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Explore Similar Condos Within 25 Miles of Winchester, KY

  • /34

    $379,500

    • 3 Beds
    • 2 Baths
    • 1,797 Sq Ft

    222 Bolivar St Unit 209, Lexington, KY 40508

    Stunning Downtown Lexington Condo in South Hill Station Lofts - Modern Industrial Charm!Experience urban living at its finest in this stylish 3-bedroom, 2-bath condo in the heart of downtown Lexington, right on UK's campus! With just under 1,800 sq. ft., this spacious unit blends modern updates with an industrial aesthetic, creating the perfect mix of comfort and style.Recent upgrades

    Agent Photo

    Clay Thomas

    Keller Williams Legacy Group

    (859) 712-1080

    222 Bolivar St Unit 209, Lexington, KY 40508
  • /24

    $145,000

    • 2 Beds
    • 1 Bath
    • 932 Sq Ft

    175 Malabu Dr Unit 48, Lexington, KY 40503

    Welcome to this 2-bedroom and 1-bath condo located in the desirable Zandale area. This remodeled unit features a layout that is perfect for relaxation and entertaining. Inside you will find brand new carpet throughout the family room and bedrooms. The freshly painted unit offers a clean and contemporary feel, making it easy to envision your personal touch. The updated kitchen is equipped with

    Agent Photo

    John Groft

    RE/MAX Creative Realty

    (859) 459-0369

    175 Malabu Dr Unit 48, Lexington, KY 40503
  • /46

    $424,900

    • 1 Bed
    • 1.5 Baths
    • 937 Sq Ft

    369 E Main St Unit 501, Lexington, KY 40507

    Upscale Downtown Living at its Finest!—Located Directly Across the Street from Carson's and Within Walking Distance to Everything—Don't Miss Out on this 1 Bedroom Suite, 1.5 Bath Condo with a Separate Home Office that Can Easily be Used as a 2nd Bedroom---Top Floor Unit Allows for Taller Ceilings than the Other Units Providing a Much More Spacious Feel---Checkout ALL the UPGRADES!!!---Although

    Bret Hansen Four Seasons Realty

    369 E Main St Unit 501, Lexington, KY 40507
  • /8

    $395,000

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

    124 Autumn Leaf Path, Georgetown, KY 40324

    The last new duplex! Come and see White Oak Village Condominiums, Georgetown's adult living community. All brick ranch home with a 2 car garage and no exterior maintenance.2 or 3 bedroom. 2 full bath. If the open floor plans aren't enough space, enjoy the use of the community clubhouse, equipped with TV's, bathrooms and a kitchen. If all of this isn't enough, White Oak Village is conveniently

    Chris Bryant Property Shop

    124 Autumn Leaf Path, Georgetown, KY 40324
  • /25

    $309,900

    • 3 Beds
    • 2 Baths
    • 1,491 Sq Ft

    162 Christal Dr, Georgetown, KY 40324

    Experience a lifestyle of ease and comfort in Georgetown, designed specifically for those 55+! This meticulously maintained 3-bed, 2-bath, 2 car garage condo offers the perfect blend of comfort & convenience. From the upgraded LVP flooring throughout the main living areas to the fresh, neutral paint, every detail has been thoughtfully considered. The open-concept layout & split-bedroom design

    Ashley Whitworth Christies International Real Estate Bluegrass

    162 Christal Dr, Georgetown, KY 40324
  • /35

    $435,000

    • 3 Beds
    • 1.5 Baths
    • 1,989 Sq Ft

    25 Hampton Ct Unit 5, Lexington, KY 40508

    Welcome to one of the most desirable areas in Lexington - Hampton Court! This 2000 sq ft, 3-bedroom condo offers the perfect blend of historic charm and modern convenience, located just steps from restaurants, coffee shops, and downtown venues. Boasting high ceilings, exposed brick, hardwood floors, and intricate millwork, this spacious unit also features two living rooms, a dining area, a

    Greg Buchanan ERA Select Real Estate

    25 Hampton Ct Unit 5, Lexington, KY 40508
  • /43

    $419,900

    • 2 Beds
    • 2 Baths
    • 1,438 Sq Ft

    355 S Broadway Unit 601, Lexington, KY 40508

    Exclusive offering of the original developers personal residence at Centre City Condominiums, where luxury and urban convenience converge! This lovely 2-bedroom, 2-bath condo offers Stunning downtown views, a spacious ensuite primary bedroom with updated tile shower and guest bedroom with updated bath featuring a walk-in Jacuzzi tub. An abundance of windows (5 new glass panes ordered) in the

