Winchester, KY Homes for Sale

• 

  

  

  /18

  $579,000

  • 5 Beds
  • 3 Baths
  • 3,102 Sq Ft

  110 White Conkwright Rd, Winchester, KY 40391

  Brick ranch with 3 upstairs bedrooms and 2 bedrooms in your mother in law suite and full finished basement, complete with kitchen. 2 gazebos with one attached to walk out porch over looking almost 3 acres of beautiful land. Attached 2 car garage and detached 2 car garage. Barn/workshop included, along with another metal building for storage.

  

  Philip 'PJ' Elder

  Omega Real Estate Brokerage LLC

  (859) 209-6934

  110 White Conkwright Rd, Winchester, KY 40391
• 

  

  

  /51

  $575,000

  • 3 Beds
  • 4 Baths
  • 3,160 Sq Ft

  520 Gay Evans Rd, Winchester, KY 40391

  Custom-built, 1-owner home nestled on 4.29 private acres minutes from Winchester & I-64. Located on a peaceful lane, this handsome ranch w/partially finished basement offers a bright & welcoming space that you will want to call home. The home boasts Hardie board-type siding/brick, Anderson windows, UPDATED 2025 shingles & a spacious front porch for relaxing. Inside, 9' & vaulted ceilings create

  

  Robin Jones

  Keller Williams Legacy Group

  (859) 577-7692

  520 Gay Evans Rd, Winchester, KY 40391
• 

  

  

  /57

  $512,000 Open Sun 2PM - 4PM

  • 4 Beds
  • 4 Baths
  • 4,448 Sq Ft

  150 Stone Crest Rd, Winchester, KY 40391

  WELCOME HOME >>>Room to spread out in this SPACIOUS Home of over 4000 sq. ft. sitting on 5.5 Acres! Offering 4 Bedrooms, 4 Bathrooms, Living Room, Beautiful Kitchen with appliances and tons of cherry cabinets, Den, utility room and 2 Large Bonus Rooms in the Basement. one could be a bedroom. There is a 3-car Detached Garage, 2-car attached Garage, Large Carport, Huge Patio around the Inground

  

  Brenda Murphy

  Murphy Realty Group

  (859) 470-3329

  150 Stone Crest Rd, Winchester, KY 40391
• 

  

  

  /10

  $135,000

  • Land
  • 4.01 Acres
  • $33,666 per Acre

  1940 Athens Boonesboro Rd, Winchester, KY 40391

  Escape to tranquility with this beautiful 4-acre lot in Clark County, offering the perfect setting to build your dream home. Tucked away on a quiet road, this property is surrounded by expansive farmland, ensuring ultimate privacy and peaceful living. A serene pond adds to the charm, providing a perfect spot to relax and enjoy the natural beauty of the land.This lot sits directly across

  

  Laura Sizemore

  Commonwealth Real Estate Professionals

  (859) 374-8725

  1940 Athens Boonesboro Rd, Winchester, KY 40391
• 

  

  

  /25

  $339,900

  • 4 Beds
  • 2.5 Baths
  • 3,024 Sq Ft

  816 Stratton Ln, Winchester, KY 40391

  Welcome to your dream home! Nestled in an excellent location in Winchester, KY, this charming 4-bedroom, 2.5-bathroom home offers the perfect blend of comfort and convenience. Enjoy the backyard, ideal for outdoor entertainment and relaxation, as well as the inviting front deck, perfect for sipping your morning coffee or watching the sunset. The above ground pool stays with the home and will be a

  Haley Rollins Dream Maker Realty, LLC

  816 Stratton Ln, Winchester, KY 40391
• 

  

  /55

  $459,000

  • 3 Beds
  • 3 Baths
  • 4,260 Sq Ft

  207 Bentbrook Ct, Winchester, KY 40391

  Spacious Ranch with Pool & Finished BasementOver 4,200 sq ft of versatile living space on a quiet cul-de-sac—perfect for large or multigenerational families!Main Features:• 3 bedrooms on the main floor, including a large primary suite• Ensuite with soaking tub, separate shower, double vanity & walk-in closet• Open living room with wood-burning fireplace & stone surround• Spacious kitchen with

