125 S Winchester Rd, Annapolis, MD 21409
Local realty services provided by:Better Homes and Gardens Real Estate GSA Realty
125 S Winchester Rd,Annapolis, MD 21409
$8,750,000
- 5 Beds
- 7 Baths
- - sq. ft.
- Single family
- Coming Soon
Listed by: bradley r kappel
Office: ttr sotheby's international realty
MLS#:MDAA2132598
Source:BRIGHTMLS
Price summary
- Price:$8,750,000
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:151 day(s) ago
- Updated:February 22, 2026 at 02:31 PM
Rooms and interior
- Bedrooms:5
- Total bathrooms:7
- Full bathrooms:5
- Half bathrooms:2
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
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:$8,750,000
- Tax amount:$25,288 (2025)
New listings near 125 S Winchester Rd
- Coming Soon
$530,000Coming Soon3 beds 2 baths1201 West St, ANNAPOLIS, MD 21401
MLS# MDAA2137300Listed by: COLDWELL BANKER REALTY
$1,100,000Pending4 beds 3 baths1,996 sq. ft.3 Barry Ave, ANNAPOLIS, MD 21403
MLS# MDAA2137248Listed by: EQUITY PROPERTY INVESTMENTS- Coming Soon
$530,000Coming Soon3 beds -- baths1201 West St, ANNAPOLIS, MD 21401
MLS# MDAA2137290Listed by: COLDWELL BANKER REALTY - Open Sat, 1 to 3pmNew
$632,400Active2 beds 2 baths1,558 sq. ft.76 Old Mill Bottom Rd N #310, ANNAPOLIS, MD 21409
MLS# MDAA2137264Listed by: MCWILLIAMS/BALLARD, INC. - Open Sat, 1 to 3pmNew
$825,665Active3 beds 3 baths1,729 sq. ft.76 Old Mill Bottom Rd N #205, ANNAPOLIS, MD 21409
MLS# MDAA2137260Listed by: MCWILLIAMS/BALLARD, INC. - Open Sat, 1 to 3pmNew
$742,425Active3 beds 7 baths1,853 sq. ft.76 Old Mill Bottom Rd N #102, ANNAPOLIS, MD 21409
MLS# MDAA2137262Listed by: MCWILLIAMS/BALLARD, INC. - New
$700,000Active0.55 Acres700 Arundel Pl, ANNAPOLIS, MD 21401
MLS# MDAA2137138Listed by: EXP REALTY, LLC - Coming Soon
$372,000Coming Soon2 beds 2 baths2058 Quaker Way #12, ANNAPOLIS, MD 21401
MLS# MDAA2137224Listed by: KELLER WILLIAMS SELECT REALTORS OF ANNAPOLIS - New
$1,995,000Active4 beds 5 baths3,828 sq. ft.116 Academy St, ANNAPOLIS, MD 21401
MLS# MDAA2136136Listed by: COLDWELL BANKER REALTY - Coming Soon
$3,300,000Coming Soon3 beds 3 baths113 Bay Dr, ANNAPOLIS, MD 21403
MLS# MDAA2136962Listed by: NETREALTYNOW.COM, LLC