1499 Westcliff Dr, Pasadena, MD 21122
Local realty services provided by:Better Homes and Gardens Real Estate GSA Realty
Listed by: wendy t oliver, catherine marucci
Office: coldwell banker realty
MLS#:MDAA2150744
Source:BRIGHTMLS
Price summary
- Price:$949,000
- Price per sq. ft.:$199.24
- Monthly HOA dues:$10
About this home
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. 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 both impressive enough for entertaining and comfortable enough for everyday living. At the heart of the home is a stunning gourmet kitchen that invites people to gather. Holiday dinners become traditions here. Birthday cakes are decorated at the island. Friends linger over charcuterie and wine long after dinner is finished. Sunday mornings begin with pancakes, newspapers, and conversations that somehow last for hours. Beautifully renovated with premium appliances, abundant cabinetry, generous prep space, and timeless finishes, it's a kitchen that feels every bit as exceptional as it looks. 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, while still feeling comfortable enough for an ordinary Tuesday evening together. 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 that's increasingly difficult to find. There's room for the pool you've always imagined, a garden worthy of magazine pages, an outdoor kitchen, a fire pit surrounded by Adirondack chairs, or simply an endless stretch of lawn where children laugh, dogs run, and memories unfold naturally year after year. 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 ease of one-level living. The finished walk-out lower level—with its own kitchen—creates endless possibilities for an in-law suite, private guest quarters, recreation room, home gym, media lounge, or the ultimate gathering space when family comes to visit. And while the home itself is remarkable, its location makes it even more compelling. Tucked within a peaceful, established community, you'll enjoy the privacy of a generous homesite while remaining just minutes from marinas, waterfront parks, local dining, shopping, highly regarded schools, and convenient commuter routes to Annapolis, Baltimore, Fort Meade, and Washington, D.C. It offers the rare luxury of feeling worlds away while keeping everything you need close at hand. Some homes simply provide shelter. Others become the backdrop for life's most meaningful moments. 1499 Westcliff Drive is where birthdays are celebrated, holidays become traditions, grandchildren race through the yard, neighbors become lifelong friends, and ordinary evenings somehow become the memories you'll treasure forever. This is more than an exceptional home. It's the place where your next chapter begins....
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Home facts
- Year built:1993
- Subdivision & Development:WINDERMERE ESTATES
- Listing ID #:MDAA2150744
- Added:48 day(s) ago
- Updated:August 24, 2026 at 08:24 AM
Rooms and interior
- Bedrooms:5
- Total bathrooms:5
- Full bathrooms:5
- Flooring:Carpet, Ceramic Tile, Hardwood
- Dining Description:Dining Room, Formal/Separate Dining Room
- Bathrooms Description:Full Bath, Primary Bath(s), Primary Bathroom
- Kitchen Description:2nd Kitchen, Breakfast Area, Built-In Microwave, Built-Ins, Carpet, Cooktop, Crown Moldings, Dishwasher, Exhaust Fan, Kitchen - Country, Kitchen - Eat-In, Kitchen - Gourmet, Kitchen - Island, Kitchen - Table Space, Oven - Wall, Oven/Range - Gas, Pantry, Recessed Lighting, Refrigerator, Stainless Steel Appliances, Upgraded Countertops, Wet/Dry Bar
- Bedroom Description:Carpet, Entry Level Bedroom, Primary Bedroom, Walk In Closet(s)
- Basement:Yes
- Basement Description:Connecting Stairway, Full, Fully Finished, Heated, Improved, Interior Access, Outside Entrance, Sump Pump, Walkout Stairs, Windows
- Living area:4,763 sq. ft.
Heating and cooling
- Cooling:Ceiling Fan(s), Central A/C, Programmable Thermostat, Zoned
- Heating:Electric, Heat Pump(s), Programmable Thermostat, Zoned
Structure and exterior
- Roof:Asphalt, Shingle
- Year built:1993
- Building area:4,763 sq. ft.
- Lot area:1.59 Acres
- Lot Features:Backs to Trees, Landscaping
- Architectural Style:Colonial, Craftsman
- Construction Materials:Stick Built
- Exterior Features:Boat Storage, Bump-outs, Deck(s), Exterior Lighting, Play Area, Porch(es), Screened
- Foundation Description:Concrete Perimeter
- Levels:3 Story
Schools
- High school:CHESAPEAKE
- Middle school:CHESAPEAKE BAY
- Elementary school:BODKIN
Utilities
- Water:Well
- Sewer:Private Septic Tank
Finances and disclosures
- Price:$949,000
- Price per sq. ft.:$199.24
- Tax amount:$7,545 (2026)
Features and amenities
- Laundry features:Dryer, Laundry, Washer
- Amenities:Attic, Bar, Built-Ins, Carpet, Ceiling Fan(s), Crown Moldings, Double Pane Windows, Recessed Lighting, Skylight(s), Underground Utilities, Water Treat System, Wet/Dry Bar
Parking
- Parking description:Attached Garage, Garage - Side Entry, Garage Door Opener, Inside Access, Oversized
- Garage:Yes
- Garage spaces:2
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