Date
Details
Price
Change
Source
6/26/2026
Listed
$99,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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Property Description
Unique investment opportunity on Maryland's Eastern Shore! This duplex offers incredible flexibility for investors, house hackers, or buyers looking to generate rental income. Situated on a spacious 1+ acre lot, the property features two separate units under one roof: a 1-bedroom, 1-bath unit and a 2-bedroom, 1-bath unit. Mini-split systems provide efficient heating and cooling, while the large lot offers ample parking, outdoor space, and future potential. Live in one unit and rent the other, add to your rental portfolio, or explore value-add opportunities. Located just minutes from historic downtown Princess Anne, the University of Maryland Eastern Shore (UMES), shopping, dining, and major routes throughout the Eastern Shore. Enjoy the area's small-town charm, proximity to the Chesapeake Bay, fishing, boating, and outdoor recreation while benefiting from strong rental demand. Potential rental income estimated at $1,000+/month for the 1-bedroom unit and $1,300+/month for the 2-bedroom unit. Seller is highly motivated and the property is easy to show!
Full Property Details
Full Property Details for 29564 Deal Island Road W
General
- Price: $99,000
- Taxes: $775 (2025)
- Status: Active
- Type: Single Family
- Source: BrightMLSMidAtlantic
- MLS ID: MDSO2007500
- Updated: 6/26/2026
- Added to Site: 1 day(s) ago
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
- Upper Floor Baths: 1
- Upper - Full Baths: 1
- Main Floor Baths: 1
- Main - Full Baths: 1
Bedrooms
- Total Bedrooms: 3
- Bedrooms Upper: 2
- Bedrooms Main & Up: 1
Parking
- Parking Type: Off Street
Location
- Area: Somerset West of Rt-13 (20-01)
- County: SOMERSET
- Driving Directions: Please use Apple or Google Maps.
School Information
- School District: Somerset County Public Schools
- Elementary School: Greenwood
- Middle School: Washington Academy And
- High School: Washington Academy And
Heating & Cooling
- Cooling Type: Ductless/Mini-Split
- Cooling Fuel: Electric
- Heating Type: Forced Air
- Heating Fuel: Propane - Leased
- Water Heater: Propane
Utilities
- Sewer: Septic Exists
- Water: Well
Structural Information
- Architectural Style: Farmhouse/National Folk
- Structure Type: Detached
- Construction: Aluminum Siding
- Foundation: Crawl Space
- Stories Description: Main, Upper 1
- Square Feet: 990
- Sq. Ft. Source: Assessor
- Living Area: 990 Sq. Ft.
- Finished Above Grnd: 990 Sq. Ft.
- Year Built: 1923
- Year Built Source: Assessor
Lot Features
- Lot Size (Acres): 1
- Lot Size (Sq. Ft.): 43,560
- Lot Size Source: Estimated
- Zoning: A
Financial Considerations
- Price Per Sq. Ft.: $100
- Assessment Year: 2026
- City/TownTax Freq: Annually
- County Tax: $644
- County Tax Freq: Annually
- Tax w/Assessment: $73,400
- Tax Amount: $775
- Tax Year: 2025
- Tax Total Finished Sq. Ft.: 990
Disclosures and Reports
- Ownership: Fee Simple
Listed by LPT Realty, LLC, Elizabeth Keyser
We Value Your Privacy
We Value Your Privacy
We Value Your Privacy
Listing agent
— 29564 Deal Island Road W —
Elizabeth Keyser
LPT Realty, LLC
Listing Office Email: mdbrokers@lptrealty.com
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 29564 Deal Island Road W
School District:Somerset County Public Schools
| Name | Grades | Distance |
|---|---|---|
Greenwood Elementary School, Princess Anne, MD 11412 Dryden Road, Princess Anne, MD 21853 | 2-5 | 1.8 mi |
Princess Anne Elementary School, Princess Anne, MD 11576 Lankford Avenue, Princess Anne, MD 21853 | PK-1 | 1.8 mi |
Washington Academy And High School 10902 Old Princess Anne Road, Princess Anne, MD 21853 | 8-12 | 2.4 mi |
Somerset 6/7 Intermediate School 7970 Tawes Campus Drive, Westover, MD 21871 | 6-7 | 6.4 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 29564 Deal Island Road W
Tax History
Tax History for 29564 Deal Island Road W
Year
Property Taxes
Change
Tax Assessment
Change
2025
$1,552
201%
$64,367
16%
2023
$515
—
$55,333
20%
2023
$515
1%
$46,300
1%
2022
$508
-8%
$45,667
1%
2020
$554
—
$45,033
1%
2021
$554
—
$44,400
—
2020
$554
—
$44,400
—
2019
$554
—
$44,400
—
2018
$554
—
$44,400
—
2017
$554
—
$44,400
—
2016
$554
6%
$44,400
-2%
2015
$523
—
$45,100
—
2014
$523
—
$45,100
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 29564 Deal Island Road W
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29564 Deal Island Road W, Princess Anne, MD 21853 (MLS# MDSO2007500) is a Single Family property with 3 bedrooms and 2 full bathrooms. 29564 Deal Island Road W is currently listed for $99,000 and was received on June 26, 2026. Want to learn more about 29564 Deal Island Road W? Do you have questions about finding other Single Family real estate for sale in Princess Anne? You can browse all Princess Anne real estate or contact a Coldwell Banker agent to request more information.