Winchester KY Homes for Rent
- Type:
- General Commercial
- Sq.Ft.:
- 3,132
- Status:
- Active
- Beds:
- n/a
- Lot size:
- 0.09 Acres
- Year built:
- 1880
- Baths:
- MLS#:
- 24016294
- Subdivision:
- Commercial
View additional info
Courtesy: Block + Lot Real Estate
859-309-0099
ADDITIONAL INFORMATION
Located across from the Court House on the high side of Main Street makes this beautiful building an ideal place to start your new business. The downstairs has been completely renovated with a whole new storefront, new HVAC, brick walls exposed, and new flooring laid. The demo work is complete upstairs and a new back deck has been added, walls are up, plaster work is completed and the new back windows are in! The apartment boasts a beautiful staircase, hardwood floors, and abundant natural light. Perfect building to live upstairs and bring your business downstairs. There is a large back parking lot with alley access and this building is in the Opportunity Zone. Winchester First has numerous grants for renovating properties and starting new businesses. Check out winchesterfirst.org. Owner is the agent.Property Highlights:- Located across from the Court House- Live upstairs and work downstairs- Parking- Opportunity ZoneFrom South Main Street, building is directly across from the Court House.http://winchesterfirst.org - Grant Opportunities
- Type:
- Single Family
- Sq.Ft.:
- 2,735
- Status:
- Active
- Beds:
- 3
- Lot size:
- 7.14 Acres
- Year built:
- 2022
- Baths:
- 3.00
- MLS#:
- 24016250
- Subdivision:
- Rural
View additional info
Courtesy: Keller Williams Legacy Group
859-544-6175
ADDITIONAL INFORMATION
Discover your private dream getaway 3BR/2.5BA craftsman-style home on over 7 acres of stunning, level land. This expansive ranch home, built in 2022, showcases exceptional attention to detail and includes a massive, oversized garage. Enter through the deep covered front porch into a spacious, open floor plan. The foyer leads to a vaulted great room with wood floors & a large stone fireplace, seamlessly connected to a fully equipped chef's kitchen featuring a sprawling island for prep work and casual meals, a spacious dining area, tile backsplash, a walk-in pantry & stainless-steel appliances. Entertain or unwind in the Florida room at the rear of the home, which overlooks the lush yard and a second covered porch. The split bedroom layout ensures privacy for everyone. The luxurious primary suite includes a walk-in closet and a generously sized BA w/a large soaker tub & a walk-in tiled shower. Access the laundry room directly from primary suite or mud room access! On the opposite side of the home, you'll find 2 additional BR's and a full BA. The oversized garage provides ample space for parking, storage, and a workshop. This custom-built gem could be your new dream home!
- Type:
- Single Family
- Sq.Ft.:
- 5,227
- Status:
- Active
- Beds:
- 6
- Lot size:
- 0.43 Acres
- Year built:
- 1993
- Baths:
- 4.00
- MLS#:
- 24016037
- Subdivision:
- Stoneybrook
View additional info
Courtesy: Dream Maker Realty, LLC
859-404-3384
ADDITIONAL INFORMATION
Discover your dream home with this expansive 6 bedroom, 3.5 bath haven.The main floor boasts a primary en-suite, office space, and laundry room, while the second floor offers additional bedrooms and a versatile bonus room. The basement offers private bed/bath, custom bar, home theater, infrared sauna and home gym. Step outside and prepare to be enchanted by an outdoor oasis. Outdoor kitchen complete with Big Green Egg and gas fireplace. The crown jewel of this outdoor space... the stunning 18x36 Grecian In-ground pool accompanied by a custom stone gas fire pit. Whether you're binging the latest blockbuster in the home theatre or enjoying a serene morning by the pool, this home offers a blend of relaxation and entertainment. This residence isn't just a place to live; it's a place to thrive and create unforgettable memories. Ready to dive into your new lifestyle? Your dream home awaits!
