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Explore Similar Apartments Within 10 Miles of Midway, KY

  • /45

    $425,000

    • 6 Beds
    • 4 Baths
    • 3,126 Sq Ft

    305 Hillsboro Ave, Lexington, KY 40511

    It's time you owned a little piece of Meadowthorpe Magic. This fantastic duplex offers a recently updated kitchen with stainless steel appliances and granite and timeless charm at every turn. Lots of updated light fixtures, 2 NEW HVAC systems in July 2025, Newer roof on the residence. Ideally located a short commute to downtown Lexington, The Distillery District and the University of Kentucky to

    Tamara Bayer Kirkpatrick & Company

    305 Hillsboro Ave, Lexington, KY 40511
  • /5

    $399,900

    • 4 Beds
    • 2 Baths
    • 2,152 Sq Ft

    125-127 Greenbriar Rd, Lexington, KY 40503

    Duplex in highly desirable 40503 Glendover neighborhood! 2 beds and 1 bath on both sides. Basement with detached garage. Rental agreements are in place - $1,350 through Nov 2025 and $1,450 through Sept 2026. Contact listing agent for more details. Selling as-is, inspections welcome. 48 notice please.

    Natalee Mason The Real Estate Group

    125-127 Greenbriar Rd, Lexington, KY 40503
  • /50

    $349,900

    • 4 Beds
    • 2 Baths
    • 1,967 Sq Ft

    240 E Third St, Lexington, KY 40508

    Located in the heart of downtown Lexington, this duplex sits on a rare double lot and offers both income potential and flexibility. One side is currently occupied, providing immediate rental income, while the other side is vacant and ready for a new tenant or owner-occupant. With its prime location, large lot, and multi-unit setup, this property is perfect for investors, house-hackers, or anyone

    Maxine Reyburn RO&CO Real Estate

    240 E Third St, Lexington, KY 40508
  • /25

    $365,000

    • 4 Beds
    • 3 Baths

    2665 Wigginton Point, Lexington, KY 40511

    ATTN: 6% Buyer's Premium to be added to the Offer Price. Prime Location in Lexington - Close to Everything You Need This well-maintained home is in great shape and sits in a highly convenient location - just minutes from universities, the Toyota plant, shopping, restaurants, and more. Whether you're looking for your next rental, flip, or personal home, this property offers multiple options

    Hunter Miller GSP Homes

    2665 Wigginton Point, Lexington, KY 40511
  • /3

    $295,000

    • 4 Beds
    • 2 Baths
    • 2,014 Sq Ft

    1983 Fair Oaks Dr, Lexington, KY 40504

    Great duplex to add to your portfolio or live in one side and rent the other. Each unit has 2 bedrooms and one full bath, washer/dryer hookups, dining area, family room and kitchen. Teant pays all utilites and lawn care.

    Destiny Darby Keller Williams Commonwealth

    1983 Fair Oaks Dr, Lexington, KY 40504
  • /28

    $525,000

    • 4 Beds
    • 4 Baths
    • 2,386 Sq Ft

    204-206 Preston Ave, Lexington, KY 40502

    Charming Duplex in Prime Location - Investment or Live-In Opportunity! Discover this beautifully maintained duplex offering identical units, both featuring 2 bedrooms and 1 full bath. Each side features gorgeous hardwood floors, a spacious living room with fireplace, formal dining room, kitchen with lots of cabinets and countertop space plus a 2-car detached garage. Each side has its own

    Cathy Cornett-Wilson Rector Hayden Realtors

    204-206 Preston Ave, Lexington, KY 40502
  • /56

    $1,395,000

    • 11 Beds
    • 11.5 Baths
    • 8,452 Sq Ft

    1010 Steele Rd, Versailles, KY 40383

    Rabbit Creek, the profitable Woodford County bed and breakfast and wedding venue is for sale for the very first time. This popular vacation destination and turn-key business, located on nine tranquil acres just minutes outside Versailles, features eight spacious guest bedrooms, each with a private bathroom. Four guest rooms have balconies which provide a wonderful place to relax and there is also

    Lesley Ward Biederman Real Estate

    1010 Steele Rd, Versailles, KY 40383
  • /17

    $858,000

    • 8 Beds
    • 8 Baths

    1640 Nicholasville Rd, Lexington, KY 40503

    Four Large turn key condominiums located on the top floor of a professional office building in a prime location next door to Central Baptist Hospital and near the University of Kentucky. Each unit offers 2 bedrooms, 2 full baths, kitchen, and large living area. Each unit is nicely appointed with granite countertops, LVP flooring, and are freshly painted. Coin laundry, storage space, located

