
Land with Home for Sale in Madison, Maryland
1250 Old Madison Rd, Madison, MD 21648
*This opportunity includes the combined purchase of 1252 Old Madison Rd, Madison, MD and 1250 Old Madison Rd, Madison, MD* End each day with sweeping sunsets over Madison Bay from this exceptional waterfront compound featuring 268 feet of protected shoreline and approximately 2.83 acres of combined privacy, perfectly positioned with an ideal east-west orientation. Built in 2013, the architect-designed main residence offers over 4,600 square feet across three levels with 4 bedrooms and 4.5 baths, thoughtfully designed to capture unobstructed water views. Beautiful flooring flows throughout, complementing the clean architectural lines and high-end finishes. The walk-in level is designed for entertaining with a spacious living area, sophisticated bar, and full bath. The main level is truly stunning, highlighted by soaring 40-foot ceilings and a dramatic wall of glass framing panoramic bay views. The open-concept design connects the kitchen, dining, and living areas, anchored by a stone fireplace. The gourmet kitchen features a spacious eat-in area that opens to a full-length wraparound deck overlooking the water-perfect for gatherings of any size. An elevator provides seamless access to all three levels. The main-level primary suite offers private deck access and a spa-like bath. An additional full bath is also located on this level. Upstairs, a loft overlooks the main living space, with three generously sized bedrooms, including two ensuite bedrooms with private baths. Outdoor living is equally impressive with multiple decking areas and a beautifully designed paver patio featuring a fire pit and sitting walls. The waterfront includes approximately 268 feet of rip-rapped shoreline and a private pier with boat lift and a seadoo lift. A gate, public water and sewer, and an oversized two-car attached garage add convenience. Also included is the adjacent property at 1250 Old Madison Road, featuring a cottage-style residence with 2 bedrooms and 2 baths, additional living space, and a separate guest house with multiple bedrooms, baths, and waterside decks . Situated on approximately 1.71 acres, it offers flexibility for guest accommodations, multi-generational living, or future use. A rare opportunity to own a private waterfront compound with expansive views, multiple residences, and exceptional shoreline on Madison Bay. Mortgage savings may be available for buyers of this listing.
Location
- Street address
- 1250 Old Madison Rd
- County
- Dorchester County
- Community
- Madison
- School district
- Dorchester County Public Schools
- Elevation
- 2 feet
Property details
- Acreage
- 1.71 acres
- MLS #
- TREND MDDO2011830
- Posted
Property taxes
- Recent
- $1,800
Parcels
- 1016008176
Details and features
Listing
- Type
- Residential
Exterior
- Parking
- Driveway
Structure
- Style
- Cottage
- Stories
- 1
- Heating
- Heat Pump
- Cooling
- Central Air
- Materials
- Vinyl Siding
Interior
- Rooms
- Bathroom x 2, Bedroom x 2
- Fireplaces
- Yes
- Features
- Island Kitchen, Primary Bath(s)
Listing history
| Date | Event | Price | Change | Source |
|---|---|---|---|---|
| Mar 27, 2026 | New listing | $1,600,000 | — | TREND |

























































































