125 S Winchester Road Annapolis, MD $ 8,750,000
125 S Winchester Road
$ 8,750,000
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125 S Winchester Road

Annapolis, MD, 21409
$ 8,750,000
Bedrooms5 Baths5.2 Sq 11,269

Monthly Estimate*

$ 53,875

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Single Family Home for sale in Annapolis, MD

for $8,750,000 with 5 bedrooms and 5 full baths, 2 half baths. This 11,269 square foot home was built in 2003 on a lot size of 2.77.

This Severn River estate is a rare opportunity to own one of the areas 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 entertainers 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 chefs 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 levelwith wine cellar, kitchenette, and direct access to the poolextends 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!

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Single Family Coming Soon

Price

$ 8,750,000

Bedrooms

5

Full Bath

5

Half Bath

2

Property Type

Single Family

Taxes

$ 25,288

Style

Coastal,Transitional

Lot Size

2.77

Year Built

2003

Town/City

Annapolis

County/Region

Anne Arundel

MLS | Web ID

MDAA2132598

Features
General
Living Area 11269
Sewer On Site Septic Private Septic Tank
Heating Forced Air Programmable Thermostat Zoned
Cooling Ceiling Fan(s) Central A/C Programmable Thermostat Zoned
Possession Settlement
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 Co
Zoning R1
Garage Spaces 3.00
Patio/Porch Features Balconies- Multiple Patio(s) Roof Deck(s)
Architectural Style Coastal Transitional
Pool Features In Ground Negative Edge/Infinity Pool/Spa Combo
Security Features Carbon Monoxide Detector(s) Security System Smoke Detector Security Gate
Construction Materials Combination
School District ANNE ARUNDEL COUNTY PUBLIC SCHOOLS
Year Built 2003
View River Panoramic Garden/Lawn Scenic Vista Water
Levels 4
Tax Year 2025
Ownership Fee Simple
Cool Fuel Electric
Waterfront Features Private Dock Site Rip-Rap Sandy Beach
Accessibility None
County ANNE ARUNDEL
New Construction N
Property Type Residential
HOA N
Subdivision Name NONE AVAILABLE
Garage Y/N Y
Water Access Y/N Y
Other Structures Above Grade Below Grade
Full Baths 5
Status COMING SOON
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!
City ANNAPOLIS
Body of Water Severn River/Crouches Pond
Senior Community Y/N N
Lot Size Units Square Feet
Lot Size Square Feet 120661.00
Spa Features Heated
Tax Annual Amount 25288.0
Structure Type Detached
Condo/Coop Association fee Y/N N
Bathrooms Full Main Level 0
Bathrooms Count Main Level 1.00
Price Per Sq Ft Total AG 902.15
Acceptable Financing Cash Conventional
Vacation Rental Y/N N
Virtual Tour https://youtu.be/XAcfJ894GLQ
Standard Status Coming Soon
Year Built Source Estimated
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Interior
Interior Amenities 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 P
Heating Fuel Electric Propane - Owned
Basement Connecting Stairway Daylight Partial Full Fully Finished Heated Improved Interior Access Rear Entrance Walkout Level Windows
Flooring Hardwood Stone Ceramic Tile
Total Fireplaces 3
Fireplace Features Fireplace - Glass Doors Gas/Propane Mantel(s) Marble Stone
Hot Water Multi-tank Propane
Basement (Y/N) Y
Heating Y/N Y
Fireplace Y/N Y
Above Grade Finished Area 9699
Half Baths 2
Central Air Y/N Y
Total Bedrooms 5
Below Grade Finished Area 1570
Main Level Bedrooms 0
Below Grade Finished Area Unit Type Square Feet
Laundry Type Main Floor Upper Floor
Below Grade Finished Area Source Estimated
Above Grade Finished Area Source Estimated
Above Grade Finished Area Unit Type Square Feet
Total Baths 7
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Exterior
Exterior Amenities Extensive Hardscape Exterior Lighting Hot Tub Private Beach Stone Retaining Walls
Pool Yes - Personal
Lot Features Landscaping Level No Thru Street Poolside Premium Private Rip-Rapped
Water Source Well
Inclusions see documents for inclusions/exclusions
Garage Features Additional Storage Area Garage - Side Entry Garage Door Opener Inside Access Oversized
Type of Parking Attached Garage Driveway
Foundation Details Other
Spa Y
Water View Y/N Y
Lot Size Acres 2.77
Water Body Type River
Lot Size Source Assessor
Waterfront Y/N Y
Builder Model Severn River Waterfront Estate
Water Access Features Boat - Powered Canoe/Kayak Fishing Allowed Personal Watercraft (PWC) Private Access Sail Swimming Allowed Waterski/Wakeboard
Number of Docks 2
Land Assessed Value 1737500.00
Navigable Water Y/N Y
Number of Slips 5+
Water Oriented Y/N Y
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Internal Only
Street Number 1 125
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* Excluded Features
List By
Ttr Sotheby's International Realty

Broker

brad.kappel@sothebysrealty.com

Email

Affordability Calculator

$55,983
Per Month
96%
4%
0%
Monthly Principal & Interest
$53,875
Monthly Property Taxes
$2,107
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3543169 Elementary School
3535420 Middle School
Broadneck High School High School
Pricing History
DatePricePrice ChangeDescription
2/17/2026$8,750,000 Listed Price

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125 S Winchester Road, Annapolis, MD, 21409 is a Single Family Home for sale at $8,750,000 with 11,269 sqft and a lot size of 2.77. 125 S Winchester Road has 5 bedrooms, 5.2 baths, and was built in 2003. The property's zip code is 21409 which is in Annapolis, MD