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2045 Maidstone Farm RoadAnnapolis, MD 21409Price: $12,950,000

  • Price: $12,950,000
  • Est. Mortgage of $/month
  • 35 Days on Market
$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jul 9, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.
  • $12,950,000List Price
  • 6Bedrooms
  • 9Bathrooms
  • 15,859Square Feet
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!
Listed by Bradley R Kappel of TTR Sotheby's International Realty

Driving Directions

Railey Vacations
Railey Vacations
Office: 301-387-2124
5 Vacation Way
McHenry, MD 21541

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More Info

Location Information

  • Date Listed06/10/2026
  • ZoningR1
  • UsmAreaAnnapolis

School Information

  • Junior HighSevern River
  • High SchoolBroadneck
  • Elementary SchoolWindsor Farm

Parking

  • Parking FeaturesCircular Driveway, Crushed Stone
  • Parking TypesAttached Garage, Detached Garage, Driveway
  • Total Garage And Parking Spaces16

Property

  • Number Of Community Docks1
  • Property ConditionExcellent
  • New Construction YNN
  • Lot Description
    • Front Yard
    • Landscaping
    • No Thru Street
    • Partly Wooded
    • Poolside
    • Premium
    • Private
    • Rear Yard
    • Rip-Rapped
    • Secluded
    • SideYard(s)

Exterior

  • FoundationOther
  • Exterior FeaturesBBQ 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

Utilities

  • Water SourceWell
  • SewerOn Site Septic, Private Septic Tank
  • Central Air YNYes
  • Cooling FuelElectric, Geothermal
  • Water HeaterMulti-tank
  • Heating FuelGeo-thermal
  • Heat SystemForced Air, Programmable Thermostat, Zoned, Radiant

Water Body

  • Water View YNYes
  • Waterfront FeaturesSandy Beach, Navigable Water
  • WaterfrontYes
  • Water Body TypeBay
  • Water Body NameChesapeake Bay
  • Water FeaturesBoat - Powered, Canoe/Kayak, Fishing Allowed, Personal Watercraft (PWC), Private Beach, Sail, Swimming Allowed, Waterski/Wakeboard
  • Water AccessYes
  • Tidal Water YNYes

Other

  • Other Structures List2nd Garage
  • View Count1

Basic Information

  • MLS NumberMDAA2147500
  • Ownership InterestFee Simple
  • List Price$12,950,000
  • Square Feet15,859
  • Acreage6.42
  • Year Built2001
  • MLS Property TypeResidential
  • StatusACT
  • HOA Fee4000.00 / Annually

Basic Information

Building

  • Num Detached Garage Spaces2
  • ViewBay, Garden/Lawn, Panoramic, Pond, Scenic Vista, Water
  • Water Oriented YNYes
  • Walls Ceilings9'+ Ceilings, Tray Ceilings
  • Interior FeaturesAdditional 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
  • Association Fee$4,000
  • Association Fee FrequencyAnnually
  • Association Fee IncludesCommon Area Maintenance, Pier/Dock Maintenance
  • Association NameMAIDSTONE FARM HOMEOWNERS ASSOCIATION, INC.
  • Security FeaturesSecurity System, Smoke Detector, Sprinkler System - Indoor, Monitored
  • Association YNYes
  • High School DistrictAnne Arundel County Public Schools
  • Broker NameTTR Sotheby's International Realty
  • Building Number2045
  • 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 Home!
  • Num Attached Garage Spaces2
  • Lower Levels Total Baths1
  • Lower Level1 Total Baths1
  • Lower Level1 Full Baths1
  • Lower Levels Total Full Baths1
  • Main Level Total Baths2
  • Main Level Bedrooms1
  • Main Level Half Baths1
  • Main Level Full Baths1
  • Upper Level2 Total Baths1
  • Upper Levels Total Full Baths5
  • Upper Levels Total Bedrooms5
  • Upper Levels Total Baths6
  • Upper Level2 Half Baths1
  • Upper Level1 Bedrooms5
  • Upper Level1 Full Baths5
  • Upper Level1 Total Baths5
  • Upper Levels Total Half Baths1
  • Spa YNYes
  • Story ListLower 1, Main, Upper 1, Upper 2
  • Spa FeaturesHeated
  • Structure Design TypeDetached
  • Construction MaterialsCombination
  • Property StyleCoastal, Manor
  • Builder ModelChesapeake Bay Estate
  • Bedrooms6
  • Basement
    • Connecting Stairway
    • Daylight
    • Fully Finished
    • Heated
    • Improved
    • Interior Access
    • Outside Entrance
    • Partial
    • Walkout Level
    • Windows
  • Full Bath7
  • Bathroom9
  • Half Baths2
  • Laundry TypeMain Floor, Upper Floor
  • Levels4
  • Fireplace FeaturesFireplace - Glass Doors, Stone, Mantel(s)
  • Fireplace YNYes
  • Fireplace2
  • Elevators1
  • Garage TypeAdditional Storage Area, Garage - Front Entry, Garage Door Opener, Inside Access
  • Garage Spaces4
  • GarageYes
  • Patio And Porch FeaturesBalcony, Enclosed, Screened, Porch(es), Patio(s)

Tax Information

  • Total Taxes Payment FrequencyAnnually
  • Tax Total Finished Sq Ft17,083
  • Tax Assessment Amount6506967
  • Tax Year2025
  • Taxes$65,965
  • County Tax$65,539
  • County Tax Payment FrequencyAnnually
  • Assessment Year2026

Location

  • Address2045 Maidstone Farm Road
  • Area Total17,657
  • SubdivisionMaidstone Farm
  • TownAnnapolis
  • StateMD
  • Zip21409
  • CountyAnne Arundel

Interior

  • FlooringHardwood, Stone
  • Appliances Included
    • 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
  • Heating YNYes
  • CoolingCentral A/C, Geothermal, Programmable Thermostat, Zoned
  • Basement YNYes

Property Information

  • Lot Size Square Feet279,655
  • Above Grade Finished Area11685
  • Below Grade Area Total5,972
  • Below Grade Unfinished Area1798
  • Below Grade Finished Area4174

Amenities

  • Pool FeaturesHeated, In Ground, Indoor, Lap/Exercise, Saltwater
  • PoolYes - Personal
  • AmenitiesBoat Dock/Slip, Common Grounds, Pier/Dock
  • Accessibility AmenitiesElevator
  • PricePerSqFt1108
  • Other Amenities
    • Basement
    • Beachfront
    • Fireplace
    • Pool
    • Tennis
    • Water View
    • Waterfront

Copyright 2026 BRIGHT, All Rights Reserved.  Information Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Railey Vacations participates, and is provided by BRIGHT through a licensing agreement. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.Data last updated July 14, 2026. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale.

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