3,894

Prestonsburg, KY Homes

Section Image
  • /46

    $209,000

    • 3 Beds
    • 2.5 Baths
    • 1,931 Sq Ft

    298 E Graham St, Prestonsburg, KY 41653

    Charming Updated Home in Town with Endless Possibilities! Welcome to this beautifully updated home conveniently located in town! Featuring 3 bedrooms, dream primary walk-in closet and 2 full bathrooms, this property offers comfort, style, and functionality for everyday living. In addition to the main home, you'll find an impressive 1,600 sq ft two-story building, a rare bonus with incredible

    Janice Kidd Re/Max Freedom

    298 E Graham St, Prestonsburg, KY 41653
  • /18

    $95,000 Sold Jan 23, 2026

    1039 Right Fork Bull Creek Rd, Prestonsburg, KY 41653

    • 3 Beds
    • 2 Baths
    • 1,562 Sq Ft
    • Built 1995

    Last Sold Summary

    • 30% Below List Price
    • $61/SF
    • 148 Days On Market

    Last Listing Agent Ellen Harris Century 21 American Way Realty

    1039 Right Fork Bull Creek Rd, Prestonsburg, KY 41653
    • /34

      Est $273,340 Not Listed For Sale

      59 Lawson St, Prestonsburg, KY 41653

      • 3 Beds
      • 2 Baths
      • 2,096 Sq Ft
      • Built 1974
      59 Lawson St, Prestonsburg, KY 41653

      Last Sold Summary

      • 1% Below List Price
      • $131/SF
      • 1 Day On Market

      Last Sold Price $275,000

      Last Listing Agent Jessica Holcomb Blu Horizon Real Estate

  • /16

    $229,000

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

    143 Taylor Loop Dr, Prestonsburg, KY 41653

    Updated ranch home in a desirable Prestonsburg location offering over 1,000 square feet of beautifully updated living space. Featuring LVP flooring, a new kitchen, and updated bathrooms, this home boasts generously sized rooms and a highly functional layout. Currently configured as a 2-bedroom with an office, it can easily be converted to a 3-bedroom with minor adjustments. Designed with storage

    Jennifer Brown Day Better Homes & Gardens Real Estate-Redd, Brown & Williams

    143 Taylor Loop Dr, Prestonsburg, KY 41653
  • /61

    $320,000 Sold Nov 05, 2025

    343 E Court St, Prestonsburg, KY 41653

    • 4 Beds
    • 3 Baths
    • 3,148 Sq Ft
    • Built 1970

    Last Sold Summary

    • 2% Below List Price
    • $102/SF
    • 39 Days On Market

    Current Estimated Value $317,859

    Last Listing Agent Ellen Harris Century 21 American Way Realty

    343 E Court St, Prestonsburg, KY 41653
    • /25

      Est $247,378 Not Listed For Sale

      523 Emma Rd, Prestonsburg, KY 41653

      • 3 Beds
      • 2.5 Baths
      • 2,100 Sq Ft
      • Built 1986
      523 Emma Rd, Prestonsburg, KY 41653

      Last Sold Summary

      • 3% Above List Price
      • $114/SF
      • 56 Days On Market

      Last Sold Price $240,000

      Last Listing Agent Ellen Harris Century 21 American Way Realty

  • /33

    $389,900

    • 4 Beds
    • 5 Baths
    • 4,236 Sq Ft

    685 Mays Branch Rd, Prestonsburg, KY 41653

    Luxury 4BR/5BA home with 4,236 sq ft and 17 rooms, offering incredible space and flexibility. Features include a brand-new roof, spacious bonus room, and a primary suite with whirlpool bath. Ideal layout for a mother-in-law suite or multi-generational living. Enjoy a private backyard oasis with an inground pool and dual 10-ft privacy fences. Located in Mays Branch, just minutes from everything