  Melodie Lincavage RE/MAX Elite Realty

  207 Bentbrook Ct, Winchester, KY 40391
• 

  

  /54

  $540,000

  • 3 Beds
  • 2.5 Baths
  • 2,020 Sq Ft

  1778 Elkin Rd, Winchester, KY 40391

  Peaceful Living on 8.83 aces of gently rolling hills in the heart of Kentucky. Breathtaking countryside features a charming home that offers peace, privacy and serene surroundings. Whether you're dreaming of a small hobby farm, a quiet artist retreat or just want space to breathe. This is the place. Wake up to birdsong, watch deer wander at dusk and soak in the golden sunsets from your own

  Valeria Kaidanov Pacesetters Real Estate

  1778 Elkin Rd, Winchester, KY 40391
• 

  

  /73

  $339,900 Open Sun 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,805 Sq Ft

  407 Fairholme Way, Winchester, KY 40391

  Looking for a newer home in a beautiful, family friendly neighborhood? Look no further than this lovely, low maintenance home in the desirable Fairholme Estates subdivision. Take a step inside and enjoy the sunlight streaming in through the abundant windows in the great room. Gleaming, easy to clean, laminate vinyl plank flooring spills into the spacious kitchen area which features an oversized

  Josh Wood Freedom Realty & Property Mgt

  407 Fairholme Way, Winchester, KY 40391
• 

  

  /42

  $425,000

  • 3 Beds
  • 2 Baths
  • 2,120 Sq Ft

  485 Mccullough Ln, Winchester, KY 40391

  The Homestead you have been looking for. Farmhouse in the country. This beauty is just 6 miles from the interstate. Spacious 5.72 acres on this mini farm. It is located at the end of McCullough Lane. This three bedroom 2 bath home has 2,120 square feet. There is a beautiful 9 feet deep inground pool. The pool had a new liner and equipment installed 3 years ago. Inside you will find 3 fireplaces

  Dale Hatton Dream Maker Realty, LLC

  485 Mccullough Ln, Winchester, KY 40391
• 

  

  /75

  $334,900 Open Sun 1PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 1,848 Sq Ft

  408 Calmes Blvd, Winchester, KY 40391

  This lovely two story home is waiting for your family to call it home! Situated in the family friendly Calmes Estates subdivision, this home includes 3 bedrooms and two full baths on the second floor, with plenty of comfortable living space on the first floor. In the front great room, natural lighting from the picture windows glows on the hardwood floors. A step around the corner into the kitchen

  Josh Wood Freedom Realty & Property Mgt

  408 Calmes Blvd, Winchester, KY 40391
• 

  

  /28

  $384,900

  • 4 Beds
  • 2.5 Baths
  • 2,200 Sq Ft

  230 Hibiscus Ln, Winchester, KY 40391

  Beautiful 1-1/2 story home, lovingly maintained inside and out. 10' ceilings in both foyer and living room with crown molding.1st floor offers a master bedroom with full bath, jetted tub, separate shower and walk in closet. 3 spacious bedrooms & full bath upstairs. Privacy fenced backyard, quiet street with country views. Schedule your showing today!

