL INFORMATION

Beautiful brick home settled in the country side of Clark County and less than 4 miles from I64. This home features 3 bedrooms and 3 bathrooms with a finished walkout basement with a full bathroom and 2 bonus rooms settled on 4.06 acres (additional 6.08 acres, steel truss building, and barn available via MLS24024331 totaling 10.14 acres). This home also features a piece of Winchester history with the brick fireplace on the main level being built with brick from the historic train depot building.Agent is related to sellers.

Type:
Single Family
Sq.Ft.:
1,392
Status:
Active
Beds:
3
Lot size:
0.26 Acres
Year built:
1950
Baths:
1.00
MLS#:
24024318
Subdivision:
Downtown

ADDITIONAL INFORMATION

Welcome to 15 Finley Rd, a quaint 3-bedroom, 1-bath home nestled in the heart of Winchester, KY. This cozy starter home is perfect for first-time buyers or investors looking to put their personal touch on a property with great potential. The main level features three bedrooms and a full bath, while the unfinished basement offers additional flexibility, including a finished bonus room that could serve as a home office, guest space, or hobby room. A rare dual-access driveway connects both Finley Rd and South Bloomfield Rd, providing convenient entry and exit options. Enjoy relaxing on the sunporch or taking advantage of the spacious yard that backs onto Bloomfield Rd. With a garage in the basement, with plenty of room for a workshop, and proximity to shopping, schools, churches, and College Park, this home offers both functionality and a prime location.Selling AS IS--a little TLC can make this house your dream home. Don't miss this unique opportunity! Sellers are offering a $5,000 repair credit to buyers with accepted contract!!!

Type:
Single Family
Sq.Ft.:
1,854
Status:
Active
Beds:
3
Lot size:
5.53 Acres
Year built:
1983
Baths:
2.00
MLS#:
24023953
Subdivision:
Rural

ADDITIONAL INFORMATION

Are you longing for a quiet country home? A place to have a few farm animals, raise a garden and enjoy the peacefulness of living away from town. Presenting to you 3750 Becknerville Road. It checks all of the boxes! This lovely 5.5 acre mini farm is situated between Winchester and Lexington on a gorgeous, partially fenced tract, with amazing mature trees. With roughly 1850 square feet of living space in this all brick, low maintenance ranch on a full, unfinished basement. Enjoy your evening on the roomy screened in porch listening to the birds sing and the squirrels rustling in the leaves. Properties in this area don't hit the market often, don't let this one slip by. 12 miles from Hamburg. 5 miles from Winchester Bypass.

Type:
Single Family
Sq.Ft.:
2,240
Status:
Active
Beds:
3
Lot size:
0.26 Acres
Year built:
1968
Baths:
2.00
MLS#:
24023943
Subdivision:
Lyndale

ADDITIONAL INFORMATION

This beautiful home has been completely redone. New flooring, HVAC, and much more. It also has new Whirlpool appliances. Three bedrooms upstairs and plenty of room in the basement to make 3 more. This home is in a well established neighborhood and close to several amenities. Just minutes from the Winchester Bypass, golf courses, and Boonseborough State Park. Come take look at your new home today.

Type:
Single Family
Sq.Ft.:
1,120
Status:
Active
Beds:
3
Lot size:
0.38 Acres
Year built:
1961
Baths:
1.00
MLS#:
24023872
Subdivision:
Rural

ADDITIONAL INFORMATION

Welcome to the country! You have to see this freshly updated 3 bedroom home! Enjoy the beautiful farm views from the front porch! All new kitchen with granite countertops, all new luxury vinyl plank flooring and paint, very nice tile shower, the list goes on! Country stores with dining at each end of the road, convenient to the Mountain Parkway. Schedule a showing today!

