125 S Winchester Rd, Annapolis, MD 21409
Local realty services provided by:ERA Liberty Realty
125 S Winchester Rd,Annapolis, MD 21409
$7,500,000
- 5 Beds
- 7 Baths
- 11,269 sq. ft.
- Single family
- Active
Listed by: bradley r kappel
Office: ttr sotheby's international realty
MLS#:MDAA2132598
Source:BRIGHTMLS
Price summary
- Price:$7,500,000
- Price per sq. ft.:$665.54
About this home
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!...
Contact an agent
Home facts
- Year built:2003
- Listing ID #:MDAA2132598
- Added:232 day(s) ago
- Updated:May 16, 2026 at 01:36 PM
Rooms and interior
- Bedrooms:5
- Total bathrooms:7
- Full bathrooms:5
- Half bathrooms:2
- Flooring:Ceramic Tile, Hardwood, Stone
- Dining Description:Combination Kitchen/Dining, Dining Area, Formal/Separate Dining Room
- Bathrooms Description:Primary Bath(s), WhirlPool/HotTub
- Kitchen Description:Breakfast Area, Combination Kitchen/Living, Dishwasher, Disposal, Exhaust Fan, Extra Refrigerator/Freezer, Freezer, Icemaker, Kitchen - Gourmet, Kitchen - Island, Kitchenette, Microwave, Oven - Double, Oven/Range - Gas, Pantry, Range Hood, Recessed Lighting, Refrigerator, Six Burner Stove, Stainless Steel Appliances, Trash Compactor, Upgraded Countertops, Water Heater, Wet/Dry Bar, Wine Storage
- Bedroom Description:Walk In Closet(s)
- Basement:Yes
- Basement Description:Connecting Stairway, Daylight, Full, Fully Finished, Heated, Improved, Interior Access, Partial, Rear Entrance, Walkout Level, Windows
- Living area:11,269 sq. ft.
Heating and cooling
- Cooling:Ceiling Fan(s), Central A/C, Programmable Thermostat, Zoned
- Heating:Electric, Forced Air, Programmable Thermostat, Propane - Owned, Zoned
Structure and exterior
- Year built:2003
- Building area:11,269 sq. ft.
- Lot area:2.77 Acres
- Lot Features:Landscaping, Level, No Thru Street, Poolside, Premium, Private, Rip-Rapped
- Architectural Style:Coastal, Transitional
- Construction Materials:Combination
- Exterior Features:Balconies- Multiple, Deck(s), Extensive Hardscape, Exterior Lighting, Patio(s), Private Beach, Roof, Stone Retaining Walls
- Levels:4 Story
Schools
- High school:BROADNECK
- Middle school:SEVERN RIVER
- Elementary school:ARNOLD
Utilities
- Water:Well
- Sewer:On Site Septic, Private Septic Tank
Finances and disclosures
- Price:$7,500,000
- Price per sq. ft.:$665.54
- Tax amount:$25,288 (2025)
Features and amenities
- Laundry features:Dryer, Washer
- Amenities:Bar, Carbon Monoxide Detector(s), Ceiling Fan(s), Recessed Lighting, Security Gate, Security System, Smoke Detector, Sprinkler System, Water Treat System, Wet/Dry Bar, Window Treatments
- Pool features:In Ground, Negative Edge/Infinity, Pool/Spa Combo
Parking
- Parking description:Additional Storage Area, Attached Garage, Garage - Side Entry, Garage Door Opener, Inside Access, Oversized
- Garage:Yes
- Garage spaces:3
New listings near 125 S Winchester Rd
- New
$549,900Active4 beds 3 baths2,200 sq. ft.1402 Catlyn Pl, ANNAPOLIS, MD 21401
MLS# MDAA2145674Listed by: BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY
$3,095,000Active5 beds 5 baths4,466 sq. ft.703 B Glendon Ave, ANNAPOLIS, MD 21403
MLS# MDAA2131890Listed by: EXP REALTY, LLC- Coming Soon
$1,595,000Coming Soon4 beds 3 baths712 Chesapeake Ave, ANNAPOLIS, MD 21403
MLS# MDAA2145182Listed by: TTR SOTHEBY'S INTERNATIONAL REALTY - Coming Soon
$550,000Coming Soon3 beds 1 baths1470 Log Inn Rd, ANNAPOLIS, MD 21409
MLS# MDAA2145366Listed by: NORTHROP REALTY - New
$975,000Active2 beds 2 baths1,260 sq. ft.15 President Point Dr #b2, ANNAPOLIS, MD 21403
MLS# MDAA2145720Listed by: INNOVATIVE PROPERTIES, INC. - New
$550,000Active3 beds 3 baths2,008 sq. ft.607 S Cherry Grove Ave, ANNAPOLIS, MD 21401
MLS# MDAA2145726Listed by: EXP REALTY, LLC
$415,000Pending2 beds 2 baths1,200 sq. ft.927 Riversedge Cir, ANNAPOLIS, MD 21401
MLS# MDAA2140548Listed by: LONG & FOSTER REAL ESTATE, INC.- Open Sat, 11am to 1pmNew
$1,599,000Active3 beds 3 baths2,033 sq. ft.158 Prince George St, ANNAPOLIS, MD 21401
MLS# MDAA2143444Listed by: LONG & FOSTER REAL ESTATE, INC. - Coming SoonOpen Sat, 12 to 2pm
$415,000Coming Soon1 beds 2 baths2004 Quay Village Ct #t1, ANNAPOLIS, MD 21403
MLS# MDAA2145666Listed by: BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY - Coming Soon
$485,000Coming Soon2 beds 1 baths2 Highland Ave, ANNAPOLIS, MD 21403
MLS# MDAA2145728Listed by: INNOVATIVE PROPERTIES, INC.