Recently Sold Prestonsburg Homes

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  $45,000 Sold Aug 26, 2025

  • 828 Sq Ft
  • $54/SF
  • 59 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1985

  27 Mayo Branch Brandy Keg Ln, Prestonsburg, KY 41653

  1985 Redman Montere Manufactured Home. 828 Sq FT. 23' Wide x 36'' Long per PVA. Seller is related to Listing Agent. House has gravel driveway between 76 Mayo Branch & the tree. The basement does not have access from within the upper unit, therefore the property could be a duplex. Close to Jenny Wiley State Park so STR is a possibility. Seller has received many calls from medical professionals

  Margaret Weathers Coldwell Banker McMahan

  27 Mayo Branch Brandy Keg Ln, Prestonsburg, KY 41653
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  /54

  $165,200 Sold Aug 22, 2025

  • 1,794 Sq Ft
  • $92/SF
  • 15 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1978

  123 Lakeview Village Dr, Prestonsburg, KY 41653

  Welcome to your own piece of lake living! Tucked in a private community setting, located perfectly between Paintsville & Prestonsburg inside Jenny Wiley State Park on Dewey Lake. Recent upgrades include new doors, windows and gutters. The home boasts a huge pantry and currently hosts two active bedrooms with the opportunity to easily convert the large sun room into another bed or office. A

  Kelci Tackett Re/Max Legacy Group-Paintsville

  123 Lakeview Village Dr, Prestonsburg, KY 41653
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  /26

  $215,000 Sold Aug 11, 2025

  • 1,900 Sq Ft
  • $113/SF
  • 1 Day On Market

  • 3 Beds
  • 2 Baths
  • Built 1977

  3542 Ky Rt 1428, Prestonsburg, KY 41653

  Beautiful 3 bedroom, 2 bath, 2 story home conveniently located between Prestonsburg and Allen. Home has many recent updates including new pool deck, flooring, and gas heat unit. A 40 x 30 detached garage and flat usable land makes this home a must see! Call today to schedule a showing.

  Ellen Harris Century 21 American Way Realty

  3542 Ky Rt 1428, Prestonsburg, KY 41653
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  /63

  $439,500 Sold Jul 18, 2025

  • 3,168 Sq Ft
  • $139/SF
  • 34 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2017

  431 Sugar Camp Mountain Rd, Prestonsburg, KY 41653

  Nestled on Stonecrest Mountain, this gorgeous, one-of-a-kind property is ready to become your dream home. You'll instantly fall in love with this move-in ready, 4-bedroom, 3.5-bath residence. Custom cabinetry, hardwood floors, and 9-foot ceilings enhance the beauty and spaciousness of this home. The inviting wraparound porch offers a perfect spot to take in the breathtaking panoramic mountain

  Ellen Harris Century 21 American Way Realty

  431 Sugar Camp Mountain Rd, Prestonsburg, KY 41653
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  /4

  $14,000 Sold Jul 15, 2025

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

  • 57 Days On Market

  00 Kentucky 114, Prestonsburg, KY 41653

  Nice lot at the very end of a small subdivision! Good location just outside Prestonsburg on the Mountain Parkway. Easy access to Prestonsburg, Rt. 460 to Paintsville and Salyersville!

  Debra J. Eminger Century 21 American Way Realty

  00 Kentucky 114, Prestonsburg, KY 41653
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  /4

  $14,000 Sold Jul 15, 2025

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

  • 48 Days On Market

  0 Kentucky 114, Prestonsburg, KY 41653

  Nice lot at the very end of a small subdivision! Good location just outside Prestonsburg on the Mountain Parkway. Easy access to Prestonsburg, Rt. 460 to Paintsville and Salyersville!

  Ellen Harris Century 21 American Way Realty

  0 Kentucky 114, Prestonsburg, KY 41653
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  /41

  $128,250 Sold Jun 30, 2025

  • 960 Sq Ft
  • $134/SF
  • 15 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2025

  79 Cr-1474w, Auxier, KY 41602

  BRAND NEW!! 2 Bedroom 2 Bath 16 X 60 Mobile Home w/ front covered porch. Sitting on a Nice Lot, Blacktop Drive & Parking and includes a really nice storage building. Close to Hospitals, Schools, Jenny Wiley State Park & Lake.

  Janice Kidd RE/MAX Freedom

  79 Cr-1474w, Auxier, KY 41602
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  /25

  $135,000 Sold Jun 30, 2025

  • 1,500 Sq Ft
  • $90/SF
  • 47 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1994

  351 Cr-1474w, Auxier, KY 41602

  This charming and cozy home is nestled on an expansive plot of 4.5 acres with plenty of room to explore natures beauty. The spacious living area has a warm wood burning fireplace, eat in kitchen, spacious bedrooms, and beautiful updated wood walls in the living area.

