Annapolis, MD 21409 2045 Maidstone Farm Road

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Presented By: TTR Sotheby's International Realty
  • MLS# MDAA2147500
  • 06/09/2026
  • Request Tour
  • Request Info
  • Beds • 6
  • Full/Half Baths • 7 / 2
  • SQFT • 15,859
  • Garage • 4

Home Details

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 amenitiesit 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!
Presented By: TTR Sotheby's International Realty

Interior Features for 2045 Maidstone Farm Road

Bedrooms

Bedrooms Count All Lower Levels0
Bedrooms Count All Upper Levels5
Bedrooms Count Lower Level 10
Bedrooms Count Upper Level 15
Main Level Bedrooms1
Total Bedrooms6

Bathrooms

Bathrooms Half Upper Level 21
Bathrooms Half Upper Level 10
Bathrooms Half Main Level1
Bathrooms Half Lower Level 10
Bathrooms Half All Upper Levels1
Bathrooms Half All Lower Levels0
Bathrooms Full Upper Level 15
Bathrooms Full Lower Level 11
Bathrooms Full All Upper Levels5
Bathrooms Full All Lower Levels1
Bathrooms Count Upper Level 21.00
Bathrooms Count Upper Level 15.00
Bathrooms Count Lower Level 11.00
Bathrooms Count All Upper Levels6
Bathrooms Count All Lower Levels1
Half Baths2
Total Baths9

Other Interior Features

LivingAreaSourceEstimated
Below Grade Unfin Area UnitsSquare Feet
Below Grade Unfin SQFT1798
Below Grade Unfin SQFT SourceEstimated
Above Grade Finished Area11685
Above Grade Finished Area SourceEstimated
Above Grade Finished Area Unit TypeSquare Feet
BasementConnecting Stairway, Daylight, Partial, Fully Finished, Heated, Improved, Interior Access, Outside Entrance, Walkout Level, Windows
Basement (Y/N)Yes
Below Grade Finished Area4174
Below Grade Finished Area SourceEstimated
Below Grade Finished Area Unit TypeSquare Feet
Central Air Y/NYes
Fireplace FeaturesFireplace - Glass Doors, Stone, Mantel(s)
Fireplace Y/NYes
FlooringHardwood, Stone
Heating FuelGeo-thermal
Heating Y/NYes
Hot WaterMulti-tank
Interior AmenitiesAdditional 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 Kitche
Laundry TypeMain Floor, Upper Floor
Number of Elevators1
Total Fireplaces2

General for 2045 Maidstone Farm Road

Acceptable FinancingCash, Conventional
AccessibilityElevator
AppliancesBuilt-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 - O
Architectural StyleCoastal, Manor
Assoc Fee Paid PerAnnually
Association AmenitiesBoat Dock/Slip, Common Grounds, Pier/Dock
Association Fee IncludesCommon Area Maintenance, Pier/Dock Maintenance
Association NameMAIDSTONE FARM HOMEOWNERS ASSOCIATION, INC.
Association Recreation FeeN
Bathrooms Count Main Level2.00
Bathrooms Full Main Level1
Body of WaterChesapeake Bay
CityANNAPOLIS
Condo/Coop Association fee Y/NNo
Construction MaterialsCombination
Cool FuelElectric, Geothermal
CoolingCentral A/C, Geothermal, Programmable Thermostat, Zoned
CountyANNE ARUNDEL
DirectionsSt Margaret's Road/RT179. Turn onto Pleasant Point Road. Turn right onto Cherry Road. Turn right onto Maidstone Farm Road. Take a slight left into the driveway right after the road curves. Welcome
Full Baths7
Garage Spaces4.00
Garage Y/NYes
HOAYes
HOA Fee$4000.00
HeatingForced Air, Programmable Thermostat, Zoned, Radiant
Levels4
Living Area15859
Lot Size Square Feet279655.00
Lot Size UnitsSquare Feet
New ConstructionNo
Number of Community Docks1
Other StructuresAbove Grade, Below Grade
OwnershipFee Simple
Patio/Porch FeaturesBalcony, Enclosed, Screened, Porch(es), Patio(s)
Pool FeaturesHeated, In Ground, Indoor, Lap/Exercise, Saltwater
PossessionSettlement
Price Per Sq Ft Total AG1108.26
Property ConditionExcellent
Property TypeResidential
School DistrictANNE ARUNDEL COUNTY PUBLIC SCHOOLS
Security FeaturesSecurity System, Smoke Detector, Sprinkler System - Indoor, Monitored
Senior Community Y/NNo
SewerOn Site Septic, Private Septic Tank
Spa FeaturesHeated
Standard StatusActive
StatusACTIVE
Structure TypeDetached
Subdivision NameMAIDSTONE FARM
Tax Annual Amount65965.0
Tax Assessed Value6506967.0
Tax Lot1R
Tax Year2025
Total SQFT17657
Vacation Rental Y/NNo
ViewBay, Garden/Lawn, Panoramic, Pond, Scenic Vista, Water
Virtual TourClick here
Water Access Y/NYes
Waterfront FeaturesSandy Beach
Year Built2001
Year Built SourceAssessor
ZoningR1

Exterior for 2045 Maidstone Farm Road

# of Attached Garage Spaces2
# of Detached Garage Spaces2
Builder ModelChesapeake Bay Estate
Exterior AmenitiesBBQ 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 Sprinkl
Foundation DetailsOther
Garage FeaturesAdditional Storage Area, Garage - Front Entry, Garage Door Opener, Inside Access
Inclusionssee documents for inclusions/exclusions
Land Assessed Value1766700.00
Land Use CodeR
Lot FeaturesFront Yard, Landscaping, No Thru Street, Partly Wooded, Premium, Poolside, Private, Rear Yard, Rip-Rapped, Secluded, SideYard(s)
Lot Size Acres6.42
Lot Size SourceAssessor
Navigable Water Y/NYes
Parking FeaturesCircular Driveway, Crushed Stone
PoolYes - Personal
SpaYes
Total Parking Spaces16
Type of ParkingAttached Garage, Detached Garage, Driveway
Water Access FeaturesBoat - Powered, Canoe/Kayak, Fishing Allowed, Personal Watercraft (PWC), Private Beach, Sail, Swimming Allowed, Waterski/Wakeboard
Water Body TypeBay
Water Oriented Y/NYes
Water SourceWell
Water View Y/NYes
Waterfront Y/NYes

Additional Details

Price History

Schools

High School Broadneck High School
Elementary School Windsor Farm Elementary School
Middle School Severn River Middle School

Jami Rook

Agent
Price $12,950,000
MLS#MDAA2147500
List Date 06/09/2026
Property Type Single Family
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