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Explore Similar Condos Within 25 Miles of Winchester, KY

  • /50

    $569,000

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

    116 Petunia Ct, Nicholasville, KY 40356

    Exceptionally well taken care of 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 3 months). Classic, neutral granite counters with a fresh subway backsplash allows for your personal touch to make it your own. Laundry includes the custom

    Agent Photo

    Doreen Taylor

    Berkshire Hathaway de Movellan Properties

    (859) 376-1806

    116 Petunia Ct, Nicholasville, KY 40356
  • /28

    $320,000

    • 2 Beds
    • 2 Baths
    • 1,031 Sq Ft

    222 Bolivar St Unit 221, Lexington, KY 40508

    *Stop scrolling.... This is the ONLY loft in this building with windows at eye level!!! Modern eclectic industrial loft featuring 2 bedrooms and 2 full baths in a prime location adjacent to UK and convenient to downtown, including a 5 min walk to Target! This spacious condo blends character and convenience with exposed brick walls (sealed in 2020), great natural light from skylights and large

    Vanessa Vale Team

    LPT Realty

    (859) 374-8758

    222 Bolivar St Unit 221, Lexington, KY 40508
  • /25

    $244,900

    • 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
  • /18

    $373,999

    • 3 Beds
    • 3 Baths
    • 970,785 Sq Ft

    2121 Nicholasville Rd Unit 103 & 106, Lexington, KY 40503

    An exceptional opportunity awaits in one of Lexington's most prominent and high-traffic commercial corridors. This 1,755 sq. ft. ground-level suite within the well-known Continental Tower offers a highly flexible layout suitable for a wide range of professional uses. Formerly utilized as a dental office, the space includes multiple private offices/exam rooms, a reception area, and full plumbing

    Sharon Allen CENTURY 21 Advantage Realty

    2121 Nicholasville Rd Unit 103 & 106, Lexington, KY 40503
  • /23

    $299,900

    • 2 Beds
    • 2 Baths
    • 1,240 Sq Ft

    141 Delissa Dr, Georgetown, KY 40324

    This wonderful condo located in the age-restricted White Oak Village community is only minutes from everything Georgetown has to offer. This property boasts an open floor plan and is move-in ready. New luxury vinyl plank runs throughout the living areas and bedrooms. You'll instantly feel at home when you step inside. Living room has lots of space to relax or enjoy company. Home has a bonus room

    Kevin Bradley KB Realty Group

    141 Delissa Dr, Georgetown, KY 40324
  • /49

    $369,900

    • 2 Beds
    • 2 Baths
    • 1,482 Sq Ft

    2414 Lake Park Rd Unit 4106, Lexington, KY 40502

    Vacation lake front living in a luxurious renovated condo! This 2 bedroom 2 bathroom two level condo beautifully blends the intelligently designed interior w/the outdoor scenery. Enjoy the primary ensuite w/spa styled bathroom, cozy electric hearth and its outdoor balcony. The second bedroom overlooks the lake w/its own private sunroom. Stunning kitchen w/stainless steel appliances, range hood &

    Hannah Emig Kirkpatrick & Company

    2414 Lake Park Rd Unit 4106, Lexington, KY 40502
  • /49

    $474,900

    • 2 Beds
    • 2 Baths
    • 1,080 Sq Ft

    369 E Main St Unit 402, Lexington, KY 40507

    Stunning Condo experiencing the best of Downtown Lexington in the highly desirable Field & Main building featuring 18 units with secure building entrance, reserved parking spaces, rooftop club space and space outdoor deck for relaxing or entertaining, located on the 5th floor with views of Thoroughbred Park this 2 bedroom 2 full bath condo offers the finest finishes and amenities including tall

    J. Richard Queen Turf Town Properties

    369 E Main St Unit 402, Lexington, KY 40507
  • /91

    $309,900

    • 2 Beds
    • 2.5 Baths
    • 1,738 Sq Ft

    2391 Aristocracy Cir, Lexington, KY 40509

    **OPEN HOUSE this Sunday, November 23rd from 2-4pm!**LOCATION! Welcome to Hamburg Farms! Come see this maintenance free, move in ready condo in the heart of Hamburg! Some features include a NEW air conditioning unit outside & inside coils Oct 2025 with transferable warranty, fresh neutral paint and carpets are cleaned and ready for you to move in! This particular floor plan takes you from the

    Jennifer Jordan United Real Estate Bluegrass

    2391 Aristocracy Cir, Lexington, KY 40509
  • /42

    $365,000

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

    222 Bolivar St Unit 202, Lexington, KY 40508

    This larger loft stands out from the rest with its unique custom design and expanded square footage. Flooded with natural light from three skylights, the great room showcases original architectural details, including exposed beams, ductwork, and brick walls, preserving the industrial charm of this historic building. The kitchen has been upgraded with newly installed granite countertops and a

    Casey Weesner Weesner Properties, Inc.

