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2045 Maidstone Farm Rd, Annapolis, MD 21409
2045 Maidstone Farm Rd, Annapolis, MD 21409 3D Tour
2045 Maidstone Farm Rd, Annapolis, MD 21409 Explore 3D Tour
2045 Maidstone Farm Rd, Annapolis, MD 21409
2045 Maidstone Farm Rd, Annapolis, MD 21409
2045 Maidstone Farm Rd, Annapolis, MD 21409
2045 Maidstone Farm Rd, Annapolis, MD 21409

2045 Maidstone Farm Rd Annapolis, MD 21409

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$12,950,000

ACTIVE
Beds
6
Baths
9
Sqft
15,859
Acres
6.42
Year
2001
Days on Site
68 Days
Property Type
Residential
Sub Type
Per Square Foot
$817
Date Listed
Jun 10, 2026

Description of 2045 Maidstone Farm Rd, Annapolis, MD 21409

Listing details for 2045 Maidstone Farm Rd, Annapolis, MD 21409 : 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 Crestron 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, BlueStar 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!
Listing Updated : 07-02-2026 at 7:30 AM EDT
Listing Provided By : Bradley R Kappel, 4102799476, [email protected], TTR Sotheby's International Realty
Source :

Bright MLS, MLS#: MDAA2147500

For more information on this listing contact us at (202) 441-2348

Property History

DateEventPrice
6/10/2026
Listed for sale
$12,950,000 0%
$817/sqft
Source:Bright MLS #MDAA2147500
6/9/2026
Coming Soon
$12,950,000
$817/sqft
Source:Bright MLS #MDAA2147500
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For more information on this listing contact us at (202) 441-2348