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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!
    37 days
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    4,788
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    213
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    Zillow last checked: 7 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

    Tour with a local agent

      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
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        Estimated market value

        Not available

        Estimated sales range

        Not available

        $7,134/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$24,814 +4.2%$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
        $50,466/mo
        Principal & interest
        $44268
        Property taxes
        $6198
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          Climate risks

          Neighborhood: 21409

          Getting around

          1 / 100
          Car-Dependent
          0 / 100
          No Nearby Transit
          7 / 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