Midtown East Homes

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  /10

  $269,900

  • 2 Beds
  • 2.5 Baths
  • 1,719 Sq Ft

  738 Live Oak Place, Owensboro, KY 42303

  MOTIVATED SELLER! Welcome to The Oaks, a secured gated community. This 1719 sqft condo is 2 bedroom, 2.5 bath, with large spacious bedrooms (Both bedrooms are upstairs). Offering large amount of storage upstairs and downstairs. The HOA fee covers all outdoor maintenance (mowing, leaves, mosquitoes spraying, snow removal) and assessment fee covers roof, windows and doors, clubhouse, pool,

  

  PHOENIX BURCHFIELD

  TRIPLE CROWN REALTY GROUP, LLC

  (270) 510-1010

  738 Live Oak Place, Owensboro, KY 42303
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  Explore Midtown East

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  /33

  $750 - $925 per month

  Legion Park & Heartwood Court Apartments

  1 - 2 Beds

  405 W Legion Blvd, Owensboro, KY 42303

  Legion Park Apartments just completed a 12 month renovation of the entire complex! Every unit has been updated from floor to ceiling including: new bathrooms, new flooring, new kitchens, new appliances, new central air and new lighting and fixtures....everything is BRAND NEW! You won't find a nicer place to live in a tremendous location! Act now these units won't last long! Heartwood

  405 W Legion Blvd, Owensboro, KY 42303
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  /23

  $200,000 Sold Sep 12, 2025

  • 1,759 Sq Ft
  • $114/SF
  • 83 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1940

  2011 Triplett St, Owensboro, KY 42303

  This classic home has been updated nicely over recent years, with newer mechanical components and a full basement. Updated baths on the first and second level and an updated kitchen make it feel modern, but it still has all the classic touches that made these houses great: Hardwood, fireplace, and a terrific layout. Two bedrooms on the main level, three upstairs, and the large unfinished basement

  Brad Cecil Farmer's House Real Estate LLC

  2011 Triplett St, Owensboro, KY 42303
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  /6

  Est $67,000 Not Listed For Sale

  • 4 Beds
  • 1,200 Sq Ft

  430 E 20th St, Owensboro, KY 42303

  430 E 20th St, Owensboro, KY 42303
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  /21

  $189,900

  • 2 Beds
  • 1 Bath
  • 868 Sq Ft

  725 Canterbury Rd, Owensboro, KY 42303

  **NEW PRICE OF $189,900 on 9/10/25** Charming All-Brick Home – Move-In Ready! This 2-bedroom, 1-bath home offers hardwood flooring, an updated kitchen, and an updated bath with a ceramic tiled surround. The home also features an updated HVAC system and a nice-sized yard. New dimensional shingles to be installed. Trade plan is available if you need to sell your home first.

  Scott Lyons RE/MAX PROFESSIONAL REALTY GROUP

  725 Canterbury Rd, Owensboro, KY 42303
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  /23

  $1,350 per month

  • 2 Beds
  • 2 Baths
  • 962 Sq Ft
  • Condo for Rent

  2941 Frederica St Unit A, Owensboro, KY 42301

  Duplex with Carport & Storage in back. Dishwasher, Washer & Dryer, 4 Ceiling Fans, Ceramic Flooring, Unfinished Basement.Visit GAC Property Management (Rental Division of Tony Clark Realtors, LLC) at 2934 Frederica Street for details and to view vacancies. Rental Viewing Hours: Monday thru Friday ~ 9 am - 3:30 pm ~ No Appointment Necessary.

  2941 Frederica St Unit A, Owensboro, KY 42301
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  /10

  $115,000 Sold Sep 10, 2025

  • 825 Sq Ft
  • $139/SF
  • 43 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1948

  413 E 27th St, Owensboro, KY 42303

  HUD Case #201-720388 Property being sold 'as is' without any warranty or guarantee by the seller. Visit www.hudhomestore.gov for additional information including property condition report. All bids submitted electronically at www.hudhomestore.gov. This two bedroom home features a inner city living in the central part of town. This home cozy and quaint. You'll want to check this home out!

