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Midtown East Homes for Sale

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  • /61

    $499,900

    • 4 Beds
    • 4 Baths
    • 4,385 Sq Ft

    206 Phillips Ct, Owensboro, KY 42303

    The back deck is made of Brazilian ipe hardwood lumber. The master suite shower has seven heads with plenty of space. The upstairs tub is insulated so it keeps hot water longer. The floor in the master suite bath is heated and has a separate thermostat. The house has a water softener system and a tankless water heater. Gas logs with remote are in the front parlor and in the den as well. The

    Agent Photo

    Joetta O'Brien

    Risner & Associates Realty, Inc.

    (270) 479-7517

    206 Phillips Ct, Owensboro, KY 42303
  • /35

    $330,000

    $16K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,374 Sq Ft

    301 W Legion Blvd, Owensboro, KY 42303

    NEW PRICE — You’re going to want to see this one in person Welcome to Midtown East, where modern upgrades meet everyday comfort in a home that’s been completely transformed from top to bottom. This isn’t just a remodel—it’s a fresh start. Step inside and feel the difference with 2,374 sq ft of beautifully redesigned living space, featuring: 4 spacious bedrooms 2.5 stylish bathrooms Open-concept

    Agent Photo

    TEUDIS PEREZ

    Keller Williams Elite

    (270) 533-7619

    301 W Legion Blvd, Owensboro, KY 42303
  • /26

    $265,000

    $25K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,806 Sq Ft

    2628 Saint Ann St, Owensboro, KY 42303

    Great location !! This is a one owner home it fantastic move in condition with a 4 bedrooms 2 baths with a half basement and detached 2 1/2 car garage. This home has new shingles , windows and gutters installed October 1, 2025. The hard wood floors have been refinishes along with interior painting. The kitchen has oak cabnets and ceramic flooring. This home is a must see

    Ken Plas L. Steve Castlen, REALTORS®

    2628 Saint Ann St, Owensboro, KY 42303
  • /20

    $229,900

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,635 Sq Ft

    3024 Quincy Ct, Owensboro, KY 42303

    Buyer Bonus! Sellers will pay $10,000.00 towards buyers closing costs and update choices-paid at closing. An amazing all brick home in central Owensboro. All on one level with large master with on-suite bathroom. Bonus room perfect for an extra bedroom or extra living area. Replacement windows. New roof in 2025. Fenced back yard with deck area perfect for summer. Located on cul-de-sac. Call today

    Nathan Johnson Rose Realty

    3024 Quincy Ct, Owensboro, KY 42303
  • /10

    $650,000

    • Land
    • 11.07 Acres
    • $58,717 per Acre

    4301 J R Miller Blvd, Owensboro, KY 42303

    Central location for development zoned B-4. Road frontage from JR Miller as well as Veach Rd. Strong visibility from the bypass. Call John Ross Martin 270-608-2412 for full overview of this property.

    John Ross Martin BHG Realty

    4301 J R Miller Blvd, Owensboro, KY 42303
  • /23

    $191,000

    $2K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 974 Sq Ft

    106 W 20th St, Owensboro, KY 42303

    Step into this beautifully refreshed 3-bedroom, 1.5-bath home that blends comfort, style, and convenience within a well-designed 974 sq ft layout. Inside, you'll find durable LVT flooring throughout, complemented by a brand-new roof and low-maintenance vinyl siding, making this home truly move-in ready. Relax on the inviting front porch, perfect for morning coffee or winding down in the evening.

    STEPHANIE BERTRAM BHG Realty

    106 W 20th St, Owensboro, KY 42303
  • /26

    $216,900

    Open Sat 10AM - 11:30AM
    • 2 Beds
    • 2 Baths
    • 1,173 Sq Ft

    3024 Sterling Ct, Owensboro, KY 42303

    Welcome to this beautifully designed 2-bedroom, 2-bath condo offering the perfect blend of comfort, style, and low-maintenance living. Conveniently located close to shopping, dining, and within walking distance to a local park, this home provides easy access to everyday amenities while maintaining a peaceful residential feel. The heart of the home is the stunning kitchen, featuring quartz

    VALERIE SIMMONS Greater Owensboro Realty Co.

