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Prestonsburg, KY Homes for Sale

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  • /21

    $364,900

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft

    41 Trevor Ln, Prestonsburg, KY 41653

    Nestled on a beautiful, spacious lot, this well-maintained brick ranch offers the perfect blend of comfort, functionality, and outdoor living. Inside, you'll find a welcoming layout with plenty of space, with the partial finished basement it provides endless possibilities for additional living space, storage, or recreation area. Outside, enjoy summer days by the inground pool & take advantage of

    Rachael Nicole Johnson Century 21 American Way Realty

    41 Trevor Ln, Prestonsburg, KY 41653
  • /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
  • /16

    $222,000

    $7K PRICE DROP
    • 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
  • /4

    $48,000

    $9K PRICE DROP
    • Land
    • 15,246 Sq Ft
    • $137,143 per Acre

    C35 Crestwood Dr, Prestonsburg, KY 41653

    Residential Lot for Sale-Crestwood Subdivision, Don't miss this rare opportunity to own a 0.35 acre residential lot in the highly sought - after Crestwood Subdivision! Nestled next to the golf course and offering breathtaking scenic mountaintop views, this property is the perfect canvas to build your dream home. Enjoy the serenity of a quiet neighborhood while being just minutes from downtown

    Joe D. Marson Re/Max Legacy Group

    C35 Crestwood Dr, Prestonsburg, KY 41653
  • /8

    $159,000

    • 3 Beds
    • 1.5 Baths
    • 1,204 Sq Ft

    359 Trimble Branch, Prestonsburg, KY 41653

    Cute brick ranch featuring 3 bed and 1.5 bath with a great in town location within walking distance of everything!

    Jessica Holcomb Blu Horizon Real Estate

    359 Trimble Branch, Prestonsburg, KY 41653
  • /31

    $239,000

    $30K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,768 Sq Ft

    471 Rt 1750, Prestonsburg, KY 41653

    NEWLY REMODELED,, 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
  • /32

    $389,000

    • 3 Beds
    • 1.5 Baths
    • 1,344 Sq Ft

    90 Glen Dr, Prestonsburg, KY 41653

    Rare opportunity to own a versatile property offering 8–10 acres of flat, usable land ideal for development, farming, or livestock, along with 18 additional hillside acres perfect for recreation, four-wheeling, or added privacy. Conveniently located just 2.4 miles from US 23, this three-bedroom home features hardwood flooring, 1.5 baths, new 2026 heat pump, and updated PEX plumbing. Best of all,

    Teresa Trivett Cornerstone Real Estate Group, LLC

    90 Glen Dr, Prestonsburg, KY 41653
  • /29

    $99,000

    $11K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,060 Sq Ft

    66 Haywood Ln, Prestonsburg, KY 41653

    Beautifully maintained 2 bedrooms, 2 baths, double wide just off US 23, inside Prestonsburg city limits. It is conveniently located to the Pikeville area. Concrete driveway, 2 car portable carport, front covered porch, walk-in closet, and rear stoop,

    Brenda Gooslin AAA Real Estate Services

    66 Haywood Ln, Prestonsburg, KY 41653
  • /20

    $199,000

    $16K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,308 Sq Ft

    118 Wells Dr, Prestonsburg, KY 41653

    Completed Remodeled! New appliances with all new updates

    Matthew Slone Blu-Horizon Real Estate

    118 Wells Dr, Prestonsburg, KY 41653
  • /19

    $225,000

    • 3 Beds
    • 2 Baths
    • 864 Sq Ft

    580 Conley Fork, Prestonsburg, KY 41653

    Welcome home to this charming 3-bedroom, 2 bath residence situated on approximately 4 acres. Offering the perfect blend of privacy and convenience. Property is agent owned

    Ellen Harris Century 21 American Way Realty

    580 Conley Fork, Prestonsburg, KY 41653
  • /24

    $315,000

    $10K PRICE DROP
    • 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
  • /11