Type:
Single Family
Sq.Ft.:
2,105
Status:
Active
Beds:
4
Lot size:
0.55 Acres
Year built:
1970
Baths:
3.00
MLS#:
24023888
Subdivision:
Greenfield

ADDITIONAL INFORMATION

Nestled in a quiet cul-de-sac, minutes from shopping, dining, interstate, this unique & spacious ranch-style home offers a rare blend of location & space. Originally used as a duplex, this property provides an ideal layout for multigenerational living or other flexible living arrangements. Each side of the home features its own entrance, primary suite, full kitchen, & utility room, making it perfect for privacy & versatility. The main living area welcomes you with a light-filled, open plan that flows into a renovated kitchen w/island, leathered granite countertops & stainless-steel appliances, including a gas range. The remodeled primary suite boasts a private BA & an expansive walk-in closet, providing a luxurious retreat. Across the home, the secondary living area includes an additional kitchen, 3BR's/2BA's, offering plenty of space for extended family or guests. With 2 driveways, this home allows ample parking, while a large, usable yard offers plenty of space for outdoor activity. A detached garage is perfect for parking, storage, or workshop. Sold as-is but open to inspections, this rare property is a fantastic find for those seeking space, flexibility & convenience.

Type:
Single Family
Sq.Ft.:
1,997
Status:
Active
Beds:
4
Lot size:
0.11 Acres
Year built:
2024
Baths:
3.00
MLS#:
24023332
Subdivision:
Oakmont

ADDITIONAL INFORMATION

Contract writing period through 12:00 noon on Thursday, November 7th.The Laurel Square, part of the Trend Collection by Ball Homes, is two story plan with a very open first floor layout. The island kitchen offers both a breakfast area and countertop dining, and a large pantry. Granite kitchen counter tops with stainless steel 50/50 under-mount sink and full back splash. Stainless steel appliances including smooth top range, microwave and dishwasher. The kitchen opens to the family room at the rear of the home. Upstairs are the primary bedroom suite, two bedrooms and a hall bath, plus a spacious loft. The primary bedroom suite includes a bedroom with vaulted ceiling, large closet, and spacious bath with tub/shower, window, and linen storage. Raised vanities in baths and 12x10 concrete patio.

Type:
Single Family
Sq.Ft.:
873
Status:
Active
Beds:
2
Lot size:
0.18 Acres
Year built:
1940
Baths:
1.00
MLS#:
24023382
Subdivision:
Downtown

ADDITIONAL INFORMATION

If you are looking for an affordable home in downtown Winchester then this home is for you. Home has the potential to be used as a rental or would make a great 1st home. Home has 2 bedrooms, 1 full bathrooms, Living Room and Kitchen. Property is listed IE (Insured w/escrow) and sold ''as-is, where-is''. Case # 201-664771. Equal Housing Opportunity.

Type:
Single Family
Sq.Ft.:
2,269
Status:
Active
Beds:
4
Lot size:
0.13 Acres
Year built:
2024
Baths:
3.00
MLS#:
24023337
Subdivision:
Oakmont

ADDITIONAL INFORMATION

The Haywood Park, part of the Trend Collection by Ball Homes, is a two story plan on a walk-out basement with plenty of room to grow! When you walk through the front door, you're greeted with a versatile flex space then down the hall opens up to the large living room and spacious kitchen. Cozy up next to the fireplace or sip your morning coffee outside on the covered deck. The kitchen offers both a breakfast area and countertop dining at the island plus a large walk-in pantry. Granite counter tops with stainless steel microwave, dishwasher, stove, and refrigerator complete the kitchen. Upstairs are the primary suite, three bedrooms and a hall bath. The primary bedroom suite includes a bedroom with vaulted ceiling, large closet, and spacious shower and linen storage.

Type:
Single Family
Sq.Ft.:
1,100
Status:
Active
Beds:
3
Lot size:
0.33 Acres
Year built:
1985
Baths:
1.00
MLS#:
24023173
Subdivision:
Rural

ADDITIONAL INFORMATION

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.