- Type:
- General Commercial
- Sq.Ft.:
- n/a
- Status:
- Active
- Beds:
- n/a
- Lot size:
- 0.34 Acres
- Baths:
- MLS#:
- 24015897
- Subdivision:
- Commercial
View additional info
Courtesy: Tom Goebel & Company
859-744-3637
ADDITIONAL INFORMATION
This is your opportunity to own an income producing property in a prime location close to downtown Winchester. It has the unique charm of the original historical home with beautiful French doors, leaded glass windows and antique fireplaces. This property has been used as a beauty salon for the past 28 years. Currently the building has 6 beautician stations completely set up for use and has a separate shampoo room.In addition to this there is a 3 bedroom, 1 bath apartment with a separate entrance located above the salon area. This could be a rare opportunity to live upstairs and have a business downstairs or rent both to produce income.
- Type:
- Single Family
- Sq.Ft.:
- 2,564
- Status:
- Active
- Beds:
- 3
- Lot size:
- 1.18 Acres
- Year built:
- 1940
- Baths:
- 2.00
- MLS#:
- 24015318
- Subdivision:
- Boonesboro
View additional info
Courtesy: Hunter Real Estate
859-312-6366
ADDITIONAL INFORMATION
Home features living room, kitchen, dining area, bonus room, primary bedroom with adjoining bath on main level, upstairs has two additional bedrooms, full bath and another bonus room with large closet and separate exterior entrance. Home has Large detached garage (over 1500 sq ft per pva) .Home sq ft and lot size per pva and are not warranted. Hold Harmless must be signed before entering.
- Type:
- Single Family
- Sq.Ft.:
- 3,261
- Status:
- Active
- Beds:
- 3
- Lot size:
- 0.33 Acres
- Year built:
- 1960
- Baths:
- 3.00
- MLS#:
- 24015067
- Subdivision:
- Hampton Manor
View additional info
Courtesy: Ensor Real Estate, LLC
859-749-0892
ADDITIONAL INFORMATION
Beautiful Hampton Manor home offers easy access to all Winchester has to offer! Located right off Boone Ave, this home boasts tons of updates including an Entertaiment Kitchen with granite countertops, Bosch appliances and great storage, refinished hardwoods, new windows, Updated bathroom showers, a pool, covered front porch back porch and separate covered area outback to enjoy all summer long. 3 Bedrooms on the main level including a primary suite with 2 closets, 2 guest bedrooms, and full guest bathroom. Beautiful living room with gas log updated fireplace, a Den with Gas logs and an enclosed all-season room! A full walk out basement with oversized 2 car garage, 1/2-bathroom, Game Room or office with another updated fireplace with gas logs, laundry room and great closet storage!!! Move in a truly enjoy the beautiful yard, landscaping and just relax!
$383,500
29 Manor Drive Winchester, KY 40391
- Type:
- Single Family
- Sq.Ft.:
- 2,148
- Status:
- Active
- Beds:
- 3
- Lot size:
- 0.31 Acres
- Year built:
- 1962
- Baths:
- 2.00
- MLS#:
- 24014457
- Subdivision:
- Hampton Manor
View additional info
Courtesy: Rector Hayden Realtors
859-276-4811
ADDITIONAL INFORMATION
Charming Home in Hampton Manor!... Welcome to Hampton Manor, one of Winchester's top neighborhoods! This beautifully maintained home, loved by the same owner for 32 years, is now seeking a new owner to appreciate its charm and prime location near the Winchester Country Club. Step inside to a bright Living Room with triple windows, hardwood floors, and a cozy gas log fireplace. The dining area design flows into a remodeled Kitchen with high-end Custom Mouser Cabinetry, an island with butcher block, and stunning granite countertops. The kitchen features under-cabinet lighting, a direct vent hood, and stainless-steel appliances. The unique Dutch door leads to a covered porch and two TREX composite decks, perfect for outdoor relaxation. The main level includes a primary bedroom suite with vaulted ceilings, hardwood floors, private deck access, and an ensuite bath with a large shower. Two additional bedrooms and a main bathroom complete this level. The partially finished basement offers a versatile space with a wood-burning fireplace, ideal for a Rec Room or Family Room. The bright laundry area and expansive unfinished space provide endless possibilities, from workshops to
- Type:
- General Commercial
- Sq.Ft.:
- 1,400
- Status:
- Active
- Beds:
- n/a
- Lot size:
- 0.3 Acres
- Year built:
- 1995
- Baths:
- MLS#:
- 24014157
- Subdivision:
- Rural
View additional info
Courtesy: The Agency
859-285-0614
ADDITIONAL INFORMATION
Discover the perfect opportunity to kickstart or expand your auto repair business with this 1400 sqft auto shop. Featuring two spacious garage bays, this property is strategically located right off the bypass, offering unparalleled ease of access for your customers. Whether you're launching a new venture or growing your existing business, this prime location ensures high visibility and convenience. Don't miss out on this ideal commercial space designed to drive your success!