    $335,000

    $24K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,184 Sq Ft

    5050 Ky Route 114, Prestonsburg, KY 41653

    Rare opportunity to own a versatile quad-plex situated on approximately 11 acres with significant upside potential. Property features four residential rental units, plus additional unoccupied square footage on the lower level equal to the current residential footprint, offering excellent potential for conversion into additional rental units or use as office, retail, or service-based business

    Joe D. Marson Re/Max Legacy Group

    5050 Ky Route 114, Prestonsburg, KY 41653
  • /7

    $40,000

    • 2 Beds
    • 1 Bath
    • 1,300 Sq Ft

    980 Bess Daniels Dr, Prestonsburg, KY 41653

    Beautiful views! Several acres of privacy just outside of downtown!

    Jessica Holcomb Blu Horizon Real Estate

    980 Bess Daniels Dr, Prestonsburg, KY 41653
  • /66

    $279,900

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

    191 Armory Rd, Prestonsburg, KY 41653

    Don?t miss your chance on this one! This 3-bedroom, 3-bath brick home sits on 3 acres and offers the space, layout, and flexibility today?s buyers are searching for. Inside, you?ll find a spacious floor plan featuring a walk-in closet, dedicated office, and a versatile bonus room perfect for a guest space, playroom, or home gym. Outside includes a detached building with power and heat, ideal for

    Rosalee Castle United Real Estate Bluegrass

    191 Armory Rd, Prestonsburg, KY 41653
  • /13

    $199,500

    $49K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,162 Sq Ft

    1010 Mays Branch Rd, Prestonsburg, KY 41653

    Schedule your appointment to view this move in ready home with kitchen updates, new flooring, large two car garage, new roof and only minutes from the hospital and town.

    Stephanie Wallace Century 21 American Way Realty

    1010 Mays Branch Rd, Prestonsburg, KY 41653
  • /13

    $199,500

    $49K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,162 Sq Ft

    1010 Mays Branch, Prestonsburg, KY 41653

    Schedule your appoint to view this move in ready home with kitchen updates, new flooring, large two car garage, new roof and only minutes from the hospital and town.

    Stephanie Wallace Century 21 American Way Realty

    1010 Mays Branch, Prestonsburg, KY 41653
  • /2

    $519,900

    $6K PRICE DROP
    • 9 Beds
    • 5 Baths
    • 5,450 Sq Ft

    1152 Riverside Dr, Prestonsburg, KY 41653

    N/A

    Darren Stapleton Century 21 American Way Realty

    1152 Riverside Dr, Prestonsburg, KY 41653
  • /32

    $325,000

    • 2 Beds
    • 2 Baths
    • 2,880 Sq Ft

    58 Blackcat Ln, Auxier, KY 41602

    Room to live, work, and grow! This spacious 2BR/2BA home sits on 3 beautiful, fully fenced and gates acres and features oversized bedrooms, a huge 467 sq. ft. eat-in kitchen, new carpet in the bedrooms, LVP flooring throughout, two living rooms including an electric fireplace with built-in shelving. Outside, you'll find a horse stable with fenced pasture, multiple storage buildings, plus a

    Lavana Howard Re/Max Legacy Group-Paintsville

    58 Blackcat Ln, Auxier, KY 41602
  • /8

    $159,000

    • 3 Beds
    • 2 Baths
    • 2,300 Sq Ft

    5104 Spurlock Creek, Prestonsburg, KY 41653

    Great opportunity here with lots of possibilities for new owners. 2 Story home with lots of potential. Front covered porch and Blacktop driveway with attached garage and a Large detached garage is. included with room for cars, atvs, Boats and more! call. today.