    Suzanne Turner Indigo & Co

    1640 Nicholasville Rd, Lexington, KY 40503
  • /37

    $1,395,000

    • 12 Beds
    • 6 Baths
    • 8,400 Sq Ft

    100-102 S Hanover Ave, Lexington, KY 40502

    Step back in time with this Ashland Park charmer. Built in 1929, this six-unit apartment building was said to have been one of the first steel structure apartments built in Fayette County. The adjacent duplex was designed to be on top of this building as the fourth and fifth levels. Each apartment offers hardwood floors, high ceilings, unique built-ins, living room, dining room, kitchen, 2

    Becky Reinhold Bluegrass Sotheby's International Realty

    100-102 S Hanover Ave, Lexington, KY 40502
  • /40

    $750,000

    • 4 Beds
    • 2 Baths
    • 2,580 Sq Ft

    110-112 S Hanover Ave, Lexington, KY 40502

    This lovely Ashland Park duplex was originally designed to be built on top of the adjacent 3-story apartment building. Each unit features hardwood floors, unique built-ins, living and dining rooms, two bedrooms and full bath. The lower level offers a shared laundry and storage. The brick-fenced courtyard is a perfect place to enjoy your afternoon tea! The Seller prefers to sell 100-102 S

    Becky Reinhold Bluegrass Sotheby's International Realty

    110-112 S Hanover Ave, Lexington, KY 40502
  • /11

    $260,000

    • 4 Beds
    • 2 Baths
    • 2,078 Sq Ft

    1268 Alexandria Dr, Lexington, KY 40504

    Unlock steady rental income with this turnkey duplex at 1268/1270 Alexandria Drive! A solid investment opportunity in one of Lexington's most reliable rental markets. Each side features 2 bedrooms, 1 full bath, a spacious living area, and a functional kitchen layout, making these units easy to rent and simple to maintain. With separate utilities, Newer Roof, ample parking, this property appeals

    Kristen Dixon National Real Estate

    1268 Alexandria Dr, Lexington, KY 40504
  • /36

    $790,000

    • 15 Beds
    • 20 Baths
    • 5,992 Sq Ft

    160 Constitution St, Lexington, KY 40507

    Investors, this is your opportunity to acquire 15 rental units plus a commercial space near downtown Lexington! Centrally located, the property consists of two buildings: 160 Constitution (10 one-bedroom/one-bath units) and 193, 195, and 197 MLK Blvd (4 additional units). Also included is a commercial space at 164 Constitution, currently rented for 1,000/month. Currently fully rented and brings

    M Scott Peace Lifstyl Real Estate

    160 Constitution St, Lexington, KY 40507
  • /4

    $1,120,000

    • 5 Beds
    • 5 Baths
    • 2,772 Sq Ft

    150 Deweese St, Lexington, KY 40507

    150 Deweese St, Lexington, KY 40507 | 2,772 SqFt | 2 Stories | 5 UnitsPositioned in the heart of downtown Lexington, this two-story building offers a rare investment opportunity with five separate units under one roof. Spanning 2,772 square feet, the property combines functionality and location, making it a strong addition to any portfolio.Inside, the layout is designed for

    Bob Sophiea eXp Realty, LLC

    150 Deweese St, Lexington, KY 40507
  • /4

    $370,000

    • 12 Beds
    • 6 Baths

    814 Holmes St, Frankfort, KY 40601

    Calling all investors! Here is a great opportunity to add to your rental portfolio. Four properties are included in this sale. Two single family homes and two duplexes. Add six doors without breaking the bank. Properties being sold AS-IS. Inspections are welcome.814 Holmes St. 818/820 Holmes St. 313 Holmes St. 818 1st Ave.

    Brad Harmon Lifstyl Real Estate

    814 Holmes St, Frankfort, KY 40601
  • /3

    $265,000

    • 4 Beds
    • 2 Baths

    1990 Fair Oaks Dr, Lexington, KY 40504

    Duplex! Investment opportunity. Each unit has 2 bedrooms and 1 bathroom. Live in one and collect rent from the other, or use it all to build your real estate portfolio.

