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POWERED BY PURLIN.AI

2045 MAIDSTONE FARM Rd

annapolis, MD 21409

$12,950,000

  • 6 BR
    7 BA, 2 HALF BA
    approx. 15,859 SF

Interested? Let's Connect

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!

Details

15,859 Sq Ft

6.42 Private Acres Lot Size

other

$4,000 Annually Maintenance/CC

$5,497 Monthly Tax

Built in 2001

MLS/Listing ID MDAA2147500

Amenities & Features

Hardwood

Stone

Stone Fireplace

Sport Court

Tennis Courts

Pool - Salt Water

Pool - Inground

Pool - Indoor

Pool - Heated

Style - Coastal

Ceiling Fans

Upgraded Countertops

Lot - Partly Wooded

Elevator

Hot Tub

Cooling - Zoned

Cooling - Geothermal

Cooling - Central Air

Pantry

Kitchen Island

Water Heater

Washer

Refrigerator

Range Hood

Ice Maker

Exhaust Fan

Dryer

Dishwasher

Built-in Range

Balcony

Enclosed

Screened

Parking - Circular Driveway

Lot - Front Yard

Lot - Private

Lot - Secluded

Bar

Breakfast Area

Cedar Closets

Dining Area

Well

Septic System

Recessed Lighting

Sauna

Sound System

Walk-in Closets

Window Treatments

Heating - Geothermal

Estimate my mortgage

TOTAL MONTHLY COST

$0

  • PRINCIPAL & INTEREST

    $0

  • PROPERTY TAXES

    $0

  • Common Charges

    $0

HOME PRICE
DOWN PAYMENT
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Interested In 2045 MAIDSTONE FARM Rd?

The data relating to the real estate for sale on this web site comes in part from the Internet Data Exchange Program of the BrightMLS. Real estate listings held by brokerage firms other than Douglas Elliman of VA are marked with the Internet Data Exchange logo and information about them includes the name of the listing brokers. Some properties listed with the participating brokers do not appear on this website at the request of the seller. Listings of brokers that do not participate in Internet Data Exchange do not appear on this website.

All information deemed reliable but not guaranteed. Last date updated: 06/16/2026.
Source: Bright Multiple Listing Service, Inc.

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