    Joe D. Marson Re/Max Legacy Group

    685 Mays Branch Rd, Prestonsburg, KY 41653
  • /39

    $315,000 Sold Feb 19, 2026

    60 Meadow Brook Ct, Prestonsburg, KY 41653

    • 6 Beds
    • 4 Baths
    • 3,020 Sq Ft
    • Built 2000

    Last Sold Summary

    • 4% Below List Price
    • $104/SF
    • 19 Days On Market

    Current Estimated Value $332,470

    Last Listing Agent Mary Wright Re/Max Freedom

    60 Meadow Brook Ct, Prestonsburg, KY 41653
    • /18

      Est $160,216 Not Listed For Sale

      245 S Roberts Dr, Prestonsburg, KY 41653

      • 3 Beds
      • 2 Baths
      • 1,340 Sq Ft
      • Built 1960
      245 S Roberts Dr, Prestonsburg, KY 41653

      Last Sold Summary

      • 12% Above List Price
      • $106/SF
      • 25 Days On Market

      Last Sold Price $142,500

      Last Listing Agent Cheryl Pack EAST KENTUCKY REALTY

  • /31

    $269,000

    • 4 Beds
    • 2 Baths
    • 1,768 Sq Ft

    471 Rt 1750, Prestonsburg, KY 41653

    NEWLY REMOLED,, 4 BR., 2 BATH HOME! Seller has replaced flooring, lights, updated kitchen, baths, freshly painted and added a large covered front porch. Located in a nice area with plenty of space for a garden or farm animals. Call Today for an appointment.

    Teresa Preston Better Homes & Gardens Real Estate-Redd, Brown & Williams

    471 Rt 1750, Prestonsburg, KY 41653
  • /30

    $169,000 Sold Jul 17, 2025

    52 Station Branch Estates, Prestonsburg, KY 41653

    • 4 Beds
    • 2 Baths
    • 1,669 Sq Ft

    Last Sold Summary

    • 11% Below List Price
    • $101/SF
    • 233 Days On Market

    Last Listing Agent Jessica Holcomb Blu Horizon Real Estate

    52 Station Branch Estates, Prestonsburg, KY 41653
    • /15

      Est $141,940 Not Listed For Sale

      26 N Roberts Dr, Prestonsburg, KY 41653

      • 3 Beds
      • 1 Bath
      • 1,092 Sq Ft
      • Built 1979
      26 N Roberts Dr, Prestonsburg, KY 41653

      Last Sold Summary

      • 34% Above List Price
      • $97/SF
      • 48 Days On Market

      Last Sold Price $106,000

      Last Listing Agent Ellen Harris Century 21 American Way Realty

  • /52

    $275,000

    • 2 Beds
    • 2 Baths
    • 1,270 Sq Ft

    4589 Abbott Creek Rd, Prestonsburg, KY 41653

    Well maintained brick ranch on a large 60 acre tract of land. Perfect starter home or empty nester. Featuring 2 bedrooms and 2 full bathrooms with a large living room, dining room & spacious kitchen. Detached garage makes for a great workspace or additional storage.

    Michelle Jones Re/Max Legacy Group-Hazard

    4589 Abbott Creek Rd, Prestonsburg, KY 41653
  • /33

    $370,000 Sold Jun 19, 2025

    46 Victoria St, Prestonsburg, KY 41653

    • 4 Beds
    • 3 Baths
    • 2,884 Sq Ft
    • Built 2013

    Last Sold Summary

    • 7% Below List Price
    • $128/SF
    • 35 Days On Market

    Last Listing Agent Ellen Harris Century 21 American Way Realty

    46 Victoria St, Prestonsburg, KY 41653
    • /17

      Est $235,632 Not Listed For Sale

      97 N Mays Ave, Prestonsburg, KY 41653

      • 5 Beds
      • 3 Baths
      • 2,500 Sq Ft
      97 N Mays Ave, Prestonsburg, KY 41653

      Last Sold Summary

      • 48% Above List Price
      • $64/SF
      • 159 Days On Market

      Last Sold Price $159,000

      Last Listing Agent Pamela Blevins Blu-Horizon Real Estate

  • /49

    $235,000

    • 2 Beds
    • 2 Baths
    • 2,016 Sq Ft

    10 Dickerson St, Prestonsburg, KY 41653

    Very well maintained brick ranch located in town (Prestonsburg). 2 bedrooms, 1 2/3 bathrooms, 2000 sq ft, tiled side and back patio, picture perfect white picket fence, quiet neighborhood Close to EVERYTHING!! What more do you need??