Type:
Single Family
Sq.Ft.:
1,200
Status:
Active
Beds:
3
Lot size:
0.17 Acres
Year built:
1950
Baths:
2.00
MLS#:
24023168
Subdivision:
Downtown

ADDITIONAL INFORMATION

Complete remodel. House was gutted to the studs and rebuilt from ground up. New HVAC, New Roof, Newer windows, New electric, new lights , New plumbing, brand new kitchen and bathrooms. Owner agent

Type:
Single Family
Sq.Ft.:
5,220
Status:
Active
Beds:
4
Lot size:
71 Acres
Year built:
1994
Baths:
6.00
MLS#:
24023048
Subdivision:
Rural

ADDITIONAL INFORMATION

Discover your own slice of paradise at this stunning colonial-style home nestled on 71 picturesque acres RIGHT on the Fayette County/Clark County line. 10 minutes to Hamburg. As you approach via a private, gated lane, you'll be captivated by the breathtaking views and tranquil surroundings.The residence offers a perfect blend of charm and modern comforts. With ample living space, the home features elegant interiors, inviting gathering areas, and large windows that bathe each room in natural light, all while showcasing the spectacular sunsets that grace the horizon.Equestrian enthusiasts will be thrilled by the meticulously renovated barn, complete with 12 stalls, a temperature controlled office, tack room, laundry area and bathroom. Both a 50' x 150' indoor arena and a 120' x 220' outdoor ring, making it ideal for training and leisure. Each pasture is equipped with insulated electric waterers (9 total). 3.71 acre tract is deeded separately and could be built on - a rare opportunity!Whether you're looking to enjoy serene country living, cultivate your passion for horses, or simply escape the hustle and bustle of city life, this property offers endless possibilities.

Type:
Single Family
Sq.Ft.:
2,681
Status:
Active
Beds:
5
Lot size:
0.12 Acres
Baths:
3.00
MLS#:
24022885
Subdivision:
College Park

ADDITIONAL INFORMATION

Welcome to this beautifully remodeled gem where classic charm meets modern luxury! This spacious 5-bedroom, 3 FULL bathroom home has been completely and meticulously updated from top to bottom, with no detail overlooked. Step inside to discover all-new features, from the roof and windows to the electrical to HVAC systems and spray foam insulation in the entire home and stunning wood floors!! Each bathroom has been tastefully updated with luxurious marble showers, creating a spa-like experience right at home. The gourmet kitchen is a showstopper, bathed in natural light through abundant windows and outfitted with sleek granite countertops, perfect for family gatherings and entertaining. Downstairs, find two generously sized bedrooms, while upstairs hosts three more--including the primary suit. Upstairs you will love a light-filled bonus area offers versatility as a home office, playroom, or creative space. This home is move-in ready and priced under appraisal value, making it an incredible find!Enjoy easy access to five nearby parks, a short 5-minute drive to downtown, and only 25 minutes to Lexington. Don't miss the opportunity to own this stunning, fully upgraded home!!

Type:
Single Family
Sq.Ft.:
1,732
Status:
Active
Beds:
3
Lot size:
2.02 Acres
Year built:
1960
Baths:
1.00
MLS#:
24022859
Subdivision:
Calmes Estates

ADDITIONAL INFORMATION

Location! Location! This is a prime spot in Winchester. There are so many possibilities with this property. It's minutes from all the local retail stores, golf courses, and beautiful downtown. It is just down the road from Boonesboro State Park. Take a short drive and you will be in Lexington. This land is very sought after. Due to the property being an estate, it is being sold as is.

Type:
Single Family
Sq.Ft.:
n/a
Status:
Active
Beds:
n/a
Lot size:
0.34 Acres
Year built:
1950
Baths:
MLS#:
24022580
Subdivision:
North Park

ADDITIONAL INFORMATION

Investors special! Flippers this one if for you! Home has already been gutted to the studs! Ready for you to put your own vision and make this the home the one you have always dreamed of! Double lot with a detached garage, home has a covered front porch and covered back patio. Home features off street parking! Easy access to downtown and conveniently located near shopping and food!

Type:
Single Family
Sq.Ft.:
1,072
Status:
Active
Beds:
3
Lot size:
0.18 Acres
Year built:
1998
Baths:
2.00
MLS#:
24022484
Subdivision:
Buffalo Trace

ADDITIONAL INFORMATION

NEW Price Reduction!!! Perfect 3 Bedroom 2 Bathroom Home For A First Time HomeBuyer Or Someone Downsizing. Location Is Convenient To The Interstate, Shopping And Downtown! Nice Size Backyard And Plenty Of Parking In The Front. Shed In The Backyard Is Included. Make This Beautiful And Affordable Home Yours Before The Holidays!

