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$8,750,000 Coming Soon

  • For Sale
  • Coming Soon
  • Single Family
  • 5 Beds
  • 5 Full Baths
  • 2 Partial Baths
  • 11,269 Sq. Ft.
  • 3 Car Garage
  • Updated 4 days ago
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125 S Winchester Road, Annapolis, MDVideo Tour of 125 S Winchester Road, Annapolis, MD.
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!

Full Property Details for 125 S Winchester Rd

General

  • Price: $8,750,000
  • Taxes: $25,288 (2025)
  • Status: Coming Soon
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: MDAA2132598
  • Updated: 2/17/2026
  • Added to Site: 4 day(s) ago
  • Expected Market Date: 3/31/2026

Interior

  • 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
  • Number of Fireplaces: 3
  • Fireplace(s): 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
  • Flooring: Hardwood, Stone, Ceramic Tile

Rooms

Bathrooms

  • Total Bathrooms: 7
  • Full Bathrooms: 5
  • Half Bathrooms: 2
  • Upper 2 - Full Baths: 1
  • Upper Floor Baths: 5
  • Upper - Full Baths: 5
  • Main Floor Baths: 1
  • Main - 1/2 Baths: 1
  • Lower Floor Baths: 1
  • Lower - 1/2 Baths: 1

Bedrooms

  • Total Bedrooms: 5
  • Bedrooms Upper: 5
  • Bedrooms-Up2: 1

Other Rooms

  • Laundry: Main Floor, Upper Floor

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: In Ground, Negative Edge/Infinity, Pool/Spa Combo
  • Spa: Yes
  • Spa Description: Heated
  • Security/Safety: Carbon Monoxide Detector(s), Security System, Smoke Detector, Security Gate

Exterior

  • Exterior Features: Extensive Hardscape, Exterior Lighting, Hot Tub, Private Beach, Stone Retaining Walls
  • Porch/Patio/Deck: Balconies- Multiple, Patio(s), Roof, Deck(s)

Parking

  • Garage: Yes
  • Garage Spaces: 3
  • Total Spaces: 9
  • Parking Type: Attached Garage, Driveway
  • Garage Description: Additional Storage Area, Garage - Side Entry, Garage Door Opener, Inside Access, Oversized

Location

  • County: ANNE ARUNDEL
  • Driving Directions: Take RT. 450 to Boulters Way. Turn left onto S Winchester Road. Take a slight left turn at the Private property sign. Property is gated. Welcome Home!

School Information

  • School District: Anne Arundel County Public Schools
  • Elementary School: Arnold
  • Middle School: Severn River
  • High School: Broadneck

Heating & Cooling

  • Central air: 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
  • Water Heater: Multi-tank, Propane

Utilities

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

Structural Information

  • Architectural Style: Coastal, Transitional
  • Structure Type: Detached
  • Model: Severn River Waterfront Estate
  • Construction: Combination
  • Basement: Yes
  • Basement Entrance: Yes
  • Basement Desc.: Connecting Stairway, Daylight, Partial, Full, Fully Finished, Heated, Improved, Interior Access, Rear Entrance, Walkout Level, Windows
  • Foundation: Other
  • Walls/Ceilings: 9'+ Ceilings, Vaulted Ceilings
  • Stories Description: Lower 1, Main, Upper 1, Upper 2
  • Square Feet: 11,269
  • Sq. Ft. Source: Estimated
  • Living Area: 11,269 Sq. Ft.
  • Finished Above Grnd: 9,699 Sq. Ft.
  • Finished Below Grnd: 1,570 Sq. Ft.
  • Year Built: 2003
  • Year Built Source: Estimated

Unit Information

Unit 1

  • Bathrooms-Lower: 1

Lot Features

  • Property View: River, Panoramic, Garden/Lawn, Scenic Vista, Water
  • Lot Size (Acres): 2.77
  • Lot Size (Sq. Ft.): 120,661
  • Lot Size Source: Assessor
  • Zoning: R1
  • Lot Description: Landscaping, Level, No Thru Street, Poolside, Premium, Private, Rip-Rapped

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Navigable Water: Yes
  • Water Access: Yes
  • Water Access Desc: Boat - Powered, Canoe/Kayak, Fishing Allowed, Personal Watercraft (PWC), Private Access, Sail, Swimming Allowed, Waterski/Wakeboard
  • Water Front Type: River
  • Water Front Name: Severn River/Crouches Pond
  • Dock/Slip Conveys: Yes
  • Docks: 2

Financial Considerations

  • Price Per Sq. Ft.: $902.15
  • Assessment Year: 2025
  • County Tax: $24,862
  • County Tax Freq: Annually
  • Tax w/Assessment: $2,283,033
  • Tax Amount: $25,288
  • Tax Year: 2025
  • Tax Total Finished Sq. Ft.: 4260

Disclosures and Reports

  • Ownership: Fee Simple
  • Inclusions: see documents for inclusions/exclusions

Listed by TTR Sotheby's International Realty, Bradley R Kappel

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Listing agent

— 125 S Winchester Rd —

  • Bradley R Kappel

    TTR Sotheby's International Realty

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 125 S Winchester Rd

School District:Anne Arundel County Public Schools
NameGradesDistance
Arnold Elementary School
95 Joyce Lane, Arnold, MD 21012
K-51.8 mi
Severn River Middle School
241 Peninsula Farm Road, Arnold, MD 21012
6-83.5 mi
Broadneck High School
1265 Green Holly Drive, Annapolis, MD 21409
9-123.2 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 125 S Winchester Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
2/17/2026
Listed
$8,750,000
1650%
MLS
10/02/2000
Sold
$500,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 125 S Winchester Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$24,814
6%
$2,283,033
5%
2023
$23,395
—
$2,174,800
2%
2023
$23,395
6%
$2,142,433
2%
2022
$22,050
10%
$2,110,067
2%
2018
$19,979
-8%
$2,077,700
2%
2021
$21,806
2%
$2,041,900
2%
2020
$21,451
5%
$2,006,100
2%
2019
$20,422
—
$1,970,300
1%
2018
$20,416
—
$1,960,100
1%
2017
$20,468
—
$1,949,900
1%
2016
$20,519
-2%
$1,939,700
—
2015
$20,890
-1%
$1,939,700
—
2014
$21,009
—
$1,939,700
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by TTR Sotheby's International Realty, Bradley R Kappel

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125 S Winchester Road, Annapolis, MD 21409 (MLS# MDAA2132598) is a Single Family property with 5 bedrooms, 5 full bathrooms and 2 partial bathrooms. 125 S Winchester Road is currently listed for $8,750,000 and was received on February 17, 2026. Want to learn more about 125 S Winchester Road? Do you have questions about finding other Single Family real estate for sale in Annapolis? You can browse all Annapolis real estate or contact a Coldwell Banker agent to request more information.

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