    Mary Wright Re/Max Freedom

    5104 Spurlock Creek, Prestonsburg, KY 41653
  • /2

    $68,000

    • Land
    • 10.34 Acres
    • $6,576 per Acre

    0 Lakeview Village Dr, Prestonsburg, KY 41653

    Discover a rare opportunity in Lakeview Village! These 8 beautiful lots offer a prime location just minutes from Prestonsburg and Paintsville, with quick access to Dewey Lake, Stonecrest Golf Course, and May Lodge. Enjoy stunning, rustic views of Jenny Wiley in a peaceful setting. Lots can be purchased together or separately to fit your needs. Water and sewer hookups available—ready for your

    Joe D. Marson Re/Max Legacy Group

    0 Lakeview Village Dr, Prestonsburg, KY 41653
  • /22

    $169,900

    • 3 Beds
    • 1.5 Baths
    • 1,568 Sq Ft

    79 Lakeview Village Dr, Prestonsburg, KY 41653

    Escape to the beauty of Eastern KY with this A-frame home near Dewey Lake! Nestled on 2.7+/- acres in the Lakeview Village community, this property offers the perfect blend of charm & natural surroundings. Gorgeous woodwork, living room with vaulted wood ceilings that create a warm & inviting atmosphere. 2-3 BR, 1.5 baths, including a primary bedroom with its own en-suite bath. An additional

    Crystal Robinson AAA Real Estate Services

    79 Lakeview Village Dr, Prestonsburg, KY 41653
  • /35

    $615,000

    $40K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 4,398 Sq Ft

    21 Crestwood Cir, Prestonsburg, KY 41653

    This 4,300 sq ft (all living) 4 Bed, 3.50 Bath, 2 story wrapped in James Hardie siding & Stone home is sitting on Stone Crest Golf Course. Completely remolded kitchen with a new 8 burner gas stove/electric oven , all new cabinets, quartz countertops, and tile, and new roof. Truly a Smart Home that includes security cameras/system, thermostats, lights/fan, Husqvarna robot mower. Attached 2 car

    Stephanie Wallace Century 21 American Way Realty

    21 Crestwood Cir, Prestonsburg, KY 41653
  • /9

    $79,000

    • Land
    • 63.64 Acres
    • $1,241 per Acre

    0 Alley Fork, Prestonsburg, KY 41216

    Great hillside acreage for outdoor recreation and located conveniently to Prestonsburg and Paintsville, KY approx 1/2 mile from US 23 four lane; undeveloped property offering privacy and development possibilities. No water or sewer on property; mineral rights may be negotiable. Agent Owned

    Gary Newsome Valley Agency, Inc.

    0 Alley Fork, Prestonsburg, KY 41216
  • /2

    $30,000

    • Land
    • 10,018 Sq Ft
    • $130,435 per Acre

    0 Workman Branch Unit Lot 6, Prestonsburg, KY 41653

    Build Your Dream in Abbott Creek! Discover the perfect opportunity in this wonderful neighborhood located in desirable Abbott Creek! This undeveloped land is just waiting for a little love and your imagination to bring it to life. Whether you're dreaming of building your forever home, creating a peaceful retreat, or investing in your future, this property offers endless potential in a great

    Janice Kidd Re/Max Freedom

    0 Workman Branch Unit Lot 6, Prestonsburg, KY 41653
  • /29

    $197,000

    $2K PRICE DROP
    • 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
  • /2

    $18,000

    $12K PRICE DROP
    • Land
    • 3 Acres
    • $6,000 per Acre

    00 Caney Creek, Prestonsburg, KY 41653

    With a little work on the road this hilltop property with a house seat could be the perfect place to build your dream home. Come see all the potential this land has to offer. Motivated Seller! Make an offer!

