125 S Winchester Rd

Annapolis, MD 21409

$8,750,000
Price
5
Beds
11,269 Sq. Ft.
$776 / Sq. Ft.
11,269
Sq. Ft.
$776
per Sq. Ft.
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Coming SoonVirtual Tour
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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...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!
  1. Listed by Bradley R Kappel • TTR Sotheby's International Realty
    P: (410)-279-9476 brad.kappel@sothebysrealty.com

Property Details for 125 South Winchester Road

Tax ID Number
020300003159800
Ownership
Fee Simple
Condo Coop Association
No
HOA
No
Structure Type
Detached
Style
Coastal, Transitional
Levels/Stories
4
Waterfront
Yes
LISTING UPDATED: 02/17/2026 02:09 PM

Property Details for 125 South Winchester Road

StatusComing Soon
MLS #MDAA2132598
Days on Market-
Taxes$25,288 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Fee Simple
Year Built2003
Lot Size2.77 AC / 120,661 SF
CountyAnne Arundel County
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Location

Listing Courtesy of TTR Sotheby's International Realty
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Building Information for 125 South Winchester Road

Stories4Year Built2003Building Size-Lot Size2.77 AC / 120,661 SF

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$44,572 per month

30 year fixed, 6.11% Interest

Principal and Interest

$42,465

Property Taxes

$2,107

HOA Dues

$0

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Property Information for 125 South Winchester Road

