Winchester, KY Homes For Sale | Freedom Realty & Property Management | Real Living Real Estate

Winchester KY Real Estate & Homes for Sale

74 Properties Found

The median home value in Winchester, KY is $180,000 . This is higher than the county median home value of $124,500. The national median home value is $231,815. The average price of homes sold in Winchester, KY is $180,000. Approximately 51% of Winchester homes are owned, compared to 39% rented, while 10% are vacant. Winchester real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you like to see a property, contact Winchester real estate agent to arrange a tour today!
Learn more about Winchester Real Estate.


1–25 of 74 properties displayed
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Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
NEW LISTING
MLS#:
20019382
Type:
Farm
Subdivision:
Rural
Lot size:
51.03 Acres
A broker reciprocity listing Courtesy: Kentucky Residential RE, LLC
View additional info

Beautiful Land In A Great Area! If You Are Looking For A Private Retreat, Farm Land, Hunting Land, Or A Place To Ride And Relax And Get Away From It All With Privacy And Views This Is It! Property Has Three Small Ponds, Great Fields, Creek, Woods, Clearings And Some House Sites. Call Today For A Private Showing.

Beds:
4
Baths:
2.00
Sq.Ft.:
2,010
Status:
NEW LISTING
MLS#:
20019369
Type:
Single Family
Subdivision:
Wesleyan Park
Lot size:
0.26 Acres
Year built:
1960
A broker reciprocity listing Courtesy: RE/MAX Creative, Winchester
View additional info

This lovely ranch home with 4 bedrooms and 1.5 baths is located on a quiet street and only a short walk to College Park and the public library. The house has a fresh coat of paint, beautiful refinished original hardwood floors, and updated kitchen with stainless steel appliances. The full bath has been updated with stylish tile and spacious walk-in shower. And don't forget about the large backyard that's perfect for pets and children. Call today before it's too late!

Beds:
3
Baths:
1.00
Sq.Ft.:
1,050
Status:
NEW LISTING
MLS#:
20019231
Type:
Single Family
Subdivision:
Forest Park
Lot size:
0.18 Acres
Year built:
1962
A broker reciprocity listing Courtesy: Milestone Realty Consultants
View additional info

This well cared for brick ranch has been in the same family for 49 years and their pride in ownership shows! You will love sitting on the covered back patio and enjoying nature in your own backyard! This extremely desirable property backs up to the 30 acre Legacy Grove, and the walking trail is only steps away from the front door. Beautiful gleaming hardwood floors throughout with 3 bedrooms and 1 bath. The kitchen has lots of cabinet space and quartz counter tops. Newer gas range to cook up your favorite foods. Utility room off kitchen. Gas log fireplace in LR.

Beds:
4
Baths:
1.00
Sq.Ft.:
1,615
Status:
NEW LISTING
MLS#:
20019216
Type:
Single Family
Subdivision:
Downtown
Lot size:
0.14 Acres
Year built:
1942
A broker reciprocity listing Courtesy: Keller Williams Greater Lexington
View additional info

Auction! This home built in 1942 is centrally located in the Mt. Vernon Place subdivision in Winchester, and is convenient to shopping, businesses, and schools. This great Arts and Crafts era home features 4 bedrooms, spacious eat-in kitchen, formal living and dining rooms, pine flooring, and period moulding package. It has an inviting front porch with tongue and groove flooring. Don't miss out on this gem of a property! This is a living estate auction that will take place on Saturday, October 3rd at 10 AM. Terms: There is a 10% buyer's premium affecting this sale. 10% of total purchase price is due on the day of the sale. This property is being sold as-is'' with no warranties expressed or implied. Buyer to verify schools.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,358
Status:
NEW LISTING
MLS#:
20019070
Type:
Single Family
Subdivision:
Colby Ridge
Lot size:
0.21 Acres
Year built:
2000
A broker reciprocity listing Courtesy: Keller Williams Legacy Group
View additional info

This beautiful 4 bedroom/2.5 bath home in a prime location of Winchester features a 2-story foyer, crown moulding in the formal dining room and office along with a double tray ceiling in the owner's ensuite. Seller has replaced most of flooring throughout the home and repainted all of the interior including the ceilings. The kitchen features a dining area, closet pantry and bar with additional seating. The owner's bathroom has double sinks, large walk-in closet, and whirlpool tub/shower combo. The spacious bonus room can be used as a bedroom, rec room, or playroom for the kids. This home has an above ground pool with a large deck and patio area for entertaining. For those with a green thumb, there are garden beds that will convey with the property. The storage building and carport are also added features of this home. Call today for your private showing before its too late!

