125 S Winchester RoadAnnapolis, MD 21409Price: $7,500,000

Price: $7,500,000
Est. Mortgage of $/month
85 Days on Market

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!

More Info

Location Information

Date Listed04/21/2026
ZoningR1
UsmAreaAnnapolis

School Information

Junior HighSevern River
High SchoolBroadneck
Elementary SchoolArnold

Parking

Parking TypesAttached Garage, Driveway
Total Garage And Parking Spaces9

Property

New Construction YNN
Lot Description
- Landscaping
- Level
- No Thru Street
- Poolside
- Premium
- Private
- Rip-Rapped

Interior

FlooringHardwood, Stone, Ceramic Tile
Appliances Included
- Dishwasher
- Disposal
- Dryer
- Exhaust Fan
- Extra Refrigerator/Freezer
- Freezer
- Icemaker
- Microwave
- Oven - Double
- Oven/Range - Gas
- Range Hood
- Refrigerator
- Six Burner Stove
- Stainless Steel Appliances
- Trash Compactor
- Washer
- Water Conditioner - Owned
- Water Heater
Heating YNYes
CoolingCeiling Fan(s), Central A/C, Programmable Thermostat, Zoned
Basement YNYes

Property Information

Lot Size Square Feet120,661
Above Grade Finished Area9699
Below Grade Area Total1,570
Below Grade Finished Area1570

Water Body

Water View YNYes
Waterfront FeaturesPrivate Dock Site, Rip-Rap, Sandy Beach, Navigable Water
WaterfrontYes
Water Body TypeRiver
Water Body NameSevern River/Crouches Pond
Water FeaturesBoat - Powered, Canoe/Kayak, Fishing Allowed, Personal Watercraft (PWC), Private Access, Sail, Swimming Allowed, Waterski/Wakeboard
Water AccessYes
Tidal Water YNYes
Dock Type And FeaturesHoist/Lift Electric, Multiple Slip, Pier (Perpendicular), Private
Dock Slip Conveyance MultiPhysical Dock/Slip Conveys
Dock2

Basic Information

MLS NumberMDAA2132598
Ownership InterestFee Simple
List Price$7,500,000
Square Feet11,269
Acreage2.77
Year Built2003
MLS Property TypeResidential
StatusACT

Basic Information

Virtual TourView Tour

Building

ViewRiver, Panoramic, Garden/Lawn, Scenic Vista, Water
Water Oriented YNYes
Navigable Water YNYes
Walls Ceilings9'+ Ceilings, Vaulted Ceilings
Interior FeaturesAdditional 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
Security FeaturesCarbon Monoxide Detector(s), Security System, Smoke Detector, Security Gate
High School DistrictAnne Arundel County Public Schools
Broker NameTTR Sotheby's International Realty
Building Number125
DirectionsTake 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!
Num Attached Garage Spaces3
Lower Levels Total Baths1
Lower Level1 Total Baths1
Lower Level1 Half Baths1
Main Level Total Baths1
Lower Levels Total Half Baths1
Main Level Half Baths1
Upper Level2 Total Baths1
Upper Levels Total Full Baths5
Upper Levels Total Bedrooms5
Upper Levels Total Baths5
Upper Level2 Full Baths1
Upper Level1 Bedrooms4
Upper Level1 Full Baths4
Upper Level2 Bedrooms1
Upper Level1 Total Baths4
Spa YNYes
Story ListLower 1, Main, Upper 1, Upper 2
Spa FeaturesHeated
Structure Design TypeDetached
Construction MaterialsCombination
Property StyleCoastal, Transitional
Builder ModelSevern River Waterfront Estate
Bedrooms5
Basement
- Connecting Stairway
- Daylight
- Full
- Fully Finished
- Heated
- Improved
- Interior Access
- Partial
- Rear Entrance
- Walkout Level
- Windows
Full Bath5
Bathroom7
Half Baths2
Laundry TypeMain Floor, Upper Floor
Levels4
Fireplace FeaturesFireplace - Glass Doors, Gas/Propane, Mantel(s), Marble, Stone
Fireplace YNYes
Fireplace3
Garage TypeAdditional Storage Area, Garage - Side Entry, Garage Door Opener, Inside Access, Oversized
Garage Spaces3
GarageYes
Patio And Porch FeaturesBalconies- Multiple, Patio(s), Roof, Deck(s)

Tax Information

Total Taxes Payment FrequencyAnnually
Tax Total Finished Sq Ft4,260
Tax Assessment Amount2283033
Tax Year2025
Taxes$25,288
County Tax$24,862
County Tax Payment FrequencyAnnually
Assessment Year2025

Location

Address125 S Winchester Road
Area Total11,269
SubdivisionNone Available
TownAnnapolis
StateMD
Zip21409
CountyAnne Arundel

Exterior

FoundationOther
Exterior FeaturesExtensive Hardscape, Exterior Lighting, Hot Tub, Private Beach, Stone Retaining Walls

Utilities

Water SourceWell
SewerOn Site Septic, Private Septic Tank
Central Air YNYes
Cooling FuelElectric
Water HeaterMulti-tank, Propane
Heating FuelElectric, Propane - Owned
Heat SystemForced Air, Programmable Thermostat, Zoned

Amenities

Pool FeaturesIn Ground, Negative Edge/Infinity, Pool/Spa Combo
PoolYes - Personal
Slips5
PricePerSqFt773
Other Amenities
- Basement
- Beachfront
- Dock
- Fireplace
- Pool
- Water View
- Waterfront

Legal

Sale TypeStandard
LandusecodeR

Copyright 2026 BRIGHT, All Rights Reserved. Information Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Railey Vacations participates, and is provided by BRIGHT through a licensing agreement. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.Data last updated July 14, 2026. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale.

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125 S Winchester RoadAnnapolis, MD 21409Price: $7,500,000

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125 S Winchester RoadAnnapolis, MD 21409Price: $7,500,000

$/month over payments

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