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Explore Similar Condos Within 25 Miles of Winchester, KY

  • /50

    $559,000

    • 3 Beds
    • 3 Baths
    • 2,342 Sq Ft

    116 Petunia Ct, Nicholasville, KY 40356

    Easy to show this Exceptionally home on a quiet street in the last phase of Brannon Gardens! WHITE SHAKER CABINETS to the ceiling with integrated wood hood over a Bosch Gas range and dishwasher plus Samsung Bespoke Refrigerator (under 4 months). Classic, neutral granite counters with a fresh subway backsplash. Laundry includes the custom upgraded pantry and drop zone (W & D Included!). HARDWOOD

    Agent Photo

    Doreen Taylor

    Berkshire Hathaway de Movellan Properties

    (859) 376-1806

    116 Petunia Ct, Nicholasville, KY 40356
  • /25

    $239,900

    • 2 Beds
    • 2 Baths
    • 1,150 Sq Ft

    1167 Turkey Foot Rd Unit 24, Lexington, KY 40502

    Very inviting first floor condo located in the desirable Chevy Chase neighborhood! This two bedroom and two full bath condo boasts a nice open split bedroom floor plan. This condo offers a nice size living room w/ gas fireplace & hardwood floors, gallery kitchen, dining room w/ hardwood floors, master suite w/ full renovated bath, guest bedroom, full renovated guest bath, storage room and a

    Colby Davis ERA Select Real Estate

    1167 Turkey Foot Rd Unit 24, Lexington, KY 40502
  • /33

    $149,900

    • 1 Bed
    • 1 Bath
    • 660 Sq Ft

    840 Malabu Dr Unit 110, Lexington, KY 40502

    Opportunity for homeowners and investors alike. Well established, quiet and welcoming, this condo offers privacy as well as convenience, shopping, dining, main roads and entertainment are all within walking distance or just a short drive away. You won't want to miss out on this opportunity, Call today for your private showing.

    Robin Morgan Keller Williams Commonwealth

    840 Malabu Dr Unit 110, Lexington, KY 40502
  • /76

    $1,950,000

    • 3 Beds
    • 3.5 Baths
    • 2,769 Sq Ft

    106 W Vine St Unit 705, Lexington, KY 40507

    The newest benchmark of luxury in Lexington, KY: The Vine. This brand-new, boutique collection of luxury residences is redefining, in a huge way, what it means to live in the heart of downtown Lexington. Premium craftsmanship with high-end finishes and effortless city living — all wrapped in an atmosphere of sophisticated elegance. As you enter the two-story lobby of The Vine, you are greeted

    Paula Elder The Brokerage

    106 W Vine St Unit 705, Lexington, KY 40507
  • /77

    $840,000

    • 2 Beds
    • 2.5 Baths
    • 3,154 Sq Ft

    514 W Short St Unit 101, Lexington, KY 40507

    One of the finest Condo's in the heart of downtown is capturing the eclectic vibe of the urban area with abundance of living & entertaining spaces just steps from Rupp Arena, the new Gatton Park, Fine Dining and much more! This beautifully updated residence offers inviting covered front entry with remote phantom screen, fabulous custom Chef's Kitchen, living room with soaring ceiling, built-ins

    J. Richard Queen Turf Town Properties

    514 W Short St Unit 101, Lexington, KY 40507
  • /25

    $299,000

    • 3 Beds
    • 2 Baths
    • 1,025 Sq Ft

    205 Simpson Ave Unit 113, Lexington, KY 40504

    Experience convenient Lexington living in this beautiful 3 bedroom, 2 bathroom condo in the Campus Downs community. Positioned near UK's academic and medical hubs, Downtown Lexington's entertainment district, Rupp Arena, Transylvania University, and numerous local restaurants, this location delivers unmatched accessibility to the best of the city.

