Philpot, KY Homes for Sale under $300,000

• 

  

  

  /21

  $174,900

  $5K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft

  3485 Old Mill Ln, Owensboro, KY 42303

  This move in ready brick ranch offers comfortable living in a peaceful, tree lined setting. Inside, you’ll find a spacious living area, updated flooring, and a functional eat in kitchen with ample cabinet space. The bathroom has been refreshed and the neutral colors throughout make it easy to add your own style. Step outside and enjoy the private backyard surrounded by mature trees, complete with

  Devin Taylor eXp Realty, LLC

  3485 Old Mill Ln, Owensboro, KY 42303
• 

  

  

  /25

  $239,900

  • 4 Beds
  • 1 Bath
  • 1,508 Sq Ft

  109 E 20th St, Owensboro, KY 42303

  Completely Renovated Midtown Home - Move-In Ready! Welcome to 109 E. 20th Street, a beautifully renovated home that blends classic character with modern updates. Nearly every surface has been refreshed, allowing you to move in and enjoy worry-free living. Inside, you’ll find a bright, inviting layout featuring updated flooring, fresh paint, an all-new kitchen with stylish cabinetry, new

  Darrell Lewis Diyflatfee.com

  109 E 20th St, Owensboro, KY 42303
• 

  

  

  /35

  $299,900

  • 3 Beds
  • 1.5 Baths
  • 1,843 Sq Ft

  1900 Clinton Place W, Owensboro, KY 42301

  Charming mid-century full brick ranch offering the perfect blend of timeless character and modern updates! This beautifully maintained 3-bedroom, 1.5-bath home features an open floor plan with abundant natural light, updated flooring throughout, recessed lighting, and a cozy gas fireplace with built-in shelving. The remodeled kitchen includes updated cabinetry, countertops, stainless steel

  Gail Niehaus Solutions Real Estate Group

  1900 Clinton Place W, Owensboro, KY 42301
• 

  

  

  /29

  $274,900

  Open Sun 2PM - 3PM $15K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,559 Sq Ft

  2816 Royal Dr, Owensboro, KY 42301

  3 bed, 1.5 bath home offering 1,500+ sq ft. Located outside of a flood zone. Features include a large privacy fenced yard, new roof, hardwood floors, sunroom, dining room, and a dedicated laundry area. Kitchen cabinets have been sanded and are ready for buyer’s choice of paint color.

  Johnna Tharp BHG Realty

  2816 Royal Dr, Owensboro, KY 42301
• 

  

  

  /20

  $189,900

  $15K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,062 Sq Ft

  977 W 1st St, Owensboro, KY 42301

  Welcome to effortless living in the heart of Owensboro. This beautifully maintained 2-bedroom, 2-bath condo offers the perfect blend of comfort, convenience, and an unbeatable downtown view from its third-floor location—one that truly sets it apart from the rest. Inside, you’ll find a thoughtfully designed split-bedroom floor plan, ideal for privacy. Both bedrooms feature spacious walk-in

  Valorie Boone Keller Williams Elite

  977 W 1st St, Owensboro, KY 42301
• 

  

  /14

  $275,000

  • 2 Beds
  • 1.5 Baths
  • 2,050 Sq Ft

  1508 and 1510 W 4th St, Owensboro, KY 42303

  Investment opportunity in the heart of Owensboro. This unique package includes 1508 and 1510 W. 4th Street and is zoned B-4, offering endless possibilities for residential, commercial or mixed-use development. The property at 1508 features a 2-bedroom, 1 bath home along with a commercial building on site. The adjoining vacant lot at 1510 W 4th provides additional room for expansion, parking, new

  James Rodney Adkins BHG Realty

  1508 and 1510 W 4th St, Owensboro, KY 42303
• 

  

  /24

  $239,777

  Open Sat 10:30AM - 12PM $14K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,386 Sq Ft

  6509 Valley Brook Trace, Utica, KY 42376

  *Professional Photos Coming Tuesday 6/30/2026* Some homes are built... and some are truly designed. Custom built in 2020 and lovingly maintained by its only owner, this 3-bedroom, 2-bath home offers 1,386 square feet where every detail feels intentional. From the open layout that makes everyday living and entertaining effortless to the generously sized bedrooms, this home was thoughtfully planned

  NATALIE MCCASLIN Real Broker, LLC

  6509 Valley Brook Trace, Utica, KY 42376
• 

  /2

  $29,900

  • Land

  416 Jed Place, Owensboro, KY 42301

  Vacant level and ready to build on. 5,302 sq ft lot. All utilities on or at the property. Ideal for home or modular on permanent foundation. Current plat and survey available.