  Anndrea Burchett Coldwell Banker McMahan

  230 Hibiscus Ln, Winchester, KY 40391
• 

  

  /62

  $384,700 Open Sun 1PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 1,920 Sq Ft

  309 Gallahadion Ct, Winchester, KY 40391

  This beautiful home located in desirable Fairholme Estates is a must see!! Amazing open floor plan with kitchen granite countertops, a large island and upgraded Frigidaire Elite Stainless Appliances. The waterproof Pergo laminate flooring is throughout the home. Don't miss the primary bedrooms with walk in closet, double sinks and tile shower in the bathroom. The two car garage is located on

  Josh Wood Freedom Realty & Property Mgt

  309 Gallahadion Ct, Winchester, KY 40391
• 

  

  /32

  $425,000

  • 4 Beds
  • 3.5 Baths
  • 2,904 Sq Ft

  210 College St, Winchester, KY 40391

  HISTORIC PRESERVATION AWARD! This stately brick residence, was among the winners of the 2024 Historic Preservation Award by the Clark County-Winchester Heritage Board and the Winchester Historic Preservation Board. Great attention was given to preserving/replicating original features of the home while bringing it to modern day living. Features of this gorgeous home include original heart pine

  Angie Conley Dixon Dixon Properties

  210 College St, Winchester, KY 40391
• 

  

  /36

  $430,000

  • 4 Beds
  • 2.5 Baths
  • 2,698 Sq Ft

  21 Edgewood Dr, Winchester, KY 40391

  This spacious 4-bedroom, 2.5-bathroom, 2,698 sq. ft. ranch in Hampton Manor sits on nearly an acre double lot just 20 minutes from Lexington/Hamburg. The primary suite boasts a walk-in closet, Jacuzzi tub, and ample storage, while three additional large bedrooms offer flexibility for guests or a home office. A well-equipped kitchen, a laundry/pantry room, and formal living with fireplace and

  Kelly Nisbet Coldwell Banker McMahan

  21 Edgewood Dr, Winchester, KY 40391
• 

  

  /29

  $427,900

  • 4 Beds
  • 3 Baths
  • 2,361 Sq Ft

  4732 Old Boonesboro Rd, Winchester, KY 40391

  NEW PRICE REDUCTION!!! This Is The One You Have Been Waiting For!!! This Completely Remodeled 4 Bedroom 3 Bathroom Home On An Unfinished Basement Has It All. Features Include An Open Floor Plan; Dining Room With Fireplace; Big Kitchen With Lots Of Cabinets; Granite Tops; Stainless Steel Appliances; Range Hood; Farmhouse Sink; Huge Laundry Room Off Kitchen/Master Bedroom; First Floor Master

  Patrick Arvin Keller Williams Commonwealth

  4732 Old Boonesboro Rd, Winchester, KY 40391
• 

  

  /37

  $429,900

  • 4 Beds
  • 4.5 Baths
  • 2,800 Sq Ft

  136 College St, Winchester, KY 40391

  Attention To Detail!!! Tastefully Renovated 4 Bedroom 4 1/2 Bath Home On College Street! Each Bedroom Has Its Own Private Bathroom! This Perfect Home Has Not Only Been Completely Renovated But An Addition Added To Modernize The Layout And Give You A First Floor Master Suite. The Uniqueness Of This Home Has Been Captured Through The Wooden Staircase and Wonderful Curb Appeal That Were Saved. If

  Patrick Arvin Keller Williams Commonwealth

  136 College St, Winchester, KY 40391
• 

  

  /43

  $439,000

  • 5 Beds
  • 3.5 Baths
  • 3,465 Sq Ft

  1128 Lafayette Blvd, Winchester, KY 40391

  Located in Clark County's sought-after Stoneybrook neighborhood, this move-in-ready Ranch with a finished walk-out basement has been extensively updated. The main floor features fresh paint, new light fixtures, and new hardwood in the primary bedroom. The kitchen boasts new granite countertops, backsplash, and black stainless appliances. The primary bath has a new walk-in shower and tile floors,

  Alyssa Ryan Marshall Lane Real Estate - Lexington

  1128 Lafayette Blvd, Winchester, KY 40391
• 

  