  Ellen Harris Century 21 American Way Realty

  351 Cr-1474w, Auxier, KY 41602
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  /3

  $18,000 Sold Jun 24, 2025

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

  • 84 Days On Market

  30 Right Fork Ousley Branch, Prestonsburg, KY 41653

  Nice undeveloped piece of property conveniently located minutes away from town in Prestonsburg or Martin. The property features a large flat at the bottom that is gated and fenced in that wouldn't take much to get ready to be the location of your new home. With 9 acres +/- this property would also be great for hunting and many other outdoor activities. Call today to see this one for yourself.

  Westley Hunt Re/Max Freedom

  30 Right Fork Ousley Branch, Prestonsburg, KY 41653
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  /33

  $370,000 Sold Jun 19, 2025

  • 2,884 Sq Ft
  • $128/SF
  • 35 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2013

  46 Victoria St, Prestonsburg, KY 41653

  Welcome to your dream home! This stunning 4 bedroom, 3 bath residence is the epitome of elegance and comfort, ready for you to move in and make it your own. This home features, hardwood floors throughout, beautiful Coffered Ceilings, and two primary suites. The heart of this home is its modern open kitchen, perfect for both cooking and entertaining. It boasts, Custom Cabinetry, granite

  Ellen Harris Century 21 American Way Realty

  46 Victoria St, Prestonsburg, KY 41653
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  /34

  $215,000 Sold Jun 16, 2025

  • 1,850 Sq Ft
  • $116/SF
  • 41 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1980

  38 N Roberts Dr, Prestonsburg, KY 41653

  Charming 2 bed, 2 bath home featuring a spacious great room with vaulted wood ceilings. Beautiful hardwood and Tile flooring. Cherry. kitchen cabinets with granite countertops. Enjoy a fenced yard, inviting inground swimming pool and a Hot Tub! A double garage and concrete driveway—all nestled in a peaceful neighborhood. Perfect for relaxation and entertaining!

  Mary Wright RE/MAX Freedom

  38 N Roberts Dr, Prestonsburg, KY 41653
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  /32

  $305,000 Sold Jun 06, 2025

  • 2,650 Sq Ft
  • $115/SF
  • 112 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 1974

  73 S Circle Dr, Prestonsburg, KY 41653

  Absolutely Gorgeous home located in a great neighborhood in Prestonsburg 5 Bedrooms 3.5 bath Corian countertops and stainless. steel appliances with ceramic tile in the kitchen. Brick fireplace with wood burning buck stove insert. 2 Main bedrooms with large walk in closets and 1 with a remodeled bath with whirlpool tub and seperate shower, and the other with a gorgeous updated bathroom. with a

  Mary Wright RE/MAX Freedom

  73 S Circle Dr, Prestonsburg, KY 41653
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  /8

  $47,700 Sold Jun 03, 2025

  • 504 Sq Ft
  • $95/SF
  • 14 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1993

  111 Railroad St, Dwale, KY 41621

  1 bedroom, 1 bath home with newer heat/ac unit, storage building, and more! Must see to appreciate.

  Karen Stone Century 21 American Way Realty

  111 Railroad St, Dwale, KY 41621
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  /15

  $153,000 Sold May 19, 2025

  • 1,400 Sq Ft
  • $109/SF
  • 32 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1968

  21 Madison Ave, Prestonsburg, KY 41653

  Agent owned Move in ready!! Beautiful ranch home completely remodeled.. This Home offers three bedrooms two full bath, covered rear patio.. A must see.

  Matthew Slone Blu-Horizon Real Estate

  21 Madison Ave, Prestonsburg, KY 41653
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  /12

  $145,000 Sold May 02, 2025

  • 1,400 Sq Ft
  • $104/SF
  • 64 Days On Market

  • 4 Beds
  • 1 Bath

  614 Riverside Dr, Prestonsburg, KY 41653

  LOCATION! LOCATION! LOCATION! This 3-4 bedroom house is situated in downtown Prestonsburg on a riverside lot! Large fenced in yard, home is updated throughout, must see!

  Jessica Holcomb Blu Horizon Real Estate

  614 Riverside Dr, Prestonsburg, KY 41653
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  /82

  $550,000 Sold Apr 24, 2025

  • 6,630 Sq Ft
  • $83/SF
  • 423 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1978

  276 Brandy Keg Estate, Prestonsburg, KY 41653

  This exquisite manor boasts 5 bedrooms, 4.5 bathrooms, a chefs kitchen, a basement with bar ready for entertaining, tennis courts, inground pool and too many amenities to mention! Must see to appreciate the floor plan and unique features this home has to offer!

