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$949,000

1499 WESTCLIFF DRIVE
PASADENA, MD 21122

Single Family Residence|Sold 09/17/2026
5
Beds
5
Total Baths
5
Full Baths
4,763
SqFt
$199
/SqFt
1993
Built
Subdivision:
WINDERMERE ESTATES
County:
ANNE ARUNDEL
Listing courtesy of Coldwell Banker Realty
Bought with Robert J Chew of Samson Properties (703) 349-3900
Call Now: 410-382-1651
Is this the listing for you? We can help make it yours.
410-382-1651
1499 WESTCLIFF DRIVE1499 WESTCLIFF DRIVE1499 WESTCLIFF DRIVE1499 WESTCLIFF DRIVE
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Close your laptop for a moment and picture this instead. It's Saturday morning. Sunlight pours through the windows as fresh coffee brews in the kitchen. The doors are open to a gentle breeze, the dogs are already racing across the backyard, and your biggest decision today is whether to spend the afternoon gardening, hosting friends on the deck, throwing a football across the lawn, or doing absolutely nothing at all. This is what life feels like at 1499 Westcliff Drive. Perfectly positioned on 1.59 beautifully wooded acres in one of Pasadena's most sought-after neighborhoods, this extraordinary residence offers nearly 5,000 finished square feet designed around something far more valuable than square footage—it was designed around the way people truly want to live. Beautifully maintained and extensively updated, the home offers the confidence and convenience of major improvements already completed, including a beautifully renovated kitchen (2020), roof replacement (2021), HVAC replacement (2018), well replacement (2009), driveway replacement (2015), and fresh interior paint and carpeting. From the moment you step inside, soaring cathedral ceilings, dramatic skylights, and walls of windows flood the home with natural light. Every space feels bright, open, and effortlessly welcoming, creating an atmosphere that's impressive enough for entertaining yet comfortable enough for everyday living. At the heart of the home is the stunning renovated gourmet kitchen. Completed in 2020, it features premium appliances, abundant cabinetry, generous prep space, and timeless finishes. Holiday dinners become traditions here. Birthday cakes are decorated at the island, friends linger long after dinner is finished, and Sunday mornings begin with pancakes, coffee, and conversations that somehow last for hours. The adjoining family room, anchored by a warm fireplace, naturally becomes the place where everyone ends up. Nearby, elegant formal living and dining rooms stand ready for everything from intimate dinner parties to Thanksgiving with the entire family. Then, almost effortlessly, life moves outdoors. The expansive deck becomes the backdrop for summer cookouts, milestone celebrations, and evenings beneath a sky full of stars. The screened porch offers a quiet escape for morning coffee, afternoon rainstorms, or a favorite book at sunset. Beyond it lies one of the property's greatest luxuries—a sprawling, level backyard surrounded by mature trees. There's room to envision a pool, spectacular gardens, an outdoor kitchen, a fire pit, or simply an incredible stretch of lawn where children play and dogs run. As life evolves, this home evolves with you. A spacious main-level bedroom and full bath provide exceptional flexibility for long-term guests, multi-generational living, or the convenience of main-level living. The fully finished walk-out lower level adds another remarkable dimension to the home. Complete with its own kitchen, it provides tremendous flexibility for extended family, private guest accommodations, recreation and entertaining space, a home gym, media room, or an exceptional secondary living area. And while the home itself is remarkable, its location makes it even more compelling. Set within a peaceful, established community, you'll enjoy the privacy and breathing room of a 1.59-acre homesite while remaining convenient to marinas, waterfront parks, dining, shopping, schools, and commuter routes to Annapolis, Baltimore, Fort Meade, and Washington, D.C. Some homes simply provide shelter. Others become the backdrop for life's most meaningful moments. 1499 Westcliff Drive offers nearly 5,000 finished square feet, 1.59 acres, substantial recent improvements, exceptional indoor and outdoor living, and the flexibility to accommodate the way you live today—and the way you may want to live tomorrow. This is more than an exceptional home. It's the place where your next chapter begins.

