1499 WESTCLIFF DRIVE, PASADENA, MD 21122

$975,000

Welcome to 1499 Westcliff Drive, an extraordinary custom residence privately nestled on 1.59 beautifully wooded acres in the heart of sought-after Windermere Estates, where over 5000 finished square feet of exceptional living space creates the perfect balance of luxury, comfort, and everyday living. From the moment you enter, soaring cathedral… Read More ceilings, dramatic skylights, and walls of windows bathe the home in natural light, creating an open, airy atmosphere that is both impressive and inviting. Designed for the way families truly live, this remarkable home offers elegant formal living and dining rooms, a welcoming family room with fireplace, and a beautifully remodeled gourmet kitchen that naturally becomes the heart of every gathering, where conversations begin, meals are shared, and lifelong memories are made. Whether you're hosting Thanksgiving for the entire family, holiday celebrations, birthday parties, elegant dinner gatherings, or casual weekends with friends, this home was built for entertaining. Step outside onto the expansive deck where guests can dine al fresco, dance beneath the stars, enjoy summer evenings overlooking the private grounds, or simply relax with a morning cup of coffee surrounded by the peaceful sounds of nature. The beautifully landscaped grounds offer endless opportunities to garden, play, explore, or simply enjoy the privacy that only a setting like this can provide, while the fenced yard gives children and pets room to run and play freely. A tremendous asset is the spacious main-level bedroom and adjoining full bath, currently used as a private home office, offering the perfect solution for buyers seeking one-level living, a luxurious guest suite, accommodations for extended family, or a quiet executive workspace. The fully finished lower level expands the possibilities even further with its own private entrance, kitchen, generous living space, and exceptional flexibility for multi-generational living, an au pair suite, long-term guests, home business, or private retreat. Thoughtful improvements including a remodeled kitchen (2020), new roof (2021), HVAC (2018), repaved driveway (2015), and new well (2009) provide peace of mind and lasting value. Completing this exceptional property is an oversized two-car garage and an unbeatable location just minutes from Downs Park, marinas, shopping, waterfront dining, Annapolis, Baltimore, BWI Airport, Fort Meade, Johns Hopkins, and major commuter routes, all within the highly regarded Chesapeake school district. Homes of this caliber rarely become available, offering an unmatched combination of privacy, space, flexibility, and convenience. More than simply a beautiful residence, 1499 Westcliff Drive is a home where generations gather, lifelong friendships are built, holidays become traditions, and every day feels like a getaway. Professional photography is underway - stay tuned for the full reveal. This one is worth the wait. Read Less

Courtesy of Wendy T Oliver, Coldwell Banker Realty 410-263-8686

Listing Snapshot

Days Online

Last Updated

Jul 10, 2026

Property Type

Single Family Residential

Beds

Full Baths

Square Ft.

4,728

Lot Size

1.59 Acres

Year Built

1993

MLS Number

MDAA2150744

Additional Details

Appliances & Equipment

Built-In Microwave, Cooktop, Dishwasher, Dryer, Exhaust Fan, Oven - Wall, Oven/Range - Gas, Refrigerator, Stainless Steel Appliances, Washer, Water Conditioner - Owned

Basement

Connecting Stairway, Full, Fully Finished, Heated, Improved, Interior Access, Outside Entrance, Sump Pump, Walkout Stairs, Windows

Building

Built in 1993, Built in 2022 (effective), Living area: 4728, Levels: 3, Construction Materials: Stick Built

Cooling

Central A/C, Ceiling Fan(s), Programmable Thermostat, Zoned

Accessibility Features

None

Exterior Features

Patio/Porch Features: Deck(s), Porch(es), Screened, Boat Storage, Bump-outs, Exterior Lighting, Play Area

Fence

Rear

Fireplaces

2 fireplaces, Wood, Gas/Propane

Floors

Hardwood, Ceramic Tile, Carpet

Foundation

Concrete Perimeter

Garage

2 spaces

Heating

Heat Pump(s), Zoned, Programmable Thermostat

Home Owner's Association

Association Fee: $10, Fee Frequency: Monthly

Interior Features

2nd Kitchen, Attic, Bar, Bathroom - Soaking Tub, Bathroom - Stall Shower, Bathroom - Tub Shower, Bathroom - Walk-In Shower, Breakfast Area, Built-Ins, Carpet, Ceiling Fan(s), Family Room Off Kitchen, Floor Plan - Open, Formal/Separate Dining Room, Kitchen - Country, Kitchen - Eat-In, Kitchen - Gourmet, Kitchen - Island, Kitchen - Table Space, Pantry, Primary Bath(s), Recessed Lighting, Skylight(s), Upgraded Countertops, Walk-in Closet(s), Water Treat System, Wet/Dry Bar, Wood Floors, Crown Moldings, Entry Level Bedroom, Floor Plan - Traditional

Lot

1.59 acres, Backs to Trees, Landscaping

Pets Policy

Allowed: No Pet Restrictions

Property

Very Good, Other structures: Above Grade, Below Grade, Garden/Lawn, Trees/Woods

Roof

Asphalt, Shingle

Sewer

Private Septic Tank

Taxes

Additional parcels description:, Annual Amount: $7,545, Lot: 1, Year: 2026, Zoning: R1

Utilities

Under Ground, Water Source: Well

Windows

Skylights, Casement, Double Pane, Palladian, Screens

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