    Destiny Darby Keller Williams Commonwealth

    1990 Fair Oaks Dr, Lexington, KY 40504
  • /46

    $450,000

    • 4 Beds
    • 4 Baths
    • 3,068 Sq Ft

    1999 Fair Oaks Dr, Lexington, KY 40504

    L-Side $1,800 per month R-side $2,000. per month Completely Renovated Duplex - Turnkey Investment or Live-in Opportunity when lease is up! Don't miss this beautifully updated duplex, offering modern finishes, flexible living space, and strong investment potential. Each side features 2 spacious bedrooms and a full bath upstairs, while the finished lower levels provide additional rooms ideal for

    Casey Weesner Weesner Properties, Inc.

    1999 Fair Oaks Dr, Lexington, KY 40504
  • /9

    $225,000

    • 2 Beds
    • 2 Baths
    • 1,176 Sq Ft

    150 York St, Lexington, KY 40508

    Duplex Investment Opportunity Near Downtown Lexington!Welcome to 148-150 York Street—a well-maintained duplex offering two 1-bedroom, 1-bathroom units in a prime location just minutes from downtown Lexington and the University of Kentucky. Each unit features a comfortable layout with separate entrances, making it ideal for tenants seeking privacy and convenience. With a strong rental

    David Espinosa Bluegrass Realty Pros, Inc

    150 York St, Lexington, KY 40508
  • /36

    $1,200,000

    127 N Court St, Georgetown, KY 40324

    Great opportunity to invest in a mixed use building in downtown Georgetown. Featuring 116 E Court street with (4) 1 bedroom units and 127 N Court Street featuring (4) 1 bedroom units, (1) storefront, laundry facility and 1 unoccupied unit that could be used for commercial or residential use. PVA Parcels include: 166-30-343.001, 166-30-333.000, 166-30-343.000

    Joey Svec Building The Bluegrass Realty

    127 N Court St, Georgetown, KY 40324
  • /4

    $685,000

    • 5 Beds
    • 5.5 Baths
    • 2,529 Sq Ft

    616 Bellaire Ave, Lexington, KY 40508

    Investor special! This 5-unit multi-family property at 616 Ballaire Ave offers a great opportunity in a high-demand rental area near downtown and UK. The building includes one 2 bed/1 bath unit, three 1 bed/1 bath units, and one studio. With strong income potential and a central location, this property is a solid addition to any rental portfolio.

    David Espinosa Bluegrass Realty Pros, Inc

    616 Bellaire Ave, Lexington, KY 40508
  • /89

    $389,999

    • 4 Beds
    • 4 Baths

    244 & 248 Manley Leestown Rd, Frankfort, KY 40601

    Discover a rare opportunity with this unique property featuring two well-maintained homes on a scenic 1.04-acre lot just minutes from town. Each home offers 2 spacious bedrooms and 2 full bathrooms, a full kitchen, dining area, and comfortable living space—perfectly set up for flexible living arrangements. Enjoy peaceful mornings or relaxing evenings on the private decks overlooking beautiful

    Cindy Crutcher Exit Realty Crutcher

    244 & 248 Manley Leestown Rd, Frankfort, KY 40601
  • /8

    $1,400,000

    • 20 Beds
    • 10 Baths
    • 8,460 Sq Ft

    1117 Pawnee Trail, Georgetown, KY 40324

    Excellent investment opportunity! All brick two-story building with 10 units. Zero vacancy, eith several long-term tenants. Newer roof & hvac units. Tenants pay utilities.

    Missy Winchell RE/MAX Creative Realty

    1117 Pawnee Trail, Georgetown, KY 40324
  • /14

    $725,000

    • 4 Beds
    • 4 Baths
    • 3,772 Sq Ft

    108 Cochran Rd, Lexington, KY 40502

    Fully Occupied 4-plex featuring (4) 1 bed / 1 bath units in the Chevy Chase area - a turnkey opportunity with consistent rental income from day one. Each unit offers a comfortable living space and the property has been well maintained. Low-maintenance, easy-to-manage layout, and strong rental history. Ideal for investors of all types. Secure your next income-producing asset today.

