205 Winchester Beach Dr, ANNAPOLIS
MLS® # MDAA2097756
Your Ultimate Waterfront Retreat Awaits!
As the spring market blooms and prime sailing weather approaches, we’re thrilled to unveil a new price on this extraordinary waterfront estate off of Mill Creek in Annapolis. Perched atop a breathtaking hillside peninsula, 1864 Milvale Road is a masterful blend of design, luxury, and craftsmanship. Designed by renowned architect Vince Greene, AIA, and built by Lynbrook Homes of Annapolis in 2013, this 1.34-acre yachting haven offers unparalleled waterfront living.
For the discerning yachtsman, the private 4-slip pier boasts a 12,000 lb. boat lift, two jet ski lifts, and deep 8-10 ft. MLW—currently home to a 65’ motor yacht and additional watercraft. The home’s western orientation delivers breathtaking 360-degree views, framing spectacular sunrises and sunsets over the water and surrounding pastoral landscapes.
Designed for both intimate relaxation and grand entertaining, the professionally landscaped grounds feature multiple outdoor gathering spaces, including a designated dining area with a built-in propane fire pit. A waterside pool permit and design have been secured and convey to the new owner, adding further potential to this stunning retreat.
Inside, natural light fills the thoughtfully designed spaces, where modern elegance meets timeless warmth. The home is a true lock-and-leave residence, meticulously maintained by the builder. Luxury amenities include:
• Geothermal heating & cooling system for energy efficiency
• Propane fireplaces & gourmet kitchen
• State-of-the-art Kinetico water system
• 50 KW whole-house generator
• Professional Inclinator elevator serving all three floors
Adding to the estate’s appeal, an additional lot across the road provides ample space for tennis, pickle ball, or overflow party parking. Located minutes from downtown Annapolis by car and offering easy water access to Annapolis Harbor, the Eastern Shore, and the open waters of the Chesapeake Bay, this property is a rare opportunity to own a waterfront masterpiece.
Bar, Built-Ins, Cedar Closet(s), CeilngFan(s), Crown Molding, Elevator, Formal/Separate Dining Room, Recessed Lighting, Walk-in Closet(s), Wet Bar/Bar, Soaking Tub, Master Bedroom - Bay Front, Master Bath(s), Butlers Pantry, Additional Stairway, Intercom, Sprinkler System, Water Treat System, Double/Dual Staircase, Sound System
Additional Storage Area, Garage - Side Entry, Garage Door Opener, Inside Access, Oversized
Scenic Vista, Water, Creek/Stream, Pasture
Built-In Microwave, Built-In Range, Cooktop, Dishwasher, Disposal, Dryer, Dryer-front loading, Dryer - Electric, Exhaust Fan, Extra Refrg/Frz, Icemaker, Oven-Double, Oven-Wall, Oven/Range-Gas, Range hood, Refrigerator, Six burner stove, Stainless Steel Appliances, Washer, Washer-front loading, Water Heater, Cooktop-Down Draft, Humidifier, Intercom, Oven-Self Cleaning, Water Conditioner, SurfaceUnit, Water Heater - High-Efficiency
Central A/C, Heat Pump(s), Programmable Thermostat, Zoned, Multi Units, Geothermal
Combination, Connecting Stairway, Daylight, Partial, Full, Garage Access, Heated, Improved, Interior Access, Fully Finished, Sump Pump, Walkout Stairs, Windows
Double Sided, Fireplace - Glass Doors, Gas/Propane, Screen, Stone, Insert
Extensive Hardscape, Exterior Lighting, Gutter System, Lawn Sprinkler, Udrgrd Lwn Sprnklr, Water Fountains, Balconies-Multiple, Patio, Porch(es), Porch-screened, Boat Storage, Flood Lights, Breezeway
Additional Lot(s), Front Yard, Interior, Landscaping, Level, No thru street, Partly Wooded, Rear Yard, SideYard(s), Stream/creek, Private, Bulkheaded, Rural, Year Round Access
Casement, Insulated, Screens, Low-E
ANNE ARUNDEL COUNTY PUBLIC SCHOOLS
TTR Sotheby's International Realty
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Listing information last updated on April 25th, 2025 at 2:16pm EDT.