    3024 Sterling Ct, Owensboro, KY 42303
  • /6

    $3,900,000

    2916 Veach Rd, Owensboro, KY 42303

    50 Units 1, 2, and 3 bedroom apartment complex. Centrally located W/D hookups Potential lot to add more units Rare opportunity

    LISA KASSINGER Supreme Dream Realty, LLC

    2916 Veach Rd, Owensboro, KY 42303
  • /27

    $164,900

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft

    35 Colonial Ct, Owensboro, KY 42303

    Charming 3-bedroom, 1-bath home located in a quaint, centrally situated Owensboro neighborhood! The inviting front porch is truly the heart of this home—perfect for morning coffee, long conversations, and that warm, welcoming feel reminiscent of simpler times. Inside, you’ll find a comfortable and functional layout full of charm, ideal for first-time homebuyers or growing families. The full

    THE BARNES REALTY GROUP eXp Realty, LLC

    35 Colonial Ct, Owensboro, KY 42303
  • /42

    $379,000

    $31K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,611 Sq Ft

    6408 Jessica Ln, Owensboro, KY 42303

    Some images have digitally alerted and labeled accordingly. Built just three years ago by Jagoe Homes, this beautiful National Craftsman–style home blends timeless character with modern convenience. Offering 2,611 square feet of thoughtfully designed living space, the home features 4 spacious bedrooms and 2.5 bathrooms, providing plenty of room for comfortable living and entertaining. The

    Jason Eddy FC Tucker / Collier

    6408 Jessica Ln, Owensboro, KY 42303
  • /38

    $339,900

    $45K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,377 Sq Ft

    2931 Frederica St, Owensboro, KY 42301

    Exceptional in Wesleyan Heights. From the moment you arrive, the brick-front exterior with new stately black roof, the wrought iron gates, the brick paver patio set the tone for what's inside... Beautifully maintained and thoughtfully designed, this 4-bedroom, 2.5-bath home offers over 3,300 square feet of living space across three levels. The main level features an open living room with an

    Angela Clark Tony Clark REALTORS®

    2931 Frederica St, Owensboro, KY 42301
  • /13

    $135,000

    $15K PRICE DROP
    • Land
    • 16,988 Sq Ft
    • $346,154 per Acre

    1025 Breckenridge St, Owensboro, KY 42303

    Location. Visibility. Opportunity. This high-traffic lot sits in one of the most traveled areas of town, offering incredible exposure for your next venture. Whether you're considering retail, office space, food service, or a custom development project, this property provides the flexibility and positioning to bring your vision to life.

    STEPHANIE BERTRAM BHG Realty

    1025 Breckenridge St, Owensboro, KY 42303
  • /18

    $119,900

    • 2 Beds
    • 1 Bath
    • 785 Sq Ft

    820 E 20th St, Owensboro, KY 42303

    Wonderful opportunity for homeowners and investors. Nice 2 bedroom home with full basement and large side porch which could be screened or enclosed. An exterior door opens on to that porch. 2-year old roof and 6-year old heat and air. Living room fireplace with gas logs. Hardwood floors in living room and bedrooms.

    820 E 20th St, Owensboro, KY 42303
  • /32

    $409,900

    $30K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,466 Sq Ft

    2919 Southland Rd, Owensboro, KY 42303

    Completely remodeled and updated home ready to move in! All brick design with walk out basement. Main level features two bedrooms and full bathroom. Ornate living room fireplace. Open dining-living room area perfect for entertainment and everyday time together. New kitchen cabinets and countertops. New wood designed luxury vinyl throughout home. Two large bedrooms upstairs with walk in closets

    Nathan Johnson Rose Realty

    2919 Southland Rd, Owensboro, KY 42303
  • /18

    $147,500

    $8K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 812 Sq Ft

    2605 Daviess St, Owensboro, KY 42303

    New price $147,500!! 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 long-term

    The Empire Property Group, LLC Legendary Brokerage

    2605 Daviess St, Owensboro, KY 42303
  • /20

    $229,900

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,016 Sq Ft

    303 E 20th St, Owensboro, KY 42303

    Step into this beautifully updated 3-bedroom, 2-bath home offering the perfect blend of comfort, style, and convenience. Centrally located in Owensboro, this property provides easy access to shopping, dining, and local amenities while still offering an updated retreat to call home. Inside, you’ll love the tall ceilings that create an open, airy feel throughout the main living spaces. The updated

