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!
Single-familyProperty Type
1960Year Built
1.75 acresLot Size
$120Price/Sq.Ft.
Listed by David Sher• ERA Martin Associates
•410-749-1818 (broker)
•joni@era.com (broker)
Listed by Erin Failaev• ERA Martin Associates
•410-749-1818 (broker)
•joni@era.com (broker)
Bought with Kelsey Custer• Berkshire Hathaway HomeServices PenFed Realty
Est. $1,874 per month, based on comparable rentals
Sale and tax history for 29550 Deal Island Rd
Sale History
Tax History
Date
Event
Price
BRIGHT MLS #MDSO2007866
Oct 16, 2026
Sold
$275,000
$120/sq ft
Oct 2, 2026
Contingent
—
Sep 15, 2026
Listed
$299,900
$131/sq ft
BRIGHT MLS #MDSO2007260
May 29, 2026
Sold
$143,000
$62/sq ft
May 9, 2026
Contingent
—
Apr 23, 2026
Listed
$174,500
$76/sq ft
+45
Bring your vision to this spacious 3 bed, 2 bath home offering nearly 2,300 sq ft on 1.75 acres, complete with a peaceful pond setting. This property presents a strong opportunity for investors or buyers looking to renovate, with many of the big-ticket items already taken care of. Recent improvements include a new septic system (2021), updated plumbing (2020), and a hybrid water heater (2021). The main roof was replaced in 2014, HVAC system updated in 2013, and new windows installed in 2018 with additional downstairs windows replaced in 2020. The well pump was also replaced in 2016. The kitchen was renovated in 2018 and features granite countertops and quality Shrock cabinetry, providing a solid starting point for further upgrades. Exterior highlights include two sheds, a large 800+ sq ft shop with 200 AMP service perfect for storage or workspace, and a spacious yard with a scenic pond. The home offers additional value-add potential with an unfinished downstairs bathroom. Materials including a tub, shower surround, and vanity are already on-site and ready for installation. A sump pump is installed in the crawlspace for added peace of mind. This property is ideal for investors or buyers looking to complete a renovation and build equity. Being sold as-is.
BRIGHT MLS #MDSO2006920
Apr 16, 2026
Listing Removed
—
Feb 27, 2026
Price Changed
$174,500
$76/sq ft
Feb 14, 2026
Price Changed
$184,500
$80/sq ft
Jan 30, 2026
Listed
$194,500
$85/sq ft
BRIGHT MLS #1000663006
Jun 15, 2010
Sold
$139,000
$60/sq ft
May 8, 2010
Listing Removed
—
May 6, 2008
Listed
$139,000
$60/sq ft
Year
Property tax
Land + Additions
Assessment*
2026
$2,461 (+30.2%)
$53,200 + $157,300
$210,500
2025
$1,891 (+9.3%)
$53,200 + $157,300
$210,500
2024
$1,730 (+9.2%)
2023
$1,583 (+2.3%)
2022
$1,547 (+2.4%)
$33,500 + $98,100
$131,600
2021
$1,511 (+2.5%)
2020
$1,474 (+4.2%)
2019
$1,414 (−4.1%)
$33,500 + $88,300
$121,800
2018
$1,474 (+2.1%)
$33,500 + $88,300
$121,800
2017
$1,444 (+97.6%)
$33,500 + $91,000
$124,500
2016
$731 (−43.1%)
2015
$1,285
$33,500 + $85,400
$118,900
2014
$1,284 (+3.2%)
2013
$1,244 (−22.8%)
2012
$1,611
2011
2010
$1,673 (+8.9%)
2009
$1,536
Public record
Beds
—
Baths
2
Stories
2
Lot width
—
Lot depth
—
Lot size
1.75 Acres
Year renovated
—
Sq. Ft.
2,298
Year built
1960
Style
Single Family Residential
County
Somerset County
APN
01 006789
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Oct 8, 2026.
Property details
Parking
Parking Information
Driveway
Interior
Bedroom Information
# of Bedrooms On Main Level: 3
Bathroom Information
# of Bathrooms (Full) On Main Level: 2
# of Bathrooms (Full): 2
Interior Information
Living Area Sq.Ft. Source: Estimated
Basement Information
Basement: No
Exterior
Property Information
Not Federal Flood Zone
Ownership Interest: Fee Simple
Year Built Source: Estimated
Building Information
Construction Materials: Brick
Foundation Details: Brick/Mortar
Other Structures: Above Grade
Roof: Architectural Shingle
Structure Type: Detached
Other Structures: 2nd Garage
Lot Information
Tidal Water: No
Above Grade Information
Finished Sq.Ft.: 2,298
Finished Sq.Ft. Source: Estimated
Financial
Tax Information
Tax Assessed Value: $210,500
Tax Year: 2025
Tax Annual Amount: $1,891
Utilities
Utilities Information
Central Air
Cooling Type: Central A/C
Cooling Fuel: Electric
Heat Pump - Electric BackUp
Heating Fuel: Electric
Hot Water: Electric
Sewer Septic: Septic Exists
Water Source: Well
Location
School Information
School District Name: SOMERSET COUNTY PUBLIC SCHOOLS
School District Source: Listing Agent
Location Information
Outside City Limits
Directions: Use Google Maps
Public facts
Beds: —
Baths: 2.0
Sq. Ft.: 2,298
Stories: 2.0
Lot Size: 1.75 acres
Style: Single Family Residential
Year Built: 1960
Year Renovated: —
County: Somerset County
APN: 01 006789
Home facts updated by county records on Oct 8, 2026
Other
Listing Information
Automatically Close on Close Date
Around this home
Schools
Princess Anne Elementary School
Public PreK-1 • Assigned • 1.8mi
Washington Academy And High School
Public 8-12 • Assigned • 2.4mi
3/10
Provided by GreatSchools
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
3/10 Fire Factor
0.15% chance of being in a wildfire in next 30 years
8/10 Heat Factor
7 days above 105° expected this year, 17 days in 30 years
8/10 Wind Factor
80% chance of strong winds in next 30 years
3/10 Air Factor
2 unhealthy days expected this year, 2 days in 30 years
Provided by First Street
Historical weather
Princess Anne, MD • 21853
Average low and high temperatures (°F)
41
25
45
30
61
41
69
48
74
57
85
66
88
71
80
63
77
61
69
49
59
40
47
30
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
100/ 100
Exceptional sunlight
Sunscore
This home ranks in the top 30% for direct sun exposure in Princess Anne. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
10.2 hrs
6.5 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$291,000 – $352,000
Sell confidently with a local market expert in Princess Anne.