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Listing Snapshot
Bedrooms 
5
Total Baths 
5
Full Baths 
5
Partial Baths 
N/A
Inside Area (SqFt) 
4,763 sqft
Lot Size 
1.59 Acres
Year Built 
1993
MLS® Number 
MDAA2150744
Status 
Sold
Property Tax 
$7,545
HOA/Condo/Coop Fees 
$10 monthly
Sq Ft Source 
Estimated
Friends & Family
Recent Activity
3 days agoListing updated with changes from the MLS®
General Features
Acres 
1.59
Attached Garage 
Yes
Foundation 
Concrete Perimeter
Garage 
Yes
Garage Spaces 
2
Levels 
Three Or More
Parking 
OversizedGarage Door OpenerOff StreetCircular DrivewayGarageDrivewayInside EntranceAttached
Parking Spaces 
8
Pets 
Yes
Property Sub Type 
Single Family Residence
Security 
Smoke Detector(s)Carbon Monoxide Detector(s)
Sewer 
Septic Tank
Special Circumstances 
Standard
SqFt Above 
3430
SqFt Below 
1333
SqFt Total 
5066
Style 
ColonialCraftsman
Utilities 
Underground Utilities
Water Source 
Well
Zoning 
R1
Interior Features
Appliances 
OvenGas RangeGas OvenWater PurifierElectric Water HeaterWasherCooktopDishwasherDryerExhaust FanRefrigeratorStainless Steel Appliance(s)Microwave
Basement 
FinishedExterior EntryWalk-Out AccessFullSump PumpInterior Entry
Cooling 
Central AirCeiling Fan(s)ZonedElectric
Electric 
Underground200+ Amp Service
Fireplace 
Yes
Fireplace Features 
GasWood Burning
Fireplaces 
2
Flooring 
LaminateCarpetWoodHardwoodCeramic Tile
Furnished 
Unfurnished
Heating 
Exhaust FanElectricZonedForced AirHeat Pump
Interior 
Eat-in KitchenBarCeiling Fan(s)Kitchen IslandPantryRecessed LightingWalk-In Closet(s)Vaulted Ceiling(s)Cathedral Ceiling(s)High CeilingsBuilt-in FeaturesCrown MoldingOpen FloorplanSoaking Tub
Laundry Features 
Laundry RoomUpper Level
Main Level Bedrooms 
1
Window Features 
Skylight(s)Double Pane WindowsScreens
Bedroom 2 
Features - Ceiling Fan(s)
Bedroom 3 
Features - Ceiling Fan(s)
Bedroom 4 
Level - MainFeatures - Crown Molding
Bedroom 5 
Features - Crown Molding, Ceiling Fan(s)
Breakfast Room 
Level - Main
Den 
Features - Crown Molding
Dining Room 
Level - MainFeatures - Crown Molding
Exercise Room 
Family Room 
Level - MainFeatures - Ceiling Fan(s)
Foyer 
Level - Main
Full Bath 
Kitchen 
Level - MainFeatures - Breakfast Bar
Laundry 
Living Room 
Level - MainFeatures - Crown Molding
Other 
Features - Breakfast Bar, Wet Bar
Primary Bathroom 
Primary Bedroom 
Features - Ceiling Fan(s), Walk-In Closet(s)
Recreation Room 
Screened Porch 
Level - Main
Storage Room 
Utility Room 
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Exterior Features
Construction Details 
Vinyl Siding
Exterior 
Lighting
Lot Features 
ClearedFront YardPrivateSecludedBack Yard
Other Structures 
RV/Boat Storage
Patio And Porch 
DeckPorchScreenedEnclosed
Pool Features 
None
Roof 
AsphaltShingle
View 
Trees/WoodsGarden
Waterview 
Trees/WoodsGarden
Windows/Doors 
Skylight(s)Double Pane WindowsScreens
Community Features
Association Amenities 
Playground
Association Fee 
$10.0
Association Fee Frequency 
Monthly
School District 
ANNE ARUNDEL COUNTY PUBLIC SCHOOLS
Schools
School District
ANNE ARUNDEL COUNTY PUBLIC SCHOOLS
Elementary School
BODKIN
Middle School
CHESAPEAKE BAY
High School
CHESAPEAKE
Neighborhood & Commute
Source: Walkscore
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