  Jessica Holcomb Blu Horizon Real Estate

  276 Brandy Keg Estate, Prestonsburg, KY 41653
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  /5

  $90,000 Sold Apr 15, 2025

  • Land
  • 7 Acres
  • $12,857 per Acre

  • 4 Days On Market

  00 Middle Creek Rd, Prestonsburg, KY 41653

  7 acres (+/-) of level acres for a multitude of uses!

  Cheryl Pack EAST KENTUCKY REALTY

  00 Middle Creek Rd, Prestonsburg, KY 41653
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  /18

  $75,000 Sold Apr 11, 2025

  • 1,118 Sq Ft
  • $67/SF
  • 4 Days On Market

  • 2 Beds
  • 1 Bath

  245 Carter Ave, Prestonsburg, KY 41653

  This cozy home is located in the city limits of Prestonsburg, and offers 2 bedrroms, 1 bath and a detached 1 car garage. Call today to schedule a private showing.

  Chrystal King RE/MAX Legacy Group

  245 Carter Ave, Prestonsburg, KY 41653
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  /23

  $155,000 Sold Apr 11, 2025

  • 1,225 Sq Ft
  • $127/SF
  • 9 Days On Market

  • 3 Beds
  • 2 Baths

  70 N Roberts Dr, Prestonsburg, KY 41653

  Beautifully remodeled ranch includes 3 bedrooms, 2 baths, Stunning kitchen cabinets with open concept living room area. Located close to schools, shopping, Jenny Wiley State Park and Lake within minutes, walking trails, cycling paths and more, this house offers the perfect blend of location and convenience. Outside, the backyard is perfect for entertaining, gardening, or watching the children

  Carolyn Hager RE/MAX Elite Realty

  70 N Roberts Dr, Prestonsburg, KY 41653
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  /2

  $420,000 Sold Apr 07, 2025

  • 9,995 Sq Ft
  • $42/SF
  • 0 Days On Market

  • 16 Beds
  • 16 Baths
  • Built 1993

  3015 S Lake Dr, Prestonsburg, KY 41653

  Wonderful investment opportunity! 8-two bedroom, 1.5 bath townhouses. Excellent rental history!

  Leslie Terry Century 21 American Way Realty

  3015 S Lake Dr, Prestonsburg, KY 41653
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  /16

  $53,000 Sold Apr 04, 2025

  • 1,092 Sq Ft
  • $49/SF
  • 69 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1988

  662 Jim Potter Branch, Prestonsburg, KY 41653

  Very cute home with lots of possibilities. Has an attached carport and an exterior shed. Home features three bedrooms. 1.5 bathrooms. Kitchen & dining combo. Water is turned on to the meter. Electric is on. Buyer needs to check out all systems for themselves.

  Donna Maynard RE/MAX Legacy Group

  662 Jim Potter Branch, Prestonsburg, KY 41653
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  /34

  $275,000 Sold Mar 31, 2025

  • 2,096 Sq Ft
  • $131/SF
  • 1 Day On Market

  • 3 Beds
  • 2 Baths
  • Built 1974

  59 Lawson St, Prestonsburg, KY 41653

  Immaculate brick ranch completely updated throughout! 3 bed 2 bath with Harwood flooring, granite countertops and custom tile showers! Must see!

  Jessica Holcomb Blu Horizon Real Estate

  59 Lawson St, Prestonsburg, KY 41653
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  /9

  $139,999 Sold Mar 31, 2025

  • 1,152 Sq Ft
  • $122/SF
  • 2 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1984

  636 Jim Potter Branch, Prestonsburg, KY 41653

  Beautiful 3 bed, 1 bath home with 2 additional storage buildings. Conveniently located in Spurlock Creek. Spurlock Creek is 3 miles from downtown Prestonsburg!

  Seth Douglas Hall Century 21 American Way Realty

  636 Jim Potter Branch, Prestonsburg, KY 41653
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  /15

  $80,000 Sold Mar 12, 2025

  • 1,971 Sq Ft
  • $41/SF
  • 65 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1964

  604 Ky Rt 1100, Prestonsburg, KY 41653

  LOCATION, LOCATION, LOCATION!! A home we've all driven by and have wanted! Conveniently located close to US 23 and only minutes from the hospital. This home has a first floor family room with a fireplace as well as second living room/fireplace. Call today to schedule a viewing.

