Welcome to 29550 Deal Island Rd, an impressive 3-bedroom, 2-bathroom home situated on a generous 1.75-acre lot in Princess Anne! Combining fantastic living space with exceptional privacy, this property offers over 2,000 square feet of comfort, flexibility, and practical functionality. Arriving at the home, you are greeted by a convenient circular driveway that provides plenty of parking and easy access around the property. Step inside to a beautifully maintained interior featuring warm, gorgeous hardwood floors throughout the bedrooms. The kitchen stands out as a focal point, appointed with sleek granite countertops and stainless steel appliances that make meal prep a joy. Both full bathrooms have been completely renovated from top to bottom with brand-new, modern finishes. Heading downstairs, you’ll find an expanse of versatile living space. The vast lower level features a massive family room—the perfect setup for movie nights, hosting game days, or spending quality time together. Adjacent to the main area is a wide, dedicated laundry room with ample space for folding, storage, and extra utility. Outside, the property caters to every hobbyist, mechanic, or outdoor enthusiast. In addition to the attached 2-car garage, the deep backyard features an expansive detached 2-car garage and workshop. With plenty of clearance and square footage, it is ideal for storing boats, setting up a car workshop, or creating the ultimate hobby space. Surrounded by mature trees and 1.75 acres of room to spread out, you can enjoy peace, quiet, and complete privacy right at home. Don't miss out on this unique mix of space, updates, and workshop potential—schedule your private tour today!
For sale
$299,900
29550 Deal Island Rd, Princess Anne, MD 21853
3beds
2,298sqft
Single Family Residence
Built in 1960
1.75 Acres Lot
$291,100 Zestimate®
$131/sqft
$-- HOA
What's special
Surrounded by mature treesBeautifully maintained interiorStainless steel appliancesPlenty of parkingConvenient circular driveway
- 6 days
- 280
- 57
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
David Sher 248-450-4303,
ERA Martin Associates 4107491818,
Co-Listing Agent: Erin Failaev 443-783-0099,
ERA Martin Associates
Source: Bright MLS,MLS#: MDSO2007866
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
- Main level bathrooms: 2
- Main level bedrooms: 3
Heating
- Heat Pump, Electric
Cooling
- Central Air, Electric
Appliances
- Included: Electric Water Heater
Features
- Has basement: No
- Has fireplace: No
Interior area
- Total structure area: 2,298
- Total interior livable area: 2,298 sqft
- Finished area above ground: 2,298
Property
Parking
- Parking features: Driveway
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: None
Features
- Levels: Bi-Level,Three
- Stories: 3
- Pool features: None
Lot
- Size: 1.75 Acres
Details
- Additional structures: Above Grade
- Parcel number: 2001006789
- Zoning: R
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Brick
- Foundation: Brick/Mortar
- Roof: Architectural Shingle
Condition
- New construction: No
- Year built: 1960
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: $131/sqft
- Tax assessed value: $210,500
- Annual tax amount: $1,891
- Date on market: 9/15/2026
- Listing agreement: Exclusive Right To Sell
- Listing terms: Cash,Conventional,FHA,VA Loan
- Ownership: Fee Simple
Estimated market value
$291,100
$277,000 - $306,000
$1,787/mo
Price history
| Date | Event | Price |
|---|---|---|
| 9/16/2026 | Listed for sale | $299,900+109.7%$131/sqft |
Source: | ||
| 5/29/2026 | Sold | $143,000-18.1%$62/sqft |
Source: | ||
| 5/9/2026 | Contingent | $174,500$76/sqft |
Source: | ||
| 4/23/2026 | Listed for sale | $174,500$76/sqft |
Source: | ||
| 4/16/2026 | Listing removed | $174,500$76/sqft |
Source: | ||
| 2/27/2026 | Price change | $174,500-5.4%$76/sqft |
Source: | ||
| 2/14/2026 | Price change | $184,500-5.1%$80/sqft |
Source: | ||
| 1/30/2026 | Listed for sale | $194,500+39.9%$85/sqft |
Source: | ||
| 7/6/2010 | Sold | $139,000-12.6%$60/sqft |
Source: Public Record Report a problem | ||
| 11/14/2009 | Listing removed | $159,000$69/sqft |
Source: NCI #443928 Report a problem | ||
| 10/10/2009 | Price change | $159,000-3.6%$69/sqft |
Source: NCI #443928 Report a problem | ||
| 8/29/2009 | Listed for sale | $164,900-2.4%$72/sqft |
Source: NCI #443928 Report a problem | ||
| 7/18/2009 | Listing removed | $169,000$74/sqft |
Source: NCI #443928 Report a problem | ||
| 6/14/2009 | Price change | $169,000-0.5%$74/sqft |
Source: NCI #443928 Report a problem | ||
| 6/11/2009 | Price change | $169,900-5.6%$74/sqft |
Source: NCI #443928 Report a problem | ||
| 5/22/2009 | Price change | $179,900-2.7%$78/sqft |
Source: NCI #443928 Report a problem | ||
| 4/10/2009 | Price change | $184,900-2.6%$80/sqft |
Source: NCI #443928 Report a problem | ||
| 7/22/2008 | Listed for sale | $189,900$83/sqft |
Source: NCI #443928 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $1,891 +7.7% | $184,200 +16.7% |
| 2024 | $1,756 +20% | $157,900 +20% |
| 2023 | $1,463 +2.5% | $131,600 |
| 2022 | $1,427 +2.6% | $131,600 +5.2% |
| 2021 | $1,391 +2.7% | $125,067 +2.7% |
| 2020 | $1,354 | $121,800 |
| 2019 | $1,354 | $121,800 |
| 2018 | $1,354 -2.2% | $121,800 -2.2% |
| 2017 | $1,384 +1.5% | $124,500 +1.5% |
| 2016 | $1,364 +1.5% | $122,633 +1.5% |
| 2015 | $1,343 +69.1% | $120,767 +1.6% |
| 2014 | $794 | $118,900 |
| 2013 | -- | $118,900 |
| 2012 | -- | $118,900 -25.1% |
| 2011 | -- | $158,750 +2.7% |
| 2010 | -- | $154,510 +2.8% |
| 2009 | -- | $150,270 +2.9% |
| 2008 | -- | $146,030 +8.5% |
| 2007 | -- | $134,650 +9.2% |
| 2006 | -- | $123,270 +10.2% |
| 2005 | -- | $111,890 +3.6% |
| 2004 | -- | $108,000 +3.7% |
| 2003 | -- | $104,110 +3.9% |
| 2002 | -- | $100,220 +0.8% |
| 2001 | -- | $99,470 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
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Neighborhood: 21853
Nearby schools
Schools provided by the listing agent
- 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.