    Sarah Espinosa RE/MAX Creative Realty

    355 S Broadway Unit 601, Lexington, KY 40508
  • /32

    $387,000

    • 2 Beds
    • 2 Baths
    • 1,442 Sq Ft

    355 S Broadway Unit 402, Lexington, KY 40508

    Welcome to this beautiful 2-bedroom condo in downtown Lexington. This updated condo blends historic charm with modern amenities. Just steps from Rupp Arena, dining, shopping, and more, it offers the best of downtown living. The spacious interior features a fully equipped kitchen, in-unit washer and dryer, and elegant design throughout. Enjoy two comfortable bedrooms, two full bathrooms, a

    Donna Mink Mink Realty

    355 S Broadway Unit 402, Lexington, KY 40508
  • /23

    $299,000

    • 2 Beds
    • 1 Bath
    • 850 Sq Ft

    1802 Carolyn Dr Unit 4, Lexington, KY 40502

    Updated condo in highly sought after 40502 area. The condo features hardwood floors, updated bathroom and kitchen, wonderful new light fixtures and tile work, storage area in the basement, and lots of parking in the private lot and on a quiet street. The patio area is in the process of being expanded. A similar unit is coming in March if you want to pick your own colors and cabinets.

    Hill Parker Turf Town Properties

    1802 Carolyn Dr Unit 4, Lexington, KY 40502
  • /27

    $350,000

    • 1 Bed
    • 1.5 Baths
    • 851 Sq Ft

    369 E Main St Unit 304, Lexington, KY 40507

    Welcome to a sleek, updated modern condo nestled in the vibrant heart of downtown Lexington. This home is ideal for anyone looking to experience urban living at its finest, with easy walking access to a variety of shops, exciting events, and nightlife spots. Inside, the condo boasts a sophisticated design, blending contemporary finishes with clean lines and an open-concept layout that maximizes

    Michelle Gunter Bluegrass Home Group

    369 E Main St Unit 304, Lexington, KY 40507
  • /29

    $335,000 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

    Paige Luxon Keller Williams Legacy Group

    917 Paddock Ct, Richmond, KY 40475
  • /29

    $329,000 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

    Paige Luxon Keller Williams Legacy Group

    913 Paddock Ct, Richmond, KY 40475
  • /32

    $275,000

    • 1 Bed
    • 1.5 Baths
    • 862 Sq Ft

    121 N Martin Luther King Blvd Unit 401, Lexington, KY 40507

    Are you looking for a top floor view of downtown with a nice corner unit located the historic Nunn Lofts? Here it is! This condo features one bedroom with 1.5 baths and open loft concept completes this total downtown city vibe. This unit is within walking distance of many local eateries, shoppings, bars, the Kentucky Theatre and 15 mins from UK.

    Brandon Hedinger Keller Williams Bluegrass Realty

    121 N Martin Luther King Blvd Unit 401, Lexington, KY 40507
  • /23

    $229,000

    • 2 Beds
    • 2 Baths
    • 1,355 Sq Ft

    600 Vincent Way Unit 1308, Lexington, KY 40503

    Beautiful third floor condominium unit in desirable Wellington Chase condominium complex boasts two bedrooms, an office/flex room (could be used as a third bedroom), two full bathrooms, and large, open eat-in kitchen/great room. This unit has been updated with beautiful stainless steel appliances and comes with a deck facing the interior of the complex, perfect for relaxing. Wellington Chase is

    Karen Bishop National Real Estate

    600 Vincent Way Unit 1308, Lexington, KY 40503
  • /11

    $109,000

    • 2 Beds
    • 1 Bath
    • 832 Sq Ft

    1823 Augusta Dr, Lexington, KY 40505

    Charming 2 Bedroom, 1 Bath First-Floor Condo - This unit has been totally renovated down to the studs by professional contractors by present owner. Finishes are on point with lovely tile flooring throughout. Perfect for low-maintenance living! Enjoy the convenience of no stairs, open floor plan, and a cozy space that's move-in ready. Ideal space for downsizing. Priced right and ready to

    Karen Angelucci RE/MAX Elite Lexington

    1823 Augusta Dr, Lexington, KY 40505
  • /27

    $219,900

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

    395 Redding Rd Unit 185, Lexington, KY 40517

    Step into luxury living in this stunning condo nestled within a gated community featuring a sparkling pool! This beautiful home boasts two full bathrooms, a spacious sunroom, a large primary bedroom with walk-in closets, and a kitchen designed for hosting and entertaining. Perfectly blending comfort and style, this gem offers a lifestyle you'll love. Schedule your showing today!