    BAILEY BOSWELL BHG Realty

    303 E 20th St, Owensboro, KY 42303
  • /8

    $169,900

    • 3 Beds
    • 1 Bath
    • 1,107 Sq Ft

    3106 Daviess St, Owensboro, KY 42303

    Welcome home to this charming 3-bedroom, 1-bath brick home conveniently located in the heart of Owensboro! Offering over 1,100 square feet of living space, this well-maintained property combines comfort, functionality, and a great central location. Inside, you'll find a spacious layout with plenty of natural light, comfortable living areas, and three generously sized bedrooms. The home's classic

    BAILEY BOSWELL BHG Realty

    3106 Daviess St, Owensboro, KY 42303

Why Live in Midtown East

Midtown East is a small neighborhood in Owensboro located just under a mile from downtown. It features a mix of bungalows, ranch-style homes, duplexes and Craftsman-style houses, with occasional Cape Cods and cottage-style homes. The neighborhood is characterized by gridded streets lined with mature trees and bright flowers, though some areas in the northeast lack sidewalks. Homes range from 1950s constructions to new builds, with prices varying from $55,000 for investment properties to over $300,000 for new traditional styles. Residents enjoy numerous parks, including Cap Gardner Park and Legion Park, which offer playgrounds, splash parks and walking trails. The nearby Owensboro Country Club provides an 18-hole golf course and other recreational facilities. The Adkisson Greenbelt and the YMCA of Owensboro Daviess County offer additional outdoor and indoor fitness options. Midtown East is adjacent to downtown Owensboro, placing popular attractions like the Owensboro Regional Farmers Market within easy reach. Local dining options include Lizzie's Diner and Gary's Drive-In, while chain restaurants and coffee shops are along Frederica Street and Wesleyan Park Plaza. The neighborhood is located within 2 miles of Highway 60 and Interstate 165, and Owensboro-Daviess County Regional Airport is less than 4 miles away. Newton Parrish Elementary School and Owensboro High School are highly rated, with the latter being recognized for its fine arts program. Nearby higher education institutions include Brescia University, Kentucky Wesleyan College, and Owensboro Community & Technical College.

Frequently Asked Questions

Is Midtown East a good place to live?
Midtown East is a good place to live. Midtown East is considered somewhat walkable and somewhat bikeable. Midtown East is an urban pioneer neighborhood. Midtown East has 3 parks for recreational activities. It has a median age of 39. The average household income is $66,242 which is below the national average. College graduates make up 24.3% of residents. A majority of residents in Midtown East are home owners, with 49% of residents renting and 51% of residents owning their home. A local real estate agent serving Midtown East can help you decide if this neighborhood is the right one for you. Learn more on our Midtown East neighborhood guide.
Is Midtown East, KY a safe neighborhood?
Midtown East, KY is less safe than the average neighborhood in the United States. It received a crime score of 5 out of 10.
How much do you need to make to afford a house in Midtown East?
The median home price in Midtown East is $189,900. If you put a 20% down payment of $38,000 and had a 30-year fixed mortgage with an interest rate of 6.47%, your estimated principal and interest payment would be $960 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $41K a year to afford the median home price in Midtown East. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Midtown East is $66K.
What are the best public schools in Midtown East?
The best public schools that serve Midtown East are:
What are the best private schools in Midtown East?
The best private schools that serve Midtown East are:
What are the most popular zip codes in Midtown East, Owensboro, KY?
The most popular zip codes in Midtown East, Owensboro, KY include 42303, 42301, 42376, 42366 and 42355.
What are the most popular neighborhoods near Midtown East, Owensboro, KY?
The most popular neighborhoods near Midtown East, Owensboro, KY are Dogwood Azalea, Seven Hills, Old Owensboro, Southeast Owensboro and Northwest Side.

Midtown East Home Prices vs. Nearby Owensboro, KY Neighborhoods

Midtown East Old Owensboro Madisonville Northwest Side
Median Home Price
$189,900
$149,900
$195,000
$139,450
Median Sale Price
$182,000
+7% YoY
$135,000
-7% YoY
$178,000
-3% YoY
$122,500
-2% YoY
Median Single Family Price
$184,000
$143,750
$189,000
$120,000
Median Townhouse Price
$255,000
--
$70,000
$315,000
Median Condo Price
$276,500
$539,500
--
$195,000
Total Active Listings
15
12
78
9
Market Conditions
2 Months
Seller's Market
2 Months
Seller's Market
3 Months
Seller's Market
2 Months
Seller's Market
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