Winchester KY Real Estate & Homes for Rent

208 Properties Found

The median home value in Winchester, KY is $263,500. 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 $263,500. 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!


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Beds:
2
Baths:
1.00
Sq.Ft.:
992
Status:
NEW LISTING
MLS#:
24024541
Type:
Single Family
Subdivision:
Rural
Lot size:
2.65 Acres
Year built:
1978
A broker reciprocity listing Courtesy: Keller Williams Legacy Group 859-544-6175
View additional info

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.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,325
Status:
NEW LISTING
MLS#:
24024536
Type:
Single Family
Subdivision:
Fairholme Estates
Lot size:
0.36 Acres
Year built:
2024
A broker reciprocity listing Courtesy: Keller Williams Bluegrass Realty 859-260-1444
View additional info

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!!!!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,888
Status:
NEW LISTING
MLS#:
24024594
Type:
Single Family
Subdivision:
Stoneybrook
Lot size:
0.24 Acres
Year built:
1996
A broker reciprocity listing Courtesy: FC Tucker Bluegrass 859-303-6500
View additional info

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.

Beds:
2
Baths:
1.00
Sq.Ft.:
1,148
Status:
NEW LISTING
MLS#:
24024565
Type:
Single Family
Subdivision:
Downtown
Lot size:
0.17 Acres
Year built:
1950
A broker reciprocity listing Courtesy: RE/MAX Creative Realty 859-422-2000
View additional info

ADDITIONAL INFORMATION

Nestled in the heart of Winchester, but conveniently just 5 minutes from I64, this charming little home offers tranquility and an easy commute! This adorable home is currently being used as a 3 bedroom, although the bonus room does not have a closet. The living room and kitchen offer plenty of space to enjoy time with your loved ones this holiday season! The detached garage and unfinished basement offer ample additional storage space and the backyard is the perfect place for kids or pets to play! Don't miss your chance to call this home your very own!

Beds:
3
Baths:
1.00
Sq.Ft.:
1,215
Status:
NEW LISTING
MLS#:
24024487
Type:
Single Family
Subdivision:
Indian Hills
Lot size:
0.16 Acres
Year built:
1968
A broker reciprocity listing Courtesy: Freedom Realty & Property Management 859-771-0777
View additional info

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!

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
NEW LISTING
MLS#:
24024331
Type:
Land
Subdivision:
Rural
Lot size:
6.08 Acres
A broker reciprocity listing Courtesy: Keller Williams Commonwealth 859-721-2121
View additional info

ADDITIONAL INFORMATION

6.08 acres settled in Clark County with access from both Privacy Ln and Little Stoner Rd. This property boasts a 30x56 with 10 foot wall Kentucky Steel Truss building with concrete floors, gas and wood burning heat, full bath, and a car lift. Additionally, there is a barn with a 3 bay shed attached. This property can be bought with MLS24024322 for a total of 10.14 acres and 3bed/3bath home.Agent is related to sellers.

Beds:
3
Baths:
1.00
Sq.Ft.:
912
Status:
NEW LISTING
MLS#:
24024358
Type:
Single Family
Subdivision:
Rural
Lot size:
0.5 Acres
A broker reciprocity listing Courtesy: Woods Realty Group 859-644-5077
View additional info

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.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,784
Status:
NEW LISTING
MLS#:
24024322
Type:
Single Family
Subdivision:
Rural
Lot size:
4.06 Acres
Year built:
1987
A broker reciprocity listing Courtesy: Keller Williams Commonwealth 859-721-2121
View additional info

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.

Beds:
5
Baths:
3.00
Sq.Ft.:
2,737
Status:
NEW LISTING
MLS#:
24024310
Type:
Single Family
Subdivision:
Mallard Place
Lot size:
0.42 Acres
Year built:
2004
A broker reciprocity listing Courtesy: KY Real Estate Professionals, LLC 859-408-7204
View additional info

ADDITIONAL INFORMATION

Agent/Owned: Beautiful brick home in the desirable Mallard Place in Winchester KY. 5 bedrooms, 3 bathrooms, large eat in kitchen with newly painted cabinets. Formal Dining Room. New hardwood floors in foyer and Family Room. Newly refinished hardwood in kitchen, dining room, hallways. \Finished Basement could be a guest or in-law suite with 1 bedroom (double closets), Family Room and Full Bath. You will love the 400 sq foot covered side porch with two swings.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,392
Status:
NEW LISTING
MLS#:
24024318
Type:
Single Family
Subdivision:
Downtown
Lot size:
0.26 Acres
Year built:
1950
A broker reciprocity listing Courtesy: HomeFirst Real Estate 859-749-7400
View additional info

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!