    Aaliyah Woodward Kentucky Land and Home

    205 Simpson Ave Unit 113, Lexington, KY 40504
  • /27

    $555,000 Open Sun 2PM - 4PM

    • 2 Beds
    • 2 Baths
    • 2,354 Sq Ft

    1994 Fort Harrods Dr, Lexington, KY 40503

    A rare opportunity to own in the Rabbit Run Townhomes Subdivision! This gorgeous 2 bedroom 2 bathroom home has gleaming hardwood floors, open floorplan, a large primary suite with a beautiful ensuite bath and a huge walk in closet! The four seasons room gives you additional space and light for those easy mornings enjoying your favorite coffee and watching the birds from your climate controlled

    Christina Dudek Coldwell Banker McMahan

    1994 Fort Harrods Dr, Lexington, KY 40503
  • /40

    $775,000

    • 2 Beds
    • 1.5 Baths
    • 1,824 Sq Ft

    111 Woodland Ave Unit 509, Lexington, KY 40502

    Anthony de Movellan Berkshire Hathaway de Movellan Properties

    111 Woodland Ave Unit 509, Lexington, KY 40502
  • /41

    $439,900

    • 2 Beds
    • 2 Baths
    • 1,215 Sq Ft

    508 E Main St Unit 409, Lexington, KY 40508

    Full of charm and character, The Wellington Arms remains one of Main Street's most treasured landmarks. Designed in 1932 by Kentucky's first licensed architect as Lexington's premier luxury apartment building, it was thoughtfully converted to condominiums in the 2000s. This 2-bedroom, 2-bath, Penthouse condo blends preserved historic detail with modern updates, offering a truly unique downtown

    James Turek Bluegrass Sotheby's International Realty

    508 E Main St Unit 409, Lexington, KY 40508
  • /33

    $225,000

    • 3 Beds
    • 2 Baths
    • 1,277 Sq Ft

    858 Malabu Dr Unit 5000, Lexington, KY 40502

    Spacious 3-Bedroom Condo - Perfect for Students, Roommates, or Investors! Welcome to this beautifully maintained 3-bedroom, 2-bathroom condo located just minutes from UK campus! With 1,277 square feet of comfortable living space, this unit offers the perfect blend of convenience, functionality, and style—ideal for students, faculty, or savvy investors. *Pictures are from unit similar to one

    Diana C Brooker Lifstyl Real Estate

    858 Malabu Dr Unit 5000, Lexington, KY 40502
  • /9

    $395,000 New Construction

    • 2 Beds
    • 2 Baths
    • 1,800 Sq Ft

    126 Autumn Leaf Path, Georgetown, KY 40324

    Don't miss your chance to own the last of the newly constructed duplex-style homes at White Oak Village Condominiums, Georgetown's premier adult living community. This all-brick, ranch home features a spacious open floor plans with 2 bedrooms, 2 full bathrooms, and a 2-car garage—all with no exterior maintenance required. Inside, enjoy a large, modern kitchen that opens seamlessly to a generous

    Chris Bryant Property Shop

    126 Autumn Leaf Path, Georgetown, KY 40324
  • /24

    $159,000

    • 2 Beds
    • 2 Baths
    • 966 Sq Ft

    1080 Armstrong Mill Rd Unit A, Lexington, KY 40517

    Tenant has moved out and upgrades are ready for a new homeowner! Welcome to this charming and move-in ready 2-bed, 2-bath condominium at 1080 Armstrong Mill Road A in the convenient 40517 area. This first-floor unit features 966 sq ft of well-designed living space, offering the ease and comfort of one-level living. Ideally located near parks, shopping, dining, and with easy access to main roads —

    Diana C Brooker Lifstyl Real Estate

    1080 Armstrong Mill Rd Unit A, Lexington, KY 40517
  • /31

    $399,000 New Construction

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

    56 Lakin Ln, Mount Sterling, KY 40353

    Absolutely Stunning New-Build Condominium! Nestled In The Coveted Old Silo Hill 55+ Retirement Community #2, This Home Is Designed To Impress From The Moment You Step Inside. Experience Luxury Senior Living At Its Finest — Every Detail Shines With High-End Finishes: Granite Countertops, Custom Cabinetry, Stone Backsplash, Stainless Steel Appliances, Gorgeous Fixtures, And Vinyl Plank Flooring

    Melissa Brown Keller Williams Legacy Group

    56 Lakin Ln, Mount Sterling, KY 40353
  • /11

    $285,000

    • 3 Beds
    • 2 Baths
    • 1,050 Sq Ft

    251 Simpson Ave Unit 221, Lexington, KY 40504

    Location, location, location, UK special! Almost on UK campus, walking distance to College of Pharmacy, College of Medicine, UK hospital, BBSRB, Health Kentucky Research Building. close to restaurants, bus routes. Two parking spots. New appliances: refrigerator, range, microwave. New laminate flooring, new paint, come and see for yourself.

