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Prestonsburg, KY Homes for Sale

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  • /23

    $173,250

    • Land
    • 175 Acres
    • $990 per Acre

    Bull Creek Lot Unit Wp001, Prestonsburg, KY 41653

    Discover this expansive 175-acre mountain property just minutes from Prestonsburg in scenic Floyd County, Kentucky. With 580 feet of elevation change from 820' to 1,400', this tract offers rugged beauty, rolling hardwood ridges, and two picturesque valleyseach with north-flowing streams and blacktop road access. The land is rich with mature timber, abundant deer sign, and a small pond tucked into

    Greg Meade Whitetail Properties Real Estate

    Bull Creek Lot Unit Wp001, Prestonsburg, KY 41653
  • /18

    $99,000

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

    1039 Right Fork Bull Creek Rd, Prestonsburg, KY 41653

    This 3 bed, 2 full bathroom home is ready for its new owners. Additional room could be used for 4th bedroom. Being only 5 minutes from Prestonsburg, the location is extremely convenient. MOTIVATED SELLER!! Call Today!

    Ellen Harris Century 21 American Way Realty

    1039 Right Fork Bull Creek Rd, Prestonsburg, KY 41653
  • /2

    $60,000

    • Land
    • 0.42 Acre
    • $142,857 per Acre

    00 Ridgewood Dr Lot #R24, Prestonsburg, KY 41653

    STONE CREST - Beautiful building lot located on Golf Course and adjoining Jenny Wiley State Park/Dewey Lake - Just minutes from downtown Prestonsburg and Paintsville. Don't miss your chance to own property in one of the most sought-after areas in the region! Call Today!

    Rachael Nicole Johnson Century 21 American Way Realty

    00 Ridgewood Dr Lot #R24, Prestonsburg, KY 41653
  • /2

    $1,885,650

    • 2 Beds
    • 1 Bath
    • 27,186 Sq Ft

    5528 Kentucky 114, Prestonsburg, KY 41653

    Investment opportunity! This property includes 8-1 bedroom 1 bath apartments and 24-2 bedroom 1 bathroom apartments, a laundry mat, playground, social area and offices.

    Jessica Holcomb Blu Horizon Real Estate

    5528 Kentucky 114, Prestonsburg, KY 41653
  • /22

    $129,500

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

    152 S Roberts Dr, Prestonsburg, KY 41653

    Say hello to your new home! Look at this Beautiful 3-bed, 2-bath home with over 1,500 sq ft of comfortable living space. Brand new Metal roof. This home Features a spacious covered front porch perfect for relaxing or entertaining. The large fenced yard offers privacy, a huge shade tree and plenty of room for outdoor activities, while the carport and concrete driveway provide convenient parking.

    Mary Wright RE/MAX Freedom

    152 S Roberts Dr, Prestonsburg, KY 41653
  • /44

    $138,000

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft

    31 Links North Way, Prestonsburg, KY 41653

    Beautiful, 3 bedroom, 2 bath home. This is NOT in a flood zone. Great starter home or for downsizing! Open floor plan that has been recently remodeled inside and outside! New roof, new siding, new heating and cooling unit, new hot water heater, new laminate flooring, nice open kitchen, and much more! Call today for your own personal tour! This will qualify for a ZERO down USDA Loan with an

    Chandra Dewitt Destination Realty, LLC

    31 Links North Way, Prestonsburg, KY 41653
  • /4

    $48,000

    • Land
    • 0.35 Acre
    • $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
  • /52

    $299,900

    • 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
  • /22

    $145,000

    • 3 Beds
    • 1.5 Baths
    • 1,382 Sq Ft

    22 W Clark Dr, Prestonsburg, KY 41653

    This well-maintained 3-bedroom, 1.5 bath home offers a perfect blend of comfort and convenience. Situated on a spacious lot with a flat yard, this property provides plenty of room for outdoor activities, gardening, or just relaxing in a peaceful setting.Inside, you'll find a warm and inviting layout, with three comfortable bedrooms, a well-appointed bathroom, an additional bath/utility

    Victoria Oldfield Paragon Realty Partners

    22 W Clark Dr, Prestonsburg, KY 41653
  • /14

    $39,950

    • 3 Beds
    • 1 Bath
    • 1,450 Sq Ft

    121 Cr-1058, Prestonsburg, KY 41653

    One story home with carport and garage!!! The cute home located in Prestonsburg is ready to be loved and could be YOURS!!!! Call to schedule your showing TODAY!!!

