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Prestonsburg, KY Homes for Sale

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  • /39

    $329,000

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

    60 Meadow Brook Ct, Prestonsburg, KY 41653

    Check out this gorgeous home with 6 bedrooms and 4 bathrooms, almost 3,000 sq ft. 2 connected garages sit on a concrete driveway, with a fenced-in backyard. Inside, cathedral ceilings soar, bathing the rooms in natural light from skylights. Rich hardwood floors flow through living spaces, while a whirlpool tub promises spa-like baths. The kitchen gleams with granite countertops and stainless

    Mary Wright Re/Max Freedom

    60 Meadow Brook Ct, Prestonsburg, KY 41653
  • /35

    $175,000

    • 3 Beds
    • 2 Baths
    • 1,760 Sq Ft

    1320 Riverside Dr, Prestonsburg, KY 41653

    Super excited to announce this gem! A completely remodeled 3 bed, 2 bath home, move-in ready! Enjoy a polished interior, with all new flooring and paint. A beautiful gas Fireplace in the Livingroom for cozy nights at home. An attached 1-car garage, and an absolutely great location right in town. Modern finishes, open layout, and move-in ease—everything you want, all in one perfect package. Don't

    Mary Wright Re/Max Freedom

    1320 Riverside Dr, 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
  • /6

    $26,500

    • Land
    • 13 Acres
    • $2,038 per Acre

    0 Shop Branch Right Fork Bull Creek Unit 127089, Prestonsburg, KY 41653

    Approximately 13 rural acres offering a country setting with existing improvements, has large flat suitable for building or mobile home. The property includes an older two-car garage suitable for storage or workshop use, along with a small well pumphouse. Acreage and boundaries are approximate; property is not surveyed and buyer to satisfy themselves regarding exact acreage, and boundaries. Being

    Priscella Amburgey Re/Max Legacy Group-Paintsville

    0 Shop Branch Right Fork Bull Creek Unit 127089, 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
  • /17

    $260,000

    • 4 Beds
    • 3 Baths
    • 2,932 Sq Ft

    163 S Cardinal Dr, Prestonsburg, KY 41653

    4 bedroom, 3 bath home located in a highly convenient neighborhood close to shopping, dining, schools, and everyday amenities. Featuring generously sized rooms throughout, this home offers plenty of space for comfortable living, entertaining, and working from home. Functional layout provides flexibility for families of all sizes, with large bedrooms, multiple living areas, and ample storage. The

    Rachael Nicole Johnson Century 21 American Way Realty

    163 S Cardinal Dr, Prestonsburg, KY 41653
  • /29

    $99,000

    • 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
    • 0.45 Acre
    • $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
  • /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
  • /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

    $335,000

    • 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
  • /12

    $146,000

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

    17 Music St, Prestonsburg, KY 41653

    "Reduced" 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
  • /6

    $87,000

    • 3 Beds
    • 1.5 Baths
    • 1,248 Sq Ft

    34 Bruce Ln, Prestonsburg, KY 41653

    Opportunity awaits with this 3-bedroom, 2-bath fixer-upper! Enjoy a spacious yard, a charming front porch, and plenty of room to customize and add value. Ideal for those with vision and creativity. Sold As IS

    Janice Kidd Re/Max Freedom

    34 Bruce Ln, 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
  • /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

    $108,500

    • 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
  • /5

    $234,000

    • 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
  • /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 , 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
  • /8

    $160,000

    • Land
    • 80 Acres
    • $2,000 per Acre

    0 Unit 127081, Prestonsburg, KY 41653

    Looking for a holler to hunt and build on?? This property could be the one!! Just 10 minutes from Prestonsburg, 15 to Salayersville.

    Leonora Absher Re/Max Freedom

    0 Unit 127081, 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
  • /5

    $35,000

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

    00 Ky Rt 3385 Db676 Pg411, Prestonsburg, KY 41653

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

    Rachael Nicole Johnson Century 21 American Way Realty

    00 Ky Rt 3385 Db676 Pg411, Prestonsburg, KY 41653
  • /2

    $20,000

    • Land
    • 3 Acres
    • $6,667 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!

    Ellen Harris Century 21 American Way Realty

    00 Caney Creek, Prestonsburg, KY 41653
  • /13

    $40,000

    • Land
    • 0.44 Acre
    • $90,909 per Acre

    0 Hwy 1100 Lot 6 Unit 126933, 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 126933, Prestonsburg, KY 41216
  • /24

    $995,000

    • Land
    • 7 Acres
    • $142,143 per Acre

    1887 N Us Hwy 23, Prestonsburg, KY 41653

    This property is being sold AS-IS, with no warranties or guarantees expressed nor implied. No representations are being made regarding its condition. The building is considered to have no value, and the price reflects the value of the land only. Buyers are encouraged to conduct their own due diligence prior to purchase.

    Shirley Blackburn AAA Real Estate Services

    1887 N Us Hwy 23, Prestonsburg, KY 41653
  • /9

    $74,000

    • 3 Beds
    • 1 Bath
    • 1,456 Sq Ft

    237 Conley Fork Rd, Prestonsburg, KY 41653

    Looking for a great fixer-upper? This 3 bed 1 bath brick ranch - sitting on 1 acre could be your perfect fit! House is being sold as-is, call today for your viewing.

    Daffiny Trimble Re/Max Legacy Group-Paintsville

    237 Conley Fork Rd, Prestonsburg, KY 41653
  • /12

    $164,500

    • 3 Beds
    • 1 Bath
    • 1,304 Sq Ft

    72 & 88 Auxier Heights, Auxier, KY 41602

    Two for the price of one, One home is not currently livable, You could either tear it down and make your yard bigger, or perhaps fix it up and sell it, use it as a rental or maybe for family. Come check them out for yourself and see what you can come up with. MLS#: 124573

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

    72 & 88 Auxier Heights, Auxier, KY 41602
  • /2

    $323,900

    • Land
    • 19.24 Acres
    • $16,835 per Acre

    00 Us 23 S Db584pg672, Ivel, KY 41642

    PRIME 19.24-acre commercial propert located just off US 23- a high-traffic corridor offering exceptional visibility and access. This versatile tract provides endless opportunities for development, whether for retail, office space, industrial use, or a mixed use project. Conveniently situated near established businesses, it's an ideal location for growth and expansion. With ample frontage and easy

    Rachael Nicole Johnson Century 21 American Way Realty

    00 Us 23 S Db584pg672, Ivel, KY 41642

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 $241,288.
Are home prices dropping in Prestonsburg?
Yes, home prices in Prestonsburg are down 6% in the last 12 months.
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 are the most popular zip codes in Prestonsburg, KY?
The most popular zip codes in Prestonsburg, KY include 41653, 41642, 41216, 41602 and 41240.
How much do you need to make to afford a house in Prestonsburg?
The median home price in Prestonsburg is $185,500. If you put a 20% down payment of $37,100 and had a 30-year fixed mortgage with an interest rate of 6.09%, your estimated principal and interest payment would be $900 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $39K 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
$160,100
Median Single Family Sale Price
$167,600
Average Price Per Sq Ft
$103
Number of Homes for Sale
13
Last 12 months Home Sales
50
Months of Supply
3.10
Median List Price
$185,500
Median Change From 1st List Price
7%
Median Home Sale Price YoY Change
-3%
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