This home's estimate is 129.9% higher than the average sale price ($2.04M) of 6 comparable homes.
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2059 Maidstone Farm Rd, Annapolis, MD 21409
About this home
MAIDSTONE. .. Enchanting Waterfront Estate w/ English Tudor Style home; 20 acres of privacy and mature trees, rolling lawn and expansive water views; an amazing property w/ Waterfront Guest Cottage; Deepwater Pier; Screened Porch and Waterside Patio; Master Bdrm plus 4 bdrms; 3.5 Bthrms; 6 Fireplaces; Large Living Spaces & Gracious Entrance: Outbuilding w/ 2car Garage; Soft Southern Breezes
Redfin Estimate
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Market trends in 21409, MD
Last updated August 2026
Buyer's Market
Seller's Market
Seller's market
- OPEN SAT, 2PM TO 4PM
- OPEN SUN, 11AM TO 1PM
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Provided by Redfin
Sale history for 2059 Maidstone Farm Rd
$492/sq ft
$554/sq ft
$692/sq ft
$825/sq ft
$1,019/sq ft





$492/sq ft
$554/sq ft
$1,247/sq ft
$1,649/sq ft
** Price available after signing in.
As the MLS and public records start to fill up, we'll list the details here.
Public record
- Public record
- Permits
Gas
Electrical
Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.
Property details
Parking
- Parking Information
- # of Detached Garage Spaces: 2
- Garage Features: Garage Door Opener, Additional Storage Area
- # of Total Garage and Parking Spaces: 2
- Has Garage
- # of Garage Spaces: 2
- Circular Driveway, Garage, Detached
- Driveway, Detached Garage
Interior
- Virtual Tour
- Bedroom Information
- # of Bedrooms On 1st Upper Level: 5
- Bathroom Information
- # of Bathrooms (Full) On 1st Upper Level: 3
- # of Bathrooms (Half) On Main Level: 1
- # of Bathrooms (Half): 1
- # of Bathrooms (Full): 3
- Interior Information
- Appliances: Dishwasher, Dryer, Oven/Range - Gas, Refrigerator, Washer
- Door Features: Storm
- Entry Location: Foyer
- Interior Features: Kitchen - Table Space, Butlers Pantry, Dining Area, Master Bath(s), Wood Floors, Built-Ins, Crown Moldings, Floor Plan - Traditional
- Wall & Ceiling Types: Paneled Walls, Plaster Walls
- Room Information
- Living Room, Dining Room, Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Kitchen, Study
- Fireplace Information
- Has Fireplace
- # of Fireplaces: 6
- Basement Information
- Basement: Yes
- Outside Entrance, Side Entrance, Connecting Stairway, Unfinished, Walkout Stairs
Exterior
- Property Information
- Accessibility Features: Other
- Improvement Assessed Value: $453,600
- Ownership Interest: Fee Simple
- Year Built Source: Estimated
- Building Information
- Construction Not Completed
- Construction Materials: Brick, Stucco
- Main Entrance Orientation: South
- Outdoor Living Structures: Screened
- Roof: Slate
- Structure Type: Detached
- Window Features: Bay/Bow, Casement, Screens, Storm
- Other Structures: Guest House, Other
- Lot Information
- Lot Features: Landscaping, Private
- Navigable Water
- Topography: Level
- Has Water View
- Water Frontage In Feet: 1,000
- Land Information
- Land Assessed Value: $935,900
- Dock Information
- Dock Type and Features: Pier, Single Slip
- # of Boats Power: 1
- # of Boats Non-power: 1
- # of Docks: 1
- Dock/Slip Conveys: Yes
- Dock Type: Pier
- Dock Slip Conveyance: Physical Dock/Slip Conveys
Financial
- Tax Information
- County Tax: $14,715.68
- Tax Assessed Value: $1,389,500
- Tax Year: 2012
- Tax Annual Amount: $15,013.68
- Assessments Information
- Year Assessed: 2013
Utilities
- Utilities Information
- Cooling Type: Window Unit(s)
- Cooling Fuel: Electric
- Radiator
- Heating Fuel: Oil
- Hot Water: Electric
- Sewer Septic: Septic Exists
- Water Source: Well
Location
- Homeowners Association Information
- HOA/Condo/Coop Fee Includes: Pier/Dock Maintenance, Road Maintenance
- HOA/Condo/Coop Amenities: Boat Slip, Pier/Dock
- HOA Fee: $1,000
- HOA Fee Frequency: Annually
- Location Information
- Directions: Route 50 to Bay Dale Exit; turn L at stop sign; turn R on Old Mill Bottom Rd; L on St. Margarets Rd and a quick R on Pleasant Plains; turn R on Cherry. Please do not enter this Private Drive w/ o an appointment.
- Location Type: Bay
- Mean Low Water Feet: 8
- Waterfrontage Information
- Distance To Body Of Water: Less than 1 Block
- Water Access Features: Boat - Powered, Canoe/Kayak, Private Access, Seaplane Permitted, Sail
- Water Access
- Private Dock Site
- On Waterfront
- Water Oriented
- Water Body Type: Bay
- Water Body Name: CHESAPEAKE BAY
Public facts
- Beds: —
- Baths: —
- Sq. Ft.: —
- Stories: —
- Lot Size: —
- Style: Single Family Residential
- Year Built: —
- Year Renovated: —
- County: Anne Arundel County
- APN: —
Around this home
Schools
Public PreK-5 • Assigned • 2.7mi
Public 6-8 • Assigned • 5.6mi
Public 9-12 • Assigned • 3.1mi
Lifestyle
Provided by Walk Score and Local Logic
Climate risks
Minimal risk of a flood reaching the building in the next 30 years
Unlikely to be in a wildfire in next 30 years
7 days above 105° expected this year, 15 days in 30 years
80% chance of strong winds in next 30 years
2 unhealthy days expected this year, 3 days in 30 years
Sun exposure
In this area, properties receive around 9.3 hours in June and 4.7 hours in December, which is comparable to the U.S. average for solar exposure.
Nearby similar homes
New listings for sale in 21409
Home values near 2059 Maidstone Farm Rd
| Address | Redfin Estimate |
|---|---|
3 Beds | 2.5 Baths | 3794 Sq. Ft. | $2,232,106 |
- Beds | 3 Baths | 2717 Sq. Ft. | $1,943,081 |
| Address | Redfin Estimate |
|---|---|
5 Beds | 6 Baths | 11965 Sq. Ft. | $6,395,101 |
6 Beds | 7 Baths | 12341 Sq. Ft. | $7,555,620 |
| Address | Redfin Estimate |
|---|---|
- Beds | 2 Baths | 2243 Sq. Ft. | $1,396,960 |
- Beds | 5.5 Baths | 7004 Sq. Ft. | $4,080,923 |
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