  TOM CLARK Tony Clark REALTORS®

  416 Jed Place, Owensboro, KY 42301
• 

  

  /16

  $199,500

  $10K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,604 Sq Ft

  3401 Deer Trail, Owensboro, KY 42301

  Located in the desirable Audubon Acres neighborhood, this charming corner-lot home at 3401 Deer Trail offers both convenience and versatility. This 2-bedroom, 1-bathroom home features a comfortable layout with a welcoming screened-in porch—perfect for relaxing or entertaining. The property includes a 1-car attached garage along with a spacious 2-car detached garage, providing ample parking,

  Rose Castlen Rose Realty

  3401 Deer Trail, Owensboro, KY 42301
• 

  

  /36

  $299,900

  • 3 Beds
  • 2 Baths
  • 1,773 Sq Ft

  2204 Bent Grass Point, Owensboro, KY 42303

  This beautifully updated all-brick, 3 bedroom, 2 bath home features a versatile bonus room and an inviting open floor plan. Prime location in one of Owensboro's most sought after communities - the Heartlands - is minutes from restaurants, grocery stores, doctor’s offices. The remodeled kitchen offers white cabinetry, a stylish backsplash, stainless steel appliances and ample workspace for

  Diane Brancato Greater Owensboro Realty Co.

  2204 Bent Grass Point, Owensboro, KY 42303
• 

  

  /37

  $204,900

  Open Sat 1:30PM - 2:30PM $5K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft

  3732 Legacy Run, Owensboro, KY 42301

  Welcome home to this one level, offering in Heritage Park. This popular floor plan includes a single car attached garage, and a large, privacy fenced backyard. You'll be absolutely impressed with all the updates in this home. They include a new roof, new patio door, fresh paint, granite counters, solid wood cabinets and a deep sink/faucet. The BRAND NEW refrigerator, range and microwave remain

  VALERIE SIMMONS Greater Owensboro Realty Co.

  3732 Legacy Run, Owensboro, KY 42301
• 

  /2

  $60,000

  $5K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,470 Sq Ft

  905 Walnut St, Owensboro, KY 42301

  great investment opportunity, currently has tenants

  Bonita Thorp My Ky Homes Realty

  905 Walnut St, Owensboro, KY 42301
• 

  

  /18

  $144,900

  $10K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 812 Sq Ft

  2605 Daviess St, Owensboro, KY 42303

  Price improvement alert $144,900!! Move-in ready and conveniently located in the desirable Legion Park area of Owensboro, this well-maintained home offers two bedrooms and one full bathroom—ideal for first-time buyers, downsizers, or investors. This home is NOT in the flood plain. Major updates include a brand-new roof and new vinyl siding, giving the exterior a clean, refreshed look and adding

  The Empire Property Group, LLC Legendary Brokerage

  2605 Daviess St, Owensboro, KY 42303
• 

  

  /10

  $274,300

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,347 Sq Ft

  The Baywood Plan at Keeneland Trace, Owensboro, KY 42301

  The Baywood is an excellent choice for first-time or downsizing buyers. This one-level home features a well-designed three-bedroom, two-bath layout. The split bedroom plan ensures optimum privacy, while the foyer opens into a welcoming family area and a charming eat-in kitchen. The owner's suite is a serene retreat with an ensuite bath and spacious walk-in closet.

  Thompson Homes Inc Builder

  2443 Winning Colors Way Unit 36700136, Owensboro, KY 42301
• 

  

  /28

  $250,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,495 Sq Ft

  4415 Hunters Trace, Owensboro, KY 42303

  Check out this charming 3-bedroom, 2-bath home with a 2-car attached garage, offering 1,495 square feet of comfortable living space near Country Heights Elementary! Inside, you’ll love the spacious eat-in kitchen featuring beautiful granite countertops—perfect for everyday living and entertaining. Step outside to relax in the fully fenced backyard, ideal for pets, play, or quiet evenings at home.

  JULIE MOSS EPIC Realty

  4415 Hunters Trace, Owensboro, KY 42303
• 

  

  /13

  $201,900

  • 3 Beds
  • 1 Bath
  • 1,073 Sq Ft

  254 Lakewood Dr, Owensboro, KY 42301

  This home has new roof, vinyl siding and gutters since the hailstorm of 2025. Also has luxury vinyl plank flooring throughout.