    222 Bolivar St Unit 202, Lexington, KY 40508
  • /70

    $525,000

    • 2 Beds
    • 2.5 Baths
    • 1,568 Sq Ft

    345 W Vine St Unit 2202, Lexington, KY 40507

    Discover modern urban living in downtown Lexington with this top floor, fully furnished condo inside the Hilton hotel. Everything you see remains—simply move in and enjoy the lifestyle. From your window you'll enjoy sweeping views of Triangle Park, West Main Street, and best seat in the city for the 4th of July fireworks. Inside, a beautifully updated (New Master Bathroom/Walk-in Shower, 3 new

    Casey Weesner Weesner Properties, Inc.

    345 W Vine St Unit 2202, Lexington, KY 40507
  • /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
  • /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
  • /31

    $295,000

    • 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

    Carrie Lepore Coldwell Banker McMahan

    201 Price Rd Unit 217, Lexington, KY 40511
  • /13

    $299,900

    • 3 Beds
    • 2.5 Baths
    • 1,742 Sq Ft

    249 Churchill Crossing, Nicholasville, KY 40356

    Maintenance free condo living situated within a 55+ community that offers a clubhouse & pool. Association fee is $350/monthly and includes groundskeeping, snow and ice removal, trash, water and sewer as well as master insurance. Two bedrooms on first floor with upper level offering second primary bedroom suite. All main living on first floor with no steps and direct entry from the garage.

    Linda Pope Renaissance Realty Group

    249 Churchill Crossing, Nicholasville, KY 40356
  • /36

    $320,000

    • 3 Beds
    • 2.5 Baths
    • 1,847 Sq Ft

    108 Windsor Way, Nicholasville, KY 40356

    Move-in Ready & Beautifully updated. This one-owner patio home boasts 3 bedrooms and 2 1/2 baths, including a spacious primary suite on the 1st floor with a large walk- in closet. You'll love the recent updates-brand new LVP flooring, fresh paint throughout , new light fixtures, and updated hardware. There is another bedroom on the first floor , 1/2 bath, vaulted family room , dining area ,

    Julie M Thornhill Turf Town Properties

    108 Windsor Way, Nicholasville, KY 40356
  • /29

    $329,900 New Construction

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

    919 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

    919 Paddock Ct, Richmond, KY 40475
  • /29

    $325,000 New Construction

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

    913 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

    913 Paddock Ct, Richmond, KY 40475
  • /29

    $329,900 New Construction

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

    917 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

    917 Paddock Ct, Richmond, KY 40475
  • /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
  • /32

    $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
  • /38

    $239,000

    • 2 Beds
    • 2 Baths
    • 1,457 Sq Ft

    2312 Remington Way Unit 3312, Lexington, KY 40511

    Discover this inviting third-floor condominium with vaulted ceilings creating a bright, open, and airy atmosphere. This Sheridan model features 2 bedrooms, 2 bathrooms, and a versatile flex room perfect for a home office or den. The main living areas showcase elegant luxury vinyl plank flooring. Meticulously maintained by its original owners, the condo boasts numerous updates, including: New HVAC

    Amber Siegelman Bluegrass Sotheby's International Realty

    2312 Remington Way Unit 3312, Lexington, KY 40511
  • /30

    $179,900

    • 1 Bed
    • 1 Bath
    • 699 Sq Ft

    1117 Turkey Foot Rd Unit 2, Lexington, KY 40502

    Super Adorable Condo in Prime Location - Turkey Foot Road! Don't miss this rare opportunity to own a darling one-bedroom condo in a quiet, safe complex just minutes from UK, the Arboretum, and Chevy Chase! Enjoy a private patio, freshly painted interior, and a cozy fireplace that makes this home warm and inviting. The galley-style kitchen features a pantry, large utility space, and a cheerful

    Kristy Hall The Agency

    1117 Turkey Foot Rd Unit 2, Lexington, KY 40502
  • /36

    $199,000

    • 1 Bed
    • 1 Bath
    • 548 Sq Ft

    222 Bolivar St Unit 210, Lexington, KY 40508

    This rare one-bedroom loft offers the perfect blend of character and lifestyle with soaring ceilings, hardwood floors and an additional 200 additional sq ft for storage or flex space. The open-concept layout creates an airy, modern feel ideal for everyday living or a stylish urban retreat. Located adjacent to the University of Kentucky and within an easy walk to downtown Lexington, this spot puts

    Kristine Cassata Indigo & Co

    222 Bolivar St Unit 210, Lexington, KY 40508
  • /33

    $227,000

    • 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
  • /32

    $225,000

    • 1 Bed
    • 1 Bath
    • 650 Sq Ft

    250 S Martin Luther King Blvd Unit 113, Lexington, KY 40508

    Welcome to City Courts Condominiums in the heart of Lexington. City Courts is a modern well managed building with secure entrances and parking garage, elevators, and a state of the art entrance system. One block from UK Campus and one block from Main St the building is located close to restaurants, shopping, museums, campus, grocery and pharmacy and entertainment. This one bedroom loft condo is a