  Scott Calhoun Certified Appraisal Consultant

  413 E 27th St, Owensboro, KY 42303
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  /25

  Est $217,436 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,555 Sq Ft

  3151 Saint Ann St, Owensboro, KY 42303

  3151 Saint Ann St, Owensboro, KY 42303
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  /31

  $234,900

  • 3 Beds
  • 2.5 Baths
  • 1,968 Sq Ft

  117 W 20th St, Owensboro, KY 42303

  Beautifully renovated 1912 home in the desirable Buena Vista neighborhood! This 3 bedroom, 2.5 bath home showcases the charm of 11-foot ceilings and timeless character, paired with modern updates throughout. Featuring a brand-new kitchen and complete renovations within the last 5 years, this home is truly a must-see blend of history and style.

  STEPHANIE BERTRAM BHG Realty

  117 W 20th St, Owensboro, KY 42303
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  /13

  $1,750 per month

  • 2 Beds
  • 1 Bath
  • 942 Sq Ft
  • House for Rent

  3000 Daviess St, Owensboro, KY 42303

  Please be prepared to provide first month's rent with deposit upon signing the lease. Serious inquiries only and do not contact me unless you have the funds available to secure the property. Legion park area cottage located in family oriented neighborhood and is centrally located. It sits within a few miles of Kentucky Wesleyan and Brescia Universities. Less than a mile away from the nearest

  3000 Daviess St, Owensboro, KY 42303
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  /22

  $137,000 Sold Sep 08, 2025

  • 825 Sq Ft
  • $166/SF
  • 2 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1948

  329 E 27th St, Owensboro, KY 42303

  Charming 2-Bedroom Home with some Updates and Character! This delightful 2 bedroom, 1 bath home offers timeless charm with modern updates. Recent improvements include a new roof, siding, gutters, and fresh interior paint throughout. The kitchen features stainless steel appliances, and has original hardwood floors that add warmth and character. Enjoy the convenience of a 2-car detached garage and

  KELLI MCKNIGHT BHG Realty

  329 E 27th St, Owensboro, KY 42303
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  /28

  Est $239,299 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,900 Sq Ft

  124 E 25th St, Owensboro, KY 42303

  124 E 25th St, Owensboro, KY 42303
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  /14

  $229,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,544 Sq Ft

  739 Devonshire Dr, Owensboro, KY 42303

  Cute and Cozy Brick Ranch with full basement. 3 bedroom 2 full baths. Large kitchen with lots of cabinets, plus formal dining room. Hard wood floors. Master bath is being remodeled with tile shower, under construction. Nice Master bedroom was added on to the back of the house with added bathroom. Master Bedroom exterior is vinyl but the rest of the house is brick. Laundry on main level. This

  Cheryl Contratto L. Steve Castlen, REALTORS®

  739 Devonshire Dr, Owensboro, KY 42303
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  /2

  $675 - $800 per month

  Ambassador Villas

  1 - 2 Beds

  2608 Veach Rd, Owensboro, KY 42303

  18 unit complex 1 and 2 bedrooms units now under new ownership and management. Ambassador Villa is conveniently located in central Owensboro with easy access to dining options, churches, parks, and shopping!Rental Features18 Units1 & 2 bedrooms No on site laundryIncludes stove & Refrigerator Pets

  2608 Veach Rd, Owensboro, KY 42303
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  /32

  $215,000 Sold Sep 05, 2025

  • 1,290 Sq Ft
  • $167/SF
  • 2 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1954

  3021 Meadowland Dr, Owensboro, KY 42303

  Step into this beautifully maintained 3 bed, 1 bath brick home that perfectly blends timeless charm with today's updates. Just a stones throw away from Owensboro Christian Church. From the moment you walk in, you'll notice the character that only an older home can offer original details, cozy spaces, and warm touches throughout. The spacious living areas flow seamlessly into a thoughtfully

