Old Owensboro Homes

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  /3

  $135,000

  • 2 Beds
  • 1 Bath
  • 812 Sq Ft

  1005 Jackson St, Owensboro, KY 42303

  Investment Opportunity-- Tenant in Place! Built in 2019, this well maintained 2 bedroom 1 bathroom home offers immediate rental income with a tenant in place. The property features Refrigerator, Microwave, Range and Dishwasher. Modern floor plan, low maintenance finishes-- making it an ideal addition to your portfolio. This is a turnkey investment you wont want to miss.

  Jason Gasser TRIPLE CROWN REALTY GROUP, LLC

  1005 Jackson St, Owensboro, KY 42303
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  Explore Old Owensboro

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  /21

  $2,500 per month

  • 2 Beds
  • 2 Baths
  • Apartment for Rent

  100 Allen St, Owensboro, KY 42303

  Enjoy the convenience and ease of living in exciting downtown Owensboro. Parkside 100, located in the heart of beautiful bustling downtown, provides luxurious 2 bedroom, 2 bath condominiums. You will love the light-filled rooms with architectural windows and views of downtown, the riverfront and park. Details like the hardwood and tile floors offer elegance and easy care. The efficient, open

  Robert Williams TRIPLE CROWN REALTY GROUP, LLC

  100 Allen St, Owensboro, KY 42303
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  /28

  $162,000 Sold Sep 09, 2025

  • 1,198 Sq Ft
  • $135/SF
  • 6 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1953

  715 Eastwood Dr, Owensboro, KY 42303

  Don't miss this well-maintained 2 bedroom, 1 bathroom home offering just under 1,200 square feet of comfortable living space. Nestled on a quiet street, this home features a classic mix of brick and siding for timeless curb appeal. Inside, you'll find a functional layout perfect for first-time buyers, downsizers, or investors. The spacious yard is ideal for outdoor enjoyment, gardening, or

  Megan Mattingly RE/MAX PROFESSIONAL REALTY GROUP

  715 Eastwood Dr, Owensboro, KY 42303
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  /33

  Est $197,165 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,682 Sq Ft

  421 E Highland Ct, Owensboro, KY 42303

  421 E Highland Ct, Owensboro, KY 42303
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  /47

  $199,000

  • 3 Beds
  • 2 Baths
  • 1,517 Sq Ft

  324 Cinderella Dr, Owensboro, KY 42303

  *Welcome to 324 Cinderella Dr. Owensboro KY, Owensboro's downtown area is part of Old Owensboro, and residents are among the first to experience the city's year-round events. The city's largest event is the International Bar-B-Q Festival in May, as Owensboro is the self-proclaimed 'Bar-B-Q Capital of the World.'Open floor plan, large living room & dining area. Kitchen with breakfast bar and

  Amy Brown NextHome Adventure

  324 Cinderella Dr, Owensboro, KY 42303
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  /32

  $250,000 Sold Sep 08, 2025

  • 1,724 Sq Ft
  • $145/SF
  • 14 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2009

  732 Crittenden St, Owensboro, KY 42303

  This beautiful brick 2-story home in the heart of downtown Owensboro offers a perfect blend of timeless charm and modern updates — all with a gorgeous park view! Step inside to find gleaming hardwood floors, a spacious eat-in kitchen with stainless steel appliances, and a separate formal dining room perfect for entertaining. You’ll love the updated bathrooms, dedicated laundry room, and a layout

  THE HARRIS GROUP KELLER WILLIAMS ELITE

  732 Crittenden St, Owensboro, KY 42303
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  /28

  Est $175,670 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,592 Sq Ft

  812 Wing Ave, Owensboro, KY 42303

  812 Wing Ave, Owensboro, KY 42303
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  /20

  $132,900 Pending

  • 2 Beds
  • 1 Bath
  • 750 Sq Ft

  714 E Glenn Ct, Owensboro, KY 42303

  Charming 2 bedroom, 1 bath home tucked away on a quiet cul-de-sac, just minutes from the hospital! Step inside to find fresh updates since 2021 including new drywall, flooring, ceiling fans, and appliances. Outside, enjoy a nice-sized fenced yard—perfect for pets, play, or gardening. Even better, this home will soon feature a brand-new roof, siding, and gutters (scheduled from the March 2025 hail

  KELLI MCKNIGHT BHG Realty

  714 E Glenn Ct, Owensboro, KY 42303
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  /18

  Sold Aug 13, 2025

  • 1,300 Sq Ft
  • 44 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1959

  809 Charles Scott Dr, Owensboro, KY 42303

  All brick on one level. Newly updated, New interior and exterior paint. Newer landscaping. Refinished hardwood floors. Formal dining area. New central air and furnace installed in March 2025. Large backyard for garden or play area for children. Close to new hospital & behind St. Pius X Church off Pleasant Valley Road, East county with low taxes. Trade plan available. Owner is a licensed Real