    Leonora Absher Re/Max Freedom

    10 Dickerson St, Prestonsburg, KY 41653
  • /26

    $200,000 Sold Dec 31, 2025

    52 Station Branch, Prestonsburg, KY 41653

    • 4 Beds
    • 2 Baths
    • 1,669 Sq Ft
    • Built 1978

    Last Sold Summary

    • 16% Below List Price
    • $120/SF
    • 38 Days On Market

    Current Estimated Value $194,756

    Last Listing Agent Ellen Harris Century 21 American Way Realty

    52 Station Branch, Prestonsburg, KY 41653
    • /16

      Est $178,106 Not Listed For Sale

      104 Wells Dr, Prestonsburg, KY 41653

      • 3 Beds
      • 2 Baths
      • 2,241 Sq Ft
      • Built 1974
      104 Wells Dr, Prestonsburg, KY 41653

      Last Sold Summary

      • 31% Above List Price
      • $61/SF
      • 78 Days On Market

      Last Sold Price $136,000

      Last Listing Agent Cheryl Pack EAST KENTUCKY REALTY

  • /24

    $325,000

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

    521 Abbott Mountain Rd, Prestonsburg, KY 41653

    Welcome to your peaceful mountain retreat! This beautiful 4 bedroom, 2 bathroom home offers the perfect blend of comfort, privacy, and breathtaking scenery. Perched in a picturesque setting, the property boasts incredible panoramic views you can enjoy from the spacious covered porch — the perfect spot for morning coffee or relaxing sunsets. Inside, you'll find a warm and inviting layout with

    Jessica Holcomb Blu Horizon Real Estate

    521 Abbott Mountain Rd, Prestonsburg, KY 41653
  • /27

    $197,000 Sold May 22, 2025

    244 Whispering Oaks Dr, Prestonsburg, KY 41653

    • 4 Beds
    • 2.5 Baths
    • 2,048 Sq Ft
    • Built 2007

    Last Sold Summary

    • 1% Above List Price
    • $96/SF
    • 24 Days On Market

    Last Listing Agent Ellen Harris Century 21 American Way Realty

    244 Whispering Oaks Dr, Prestonsburg, KY 41653
    • /23

      Est $208,961 Not Listed For Sale

      65 Madison Ave, Prestonsburg, KY 41653

      • 3 Beds
      • 2 Baths
      • 1,960 Sq Ft
      • Built 1977
      65 Madison Ave, Prestonsburg, KY 41653

      Last Sold Summary

      • $107/SF
      • 17 Days On Market

      Last Sold Price $210,000

      Last Listing Agent Charles Rowe RE/MAX

  • /23

    $209,900

    • 3 Beds
    • 2 Baths
    • 1,952 Sq Ft

    60 Ridge Run, Prestonsburg, KY 41653

    Price Reduced to $209,900! Experience the perfect mix of privacy and convenience in this charming 3 bed, 1.75 bath home in the sought-after Mays Branch neighborhood. Now priced at $209,900 (down from $215,000) to give more buyers the opportunity to own this beautiful property! Set on a private 4-acre lot, this home offers peaceful, country-style living just minutes from downtown Prestonsburg,

    Joe D. Marson Re/Max Legacy Group

    60 Ridge Run, Prestonsburg, KY 41653
  • /3

    $15,200 Sold Nov 25, 2025

    437 Shawn Howell Sub, Prestonsburg, KY 41653

    • Land
    • 4 Acres
    • $3,800 per Acre

    Last Sold Summary

    • 64% Below List Price
    • 136 Days On Market

    Last Listing Agent Aaron Brailer RealHome Services and Solutions

    437 Shawn Howell Sub, Prestonsburg, KY 41653
    • /25

      Est $124,276 Not Listed For Sale

      46 5th St, Prestonsburg, KY 41653

      • 3 Beds
      • 1 Bath
      • 1,269 Sq Ft
      • Built 1968
      46 5th St, Prestonsburg, KY 41653