  DAUGHERTY - PHELPS TEAM TRIPLE CROWN REALTY GROUP, LLC

  3021 Meadowland Dr, Owensboro, KY 42303
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  /10

  Est $153,604 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 986 Sq Ft

  1621 Center St, Owensboro, KY 42303

  1621 Center St, Owensboro, KY 42303
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  /6

  $224,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,551 Sq Ft

  117 E 22nd St, Owensboro, KY 42303

  Charming 3-bedroom, 2-bath home in the heart of Owensboro, KY! Built in 1925, this timeless property features a spacious layout with classic details throughout. Enjoy relaxing on the inviting covered front porch, perfect for sipping coffee or unwinding after a long day. A blend of vintage character and modern comfort, this home offers the perfect opportunity to own a piece of history. Don't miss

  John Reynolds RE/MAX PROFESSIONAL REALTY GROUP

  117 E 22nd St, Owensboro, KY 42303
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  /13

  $195,000 Sold Aug 29, 2025

  • 1,168 Sq Ft
  • $167/SF
  • 3 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1950

  2613 Allen St, Owensboro, KY 42303

  Charming and updated home in the desirable Buena Vista area! This well-maintained property features numerous updates, including a brand-new roof and vinyl siding. Enjoy a spacious family room complete with a cozy fireplace, perfect for relaxing or entertaining. A detached garage adds extra convenience and storage.

  LISA KASSINGER RE/MAX PROFESSIONAL REALTY GROUP

  2613 Allen St, Owensboro, KY 42303
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  /36

  Est $246,406 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,740 Sq Ft

  110 W 24th St, Owensboro, KY 42303

  110 W 24th St, Owensboro, KY 42303
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  /36

  $279,900 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,648 Sq Ft

  815 Devonshire Dr, Owensboro, KY 42303

  This is a 1-owner home & it shows! Boasting 3 bedrooms with 2 full baths & 1 half bath, you'll have the perfect amount of living space here to feel very comfortable. When stepping inside, you'll notice the beautiful hardwood floors in addition to the perfectly placed crown molding. Additions were made to this home to make it a showcase. Additions include an expanded master bedroom with an

  JENNIFER LEGG Supreme Dream Realty, LLC

  815 Devonshire Dr, Owensboro, KY 42303
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  /22

  $248,000 Sold Aug 21, 2025

  • 1,850 Sq Ft
  • $134/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1960

  2908 Tanglewood Dr, Owensboro, KY 42303

  Welcome to your dream home in this picturesque locale. This charming brick house on one level offers a blend of elegance and comfort. The inviting kitchen boasts built-in appliances and new counter tops. The cozy fireplace in the open living areas add warmth and character to gatherings. With 3 large bedrooms and 2 full bathrooms, this home offers versatility and space for your family's needs.

  Denise Pace L. Steve Castlen, REALTORS®

  2908 Tanglewood Dr, Owensboro, KY 42303
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  /25

  Est $145,836 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,165 Sq Ft

  104 E 25th St, Owensboro, KY 42303

  104 E 25th St, Owensboro, KY 42303
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  /17

  $177,400 Pending

  • 3 Beds
  • 1.5 Baths
  • 974 Sq Ft

  106 W 20th St, Owensboro, KY 42303

  Welcome to this beautifully updated 3-bedroom, 1.5-bath home offering comfort, style, and convenience—all in a smart 974 sq ft layout. Featuring LVT flooring throughout, a brand-new roof, and low-maintenance vinyl siding, this home is truly move-in ready. Step onto the cozy front porch, perfect for morning coffee or evening chats. Out back, enjoy a privacy fence with plenty of space for

  Kelly Burke Supreme Dream Realty, LLC

  106 W 20th St, Owensboro, KY 42303
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  /30

  $205,000 Sold Aug 19, 2025

  • 2,083 Sq Ft
  • $98/SF
  • 9 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1933