    Jason Szaks EXIT TOWN & COUNTRY REALTORS

    121 Cr-1058, Prestonsburg, KY 41653
  • /29

    $104,900

    • 2 Beds
    • 2 Baths
    • 1,060 Sq Ft

    66 Haywood Ln, Prestonsburg, KY 41653

    Beautifully maintained 2 bedrooms, 2 bath, double wide just off US 23, inside Prestonsburg city limits. It is conveniently located to the Pikeville area. New roof, appliances, hot water heater, paint, flooring, faucets, lights, smoke detectors, supply lines. Concrete driveway, 2 car portable carport, front covered porch, walk-in closet, rear stoop, 2 storage buildings.

    Brenda Gooslin AAA Real Estate Services

    66 Haywood Ln, Prestonsburg, KY 41653
  • /4

    $62,000

    • Land
    • 6 Acres
    • $10,333 per Acre

    160 Fannin Ln, Prestonsburg, KY 41653

    Ready to build a home!! This 6 Acres of private land is located at the end of the blacktop road.

    Stephanie Wallace Century 21 American Way Realty

    160 Fannin Ln, Prestonsburg, KY 41653
  • /39

    $395,000

    • 4 Beds
    • 3 Baths
    • 3,280 Sq Ft

    6403 Spurlock Creek, Prestonsburg, KY 41653

    Large well maintained 4 bedroom 2.5 bathroom home with over 3000 square feet of living space, a large bonus room, 2 car garage, nice level yard, and multiple recent updates. The home features a covered front porch, a large partially covered back porch with access from multiple rooms. Located only 3 miles from US 23. Call today for an in person tour. Agent owned.

    Westley Hunt Re/Max Freedom

    6403 Spurlock Creek, Prestonsburg, KY 41653
  • /25

    $300,000

    • Land
    • 32 Acres
    • $9,375 per Acre

    2209 Kentucky Route 3385, Prestonsburg, KY 41653

    Looking to get away from it all? This property has it all--multiple riding trails, a pond, a gas well that provides free gas for one residence, building sites, two (2) mobile home hookup sites, and endless hunting potential! If you're looking for an investment opportunity, this is it! Perfect location for cabins, campsites, or a campground! The property on the right side of Ky 3885 is in

    Rita Fitch Realty One USA, INC

    2209 Kentucky Route 3385, Prestonsburg, KY 41653
  • /2

    $100,000

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft

    45 Cedar Estates, Prestonsburg, KY 41653

    3 Bedroom, 2 Bath on 9.9 Acres. Fixer Upper! 3BR/2BA home situated on 9.9 acres with great potential. Property offers privacy and space for recreation, gardening, or hobby farming. Home is in need of updating and repairs Roof may need replacement and pest remediation required. With improvements, this could be an excellent country retreat or investment opportunity. (more photos to come)

    Rosalee Castle United Real Estate Bluegrass

    45 Cedar Estates, Prestonsburg, KY 41653
  • /33

    $299,000

    • 3 Beds
    • 2 Baths
    • 2,268 Sq Ft

    2911 Ky Rt 1428, Prestonsburg, KY 41653

    Beautifully maintained 3 bedroom, 2 bath home with 12 acres. From the moment you arrive, you'll appreciate the meticulous care inside and out. This home offers a warm and inviting layout perfect for everyday living or entertaining guests. Step outside to a great yard surrounded by nature, with expansive decking that's ideal for relaxing, grilling, or taking in the peaceful views. Whether you're