    Luyi Su Louie Su Realty LLC

    251 Simpson Ave Unit 221, Lexington, KY 40504
  • /47

    $564,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,300 Sq Ft

    232 Sugartree Ln, Versailles, KY 40383

    Experience Elevated Living at The Lofts at Sugartree:theloftsatsugartree.com Discover a new level of luxury at The Lofts at Sugartree, where modern elegance meets the timeless charm of Versailles, Kentucky. Designed for those who appreciate refined living, our upscale lofts feature spacious, open-concept layouts, high-end finishes, and sophisticated design elements that create a truly

    Denise Patrick RE/MAX Creative Realty

    232 Sugartree Ln, Versailles, KY 40383
  • /28

    $325,000

    • 2 Beds
    • 2.5 Baths
    • 1,842 Sq Ft

    403 Leisure Way, Richmond, KY 40475

    This jewel is being sold! The spacious home has two bedrooms, each with private baths, exterior doors, and walk-in closets. The foyer opens to an open floor plan consisting of a family room, living room, eat-in kitchen, and dining room. This condo has an oversized pantry and laundry room. The entire home has 9-foot ceilings, oversized doors, arched entryways, and niches over cabinetry. The home

    Brenda Stapleton United Real Estate Bluegrass

    403 Leisure Way, Richmond, KY 40475
  • /37

    $529,900

    • 3 Beds
    • 3 Baths
    • 2,055 Sq Ft

    1404 Pine Needles Ln Unit 2304, Lexington, KY 40513

    OPEN HOUSE SUNDAY 10/19/25 2PM-4PM. Discover maintenance-free living at its best in this beautifully maintained 3-bedroom, 3 bath condo perfectly situated in a premier location within the community. Overlooking the park-like setting fondly known as The Arboretum, this property offers unmatched views and a sense of tranquility rarely found in condo living. A one-owner home, it has been

    Joy Buchanan Kentucky Real Estate Group

    1404 Pine Needles Ln Unit 2304, Lexington, KY 40513
  • /54

    $349,000

    • 2 Beds
    • 2 Baths
    • 1,265 Sq Ft

    222 Bolivar St Unit 202, Lexington, KY 40508

    Winter SEASON PRICE IMPROVEMENT — NOW OFFERED AT $349,000! This larger-than-average loft truly stands apart with its custom design and expanded square footage, offering a rare opportunity to own in one of Lexington's most sought-after urban locations. Just announced in December 2025, the Gatton Foundation made a historic $150 MILLION donation to the University of Kentucky, the largest in UK

    Casey Weesner Weesner Properties, Inc.

    222 Bolivar St Unit 202, Lexington, KY 40508
  • /29

    $350,000 New Construction

    • 2 Beds
    • 2 Baths
    • 1,659 Sq Ft

    926 Paddock Ct, Richmond, KY 40475

    Brand new condominium located in The Paddock at Grey Oaks! These stunning condos feature 2 spacious bedrooms, 2 full bathrooms, large open kitchen with granite countertops, tiled backsplash, and plentiful storage/cabinet space, formal dining room, gas logs in the living room, walk in tile shower in the master ensuite, all hardwood and tile-NO CARPET!, covered back patio...the perfect place for

    S Paige Luxon Keller Williams Legacy Group

    926 Paddock Ct, Richmond, KY 40475
  • /15

    $235,000

    • 1 Bed
    • 1 Bath
    • 1,358 Sq Ft

    201 Price Rd Unit 103, Lexington, KY 40511

    Loft-Style Condo just one mile from Downtown & Manchester/Distillery District. for under $250,000! Welcome to this 1 story condo that comes fully furnished and ready to move in. Industrial loft style that features open-concept layout, exposed brick, high ceilings, spacious and natural light from the oversized windows. Additional highlights include a dedicated garage space, storage shed in the

    Tracy Ison Bluegrass Home Group

    201 Price Rd Unit 103, Lexington, KY 40511
  • /31

    $128,900

    • 1 Bed
    • 1 Bath
    • 622 Sq Ft

    342 Waller Ave Unit 6D, Lexington, KY 40504

    Enjoy easy, budget-friendly living just minutes from the University of Kentucky and downtown Lexington. This bright and cheerful one-bedroom condo at 342 Waller Place offers a smart, open layout designed for comfort and convenience. The sunny living area features laminate hardwood floors and opens to a cute kitchen with stainless steel appliances. The spacious bedroom includes a walk-in closet