Location
Location
  • In City Limits: No
  • School District Name: ANNE ARUNDEL COUNTY PUBLIC SCHOOLS
  • School District County ID: 121140671932
  • SchoolDistrictSource: Listing Agent
  • Elementary School: ARNOLD (ANNE ARUNDEL MD)
  • ElementarySchoolSource: Listing Agent
  • Middle Or Junior School: SEVERN RIVER (ANNE ARUNDEL MD)
  • MiddleSchoolSource: Listing Agent
  • High School: BROADNECK (ANNE ARUNDEL MD)
  • County: ANNE ARUNDEL
Waterfront / Water Access
Waterfront / Water Access
  • Water View: Yes
  • Water Access: Yes
  • Water Access Features: Boat - Powered, Canoe/Kayak, Fishing Allowed, Personal Watercraft (PWC), Private Access, Sail, Swimming Allowed, Waterski/Wakeboard
  • Water Oriented: Yes
  • Navigable Water: Yes
  • Tidal Water: Yes
  • Water Body Name: Severn River/Crouches Pond
  • Water Body Type: River
  • Water Frontage In Feet: 600.0
  • Riparian Rights Y/N: Yes
  • Docks Count: 2
  • Dock Type and Features: Hoist/Lift Electric, Multiple Slip, Pier (Perpendicular), Private
  • Dock/Slip Conveys Y/N: true
  • Dock/Slip Conveyance: Physical Dock/Slip Conveys
  • Slips Count: 5+
  • Mean Low Water Feet: 6.00
Association / Community Info
Association / Community Info
  • Senior Community: No
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2025
  • Tax Assessed Value: $2,283,033
  • Year Assessed: 2025
  • County Tax: $24,862
  • Improvement Assessed Value: $762,000
  • Land Assessed Value: $1,737,500
  • Clean Green Assessed: No
  • Land Use Code: R
  • Zoning: R1
  • School Tax: $0
  • Automatically Update Tax Values Y/N: Yes
Rooms
Main
  • # Bedrooms Count Main Level: 0
  • # Bathrooms Count Main Level: 1
  • # Bathrooms Full Main Level: 0
  • # Bathrooms Half Main Level: 1
All Upper Levels
  • # Bedrooms Count All Upper Levels: 5
  • # Bathrooms Count All Upper Levels: 5
  • # Bathrooms Full All Upper Levels: 5
  • # Bathrooms Half All Upper Levels: 0
Upper Level 1
  • # Bedrooms Count Upper Level: 4
  • # Bathrooms Count Upper Level: 4
  • # Bathrooms Full Upper Level: 4
  • # Bathrooms Half Upper Level: 0
Upper Level 2
  • # Bedrooms Count Upper Level: 1
  • # Bathrooms Count Upper Level: 1
  • # Bathrooms Full Upper Level: 1
  • # Bathrooms Half Upper Level: 0
All Lower Levels
  • # Bedrooms All Lower Levels: 0
  • # Bathrooms All Lower Levels: 1
  • # Bathrooms Full All Lower Levels: 0
  • # Bathrooms Half All Lower Levels: 1
Lower Level 1
  • # Bedrooms Lower Level: 0
  • # Bathrooms Lower Level: 1
  • # Bathrooms Full Lower Level: 0
  • # Bathrooms Half Lower Level: 1
Rooms
  • Stories: Lower 1, Main, Upper 1, Upper 2
Building Info
Building Info
  • Total Finished SQFT: 11,269.00
  • Total Finished SQFT Source: Estimated
  • Tax Total Finished SQFT: 4,260.00
  • Total SQFT: 11,269.00
  • Total SQFT Source: Estimated
  • Construction Materials: Combination
  • Ext Main Mid-res: http://bright-media02.prd.brightmls.com/bright/images/0000/8041/8793/5628/804187935628_512_384_WM_ogN2YzOIsU2b8zpC.jpg
  • Wall and Ceiling Types: 9'+ Ceilings, Vaulted Ceilings
  • Flooring Type: Hardwood, Stone, Ceramic Tile
  • Basement Type: Connecting Stairway, Daylight, Partial, Full, Fully Finished, Heated, Improved, Interior Access, Rear Entrance, Walkout Level, Windows
  • Foundation Details: Other
  • Room and Floor: Bathrooms Half-Main Level-1, Bedrooms-Upper Level 1-1, Bedrooms-Upper Level 1-2, Bedrooms-Upper Level 1-3, Bedrooms-Upper Level 1-4, Bathrooms Full-Upper Level 1-1, Bathrooms Full-Upper Level 1-2, Bathrooms Full-Upper Level 1-3, Bathrooms Full-Upper Level 1-4, Bathrooms Half-Lower Level 1-1, Bedrooms-Upper Level 2-1, Bathrooms Full-Upper Level 2-1
  • # Bathrooms Full: 5
  • # Bathrooms Half: 2
  • Other Structure: Above Grade, Below Grade
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Assessor
  • Lot Features: Landscaping, Level, No Thru Street, Poolside, Premium, Private, Rip-Rapped
  • Parcel ID: 15196318
Parking
Parking
  • Type Of Parking: Attached Garage, Driveway
  • Num of Attached Garage Spaces: 3
  • Driveway - # of Spaces: 6
  • Total Garage Spaces: 3
  • Garage Features: Additional Storage Area, Garage - Side Entry, Garage Door Opener, Inside Access, Oversized
Interior Features
Interior Features
  • Interior Features: Additional Stairway, Bar, Bathroom - Jetted Tub, Bathroom - Walk-In Shower, Breakfast Area, Ceiling Fan(s), Combination Kitchen/Dining, Combination Kitchen/Living, Dining Area, Family Room Off Kitchen, Floor Plan - Open, Formal/Separate Dining Room, Kitchen - Gourmet, Kitchen - Island, Kitchenette, Pantry, Primary Bath(s), Recessed Lighting, Sprinkler System, Upgraded Countertops, Walk-in Closet(s), Water Treat System, Wet/Dry Bar, WhirlPool/HotTub, Window Treatments, Wine Storage
  • Fireplace: Yes
  • Fireplaces Count: 3
  • Fireplace Features: Fireplace - Glass Doors, Gas/Propane, Mantel(s), Marble, Stone
  • Appliances: Dishwasher, Disposal, Dryer, Exhaust Fan, Extra Refrigerator/Freezer, Freezer, Icemaker, Microwave, Oven/Range - Gas, Oven - Double, Range Hood, Refrigerator, Six Burner Stove, Stainless Steel Appliances, Trash Compactor, Washer, Water Conditioner - Owned, Water Heater
  • Accessibility Features: None
  • Security Features: Carbon Monoxide Detector(s), Security System, Smoke Detector, Security Gate
  • Laundry Type: Main Floor, Upper Floor
  • Virtual Tour URL Unbranded: https://youtu.be/XAcfJ894GLQ
Exterior Features
Exterior Features
  • Spa: Yes
  • Spa Features: Heated
  • Exterior Features: Extensive Hardscape, Exterior Lighting, Hot Tub, Private Beach, Stone Retaining Walls
  • Outdoor Living Structures: Balconies- Multiple, Patio(s), Roof, Deck(s)
  • Pool: Yes - Personal
  • Personal Pool Features: In Ground, Negative Edge/Infinity, Pool/Spa Combo
Utilities
Utilities
  • Heating: Yes
  • Cooling Type: Ceiling Fan(s), Central A/C, Programmable Thermostat, Zoned
  • Cooling Fuel: Electric
  • Heating Type: Forced Air, Programmable Thermostat, Zoned
  • Heating Fuel: Electric, Propane - Owned
  • Hot Water: Multi-tank, Propane
  • Water Source: Well
  • Sewer Septic: On Site Septic, Private Septic Tank
Confidential Data
Listing Office
  • List Agent AOR: Anne Arundel County Association of REALTORS
  • List Agent URL: www.bradkappel.com