    Ellen Harris Century 21 American Way Realty

    2911 Ky Rt 1428, Prestonsburg, KY 41653
  • /22

    $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
  • /11

    $339,000

    • 4 Beds
    • 4 Baths
    • 2,184 Sq Ft

    5050 Ky Route 114, Prestonsburg, KY 41653

    Income-Producing Quadplex with Endless Potential! This property is a must see for the savvy investors! Featuring a quadplex with three units currently renting for $750/month, this is an excellent opportunity for immediate cash flow. The property also boasts a 1,620 sq. ft. warehouse with soaring 16-foot ceilings, offering incredible flexibility to maximize your investment. Easily convert the

    Joe D. Marson Re/Max Legacy Group

    5050 Ky Route 114, Prestonsburg, KY 41653
  • /12

    $149,900

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft

    17 Music St, Prestonsburg, KY 41653

    This House is located in a good neighborhood. Offers a fenced in back yard with Storage Sheds. The Garage can be kept as a bedroom or used as a garage.

    Robert E. Noble The Mountain Real Estate Co.

    17 Music St, Prestonsburg, KY 41653
  • /45

    $225,000

    • 2,600 Sq Ft

    366 N Highland Ave, Prestonsburg, KY 41653

    Multiple possibilities await the Buyer of this property. You could be an investor looking for ready to go rental income, or possibly have a large family and need room for your Mother/Mother-in law, (but not in the same house). How about that family with a recent graduate needing a place to spread their wings but still be close to home? Many other possible scenerios, come have a look!

    Cliff Bennett Better Homes & Gardens Real Estate-Redd, Brown & Williams

    366 N Highland Ave, Prestonsburg, KY 41653
  • /17

    $285,000

    • 2 Beds
    • 2 Baths
    • 1,896 Sq Ft

    638 Ky Route 80, Prestonsburg, KY 41653

    Location is what you get with this charming ranch home, with an already established Flower shop. Home is private but convenient for a Busy flower shop. Owner wants to sell the home for $285,000.00 & will include the flower shop for $325,000.00. All inventory included.

    Donna Maynard RE/MAX Legacy Group

    638 Ky Route 80, Prestonsburg, KY 41653
  • /2

    $60,000

    • Land
    • 0.39 Acre
    • $153,846 per Acre

    00 Ridgewood Dr Lot #R25, Prestonsburg, KY 41653

    STONE CREST - Beautiful building lot located on Golf Course and adjoining Jenny Wiley State Park/Dewey Lake - Just minutes from downtown Prestonsburg and Paintsville. Don't miss your chance to own property in one of the most sought-after areas in the region! Call Today!

    Rachael Nicole Johnson Century 21 American Way Realty

    00 Ridgewood Dr Lot #R25, Prestonsburg, KY 41653
  • /14

    $270,000

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

    2850 Abbott Creek Rd, Prestonsburg, KY 41653

    GREAT NEIGHBORHOOD! 4 bed 3 bath with mother in law suite on a corner lot!

    Jessica Holcomb Blu Horizon Real Estate

    2850 Abbott Creek Rd, Prestonsburg, KY 41653
  • /3

    $35,000

    • Land
    • 5.29 Acres
    • $6,616 per Acre

    00 Willow Cove, Prestonsburg, KY 41653

    There are two contiguous lots on left of road that begin at Realtor sign. There is a walking path that starts at the sign and there is a small flat for potential development. There are five contiguous lots on the right of the road that begin at Realtor sign. There is a bench on the hillside with two small flats for potential development. Lake view in winter. Owner states the land never timbered.

    Teresa Trivett Cornerstone Real Estate Group, LLC

    00 Willow Cove, Prestonsburg, KY 41653
  • /2

    $60,000

    • Land
    • 0.45 Acre
    • $133,333 per Acre

    00 Ridgewood Dr Lot #R23, Prestonsburg, KY 41653

    STONE CREST - Beautiful building lot located on Golf Course and adjoining Jenny Wiley State Park/Dewey Lake - Just minutes from downtown Prestonsburg and Paintsville. Don't miss your chance to own property in one of the most sought-after areas in the region! Call Today!