- Type:
- Land
- Sq.Ft.:
- n/a
- Status:
- Active
- Beds:
- n/a
- Lot size:
- 10 Acres
- Baths:
- MLS#:
- 24014025
- Subdivision:
- Rural
View additional info
Courtesy: RE/MAX Creative Realty
859-422-2000
ADDITIONAL INFORMATION
Finding acreage this close to the Kentucky river is a rare opportunity. This is 10 beautiful wooded acres in a great location where Daniel Boone , his family and friends likely traveled from time to time. You may find lots of indian artifacts or items from the soldiers that occupied fort Boonesboro. Dont let this opportunity get by you. It is vacant undeveloped land . It has a lot of buildable gentle grade land starting at the road the part I walked 70-100 feet before it really starts to get steep. Should have water and electric at the road.
- Type:
- Single Family
- Sq.Ft.:
- 2,327
- Status:
- Active
- Beds:
- 4
- Lot size:
- 0.18 Acres
- Year built:
- 1920
- Baths:
- 1.00
- MLS#:
- 24013805
- Subdivision:
- South Park Addition
View additional info
Courtesy: Dream Maker Realty, LLC
859-404-3384
ADDITIONAL INFORMATION
162 French Ave, Winchester, Kentucky, is a charming residential property located in a quiet neighborhood. The house is a single-family home, 2,327 square feet, with a beautiful front porch perfect for enjoying the Kentucky weather. The property features a well-maintained lawn adding to its curb appeal.As you approach the front door, you'll notice the classic design with large windows allowing natural light to brighten the interior. The interior of the house is spacious and thoughtfully laid out.The bedrooms are comfortable and provide a relaxing retreat after a long day. The backyard of the property is a peaceful oasis.Overall, 162 French Ave is a lovely home that offers both comfort and style, making it a wonderful place to live in Winchester, Kentucky. Inspections are welcome but owner will not do any repairs.
- Type:
- Single Family
- Sq.Ft.:
- 2,908
- Status:
- Active
- Beds:
- 4
- Lot size:
- 0.52 Acres
- Year built:
- 1985
- Baths:
- 3.00
- MLS#:
- 24013815
- Subdivision:
- Holiday Hills
View additional info
Courtesy: Ensor Real Estate, LLC
859-749-0892
ADDITIONAL INFORMATION
Once you come in you won't leave, this sprawling ranch with a nice back yard just waiting for you, 4 bedrooms, 3 full baths, this home has the perfect spot for a garden, family size lawn, corner lot, Some hardwood floors, fireplace, close to town, church, schools, hospitals, shopping, Lexington, Richmond, call today!