    Gwen Mathews Bluegrass Sotheby's International Realty

    342 Waller Ave Unit 6D, Lexington, KY 40504
  • /46

    $675,000

    • 2 Beds
    • 2 Baths
    • 1,596 Sq Ft

    111 Woodland Ave Unit 211, Lexington, KY 40502

    2 BR Condo at the Woodlands ! Great Corner Unit on 2nd Floor, NE Exposure Morning Sun And Overlooks Garden on the NW side ! Extra-nice Layout, Large Bedrooms, Den/Study with fireplace, Huge Living Room, Amenities Include: 24 hr security, 1st floor Covered Patio, Roof Terracing, Pool, Fitness Room/Spa, Entertaining Room(s), Plus Includes 2 storage Rooms, Secure Garage Parking, Elevators, and

    Ben Levy Morris L. Levy & Sons Real Estate, LLC

    111 Woodland Ave Unit 211, Lexington, KY 40502
  • /15

    $129,900

    • 1 Bed
    • 1 Bath
    • 742 Sq Ft

    421 Redding Rd Unit 72, Lexington, KY 40517

    Cute 3rd floor, 1 bedroom condo located in Aintree. Private deck over looking green space. The unit also offers a fireplace with a large open living space. A stack washer/dryer and all other appliances are included. HOA fees include the water, sewer and trash and a swimming pool. The unit is all electric. Aintree is centrally located in Lexington with easy access to Tates Creek Road, New Circle

    S Ann Wesley Assurance Realty & Property Management

    421 Redding Rd Unit 72, Lexington, KY 40517
  • /22

    $247,500

    • 2 Beds
    • 2.5 Baths
    • 1,130 Sq Ft

    2621 Calgary, Lexington, KY 40509

    Welcome to 2621 Calgary, a beautifully updated and well maintained condo in Lexington's sought-after Hamburg Farms community! This stylish 2-bedroom, 2.5-bath home offers the perfect blend of comfort, convenience, and low-maintenance living. Step inside to an inviting open layout featuring a bright kitchen with plenty of cabinetry and counter space, an adjoining dining area, and a spacious living

    Diana C Brooker Lifstyl Real Estate

    2621 Calgary, Lexington, KY 40509
  • /32

    $153,500

    • 2 Beds
    • 2 Baths
    • 962 Sq Ft

    1064 Armstrong Mill Rd Unit C, Lexington, KY 40517

    The Fox and Hound Condominiums are conveniently located at the corner of Tates Creek and Armstrong Mill close to restaurants, groceries, shopping, New Circle Road and more. This affordable condominium features a security entrance, 2 generously sized Bedrooms and 2 Full Baths, a large open Living Room with adjacent private balcony, Dining Room, Fully equipped Kitchen and Laundry room with washer &

    Kitty Lane Bluegrass Sotheby's International Realty

    1064 Armstrong Mill Rd Unit C, Lexington, KY 40517
  • /27

    $145,000

    • 2 Beds
    • 2 Baths
    • 929 Sq Ft

    421 Redding Rd Unit 78, Lexington, KY 40517

    Come take a look at this spacious 2-bed 2-bath condo that's ready for your personal touches. This unit comes with new appliances, new HVAC unit, new windows and an in-unit washer and dryer. Enjoy the wooded views from the balcony that cuts into a nice-sized pond and away from the noise of the streets. The unit has been used as both a primary residence and turned into a rental (currently vacant)

    Christopher Riggsby Dream Maker Realty, LLC

    421 Redding Rd Unit 78, Lexington, KY 40517
  • /31

    $232,000

    • 2 Beds
    • 2 Baths
    • 1,124 Sq Ft

    600 Vincent Way Unit 2206, Lexington, KY 40503

    Move-in ready and perfectly located, this updated 2 bedroom, 2 full bath second-floor condo offers low-maintenance living just minutes from Fayette Mall, The Summit, dining, and everyday conveniences. The interior features full laminate flooring throughout, quartz countertops, and two renovated bathrooms with glass shower doors. Enjoy the convenience of in-unit laundry and the security of a

    Cheri Shaffer Lifstyl Real Estate

    600 Vincent Way Unit 2206, Lexington, KY 40503
  • /13

    $115,000

    • 1 Bed
    • 1 Bath
    • 604 Sq Ft

    175 Malabu Dr Unit 96, Lexington, KY 40503

    Malabu Terrace Condo Available for sale AS-IS . Enjoy your private balcony, In ground pool, in a park like setting. Electric, water, sewer, trash, ground maintenance are all included in your HOA fee. All you need is a phone. Close to shopping, hospitals and UK. Laundry room available in same building.

