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 2021 Lexington Bluegrass Multiple Listing Service. All rights reserved.

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Winchester KY Real Estate & Homes for Sale

The median home value in Winchester, KY is $179,450. This is higher than the county median home value of $156,500. The national median home value is $219,700. The average price of homes sold in Winchester, KY is $179,450. Approximately 46.53% of Winchester homes are owned, compared to 42.71% rented, while 10.76% 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!


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1–25 of 32 properties displayed
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Type:
Single Family
Sq.Ft.:
1,312
Status:
NEW LISTING
Beds:
4
Lot size:
0.17 Acres
Year built:
1960
Baths:
2.00
MLS#:
20103722
Subdivision:
Sunset Heights Addit

ADDITIONAL INFORMATION

Come see this beautiful 4 bedroom, 2 bathroom home while you can. Multiple spacious living areas, stainless steel appliances, updates throughout the home, large back yard, this could be the one you have waited for. Schedule your showing today.

Type:
Single Family
Sq.Ft.:
3,608
Status:
NEW LISTING
Beds:
6
Lot size:
9.97 Acres
Year built:
2000
Baths:
5.00
MLS#:
20103658
Subdivision:
Rural

ADDITIONAL INFORMATION

This home is a horse lover's dream!Take the long winding paved driveway up to a stunning brick home on an incredible 9.97 acre setting.The home features 6 generously sized bedrooms,4.5 baths, a huge 1st floor Primary bedroom suite with private exit to the rear patio and the inviting inground pool! The home has had almost too many NEW upgrades to list (but I'll try): New red oak hardwood, granite countertops in kitchen, quartz countertops in the bathrooms, stainless appliances, new exterior doors, blinds, fixtures (faucets, door knobs, light fixtures, even a programmable door bell!). Entire interior of the home was professionally painted in Feb. 2021. Outside, you will find newly painted 4 plank fencing around the entire property, 4 large paddocks, 2 metal barns (one with water & electric and the smaller one with water).The barns have a total of 11 stalls and a tack room/office. Also, a separate shed for hay storage.Private location but only 5.5 miles to I-64 and 30 minutes to Hamburg.

Type:
Single Family
Sq.Ft.:
1,073
Status:
Active
Beds:
3
Lot size:
0.15 Acres
Year built:
1990
Baths:
1.00
MLS#:
20102633
Subdivision:
Colonial Valley

ADDITIONAL INFORMATION

With historically low inventory, don't miss this brick ranch. Very conveniently located for quick access to downtown, Veterans Bypass, I64 or Mountain Parkway. With 3 bedrooms, this home is ready for the new owners and an ideal starter home. Or you could add this property to your investment portfolio with a tenant already in place. Don't wait as this home will not last long! 24 hour notice will be required for all showings due to tenant occupied. Home information is assumed accurate but buyer to verify, is not guaranteed, and is subject to change

Type:
Single Family
Sq.Ft.:
1,150
Status:
Active
Beds:
3
Lot size:
0.1 Acres
Year built:
1945
Baths:
1.00
MLS#:
20102685
Subdivision:
Downtown

ADDITIONAL INFORMATION

Priced fixer-upper with more bedrooms possible. Buyer to inspect every aspect of this property sold in AS IS condition with no warranty or representation. Cash only, won't qualify for financing.

Type:
Single Family
Sq.Ft.:
925
Status:
Active
Beds:
3
Lot size:
0.15 Acres
Baths:
1.00
MLS#:
20102670
Subdivision:
Lane Addition

ADDITIONAL INFORMATION

Completely remodeled home. New kitchen and bath. All new flooring, new water heater, new HVAC and fresh paint.

Type:
Single Family
Sq.Ft.:
2,711
Status:
Active
Beds:
5
Lot size:
0.27 Acres
Baths:
4.00
MLS#:
20102569
Subdivision:
Earlymeade

ADDITIONAL INFORMATION

New Construction with proposed completion June 2021. This beautiful luxury home will have 4 bedrooms on the main floor and a 5th bed/bonus room over the garage with a full bath and walk-in closets. Proposed house plan will be very close to the pictures but not exactly. The utility garage (not shown in pictures) is 17x30 poured concrete floor with lighting, electric with a ceiling height of approx. 9ft with a 9x8 remote controlled garage door.