$2,128,000
Address not provided Winchester, KY 40391
- Type:
- Other
- Sq.Ft.:
- n/a
- Status:
- Active
- Beds:
- n/a
- Lot size:
- 30 Acres
- Baths:
- MLS#:
- 24013807
- Subdivision:
- Colby Ridge
View additional info
Courtesy: Keller Williams Bluegrass Realty
859-260-1444
ADDITIONAL INFORMATION
Opportunity Knocks! Currently Clark County has approved the seller's plan to build a Single Family home/Multi Family Development consisting of 30 acres of which 25 acres have been designed for 102 residential lots and 5 acres for a Multi-Family 80 Door Complex. Of those 102 lots, 14 are basement lots and 88 are slab lots. Marketable price point for the buildable lots are projected to begin under $300K with potential for upside in basement lots and buyer upgrades to the new builds. Additionally there is a 5 acre tract designed for a Class A multifamily complex consisting of Ten 2-story buildings with 8 units per building for a total of 80 units.The site will extend from the Colby Ridge Subdivision, which is directly behind the Shoppers Village on the By-Pass and within 1.6 miles off of I-74 and 1.4 miles from US 60. It is within close proximity and walking distance to local stores, shopping and the Kroger supermarket.Property falls in the West Corridor of Winchester and under the sewer sanitation lines of the West Intersector. IMP NOTE: This site is approved by the City/County for available sewer sanitation capacity and not restricted to the 2007 Consent Decree with EPA.
- Type:
- Single Family
- Sq.Ft.:
- 1,113
- Status:
- Active
- Beds:
- 2
- Lot size:
- 1.36 Acres
- Year built:
- 1920
- Baths:
- 1.00
- MLS#:
- 24013804
- Subdivision:
- Rural
View additional info
Courtesy: Woods Realty Group
859-644-5077
ADDITIONAL INFORMATION
Looking for a quite place in the country that will give you enough room for a great garden, a few chickens and a huge helping of peace and quiet?? This little gem may be for you. A 1920 built wood home tucked away in the hills of Clark County. Call today for your private showing.
$1,200,000
621 Boone Avenue Winchester, KY 40391
- Type:
- Single Family
- Sq.Ft.:
- 5,498
- Status:
- Active
- Beds:
- 5
- Lot size:
- 4 Acres
- Year built:
- 1965
- Baths:
- 6.00
- MLS#:
- 24013378
- Subdivision:
- Downtown
View additional info
Courtesy: Coldwell Banker McMahan
859-744-1400
ADDITIONAL INFORMATION
Discover unparalleled elegance with no detail left unturned, nestled on 4 acres in the heart of Winchester. This exquisite property spans 5400 sq feet & offers 5 bedrooms, 3 full baths & 3 half baths, ideal for gracious living & entertaining. Step into a gourmet kitchen with two expansive islands, perfect for culinary enthusiasts. Enjoy the serene ambiance of a beautiful sunroom, offering relaxation & panoramic views of the grounds. Experience true outdoor living with an impressive array of amenities. Entertain effortlessly with an outdoor kitchen, while the inground pool & trampoline provide recreation & relaxation for all. Impeccably designed & maintained, this home combines luxury with everyday comfort, offering a lifestyle of tranquility & sophistication! home currently has a contract with a 24hr kickout.
$850,000
420 Alexis Way Winchester, KY 40391
- Type:
- Single Family
- Sq.Ft.:
- 2,770
- Status:
- Active
- Beds:
- 4
- Lot size:
- 0.38 Acres
- Year built:
- 2022
- Baths:
- 3.00
- MLS#:
- 24013314
- Subdivision:
- Mallard Cove
View additional info
Courtesy: McCormick Realty Inc.
859-498-4317
ADDITIONAL INFORMATION
WOW! Exceptional! Attention to detail was clearly taken in the building of this stunning home. Entrance foyer leads to the living rm w/stone gas log fireplace, kitchen and dining rm. Coffered ceiling w/ceiling fan, quartz countertops, backsplash, convection oven w/glass cook top, walk in pantry w/custom cabinets. Primary suite w/tray ceiling, split vanities, walk-in shower, spa-like tub, private toilet and the huge, custom walk-thru closet that leads to utility rm. On the other side of the house are three additional bedrooms and full bath. Half bath off the kitchen area. Upstairs offers a finished bonus rm. So many extra touches have already been completed saving you the time and effort and include crown molding thru-out, tile floors in baths, light/fan remotes, custom blinds. French doors open to the beautiful porch and the heated pool where you will relax & entertain! Beautiful fencing around pool area. The large 2 car attached garage w/high ceiling offers plenty of storage space. Plus the detached garage (400 sf) has c/h/a & a dog wash area. Move right on in and take a dip in the beautiful 5' heated pool with colored lights. Beautiful New Subdivision with a private lake.
