1252 OLD MADISON RD, Madison, MD 21648

• 4 beds |
• 5 baths |
• 5,037 sqft

Property Description

**THIS OPPORTUNITY IS FOR THE COMBINED PURCHASE OF 1252 OLD MADISON RD, MADISON, MD 21648 - TAX ID 1016008176 AND 1250 OLD MADISION RD, MADISON, MD 21648 - 1016001406** 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. Designed by renowned architect Burhsar Pathare, this impeccably crafted main residence spans over 4,600 square feet across three finished levels, offering 4 bedrooms and 4.5 baths, all thoughtfully positioned to capture unobstructed water views throughout. 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. The majority of furnishings will convey with the property; artwork and select personal items are excluded

Listing Status:

Active

Date Added:

March 27, 2026

Data Last Updated:

April 3, 2026 at 4:17AM

Listing Office:

Redfin Corp : 3016586186

Listing Agent:

Barbara A McCaffrey : 4439266075

MLS ID:

MDDO2011772

Interior

• General: Recessed LightingUpgraded CountertopsKitchen - IslandCeiling Fan(s)Bathroom - Soaking TubCarpet
• Appliances: Stainless Steel AppliancesBuilt-In MicrowaveStoveDishwasherRefrigeratorWasherDryer
• A/C: Central A/C
• Heating: Heat Pump(s)Electric
• Fireplace: FireplaceFireplaces: 1
• Disability Feature: None

Exterior

• General: Above GradeBelow Grade
• Style: Contemporary

Construction

• General: Vinyl Siding3Other

Location

• Originating MLS: BRIGHT_MAIN
• School District: DORCHESTER COUNTY PUBLIC SCHOOLS
• County: DORCHESTER-MD

Lot

• Zoning: RESIDENTIAL1016008176

Utilities

• Water: Private
• Sewer: Public Sewer

Financial

• Source: BRIGHT_MAIN