  Gail Niehaus Solutions Real Estate Group

  254 Lakewood Dr, Owensboro, KY 42301
• 

  

  /31

  $259,000

  $11K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 2,097 Sq Ft

  2416 Cavalcade Dr, Owensboro, KY 42301

  The uniqueness of this floor plan lends opportunity to many living and bedroom options. 4 bedrooms yes, 2 family rooms yes, dining room yes, huge master suite yes, yes, yeas. Enjor a detached 16x24 shop, fenced yard, spotless inside, beautiful, trendy, and immediate occupancy.

  Tracy Ioia RE/MAX Professional Realty Grp

  2416 Cavalcade Dr, Owensboro, KY 42301
• 

  

  /21

  $204,900

  • 3 Beds
  • 1.5 Baths
  • 1,305 Sq Ft

  1703 E 24th St, Owensboro, KY 42303

  Welcome home to this move-in ready 3-bedroom, 1.5-bath home offering the space and updates today's buyers are looking for. With two separate living areas, there's plenty of room to spread out whether you're entertaining guests, working from home, or simply enjoying everyday life. The updated kitchen features modern cabinetry, stylish backsplash, and stainless appliances, creating a fresh,

  Devin Taylor eXp Realty, LLC

  1703 E 24th St, Owensboro, KY 42303
• 

  /2

  $129,900

  • 2 Beds
  • 1 Bath
  • 920 Sq Ft

  1617 W 1st St, Owensboro, KY 42301

  This is an investment property and has been an excellent rental property for the seller. Property is in good condition and on a month to month basis at this time. Surrounded by a chain link fence, great for anyone with a dog!

  Stacy Sturgeon L. Steve Castlen, REALTORS®

  1617 W 1st St, Owensboro, KY 42301
• 

  

  /13

  $129,900

  $10K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 864 Sq Ft

  2701 W 5th St, Owensboro, KY 42301

  This 3bd 1ba home with detached garage has been nicely updated in recent years: new roof and siding in last year, interior is fresh and clean and ready to move in. Located on an attractive section of the street with mature shade and a fenced yard, this home will be easy to keep and is ready for you: call now!

  Brad Cecil Farmer's House Real Estate LLC

  2701 W 5th St, Owensboro, KY 42301
• 

  

  /34

  $118,000

  • 1 Bed
  • 1 Bath
  • 720 Sq Ft

  1104 Locust St, Owensboro, KY 42301

  Charming 1-bedroom, 1-bathroom traditional frame home built in 1941. This property features original hardwood flooring on the main level, offering a warm and classic feel. The main floor includes a comfortable living area, dedicated dining space and partially finished basement. Outside, the level lot features a fully fenced-in backyard complete with a gazebo and a storage building for your tools

  Timothy Hall Key Associates Signature Realty

  1104 Locust St, Owensboro, KY 42301
• 

  

  /25

  $220,000

  $5K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,161 Sq Ft

  4212 Settlers Point, Owensboro, KY 42303

  I can truly say this is one of my favorite neighborhoods because I once lived here myself. Ideally located between the growing Highway 54 area and convenient bypass access to Frederica Street, this updated brick home offers comfort, convenience, and charm. Inside, you’ll find two generously sized bedrooms, fresh updated paint, a remodeled kitchen, an open-concept layout, and a spacious living

  Tracy Ioia RE/MAX Professional Realty Grp

  4212 Settlers Point, Owensboro, KY 42303
• 

  

  /26

  $214,900

  • 3 Beds
  • 2 Baths
  • 1,290 Sq Ft

  126 Partridge Loop, Owensboro, KY 42301

  Hidden on a quiet corner of Audubon Acres, 126 Partridge Loop is the picture perfect address for great beginning. This 3 bedroom, 2 bath home offers 1,290 square feet of living space with an open-concept layout, vaulted ceiling, and plenty of natural light. You'll love the open Great Room & Dining Room flow, with direct access to the galley kitchen, equipped with all appliances included. The main

  Matthew Graviss Tony Clark REALTORS®

  126 Partridge Loop, Owensboro, KY 42301
• 

  

