1635 WINCHESTER RD, Annapolis, MD 21409

• 5 beds |
• 4 baths |
• 3,660 sqft

Property Description

A Rare Exceptional Retreat in Winchester Estates — Annapolis, MD Welcome to an extraordinary custom-built residence where timeless elegance meets unparalleled serenity. Set on a magnificently landscaped, park-like acre, this 5-bedroom, 4-bath estate offers a level of privacy and tranquility seldom found so close to the heart of downtown Annapolis. Nestled within the prestigious Winchester Estates, this property grants private water-access creating a lifestyle that blends luxury living with the best Annapolis has to offer. Inside, unique design and exceptional craftsmanship define every space. The chef’s kitchen, outfitted for the culinary enthusiast, anchors the main level and opens seamlessly to a grand, light-filled living area—an ideal setting for refined entertaining or intimate gatherings. Expansive windows invite the lush landscape indoors, enhancing the home’s natural harmony and sense of calm. The elegant lower level offers a rare level of versatility, featuring a full private suite with its own bedroom, bathroom, kitchen, dining room, and living room—perfect for multigenerational living, distinguished guest accommodations, or an au pair residence. Outside, the estate’s grounds unfold like a private sanctuary. Mature trees, newly developing gardens, and verdant open spaces create an atmosphere of effortless peace—a truly restorative environment just minutes from world-class dining, boutique shopping, and the historic charm of Annapolis. Highlights Include: * Custom-built architecture on a serene 1+ acre park-like lot * Exclusive neighborhood water-access privileges * Right next door to the beautiful Baltimore Annapolis Trail Park * Gourmet chef’s kitchen with Blue Star 8 Burner Stove and expansive entertaining areas * Full private lower-level suite with separate living quarters * A Total of Five spacious bedrooms and four well-appointed bathrooms * Two upper level bedrooms have self-contained climate control * Exceptional privacy in one of Annapolis’ most coveted communities This is more than a home—it is a private retreat offering refined luxury, natural beauty, and an unmatched Annapolis lifestyle. (Additional pictures coming soon).

Listing Status:

Coming Soon

Date Added:

November 8, 2025 at 06:00AM

Listing Office:

Equity Property Investments : 9193600430

Listing Agent:

Ana L Lopez : 9193600430

MLS ID:

MDAA2130382

Interior

• General: Attic2nd KitchenKitchen - EfficiencyFamily Room Off KitchenBreakfast AreaDining AreaBuilt-InsChair RailingsCrown MoldingsPrimary Bath(s)Wood FloorsFloor Plan - Traditional
• Appliances: Washer/Dryer Hookups OnlyDisposalDryerExhaust FanExtra Refrigerator/FreezerHumidifierMicrowaveOven - Self CleaningOven/Range - ElectricWasher/Dryer Stacked
• Laundry: Dryer In UnitHas LaundryLower FloorWasher In Unit
• Basement: Fully finishedWalkout levelOtherSpace for roomsSide entranceOutside entranceInterior accessImprovedHeatedGarage accessFullDaylightFullConnecting stairway
• A/C: Central A/CDuctless/Mini-Split
• Heating: Forced AirHumidifierZonedCentralNatural Gas
• Fireplace: Fireplace - Glass DoorsMantel(s)ScreenFireplaceFireplaces: 2
• Disability Feature: Doors - Lever Handle(s)Doors - Swing In

Exterior

• General: SidewalksGutter SystemSecure StorageStreet LightsAbove GradeBelow Grade
• Style: Traditional
• Other Structures: ScreenedPatio

Construction

• Roofing: Asphalt
• Windows: Bay bowScreensStormWood frame
• General: BrickCombinationFiber CementMasonryShake SidingWood SidingOtherStick Built3Block

Location

• Originating MLS: BRIGHT_MAIN
• School District: ANNE ARUNDEL COUNTY PUBLIC SCHOOLS
• County: ANNE ARUNDEL-MD

Lot

• Zoning: R1020300008574025
• View: Garden/LawnTrees/WoodsPark/Greenbelt

Utilities

• Utilities: Cable tv availableElectric availableNatural gas availablePhone availableWater available
• Water: Public
• Sewer: On Site Septic

Financial

• Source: BRIGHT_MAIN

This listing courtesy of Ana L Lopez, Equity Property Investments