34

Prestonsburg, KY Homes for Sale

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  • /23

    $188,000

    $11K PRICE DROP
    • Land
    • 192 Acres
    • $979 per Acre

    Bull Creek Lot Unit Wp001, Prestonsburg, KY 41653

    Located just minutes from Prestonsburg in Floyd County, Kentucky, this 192 acre tract offers a large, contiguous block of Appalachian land with diverse terrain, excellent timber value, and multiple access points. The property features approximately 580 feet of elevation change, ranging from about 820 feet to 1,400 feet, creating a mix of valleys, benches, and rolling hardwood ridges that support

    Greg Meade Whitetail Properties Real Estate

    Bull Creek Lot Unit Wp001, 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

    Seth Douglas Hall Century 21 American Way Realty

    580 Conley Fork, Prestonsburg, KY 41653
  • /14

    $175,000

    • 5 Beds
    • 2 Baths
    • 1,600 Sq Ft

    340 N Highland Ave, Prestonsburg, KY 41653

    Located in the heart of downtown Prestonsburg, this spacious 2-story home offers 5 bedrooms, 2 baths, and plenty of room to grow! Conveniently close to shopping, restaurants, schools, and local amenities while still offering the comfort of home. Whether you're looking for space for family or your next move-in ready property, this one is a must see. Don't wanna miss it! (More pics to come)

    Rosalee Castle United Real Estate Bluegrass

    340 N Highland Ave, 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
  • /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
  • /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, and updated PEX plumbing. Best of all, the property is not

    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
  • /4

    $69,000

    • Land
    • 19,602 Sq Ft
    • $153,333 per Acre

    76 C Crestwood Dr, Prestonsburg, KY 41653

    Lot 76 C located in beautiful views of Stonecrest Golf Course. 19,653 sq ft .45 acres.

    Amy Michelle Watkins Re/Max Freedom

    76 C Crestwood Dr, Prestonsburg, KY 41653
  • /19

    $215,000

    • 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
  • /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
  • /29

    $329,000

    $21K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,500 Sq Ft

    73 Timberline Estates, Prestonsburg, KY 41653

    Check out this well-maintained 4 bedroom 3 full bath home in a peaceful neighborhood!! Inside you'll notice hardwood and tile throughout entire home, stone gas fireplace, 2 primary bedrooms (1 on each floor), bonus room, lots of room to roam!! Outside you'll enjoy the front covered porch and nice landscaped yard.....or relax and grill on the private back deck!! Contact me today to see this house

    Ryan Cantrell United Real Estate Bluegrass

    73 Timberline Estates, Prestonsburg, KY 41653
  • /14

    $104,900

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,608 Sq Ft

    144 Bee Rd, Prestonsburg, KY 41653

    Excellent value-add opportunity on a corner lot in a small, quiet neighborhood near Prestonsburg. Ranch style home with strong upside for Investors targeting an FHA resale after light to moderate renovation.

    Bob Redden simpler.realestate

    144 Bee 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
  • /13

    $229,000

    $20K 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

    $229,000

    $20K 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
  • /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
  • /65

    $279,900

    • 3 Beds
    • 3 Baths
    • 2,854 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

    Teddy Castle United Real Estate Bluegrass

    191 Armory Rd, 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
  • /64

    $590,000

    $29K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 4,060 Sq Ft

    1265 Crestwood Dr, Prestonsburg, KY 41653

    Enjoy the beauty of this 5 bedroom, 4 bath home at Stone Crest Golf Course. . This home offers a two story living room with abundance of natural lighting; chef's kitchen has island and all appliances, large en suite with whirlpool tub and walk in closet. Extend your living space outdoors to the covered patio which features a fireplace, tv hookup, bar-b-que and fenced yard. Close to Jenny Wiley

    Patrina Compton Valley Agency, Inc.

    1265 Crestwood Dr, Prestonsburg, KY 41653
  • /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

    $211,000

    $12K PRICE INCREASE
    • 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
  • /33

    $1,050,000

    • 4 Beds
    • 5 Baths
    • 5,588 Sq Ft

    49 Crestwood Cir, Prestonsburg, KY 41653

    STONE CREST STUNNER! Check out this 4 Bedroom & 4.50 Bathroom Stone/Brick 2.50 Story Home sitting on the Stone Crest Golf Course. In-Ground Pool with Covered Entertaining BBQ. Attached 2 Car Garage Detached 1 Car Garage and Carport. 2 Concrete Driveways. Owner's Suite on main floor and opens up to the pool. All Custom Tile Showers in the house. Entertaining Suite on Main Floor. Open Floor Concept

    Nathaniel Boggs United Real Estate Bluegrass

    49 Crestwood Cir, 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
  • /68

    $599,000

    • 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
  • /12

    $155,000

    • 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!

    Rachael Nicole Johnson Century 21 American Way Realty

    84 Bee Fork Rd, 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

    $264,900

    • 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
  • /28

    $232,000

    • 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
  • /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

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 $263,235.
How many homes have sold over the last 12 months in Prestonsburg, KY?
50 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 41216, 41653, 41240, 41222 and 41265.
How much do you need to make to afford a house in Prestonsburg?
The median home price in Prestonsburg is $215,000. If you put a 20% down payment of $43,000 and had a 30-year fixed mortgage with an interest rate of 6.52%, your estimated principal and interest payment would be $1,090 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $47K 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 Prices in Prestonsburg, KY

Home Price Trends

Median Sale Price
$174,500
Median Single Family Sale Price
$195,000
Median Townhouse Sale Price
$236,000
Median 2 Bedroom Sale Price
$120,000
Average Price Per Sq Ft
$111
Number of Homes for Sale
16
Last 12 months Home Sales
50
Months of Supply
3.80
Median List Price
$215,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
13%
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