***THIS OPPORTUNITY INCLUDES THE COMBINE PURCHSE OF 1252 OLD MADISON RD, MADISON, MD AND 1250 OLD MADISION 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.
For sale
$1,600,000
1250 Old Madison Rd, Madison, MD 21648
2beds
1,008sqft
Est.:
Single Family Residence
Built in 2013
1.71 Acres Lot
$-- Zestimate®
$1,587/sqft
$-- HOA
What's special
Exceptional waterfront compoundIdeal east-west orientationSophisticated barOversized two-car attached garageMultiple decking areasUnobstructed water viewsBeautiful flooring flows throughout
- 5 days |
- 46 |
- 1 |
Zillow last checked: 7 hours ago
Listing updated: 16 hours ago
Listed by:
Barbara McCaffrey 443-926-6075,
Redfin Corp 3016586186
Source: Bright MLS,MLS#: MDDO2011830
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 2
- Full bathrooms: 2
- Main level bathrooms: 2
- Main level bedrooms: 2
Basement
- Area: 0
Heating
- Heat Pump, Electric
Cooling
- Central Air, Electric
Appliances
- Included: Electric Water Heater
Features
- Primary Bath(s), Kitchen Island
- Has basement: No
- Number of fireplaces: 1
Interior area
- Total structure area: 1,008
- Total interior livable area: 1,008 sqft
- Finished area above ground: 1,008
- Finished area below ground: 0
Video & virtual tour
Property
Parking
- Parking features: Driveway
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: None
Features
- Levels: One
- Stories: 1
- Pool features: None
Lot
- Size: 1.71 Acres
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 1016001406
- Zoning: RR
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Cottage
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Other
Condition
- New construction: No
- Year built: 2013
Utilities & green energy
- Sewer: Public Sewer
- Water: Private
Community & HOA
Community
- Subdivision: Madison
HOA
- Has HOA: No
Location
- Region: Madison
Financial & listing details
- Price per square foot: $1,587/sqft
- Tax assessed value: $174,800
- Annual tax amount: $1,800
- Date on market: 3/27/2026
- Listing agreement: Exclusive Right To Sell
- Ownership: Fee Simple
Estimated market value
Not available
Estimated sales range
Not available
$1,625/mo
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 3/27/2026 | Listed for sale | $1,600,000+814.3%$1,587/sqft |
Source: | ||
| 9/6/2019 | Sold | $175,000+3.6%$174/sqft |
Source: Public Record Report a problem | ||
| 11/30/2010 | Sold | $169,000$168/sqft |
Source: Public Record Report a problem | ||
| 10/21/2010 | Listed for sale | $169,000-32.4%$168/sqft |
Source: Lacaze-Meredith Real Estate, A Long & Foster Company #DO7461991 Report a problem | ||
| 8/13/2010 | Sold | $250,000-28.6%$248/sqft |
Source: Public Record Report a problem | ||
| 10/28/2005 | Sold | $350,000+94.4%$347/sqft |
Source: Public Record Report a problem | ||
| 2/16/1999 | Sold | $180,000$179/sqft |
Source: Public Record Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $2,056 +10.9% | $174,800 +4.9% |
| 2024 | $1,854 +5.1% | $166,700 +5.1% |
| 2023 | $1,764 +5.5% | $158,600 |
| 2022 | $1,672 +5.8% | $158,600 +11.5% |
| 2021 | $1,581 +6.1% | $142,200 +6.1% |
| 2020 | $1,490 | $134,000 |
| 2019 | $1,490 -48.1% | $134,000 -48.1% |
| 2018 | $2,870 +18.6% | $258,067 +0.7% |
| 2017 | $2,421 -3.6% | $256,300 +0.3% |
| 2016 | $2,510 | $255,500 +0.3% |
| 2015 | $2,510 | $254,700 +0.3% |
| 2014 | $2,510 | $253,900 +3.2% |
| 2013 | -- | $246,133 +6.7% |
| 2011 | -- | $230,600 +1.6% |
| 2010 | -- | $227,062 +1.6% |
| 2009 | -- | $223,456 +1.6% |
| 2008 | -- | $219,850 +0.9% |
| 2007 | -- | $217,900 -25.1% |
| 2006 | -- | $290,966 +36% |
| 2005 | -- | $214,000 +2.5% |
| 2004 | -- | $208,810 +8% |
| 2003 | -- | $193,380 +8.7% |
| 2002 | -- | $177,950 |
| 2001 | -- | $177,950 |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$9,518/mo
Principal & interest
$8251
Property taxes
$1267
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Climate risks
Neighborhood: 21648
Nearby schools
GreatSchools rating
- 10/10South Dorchester SchoolGrades: PK-8Distance: 8.1 mi
- 2/10Cambridge-South Dorchester High SchoolGrades: 9-12Distance: 7.3 mi
Schools provided by the listing agent
- District: Dorchester County Public Schools
Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
Local experts in 21648
- Maryland
- Dorchester County
- Woolford
- 21648
- 1250 Old Madison Rd