  /20

  $184,900

  $45K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 1,784 Sq Ft

  1900 Freeman Ave, Owensboro, KY 42301

  Add the finishing touches to this beautifully updated residence combines modern style with functional living space. Boasting 3 generous bedrooms and two bathrooms, this home offers the perfect layout for comfortable living and effortless entertaining. Property Highlights Modern Interiors: Step inside to find a bright, airy floor plan featuring fresh paint, updated flooring, and contemporary light

  KATIE HUMPHREY 1st Class Real Estate Decker Real Estate Group

  1900 Freeman Ave, Owensboro, KY 42301
• 

  /2

  $165,000

  $12K PRICE INCREASE

  • Land
  • 41,382 Sq Ft
  • $173,684 per Acre

  3779 Thruston Dermont Road (Lot#23), Owensboro, KY 42303

  Welcome to Pleasant Valley Reserve! This brand-new development offers spacious building lots ideal for your dream home. Bring your own builder or ask about our trusted recommendations. Located in East Daviess County, this community is less than a mile from the rapidly developing Highway 54 corridor—offering the perfect mix of privacy and convenience. Features include a well-maintained private

  THE HARRIS GROUP Keller Williams Elite

  3779 Thruston Dermont Road (Lot#23), Owensboro, KY 42303
• 

  

  /20

  $269,900

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft

  448 Camden Cir, Owensboro, KY 42301

  Welcome to this well-maintained 3 bedroom, 2 bath ranch home located in Graystone Estates! From the moment you step inside, it's evident this home has been lovingly cared for by its owners. The spacious living room welcomes you with vaulted ceilings, attractive laminate flooring, neutral décor, and an open, inviting atmosphere perfect for everyday living and entertaining. The updated "WOW"

  Leah Christian Supreme Dream Realty, LLC

  448 Camden Cir, Owensboro, KY 42301
• 

  

  /16

  $200,000

  $10K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 1,489 Sq Ft

  1911 Wyandotte Ave, Owensboro, KY 42301

  All brick 4 BD, 1.5 BA home with extra room for lounging or hobbies. Enjoy the covered back porch! Original parquet flooring. Replacement windows, fenced back yard, and storage shed. Lots of room! Don't miss out on this opportunity! Also a 1-year Home Warranty included at closing for peace of mind. PLUS transferrable warranty for windows and glass breakage from Window World.

  Karen Gross RE/MAX Professional Realty Grp

  1911 Wyandotte Ave, Owensboro, KY 42301
• 

  

  /31

  $279,900

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,777 Sq Ft

  3105 Avenue of the Park, Owensboro, KY 42303

  Nestled in a prime location, this uniquely situated three-bedroom, two-bathroom home (with a bonus room) offers easy access to shopping, numerous amenities, and the serene Adkisson Greenbelt Park. Spanning 16.5 miles, this greenbelt park encircles the city, connecting neighborhoods, parks, schools, and local hotspots. Whether you're in the mood for a movie, browsing through a variety of stores,

  KATIE HUMPHREY 1st Class Real Estate Decker Real Estate Group

  3105 Avenue of the Park, Owensboro, KY 42303
• 

  

  /17

  $269,500

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  3938 Reliant Cir, Owensboro, KY 42301

  Welcome home to the Tradewinds at Bon Harbor community! Cathedral ceilings, new roof, siding and gutters and downspouts in 2025. Part of 2 car garage converted to office, bringing square footage to 1,400. New Walk-in shower. Partial privacy fence, shade trees. Florida room. New AC, furnace, and gas stove in 2024. This one won't last long!

  Steve Castlen L. Steve Castlen, REALTORS®

  3938 Reliant Cir, Owensboro, KY 42301
• 

  /2

  $75,900

  • Land
  • 30,492 Sq Ft
  • $108,429 per Acre

  3173 Bridgewater Cove, Owensboro, KY 42303

  Beautiful building lot on cul-de-sac. Some trees on the back of the lot.

  Judy Lambert RE/MAX Professional Realty Grp

  3173 Bridgewater Cove, Owensboro, KY 42303
• 

  

  /24

  $239,000

  $11K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,025 Sq Ft

  2000 Trillium Gardens, Owensboro, KY 42303

  Looking for super easy maintenance? We've got it here. 2000 Trillium Gardens is a part of the Gardens of the Heartlands Condo community and all you need to take care of is the inside, but with a 1 year old HVAC unit, you only have the little things to worry about. LVP flooring throughout the main spaces, kitchen, dining, and living spaces all open and flow to enjoy company when you have guests.