    Shawn Collins A Unique Realty Company

    250 S Martin Luther King Blvd Unit 113, Lexington, KY 40508
  • /38

    $139,900

    • 1 Bed
    • 1 Bath
    • 696 Sq Ft

    2121 Nicholasville Rd Unit 410, Lexington, KY 40503

    Discover easy living and everyday convenience in this cozy, well maintained 1-bedroom, 1-bathroom condo at Continental Towers. This inviting fourth floor unit offers a comfortable 696 square feet of living space with a thoughtful mix of carpet, ceramic tile, and luxury vinyl flooring. Enjoy a bright living area and a functional layout that maximizes comfort and practicality. Located just minutes

    Alexander Heister Keller Williams Bluegrass Realty

    2121 Nicholasville Rd Unit 410, Lexington, KY 40503
  • /3

    $235,000

    • 1 Bed
    • 1 Bath
    • 867 Sq Ft

    650 S Mill St Unit 421, Lexington, KY 40508

    The interior photos are a representation of the unit and may be of a similar unit in the building. This property is under a rental lease for $1575/month until August 1, 2026. All showings must be scheduled with plenty of notice. This spacious one bedroom features a bonus room, 15' ceilings, luxury finishes, large windows, and neutral paint! This centrally located property offers quick access to

    Debbie Adams Home Forward

    650 S Mill St Unit 421, Lexington, KY 40508
  • /28

    $142,500

    • 2 Beds
    • 2 Baths
    • 968 Sq Ft

    1068 Armstrong Mill Rd Unit A, Lexington, KY 40517

    Move in ready! Lovely two bedroom, two bath, first floor condo. Conveniently located near restaurants, shopping, the University of Kentucky, and parks. The condo has a security entrance. Inside is a large open living room with exterior patio, dining room, and laundry with washer and dryer included. HOA covers roof and water, common area maintenance, insurance, management, sewer, and trash

    Lori Haley Christies International Real Estate Bluegrass

    1068 Armstrong Mill Rd Unit A, 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
  • /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
  • /40

    $145,000

    • 1 Bed
    • 1 Bath
    • 742 Sq Ft

    421 Redding Rd Unit 79, Lexington, KY 40517

    Charming 1-bedroom, 1-bath condo in South Lexington — spacious, updated and move-in ready. Modern LVT flooring flows throughout the open living space, highlighted by granite countertops, newer stainless steel appliances, updated fixtures and ceiling fans. In-unit washer and dryer are brand new for added convenience. Enjoy easy living with a covered patio that backs to a peaceful wooded area.

    Whitney Wharton United Real Estate Bluegrass

    421 Redding Rd Unit 79, Lexington, KY 40517
  • /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
  • /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
  • /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
  • /19

    $159,000

    • 2 Beds
    • 2 Baths
    • 825 Sq Ft

    858 Malabu Dr Unit 5102, Lexington, KY 40502

    Welcome to this well maintained 2 bedroom, 2 bathroom condo located inside New Circle Road just steps away from parks, restaurants, grocery stores, and more! This condo offers a perfect blend of comfort and convenience, ideal for homeowners or investors alike. Enjoy spacious living, a functional layout, and the unbeatable walkability of one of Lexington's most desirable areas.

    Erin Hurst Bluegrass Properties Group

    858 Malabu Dr Unit 5102, 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
  • /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

    S Ann Wesley Assurance Realty & Property Management

    421 Redding Rd Unit 72, Lexington, KY 40517
  • /25

    $154,900

    • 2 Beds
    • 1 Bath
    • 1,009 Sq Ft

    175 Malabu Dr Unit 35, Lexington, KY 40503

    You'll find tons of storage in this 2 bedroom, 1 bathroom condo with ample closets in the hallways, a pantry off the kitchen, large closets in the bedroom, and a linen closet in the bathroom! Located approximately 10 minutes to University of Kentucky making it a great option for students wanting nearby housing. This low maintenance condo has been updated with luxury vinyl plank flooring, new

    Tatiana Rosa Lifstyl Real Estate

    175 Malabu Dr Unit 35, Lexington, KY 40503
  • /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
  • /31

    $225,000

    • 2 Beds
    • 2 Baths
    • 1,100 Sq Ft

    857 Malabu Dr Unit 1202, Lexington, KY 40502

    Great Opportunity to own an adorable 2 bedroom, 2 full bathroom condominium. This lovely condo is clean, neutral, and ready to move into. Enjoy low maintenance living with convenience to New Circle, University of Kentucky, restaurants, downtown, shopping, and everything you need.

    Debra Humes HomeSelect Realty

    857 Malabu Dr Unit 1202, Lexington, KY 40502

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
$247,500
Median Single Family Sale Price
$262,750
Median Townhouse Sale Price
$192,000
Average Price Per Sq Ft
$161
Number of Homes for Sale
92
Last 12 months Home Sales
326
Months of Supply
3.40
Median List Price
$265,500
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
5%
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