  Steve Castlen L. Steve Castlen, REALTORS®

  809 Charles Scott Dr, Owensboro, KY 42303
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  /19

  Est $239,551 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 2,814 Sq Ft

  1231 Saint Ann St, Owensboro, KY 42303

  1231 Saint Ann St, Owensboro, KY 42303
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  /21

  $184,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,184 Sq Ft

  535 Bolivar St, Owensboro, KY 42303

  Move-in ready 3 bedroom, 2 bath home offering just under 1,200 sq ft of living space. Built in 2005, this property has been updated with fresh paint, new flooring, new siding, and a new roof. Open and functional layout with plenty of natural light. Great option for first-time buyers or anyone looking for a low-maintenance home.

  THE HARRIS GROUP KELLER WILLIAMS ELITE

  535 Bolivar St, Owensboro, KY 42303
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  /3

  $80,000 Sold Jul 22, 2025

  • 728 Sq Ft
  • $110/SF
  • 147 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1911

  717 Gunther Ave, Owensboro, KY 42303

  This well-kept home could be your perfect next investment property, or very own home! With the roof, vinyl siding, plumbing (PVC & Pex), electric panel, appliances, cabinetry, flooring, paint, shower surround, and more all being updated in the fall of 2022 - this home will prove to be a great purchase! Schedule your showing today!

  DAUGHERTY - PHELPS TEAM TRIPLE CROWN REALTY GROUP, LLC

  717 Gunther Ave, Owensboro, KY 42303
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  /12

  Est $162,581 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,196 Sq Ft

  621 Center St, Owensboro, KY 42303

  621 Center St, Owensboro, KY 42303
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  /18

  $145,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,116 Sq Ft

  1708 Monarch Ave, Owensboro, KY 42303

  Welcome to 1708 Monarch Avenue! Don't miss out on this remodeled and restored home. This adorable 3 bedroom, 1 bath home is perfect for families or first time homebuyers. Enjoy the convienience of new appliances. In addition to having new siding, the home has a new roof, fresh paint and floors throughout.

  YVONNE Adkins BHG Realty

  1708 Monarch Ave, Owensboro, KY 42303
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  /58

  $510,000 Sold Jul 09, 2025

  • 2,033 Sq Ft
  • $251/SF
  • 57 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2014

  201 Saint Ann St, Owensboro, KY 42303

  This mesmerizing residence represents the pinnacle of upscale Owensboro living! Graced with purposeful attention to detail, this luxury condo boasts endless comforts meticulously selected to enhance your living experience from the inside out. The expansive windows capture the natural light while allowing striking views of the downtown landscape. The chef-worthy kitchen effortlessly flows into the

  Tyler Shookman L. Steve Castlen, REALTORS®

  201 Saint Ann St, Owensboro, KY 42303
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  /17

  Est $115,927 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 840 Sq Ft

  1803 Hughes Ave, Owensboro, KY 42303

  1803 Hughes Ave, Owensboro, KY 42303
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  /10

  $89,900

  • 2 Beds
  • 1 Bath
  • 1,080 Sq Ft

  1020 Jackson St, Owensboro, KY 42303

  Great investment opportunity. AS IS Estate sale. Roof less than 5 yrs, hvac 2016. Alley access & parking space in rear. Quiet, convenient location in the heart of town. Property has a long term tenant that is on a month to month lease.

  Rebekah Hale Greater Owensboro Realty Compa

  1020 Jackson St, Owensboro, KY 42303
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  /5

  $66,000 Sold Jul 01, 2025

  • 1,190 Sq Ft
  • $55/SF
  • 114 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1921

  1312 Daviess St, Owensboro, KY 42303

  New price!! This is what opportunity looks like! Investor special or perfect for a live-in flip! Being sold as-is, this three-bedroom, two-bath home offers endless potential for those ready to bring their vision to life. With a one-car detached garage and a solid structure, this property is a blank slate waiting for your custom touches. The kitchen and bathrooms are a blank canvas and ready for a

  Jody Young Legendary Brokerage

  1312 Daviess St, Owensboro, KY 42303
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  /11

  Est $128,111 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,568 Sq Ft

  1836 Hughes Ave, Owensboro, KY 42303

  1836 Hughes Ave, Owensboro, KY 42303
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  /2

  $75,000

  • 2 Beds
  • 1 Bath
  • 868 Sq Ft

  712 Gunther Ave, Owensboro, KY 42303

  Great investment opportunity. AS IS estate sale. Roof is estimated less than 5yrs. Yard is completely fenced for ease with pets. Current tenant is on a month to month lease.

