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!
Pending
Price cut: $14K (7/3)
$85,000
29564 Deal Island Rd, Princess Anne, MD 21853
3beds
990sqft
Single Family Residence
Built in 1923
1 Acres Lot
$-- Zestimate®
$86/sqft
$-- HOA
What's special
Outdoor space
- 78 days
- 59
- 0
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Liz Keyser 443-454-5322,
LPT Realty, LLC 8773662213,
Listing Team: Vybe
Source: Bright MLS,MLS#: MDSO2007500
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
- Main level bathrooms: 1
- Main level bedrooms: 1
Basement
- Area: 0
Heating
- Forced Air, Propane
Cooling
- Ductless, Electric
Appliances
- Included: Water Heater
Features
- Has basement: No
- Has fireplace: No
Interior area
- Total structure area: 990
- Total interior livable area: 990 sqft
- Finished area above ground: 990
- Finished area below ground: 0
Property
Parking
- Parking features: Off Street
Accessibility
- Accessibility features: 2+ Access Exits
Features
- Levels: Two
- Stories: 2
- Pool features: None
Lot
- Size: 1 Acres
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 2001001264
- Zoning: A
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Farmhouse/National Folk
- Property subtype: Single Family Residence
Materials
- Aluminum Siding
- Foundation: Crawl Space
Condition
- New construction: No
- Year built: 1923
Utilities & green energy
- Sewer: Septic Exists
- Water: Well
Community & HOA
Community
- Subdivision: None Available
HOA
- Has HOA: No
Location
- Region: Princess Anne
Financial & listing details
- Price per square foot: $86/sqft
- Tax assessed value: $73,400
- Annual tax amount: $775
- Date on market: 6/26/2026
- Listing agreement: Exclusive Agency
- Listing terms: Cash,Conventional
- Ownership: Fee Simple
Estimated market value
Not available
Estimated sales range
Not available
$1,373/mo
Price history
| Date | Event | Price |
|---|---|---|
| 7/16/2026 | Pending sale | $85,000$86/sqft |
Source:  Bright MLS #MDSO2007500 Report a problem | ||
| 7/3/2026 | Price change | $85,000-14.1%$86/sqft |
Source: Bright MLS #MDSO2007500 Report a problem | ||
| 6/26/2026 | Listed for sale | $99,000+147.5%$100/sqft |
Source: Bright MLS #MDSO2007500 Report a problem | ||
| 11/17/2016 | Listing removed | $40,000+19900%$40/sqft |
Source: Long & Foster Real Estate, Inc. #SO8233446 Report a problem | ||
| 10/13/2016 | Sold | $200-99.5% |
Source: Public Record Report a problem | ||
| 11/12/2014 | Price change | $40,000-11.1%$40/sqft |
Source: Lacaze-Meredith Real Estate, A Long & Foster Company #SO8233446 Report a problem | ||
| 12/3/2013 | Listed for sale | $45,000+150%$45/sqft |
Source: Long & Foster Real Estate #SO8233446 Report a problem | ||
| 10/21/2005 | Sold | $18,000$18/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $1,552 +152.2% | $64,367 +16.3% |
| 2024 | $615 +19.5% | $55,333 +19.5% |
| 2023 | $515 +1.4% | $46,300 |
| 2022 | $508 +1.4% | $46,300 +2.8% |
| 2021 | $501 +1.4% | $45,033 +1.4% |
| 2020 | $494 | $44,400 |
| 2019 | $494 | $44,400 |
| 2018 | $494 | $44,400 |
| 2017 | $494 | $44,400 |
| 2016 | $494 | $44,400 |
| 2015 | $494 -34.4% | $44,400 -1.6% |
| 2014 | $753 | $45,100 |
| 2013 | -- | $45,100 |
| 2012 | -- | $45,100 -25.5% |
| 2011 | -- | $60,530 +1.7% |
| 2010 | -- | $59,490 +1.8% |
| 2009 | -- | $58,450 +1.8% |
| 2008 | -- | $57,410 +15.4% |
| 2007 | -- | $49,766 +18.1% |
| 2006 | -- | $42,123 +24.4% |
| 2005 | -- | $33,850 +9.3% |
| 2004 | -- | $30,960 +10.3% |
| 2003 | -- | $28,070 +11.5% |
| 2002 | -- | $25,180 +3.6% |
| 2001 | -- | $24,302 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: 21853
Nearby schools
Schools provided by the listing agent
- Elementary: Greenwood
- Middle: Washington Academy And
- High: Washington Academy And
- District: Somerset County Public Schools
Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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