Beds:
5
Baths:
4.00
Sq.Ft.:
3,680
Status:
NEW LISTING
MLS#:
20019134
Type:
Single Family
Subdivision:
Fairway Villa
Lot size:
0.34 Acres
Year built:
2005
Courtesy: Freedom Realty & Property Mgt
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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.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,931
Status:
NEW LISTING
MLS#:
20019103
Type:
Single Family
Subdivision:
Stoneybrook
Lot size:
0.57 Acres
Year built:
1982
A broker reciprocity listing Courtesy: HomeFirst Real Estate
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Extremely Nice, Family Friendly, Over 2900 sq. ft. Tri-Level Home with 4 Bedrooms, 2 1/2 Baths. NEW HVAC Unit Summer 2018 - 3rd Level. Situated on Over 1/2 Acre in Stoneybrook Subdivision, this Home Offers Plenty of Space for All of Your Family's Needs. Formal Living Room and Home Office, with Welcoming Front Entrance. Short Flight of Stairs Down Leads to Open Kitchen/Family Room Area. Kitchen Boasts Plenty of Cabinetry, Suite of Appliances, and Separate Pantry. Formal Dining Area,Breakfast Area and Family Room with Wood Burning Fireplace, 1/2 Bath and Partial, Unfinished Basement with Plenty of Additional Storage. Family Room Leads to Very Nice Screened In Porch and Spacious 2 Car Garage. 2nd Floor Features Master Bedroom En Suite (Includes Spacious Walk-In Closet, Full Bath, and Separate Sitting Area. 2 Additional Bedrooms, Another Full Bath with Washer/Dryer Hook-Up. Outside Storage Building Conveys. Cinch Home Warranty Conveyed to Buyer at Closi

Beds:
n/a
Baths:
2.00
Sq.Ft.:
1,800
Status:
NEW LISTING
MLS#:
20019085
Type:
Single Family
Subdivision:
Yorktown
Lot size:
0.17 Acres
Year built:
1995
A broker reciprocity listing Courtesy: Woods Realty Group
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Curl up in front of the fireplace for the crisp fall evenings ahead in this spacious 4 bedroom home. Home also sports a huge family room as well an eat in kitchen with a spacious dining room. If you think you can't have it all for under 100,000 you haven't seen this home. Call for your private showing today it wont be available long!!

Beds:
4
Baths:
3.00
Sq.Ft.:
1,963
Status:
Active
MLS#:
20018892
Type:
Single Family
Subdivision:
Colby Ridge
Lot size:
0.12 Acres
Year built:
2017
A broker reciprocity listing Courtesy: Keller Williams Legacy Group
View additional info

This easy to love 1 1/2 story has been immaculately kept and is ready for new owners! Main floor features a great room with vaulted ceiling, gorgeous laminate flooring, eat-in kitchen, separate laundry area and primary bedroom suite including a walk-in closet. Upstairs are 2 more bedrooms plus a bonus bedroom/rec room. So many possibilities here. Make this the fourth bedroom or divide it into two rooms to make 5 bedrooms! Or use it as a rec/family room. Outside you'll find a nice sized yard with a patio and a deck.

Beds:
4
Baths:
1.00
Sq.Ft.:
1,680
Status:
Active
MLS#:
20018720
Type:
Single Family
Subdivision:
Downtown
Lot size:
0.53 Acres
Year built:
1950
A broker reciprocity listing Courtesy: Keller Williams Greater Lexington
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Excellent investment opportunity at its finest to purchase over half of an acre in downtown Winchester at a great price! Keep the included adjacent lot at 18 Vine Street lot for room to stretch out, or maximize its potential and build a home for rental or sale. First floor bedroom and laundry, tall ceilings, large kitchen, separate utility room, gorgeous mantle, hardwood and partially roughed-in second bath upstairs, long carport, three storage sheds on a large corner lot. New water heater and refrigerator this year. Open ceiling at screened porch intentional for a rustic look. Will be a fantastic house with a little TLC!

Beds:
4
Baths:
1.00
Sq.Ft.:
1,485
Status:
Active
MLS#:
20018619
Type:
Single Family
Subdivision:
Rural
Lot size:
9.4 Acres
A broker reciprocity listing Courtesy: Tom Goebel & Company
View additional info

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.

Beds:
1
Baths:
1.00
Sq.Ft.:
400
Status:
Active
MLS#:
20018674
Type:
Single Family
Subdivision:
Rural
Lot size:
8 Acres
Year built:
1980
A broker reciprocity listing Courtesy: Caswell Prewitt Realty, Inc
View additional info

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 and lots of wildlife. The lower entrance features a cute 1 bedroom home 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.

