Pool and hot tubWaterfront retreatHeated saltwater poolIndoor lap poolSandy beachExpansive lawnsStars above the bay
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!
Central Air, Geothermal, Programmable Thermostat, Zoned, Electric
Appliances
Included: Microwave, Built-In Range, Dishwasher, Dryer, Exhaust Fan, Extra Refrigerator/Freezer, Ice Maker, Double Oven, Oven/Range - Gas, Range Hood, Refrigerator, Six Burner Stove, Washer, Water Conditioner - Owned, Water Heater, Water Treat System
Laundry: Main Level, Upper Level
Features
Additional Stairway, Bar, Bathroom - Walk-In Shower, Bathroom - Tub Shower, Breakfast Area, Built-in Features, Cedar Closet(s), Ceiling Fan(s), Combination Dining/Living, Combination Kitchen/Dining, Combination Kitchen/Living, Crown Molding, Curved Staircase, Dining Area, Elevator, Entry Level Bedroom, Exposed Beams, Family Room Off Kitchen, Open Floorplan, Formal/Separate Dining Room, Eat-in Kitchen, Kitchen - Gourmet, Kitchen Island, Kitchen - Table Space, Pantry, Primary Bath(s), Primary Bedroom - Bay Front, Recessed Lighting, Sauna, Sound System, Upgraded Countertops, Walk-In Closet(s), Wine Storage, 9'+ Ceilings, Tray Ceiling(s)
Accessibility features: Accessible Elevator Installed
Features
Levels: Four
Stories: 4
Patio & porch: Enclosed, Screened, Porch, Patio
Exterior features: Barbecue, Extensive Hardscape, Lighting, Outdoor Shower, Play Area, Play Equipment, Private Beach, Storage, Sport Court, Stone Retaining Walls, Tennis Court(s), Underground Lawn Sprinkler, Water Fountains, Balcony
Has private pool: Yes
Pool features: Heated, In Ground, Indoor, Lap, Salt Water, Private
Has spa: Yes
Spa features: Bath, Heated, Hot Tub
Has view: Yes
View description: Bay, Garden, Panoramic, Pond, Scenic Vista, Water
Has water view: Yes
Water view: Bay,Pond,Water
Waterfront features: Sandy Beach, Boat - Powered, Canoe/Kayak, Fishing Allowed, Personal Watercraft (PWC), Sail, Swimming Allowed, Waterski/Wakeboard, Bay
Body of water: Chesapeake Bay
Frontage length: Water Frontage Ft: 349
Lot
Size: 6.42 Acres
Features: Front Yard, Landscaped, No Thru Street, Wooded, Premium, Poolside, Private, Rear Yard, Rip-Rapped, Secluded, SideYard(s)
Details
Additional structures: Above Grade, Below Grade
Parcel number: 020300090062384
Zoning: R1
Special conditions: Standard
Construction
Type & style
Home type: SingleFamily
Architectural style: Coastal,Manor
Property subtype: Single Family Residence
Materials
Combination
Foundation: Other
Condition
Excellent
New construction: No
Year built: 2001
Major remodel year: 2018
Details
Builder model: Chesapeake Bay Estate
Utilities & green energy
Sewer: On Site Septic, Private Septic Tank
Water: Well
Community & HOA
Community
Security: Security System, Smoke Detector(s), Fire Sprinkler System, Monitored
Subdivision: Maidstone Farm
HOA
Has HOA: Yes
Amenities included: Boat Dock/Slip, Common Grounds, Pier/Dock
Services included: Common Area Maintenance, Pier/Dock Maintenance
HOA fee: $4,000 annually
HOA name: MAIDSTONE FARM HOMEOWNERS ASSOCIATION, INC.
Location
Region: Annapolis
Financial & listing details
Price per square foot: $817/sqft
Tax assessed value: $6,506,967
Annual tax amount: $65,965
Date on market: 6/10/2026
Listing agreement: Exclusive Right To Sell
Listing terms: Cash,Conventional
Inclusions: See Documents For Inclusions / Exclusions
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Principal & interest
$1,547
Mortgage insurance
$0
Property taxes
$170
Home insurance
$105
HOA fees
$0
Utilities
Not included
All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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