    Laura Leighann Lafferty Century 21 American Way Realty

    00 Caney Creek, Prestonsburg, KY 41653
  • /6

    $299,000

    • Land
    • 180 Acres
    • $1,661 per Acre

    337 Ray Branch, Prestonsburg, KY 41653

    Welcome to 337 Ray Branch, Prestonsburg, KY 41653 Rare opportunity to own over 180 surveyed acres with any and all mineral rights included! This beautiful mountianous property features a year-round flowing freshwater spring, an old coal house, two storage sheds, and abundant privacy. Last timber harvest was in the 1990s, offering excellent potential for mature timber value. Perfect for hunting,

    Mary Wright Re/Max Freedom

    337 Ray Branch, Prestonsburg, KY 41653
  • /4

    $224,000

    • 3 Beds
    • 2 Baths
    • 1,850 Sq Ft

    573 Lakeview Village, Prestonsburg, KY 41653

    NEW LISTING FOR SALE! Check out this Well-Maintained Ranch style Wood siding Lake home. Featuring 3BR/2BA with over 1,800sq.ft of living space. Enjoy the wrap around deck while enjoying nature, sunsets and entertaining. The hot tub on the deck stays with the property. Home offers an ample amount of storage space. The Tanning bed also stays with property. This home offers privacy and breathtaking

    Mary Wright Re/Max Freedom

    573 Lakeview Village, Prestonsburg, KY 41653
  • /13

    $245,000

    • 2 Beds
    • 2 Baths
    • 1,269 Sq Ft

    4589 Abbott Creek Rd, Prestonsburg, KY 41653

    Many options here with approximately 60 acres of country living. Options for several home sites, possible pond and sellers have been told that the access to new Rt. 114 will be within 2 miles. How convenient- country living within 2 miles of 4-lane of Rt. 114 & US 23

    Ellen Harris Century 21 American Way Realty

    4589 Abbott Creek Rd, Prestonsburg, KY 41653
  • /68

    $579,000

    $20K PRICE DROP
    • 4 Beds
    • 5 Baths
    • 4,328 Sq Ft

    357 Fred’s Fork, Prestonsburg, KY 41653

    Spacious, stylish, and conveniently located. This stunning 4-bedroom, 5- bath home offers over 4,328 sq. ft. of beautifully designed living space on more than 1 acre. From the generous layout to the upscale features, this property is perfect for both everyday living and entertaining. Step outside to your own private backyard oasis featuring a gorgeous inground pool, ideal for relaxing summer days

    Ellen Harris Century 21 American Way Realty

    357 Fred’s Fork, Prestonsburg, KY 41653
  • /48

    $799,000

    • 3 Beds
    • 3 Baths
    • 2,244 Sq Ft

    179 Ky Rt 194, Prestonsburg, KY 41653

    Welcome to your own majestic retreat in the bluegrass state. The main home includes 3 bedroom, 2.5 bath walk-in executive closet, ensuite bath, office, laundry room, and one of the attached two-car garages with direct entry with 45 (+/-) Acres. You will be greeted with Features such as an electric gate entry, beautiful landscaping, a 2 story barn, a bold castle-like courtyard complete with a

    Nathaniel Boggs United Real Estate Bluegrass

    179 Ky Rt 194, Prestonsburg, KY 41653
  • /44

    $259,900

    $5K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,205 Sq Ft

    334 Armory Rd, Prestonsburg, KY 41653

    This exquisite 3-bedroom, 3-bathroom property presents a renovated kitchen with granite countertops and stylishly updated bathrooms. The spacious master suite boasts a tray ceiling, sitting area, expansive walk-in closet, and a superior master bathroom equipped with a walk-in shower and jacuzzi tub. Flexible bonus rooms are ideal for a game room, office, or fourth bedroom. Additional features

    Daffiny Trimble Re/Max Legacy Group-Paintsville

    334 Armory Rd, Prestonsburg, KY 41653
  • /13

    $35,000

    • Land
    • 19,166 Sq Ft
    • $79,545 per Acre

    0 Hwy 1100 Lot 6 Unit 128839, Prestonsburg, KY 41216

    Approximately half acre of land, minutes from town and the hospital

    Matthew Slone Blu-Horizon Real Estate

    0 Hwy 1100 Lot 6 Unit 128839, Prestonsburg, KY 41216
  • /15

    $249,000

    $20K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,280 Sq Ft

    3223 Left Fork of Abbott Creek Rd, Prestonsburg, KY 41653

    This home is beautifully landscaped and well maintained. Plus, an open floor plan and features hickory cabinetry, hardwood flooring, crown molding, breakfast nook and all the privacy you have dreamed of. Above ground swimming Pool with deck. Storage building. Large yard and much. more! call today to see this one.