Beds:
5
Baths:
4.00
Sq.Ft.:
4,419
Status:
Active
MLS#:
20018491
Type:
Single Family
Subdivision:
Downtown
Lot size:
0.88 Acres
A broker reciprocity listing Courtesy: RE/MAX Creative, Winchester
View additional info

This beautiful home is overflowing with charm from the original hardwood floors, pocket doors, ornate ceiling medallions and door hardware. Located minutes from downtown, public library, middle school, and next to the Winchester Country Club. The first floor includes formal living and dining rooms, half bath, bedroom (would also be a beautiful home office), kitchen with large walk-in pantry and dining area. Also located on first floor is a sunroom with floor to ceiling windows that adjoins the kitchen, a large family room with picture window that has a great view of country club pool, a bonus room for another bedroom or home gym, and full bath with laundry. The second floor includes 3 spacious guest bedrooms, guest bath, large primary bedroom with hallway leading to cedar-lined walk-in closet, large primary bath, bonus room for second closet or storage, and hallway leading to the deck overlooking the property. The home sits on almost an acre of land.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,164
Status:
Active
MLS#:
20018446
Type:
Single Family
Subdivision:
Spring Ridge
Lot size:
0.16 Acres
Year built:
2000
A broker reciprocity listing Courtesy: Tom Goebel & Company
View additional info

Beautiful home. Immediate possession. Great location just off Veterans Bypass. Straight shot to Interstate 64 and Mountain Parkway. Sellers bought the house as a new construction in 2001. In 2011 they put in the laminate flooring; replaced sliding glass door to deck and replaced the hot water heater. In 2012 they replaced the HVAC unit. Laundry closet is on the first floor. Master suite has a walk-in closet and full bath. Two other bedrooms and another full bath on first floor. The full unfinished basement has a one-car garage with an automatic door opener. The rest of the basement is one large room that will be easy to finish. Driveway and large turn around concrete area. Privacy fence. Lots of trees in backyard. Large deck. Come see this home before it sells.

Beds:
4
Baths:
1.00
Sq.Ft.:
1,308
Status:
Active
MLS#:
20018239
Type:
Single Family
Subdivision:
Downtown
Lot size:
0.16 Acres
A broker reciprocity listing Courtesy: Woods Realty Group
View additional info

This is a great investment property or a property for a first time home buyer to grow their family. This 4 bedroom, 1 bath home wont last long at this price and in this convenient location.

Open House:

Sunday, 9/20 2:00-4:00PM

Beds:
4
Baths:
3.00
Sq.Ft.:
2,040
Status:
Active
MLS#:
20018093
Type:
Single Family
Subdivision:
Colby Ridge
Lot size:
0.26 Acres
Year built:
2006
A broker reciprocity listing Courtesy: Bridgewater Real Estate
View additional info

Step onto the porch of this well maintained one owner home nestled in a developing area of Winchester and you will find a place for relaxing while enjoying the outside fresh air. As you enter the front door, you walk into a calm spacious area with a fireplace and room to talk and visit with family and friends.A few more steps and you will find an open kitchen and eating area, then the laundry room,half bath and a garage entrance.Upstairs there is a large master suite, two other bedrooms, another full bath and a bonus room that has been used as office space, playroom and is currently used for exercise and family room.The roof was replaced in 2018. The HVAC,a 19 seer high efficiency system, was replaced in 2020 and at that time extra insulation was blown into the attic.The garage has space for two cars and a work or storage space.The deck is surrounded by a large yard with a privacy fence with a great space to relax and enjoy family and friends.Come see this house today and call it home.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,312
Status:
Active
MLS#:
20018094
Type:
Single Family
Subdivision:
Indian Hills
Lot size:
0.23 Acres
Year built:
1977
A broker reciprocity listing Courtesy: Hunt Real Estate Professionals
View additional info

Nice 3 bedroom house on a full partial finished basement with garage located on a cul-de-sac. Fenced landscaped yard with concrete patio.Hardwood floors, nice kitchen with dining area and updated refrigerator and stove.Large finish room in basement could become 4th bedroom if needed.Seller want to remove small dog before showing if possible.Selling As Is with inspection welcome.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,100
Status:
Active
MLS#:
20008764
Type:
Single Family
Subdivision:
Colby Ridge
Lot size:
0.19 Acres
Year built:
2020
A broker reciprocity listing Courtesy: Keller Williams Bluegrass
View additional info

Open House Sunday August 30 from 2-4.New Construction. Fabulous 4BR/2.5 BA two story backing up to green space. Perfect opportunity to see finished product. 624 Colby Ridge is similar and ready to close. Come check out the finishes on that home so you can customize your colors and have a brand new home in 90 days! This home is on a crawl space and will have a covered deck overlooking the 15 acre green space! All four bedrooms are on the second floor along with two full bathrooms and the laundry room. Don't miss out on this opportunity!

Beds:
2
Baths:
1.00
Sq.Ft.:
781
Status:
Active
MLS#:
20018006
Type:
Single Family, Condo
Subdivision:
Orchard Hill
Lot size:
0.72 Acres
Year built:
1980
A broker reciprocity listing Courtesy: Bridgewater Real Estate
View additional info

This condo is within walking distance of Winchester Bypass and Lexington Ave. It is second floor unit with a vaulted ceiling in great room and dining room. The unit has been freshly painted and has new carpet throughout. All of the appliances stay with the condo including the washer and dryer.

