125 S Winchester Rd, Annapolis, MD 21409
Local realty services provided by:Better Homes and Gardens Real Estate Premier
125 S Winchester Rd,Annapolis, MD 21409
$8,750,000
- 5 Beds
- 7 Baths
- 11,269 sq. ft.
- Single family
- Active
Listed by:bradley r kappel
Office:ttr sotheby's international realty
MLS#:MDAA2125880
Source:BRIGHTMLS
Price summary
- Price:$8,750,000
- Price per sq. ft.:$776.47
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 #:MDAA2125880
- Added:6 day(s) ago
- Updated:October 01, 2025 at 01:44 PM
Rooms and interior
- Bedrooms:5
- Total bathrooms:7
- Full bathrooms:5
- Half bathrooms:2
- 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
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
- Price per sq. ft.:$776.47
- Tax amount:$24,194 (2024)
New listings near 125 S Winchester Rd
- Coming Soon$630,000Coming Soon3 beds 3 baths
772 Ballast Way, ANNAPOLIS, MD 21401
MLS# MDAA2127278Listed by: NEXT STEP REALTY, LLC. - New$765,000Active4 beds 3 baths2,552 sq. ft.
920 Old Annapolis Neck Rd, ANNAPOLIS, MD 21403
MLS# MDAA2126128Listed by: RE/MAX GATEWAY, LLC - New$1,395,000Active4 beds 4 baths3,150 sq. ft.
1207 Mcguckian St, ANNAPOLIS, MD 21401
MLS# MDAA2127608Listed by: EXP REALTY, LLC - Coming Soon$399,900Coming Soon2 beds 2 baths
960 Yachtsman Way, ANNAPOLIS, MD 21403
MLS# MDAA2127548Listed by: KELLER WILLIAMS REALTY CENTRE - Open Sun, 11am to 1pmNew$749,000Active3 beds 3 baths1,404 sq. ft.
1920 Baltimore Annapolis Blvd, ANNAPOLIS, MD 21409
MLS# MDAA2126800Listed by: COLDWELL BANKER REALTY - Coming Soon$445,000Coming Soon2 beds 2 baths
944 Yachtsman Way, ANNAPOLIS, MD 21403
MLS# MDAA2127418Listed by: BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY - Coming Soon$699,000Coming Soon4 beds 3 baths
228 Dubois Rd, ANNAPOLIS, MD 21401
MLS# MDAA2127442Listed by: LONG & FOSTER REAL ESTATE, INC. - New$415,000Active2 beds 2 baths1,272 sq. ft.
940 Astern Way #604, ANNAPOLIS, MD 21401
MLS# MDAA2127410Listed by: SYNERGY REALTY - New$1,649,000Active3 beds 3 baths2,876 sq. ft.
214 Wardour Dr, ANNAPOLIS, MD 21401
MLS# MDAA2127246Listed by: COLDWELL BANKER REALTY - Open Sat, 11am to 1pmNew$624,900Active3 beds 2 baths1,508 sq. ft.
101 Lake View Dr, ANNAPOLIS, MD 21403
MLS# MDAA2127260Listed by: NEXT STEP REALTY, LLC.