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$1,247,900
20 Days On Site

1635 WINCHESTER ROAD
ANNAPOLIS, MD 21409

For Sale|Single Family Residence|Active
5
Beds
4
Total Baths
4
Full Baths
3,660
SqFt
$341
/SqFt
1959
Built
Subdivision:
WINCHESTER ESTATES
County:
ANNE ARUNDEL
Listing courtesy of Equity Property Investments
Call Now: 443-318-4514
Is this the listing for you? We can help make it yours.
443-318-4514
1635 WINCHESTER ROAD1635 WINCHESTER ROAD1635 WINCHESTER ROAD1635 WINCHESTER ROAD
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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 * Full Premium Warranty Offered This is more than a home—it is a private retreat offering refined luxury, natural beauty, and an unmatched Annapolis lifestyle.

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Listing Snapshot
Price 
$1,247,900
Days On Site 
20 Days
Bedrooms 
5
Inside Area (SqFt) 
3,660 sqft
Total Baths 
4
Full Baths 
4
Partial Baths 
N/A
Lot Size 
1.06 Acres
Year Built 
1959
MLS® Number 
MDAA2130382
Status 
Active
Property Tax 
$6,942
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Estimated
Friends & Family
Recent Activity
2 weeks agoListing updated with changes from the MLS®
2 weeks agoStatus changed to Active
3 weeks agoListing first seen on site
General Features
Acres 
1.06
Attached Garage 
Yes
Foundation 
Block
Garage 
Yes
Garage Spaces 
2
Levels 
Three Or More
Parking 
Off StreetGarageAttached
Parking Spaces 
2
Pets 
Yes
Property Sub Type 
Single Family Residence
Security 
Security System
Sewer 
Septic Tank
Special Circumstances 
Standard
SqFt Above 
2441
SqFt Below 
1219
SqFt Total 
3660
Style 
Traditional
Utilities 
Cable AvailableNatural Gas AvailablePhone AvailableWater AvailableElectricity Available
Water Source 
Public
Zoning 
R1
Interior Features
Appliances 
OvenElectric RangeElectric OvenHumidifierGas Water HeaterWasherDisposalDryerExhaust FanMicrowaveWasher/Dryer Stacked
Basement 
FinishedExterior EntryWalk-Out AccessOtherFullDaylightInterior Entry
Cooling 
Central AirDuctlessGas
Fireplace 
Yes
Fireplace Features 
Glass Doors
Fireplaces 
2
Flooring 
Wood
Heating 
Exhaust FanCentralNatural GasForced AirZoned
Interior 
Built-in FeaturesCrown Molding
Laundry Features 
Washer HookupLower Level
Main Level Bedrooms 
2
Window Features 
Storm Window(s)ScreensBay Window(s)Wood Frames
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Exterior Features
Construction Details 
BrickFiber CementShake SidingWood SidingOther
Exterior 
Rain GuttersStorage
Lot Features 
WoodedPrivateBack Yard
Patio And Porch 
PatioScreened
Pool Features 
None
Roof 
Asphalt
View 
Trees/WoodsPark/GreenbeltGarden
Waterfront Features 
COOL SPRING COVE
Waterview 
Trees/WoodsPark/GreenbeltGarden
Windows/Doors 
Storm Window(s)ScreensBay Window(s)Wood Frames
Community Features
Accessibility Features 
Accessible Doors
Community Features 
SidewalksStreet Lights
School District 
ANNE ARUNDEL COUNTY PUBLIC SCHOOLS
Schools
School District
ANNE ARUNDEL COUNTY PUBLIC SCHOOLS
Elementary School
ARNOLD
Middle School
SEVERN RIVER
High School
BROADNECK
Listing courtesy of Equity Property Investments



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Source: Walkscore
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