    Mary Wright Re/Max Freedom

    3223 Left Fork of Abbott Creek Rd, Prestonsburg, KY 41653
  • /12

    $145,000

    $10K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,272 Sq Ft

    84 Bee Fork Rd, Prestonsburg, KY 41653

    Welcome home to this charming 3-bedroom, 1.5 bath ranch situated on a spacious .25-acre lot. This well-maintained home offers comfortable one-level living with a functional layout perfect for families, first time buyers, or those looking to downsize. Conveniently located this property combines comfort, convenience, and affordability all in one!

    Ellen Harris Century 21 American Way Realty

    84 Bee Fork Rd, Prestonsburg, KY 41653

Why Live in Prestonsburg

Prestonsburg, KY, located along U.S. Route 23, is a small town known for its rural charm and scenic wooded landscapes. Outdoor enthusiasts will appreciate Jenny Wiley State Resort Park, which offers bass fishing, boating on Dewey Lake, and trails for mountain biking, hiking, and horse riding. The town center features local shops, satellite campuses for Big Sandy Community and Technical College and Morehead State University, and the Mountain Arts Center, a venue that hosts touring musicians and local talent. Archer Park, the largest recreational area, includes tennis courts, playgrounds, and a pool, while Rosenberg Square provides a relaxing green space downtown. Prestonsburg's housing options range from ranch-style homes and early 20th-century cottages to newer homes with spacious wooded lots. Local dining includes Billy Ray’s Restaurant for homestyle American fare and El Azul Grande for Mexican cuisine. The town is well-connected, with Paintsville less than 15 miles away and larger cities like Ashland and Lexington within 70 and 120 miles, respectively. The nearest hospital, Highlands Appalachian Regional Healthcare Regional Medical Center, is about 5 miles north, and Huntington Tri-State Airport is under 70 miles away.

Frequently Asked Questions

What is the average home price in Prestonsburg, KY?
Homes for sale in Prestonsburg, KY have an average home price of $248,227.
Are home prices dropping in Prestonsburg?
Yes, home prices in Prestonsburg are down 8% in the last 12 months.
How many homes have sold over the last 12 months in Prestonsburg, KY?
51 homes have sold in Prestonsburg, KY over the last 12 months.
What is the average household income in Prestonsburg, KY?
The average household income in Prestonsburg, KY is $58K.
What are the most popular zip codes in Prestonsburg, KY?
The most popular zip codes in Prestonsburg, KY include 41653, 41216, 41602, 41240 and 41222.
How much do you need to make to afford a house in Prestonsburg?
The median home price in Prestonsburg is $204,000. If you put a 20% down payment of $40,800 and had a 30-year fixed mortgage with an interest rate of 6.58%, your estimated principal and interest payment would be $1,040 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $45K a year to afford the median home price in Prestonsburg. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Prestonsburg is $58K.
How are the schools in Prestonsburg, KY?
Prestonsburg, KY has highly rated public and private schools. Some of the best schools in Prestonsburg based on Niche Grades are The Piarist School, Wesley Christian School and Adams Middle School. Browse all the schools in Prestonsburg, KY to learn more.

Home Price Trends

Median Sale Price
$173,000
Median Single Family Sale Price
$186,500
Median Townhouse Sale Price
$240,000
Median 2 Bedroom Sale Price
$109,500
Average Price Per Sq Ft
$108
Number of Homes for Sale
17
Last 12 months Home Sales
51
Months of Supply
4.00
Median List Price
$204,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
-13%
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