    The Prather Team - Michael Prather Keller Williams Bluegrass Realty

    395 Redding Rd Unit 185, Lexington, KY 40517
  • /17

    $275,000

    • 1 Bed
    • 1 Bath
    • 582 Sq Ft

    650 S Mill St Unit 219, Lexington, KY 40508

    Discover the perfect blend of comfort and convenience in this condo located in the heart of Lexington. Featuring sleek stainless steel appliances and an open-concept layout, this second-floor unit provides ample natural lighting. Enjoy your morning coffee or unwind after a long day on your private balcony. Just steps away from the University of Kentucky's campus, this prime location offers easy

    Cherise Wilson Diamond Key Realtors

    650 S Mill St Unit 219, Lexington, KY 40508
  • /21

    $264,000

    • 3 Beds
    • 2 Baths
    • 959 Sq Ft

    1081 S Broadway Unit 104, Lexington, KY 40504

    This condo is perfect for any of the above. Fantastic location, close to everything and walking distance to UK. First floor unit.

    Diana C Brooker Lifstyl Real Estate

    1081 S Broadway Unit 104, Lexington, KY 40504
  • /4

    $279,000

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

    205 Simpson Ave Unit 111, Lexington, KY 40504

    3 BR 2 BA Condo conveniently located within walking distance to UK Campus.

    Diana C Brooker Lifstyl Real Estate

    205 Simpson Ave Unit 111, Lexington, KY 40504
  • /2

    $279,000

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

    209 Simpson Ave Unit 202, Lexington, KY 40504

    3 BR 2 BA Condo conveniently located within walking distance to UK Campus.

    Diana C Brooker Lifstyl Real Estate

    209 Simpson Ave Unit 202, Lexington, KY 40504
  • /6

    $279,000

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

    209 Simpson Ave Unit 102, Lexington, KY 40504

    Updated 3 BR 2 BA Condo conveniently located within walking distance to UK Campus.

    Diana C Brooker Lifstyl Real Estate

    209 Simpson Ave Unit 102, Lexington, KY 40504
  • /21

    $215,000

    • 2 Beds
    • 2 Baths
    • 1,157 Sq Ft

    2414 Lake Park Rd Unit 2208, Lexington, KY 40502

    This 2-bedroom, 2-bath second-floor condo offers an open layout with a kitchen that flows into the living area, complete with stainless steel appliances and granite countertops. Enjoy lake views from your private balcony in the gated Lakes Edge community, featuring a pool, clubhouse, pier, and boat/kayak storage. Just minutes from New Circle at Richmond Road, and only 3.5 miles to UK and downtown

    Luke Greer Keller Williams Commonwealth

    2414 Lake Park Rd Unit 2208, Lexington, KY 40502
  • /19

    $264,000

    • 2 Beds
    • 1 Bath
    • 850 Sq Ft

    251 Simpson Ave Unit 222, Lexington, KY 40504

    Great investment opportunity within walking distance of the University of Kentucky.

    Diana C Brooker Lifstyl Real Estate

    251 Simpson Ave Unit 222, Lexington, KY 40504
  • /21

    $264,000

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

    251 Simpson Ave Unit 220, Lexington, KY 40504

    3BR/2BA condo is perfectly situated on the top level of Campus Downs community, mere steps to UK's campus, a plethora of dining options, healthcare facilities, and all that downtown Lexington has to offer.

    Diana C Brooker Lifstyl Real Estate

    251 Simpson Ave Unit 220, Lexington, KY 40504
  • /21

    $279,000

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

    209 Simpson Ave Unit 302, Lexington, KY 40504

    Great location for this 3 bedroom/2 full bathroom condo where you can walk to UK, close to downtown, restaurants, bars, shopping, Rupp Arena and Kroger Field

    Diana C Brooker Lifstyl Real Estate

    209 Simpson Ave Unit 302, Lexington, KY 40504
  • /18

    $279,000

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

    205 Simpson Ave Unit 310, Lexington, KY 40504

    3 BR 2 BA Condo conveniently located within walking distance to UK Campus.

    Diana C Brooker Lifstyl Real Estate

    205 Simpson Ave Unit 310, Lexington, KY 40504
  • /25

    $199,500

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

    395 Redding Rd Unit 175, Lexington, KY 40517

    Nice Eaton unit with updated Kitchen, recent paint & new flooring! Bedrooms are spacious with great closet space. Covered porch with large storage closet. Located in lovely community with pool & tennis courts! Kirklevington park with Pickleball and walking trails just across the street! With a good offer seller will pay off remaining roof assessment at closing.