  M. TYLER Matthews Greater Owensboro Realty Co.

  2000 Trillium Gardens, Owensboro, KY 42303
• 

  

  /26

  $182,000

  • 2 Beds
  • 1 Bath
  • 842 Sq Ft

  1901 Fleming Ave, Owensboro, KY 42301

  Some homes just have that feel-good factor, and this is one of them! Nestled in the beautiful Griffith area, this charming 2-bedroom home sits on a spacious corner lot surrounded by mature blooming trees that make the property feel established and inviting. The fenced backyard offers plenty of room for pets, play, or summer get-togethers, while the long driveway, extra parking, and 2-car detached

  NATALIE MCCASLIN Real Broker, LLC

  1901 Fleming Ave, Owensboro, KY 42301
• 

  

  /37

  $269,900

  Open Sat 12:30PM - 2:30PM

  • 3 Beds
  • 1.5 Baths
  • 1,636 Sq Ft

  518 Booth Ave, Owensboro, KY 42301

  This 3 bedroom, 1.5 bath home has already had the hard work done for you: a fully remodeled kitchen with white shaker cabinets, granite countertops, herringbone tile backsplash, and stainless appliances, plus a remodeled bathroom, new LVP flooring, a new roof in 2025, and a new water heater in 2024. The showstopper is the oversized living room addition, giving you real entertaining space that

  THE HARRIS GROUP Keller Williams Elite

  518 Booth Ave, Owensboro, KY 42301
• 

  

  /25

  $199,900

  $5K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,212 Sq Ft

  3874 Lewis Ln, Owensboro, KY 42301

  Great One-Story Brick Home in Cameo Park! Location, convenience, and value all come together in this charming one-story brick home! Whether you're a first-time homebuyer, an investor, or looking to downsize, this home is one you won't want to miss. Offering 3 bedrooms, 1.5 bathrooms, and a single attached garage, this home also features a spacious, fenced backyard that's perfect for entertaining,

  Vickie Ballard Supreme Dream Realty, LLC

  3874 Lewis Ln, Owensboro, KY 42301
• 

  

  /9

  $89,900

  • Land
  • 20,037 Sq Ft
  • $195,435 per Acre

  3825 Locust Hill Dr, Owensboro, KY 42303

  Build your dream home on this beautiful lot just shy of a half acre in one of the east side's most desirable neighborhoods! Offering plenty of space for your custom home, outdoor living, and more, this property combines the perfect balance of neighborhood living with room to spread out. Conveniently located near schools, shopping, dining, and everyday amenities, this is an incredible opportunity

  Carrie Jones EPIC Realty

  3825 Locust Hill Dr, Owensboro, KY 42303
• 

  

  /21

  $286,400

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,590 Sq Ft

  The Delaney Plan at Keeneland Trace, Owensboro, KY 42301

  Introducing the Delaney a new modern day single-level floorplan designed with open concept living in mind, featuring a covered outdoor living space surrounded, and an optional bonus room. A stylish entryway invites you into this home featuring 3 bedrooms, a spacious great room, laundry room, kitchen with large dining area, and includes a 2-car garage.The kitchen offers a walk-in pantry and center

  Thompson Homes Inc Builder

  2443 Winning Colors Way Unit 36700141, Owensboro, KY 42301
• 

  

  /7

  $35,000

  • Land
  • 18,295 Sq Ft
  • $83,333 per Acre

  4130 Medley Rd, Owensboro, KY 42301

  Discover an excellent opportunity to build your dream home on this desirable corner lot located at 4130 Medley Road in West Daviess County, Owensboro, KY. This property offers a beautiful setting with the flexibility to design a custom single-family residence tailored to your lifestyle. All underground utilities are available, making the building process smooth and convenient. The corner location

  Amy Nix RE/MAX Professional Realty Grp

  4130 Medley Rd, Owensboro, KY 42301
• 

  

  /29

  $249,900

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,647 Sq Ft

  1637 Sioux Place, Owensboro, KY 42301

  This beautifully remodeled one-level, 3-bedroom, 2-bathroom brick home is move-in ready. It features a range of updates, including a new roof, gutters, flooring, a complete interior paint, stainless steel appliances, modern bathrooms, landscaping, and more. Schedule your showing today—this property won’t last long! No flood required.

  DAUGHERTY - PHELPS TEAM Triple Crown Realty Group

  1637 Sioux Place, Owensboro, KY 42301

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