EASTERN SHORE RETREAT- Wake-up to stunning Madison Bay views in this renovated 5 bedroom, 3 bathroom home on 8.51+/- acres. Perfect for outdoor enthusiasts or an Airbnb investment. This property combines comfort, nature and modern amenities. KEY FEATURES: Open living areas, and a large country kitchen with pantry and mudroom. RECENT UPGRADES: New HVAC, New roof, wood stove and ultra high-speed internet. DETACHED GARAGE/SHOP: 1,250+/- sf climate-controlled space with wood stove and storage. Ideal for vehicle/boat storage, a workshop and/or dream hang-out space. OUTDOOR OASIS: In-ground pool with pool house, stone landscaping, and space for hunting, fishing, and wildlife watching right in your backyard. PROXIMITY TO THE CHESAPEAKE BAY: Minutes to local boat ramp for easy access to boating and fishing. AIRBNB POTENTIAL: Scenic views and ample space make this ideal for short term rentals. This property offers the best of Eastern Shore living - schedule a showing today!
Single-familyProperty Type
1900Year Built
8.51 acresLot Size
$189Est. Price/Sq.Ft.
2 garage spacesParking
Listed by Bill Hubbard• Charles C. Powell, Inc. Realtors
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Earn from this home
Sell
$163,055
Est. take-home
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Rent
$3,861/mo
Redfin rental estimate
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Market trends in 21648, MD
Last updated July 2026
Sale-to-List Price
91.5%
0.0% MoM
Median sale price
$244K
$55 MoM
Avg. days on market
125d
0 days MoM
Recently sold homes
2
0 MoM
Provided by Redfin
Sale history for 1243 Old Madison Rd
Date
Event
Price
BRIGHT MLS #MDDO2008688
Mar 14, 2025
Sold
$485,000
$159/sq ft
Feb 13, 2025
Pending
—
Jan 28, 2025
Contingent
—
Jan 13, 2025
Listed
$549,000
$180/sq ft
Dec 23, 2024
Coming Soon
$549,000
$180/sq ft
MRIS #DO10091304
Jan 9, 2018
Sold
$210,000
$69/sq ft
Nov 27, 2017
Pending
—
Oct 27, 2017
Listed
**
$74/sq ft
+25
BRIGHT MLS #1003765583
Jan 9, 2018
Sold
$210,000
$69/sq ft
Oct 27, 2017
Listed
$224,500
$74/sq ft
+25
Beautifully updated home with fantastic waterviews. You'll love the updated kitchen and baths - large upstairs. Great detached workshop, pool and pool house. Lots of land.
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Public record
Zoning
Beds
—
Baths
3.5
Stories
1.5
Lot width
—
Lot depth
—
Lot size
2.01 Acres
Year renovated
—
Sq. Ft.
3,049
Year built
1900
Style
Single Family Residential
County
Dorchester County
APN
16 004405
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 17, 2026.
V
Village District
The Village District is established to encourage the growth and development of villages in the county's rural areas, strengthen villages as community centers and protect their historic and cultural resources. The V District allows for a mix of residential, commercial and maritime/agricultural service uses at medium to high residential density and at low to moderate nonresidential intensity.