  303 E 20th St, Owensboro, KY 42303

  Spacious and move-in ready 3-bedroom, 2-bath home offering 2,083 sq ft of living space with a full unfinished basement and upstairs bonus room. The primary bedroom is conveniently located on the main floor. Interior features include fresh paint throughout, an open-concept living and dining area, and a cozy gas log fireplace. Major exterior updates to be done include new roof, siding, fascia, and

  Jennifer Stallings ExtremeRE, LLC

  303 E 20th St, Owensboro, KY 42303
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  /34

  Est $247,126 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,628 Sq Ft

  201 E 24th St, Owensboro, KY 42303

  201 E 24th St, Owensboro, KY 42303
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  /20

  $325,000

  • 2 Beds
  • 2.5 Baths
  • 1,519 Sq Ft

  742 Live Oak Place, Owensboro, KY 42303

  Welcome to The Oaks community! This townhome has everything you could ask for, all on one level! The entry foyer features a working wet bar, with beverage cooler, and brand new quartz countertops, The living/dining room is a spacious area, flooded with natural light and a gas fireplace. Well appointed kitchen with brand new quartz countertops as well. Hardwood flooring throughout, primary suite

  Brandi Rone KELLER WILLIAMS ELITE

  742 Live Oak Place, Owensboro, KY 42303
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  /20

  $128,000 Sold Aug 12, 2025

  • 1,204 Sq Ft
  • $106/SF
  • 4 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1948

  509 E 26th St, Owensboro, KY 42303

  Nestled in the heart of Owensboro, this well maintained 2-bedroom, 1-bath home is being offered as an estate sale. AS IS. Cash & Conventional buyers only. With a brand-new roof and siding, the exterior has low-maintenance and curb appeal. Inside, discover a cozy living room that flows into a straightforward, efficient floor plan. Two comfortably sized bedrooms and a full bathroom that are neat

  Rebekah Hale Greater Owensboro Realty Compa

  509 E 26th St, Owensboro, KY 42303
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  /18

  Est $264,910 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,765 Sq Ft

  2541 Saint Ann St, Owensboro, KY 42303

  2541 Saint Ann St, Owensboro, KY 42303
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  /2

  $75,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,344 Sq Ft

  426 E 20th St, Owensboro, KY 42303

  Investment Opportunity – 2 Bed, 1 Bath Home Don't miss this excellent investment opportunity! This 2-bedroom, 1-bath home offers strong potential for rental income or a fix-and-flip project. It’s ready for your vision and updates. Whether you're looking to grow your portfolio or take on your next renovation project, this property is priced to move. Located in a convenient area with easy access

  THE BARNES REALTY GROUP KELLER WILLIAMS ELITE

  426 E 20th St, Owensboro, KY 42303
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  /25

  $150,000 Sold Aug 12, 2025

  • 962 Sq Ft
  • $156/SF
  • 4 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1940

  2600 E Cloverdale Dr, Owensboro, KY 42303

  Welcome to 2600 Cloverdale Dr E - a move-in ready gem packed with updates and thoughtful features! Step inside to beautiful hardwood floors and an updated bathroom, paired with brand-new kitchen appliances that make everyday living a breeze. Outside, you-ll love the oversized garage with an upstairs bonus space with electricity - perfect for a workshop, studio, or extra storage. The additional

  Kelsey Jarboe RE/MAX PROFESSIONAL REALTY GROUP

  2600 E Cloverdale Dr, Owensboro, KY 42303
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  /10

  Est $213,661 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,500 Sq Ft

  115 E 19th St, Owensboro, KY 42303

  115 E 19th St, Owensboro, KY 42303
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  /15

  $162,900 Pending

  • 3 Beds
  • 1 Bath
  • 1,010 Sq Ft

  2520 Daviess St, Owensboro, KY 42303

  Location Location Location Not in a Flood Zone. 3 Bedrooms 1 Bath home that has Above Ground Pool, Porches Front and Rear, Nice Fenced In Backyard and with a 1 Car Carport. Comes With Refrigerator, Dishwasher less Than ! Year Old and Range. New Water Heater less than 2 months Old. New Roof!! This Home Is very nice and wont last long with all the amenities. Close to Franey,s and Independence

