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Coming soon 03/31
  • $8,750,000

    125 S Winchester Rd, Annapolis, MD 21409

    5beds
    11,269sqft
    : 
    Single Family Residence
    Built in 2003
    2.77 Acres Lot
    $-- Zestimate®
    $776/sqft
    $-- HOA

    What's special

    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!
    18 days
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    3,972
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    185
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    Zillow last checked: 8 hours ago

    Listing updated: February 17, 2026 at 06:09am

    Listed by:

    Brad Kappel 410-279-9476,

    TTR Sotheby's International Realty (410) 280-5600

    Source: Bright MLS,MLS#: MDAA2132598MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 5
    • Bathrooms: 7
    • Full bathrooms: 5
    • 1/2 bathrooms: 2
    • Main level bathrooms: 1
    Basement
    • Area: 1570
    Heating
    • Forced Air, Programmable Thermostat, Zoned, Electric, Propane
    Cooling
    • Ceiling Fan(s), Central Air, Programmable Thermostat, Zoned, Electric
    Appliances
    • Included: Dishwasher, Disposal, Dryer, Exhaust Fan, Extra Refrigerator/Freezer, Freezer, Ice Maker, Microwave, Oven/Range - Gas, Double Oven, Range Hood, Refrigerator, Six Burner Stove, Stainless Steel Appliance(s), Trash Compactor, Washer, Water Conditioner - Owned, Water Heater, Water Treat System
    • Laundry: Main Level, Upper Level
    Features
    • Additional Stairway, Bar, Bathroom - Walk-In Shower, Breakfast Area, Ceiling Fan(s), Combination Kitchen/Dining, Combination Kitchen/Living, Dining Area, Family Room Off Kitchen, Open Floorplan, Formal/Separate Dining Room, Kitchen - Gourmet, Kitchen Island, Kitchenette, Pantry, Primary Bath(s), Recessed Lighting, Upgraded Countertops, Walk-In Closet(s), Wine Storage, 9'+ Ceilings, Vaulted Ceiling(s)
    • Flooring: Hardwood, Stone, Ceramic Tile
    • Windows: Window Treatments
    • Basement: Connecting Stairway,Partial,Full,Finished,Heated,Improved,Interior Entry,Rear Entrance,Walk-Out Access,Windows
    • Number of fireplaces: 3
    • Fireplace features: Glass Doors, Gas/Propane, Mantel(s), Marble, Stone
    Interior area
    • Total structure area: 11,269
    • Total interior livable area: 11,269 sqft
    • Finished area above ground: 9,699
    • Finished area below ground: 1,570
    Video & virtual tour

    Property

    Parking
    • Total spaces: 9
    • Parking features: Storage, Garage Faces Side, Garage Door Opener, Inside Entrance, Oversized, Attached, Driveway
    • Attached garage spaces: 3
    • Uncovered spaces: 6
    Accessibility
    • Accessibility features: None
    Features
    • Levels: Four
    • Stories: 4
    • Patio & porch: Patio, Roof, Deck
    • Exterior features: Extensive Hardscape, Lighting, Private Beach, Stone Retaining Walls, Balcony
    • Has private pool: Yes
    • Pool features: In Ground, Infinity, Pool/Spa Combo, Private
    • Has spa: Yes
    • Spa features: Bath, Heated, Hot Tub
    • Has view: Yes
    • View description: River, Panoramic, Garden, Scenic Vista, Water
    • Has water view: Yes
    • Water view: River,Water
    • Waterfront features: Private Dock Site, Rip-Rap, Sandy Beach, Boat - Powered, Canoe/Kayak, Fishing Allowed, Personal Watercraft (PWC), Private Access, Sail, Swimming Allowed, Waterski/Wakeboard, River
    • Body of water: Severn River / Crouches Pond
    • Frontage length: Water Frontage Ft: 600
    Lot
    • Size: 2.77 Acres
    • Features: Landscaped, Level, No Thru Street, Poolside, Premium, Private, Rip-Rapped
    Details
    • Additional structures: Above Grade, Below Grade
    • Parcel number: 020300003159800
    • Zoning: R1
    • Special conditions: Standard

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Coastal,Transitional
    • Property subtype: Single Family Residence
    Materials
    • Combination
    • Foundation: Other
    Condition
    • New construction: No
    • Year built: 2003
    Details
    • Builder model: Severn River Waterfront Estate

    Utilities & green energy

    • Sewer: On Site Septic, Private Septic Tank
    • Water: Well

    Community & HOA

    Community
    • Security: Carbon Monoxide Detector(s), Security System, Smoke Detector(s), Security Gate, Fire Sprinkler System
    • Subdivision: None Available
    HOA
    • Has HOA: No
    Location
    • Region: Annapolis

    Financial & listing details

    • Price per square foot: $776/sqft
    • Tax assessed value: $2,283,033
    • Annual tax amount: $25,288
    • Date on market: 3/31/2026
    • Listing agreement: Exclusive Right To Sell
    • Listing terms: Cash,Conventional
    • Inclusions: See Documents For Inclusions / Exclusions
    • Ownership: Fee Simple
    Get pre-qualifiedBe ready to make an offer.
    Connect with an agentGet info on this home, tour, and more.
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    Estimated market value

    Not available

    Estimated sales range

    Not available

    $5,209/mo

    Price history

    Price history
    DateEventPrice
    12/8/2025Listing removed$8,750,000$776/sqft
    Source: Bright MLS #MDAA2125880 Report a problem
    9/30/2025Listed for sale$8,750,000+573.1%$776/sqft
    Source: Bright MLS #MDAA2125880 Report a problem
    10/2/2000Sold$1,300,000+188.9%$115/sqft
    Source: Public Record Report a problem
    12/10/1993Sold$450,000$40/sqft
    Source: Public Record Report a problem

    Public tax history

    Public tax history
    YearProperty taxesTax assessment
    2025-- $2,283,033 +5%
    2024$23,814 +1.8%$2,174,800 +1.5%
    2023$23,395 +6.1%$2,142,433 +1.5%
    2022$22,050 +1.6%$2,110,067 +1.6%
    2021$21,712 +1.7%$2,077,700 +1.8%
    2020$21,358 +1.7%$2,041,900 -1.7%
    2019$21,004 +5.1%$2,077,700 +5.5%
    2018$19,979 0%$1,970,300 +0.5%
    2017$19,979 $1,960,100 +0.5%
    2016-- $1,949,900 +0.5%
    2015-- $1,939,700
    2014-- $1,939,700
    2013-- $1,939,700 -20.1%
    2012-- $2,428,000
    2011-- $2,428,000
    2010-- $2,428,000 -0.8%
    2009-- $2,447,980 +7%
    2008-- $2,287,662 +7.5%
    2007-- $2,127,346 +8.2%
    2006-- $1,967,030 +27.8%
    2005-- $1,539,430 +38.5%
    2004-- $1,111,830 +62.5%
    2003-- $684,230 -20.2%
    2002-- $857,290 +19.7%
    2001-- $716,080

    Find assessor info on the county website

    BuyAbility℠ payment

    Est. payment
    $48,595/mo
    Principal & interest
    $42397
    Property taxes
    $6198

      Climate risks

      Neighborhood: 21409

      Getting around

      1 / 100
      Car-Dependent
      0 / 100
      No Nearby Transit
      12 / 100
      Somewhat Bikeable

      Nearby schools

      GreatSchools rating
      Schools provided by the listing agent
      • Elementary: Arnold
      • Middle: Severn River
      • High: Broadneck
      • District: Anne Arundel County Public Schools

      Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

      Local experts in 21409