      Last Sold Summary

      • 13% Above List Price
      • $87/SF
      • 48 Days On Market

      Last Sold Price $110,000

      Last Listing Agent Jessica Holcomb Blu Horizon Real Estate

  • /26

    $236,000

    • 3 Beds
    • 2.5 Baths
    • 1,822 Sq Ft

    659 Clubhouse Dr, Prestonsburg, KY 41653

    Charming brick 3 bedroom, 2.5 bath townhouse located in a nice area close to schools and just minutes from the golf course. Enjoy bright living spaces, generously sized bedrooms, and a private primary suite with its own bath and outside deck. The well-designed floor plan provides great flow for relaxing or entertaining. Don't miss your opportunity to own this lovely townhouse with newly finished

    Debra J. Eminger Century 21 American Way Realty

    659 Clubhouse Dr, Prestonsburg, KY 41653
  • /2

    $230,000 Sold Jan 08, 2026

    00 Three Story Caves, Prestonsburg, KY 41653

    • Land
    • 20 Acres
    • $11,500 per Acre

    Last Sold Summary

    • 0 Days On Market

    Last Listing Agent Rachael Nicole Johnson Century 21 American Way Realty

    00 Three Story Caves, Prestonsburg, KY 41653
    • /15

      Est $159,771 Not Listed For Sale

      67 Mayo Branch Brandy Keg, Prestonsburg, KY 41653

      • 3 Beds
      • 2 Baths
      • 1,323 Sq Ft
      67 Mayo Branch Brandy Keg, Prestonsburg, KY 41653

      Last Sold Summary

      • 14% Above List Price
      • $106/SF
      • 69 Days On Market

      Last Sold Price $139,900

      Last Listing Agent Nathaniel Boggs United Real Estate Bluegrass

  • /36

    $350,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,336 Sq Ft

    611 Blue River Branch Rd, Prestonsburg, KY 41653

    Contemporary 4 bedroom home situated on 50 acres. Privacy while being only minutes to town. Gorgeous views! PHOTOS COMING SOON!

    Claudette Lemaster Blu Horizon Real Estate

    611 Blue River Branch Rd, Prestonsburg, KY 41653
  • /2

    $148,000 Sold Jul 31, 2025

    54 E Harris St, Prestonsburg, KY 41653

    • 3 Beds
    • 2 Baths
    • 1,339 Sq Ft
    • Built 1937

    Last Sold Summary

    • 4% Below List Price
    • $111/SF
    • 2 Days On Market

    Current Estimated Value $143,891

    Last Listing Agent Ellen Harris Century 21 American Way Realty

    54 E Harris St, Prestonsburg, KY 41653
    • /37

      Est $447,815 Not Listed For Sale

      179 Doves Cove, Prestonsburg, KY 41653

      • 3 Beds
      • 3 Baths
      • 2,380 Sq Ft
      • Built 1990
      179 Doves Cove, Prestonsburg, KY 41653

      Last Sold Summary

      • 5% Below List Price
      • $199/SF
      • 300 Days On Market

      Last Sold Price $473,000

      Last Listing Agent Leonora Absher RE/MAX

  • /12

    $229,000

    • 1,712 Sq Ft

    328 S Lake Dr, Prestonsburg, KY 41653

    This investment property offers convenient access to the city's downtown area and nearby amenities. Positioned near residential neighborhood and local businesses, the property benefits from steady visibility and easy roadway access. It's location along South Lake Drive places it within close proximity to schools, medical facilities, shopping, and dining options, making it well-suited for a

    Kelly Francis Blu-Horizon Real Estate

    328 S Lake Dr, Prestonsburg, KY 41653
  • /2

    $60,000 Sold Feb 10, 2026

    418 N Arnold Ave, Prestonsburg, KY 41653

    • 3 Beds
    • 1 Bath
    • 1,100 Sq Ft

    Last Sold Summary

    • $55/SF

    Last Listing Agent Jessica Holcomb Blu Horizon Real Estate

    418 N Arnold Ave, Prestonsburg, KY 41653
    • /10

      Est $141,678 Not Listed For Sale

      52 Bingham St, Prestonsburg, KY 41653

      • 3 Beds
      • 2 Baths
      • 1,500 Sq Ft
      • Built 1979
      52 Bingham St, Prestonsburg, KY 41653

      Last Sold Summary

      • 23% Above List Price
      • $77/SF
      • 134 Days On Market

      Last Sold Price $115,000

      Last Listing Agent Olivia Davis RE/MAX

  • /29

    $209,000

    • 3 Beds
    • 2 Baths
    • 1,816 Sq Ft

    658 Lakeview Village Dr, Prestonsburg, KY 41653

    Amazing views, neat round house floor plan, indoor jacuzzi, wrap around porches and privacy are just a few amenities to this beauty! This beautifully wooded neighborhood borders Jenny Wiley State Park and is conveniently located between Prestonsburg and Paintsville. All furnishings and appliances are included with the purchase of this property.

