2045 Maidstone Farm Rd, Annapolis, MD 21409
Local realty services provided by:CENTURY 21 The Real Estate Store
2045 Maidstone Farm Rd,Annapolis, MD 21409
$12,950,000
- 6 Beds
- 9 Baths
- 15,859 sq. ft.
- Single family
- Active
Listed by: bradley r kappel
Office: ttr sotheby's international realty
MLS#:MDAA2147500
Source:BRIGHTMLS
Price summary
- Price:$12,950,000
- Price per sq. ft.:$816.57
- Monthly HOA dues:$333.33
About this home

Imagine arriving home each day to a place where the pace slows, the views stretch for miles, and every amenity for recreation, relaxation, and entertaining is right outside your door. Tucked away along the Chesapeake Bay, this extraordinary waterfront retreat offers a lifestyle that few properties can match—a private oasis where luxury and nature exist in perfect balance.
Originally constructed by the renowned Pyramid Builders and later transformed through an extraordinary $7 million top-to-bottom renovation, also completed by Pyramid Builders, the estate has been reimagined to an uncompromising standard. Every space, finish, and amenity was thoughtfully designed and curated to create a residence that is as functional as it is beautiful, blending timeless craftsmanship with modern luxury. State of the art features include the Cresston Home Automation and integrated Lutron lighting systems while the modern luxuries entail top of the line Miele appliances including a built-in coffee maker, microwave and convection oven, Blue Starr range, radiant heated floors in all bedroom bathrooms and much more.
Here, days can begin with coffee overlooking the pond and its abundant wildlife, followed by a swim in the heated saltwater pool, a match on the tennis or pickleball court, a workout in the gym, or a stroll down to the sandy beach. Evenings are spent gathered with family and friends around the pool and hot tub, watching the game on the hydraulic television that rises from the landscape, enjoying a glass of wine from the tasting room, or simply taking in the stars above the Bay. The ever-changing waterfront scenery, southern exposure, and remarkable sense of privacy create a backdrop that feels more like a luxury resort than a private residence.
Designed for those who believe home should be a destination, the property offers an incredible collection of indoor and outdoor amenities rarely found in a single estate. Tennis, pickleball, basketball, a climbing wall, playground, in-ground trampoline, expansive lawns, sandy beach, pond with fountain, indoor racquetball court with basketball and volleyball capabilities, golf simulator, game room, fitness center, indoor lap pool, infrared sauna, wine tasting and cellar area, and countless spaces to gather ensure there is always something to enjoy for every generation.
The residence itself is beautifully designed and thoughtfully appointed, with spacious living and entertaining areas, a wraparound screened porch that embraces the waterfront setting, private ensuite bedrooms throughout, and a dedicated guest or in-law suite that welcomes family and friends in comfort and style. Abundant storage, an attached two-car garage, and a detached garage with additional space for vehicles, golf carts, recreational equipment, and storage provide the functionality expected of a property of this caliber.
What makes this estate truly special is not simply the remarkable list of amenities—it is the feeling it creates. The extraordinary combination of peace, beauty, privacy, and convenience is increasingly difficult to find. Just minutes from Annapolis, yet seemingly a world away, this is the kind of property where children spend their days outdoors, guests never want to leave, and every sunset reminds you why you chose to call it home.
A rare opportunity to own a true Chesapeake Bay waterfront compound where every day feels like a vacation, every detail has been thoughtfully considered, and the lifestyle is every bit as exceptional as the home itself. Welcome Home!...
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Home facts
- Year built:2001
- Listing ID #:MDAA2147500
- Added:1 day(s) ago
- Updated:June 11, 2026 at 01:52 PM
Rooms and interior
- Bedrooms:6
- Total bathrooms:9
- Full bathrooms:7
- Half bathrooms:2
- Flooring:Hardwood, Stone
- Dining Description:Combination Dining/Living, Combination Kitchen/Dining, Dining Area, Formal/Separate Dining Room
- Bathrooms Description:Primary Bath(s), WhirlPool/HotTub
- Kitchen Description:Breakfast Area, Built-In Microwave, Built-In Range, Built-Ins, Cedar Closet(s), Combination Kitchen/Living, Crown Moldings, Dishwasher, Exhaust Fan, Extra Refrigerator/Freezer, Icemaker, Kitchen - Eat-In, Kitchen - Gourmet, Kitchen - Island, Kitchen - Table Space, Oven - Double, Oven/Range - Gas, Pantry, Range Hood, Recessed Lighting, Refrigerator, Six Burner Stove, Upgraded Countertops, Water Heater, Wet/Dry Bar, Wine Storage
- Bedroom Description:Cedar Closet(s), Entry Level Bedroom, Primary Bedroom - Bay Front, Walk In Closet(s)
- Basement:Yes
- Basement Description:Connecting Stairway, Daylight, Fully Finished, Heated, Improved, Interior Access, Outside Entrance, Partial, Walkout Level, Windows
- Living area:15,859 sq. ft.
Heating and cooling
- Cooling:Central A/C, Geothermal, Programmable Thermostat, Zoned
- Heating:Forced Air, Geo-thermal, Programmable Thermostat, Radiant, Zoned
Structure and exterior
- Year built:2001
- Building area:15,859 sq. ft.
- Lot area:6.42 Acres
- Lot Features:Front Yard, Landscaping, No Thru Street, Partly Wooded, Poolside, Premium, Private, Rear Yard, Rip-Rapped, Secluded, SideYard(s)
- Architectural Style:Coastal, Manor
- Construction Materials:Combination
- Exterior Features:BBQ Grill, Balcony, Enclosed, Extensive Hardscape, Exterior Lighting, Outside Shower, Patio(s), Play Area, Play Equipment, Porch(es), Private Beach, Screened, Secure Storage, Sport Court, Stone Retaining Walls, Tennis Court(s), Underground Lawn Sprinkler, Water Fountains
- Levels:4 Story
Schools
- High school:BROADNECK
- Middle school:SEVERN RIVER
- Elementary school:WINDSOR FARM
Utilities
- Water:Well
- Sewer:On Site Septic, Private Septic Tank
Finances and disclosures
- Price:$12,950,000
- Price per sq. ft.:$816.57
- Tax amount:$65,965 (2025)
Features and amenities
- Laundry features:Dryer, Washer
- Amenities:Bar, Built-Ins, Cedar Closet(s), Ceiling Fan(s), Crown Moldings, Curved Staircase, Elevator, Exposed Beams, Monitored, Primary Bedroom - Bay Front, Recessed Lighting, Sauna, Security System, Smoke Detector, Sound System, Sprinkler System, Sprinkler System - Indoor, Water Treat System, Wet/Dry Bar, Window Treatments
- Pool features:Heated, In Ground, Indoor, Lap/Exercise, Saltwater
Parking
- Parking description:Additional Storage Area, Attached Garage, Circular Driveway, Crushed Stone, Detached Garage, Garage - Front Entry, Garage Door Opener, Inside Access
- Garage:Yes
- Garage spaces:4
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