9940 Deal Island Rd, Deal Island, MD 21821
What's special
Discover the charm and versatility of this updated two-level home on a secluded, half-acre lot that sits on the highest point of the Deal Island Historic District, Maryland. This home is outside the Flood Zone and does not require Flood Insurance. Offering 5 bedrooms and 2 bathrooms with an additional room on the first floor that could be the 6th bedroom! The home has been thoughtfully improved while retaining its character and functionality. Recent updates include luxury vinyl plank flooring throughout the home within the past year, replacement windows approximately 5 years ago, updated insulation and drywall replacing the original plaster and lath, and a new electrical box and wiring replacing the original knob-and-tube system. A second-floor half bathroom was also added for convenience. The main level features a spacious bonus room that can serve as a library, home office, or additional bedroom, along with a renovated full bathroom featuring his-and-hers showers. Main-level laundry has been added for easy everyday living. The dining room retains its hardwood flooring, adding a touch of warmth and character. The home’s outdoor spaces are equally inviting, with a screened porch, new Trex rear deck with steps leading to the patio, and a secluded backyard bordered by mature trees. A workshop and shed offer excellent storage and workspace options. Gutters are installed along the front of the home. For even more potential, the fully insulated 16' x 30' attic offers abundant storage and could be finished to create additional living space. Deal Island WMA Boat Ramp on Big Sound Creek provides public water access to the 13,000-acre wildlife management area, supporting both motorized and non-motorized boating for fishing and wildlife observation.With its combination of meaningful updates, flexible living spaces, and peaceful surroundings, this Deal Island property offers a unique opportunity to enjoy Eastern Shore living with room to make it your own.
- 30 days
- 299
- 19
Likely to sell faster than
Travel times
Living Room
Kitchen
Bedroom
Zillow last checked:
Listing updated:
Dustin Oldfather 302-249-5899,
Compass 4108497055,
Co-Listing Agent: Lisa D. Chamberlain 410-530-6507,
Compass
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 2
- Full bathrooms: 1
- 1/2 bathrooms: 1
- Main level bathrooms: 1
Basement
- Area: 0
Heating
- Baseboard, Electric
Cooling
- Window Unit(s), Electric
Appliances
- Included: Dryer, Washer, Cooktop, Dishwasher, Exhaust Fan, Refrigerator, Electric Water Heater
- Laundry: Main Level
Features
- Ceiling Fan(s), Attic
- Flooring: Hardwood, Luxury Vinyl
- Doors: Storm Door(s)
- Has basement: No
- Has fireplace: No
Interior area
- Total structure area: 2,146
- Total interior livable area: 2,146 sqft
- Finished area above ground: 2,146
- Finished area below ground: 0
Video & virtual tour
Property
Parking
- Total spaces: 8
- Parking features: Oversized, Crushed Stone, Detached, Driveway
- Garage spaces: 2
- Uncovered spaces: 6
Accessibility
- Accessibility features: None
Features
- Levels: Two
- Stories: 2
- Patio & porch: Patio, Screened, Porch
- Pool features: None
Lot
- Size: 0.5 Acres
- Features: Cleared, Secluded, Backs to Trees
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 2014003231
- Zoning: MRC
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Traditional
- Property subtype: Single Family Residence
Materials
- Block, Frame, Stick Built
- Foundation: Crawl Space
- Roof: Shingle
Condition
- New construction: No
- Year built: 1900
Utilities & green energy
- Sewer: Private Septic Tank
- Water: Private, Well
Community & HOA
Community
- Security: Smoke Detector(s)
- Subdivision: None Available
HOA
- Has HOA: No
Location
- Region: Deal Island
Financial & listing details
- Price per square foot: $139/sqft
- Tax assessed value: $111,700
- Annual tax amount: $1,098
- Date on market: 9/22/2026
- Listing agreement: Exclusive Right To Sell
- Inclusions: Ceiling Fan, Dryer, Washer, Cooktop, Dishwasher, Exhaust Fan, Refrigerator, Shades / Blinds, Storm Doors, Stove / Range, Water Softener, Window A / C Unit
- Ownership: Fee Simple
Price history
| Date | Event | Price |
|---|---|---|
| 9/22/2026 | Price change | $299,000-0.3%$139/sqft |
Source: | ||
| 9/6/2026 | Listed for sale | $299,900+76.4%$140/sqft |
Source: Owner Report a problem | ||
| 3/24/2021 | Listing removed | -- |
Source: Owner Report a problem | ||
| 7/1/2018 | Listing removed | $170,000$79/sqft |
Source: Owner Report a problem | ||
| 4/2/2018 | Listed for sale | $170,000+14.1%$79/sqft |
Source: Owner Report a problem | ||
| 1/3/2018 | Listing removed | $149,000$69/sqft |
Source: Hall Realty #505417 Report a problem | ||
| 8/2/2016 | Listed for sale | $149,000+365.6%$69/sqft |
Source: Hall Realty #505417 Report a problem | ||
| 7/27/1995 | Sold | $32,000$15/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $1,101 +15.3% | $98,767 +15.1% |
| 2024 | $954 +17.7% | $85,833 +17.7% |
| 2023 | $811 +2.7% | $72,900 |
| 2022 | $789 +2.8% | $72,900 +5.6% |
| 2021 | $768 +2.9% | $69,033 +2.9% |
| 2020 | $746 | $67,100 |
| 2019 | $746 | $67,100 |
| 2018 | $746 -2.6% | $67,100 -2.6% |
| 2017 | $766 +0.8% | $68,900 +0.8% |
| 2016 | $760 +0.8% | $68,367 +0.8% |
| 2015 | $754 -19.7% | $67,833 +0.8% |
| 2014 | $939 | $67,300 |
| 2013 | -- | $67,300 |
| 2012 | -- | $67,300 -27% |
| 2011 | -- | $92,160 |
| 2010 | -- | $92,160 |
| 2009 | -- | $92,160 -6.3% |
| 2008 | -- | $98,350 +18.9% |
| 2007 | -- | $82,750 +23.2% |
| 2006 | -- | $67,150 +30.3% |
| 2005 | -- | $51,550 +5.6% |
| 2004 | -- | $48,816 +5.9% |
| 2003 | -- | $46,083 +6.3% |
| 2002 | -- | $43,350 +11.6% |
| 2001 | -- | $38,842 |
Monthly payment
Estimated market value
$284,300
$267,000 - $299,000
$1,888/mo
Climate risks
Explore flood, wildfire, and other predictive climate risk information for this property on First Street®️.