    Jessica Holcomb Blu Horizon Real Estate

    658 Lakeview Village Dr, Prestonsburg, KY 41653
  • /34

    $215,000 Sold Jun 16, 2025

    38 N Roberts Dr, Prestonsburg, KY 41653

    • 2 Beds
    • 2 Baths
    • 1,850 Sq Ft
    • Built 1980

    Last Sold Summary

    • 14% Below List Price
    • $116/SF
    • 41 Days On Market

    Current Estimated Value $207,063

    Last Listing Agent Mary Wright RE/MAX Freedom

    38 N Roberts Dr, Prestonsburg, KY 41653
    • /12

      Est $85,636 Not Listed For Sale

      2767 S Lake Dr, Prestonsburg, KY 41653

      • 2 Beds
      • 1 Bath
      • 1,200 Sq Ft
      • Built 1955
      2767 S Lake Dr, Prestonsburg, KY 41653

      Last Sold Summary

      • 243% Above List Price
      • $21/SF
      • 54 Days On Market

      Last Sold Price $25,000

      Last Listing Agent Donna Spears Unlimited Realty and Auction Service

  • /15

    $192,000 Pending

    • 5 Beds
    • 2 Baths
    • 2,400 Sq Ft

    421 Sally Stephens Branch, Prestonsburg, KY 41653

    Spacious and beautifully updated 5 bedroom/2 bath, Ranch conveniently located just minutes from downtown Prestonsburg! This fully remodeled home offers the perfect blend of modern upgrades and comfortable living. Recent improvements include new HVAC, new flooring throughout, updated fixtures, and fresh finishes that make this home truly move-in ready. Enjoy a functional layout with generous

    Ellen Harris Century 21 American Way Realty

    421 Sally Stephens Branch, Prestonsburg, KY 41653
  • /4

    $14,000 Sold Jul 15, 2025

    00 Kentucky 114, Prestonsburg, KY 41653

    • Land
    • 0.2 Acre
    • $70,000 per Acre

    Last Sold Summary

    • 33% Below List Price
    • 57 Days On Market

    Last Listing Agent Debra J. Eminger Century 21 American Way Realty

    00 Kentucky 114, Prestonsburg, KY 41653
    • /17

      Est $101,436 Not Listed For Sale

      62 S Willow Ln, Prestonsburg, KY 41653

      • 2 Beds
      • 1 Bath
      • 1,120 Sq Ft
      • Built 1950
      62 S Willow Ln, Prestonsburg, KY 41653

      Last Sold Summary

      • 19% Above List Price
      • $76/SF
      • 60 Days On Market

      Last Sold Price $85,000

      Last Listing Agent Teresa Preston Better Homes & Gardens Real Estate-Redd, Brown & Williams

  • /42

    $250,000

    • 4 Beds
    • 3.5 Baths
    • 2,392 Sq Ft

    2850 Abbott Creek Rd, Prestonsburg, KY 41653

    Welcome to this beautifully maintained and thoughtfully updated brick home, built in 2003 and designed with comfort, flexibility, and long-term peace of mind in mind. A quality-built addition completed in 2006 sits on a solid concrete slab foundation and offers exceptional versatility. Previously used as a mother-in-law suite, this space features its own private entrance and can easily serve as a

    Victoria Oldfield Paragon Realty Partners

    2850 Abbott Creek Rd, Prestonsburg, KY 41653

Showing Results 1 - 40, Page 1 of 18

Home Trends in Prestonsburg, KY

Housing Trends

Median Sale Price
$170,000
Median Single Family Sale Price
$204,000
Median Townhouse Sale Price
$238,000
Average Price Per Sq Ft
$107
Number of Homes for Sale
12
Last 12 months Home Sales
46
Months of Supply
3.10
Median List Price
$212,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
3%
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