Property History for 125 South Winchester Road

DateEvent & SourcePriceAppreciation
Dec 8, 2025

Withdrawn

BRIGHT #MDAA2125880

—
Sep 30, 2025

Listed (Active)

BRIGHT #MDAA2125880

$8,750,000—
Sep 27, 2000

Closed

BRIGHT #MDAA239706

$1,300,000—
Sep 7, 2000

Pending

BRIGHT #MDAA239706

—
Feb 27, 2000

Listed (Active)

BRIGHT #MDAA239706

$1,550,000—
Nov 18, 1999

Withdrawn

BRIGHT #MDAA362510

—
Jun 18, 1999

Listed (Active)

BRIGHT #MDAA362510

$1,900,000—
DateEvent & SourcePrice
12/08/2025

Withdrawn

BRIGHT #MDAA2125880

—
09/30/2025

Listed (Active)

BRIGHT #MDAA2125880

$8,750,000
09/27/2000

Closed

BRIGHT #MDAA239706

$1,300,000
09/07/2000

Pending

BRIGHT #MDAA239706

—
02/27/2000

Listed (Active)

BRIGHT #MDAA239706

$1,550,000
11/18/1999

Withdrawn

BRIGHT #MDAA362510

—
06/18/1999

Listed (Active)

BRIGHT #MDAA362510

$1,900,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 125 South Winchester Road

Taxable ValueLand-Additions-Total-
Tax Record2025$24,814 ($2,068 / month)
Home Facts
Beds0Baths4.5Total Finished SqFt4,260 SqFtAbove Grade Finished SqFt3,660 SqFtFinished Basement SqFt600 SqFtStories3Lot Size120,661 SqFtStyleSingle Family ResidenceYear Built1948ZoningR1CountyANNE ARUNDELAPN03-000-03159800Fireplace TypeHas Fireplace

Schools near 125 South Winchester Road

This home is within Anne Arundel County Public Schools.
Rating
School
Type
Grades
Distance
Arnold Elementary School
Public - K to 5
Severn River Middle School
Public - 6 to 8
Broadneck High School
Public - 9 to 12
Mary Moss at Adams Academy
Public - K to 12
Rating
School
Distance
Arnold Elementary School
PublicK to 5

Severn River Middle School
Public6 to 8

Broadneck High School
Public9 to 12

Mary Moss at Adams Academy
PublicK to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 125 South Winchester Road, Annapolis, MD 21409

125 South Winchester Road is a single family home Coming Soon in Annapolis, MD 21409. This property is currently priced at $8,750,000. This listing's school district is Anne Arundel County Public Schools. Nearby schools include Arnold Elementary School, Severn River Middle School and Broadneck High School. 125 South Winchester Road is a 5-bed, 7-bath, 11,269 sqft single family home built in 2003.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of TTR Sotheby's International Realty

© 2026 Bright MLS. All rights reserved. All information is deemed reliable, but accuracy is not guaranteed. Listing information is from various brokers who participate in IDX and not all listings may be visible on the site. The property information being provided is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated on 02/17/2026 02:09 PM