  /74

  $725,000

  • 3 Beds
  • 4 Baths
  • 4,123 Sq Ft

  1775 Irvine Rd, Winchester, KY 40391

  Own the most charming home atop a scenic hill at Blue Ridge Manor—a breathtaking 5.13-acre retreat where modern comfort meets classic elegance. As you drive up the long, private driveway, you'll feel like you're entering your own exclusive retreat, a sanctuary of peace and tranquility. Lovingly maintained by its original owner for the past 30 years, this beautifully renovated brick home (updated

  Oxana Lopetegui-Pineda Lifstyl Real Estate

  1775 Irvine Rd, Winchester, KY 40391
• 

  

  /26

  $349,000

  • 3 Beds
  • 2.5 Baths
  • 2,065 Sq Ft

  118 Sturbridge Ln, Winchester, KY 40391

  Nestled right in the heart of town, lies this charming 2 story home that embodies the essence of rustic glam. This cozy retreat offers a convenient escape from the hustle and bustle of life. The first floor offers ample space to host friends and family gatherings. Upstairs, the bedrooms serve as serene sanctuaries. Each room offers the perfect balance of the rustic charm. The backyard boasts

  A. Rebecca Woods Woods Realty Group

  118 Sturbridge Ln, Winchester, KY 40391
• 

  

  /43

  $499,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 2,414 Sq Ft

  430 Fairholme Way, Winchester, KY 40391

  Nestled in the serene landscape of Kentucky, is this stunning 1 1/2 story brick home. It offers the perfect blend of elegance and modern comfort. This inviting home offers a timeless appeal that harmonizes beautifully with the tranquil surroundings. It's located on the outskirts of town, in a quiet neighborhood, making it the perfect retreat from the hustle and bustle of life. It's perfect

  Robyn Bradley Woods Realty Group

  430 Fairholme Way, Winchester, KY 40391
• 

  

  /44

  $330,000

  • 3 Beds
  • 2 Baths
  • 2,459 Sq Ft

  43 Skylark Dr, Winchester, KY 40391

  Discover this inviting 3-bedroom, 2-bath ranch-style home with a 2 car garage on a half acre lot! This well-maintained home offers comfort, convenience, and plenty of flexible space both inside and out. There are multiple rooms that can be used as a main living room, family room, home office, or kids playroom. Additional features include vinyl plank floors, a newer roof, a cozy gas fireplace, and

  Chad Bowman The Brokerage

  43 Skylark Dr, Winchester, KY 40391
• 

  

  /28

  $354,900

  • 4 Beds
  • 3 Baths
  • 3,149 Sq Ft

  512 Boone Ave, Winchester, KY 40391

  Step into this stunning home that seamlessly blends modern comfort with timeless charm. The spacious living room boasts an open-concept design, complemented by beautiful hardwood floors, an abundance of natural light, and a cozy fireplace. The large kitchen is a chef's dream, featuring ample shelving, stainless steel appliances, and breathtaking views. Step outside to a massive deck overlooking a

  Jordan James Lifstyl Real Estate

  512 Boone Ave, Winchester, KY 40391
• 

  

  /34

  $369,500

  • 4 Beds
  • 3 Baths
  • 2,496 Sq Ft

  112 Gibson Way, Winchester, KY 40391

  Amazing space in this 4 bedroom 3 bath home located in a great neighborhood, almost brand new well maintained, call today, close to shopping, churches, schools, I-64 and I-75, Richmond and Lexington,

  Mila Ensor Ensor Real Estate LLC

  112 Gibson Way, Winchester, KY 40391
• 

  

  /50

  $375,000

  • 4 Beds
  • 3 Baths
  • 3,200 Sq Ft

  356 Boone Ave, Winchester, KY 40391

  Contract with 48 hr kickout - continue to show. Your chance to live in a beautiful, renovated home on historic Boone Avenue. Walk to downtown, the public library or college park. This two-story home has loads of renovations and is ready for you to move right in. This home features 4 bedrooms and a bonus room, currently used as an office. The updated kitchen is a cooks dream! Granite counters

  Nancy Smith Rector Hayden Realtors

  356 Boone Ave, Winchester, KY 40391
• 

  