    Susie Rodes Berkshire Hathaway de Movellan Properties

    395 Redding Rd Unit 175, Lexington, KY 40517
  • /75

    $950,000 Open Sun 1PM - 3PM

    • 3 Beds
    • 3.5 Baths
    • 3,741 Sq Ft

    385 S Upper St, Lexington, KY 40508

    Experience unparalleled elegance and modern refinement in this stunning 3,741 sq. ft. end-unit townhome, just two blocks from Rupp Arena, Jeff Ruby's, the Farmers Market, and more! With 3 bedrooms (plus potential for a 4th), 3.5 baths, and a private gated entry, this rare find offers the perfect blend of style, convenience, and exclusivity.Step inside to two fireplaces, abundant natural

    Zach Johnson The Brokerage

    385 S Upper St, Lexington, KY 40508
  • /19

    $155,000

    • 2 Beds
    • 1.5 Baths
    • 802 Sq Ft

    305 Lake St Unit 6, Nicholasville, KY 40356

    Whether you're looking for your next home or you want to add to your real estate portfolio, this fully-updated, all-brick townhome is the perfect property. Home has new paint, flooring, kitchen, bathrooms, and HVAC. The wonderful floor plan boasts a large living room that opens into the dining area. Galley-style kitchen features stainless steel appliances and good cabinet space. Upstairs you will

    Kevin Bradley KB Realty Group

    305 Lake St Unit 6, Nicholasville, KY 40356
  • /40

    $620,000 Open Sun 2PM - 4PM

    • 3 Beds
    • 2 Baths
    • 2,290 Sq Ft

    3538 Rabbits Foot Trail, Lexington, KY 40503

    Charming Condo in Rabbit Run - A Perfect Blend of Comfort & StyleYou don't want to miss out on this lovely home! Step inside and be greeted by gorgeous hardwood floors that flow throughout the main living areas, adding a warm and inviting touch. A spacious glassed in sunroom is bathed in natural light, creating the perfect spot to relax or entertain, with a peaceful view of the

    Ridgely Knight Rector Hayden Realtors

    3538 Rabbits Foot Trail, Lexington, KY 40503
  • /14

    $178,000

    • 1 Bed
    • 1 Bath
    • 566 Sq Ft

    145 Virginia Ave Unit 207, Lexington, KY 40508

    Attention Investors! well-maintained condominium across the street from the University of Kentucky Medical Center. This one-bedroom/one bath unit is located within easy walking distance of shopping, restaurants and coffee houses. Second story balconies were replaced in 2023. Appliances include range, refrigerator, microwave, dishwasher, disposal and a stacked washer and dryer. Unit has one

    Nawar Yacoub Agha Lifstyl Real Estate

    145 Virginia Ave Unit 207, Lexington, KY 40508
  • /25

    $269,000 Open Sun 2PM - 4PM

    • 2 Beds
    • 2.5 Baths
    • 1,700 Sq Ft

    2613 Calgary, Lexington, KY 40509

    Welcome to hassle free living! This townhouse-style condo located in the heart of Hamburg is close to shopping, restaurants, entertainment, walking trails, and both New Circle and I75! The community also has a pool, fitness center, recreation center, pond and walking trail. Monthly dues cover all this plus trash removal, snow removal and lawncare. You'll love the convenience of two bedrooms with

    Rachel Crabtree Guide Realty, Inc.

    2613 Calgary, Lexington, KY 40509
  • /60

    $1,275,000

    • 4 Beds
    • 3.5 Baths
    • 3,648 Sq Ft

    101 Idle Hour Dr Unit 5, Lexington, KY 40502

    Experience an exclusive opportunity to own one of only five homes nestled in a private enclave with spectacular views of the 14th and 15th holes of Idle Hour Golf Course. The hand-molded Flemish bond brick exterior sets the stage for an interior that exudes timeless elegance.Inside, 10-foot ceilings, intricate crown molding, and generously sized rooms create an atmosphere of refined

    Pam Stilz Bluegrass Sotheby's International Realty

    101 Idle Hour Dr Unit 5, Lexington, KY 40502
  • /9

    $285,000

    • 2 Beds
    • 1 Bath
    • 870 Sq Ft

    1802 Carolyn Dr Unit 3, Lexington, KY 40502

    Updated condo in highly sought after 40502 area. The condo features hardwood floors, updated bathroom and kitchen, wonderful new light fixtures and tile work, storage area in the basement, and lots of parking in the private lot and on a quiet street. The patio area is in the process of being expanded.