    Rachael Nicole Johnson Century 21 American Way Realty

    00 Ridgewood Dr Lot #R23, Prestonsburg, KY 41653
  • /2

    $60,000

    • Land
    • 0.45 Acre
    • $133,333 per Acre

    00 Ridgewood Dr Lot #R22, Prestonsburg, KY 41653

    STONE CREST - Beautiful building lot located on Golf Course and adjoining Jenny Wiley State Park/Dewey Lake - Just minutes from downtown Prestonsburg and Paintsville. Don't miss your chance to own property in one of the most sought-after areas in the region! Call Today!

    Rachael Nicole Johnson Century 21 American Way Realty

    00 Ridgewood Dr Lot #R22, Prestonsburg, KY 41653
  • /6

    $35,000

    • Land
    • 15 Acres
    • $2,333 per Acre

    00 Kentucky Route 3385, Prestonsburg, KY 41653

    Don't miss this beautiful piece of land. So many Possibilities. 15 Acres-flat and hillside

    Ellen Harris Century 21 American Way Realty

    00 Kentucky Route 3385, Prestonsburg, KY 41653
  • /2

    $119,000

    • 4 Beds
    • 1.5 Baths
    • 1,980 Sq Ft

    452 N Lake Dr, Prestonsburg, KY 41653

    Step into your new life! This spacious 4-bedroom, 1.5-bath home is ready for its next owners. Offering plenty of room for family and entertaining, this house boasts a comfortable layout perfect for modern living. Relax and unwind on the covered porch, the ideal spot for your morning coffee or evening visits with neighbors, rain or shine. You can't beat the location! Enjoy the convenience of being

    Shirley Blackburn AAA Real Estate Services

    452 N Lake Dr, Prestonsburg, KY 41653
  • /23

    $145,000

    • 5 Beds
    • 2 Baths
    • 2,096 Sq Ft

    448 N Lake Dr, Prestonsburg, KY 41653

    Step into charm and character with this spacious two-story 5-bedroom, 2-bath home. Featuring beautiful hardwood flooring and a classic layout, this residence offers warmth and style across its roomy interiors. With an inviting design and plenty of space, it's perfect for those seeking a unique home filled with personality.

    Shirley Blackburn AAA Real Estate Services

    448 N Lake Dr, Prestonsburg, KY 41653
  • /30

    $109,000

    • 3 Beds
    • 2 Baths
    • 1,000 Sq Ft

    184 A & E Music Rd, Prestonsburg, KY 41653

    Ready to move into! Check out this 3 bedroom home with new roof and gutters with the leafgaurd system installed with oversized down spouts. . Carport and storage building stay with the property and are included in the sale. All appliances also are included, stove, refrigerator, washer and dryer. Call today to make this your new home.

    Mary Wright Re/Max Freedom

    184 A & E Music Rd, Prestonsburg, KY 41653
  • /10

    $175,000

    • 3 Beds
    • 2 Baths
    • 1,849 Sq Ft

    489 Adams Cemetery Rd, Prestonsburg, KY 41653

    Well maintained 3 bedroom home, many updates include metal roof, heating and cooling, flooring and appliances. This home is conveniently located close to mountain parkway and town.

    Stephanie Wallace Century 21 American Way Realty

    489 Adams Cemetery Rd, Prestonsburg, KY 41653
  • /35

    $635,000

    • 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 7 griddle, all new cabinets, quartz countertops, and tile, Truly a Smart Home that includes security cameras/system, thermostats, lights/fan, lawn irrigation system, & Husqvarna robot

    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
  • /29

    $199,000

    • 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
  • /2

    $19,000

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft

    1123 Kentucky 114, Prestonsburg, KY 41653

    Great Location! Call today. On over half an acre.