  Rebekah Hale Greater Owensboro Realty Compa

  712 Gunther Ave, Owensboro, KY 42303
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  /28

  $209,900 Sold Jun 30, 2025

  • 1,480 Sq Ft
  • $142/SF
  • 61 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1954

  257 Cardinal Ln, Owensboro, KY 42303

  Welcome to this beautifully maintained 2-bedroom, 1-bath home, where charm and functionality come together to create a warm and inviting atmosphere. Nestled in a peaceful neighborhood, this home offers a thoughtfully designed layout that maximizes space and comfort. Step inside to find a large living/dining area with fireplace! Enter into the well-appointed kitchen, complete with ample cabinet

  Jennifer Staser EPIC Realty

  257 Cardinal Ln, Owensboro, KY 42303
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  /31

  Est $260,652 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 2,330 Sq Ft

  1208 Daviess St, Owensboro, KY 42303

  1208 Daviess St, Owensboro, KY 42303
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  /62

  $2,350,000

  • 3 Beds
  • 3.5 Baths
  • 3,150 Sq Ft

  101 Frederica St, Owensboro, KY 42301

  Outstanding Location with Incredible Views! This 3rd floor luxury condo is located at the showcase 'Enclave Riverfront Living' building in downtown Owensboro, KY. Three private outdoor balconies are ideal for entertaining and boast panoramic views of the Ohio River, Smother's Park, Owensboro Convention Center and other downtown attractions. The large floor plan includes three bedrooms, three and

  Fahr Juneja GULFSTREAM COMMERCIAL SERVICES, LLC

  101 Frederica St, Owensboro, KY 42301
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  /27

  $180,000 Sold Jun 20, 2025

  • 1,141 Sq Ft
  • $158/SF
  • 120 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2025

  711 Hall St, Owensboro, KY 42303

  Welcome to your new home! This beautifully crafted property, built in 2025, offers a delightful blend of modern convenience and cozy charm. Located in central Owensboro, this residence features three bedrooms and two bathrooms waiting for your personal touch. Step inside to discover a thoughtfully designed living space that maximizes comfort and functionality. The separate laundry room adds a

  Lori Kimble BHG Realty

  711 Hall St, Owensboro, KY 42303
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  /21

  Est $132,512 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 729 Sq Ft

  515 Montgomery Ave, Owensboro, KY 42303

  515 Montgomery Ave, Owensboro, KY 42303
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  /7

  $119,900

  • 3 Beds
  • 2 Baths
  • 1,611 Sq Ft

  1905 E 10th St, Owensboro, KY 42303

  Don't miss this investor special in the heart of Owensboro! This classic 1.5-story farmhouse offers 3 bedrooms, 2 bathrooms, and 1,611 square feet of potential, all on a manageable 0.3-acre lot. Built in 1957, the home blends vintage character with opportunity for modern updates, perfect for those looking to renovate or invest. A standout feature is the impressive 30x40 detached shop, ideal for

  Emma Evans TRIPLE CROWN REALTY GROUP, LLC

  1905 E 10th St, Owensboro, KY 42303
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  /33

  $228,000 Sold Jun 16, 2025

  • 904 Sq Ft
  • $252/SF
  • 21 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1950

  253 Riverside Dr, Owensboro, KY 42303

  Welcome to this beautifully updated home offering charm, space and modern comfort. This inviting property features two spacious bedrooms, a bright living room, a formal dining room, and a well appointed kitchen complete with new countertops, backsplash, and all new appliances. A cozy sunroom provides a spot to relax and enjoy natural light year round. Upstairs you will find a finished dormer with

  Brenda Story BHG Realty

  253 Riverside Dr, Owensboro, KY 42303
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  /16

  Est $174,074 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,152 Sq Ft

  527 Bolivar St, Owensboro, KY 42303

  527 Bolivar St, Owensboro, KY 42303
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  /41

  $565,000

  • 4 Beds
  • 3 Baths
  • 2,940 Sq Ft

  2501 Riverrun Cove, Owensboro, KY 42303

  Welcome to 2501 River Run Cove, where stunning renovations meet serene living in one of Owensboro’s most desirable neighborhoods. This majestic 4-bedroom, 3-bath home offers over 3,000 sq ft of elevated elegance, designed for both luxurious comfort and everyday function. Step inside to soaring ceilings, rich natural light, and a floor plan that flows effortlessly from room to room. The chef’s

  Sien Gollen TRIPLE CROWN REALTY GROUP, LLC

  2501 Riverrun Cove, Owensboro, KY 42303
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  /13

  $131,000 Sold May 29, 2025

  • 984 Sq Ft
  • $133/SF
  • 128 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1896