  Kent Selby L. Steve Castlen, REALTORS®

  2520 Daviess St, Owensboro, KY 42303
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  /27

  $205,000 Sold Aug 08, 2025

  • 1,644 Sq Ft
  • $125/SF
  • 32 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1948

  1006 E 19th St, Owensboro, KY 42303

  Check out this beautiful 4-bedroom 2-bath home with refinished hardwood floors, a recently updated kitchen, and a fenced backyard with a storage building. In the unfinished basement, there is a partially finished area with a living room, kitchen, and bathroom. Don't let this one slip by, it's worth a look.

  KEVIN RUSSELL RED LETTER REALTY GROUP

  1006 E 19th St, Owensboro, KY 42303
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  /27

  Est $119,770 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 728 Sq Ft

  2724 Allen St, Owensboro, KY 42303

  2724 Allen St, Owensboro, KY 42303
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  /60

  $389,500 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,115 Sq Ft

  300 Magnolia Dr, Owensboro, KY 42303

  Welcome home to Magnolia Drive! Located in Central Owensboro on a corner lot on the corner of Wildwood and Eastern Parkway with over 3,100 square feet of living space. Designed by architect Max Bisson. New roof, new updates. Featuring a 2 car side load garage, basement storm shelter, cathedral ceilings with exposed beams, and much more! REDUCED $20,000! Trade Plan Available.

  Steve Castlen L. Steve Castlen, REALTORS®

  300 Magnolia Dr, Owensboro, KY 42303
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  /23

  $190,000 Sold Jul 25, 2025

  • 1,409 Sq Ft
  • $135/SF
  • 75 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1936

  303 E 24th St, Owensboro, KY 42303

  Extensively remodeled home featuring a brand-new second bathroom with a spacious walk-in shower and a generous walk-in closet. Beautifully refinished hardwood floors complemented by additional new flooring throughout. Enjoy the oversized 2.5-car detached garage and a charming covered patio, perfect for outdoor relaxation.

  Reba Besecker RE/MAX PROFESSIONAL REALTY GROUP

  303 E 24th St, Owensboro, KY 42303
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  /33

  Est $143,902 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,327 Sq Ft

  407 E 22nd St, Owensboro, KY 42303

  407 E 22nd St, Owensboro, KY 42303
• 

  

  /25

  $169,900 Pending

  • 2 Beds
  • 1 Bath
  • 962 Sq Ft

  330 E 21st St, Owensboro, KY 42303

  Welcome to this beautifully remodeled 2-bedroom, 1-bath gem, perfectly blending modern updates with cozy charm. Every inch of this home has been thoughtfully upgraded — from the sleek, new kitchen with stylish cabinetry and stainless steel appliances, to the fresh flooring and designer finishes throughout. The open living space is bright and inviting, ideal for relaxing or entertaining. The

  THE BARNES REALTY GROUP KELLER WILLIAMS ELITE

  330 E 21st St, Owensboro, KY 42303
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  /30

  $145,000 Sold Jul 18, 2025

  • 1,000 Sq Ft
  • $145/SF
  • 6 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1957

  612 Tampa Dr, Owensboro, KY 42303

  Move right in to this charming and affordable three-bedroom, one and a half bath home, perfectly priced at $139,900! Enjoy easy-care wood laminate flooring in the hallway and plush carpeting in all the bedrooms, creating a cozy and inviting atmosphere throughout. The home comes fully equipped—all appliances stay, including the washer and dryer, plus a convenient garage refrigerator/freezer combo.

  Anthony Decker 1st Class Real Estate Expert REALTORS

  612 Tampa Dr, Owensboro, KY 42303
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  /31

  Est $275,140 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,730 Sq Ft

  2917 Eastern Pkwy, Owensboro, KY 42303

  2917 Eastern Pkwy, Owensboro, KY 42303

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