  /33

  $370,000

  • 3 Beds
  • 1.5 Baths
  • 1,356 Sq Ft

  4074 Ironworks Rd, Winchester, KY 40391

  Welcome to country living! This newly renovated ranch on 4+ scenic acres offers peaceful living just 10 minutes from town. Inside, the open floor plan seamlessly connects the kitchen, dining, and living areas. The kitchen features granite countertops, new stainless steel appliances, a central island with bar seating, while the living room boasts a cozy fireplace. Durable LVP and tile flooring run

  Michelle Blackburn RE/MAX Creative, Winchester

  4074 Ironworks Rd, Winchester, KY 40391
• 

  

  /92

  $379,900 Open Sun 1PM - 3PM

  • 4 Beds
  • 2 Baths
  • 2,520 Sq Ft

  31 Mockingbird Valley Rd, Winchester, KY 40391

  *There is an accepted purchase agreement, with 36 Hour kick-out clause * 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

  Josh Wood Freedom Realty & Property Mgt

  31 Mockingbird Valley Rd, Winchester, KY 40391
• 

  

  /49

  $400,000

  • 3 Beds
  • 3.5 Baths
  • 3,200 Sq Ft

  228 Moundale Ave, Winchester, KY 40391

  *48 hour kickout clause in place* Freshly painted and full of charm! This colonial-style home in Winchester's historic Thomson Addition offers a spacious, inviting layout. The foyer opens to a formal dining room, great room, and a kitchen with custom maple cabinets, breakfast nook, and cozy living space. French doors lead to a screened-in porch and large deck which is perfect for relaxing or

  Michelle Blackburn RE/MAX Creative, Winchester

  228 Moundale Ave, Winchester, KY 40391
• 

  

  /4

  $334,327 New Construction

  • 4 Beds
  • 2.5 Baths
  • 1,997 Sq Ft

  136 Gibson Way, Winchester, KY 40391

  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

  Neshia Gaines Christies International Real Estate Bluegrass

  136 Gibson Way, Winchester, KY 40391
• 

  

  /17

  $359,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  210 Jett Dr, Winchester, KY 40391

  Don't miss out on this wonderful ranch floor plan, New Construction, 3 bedrooms, 2 baths, covered porch, great location, Call today.Size of home may vary from plan, spec home,all specifics have already been ordered. This information will follow within a few weeks and posted on line.

  Mila Ensor Ensor Real Estate LLC

  210 Jett Dr, Winchester, KY 40391
• 

  

  /62

  $275,950

  • 3 Beds
  • 2 Baths
  • 1,247 Sq Ft

  3614 Stamper Dr, Winchester, KY 40391

  'Fully renovated to perfection, this property features brand-new upgrades throughout. Highlights include newly installed windows, doors, and flooring, complemented by modern appliances and updated cabinetry. A new deck provides an ideal space for outdoor enjoyment, while contemporary fixtures add a touch of elegance. This home is truly a remarkable opportunity and an absolute must-see.'

  Darrell Tackett Dream Maker Realty, LLC

  3614 Stamper Dr, Winchester, KY 40391
• 

  

  /36

  $179,000

  • 3 Beds
  • 2 Baths
  • 1,020 Sq Ft

  218 Buffalo Trace, Winchester, KY 40391

  Must see this nice home located in Buffalo Trace! Ranch with fenced in back yard, covered porch/patio, storage area, concrete drive, and nice yard with landscaping. Vinyl siding and metal roof. Features: Open floor plan, Living room, dining area, kitchen is fully applianced, and laundry area with washer and dryer included. Vaulted ceilings. Primary bedroom has large full bath. Two guest

  Sandy Statom ERA Team Realtors

  218 Buffalo Trace, Winchester, KY 40391
• 

  