    Hill Parker Turf Town Properties

    1802 Carolyn Dr Unit 3, Lexington, KY 40502
  • /11

    $205,000

    • 3 Beds
    • 2 Baths
    • 1,494 Sq Ft

    750 Shaker Dr Unit 315, Lexington, KY 40504

    Easy Living at Harrodsburg Square. Don't miss this opportunity to own this 2 story condo with 3 bedroom, 2 bathrooms. The first floor has 2 bedrooms, one bathroom, laundry area, kitchen, and an open concept living room area. Second floor is a loft style primary suite with large walk-in closet and private bathroom. Balcony areas off each main floor bedroom and at the rear of the condo off the

    Jessica Johnson Pinnacle Real Estate Group

    750 Shaker Dr Unit 315, Lexington, KY 40504
  • /9

    $116,000 Open Sun 2PM - 4PM

    • 2 Beds
    • 1 Bath
    • 672 Sq Ft

    933 N Broadway Unit 2, Lexington, KY 40505

    *** Open House this Sunday April 27th from 2-4pm! *** Looking for a condo in downtown Lexington - Located at 933 North Broadway Unit 2 is offering a 2 Bedroom & 1 Bathroom + Living room and eat-in kitchen. Find a new place to call Home today! Call your Realtor to see this great condo!

    Daniel Ellis Metro Max Realty

    933 N Broadway Unit 2, Lexington, KY 40505
  • /26

    $550,000 Open Sun 2PM - 4PM

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

    1403 Pine Needles Ln Unit 103, Lexington, KY 40513

    Experience luxury in this updated 3-bedroom, 3-bath condo, ideally located near dining, shopping, hospitals, and scenic walking paths. Enjoy peaceful views of green space and stunning sunsets. The first-floor primary bedroom features a custom walk-in closet by Closets by Design, and the ensuite bath includes comfort-height vanities with new tops, faucets, and mirrors, plus a large walk-in shower

    Terra Long Keller Williams Commonwealth

    1403 Pine Needles Ln Unit 103, Lexington, KY 40513
  • /12

    $140,000

    • 1 Bed
    • 1 Bath
    • 525 Sq Ft

    258 E High St Unit 104, Lexington, KY 40507

    Your downtown Lexington retreat awaits! Fully furnished, 1BR, 1BA condominium is just steps away from Central Bank Rupp Arena and all that downtown has to offer! Convenient to UK and Transy, this is perfect for a student or investor. Original hardwood floors, 9ft ceilings, crown molding throughout and tons of storage! This move-in ready jewel boasts a convenient & functional kitchen with new

    Patricia Barfield-Vazquez Rector Hayden Realtors

    258 E High St Unit 104, Lexington, KY 40507
  • /34

    $400,000

    • 2 Beds
    • 2 Baths
    • 1,182 Sq Ft

    355 S Broadway Unit 604, Lexington, KY 40508

    Modern luxury abounds in this 6th floor condo with private balcony that has been reconfigured and opened up for easy entertaining! Located in the gated building of Centre City Condominiums, this 2 bedroom 2 full bath has been been renovated including updated bathrooms as well as new flooring throughout. The kitchen has been moved to center of living space and features a huge island and

    Melinda Duncan RE/MAX Creative Realty

    355 S Broadway Unit 604, Lexington, KY 40508
  • /45

    $435,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 2.5 Baths
    • 2,146 Sq Ft

    216 Sugartree Ln, Versailles, KY 40383

    OPEN HOUSE! Saturday, April 26th 11-1PM. Welcome to low-maintenance living in this Two Year young condominium with first floor primary where all major mechanics are less than two years old! This thoughtfully designed home offers an open-concept first floor featuring a spacious kitchen with granite countertops, a double oven, a pantry, and a seamless flow into the dining area and great

    Melia Hord Keller Williams Bluegrass Realty

    216 Sugartree Ln, Versailles, KY 40383

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 ...

Home Trends in Winchester, KY

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%
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