Type:
Single Family
Sq.Ft.:
3,882
Status:
Active
Beds:
6
Lot size:
0.17 Acres
Year built:
2005
Baths:
4.00
MLS#:
24022275
Subdivision:
Oakmont

ADDITIONAL INFORMATION

Owner is in construction and is very talented with remodeling. Apart from home being in a great location, right across the street from the Elementary School, home is minutes from shopping, food and entertainment (Applebees,Woody's Bar and Grill, Tjmaxx, Kroger, Movie Theatre, Ft. Boonesborough) & only a 20 minute drive to Hamburg in Lexington or 15 miutes to Mt. Sterling. This beautiful home is complete with a newly finished walk-out basement featuring a pool table & bar area along with two bedrooms, a full bath & lots of storage. On the main floor you have a living room/ potential office with french doors, dining room with new LVP flooring, kitchen with brand new granite countertops, new light fixtures, farm sink & stainless steel appliances, access to a large deck perfect for entertaining, large family room with beautiful stone fireplace. Top floor features Primary Bed/Bath with vaulted ceilings, Laundry, Full bath, 3 more bedrooms and a flex room. Outside you have fenced in backyard featuring a basketball court, under deck storage, patio and 50 amp connection for a hot tub. Seller will pay 1yr home warranty of buyers choice. This home move in ready!

Type:
Single Family
Sq.Ft.:
1,268
Status:
Active
Beds:
4
Lot size:
11.66 Acres
Year built:
1978
Baths:
3.00
MLS#:
24022254
Subdivision:
Rural

ADDITIONAL INFORMATION

This beautiful property has so much to offer. It has a beautiful 4 bedroom 3 bath home, a well established landscaping company, an office building, greenhouses, and much more. All equipment comes with the property. Just minutes from Interstate 64, Winchester Bypass, and Mount Sterling.

Type:
Single Family
Sq.Ft.:
2,520
Status:
Active
Beds:
4
Lot size:
0.44 Acres
Year built:
1962
Baths:
2.00
MLS#:
24022017
Subdivision:
Hampton Manor

ADDITIONAL INFORMATION

This stately, split-level brick home is situated in the beautiful and desirable Hampton Manor subdivision, right in the heart of Winchester. On the main level, gleaming hardwood floors extend throughout, including the newly renovated kitchen with new granite countertops, new cabinets, all new appliances, new faucet and a large island providing plenty of space to prepare family meals. Three bedrooms are located on the upper floor and a 4th bedroom is located in the basement along with another bonus room that would make a lovely office space or sitting room. The spacious family room includes a gas fireplace to keep the home cozy and warm on cold winter evenings. Take a step out the back door into a lovely, quiet outdoor living space. Take advantage of the covered back patio, a new HOT TUB that stays, plus nearly a half acre yard with mature trees and partial fencing. Take a visit soon!

Refine Property Search
Page 1 | 2 | 3 | 4 of 4    Prev | Next
26–50 of 95 properties displayed
Andrea Conner, License 221773, Xome Inc., License 239054, [email protected], 844-400-XOME (9663), 1795 Alysheba Way Suite 1202 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 2024 Lexington Bluegrass Multiple Listing Service. All rights reserved.



Winchester Real Estate

The median home value in Winchester, KY is $239,000. This is higher than the county median home value of $206,000. The national median home value is $338,100. The average price of homes sold in Winchester, KY is $239,000. Approximately 52.42% of Winchester homes are owned, compared to 38.21% rented, while 9.38% are vacant. Winchester real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you see a property you’re interested in, contact a Winchester real estate agent to arrange a tour today!

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 Real Estate Market Conditions

  • Median sales price

    $239,000
    19.3% change since last quarter
  • # Active listings

    192
    30-day change

Winchester Schools and Demographics

Education near Winchester, KY

Metric 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

School 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

School 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

School 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

School 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

Metric 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