    Glen Lesnau Keller Williams Legacy Group

    175 Malabu Dr Unit 96, Lexington, KY 40503
  • /31

    $320,500

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

    2426 Ogden Way, Lexington, KY 40509

    Welcome to this beautifully updated 2 bedroom 2.5 bath condo in the heart of Hamburg. Inside you will find upgrades throughout including a stylish kitchen with updated appliances, spacious living room, extra large bedrooms each featuring its own private bathroom. The finished basement offers even more living space perfect for entertaining featuring a large family room with a gas fireplace,

    Amanda Stewart Selling the South Realty

    2426 Ogden Way, Lexington, KY 40509
  • /29

    $439,000

    • 2 Beds
    • 2 Baths
    • 1,727 Sq Ft

    200 W Second St Unit 300, Lexington, KY 40507

    Rare opportunity to own a two-story penthouse in a prime downtown location - just steps from Rupp Arena, Transylvania University, Gratz Park, the Opera House, and a variety of local dining and entertainment options. This open-concept loft features exposed brick, hardwood floors, and a striking spiral staircase. Large windows flood the space with natural light. The first-floor bedroom includes a

    Emily Miller Bluegrass Sotheby's International Realty

    200 W Second St Unit 300, Lexington, KY 40507
  • /49

    $2,299,000

    • 3 Beds
    • 3 Baths
    • 2,876 Sq Ft

    505 W Main St Unit 501, Lexington, KY 40507

    Experience refined downtown living in this elegant, two-story penthouse perched atop the 500s on Main, offering stunning views of Lexington's skyline. Ideally located with downtown attractions, dining, and shopping right outside your door. This three-bedroom, three-bath condo features upscale, thoughtfully curated finishes & stylish décor throughout. Floor-to-ceiling windows flood the open living

    Rusty Underwood Christies International Real Estate Bluegrass

    505 W Main St Unit 501, Lexington, KY 40507
  • /9

    $125,000

    • 2 Beds
    • 2 Baths
    • 894 Sq Ft

    1281 Village Dr Unit C9, Lexington, KY 40504

    Why rent when you can own for less. Call today it won't last. All utilities included in HOA. Tenants work nights showings between 5pm to 9pm

    Kevin Mangold Goshen Real Estate, LLC

    1281 Village Dr Unit C9, Lexington, KY 40504
  • /24

    $244,900

    • 3 Beds
    • 2.5 Baths
    • 1,561 Sq Ft

    857 Malabu Dr Unit 8103, Lexington, KY 40502

    Spacious two-story, three-bedroom, 2 1/2 bath condo nestled in a prime location directly behind Lansdowne Shopping Center. The first floor offers open concept living with fully equipped kitchen and stainless appliances!!. Generous size family room with Dining area for entertaining. A half bath, and Large separate laundry room complete the first floor. The second floor includes a primary ensuite

    Lana Stephens The Local Agents

    857 Malabu Dr Unit 8103, Lexington, KY 40502
  • /25

    $215,000

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

    421 Redding Rd Unit 14, Lexington, KY 40517

    Welcome to Aintree Condominium Community! This bright and spacious 3-bedroom, 2-bath home offers approximately 1,200 square feet of thoughtfully designed, one-level living with no steps. Hardwood and tile floors flow throughout, complementing the cozy fireplace and large windows that fill the space with natural light. Step out onto your private balcony and enjoy peaceful mornings or relaxing

    Gerald Salyer Premier Property Consultants

    421 Redding Rd Unit 14, Lexington, KY 40517
  • /51

    $199,900

    • 1 Bed
    • 1 Bath
    • 815 Sq Ft

    101 S Hanover Ave Unit 8F, Lexington, KY 40502

    Nestled on the coveted eighth floor of the iconic Hanover towers —this one -bedroom residence offers unparalleled convenience and breathtaking downtown views. Just steps from the elevator, step into a beautifully appointed space designed for effortless, maintenance-free luxury. Revel in the natural light flooding through updated windows, while the thoughtful floor plan maximizes comfort and style

    Ken Donworth Bluegrass Sotheby's International Realty

    101 S Hanover Ave Unit 8F, Lexington, KY 40502
  • /28

    $289,900

    • 3 Beds
    • 2.5 Baths
    • 1,625 Sq Ft

    273 Churchill Crossing, Nicholasville, KY 40356

    Well maintained condo in lovely 55+ community ready for your touches! This lovely airy condo is easy to live in with a first floor primary with laundry room and large two car garage. This unit boasts an additional third bedroom and full bath upstairs that could be a second primary suite or hobby room or theatre/game room - whatever your heart desires! There is a lovely tree shaded fenced