  /36

  $187,500

  • 2 Beds
  • 1.5 Baths
  • 1,140 Sq Ft

  120 Heather Ln, Winchester, KY 40391

  This Townhome is Adorable and move in ready. It offers vaulted tongue and groove ceilings and a wood burning fireplace in the living room. There are beautiful hardwood floors in the kitchen and dining room. In the kitchen you will find custom oak cabinets and granite counter tops. The full bathroom also has a custom oak cabinet with a granite sink and numerous closets made of cedar throughout the

  Julie Wiggington RE/MAX Creative, Winchester

  120 Heather Ln, Winchester, KY 40391
• 

  

  /35

  $249,900

  • 3 Beds
  • 2 Baths
  • 1,773 Sq Ft

  206 Moss Cir, Winchester, KY 40391

  This 3 bedroom 2 bathroom home is located in the established Spring Hill Subdivision. Separate Utility/Mud room and one car garage. Two very spacious full bathrooms. Covered front porch creates nice space for relaxing. The rear patio overlooks a nice fenced in back yard with storage building. Roof shingles replaced in 2022.

  David Baesler Kentucky Dreams Realty

  206 Moss Cir, Winchester, KY 40391
• 

  /2

  $240,000

  • Land
  • 12 Acres
  • $19,835 per Acre

  155 Spring Ridge Way, Winchester, KY 40391

  Great opportunity to develop/ build on 12+ acres. The property has three street stubs adjoining it. Three different concepts are included under documents. They are-R-1E, 4000 sq. Ft lots for 80 lotsR-4- 14 Duplexes and 6 4plexes for 52 units R-1D - 6000 sq. Ft. Lots for 41 lots. Utilities are to the property and sewer availability should not be an issue. Please feel free to call the listing

  Jo Gawthrop Keller Williams Bluegrass Realty

  155 Spring Ridge Way, Winchester, KY 40391
• 

  

  /27

  $224,900

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft

  13 Fairview Ave, Winchester, KY 40391

  New Construction - 3 Bed, 2 Bath Home on Spacious Lot!Located in a well-established neighborhood just minutes from downtown Winchester, this brand-new 3-bedroom, 2-bath home offers modern comfort and convenience. The kitchen features granite countertops, stainless steel appliances, and stylish finishes throughout. Enjoy the benefits of a large lot—perfect for outdoor entertaining. Don't miss the

  Nena Honaker Tom Goebel & Company

  13 Fairview Ave, Winchester, KY 40391
• 

  

  /3

  $40,000

  • Land
  • 0.19 Acre
  • $210,526 per Acre

  113 Mayfair Ct, Winchester, KY 40391

  Wowser! Looking for a lot that backs up to greenspace and will NOT have another home on one side? Here it IS! This may be just what you're looking for. Originally, the street was supposed to connect, but due to the changes in grade, this won't be happening! Plus, with the way the lot sits, you can enjoy many beautiful sunsets. It's a hidden gem just waiting for you to find it! The home to

  Jo Gawthrop Keller Williams Bluegrass Realty

  113 Mayfair Ct, Winchester, KY 40391
• 

  

  /21

  $215,000

  • 4 Beds
  • 2 Baths
  • 1,480 Sq Ft

  523 Acadia Way, Winchester, KY 40391

  This move in ready ranch home offering 4 bedrooms and 2 full bathrooms is ready for a new owner. This home is in an income restricted community, 80% of AMI for Clark County. Property offers brand new cabinets, countertops, appliances, flooring, fresh painting and more. Contact listing agent to receive the income limits for buyers to qualify to purchase property. Set up your showing today!