Type:
Single Family
Sq.Ft.:
2,688
Status:
Active
Beds:
3
Lot size:
10 Acres
Year built:
1920
Baths:
3.00
MLS#:
20101609
Subdivision:
Rural

ADDITIONAL INFORMATION

Back on the market! 10 acres of prime real estate on the new Winchester Bypass! While currently zoned residential, property is surrounded by commercial and agricultural zoned properties and could be re-zoned. Or take advantage of the opportunity to enjoy the peaceful tranquility of overlooking the rolling hillside from your back deck. With 10 ft ceilings and gorgeous woodwork throughout, this home is the perfect balance of modern and the true craftsmanship you'd expect from a 1920's home. The primary bedroom features 2 large walk in closets, and both secondary bedrooms feature a walk in closet. On the main level, there is a formal living room currently being used as a 4th bedroom. The large unfinished basement would make the perfect work space, or serve as a blank canvas to finish and add additional square footage to your home. Property also features a 3960 sq ft barn. Home is being sold as is, but inspections are welcome.

Type:
Single Family
Sq.Ft.:
1,504
Status:
Active
Beds:
3
Lot size:
0.09 Acres
Year built:
1964
Baths:
2.00
MLS#:
20101368
Subdivision:
North Park

ADDITIONAL INFORMATION

Come see this brick ranch home with a full basement, conveniently located near downtown with easy access to I-64. This home has a comfortable and quaint cottage style complete with hardwood floors throughout the first floor, a lovely built-in curio cabinet, and vintage tile in the bathroom. The basement is partially finished with a full bathroom, and could easily be completed to provide space for a playroom, office, and bedroom. Schedule your private showing today!

Type:
Single Family
Sq.Ft.:
2,016
Status:
Active
Beds:
3
Lot size:
0.34 Acres
Year built:
1994
Baths:
2.00
MLS#:
20100766
Subdivision:
Fontaine Estates

ADDITIONAL INFORMATION

This Fontaine Estates home is situated on a third acre lot. The house is full brick has 3 bedrooms and 2 full baths. This house features the split bedroom concept with the large primary bedroom on opposite side of house from the other 2 bedrooms. The large garage has 141 square foot of storage with access through the garage. The 10 X 17 Florida room is heated and cooled and overlooks a great rear yard. Lots of hardwood flooring in this house. Make this house a priority to see today.

Type:
Single Family
Sq.Ft.:
1,836
Status:
Active
Beds:
4
Lot size:
10 Acres
Year built:
1924
Baths:
3.00
MLS#:
20100319
Subdivision:
Rural

ADDITIONAL INFORMATION

This is a very nice spot with beautiful views of farmland and Stoner Creek. This 4 bedroom 2.5 bath ranch has been completely renovated and ready for the new owner. Laminate flooring through out, new light fixtures, new plumbing fixtures, and appliances. Has a very large laundry room that affords space for all your crafting. Has a three bent older tobacco barn and a nice sized detached garage with a workshop. One of the beauty's of this farm is the views and usage of Stoner Creek. You can kayak for a few miles this beautiful piece of water. The property pays taxes in Bourbon County, but has a Clark County Address.

Type:
Single Family
Sq.Ft.:
1,077
Status:
Active
Beds:
3
Lot size:
1.56 Acres
Year built:
1922
Baths:
2.00
MLS#:
20026438
Subdivision:
Rural

ADDITIONAL INFORMATION

Want a little piece of mind 15 minutes from downtown Winchester? You have found it here! Down the hill to the high side of the river where you can listen to the babble of the brook and see the neighbor's horses. Beautiful views from your front porch and still not far from town. Here is an almost completely renovated, modern home with principle bedroom on the first floor with laundry room there as well. Two bedroom upstairs with full bathroom that is a must see with lots of space to utilize. Make an appointment now before this one gets away!

Type:
Farm
Sq.Ft.:
1,077
Status:
Active
Beds:
3
Lot size:
1.56 Acres
Year built:
1922
Baths:
2.00
MLS#:
20026422
Subdivision:
Rural

ADDITIONAL INFORMATION

Want a little piece of mind 15 minutes from downtown Winchester? You have found it here! Down the hill to the high side of the river where you can listen to the babble of the brook and see the neighbor's horses. Beautiful views from your front porch and still not far from town. Here is an almost completely renovated, modern home with principle bedroom on the first floor with laundry room there as well. Two bedroom upstairs with full bathroom that is a must see with lots of space to utilize. Make an appointment now before this one gets away!

