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For salePrice cut: $900 (9/22)
$299,000
5beds
2,146sqft

9940 Deal Island Rd, Deal Island, MD 21821

5beds
2,146sqft
Single Family Residence
Built in 1900
0.5 Acres Lot
$284,300 Zestimate®
$139/sqft

What's special

Replacement windowsSecluded half-acre lotUpdated two-level homeUpdated insulation and drywallSpacious bonus roomMain-level laundryScreened porch

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

Source: Bright MLS,MLS#: MDSO2007812MLS Logo
Travel times

Living Room

Kitchen

Bedroom

Zillow last checked:

Listing updated:

Listed by:

Dustin Oldfather 302-249-5899,

Compass 4108497055,

Co-Listing Agent: Lisa D. Chamberlain 410-530-6507,

Compass

Source: Bright MLS,MLS#: MDSO2007812MLS Logo

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

DateEventPrice
9/22/2026Price change$299,000-0.3%$139/sqft
Source: Bright MLS #MDSO2007812 Report a problem
9/6/2026Listed for sale$299,900+76.4%$140/sqft
Source: Owner Report a problem
3/24/2021Listing removed--
Source: Owner Report a problem
7/1/2018Listing removed$170,000$79/sqft
Source: Owner Report a problem
4/2/2018Listed for sale$170,000+14.1%$79/sqft
Source: Owner Report a problem
1/3/2018Listing removed$149,000$69/sqft
Source: Hall Realty #505417 Report a problem
8/2/2016Listed for sale$149,000+365.6%$69/sqft
Source: Hall Realty #505417 Report a problem
7/27/1995Sold$32,000$15/sqft
Source: Public Record Report a problem

Public tax history

YearProperty taxesTax 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
Find assessor info on the county website

Monthly payment

Est. payment
$1,875/mo
Principal & interest
$1631
Property taxes
$244
More affordability toolsChevron Right

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®️.

Neighborhood: 21821

Nearby schools

Deal Island School
Grades PK-5 • 0.1 miles
5/10
GreatSchools® Rating
Test Score Rating
6/10
Student Progress Rating
3/10
Somerset 6/7 Intermediate School
Grades 6-7 • 12.9 miles
5/10
GreatSchools® Rating
Test Score Rating
4/10
Student Progress Rating
5/10
Washington Academy And High School
Grades 8-12 • 14.4 miles
3/10
GreatSchools® Rating
Test Score Rating
4/10
College Readiness Rating
3/10
Student Progress Rating
3/10