    Mary Wright Re/Max Freedom

    1123 Kentucky 114, Prestonsburg, KY 41653
  • /2

    $100,000

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft

    45 Cedar Dr, Prestonsburg, KY 41653

    3 Bedroom, 2 Bath on 9.9 Acres - Fixer Upper3BR/2BA home situated on 9.9 acres with great potential. Property offers privacy and space for recreation, gardening, or hobby farming. Home is in need of updating and repair—roof may need replacement and pest remediation required. With improvements, this could be an excellent country retreat or investment opportunity.

    Teddy Castle United Real Estate Bluegrass

    45 Cedar Dr, Prestonsburg, KY 41653
  • /2

    $29,000

    • Land
    • 4 Acres
    • $7,250 per Acre

    0 Old Cliff Rd, Prestonsburg, KY 41653

    4 +/- acres of land available in Prestonsburg, KY. Property borders the Levisa Fork river.

    Will Childers WTC Realty LLC

    0 Old Cliff Rd, Prestonsburg, KY 41653
  • /17

    $99,000

    • Land
    • 1.6 Acres
    • $61,875 per Acre

    47 Grace Dr, Prestonsburg, KY 41653

    Convenient location, near to downtown Prestonsburg! Utilities and parking lot already installed. Perfect lot to build a new business or townhouse!

    Leslie Terry Century 21 American Way Realty

    47 Grace Dr, Prestonsburg, KY 41653
  • /26

    $209,000

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

    52 Station Branch, Prestonsburg, KY 41653

    Beautiful 4 bedroom 2 bath brick ranch! This stunning brick ranch has been remodeled from top to bottom and is completely move in ready! Inside you'll love the modern, fresh updates! Updates include, new flooring throughout, new kitchen cabinets, countertops, and appliances, new paint and molding. Out back enjoy the large deck and and above ground pool, perfect for entertaining or relaxing after

    Leslie Terry Century 21 American Way Realty

    52 Station Branch, Prestonsburg, KY 41653
  • /2

    $30,000

    • Land
    • 12 Acres
    • $2,500 per Acre

    00 Stumbo Subdivision, Prestonsburg, KY 41653

    Don't miss the chance to own 12+/- acres of land only minutes from town with mineral rights. Seller is motivated so this one will not last long!

    Ellen Harris Century 21 American Way Realty

    00 Stumbo Subdivision, Prestonsburg, KY 41653

Showing Results 1 - 40, Page 1 of 2

Why Live in Prestonsburg

Prestonsburg, a small town on U.S. Route 23, offers rural charm surrounded by hilly forested landscapes and outdoor recreation at Jenny Wiley State Resort Park. “Most people from outside the area like it here because it’s secluded and private,” says ...

Frequently Asked Questions

What is the average home price in Prestonsburg, KY?
Homes for sale in Prestonsburg, KY have an average home price of $248,407.
How many homes have sold over the last 12 months in Prestonsburg, KY?
43 homes have sold in Prestonsburg, KY over the last 12 months.
What are the most popular zip codes in Prestonsburg, KY?
The most popular zip codes in Prestonsburg, KY include 41653, 41642, 41216, 41602 and 41222.
How much do you need to make to afford a house in Prestonsburg?
The median home price in Prestonsburg is $194,000. If you put a 20% down payment of $38,800 and had a 30-year fixed mortgage with an interest rate of 6.22%, your estimated principal and interest payment would be $950 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $41K a year to afford the median home price in Prestonsburg. Learn how much home you can afford with our Home Affordability Calculator.
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 Prestonsburg High School. Browse all the schools in Prestonsburg, KY to learn more.

Home Trends in Prestonsburg, KY

Housing Trends

Median Sale Price
$215,000
Median Single Family Sale Price
$170,000
Average Price Per Sq Ft
$106
Number of Homes for Sale
14
Last 12 months Home Sales
43
Months of Supply
3.90
Median List Price
$194,000
Median Change From 1st List Price
7%
Median Home Sale Price YoY Change
30%
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