Type:
Single Family
Sq.Ft.:
980
Status:
Active
Beds:
3
Lot size:
0.11 Acres
Year built:
1979
Baths:
1.00
MLS#:
20026307
Subdivision:
Yorktown

ADDITIONAL INFORMATION

Come see this updated 3 bedroom home located in Yorktown subdivision while you can. Home offers spacious living areas, covered patio, new home systems, updates throughout. Schedule your showing today!

Type:
Single Family
Sq.Ft.:
3,158
Status:
Active
Beds:
3
Lot size:
6.82 Acres
Year built:
1964
Baths:
3.00
MLS#:
20024947
Subdivision:
Rural

ADDITIONAL INFORMATION

This property is located in one of Clark County's most beautiful areas. Conveniently located near Winchester and Paris, you can access I-64 at exit 96 in just a few minutes. The tri-level with an unfinished basement has a huge 26 x 26 Great Room on the main level with windows on 3 sides to enjoy the views of horses grazing across Pretty Run Rd. and your own land at the back. Sunrise and sunset are fantastic here! House & shop have natural gas! Up a few steps to the next level is a large room that could be either a formal living room or dining room as well as a kitchen, dining area, one large bedroom and a full bath. The master suite and another large bedroom are on the third level. Last but not least, there is a 32 x 60 concrete block garage/shop which is insulated, heated and cooled & has room for several vehicles. There is also a paint room. The equipment in the shop & gas pump will not convey. Seller will need time (negotiable) after closing to remove all equipment.

Type:
Single Family
Sq.Ft.:
5,083
Status:
Active
Beds:
4
Lot size:
1.02 Acres
Year built:
1906
Baths:
4.00
MLS#:
20023062
Subdivision:
Witherspoon

ADDITIONAL INFORMATION

Stunning turn of the century home loaded w/ character. The first floor features an expansive foyer w/hardwood floors, stunning chandelier valued at over $12,000, & fireplace; library with coffered ceiling & red heart pine hardwood floors, bookshelves, & fireplace; formal living room w/gorgeous carara marble fireplace imported from Italy, pocket doors & hardwood floors; formal dining room with pocket doors and hardwood floors; breakfast room with fireplace; kitchen with breakfront cabinet made from extinct Honduran mahogany; full bath; and enclosed sunporch. Upstairs you'll find 4 large bedrooms all w/unique chandeliers, hardwood floors & fireplaces. There are three full baths, large open area at the top of the stairs & another sunroom with windows galore! Don't miss the walk up attic that offers plenty of storage space & room for expansion! Enjoy 3 covered porches, mature trees, & a 1 acre corner lot. $100K plus slate roof was replaced in 2013. Carriage house located behind the house

Type:
Single Family
Sq.Ft.:
1,519
Status:
Active
Beds:
3
Lot size:
0.2 Acres
Baths:
2.00
MLS#:
20021650
Subdivision:
Colby Ridge

ADDITIONAL INFORMATION

Buy now and you may be able to choose several of your finishes. Open concept, covered front porch, ranch. 9' ceilings, LVT flooring, and large family room with ceiling fan leads to covered back porch. Special features include eat-in kitchen with stainless appliances, island, custom cabinetry and granite counter tops. Separate master suite in this split bedroom plan lets you get away from all; trey ceiling, carpeted floor, ceiling fan, tiled stand up shower, double vanity, and large walk-in closet. The laundry room and mud room are located between the master suite and 2 car garage. This is a great Winchester location close to shopping, restaurants, just minutes to Lexington and the Interstate. Rendering and floor plan that are posted may not be identical to the new home.

Type:
Farm
Sq.Ft.:
828
Status:
Active
Beds:
2
Lot size:
106 Acres
Year built:
1945
Baths:
1.00
MLS#:
20020671
Subdivision:
Rural

ADDITIONAL INFORMATION

Peaceful, Beautiful views, good hunting and great building sites describe this tranquil farm located on Lulbegrud Creek. House is currently in poor condition. Enjoy farming and recreation at the same time. Call today!!!

