1. Maryland
  2. Annapolis
  3. 125 S WINCHESTER RD
$8,750,000

125 S WINCHESTER RD, Annapolis, MD 21409

  • 5 beds |
  • 7 baths |
  • 11,269 sqft
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in 2003
  • Property Lot Size Icon2.77acre lot
  • Property Parking Icon 3 car garage
  • Property Price Per Square Feet Icon $776/sqft
  • Property List Date Icon Listed 20 hours ago

Property Description

This Severn River estate is a rare opportunity to own one of the area’s most spectacular properties. Showcasing a negative-edge pool with beach entry and hot tub, 2 private piers to accommodate a variety of vessel sizes including a 100 ft slip, sprawling yard and sweeping views of the river and Naval Academy Bridge. Imagine waking each morning to the sun sparkling off the Severn, its reflection dancing across the water and spilling into a home designed to embrace the view at every turn. This extraordinary residence is both a private retreat and an entertainer’s dream, with expansive balconies and roof decks on every level, making indoor/outdoor living a breeze. Inside, soaring ceilings and walls of glass frame the ever-changing views like a living masterpiece, while the grand chef’s kitchen, stone-floored sunroom, and elegant dining spaces invite gatherings large and small. The primary suite is an entire level of indulgence, complete with soaring ceilings, a fireplace, spa-like bath, wet bar, expansive dressing room, laundry, and its own private balcony for starlit evenings. Additional ensuite bedrooms and a guest suite with kitchenette ensure comfort for family and friends, while the lower level—with wine cellar, kitchenette, and direct access to the pool—extends the living space to the outdoors. With a sandy beach and two private piers, one tucked into Crouches Cove and the other stretching into the Severn river, this estate offers not just a home but a lifestyle of breathtaking vistas on the water, boating adventures at your doorstep, and the unmatched beauty of Annapolis waterfront living. Located in the Blue-Ribbon Broadneck School district and just 5 miles to downtown Annapolis, convenient to Baltimore, BWI, Ft. Meade/NSA and Washington, DC., the location provides the very best this region has to offer in a 30-mile radius. If you are looking for a truly special property with EPIC water views, resort like amenities and a great private setting, this is the property you have been waiting for. Welcome Home!

Listing Status:
Active
Date Added:
September 30, 2025 at 05:00AM
Listing Office:
TTR Sotheby's International Realty : 4102805600
Listing Agent:
Bradley R Kappel : 4102799476
MLS ID:
MDAA2125880
  • General: Additional StairwayBarBathroom - Jetted TubBathroom - Walk-In ShowerBreakfast AreaCeiling Fan(s)Combination Kitchen/DiningCombination Kitchen/LivingDining AreaFamily Room Off KitchenFloor Plan - OpenFormal/Separate Dining RoomKitchen - GourmetKitchen - IslandKitchenettePantryPrimary Bath(s)Recessed LightingSprinkler SystemUpgraded CountertopsWalk-in Closet(s)Water Treat SystemWet/Dry BarWhirlPool/HotTubWindow TreatmentsWine Storage
  • Appliances: DishwasherDisposalDryerExhaust FanExtra Refrigerator/FreezerFreezerIcemakerMicrowaveOven/Range - GasOven - DoubleRange HoodRefrigeratorSix Burner StoveStainless Steel AppliancesTrash CompactorWasherWater Conditioner - OwnedWaterHeater
  • Laundry: Main FloorUpper Floor
  • Basement: Connecting stairwayDaylightPartialFullFully finishedHeatedImprovedInterior accessRear entranceWalkout levelWindows
  • Flooring: HardwoodStoneCeramic tile
  • A/C: Ceiling Fan(s)Central A/CProgrammable ThermostatZoned
  • Heating: Forced AirProgrammable ThermostatZonedElectricPropane - Owned
  • Fireplace: Fireplace - Glass DoorsGas/PropaneMantel(s)MarbleStoneFireplaceFireplaces: 3
  • Disability Feature: None
  • General: Extensive HardscapeExterior LightingHot TubPrivate BeachStone Retaining WallsAbove GradeBelow GradeHeated
  • Style: CoastalTransitional
  • Other Structures: RoofBalconies- MultipleDeckPatio
  • Pool: In groundNegative edge infinityPool spa combo
  • General: Combination4Other
  • Originating MLS: BRIGHT_MAIN
  • School District: ANNE ARUNDEL COUNTY PUBLIC SCHOOLS
  • County: ANNE ARUNDEL-MD
  • Zoning: R1020300003159800
  • View: RiverPanoramicGarden/LawnScenic VistaWater
  • Waterfront: 600
  • Water: Well
  • Sewer: On Site SepticPrivate Septic Tank
  • Source: BRIGHT_MAIN

This listing courtesy of Bradley R Kappel, TTR Sotheby's International Realty

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

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Location

Schools Nearby

A

Arnold Elementary School

95 Joyce Ln E, Arnold, MD, 21012

Grades KG-5

1.72 miles away

M

Mary Moss at Adams Academy

245 Clay St, Annapolis, MD, 21401

Grades 7-9

1.93 miles away

B

Broadneck High School

1265 Green Holly Dr, Annapolis, MD, 21409

Grades 9-12

3.19 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.