  Stephanie Wallace Century 21 American Way Realty

  604 Ky Rt 1100, Prestonsburg, KY 41653
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  /13

  $16,000 Sold Mar 06, 2025

  • 1,244 Sq Ft
  • $13/SF
  • 119 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1930

  110 Depot Hollow Rd, Auxier, KY 41602

  This home is a handy-man's dream. The home needs TLC. Condition of any utilities or other amenities are unknown. The house has a large, front-covered porch, metal roof, and good investment potential. Seller requires that the disclosures in the document section be signed and initialed by any potential buyers upon presenting offer. Buyer purchasing AS IS.

  Doug Wireman First Choice Realty & Assoc.

  110 Depot Hollow Rd, Auxier, KY 41602
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  /24

  $424,000 Sold Feb 20, 2025

  • 2,400 Sq Ft
  • $177/SF
  • 88 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2005

  1140 Crestwood Dr, Prestonsburg, KY 41653

  You'll want to see this beautiful home located on the golf course with breathtaking views! It has a fenced yard with an inground, heated pool, and a detached 2-car garage of 875 sq ft. The home has a beautiful, open floor plan, black stainless appliances, quartz countertops, and a roof that is only 2 years old and the pool liner is 3 years old. Beautiful home! Seller providing a 14 month home

  Stephanie Wallace Century 21 American Way Realty

  1140 Crestwood Dr, Prestonsburg, KY 41653
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  /3

  $21,500 Sold Feb 07, 2025

  • 1,000 Sq Ft
  • $22/SF
  • 2 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1950

  32 Happy Hollow, Prestonsburg, KY 41653

  Bring your renovation dreams to life in this charming 2 bedroom, 1 bathroom home! Needs TLC. Home needs refurbishing and updates throughout. Perfect opportunity for DIY enthusiasts or investors. Property being sold AS IS and WHERE iS with no warranties implied or given. Seller to satisfy self of all property lines and actual square footage of home.

  Joshua M. Blevins Re/Max Freedom

  32 Happy Hollow, Prestonsburg, KY 41653
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  /25

  $240,000 Sold Feb 07, 2025

  • 2,100 Sq Ft
  • $114/SF
  • 56 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1986

  523 Emma Rd, Prestonsburg, KY 41653

  Enjoy the tranquility of privacy, wildlife, and a fully stocked pond for fishing....the perfect retreat home. This home features 3 bedrooms and an extra living space on the first level that can be used for 4th bedroom, family/den area with a cozy fireplace, spacious dining, and extra living room. Wow!

  Ellen Harris Century 21 American Way Realty

  523 Emma Rd, Prestonsburg, KY 41653
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  /4

  $60,000 Sold Jan 17, 2025

  • Land
  • 0.31 Acre
  • $193,548 per Acre

  • 27 Days On Market

  993 S Lake Dr, Prestonsburg, KY 41653

  0.31 +/- acre commercial lot available in Prestonsburg.

  Will Childers WTC Realty LLC

  993 S Lake Dr, Prestonsburg, KY 41653
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  /13

  $40,000 Sold Jan 16, 2025

  • 840 Sq Ft
  • $48/SF
  • 3 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1950

  53 Hill Dr, Dwale, KY 41621

  Older home with a nice lot located between Prestonsburg and Allen. Home needs work could potentially be a good rental investment for an investor. Large front yard could be used for house seat if desired. The home will not qualify for VA or FHA financing.

  Ellen Harris Century 21 American Way Realty

  53 Hill Dr, Dwale, KY 41621
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  /59

  $370,000 Sold Jan 09, 2025

  • 2,672 Sq Ft
  • $138/SF
  • 90 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1981

  267 Brandy Keg Estates, Prestonsburg, KY 41653

  Updated 4 bedroom 2 1/2 bath with unground pool, sunroom. large lot and minutes from town or the lake!

  Jessica Holcomb Blu Horizon Real Estate

  267 Brandy Keg Estates, Prestonsburg, KY 41653
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  /27

  $215,000 Sold Dec 27, 2024

  • 1,809 Sq Ft
  • $119/SF
  • 193 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1967

  120 Birch Oak Ln, Prestonsburg, KY 41653

  LOCATION! LOCATION! LOCATION! 3 bed 1 1/2 bath brick ranch in downtown Prestonsburg!

