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Homes Under $500K in Pittsville, MD
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17 listings
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Homes Under $500K in Pittsville, MD

Homes Under $500K in Pittsville, MD

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17 Listings
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Homes Under $500K in Pittsville, MD

17 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #01-6355

Call Thomas
  1. 8304 Gumboro Rd — photo5Active

    $424,900

    3 bd · 2 ba · 1,764 sqft

    8304 Gumboro Rd, Pittsville, MD

    Donna Harrington · Coldwell Banker Realty

  2. 34732 Poplar Neck Rd — photo55Active

    $389,900

    3 bd · 2 ba · 1,624 sqft

    34732 Poplar Neck Rd, Pittsville, MD

    Louis R Molnar · Keller Williams Realty Delmarva

  3. 34561 Pitts Ave — photo23Active

    $265,000

    3 bd · 1 ba · 1,008 sqft

    34561 Pitts Ave, Pittsville, MD

    Gloria Pruitt · Keller Williams Select Realtors of Annapolis

  4. 35166 Vaughns Ln — photo51Active

    $115,000

    3 bd · 2 ba · 1,620 sqft

    35166 Vaughns Ln, Pittsville, MD

    Macy Blaire Bradford · RE/MAX Advantage Realty

  5. 34572 Pitts Ave — photoPrice Reduced47Active

    $259,900

    3 bd · 1 ba · 1,724 sqft

    34572 Pitts Ave, Pittsville, MD

    Erin Failaev · ERA Martin Associates

  6. 7378 Pine St — photo28Active

    $225,500

    3 bd · 1 ba · 1,538 sqft

    7378 Pine St, Pittsville, MD

    Steven Parsons · Coldwell Banker Realty

  7. 34762 Main St — photoPrice Reduced37Active

    $295,000

    3 bd · 2 ba · 1,260 sqft

    34762 Main St, Pittsville, MD

    BRIAN LINDQUIST · 1ST CHOICE PROPERTIES LLC

  8. 7676 Maple St — photoPrice Reduced38Active

    $175,000

    2 bd · 1 ba · 828 sqft

    7676 Maple St, Pittsville, MD

    Karen Oass · Long & Foster Real Estate, Inc.

  9. 34910 Main St — photoPrice Reduced15Active

    $409,888

    3 bd · 2 ba · 1,462 sqft

    34910 Main St, Pittsville, MD

    Pamela Price · Berkshire Hathaway HomeServices PenFed Realty

  10. 34339 Pine Meadows Ln — photoPrice Reduced62Active

    $320,000

    3 bd · 2 ba · 1,532 sqft

    34339 Pine Meadows Ln, Pittsville, MD

    Michael Moore · Keller Williams Realty Delmarva

  11. 8255 Whitesville Rd — photoPrice Reduced32Active

    $200,000

    2 bd · 1 ba · 825 sqft

    8255 Whitesville Rd, Pittsville, MD

    Victor J King · Real Broker, LLC - Salisbury

  12. Tbd Old Ocean City Rd — photo21Active

    $411,990

    4 bd · 3 ba · 2,217 sqft

    Tbd Old Ocean City Rd, Pittsville, MD

    Pamela Price · Berkshire Hathaway HomeServices PenFed Realty

  13. Tbd Main St — photo4Active

    $418,990

    3 bd · 2 ba · 1,425 sqft

    Tbd Main St, Pittsville, MD

    Pamela Price · Berkshire Hathaway HomeServices PenFed Realty

  14. Tbd Old Ocean City Rd — photo21Active

    $441,900

    3 bd · 2 ba · 1,795 sqft

    Tbd Old Ocean City Rd, Pittsville, MD

    Pamela Price · Berkshire Hathaway HomeServices PenFed Realty

  15. Tbd Main St — photo20Active

    $451,900

    3 bd · 3 ba · 1,923 sqft

    Tbd Main St, Pittsville, MD

    Pamela Price · Berkshire Hathaway HomeServices PenFed Realty

  16. Tbd Main St — photo17Active

    $421,900

    4 bd · 3 ba · 1,916 sqft

    Tbd Main St, Pittsville, MD

    Pamela Price · Berkshire Hathaway HomeServices PenFed Realty

  17. Tbd Old Ocean City Rd — photo20Active

    $385,990

    4 bd · 3 ba · 1,680 sqft

    Tbd Old Ocean City Rd, Pittsville, MD

    Pamela Price · Berkshire Hathaway HomeServices PenFed Realty

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L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

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The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

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Listing data & MLS disclosures

Bright MLS
The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Realty.com participates, and is provided by BRIGHT through a licensing agreement. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale.
Listing information ©2026 BRIGHT MLS®. All Rights Reserved, Information deemed reliable but not guaranteed. Data Last Updated: 2026-11-03 17:29:48 UTC
  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #01-6355

    Call Thomas

    Pittsville, MD community profile

    Population
    1,662
    Median income
    $66,897
    Housing units
    697
    People per sq. mi.
    58.9
    Area
    28.2 sq. mi.

    Source: HJN community data

    Pittsville housing market

    October 2026 · This period is still settling

    Homes on the market · MLS, as of Oct 25, 2026

    Median list price
    $399,894
    Homes for sale
    14

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 30, 2026

    Median home size
    1,424 sq. ft.