Beds:
2
Baths:
2.00
Sq.Ft.:
2,482
Status:
NEW LISTING
MLS#:
24024240
Type:
Single Family
Subdivision:
Rural
Lot size:
1 Acres
A broker reciprocity listing Courtesy: lex.unknownoffice
View additional info

ADDITIONAL INFORMATION

ABSOLUTE AUCTION - Price is just to be able to insert listing onto MLS. This Property will sell regardless of price. Auction Date - Saturday, December 14th - 10:30 A.M. *LIVE ON SITE AUCTION*1,241 Square Feet on 1st floor & 1,242 Square Feet in Basement, 2 Bedrooms, 1 Full Bath on 1 Acre +/- and Road Frontage.TERMS: 10% Down day of Auction, with Balance due on or before 1/17/2025. A 10% Auction Marketing Fee will be added to the final bid to determine Sale Price. The real estate is being sold 'AS IS', cash for deed at time of closing. Real Estate is Located in Flood Zone. BIDDER REGISTRATION: To register to bid on real estate all bidders must have a valid driver's license or legal proof of identity and sign the Terms & Conditions prior to getting Bid Number. Cash or Good Check in Full day of Auction on All Personal Property.'Great Location, close to Winchester & Lexington, KY. Only minutes from I-75 and walking distance to Kentucky River. Ideal for full time Residence or Investment Property'.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,841
Status:
NEW LISTING
MLS#:
24024238
Type:
Single Family
Subdivision:
Rural
Lot size:
2.9 Acres
Year built:
1983
A broker reciprocity listing Courtesy: lex.unknownoffice
View additional info

ADDITIONAL INFORMATION

ABSOLUTE AUCTION - Price is just to be able to insert listing onto MLS. This Property will sell regardless of price. Auction Date - Saturday, December 14th - 10:30 A.M. *LIVE ON SITE AUCTION*KENTUCKY RIVERFRONT - 1,840 Square Feet, 3 Bedrooms, 1.5 Baths, 2.9 Acres +/- with Kentucky River and Road Frontage, Over 900 Square Feet Decking and Majority Covered, Central Heat and Air, Carport and Barn, Private Dock.TERMS: 10% Down day of Auction, with Balance due on or before 1/17/2025. A 10% Auction Marketing Fee will be added to the final bid to determine Sale Price. The real estate is being sold 'AS IS', cash for deed at time of closing. Real Estate is Located in Flood Zone. BIDDER REGISTRATION: To register to bid on real estate all bidders must have a valid driver's license or legal proof of identity and sign the Terms & Conditions prior to getting Bid Number. Cash or Good Check in Full day of Auction on All Personal Property.'If you have ever dreamed of owning your own home on the River with your Own Private Dock. The opportunity has arrived for you to Bid and Buy at Public Absolute Auction'.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,000
Status:
Active
MLS#:
24024099
Type:
Single Family
Subdivision:
Indian Hills
Lot size:
0.16 Acres
Year built:
1968
A broker reciprocity listing Courtesy: Freedom Realty & Property Management 859-771-0777
View additional info

ADDITIONAL INFORMATION

This lovely brick ranch home sits in the established Indian Hills subdivision with easy access to schools, downtown, and the Veterans Memorial Bypass. Take a step inside to enjoy the lovely open great room with beautiful natural light. Around the corner, the well-designed kitchen features gleaming granite countertops and plenty of cabinet space to store the kitchen essentials. The fenced back yard includes a concrete patio perfect for grilling and outdoor entertaining on a cool summer evening, as well as a nice sized storage building to house your yard care tools. Schedule your private showing today and take the first step toward making this cozy home your own!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,854
Status:
Active
MLS#:
24023953
Type:
Single Family
Subdivision:
Rural
Lot size:
5.53 Acres
Year built:
1983
A broker reciprocity listing Courtesy: The Agency 859-285-0614
View additional info

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.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,240
Status:
Active
MLS#:
24023943
Type:
Single Family
Subdivision:
Lyndale
Lot size:
0.26 Acres
Year built:
1968
A broker reciprocity listing Courtesy: Dream Maker Realty, LLC 859-404-3384
View additional info

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.

Open House:

Sunday, 11/24 1:00-3:00PM

More Open House Info >

Beds:
3
Baths:
1.00
Sq.Ft.:
1,120
Status:
Active
MLS#:
24023872
Type:
Single Family
Subdivision:
Rural
Lot size:
0.38 Acres
Year built:
1961
A broker reciprocity listing Courtesy: Kentucky Residential Real Estate, LLC 859-229-5974
View additional info

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!