  Tyler I Back The Brokerage

  523 Acadia Way, Winchester, KY 40391
• 

  

  /22

  $229,000

  • 3 Beds
  • 2 Baths
  • 1,210 Sq Ft

  122 Spruce Ct, Winchester, KY 40391

  RENOVATED Brick Ranch Home * 3 Bedrooms, 2 Full Baths, plus separate Laundry Room, Deck and Covered Front Porch! Updates in 2022 include: Tall White Kitchen Cabinets, Tile Backsplash, New Countertops, Sink, Faucet & Stainless Appliances * Primary Suite with Spacious Closet, New Vanity and Tiled Walk-in Shower with Body Sprayer Shower System * Guest Bath with New Vanity and Tiled Bathtub Area *

  Christal Browning Four Seasons Realty

  122 Spruce Ct, Winchester, KY 40391
• 

  /2

  $40,000

  • Land
  • 0.26 Acre
  • $153,846 per Acre

  105 Bella Ct, Winchester, KY 40391

  Vacant Lot in a quiet cul-de-sac

  Jo Gawthrop Keller Williams Bluegrass Realty

  105 Bella Ct, Winchester, KY 40391
• 

  /2

  $42,500

  • Land
  • 0.20 Acre
  • $212,500 per Acre

  108 Dorset Ln, Winchester, KY 40391

  The restictions state that if it is a ranch plan, there is a minimun of 1300 sq ft. It it is a 1 1/2 story or two story then 1800 sq ft will be required. A two car garage must be attached. Developer will need to approve plans before starting construction This lot is ideal for a walkout basement. Perfect setting for watching the sunsets

  Jo Gawthrop Keller Williams Bluegrass Realty

  108 Dorset Ln, Winchester, KY 40391

Showing Results 1 - 40, Page 1 of 5

About Winchester

Winchester, Kentucky, is a small town of about 19,000 residents located just 20 miles east of Lexington. Its claim to fame is being the birthplace of beer cheese, invented in the late 1930s by a local bar owner to increase his customers' appetites for beer. Today, the city celebrates this history with their summertime Beer Cheese Festival, which attracts upwards of 20,000 attendees each year. Otherwise, Winchester remains a fairly quiet rural community. "Clark County gives you the best of both worlds," says property valuation administrator Jada ...

Learn more about living in Winchester

Frequently Asked Questions

What is the average home price in Winchester, KY?

Homes for sale in Winchester, KY have an average home price of $323,041.

How many homes have sold over the last 12 months in Winchester, KY?

334 homes have sold in Winchester, KY over the last 12 months.

Is Winchester, KY a safe city?

In general, the safest neighborhoods in Winchester, KY with lower crime scores are Old Pine Grove, Becknerville and Wyandotte.

What are the most popular zip codes in Winchester, KY?

The most popular zip codes in Winchester, KY include 40475, 40324, 40391, 40509 and 40511.

What are the most popular neighborhoods in Winchester, KY?

The most popular neighborhoods in Winchester, KY with the most homes for sale are Old Pine Grove, Becknerville and Wyandotte.

How much do you need to make to afford a house in Winchester?

The median home price in Winchester is $269,950. If you put a 20% down payment of $54,000 and had a 30-year fixed mortgage with an interest rate of 6.83%, your estimated principal and interest payment would be $1,410 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $60K a year to afford the median home price in Winchester.

How are the schools in Winchester, KY?

Winchester, KY has highly rated public and private schools. Some of the best schools in Winchester based on Niche Grades are Strode Station Elementary School, Baker Intermediate School and George Rogers Clark High School. The neighborhoods in Winchester with the highest rated schools are Old Pine Grove, Becknerville and Wyandotte. Browse all the schools in Winchester, KY to learn more.

Home Trends in Winchester, KY

On average, homes in Winchester, KY sell after 24 days on the market compared to the national average of 47 days. The average sale price for homes in Winchester, KY over the last 12 months is $271,041, up 3% from the average home sale price over the previous 12 months.

Home Trends

Median Price (12 Mo)

$240,940

Median Single Family Price

$265,000

Median Townhouse Price

$190,000

Average Price Per Sq Ft

$158

Number of Homes for Sale

112

Last 12 months Home Sales

334

Months of Supply

4.00

Median List Price

$269,950

Median Discount From 1st List Price

3%

Median Home Sale Price YoY Change

1%