125 S WINCHESTER ROADANNAPOLIS, MD 21409

Single Family · 5 Beds · 5 Full Baths · 2 Half Baths · 11,269 Sq. ft. | 2.77 Acres
$7,500,000 ACTIVE

125 S WINCHESTER ROAD Overview

Time on Site:
133 days
Visits:
36

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!

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125 S WINCHESTER ROAD Facts & Features

  • Type Single Family
  • Sq. ft. 11,269
  • Price/Sq.ft. $666
  • Lot 2.77 Acres

Details

General

Association/HOA

  • Association: No
  • Condo/Coop Association: No

School Information

  • Elementary School: ARNOLD
  • Middle Or Junior School: SEVERN RIVER
  • High School: BROADNECK

Listing Information

  • Real Estate Owned: No
  • Short Sale: No

Building Information

  • Builder Model: Severn River Waterfront Estate
  • New Construction: No
  • Pool: Yes - Personal
  • Total SQFT: 11269
  • Year Built: 2003

Location/Region

  • Country: US
  • County: ANNE ARUNDEL
  • County Or Parish: ANNE ARUNDEL
  • In City Limits: No
  • Subdivision Name: NONE AVAILABLE

Parking Information

  • Total Parking Spaces: 9
  • Type of Parking: Attached Garage,Driveway

Tax Information

  • County Tax: 24862.00
  • County Tax Payment Frequency: Annually
  • Tax Annual Amount: $25,288.00
  • Tax Assessed Value: 2283033.00
  • Tax Year: 2025

General Information

  • Inclusions: see documents for inclusions/exclusions
  • Property Type: Residential
  • School District Name: ANNE ARUNDEL COUNTY PUBLIC SCHOOLS
  • Senior Community: No
  • Special Listing Conditions: Standard
  • Vacation Rental: No
  • Year Assessed: 2025
  • Zoning: R1

Interior

Building Information

  • Cooling Fuel: Electric
  • Heating Fuel: Electric,Propane - Owned

Parking Information

  • Garage Features: Additional Storage Area,Garage - Side Entry,Garage Door Opener,Inside Access,Oversized
  • Garage Spaces: 3.00
  • Garage: Yes

Beds/Baths

  • Bathrooms Full: 5
  • Bathrooms Full Main Level: 0
  • Bathrooms Half: 2
  • Bathrooms Half Main Level: 1
  • Bathrooms Total: 7
  • Bedrooms Total: 5

Building Exterior/Construction

  • Structure Type: Detached
  • Wall & Ceiling Types: 9'+ Ceilings,Vaulted Ceilings

Building Interior

  • Above Grade Finished Area: 9699
  • Above Grade Finished Area Source: Estimated
  • Above Grade Finished Area Units: Square Feet
  • Below Grade Finished Area: 1570
  • Below Grade Finished Area Source: Estimated
  • Below Grade Finished Area Units: Square Feet
  • Central Air: Yes
  • Hot Water: Multi-tank,Propane
  • Laundry Type: Main Floor,Upper Floor

General Information

  • Accessibility Features: None
  • 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 Compactor, Washer, Water Conditioner - Owned, Water Heater
  • Cooling: Ceiling Fan(s), Central A/C, Programmable Thermostat, Zoned
  • Fireplace Features: Fireplace - Glass Doors,Gas/Propane,Mantel(s),Marble,Stone
  • Fireplace: Yes
  • Fireplaces Total: 3
  • Flooring: Hardwood, Stone, Ceramic Tile
  • Foundation Details: Other
  • Interior Features: 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 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
  • Levels: 4
  • Living Area: 11269
  • Living Area Source: Estimated
  • Main Level Bathrooms: 1.00
  • Main Level Bedrooms: 0
  • Security Features: Carbon Monoxide Detector(s),Security System,Smoke Detector,Security Gate
  • Spa Features: Heated
  • Spa: Yes

Exterior

Lot Information

  • Lot Features: Landscaping, Level, No Thru Street, Poolside, Premium, Private, Rip-Rapped
  • Lot Size Acres: 2.77
  • Lot Size Source: Assessor
  • Lot Size Square Feet: 120661.00
  • Lot Size Units: Square Feet
  • Water Source: Well

Waterfront/View

  • View: River, Panoramic, Garden/Lawn, Scenic Vista, Water
  • Water Body Name: Severn River/Crouches Pond
  • Water Body Type: River
  • Water Oriented: Yes
  • Water View: Yes
  • Waterfront Features: Private Dock Site, Rip-Rap, Sandy Beach
  • Waterfront: Yes

Building Exterior/Construction

  • Architectural Style: Coastal, Transitional
  • Construction Materials: Combination
  • Dock Type and Features: Hoist/Lift Electric,Multiple Slip,Pier (Perpendicular),Private
  • Docks Count: 2
  • Patio And Porch Features: Balconies- Multiple, Patio(s), Roof, Deck(s)

General Information

  • Exterior Features: Extensive Hardscape, Exterior Lighting, Hot Tub, Private Beach, Stone Retaining Walls
  • Other Structures: Above Grade,Below Grade
  • Pool Features: In Ground, Negative Edge/Infinity, Pool/Spa Combo
  • Sewer: On Site Septic, Private Septic Tank
  • Water Access Features: Boat - Powered,Canoe/Kayak,Fishing Allowed,Personal Watercraft (PWC),Private Access,Sail,Swimming Allowed,Waterski/Wakeboard
  • Water Access: Yes

125 S WINCHESTER ROAD Neighborhood

Community

21409 (ANNAPOLIS) Demographics

45
Median Age
1,044
Population Density (per sq. mile)
64%
College Educated
$124,870
Estimated Median Income
6,469
Estimated Total Home Owners
805
Estimated Total Renters
89% / 11%
Estimated Owner / Renter Divide
3
Estimated Average Household Size
Community data courtesy of LiveBy, Inc.

125 S WINCHESTER ROAD Monthly Cost

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$ %
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$
$
* All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

125 S WINCHESTER ROAD Market Data

Based on the last 30 days in this zip code

$1,274,779
Average List Price
$438
Average Price per Square Foot
20
Properties Sold
53
Average Days on Market
78
Properties for Sale
Calculations provided by Reliance Network

125 S WINCHESTER ROAD History

Date Event Value Agent
4/21/2026Source: BRIGHT MLS Price Reduction
$7,500,000 -14.3%
4/21/2026Source: BRIGHT MLS Status Change
ACTIVE
2/17/2026Source: BRIGHT MLS Added to Database
February 17, 2026
Listing provided courtesy of TTR Sotheby's International Realty- MLS# MDAA2132598MLS ProviderContact Information: 4102805600