    Dustin Haulk 1 Percent Lists Purple Door

    108 Cochran Rd, Lexington, KY 40502
  • /40

    $285,000

    • 5 Beds
    • 2.5 Baths
    • 2,030 Sq Ft

    312 Conway St, Frankfort, KY 40601

    Here's your chance to own a piece of property in the historic district of Frankfort, not only will you be purchasing a duplex but the adjoining, deeded separately, lot next door. Upstairs duplex just recently, completely remodeled. Just a few cosmetic completions and ready to move into. Downstairs needs TLC. The separate lot, adjacent to this duplex is 36X100. Tenant pays own utilities. Sold

    Sandy Moore CENTURY 21 Simpson & Associates

    312 Conway St, Frankfort, KY 40601
  • /45

    $599,900

    • 12 Beds
    • 4 Baths
    • 2,976 Sq Ft

    419 Douglas Ave, Lexington, KY 40508

    This recently updated Quadplex is ready for it's next investor! Four 3 bedroom, one bath units all with newer flooring, paint andappliances. Washer and dryer hook ups available. Two newer AC units. Some off street parking available around back. This is a moneymaker waiting for it's next owner with all units rented until 2026.

    Lindsay Barsotti ERA Select Real Estate

    419 Douglas Ave, Lexington, KY 40508
  • /28

    $220,000

    210 Briar Cliff St, Frankfort, KY 40601

    Duplex. All brick. Great shape with basement. 1 bedroom and 1 bathroom per side. Looks directly at the governor's mansion. Exceptional location on quiet scenic street in downtown Frankfort. Currently fully leased with long term tenants. Great shape and repair. tenants pay all utilities. Real estate agent owned.

    Taylor Marshall Marshall Lane Real Estate

    210 Briar Cliff St, Frankfort, KY 40601
  • /2

    $249,000

    • 4 Beds
    • 2 Baths
    • 1,812 Sq Ft

    34 Cedarcrest Ct, Frankfort, KY 40601

    Nice duplex in Ridgeview. Within minutes to all supporting facilities. Great investment property for tenant or owner occupant.

    Richard A Browning Capital Realty and Investments

    34 Cedarcrest Ct, Frankfort, KY 40601
  • /2

    $269,000

    • 4 Beds
    • 4 Baths
    • 2,281 Sq Ft

    1303 Powhatan Trail, Frankfort, KY 40601

    Nice duplex in Indian Hills. Within minutes to all supporting facilities. Great investment property for tenant or owner occupant.

    Richard A Browning Capital Realty and Investments

    1303 Powhatan Trail, Frankfort, KY 40601
  • /2

    $269,000

    • 4 Beds
    • 4 Baths
    • 1,995 Sq Ft

    790 Ridgeview Dr, Frankfort, KY 40601

    Nice duplex in Ridgeview. Within minutes to all supporting facilities. Great investment property for tenant or owner occupant.

    Richard A Browning Capital Realty and Investments

    790 Ridgeview Dr, Frankfort, KY 40601
  • /19

    $2,000,000 New Construction

    • 14 Beds
    • 21 Baths
    • 1,360 Sq Ft

    3104 Daly Place, Lexington, KY 40511

    JTB Construction is thrilled to offer their latest project - a brand new set of 7 beautiful, new- construction townhomes situated on over half an acre in Lexington's largest subdivision, Masterson Station. This investment opportunity offers the charm of suburban tranquility within a convenient proximity to the city's vibrant amenities with both established and new commercial developments.

    Jaryd Brady Southern Charm Realty

    3104 Daly Place, Lexington, KY 40511

Why Live in Midway

Midway, Kentucky, is a historical rural township founded in the 1830s, known for its charming railroad town architecture and vibrant community festivals. The town features a variety of home styles, including Craftsman, Colonial Revival, Cape Cod, and ranch-style homes, with prices ranging from $150,000 to $680,000. The countryside also offers horse farms and farmhouses on large lots. Main Street, locally known as Railroad Street, is lined with small shops and dining options such as The Brown Barrel & Blind Harry’s, The Goose & Gander, and Heirloom. For outdoor activities, Walter Bradley Park provides 4 miles of walking trails, a picnic area, and a dog park. Midway University offers athletic facilities and the Thoroughbred Theatre hosts plays and live music. The town is renowned for its seasonal festivals, including the Midway Fall Festival and the Midway Bourbon & Blues Festival. Families have access to highly rated schools like Northside Elementary School, Royal Spring Middle School, and Woodford County High School. Midway is centrally located, being 7.7 miles from Versailles, 10 miles from Georgetown, and 15 miles from Downtown Lexington.

Home Trends in Midway, KY

Housing Trends

Median Sale Price
$342,500
Median Single Family Sale Price
$372,000
Average Price Per Sq Ft
$250
Number of Homes for Sale
8
Last 12 months Home Sales
30
Months of Supply
3.20
Median List Price
$454,500
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
-4%
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