- Type:
- General Commercial
- Sq.Ft.:
- n/a
- Status:
- Active
- Beds:
- n/a
- Lot size:
- 8.4 Acres
- Year built:
- 1985
- Baths:
- MLS#:
- 24013202
- Subdivision:
- Commercial
View additional info
Courtesy: Keller Williams Commonwealth
859-721-2121
ADDITIONAL INFORMATION
Colby Station is a +/-57,466 S.f. neighborhood shopping center located at intersection of the Bypass and Colby Road. The current Tenants include Dollar Tree, Kay Jewelers, Rent A Center Little Caesars, Resilience Physical Therapy, Don Senor's Restaurant and Scooters Coffee.
- Type:
- Single Family
- Sq.Ft.:
- 4,091
- Status:
- Active
- Beds:
- 5
- Lot size:
- 0.61 Acres
- Year built:
- 1958
- Baths:
- 4.00
- MLS#:
- 24013072
- Subdivision:
- Hampton Manor
View additional info
Courtesy: Coldwell Banker McMahan
859-744-1400
ADDITIONAL INFORMATION
This is rare beauty and history located in the heart of Winchester. Embrace the essence of elegance in this beautifully appointed brick home, offering 5 bedrooms, 3 full baths and formal rooms. Main level of home boasts the primary suite as well as an additional bedroom. The large fully equipped kitchen is a delight for any chef. Home features a full walk-up basement that is unfinished with a half bath and additional laundry area. This home nestled on a spacious lot with a serene brick patio inviting relaxation. The 2 car carport situated close to home with plenty of storage.
- Type:
- Other
- Sq.Ft.:
- n/a
- Status:
- Active
- Beds:
- n/a
- Lot size:
- 2.57 Acres
- Baths:
- MLS#:
- 24012397
- Subdivision:
- Commercial
View additional info
Courtesy: KY Realty Co
606-793-4395
ADDITIONAL INFORMATION
For lease-Frontage on Rolling Hills Rd, and Tech Drive.I-64 visibility, ideally located commercial property. Paved driveway and gravel lot.$1200 per .25 acre/per month
- Type:
- Land
- Sq.Ft.:
- n/a
- Status:
- Active
- Beds:
- n/a
- Lot size:
- 0.64 Acres
- Baths:
- MLS#:
- 24012333
- Subdivision:
- Plantations
View additional info
Courtesy: Keller Williams Bluegrass Realty
859-260-1444
ADDITIONAL INFORMATION
A Unique Opportunity to Build your Dream Home in the Estate Section of Royal Oaks in Clark County. Situated on..64 acres of land and Conveniently located off Exit 96 on I-64, with close proximity to the Industrial Park, Shopping, Dining and downtown Winchester. Call listing agent for additional details and information on the few lots left to build on in this subdivision!
- Type:
- Land
- Sq.Ft.:
- n/a
- Status:
- Active
- Beds:
- n/a
- Lot size:
- 0.52 Acres
- Baths:
- MLS#:
- 24012332
- Subdivision:
- Plantations
View additional info
Courtesy: Keller Williams Bluegrass Realty
859-260-1444
ADDITIONAL INFORMATION
A Unique Opportunity to Build your Dream Home in the Estate Section of Royal Oaks in Clark County. Situated on..52 acres of land and Conveniently located off Exit 96 on I-64, with close proximity to the Industrial Park, Shopping, Dining and downtown Winchester. Call listing agent for additional details and information on the few lots left to build on in this subdivision!