Beds:
3
Baths:
2.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
20017761
Type:
Farm
Subdivision:
Rural
Lot size:
13.2 Acres
A broker reciprocity listing Courtesy: Bluegrass Home Group
View additional info

You are going to love this two story home set on 13.2 acres with a private pond. The four car garage with two room attached apartment will give you plenty of room to social distance from in-laws or kids. The three story barn with an elevator is a must see!! The property is being sold as-is. Setup your private showing today!!

Beds:
3
Baths:
2.00
Sq.Ft.:
2,729
Status:
Active
MLS#:
20017712
Type:
Single Family
Subdivision:
Rural
Lot size:
13.2 Acres
Year built:
1918
A broker reciprocity listing Courtesy: Bluegrass Home Group
View additional info

You are going to love this two story home set on 13.2 acres with a private pond. The four car garage with two room attached apartment will give you plenty of room to social distance from in-laws or kids. The three story barn with an elevator is a must see!! The property is being sold as-is. Setup your private showing today!!

Beds:
4
Baths:
3.00
Sq.Ft.:
3,284
Status:
Active
MLS#:
20017537
Type:
Single Family
Subdivision:
Thomson Addition
Lot size:
0.29 Acres
A broker reciprocity listing Courtesy: RE/MAX Creative, Winchester
View additional info

The best of all worlds! This beautifully renovated home has been updated for modern convenience but with an eye toward the past. The historic southern charm remains but with updated touches that are appealing to the eye and functional. Hardwood floors, fireplace mantles, tall ceilings, built ins, custom cabinetry, beautiful countertops, big rooms and a detached oversized two car garage that has a 2nd floor that could easily be finished for extra space are just a few of the features. Convenient location walkable to downtown, the library and local park. Per the National Register of Historic Places, the home was built sometime between 1890-1895. Own a piece of history today!

Beds:
2
Baths:
1.00
Sq.Ft.:
812
Status:
Active
MLS#:
20017479
Type:
Single Family
Subdivision:
Downtown
Lot size:
0.23 Acres
A broker reciprocity listing Courtesy: Tom Goebel & Company
View additional info

If you are looking for a house priced to sell then you have found it.2b/r 1b/a gas furnace with central air.There could be a bedroom in the basement.Extra large lot.Close to town and park.Come take a look.Bring offer and see what happens.House has been rented for 600.00 a month with renters paying all utilities.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,007
Status:
Active
MLS#:
20017309
Type:
Single Family
Subdivision:
Poynterville
Lot size:
0.23 Acres
Year built:
1965
A broker reciprocity listing Courtesy: Denniston Realty
View additional info

This cute red brick ranch with 2-car detached garage on a chain link fenced lot is move-in ready and doesn't need a thing! The eat-in kitchen comes with a refrigerator and range and it has washer and dryer hookups behind a louvered door. The central heat and air conditioning was installed approximately six years ago, it is natural gas heat and heat pump air conditioning. The hardwood floors were recently professionally refinished and they turned out amazing! The house was freshly painted and has been professionally cleaned and sanitized. The exterior of the garage was just painted and the garage has a new 2-car garage door and a new electronic opener. There is a storage room with lockable door on the rear of the house at the end of the large covered patio. This property would be perfect for a FHA/VA loan applicant as well as a conventional home loan. Ask your agent how you can buy this home with a no money down loan! You're going to love how close it is to everything.

Beds:
4
Baths:
3.00
Sq.Ft.:
1,800
Status:
Active
MLS#:
20017200
Type:
Single Family
Subdivision:
Colby Ridge
Lot size:
0.31 Acres
Year built:
2000
A broker reciprocity listing Courtesy: RE/MAX Elite Lexington
View additional info

Don't let this one get away! Need more space? This home can accommodate with 4 bedrooms and a partial finished walkout basement with a roughed in bath. There is also a 9X13 finished flex room in the basement. The partial unfinished basement could be finished to make a family room or a 5th bedroom. Beautiful well maintained home with hardwood on the first floor and so much more. Large master bedroom with trey ceiling. You are going to love the huge backyard. Plenty of room for that pool you have been thinking about. Convenient to shopping, restaurants, and only 15 minutes to Lexington. Selling ASIS. Inspections are always welcome. Give me a call for your personal tour.

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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 these data believes them to be correct, but advises interested parties to confirm them before relying on them in a purchase decision.

Copyright 2020 Lexington Bluegrass Multiple Listing Service. All rights reserved.

Winchester KY Real Estate Listings Provided By:

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624 W. Lexington Ave
Winchester, KY 40391
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