  511 E 7th St, Owensboro, KY 42303

  This centrally located 2-bedroom, 1-bathroom home exudes character with a cozy gas fireplace and a stunning mantle. The original hardwood floors and cathedral ceilings add charm and spaciousness to the living areas. The large eat-in kitchen features beautiful granite countertops, perfect for cooking and entertaining. Additional updates include a newer bathroom vanity, replacement windows, and an

  Jason Gasser TRIPLE CROWN REALTY GROUP, LLC

  511 E 7th St, Owensboro, KY 42303
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  /41

  Est $334,339 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 2,875 Sq Ft

  1316 Allen St, Owensboro, KY 42303

  1316 Allen St, Owensboro, KY 42303
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  /29

  $119,900

  • 3 Beds
  • 2 Baths
  • 1,664 Sq Ft

  1200 Saint Ann St, Owensboro, KY 42303

  Located on a corner lot in the J Z Moore historic district, this 1906 built home offers the best of craftsman style design, with the convenience of one-level living. You'll love the floorplan, with amenities such as a brick fireplace in the living room. Each bedroom is roughly 16 feet tall! From the covered front porch to the spacious level yard, there's a lot to love about 1200 Saint Ann Street!

  Matthew Graviss TONY CLARK, REALTORS

  1200 Saint Ann St, Owensboro, KY 42303
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  /21

  $161,900 Sold May 23, 2025

  • 1,027 Sq Ft
  • $158/SF
  • 84 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1947

  211 Hubert Ct, Owensboro, KY 42303

  Hidden near the Ohio Riverfront. 211 Hubert Court is a charming Cape Cod with 2 bedrooms and 1 full bath. You'll love the ease of the floorplan, the size of the rooms, and the abundance of natural light. Original oak hardwoods on the first floor in the living room, hallway and two bedrooms, plus a full bath with mid-century charm. The craftsman quality shows in the details: be sure to notice the

  Angela Clark TONY CLARK, REALTORS

  211 Hubert Ct, Owensboro, KY 42303
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  /26

  Est $219,629 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,644 Sq Ft

  1410 E 4th St, Owensboro, KY 42303

  1410 E 4th St, Owensboro, KY 42303
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  /6

  $194,700

  • Land
  • 0.36 Acre
  • $540,833 per Acre

  347 Pantle Point, Owensboro, KY 42303

  This exceptional riverfront property offers a unique opportunity to own a slice of nature’s beauty. Boasting stunning views of the river and surrounding landscape, the land is ideally situated for those seeking tranquility and natural beauty. The property’s prime location provides easy access to the water for recreational activities, such as boating and fishing, while still being close to local

  THE HARRIS GROUP KELLER WILLIAMS ELITE

  347 Pantle Point, Owensboro, KY 42303
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  /4

  $12,500 Sold May 15, 2025

  • Land
  • 0.25 Acre
  • $50,000 per Acre

  • 43 Days On Market

  625 Maple Heights Ave, Owensboro, KY 42303

  Nice lot close to river for building or manufactured home placement. Includes single car garage with concrete floor that would need some TLC. Fenced on both sides. Call today!

  Nathan Johnson ROSE REALTY

  625 Maple Heights Ave, Owensboro, KY 42303
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  /17

  Est $138,120 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,300 Sq Ft

  1608 Monarch Ave, Owensboro, KY 42303

  1608 Monarch Ave, Owensboro, KY 42303
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  /26

  $1,965,050

  • 3 Beds
  • 3.5 Baths
  • 3,627 Sq Ft

  101 Frederica St, Owensboro, KY 42301

  Outstanding Location with Incredible Views! This 2nd floor luxury condo is located at the showcase 'Enclave Riverfront Living' building in downtown Owensboro, KY. The two private outdoor patios are ideal for entertaining and boast panoramic views of the Ohio River, Smother's Park, Owensboro Convention Center and other downtown attractions. The large floor plan includes three bedrooms, three and a

  Fahr Juneja GULFSTREAM COMMERCIAL SERVICES, LLC

  101 Frederica St, Owensboro, KY 42301
• 

  

  /22

  $145,000 Sold May 09, 2025

  • 2,744 Sq Ft
  • $53/SF
  • 265 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1886

  528 Triplett St, Owensboro, KY 42303

  This 2 story 3 bedroom 2 bath home has beautiful woodwork and stair way to upper floor. This home has new kitchen cabinets, granite countertops, new faucets and new appliances. Home has new interior and exterior paint. New deck in back and covered front porch. Lots of new carpets. This is a Homepath property. All offers to be submitted in Homepath.com

  Roger Peyton NEW HORIZONS REALTY, INC.

  528 Triplett St, Owensboro, KY 42303
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  /11

  Est $142,321 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft

  706 Hall St, Owensboro, KY 42303

  706 Hall St, Owensboro, KY 42303

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