- Type:
- Land
- Sq.Ft.:
- n/a
- Status:
- Active
- Beds:
- n/a
- Lot size:
- 0.25 Acres
- Baths:
- MLS#:
- 24012331
- Subdivision:
- Plantations
View additional info
Courtesy: Keller Williams Bluegrass Realty
859-260-1444
ADDITIONAL INFORMATION
A Unique Opportunity to Build your Dream Home in the Plantation Section of Royal Oaks in Clark County. Situated on..25. acres of land and Conveniently located off Exit 96 on I-64, with close proximity to the Industrial Park, Shopping, Dining and downtown Winchester. Call listing agent for additional details and information on the few lots left to build on in this subdivision!
- Type:
- Land
- Sq.Ft.:
- n/a
- Status:
- Active
- Beds:
- n/a
- Lot size:
- 0.39 Acres
- Baths:
- MLS#:
- 24012330
- Subdivision:
- Plantations
View additional info
Courtesy: Keller Williams Bluegrass Realty
859-260-1444
ADDITIONAL INFORMATION
A Unique Opportunity to Build your Dream Home in the Plantation Section of Royal Oaks in Clark County. Situated on.39 acres of land and Conveniently located off Exit 96 on I-64, with close proximity to the Industrial Park, Shopping, Dining and downtown Winchester. Call listing agent for additional details and information on the few lots left to build on in this subdivision!
- Type:
- Single Family
- Sq.Ft.:
- n/a
- Status:
- Active
- Beds:
- n/a
- Lot size:
- 0.24 Acres
- Baths:
- MLS#:
- 24012327
- Subdivision:
- Plantations
View additional info
Courtesy: Keller Williams Bluegrass Realty
859-260-1444
ADDITIONAL INFORMATION
OPEN HOUSE! THIS SATURDAY June 29th 12-3PM! Here is the Blank Canvas to build your Dream Home in the Plantation Subdivision. This two story brick building, formerly the Sales Office for the Subdivision, has been gutted to offer the unique opportunity to build a 3118 Sq Ft Home consisting of Four Bedrooms, Two and Half Baths, an open concept on the main level with the addition of a two car garage. Contact listing agent to discuss current plans and renderings for completion of build-out. Close to I-64, shopping, stores, and Industrial Park.
- Type:
- Land
- Sq.Ft.:
- n/a
- Status:
- Active
- Beds:
- n/a
- Lot size:
- 5.04 Acres
- Baths:
- MLS#:
- 24009987
- Subdivision:
- Rural
View additional info
Courtesy: Steven D Adams Real Estate Services, LLC
859-744-1080
ADDITIONAL INFORMATION
Conveniently located less than three miles to Winchester with quick commutes to Lexington or Richmond are the Carroll Farm estate lots. Enjoy your own 5 acres while observing a larger, working cattle operation with no likelihood of ever being further developed. With HWY 627 (Boonesboro) being your address enjoy the safety of winter snow removal and the peace of mind knowing your children will not be driving country roads. Lots will have an asphalt, shared road and a masonry entrance from Boonesboro.
- Type:
- Land
- Sq.Ft.:
- n/a
- Status:
- Active
- Beds:
- n/a
- Lot size:
- 5.61 Acres
- Baths:
- MLS#:
- 24009986
- Subdivision:
- Rural
View additional info
Courtesy: Steven D Adams Real Estate Services, LLC
859-744-1080
ADDITIONAL INFORMATION
Conveniently located less than three miles to Winchester with quick commutes to Lexington or Richmond are the Carroll Farm estate lots. Enjoy your own 5 acres while observing a larger, working cattle operation with no likelihood of ever being further developed. With HWY 627 (Boonesboro) being your address enjoy the safety of winter snow removal and the peace of mind knowing your children will not be driving country roads. Lots will have an asphalt, shared road and a masonry entrance from Boonesboro.
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 2025 Lexington Bluegrass Multiple Listing Service. All rights reserved.
Winchester Real Estate
The median home value in Winchester, KY is $238,250. 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 $238,250. 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.