  Jessica Holcomb Blu Horizon Real Estate

  120 Birch Oak Ln, Prestonsburg, KY 41653
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  /18

  $86,000 Sold Dec 03, 2024

  • 1,352 Sq Ft
  • $64/SF
  • 13 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1981

  39 Brookside St, Prestonsburg, KY 41653

  Charming Cedar Modular Home for Sale! Discover comfortable, one-level living in this beautiful cedar modular home featuring 3 spacious bedrooms and 2 full baths. Step into a cozy living room that invites relaxation and flows seamlessly into the dining area, perfect for gatherings. The kitchen is well-equipped with ample storage and counter space for all your culinary needs. Outside, you'll find a

  Shirley Blackburn AAA Real Estate Services

  39 Brookside St, Prestonsburg, KY 41653
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  /30

  $118,500 Sold Nov 29, 2024

  • 1,592 Sq Ft
  • $74/SF
  • 111 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1940

  45 Gray St, Allen, KY 41601

  Nicely remodeled home in the Allen area, conveniently located between Prestonsburg and Pikeville. New paint throughout, new roof, kitchen cabinets, countertops, bathroom vanity, flooring, and soffits. Large backyard with plenty of room for gardening! Call to schedule a showing today!

  Ellen Harris Century 21 American Way Realty

  45 Gray St, Allen, KY 41601
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  /27

  $154,000 Sold Nov 22, 2024

  • 1,152 Sq Ft
  • $134/SF
  • 42 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2021

  175 Earl St, Prestonsburg, KY 41653

  This charming 2021 3-bedroom, 2-bath home boasts stunning mountain views and a prime downtown location. Features include new LVT flooring, a 12x20 shed with electric, and a driveway that accommodates 4-6 vehicles. With a park just across the street, it offers both convenience and relaxation. The property is being sold as-is, though inspections are welcome. Great opportunity for your investment

  Ryan Sigler Rector Hayden Realtors

  175 Earl St, Prestonsburg, KY 41653
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  /17

  $55,000 Sold Nov 15, 2024

  • 1,344 Sq Ft
  • $41/SF
  • 7 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2000

  39 Old School Rd, Prestonsburg, KY 41621

  Great starter home or investment property. Large lot and plenty of room to grow a garden or add a pool. Not in flood zone. Convenient location to US 23.

  Stephanie Wallace Century 21 American Way Realty

  39 Old School Rd, Prestonsburg, KY 41621
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  /5

  $74,000 Sold Nov 13, 2024

  • Land
  • 1.01 Acres
  • $73,267 per Acre

  • 34 Days On Market

  143 Reynolds Hill, Allen, KY 41601

  Welcome to this incredible income-producing property opportunity! This listing includes seven divided lots, each offering tremendous potential for generating monthly income through lot rentals. Please note that the trailers currently occupying the lots are not owned by the property owner.Situated in a close proximity to US 23, this property boasts a prime location that is highly desirable for

  Olivia Davis Re/Max Legacy Group

  143 Reynolds Hill, Allen, KY 41601
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  /40

  $255,000 Sold Nov 13, 2024

  • 2,197 Sq Ft
  • $116/SF
  • 100 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1971

  835 Mays Branch Rd, Prestonsburg, KY 41653

  Nestled in a convenient, family-friendly neighborhood, this beautiful four-bedroom, two-bathroom brick ranch-style home offers both comfort and charm. The brick exterior not only provides timeless appeal but also ensures durability and low maintenance. Inside, you'll find spacious living areas perfect for family gatherings and entertaining guests. The detached 768 square-foot garage can easily be

  Leslie Terry Century 21 American Way Realty

  835 Mays Branch Rd, Prestonsburg, KY 41653
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  /39

  $144,300 Sold Nov 06, 2024

  • 1,641 Sq Ft
  • $88/SF
  • 2 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1950

  516 Riverside Dr, Prestonsburg, KY 41653

  Welcome home! This charming 3 bedroom, 2 bath home is conveniently located in the heart of Prestonsburg, walkable to a number of downtown restaurants and amenities. Sitting on a quarter acre lot backing up to Levisa Fork, this home has undergone numerous updates in recent years and is move-in ready for its next owners! Past the welcoming front porch, the first floor offers two bedrooms and two

  Blake Liles The Agency

  516 Riverside Dr, Prestonsburg, KY 41653
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  /14

  $120,000 Sold Nov 05, 2024

  • 1,040 Sq Ft
  • $115/SF
  • 367 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1957

  58 S Cardinal Dr, Prestonsburg, KY 41653

  Investors Special! 3 bedrooms, 1 bath home with 2 car garage. This little fixer upper on huge corner lot has the potential to be a first time home owners dream OR can be easily converted to a monthly rental or great little Airbnb for instant income!

  Ishmael Hopkins Bluegrass Real Estate Alliance

  58 S Cardinal Dr, Prestonsburg, KY 41653

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