    Amy Stone Hearthstone Realty

    273 Churchill Crossing, Nicholasville, KY 40356
  • /28

    $135,000

    • 1 Bed
    • 1 Bath
    • 742 Sq Ft

    421 Redding Rd Unit 71, Lexington, KY 40517

    Welcome to Aintree Condos! This Beautifully Maintained First-Floor Unit Offers Convenience and Comfort in One of Lexington's Most Desirable Locations. Featuring an Open Layout with Easy access and No Stairs, This Condo is Perfect for Anyone Seeking Low-Maintenance Living. Located on Redding Road, You're Just minutes from New Circle Road, Tates Creek Shopping Center, Dining, Parks, Rupp Arena and

    Tom D. Thomas The Real Estate Co.

    421 Redding Rd Unit 71, Lexington, KY 40517
  • /30

    $225,000

    • 2 Beds
    • 2 Baths
    • 1,144 Sq Ft

    395 Redding Rd Unit 114, Lexington, KY 40517

    Charming mid-floor unit, where leisure and convenience converge. Perfectly positioned, this home offers immediate access to the community's exceptional amenities, situated right beside the tennis courts and just steps from the sparkling pool. Step inside to an open-concept living and dining area, a bright and inviting space that promises seamless everyday living and effortless entertaining. This

    Christal Browning Four Seasons Realty

    395 Redding Rd Unit 114, Lexington, KY 40517
  • /59

    $469,900

    • 3 Beds
    • 3 Baths
    • 2,650 Sq Ft

    248 Clairmont Dr, Richmond, KY 40475

    Stunning 3 Bedroom, 3 Full Bath Condo in gated community, Clairmont at Grey Oaks! This meticulously maintained home offers hardwood floors throughout the main level, a spacious open layout, and a serene, private setting. The main floor features a large primary suite with a walk-in closet, soaking tub, and separate shower, as well as an additional ensuite bedroom. The kitchen opens to the dining

    Kim Caywood The Real Estate Co.

    248 Clairmont Dr, Richmond, KY 40475
  • /31

    $290,000

    • 1 Bed
    • 1 Bath
    • 1,641 Sq Ft

    201 Price Rd Unit 217, Lexington, KY 40511

    Trendy Loft-Style Condo Just 1 Mile from Downtown & Manchester - Under $300K! Looking for modern, urban living in one of Lexington's most exciting locations? Welcome to this ultra-stylish 1.5-story condo, ideally located just one mile from both prime downtown Lexington and the buzzing Manchester/Distillery District. With industrial-chic design elements like polished concrete floors, exposed brick

    Carrie Lepore Coldwell Banker McMahan

    201 Price Rd Unit 217, Lexington, KY 40511

Why Live in Winchester

Winchester, KY, the largest city in Clark County, is known for its vibrant community and unique local flavors, including the birthplace of beer cheese and Ale-8-One soda. Main Street is the hub for dining, featuring popular spots like La Trattoria and Loma’s, and the Beer Cheese Trail, which includes around 15 restaurants with signature beer cheese recipes. The city offers practical amenities with nearby grocery stores like Kroger and Walmart Supercenter, and retail options such as TJ Maxx and Lowe’s. Housing in Winchester includes Victorian-era inspired homes and newer subdivisions, with properties often featuring gravel driveways and spacious lawns suitable for gardens. Clark County Public Schools provide strong academic programs, including AP and dual enrollment courses at George Rogers Clark High School. For outdoor activities, residents enjoy Legacy Grove Park, College Park, and Lykins Park, which offer facilities for basketball, tennis, hiking, and disc golf. Winchester hosts annual events like the Beer Cheese Festival and the Daniel Boone Pioneer Festival, attracting visitors with arts, crafts, and food. The Bluegrass Heritage Museum showcases the history of Central Kentucky. Commuting is convenient with Winchester located 16 miles from Lexington and 20 miles from Richmond. The city has a cooperative community spirit, bolstered by investments from younger residents and a thriving local economy.

Home Trends in Winchester, KY

Housing Trends

Median Sale Price
$249,900
Median Single Family Sale Price
$262,500
Median Townhouse Sale Price
$189,500
Average Price Per Sq Ft
$161
Number of Homes for Sale
87
Last 12 months Home Sales
331
Months of Supply
3.20
Median List Price
$268,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
6%
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