Beds:
4
Baths:
3.00
Sq.Ft.:
2,105
Status:
Active
MLS#:
24023888
Type:
Single Family
Subdivision:
Rural
Lot size:
0.55 Acres
Year built:
1970
A broker reciprocity listing Courtesy: Keller Williams Legacy Group 859-544-6175
View additional info

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.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,260
Status:
Active
MLS#:
24023759
Type:
Townhouse
Subdivision:
Spencer Community Development
Lot size:
0.11 Acres
Year built:
1982
A broker reciprocity listing Courtesy: Keller Williams Bluegrass Realty 859-260-1444
View additional info

ADDITIONAL INFORMATION

Home has undergone complete remodel and is ready for you. List of renovations include dimensional shingle roofing, new rear deck, new windows and doors, new OSB sheathing, house wrap and vinyl siding, new interior doors and hardware, luxury vinyl tile flooring, carpet in bedrooms, new staircase and railing installed, reglazed shower/tub enclosures, toilets, vanities, plumbing hardware, new kitchen cabinets, granite countertops and stainless steel appliances. Laundry hook-ups are located on the first floor outside downstairs bedroom. New French patio door in bedroom opens up to the new wooden deck that overlooks backyard. Home is located near intersection of Bypass Rd. and Boone Ave. providing easy access to bypass or downtown. Owner/agent.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,901
Status:
Active
MLS#:
24023696
Type:
Single Family
Subdivision:
Rural
Lot size:
5 Acres
Year built:
1940
A broker reciprocity listing Courtesy: Keller Williams Commonwealth 859-721-2121
View additional info

ADDITIONAL INFORMATION

Step into charm and elegance with this captivating Two-Story home, offering a blend of classic design and modern amenities. Boasting 4 spacious bedrooms and 3 full baths within 2,091 sq ft, thisresidence is perfect for comfortable family living and entertaining. The primary master suite is thoughtfully located on the first floor, providing convenience and privacy. The home features a durablemetal roof, ensuring long-term protection and a sleek, contemporary look. Crawl space basement has b-dry and sump pump. Never lose power, whole house gas generator is installed. The property includes a detached garage and a versatile metal building behind the house, offering ample storage or workshop space. Children and pets will delight in the fenced playground, while the crescent shaped concrete driveway adds a touch of sophistication and practicality. This home combines timeless charm with functional, modern features, creating an ideal setting for both relaxation andactivity.

Beds:
n/a
Baths:
Sq.Ft.:
2,310
Status:
Active
MLS#:
24023619
Type:
General Commercial
Subdivision:
Downtown
Lot size:
0.23 Acres
A broker reciprocity listing Courtesy: Woods Realty Group 859-644-5077
View additional info

ADDITIONAL INFORMATION

Discover this exceptional, versatile space in the heart of downtown Winchester. With beautiful wood floors, a vaulted ceiling, and original raw wood details, this property exudes charm and modern functionality. The space is currently set up as a gym but offers endless potential - ideal for retail, a yoga studio, a creative workspace, or a trendy boutique. This unique property is the perfect blend of historic charm and modern upgrades. Embrace the opportunity to make this space your own - whether as a thriving business location or an inspired community hub. Don't miss out on owning a piece of Wincity! Schedule an appointment today!

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
24023551
Type:
Land
Subdivision:
Mallard Place
Lot size:
0.55 Acres
A broker reciprocity listing Courtesy: Coldwell Banker McMahan 859-744-1400
View additional info

ADDITIONAL INFORMATION

Prime Reserve building lot in the new luxury subdivision located on the West side of Winchester. This is your opportunity to own one of the prime lots in Mallard Place. Enjoy the peaceful quiet of this subdivision while enjoying the beautiful views.

Beds:
5
Baths:
4.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
24023445
Type:
Multi-Family
Subdivision:
Downtown
Lot size:
0.26 Acres
Year built:
1940
A broker reciprocity listing Courtesy: Team Pannell Real Estate 859-806-7946
View additional info

ADDITIONAL INFORMATION

Investors!! Here is a chance to increase your portfolio with this Income Producing Triplex Downtown Winchester! Has always been 100% occupied generating $2,345/mo but with rent increases/new tenant, New monthly will be $2,740/mo. Units are as follows: Studio/1BA; 2B/1Ba; 2B/1.5 Ba. Tenants considered to be long term tenants. Additional side yard identified as Lot #9 included. Sold AS IS. Please do not go on property or disturb tenants.

Beds:
4
Baths:
3.00
Sq.Ft.:
1,997
Status:
Active
MLS#:
24023332
Type:
Single Family
Subdivision:
Oakmont
Lot size:
0.11 Acres
Year built:
2024
A broker reciprocity listing Courtesy: Christie's International Real Estate Bluegrass 859-245-1179
View additional info

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.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,269
Status:
Active
MLS#:
24023337
Type:
Single Family
Subdivision:
Oakmont
Lot size:
0.13 Acres
Year built:
2024
A broker reciprocity listing Courtesy: Christie's International Real Estate Bluegrass 859-245-1179
View additional info

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.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,100
Status:
Active
MLS#:
24023173
Type:
Single Family
Subdivision:
Rural
Lot size:
0.33 Acres
Year built:
1985
A broker reciprocity listing Courtesy: Herald Real Estate 859-248-5626
View additional info

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.

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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 2024 Lexington Bluegrass Multiple Listing Service. All rights reserved.

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