Type:
Farm
Sq.Ft.:
1,216
Status:
Active
Beds:
3
Lot size:
7.86 Acres
Baths:
1.00
MLS#:
20024896
Subdivision:
Rural

ADDITIONAL INFORMATION

Looking for a place out in the country?...Here is a rare find...a fixer upper 3 bedroom, 1 bath brick house with barn sitting on 7.86+/- acres. Being sold as is and no repairs will be made. Inspections welcome. Cash or conventional financing would suit best. Call for your appointment today- Opportunity awaits...buyer to verify schools

Type:
Single Family
Sq.Ft.:
1,216
Status:
Active
Beds:
3
Lot size:
7.86 Acres
Year built:
1965
Baths:
1.00
MLS#:
20020677
Subdivision:
Rural

ADDITIONAL INFORMATION

Looking for a place out in the country?...Here is a rare find...a fixer upper 3 bedroom, 1 bath brick house with barn sitting on 7.86+/- acres. Being sold as is and no repairs will be made. Inspections welcome. Cash or conventional financing would suit best. Call for your appointment today- Opportunity awaits

Type:
Single Family
Sq.Ft.:
2,048
Status:
Active
Beds:
3
Lot size:
0.34 Acres
Year built:
1986
Baths:
2.00
MLS#:
20019990
Subdivision:
Shal A Mar

ADDITIONAL INFORMATION

Attention Investors and Flippers! Check out the opportunity on this property. The home features 3 Bedrooms and 2 Baths in Shala Mar Estates. Property being sold AS IS. Inspections welcome this property will require conventional or cash.

Type:
Single Family
Sq.Ft.:
3,680
Status:
Active
Beds:
5
Lot size:
0.34 Acres
Year built:
2005
Baths:
4.00
MLS#:
20019134
Subdivision:
Fairway Villa

ADDITIONAL INFORMATION

Location, Location, Location!! Close to downtown, bypass, and Winchester Country Club. Situated on a quiet cul-de-sac this beautiful two-story brick home with a beautiful back yard oasis will win you over before you ever enter the stately foyer. Offering 5 bedrooms (6 if needed) with a luxurious first-floor master suite. Second floor features 4 bedrooms, 2 baths, and a large bonus room. The gorgeous kitchens opens to a cozy family room with stone fireplace and bookshelves. All of this on a basement that walks out to your back yard retreat. With extras like geothermal, tile, hardwood, and so much more, this executive home is one-of-a-kind and a definite must-see! All information is believed to be accurate, buyer to confirm.

Type:
Farm
Sq.Ft.:
1,485
Status:
Active
Beds:
4
Lot size:
9.4 Acres
Baths:
1.00
MLS#:
20018870
Subdivision:
Rural

ADDITIONAL INFORMATION

Great Location!! Just outside of city limits. Very close to the Veterans Bypass which has quick access to I64 and Mountain Parkway. This home has 4 bedrooms, 1 bath, dining room, kitchen and a living room. Large unfinished basement. There is also a one-car garage, barn and large hay storage building. This location would also be a great location for a business, restaurant or development.

Type:
Single Family
Sq.Ft.:
1,485
Status:
Active
Beds:
4
Lot size:
9.4 Acres
Baths:
1.00
MLS#:
20018619
Subdivision:
Rural

ADDITIONAL INFORMATION

Great Location!! Just outside of city limits. Very close to the Veterans Bypass which has quick access to I64 and Mountain Parkway. This home has 4 bedrooms, 1 bath, dining room, kitchen and a living room. Large unfinished basement. There is also a one-car garage, barn and large hay storage building. This location would also be a great location for a business, restaurant or development.

Type:
Single Family
Sq.Ft.:
400
Status:
Active
Beds:
1
Lot size:
8 Acres
Year built:
1980
Baths:
1.00
MLS#:
20018674
Subdivision:
Rural

ADDITIONAL INFORMATION

8 beautiful acres with many potential building spots and separate entrances. On the top of the hill enjoy a private wooded area with mountain view, lots of wildlife. Perfect for a getaway to enjoy nature.The lower entrance features a cute 1 bedroom cottage/cabin with a storage area and several level areas. Privacy and quietness abound. 6-mins to Red River/Kentucky access.15-mins to I64, 36-mins to Lexington and 33-mins to Natural bridge. Perfect for a getaway or build the home of your dreams. Buyer to confirm boundaries & schools. Selling AS-IS, no repairs.

Type:
Single Family
Sq.Ft.:
1,308
Status:
Active
Beds:
2
Lot size:
0.16 Acres
Baths:
1.00
MLS#:
20018239
Subdivision:
Downtown

ADDITIONAL INFORMATION

This is a great investment property or a property for a first time home buyer to grow their family. This 2 bedroom, 1 bath home wont last long at this price and in this convenient location.

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Thomas O'Leary, License 221881, Xome Inc., License 239054, ThomasH.Oleary@xome.com, 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067