2045 MAIDSTONE FARM ROAD

Beds

Baths

Square Ft.

15,859

Coming Soon

Residential

Virtual Tour

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… Read More 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! Read Less

Courtesy of Bradley R Kappel, TTR Sotheby's International Realty 410-280-5600

Days Online

Last Updated

Jun 9, 2026

Property Type

Single Family Residential

Beds

Full Baths

Partial Baths

Square Ft.

15,859

Lot Size

6.42 Acres

Year Built

2001

MLS Number

MDAA2147500

Appliances & Equipment

Built-In Microwave, Built-In Range, Dishwasher, Dryer, Exhaust Fan, Extra Refrigerator/Freezer, Icemaker, Oven - Double, Oven/Range - Gas, Range Hood, Refrigerator, Six Burner Stove, Washer, Water Conditioner - Owned, Water Heater

Basement

Connecting Stairway, Daylight, Partial, Fully Finished, Heated, Improved, Interior Access, Outside Entrance, Walkout Level, Windows

Building

Built in 2001, Built in 2018 (effective), Living area: 15859, Levels: 4, Construction Materials: Combination

Cooling

Central A/C, Geothermal, Programmable Thermostat, Zoned

Accessibility Features

Elevator

Exterior Features

Patio/Porch Features: Balcony, Enclosed, Screened, Porch(es), Patio(s), BBQ Grill, Extensive Hardscape, Exterior Lighting, Hot Tub, Outside Shower, Play Area, Play Equipment, Private Beach, Secure Storage, Sport Court, Stone Retaining Walls, Tennis Court(s), Underground Lawn Sprinkler, Water Fountains

Fireplaces

2 fireplaces, Fireplace - Glass Doors, Stone, Mantel(s)

Floors

Hardwood, Stone

Garage

4 spaces

Heating

Forced Air, Programmable Thermostat, Zoned, Radiant

Home Owner's Association

Association Fee: $4,000, Fee Frequency: Annually, Fee Includes: Common Area Maintenance, Pier/Dock Maintenance, Amenities: Boat Dock/Slip, Common Grounds, Pier/Dock

Interior Features

Additional Stairway, Bar, Bathroom - Walk-In Shower, Bathroom - Tub Shower, Breakfast Area, Built-Ins, Cedar Closet(s), Ceiling Fan(s), Combination Dining/Living, Combination Kitchen/Dining, Combination Kitchen/Living, Crown Moldings, Curved Staircase, Dining Area, Elevator, Entry Level Bedroom, Exposed Beams, Family Room Off Kitchen, Floor Plan - Open, Formal/Separate Dining Room, Kitchen - Eat-In, Kitchen - Gourmet, Kitchen - Island, Kitchen - Table Space, Pantry, Primary Bath(s), Primary Bedroom - Bay Front, Recessed Lighting, Sauna, Sound System, Sprinkler System, Upgraded Countertops, Walk-in Closet(s), Water Treat System, Wet/Dry Bar, WhirlPool/HotTub, Window Treatments, Wine Storage, Wood Floors

Lot

6.42 acres, Front Yard, Landscaping, No Thru Street, Partly Wooded, Premium, Poolside, Private, Rear Yard, Rip-Rapped, Secluded, SideYard(s)

Parking

Circular Driveway, Crushed Stone

Pool

Heated, In Ground, Indoor, Lap/Exercise, Saltwater

Property

Excellent, Other structures: Above Grade, Below Grade, Bay, Garden/Lawn, Panoramic, Pond, Scenic Vista, Water

Security Features

Security System, Smoke Detector, Sprinkler System - Indoor, Monitored

Sewer

On Site Septic, Private Septic Tank

Taxes

Annual Amount: $65,965, Lot: 1R, Year: 2025, Zoning: R1

Utilities

Water Source: Well

Water Features

Water Body Name: Chesapeake Bay, Sandy Beach

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This content last updated on Jun 9, 2026.

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