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1499 WESTCLIFF DR, PASADENA, MD 21122

5 Beds

5 Baths

4,763SqFt

Active

Close your laptop for a minute and imagine this instead. It's Saturday morning. The coffee is brewing, the windows are open, and the only thing on your agenda is deciding whether to spend the afternoon relaxing on the deck, planting flowers in the garden, playing football in the backyard, or inviting friends over for dinner. This is the kind of home that gives you choices—and the space to enjoy them. Welcome to 1499 Westcliff Drive. Set on a beautiful 1.59-acre homesite in one of Pasadena's most desirable neighborhoods, this is more than a house with nearly 5,000 finished square feet—it's a home designed for the way people really want to live. From the moment you step inside, soaring cathedral ceilings, dramatic skylights, and walls of windows fill the home with natural light, creating bright, welcoming spaces that feel open without ever feeling overwhelming. Every room invites you to slow down, settle in, and enjoy the people around you. The beautifully renovated gourmet kitchen is proof that the best memories are often made over great food. This is where holiday meals come to life, birthday cakes are decorated, Sunday breakfasts become family traditions, and friends gather with a glass of wine while dinner is on the stove. Outfitted with premium appliances, abundant cabinetry, generous workspace, and quality finishes, it's a kitchen that makes you want to cook—not because you have to, but because you'll love spending time here. The adjoining family room, with its inviting fireplace, naturally becomes the heart of the home, while the formal living and dining rooms are ready for everything from Thanksgiving dinner to milestone celebrations and quiet evenings spent catching up with the people who matter most. Then step outside. The expansive deck was made for summer barbecues, birthday parties, and evenings spent under the stars. The screened porch offers a peaceful place to begin your mornings or unwind at the end of the day. Beyond it all is one of the property's greatest assets—a lush, level backyard that offers room to truly live outdoors. Whether you've always wanted a custom pool, beautiful gardens, an outdoor kitchen, a fire pit, or simply a wide-open lawn where children and pets can play freely, you'll have the space to create exactly what you've always imagined. Life changes, and this home is ready for every chapter. The spacious main-level bedroom and full bath provide exceptional flexibility for guests, multi-generational living, or anyone seeking the convenience of one-level living. The finished walk-out lower level, complete with its own kitchen, offers endless possibilities as private guest accommodations, an in-law suite, recreation space, or the perfect retreat for family and friends visiting for the weekend. And while the home itself is exceptional, the location makes it even better. Here, you'll enjoy the peace and privacy that comes with a spacious homesite while remaining just minutes from marinas, waterfront parks, local restaurants, shopping, excellent schools, and easy commuter routes to Annapolis, Baltimore, Fort Meade, and Washington, D.C. It's a location that offers the best of both worlds—room to breathe without sacrificing convenience. Some homes simply give you a place to live. 1499 Westcliff Drive gives you room to grow, room to celebrate, room to entertain, and room to create the kind of memories that stay with your family for generations. If you've been searching for a home that offers exceptional space, thoughtful updates, remarkable flexibility, and a lifestyle that's increasingly difficult to find, you've just found it.

Property Details
Price $975,000
Bedrooms 5
Full Baths 5
Total Baths 5
Property Style Colonial,Craftsman
Lot Size Area Units Square Feet
Acres 1.59
Property Type Residential
Sub type SingleFamilyResidence
MLS Sub type Detached
Stories 3
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
Exterior Features Boat Storage,Bump-outs,Exterior Lighting,Play Area
Year Built 1993
Fireplaces 2
Subdivision WINDERMERE ESTATES
View Garden/Lawn,Trees/Woods
Roof Asphalt,Shingle
Heating Heat Pump(s),Zoned,Programmable Thermostat
Foundation Concrete Perimeter
Accessibility None
Lot Description Backs to Trees,Landscaping
Garage spaces 2
Association Fee 10
Geographic Data
Directions Mountain Road to Forest Glen to Westcliff
County ANNE ARUNDEL
Latitude 39.11275
Longitude -76.46943
Address Information
Address 1499 WESTCLIFF DR, PASADENA, MD 21122
Postal Code 21122
City PASADENA
State MD
Country United States
Listing Information
Listing Office Coldwell Banker Realty
Listing Office Email khylah.settle@cbmove.com
Listing Agent Wendy Oliver
Special listing conditions Standard
Ownership Fee Simple
Terms Cash,Conventional,VA
Virtual Tour URL https://media.recreativevisual.com/1499-Westcliff-Dr/idx
School Information
District ANNE ARUNDEL COUNTY PUBLIC SCHOOLS
Elementary School BODKIN
Middle School CHESAPEAKE BAY
High School CHESAPEAKE
MLS Information
Days on market 13
MLS Status Active
Listing Date Jul 10, 2026
Listing Last Modified Jul 22, 2026
Tax ID 020391790028973
Tax Year 2026
Tax Annual Amount 7545
MLS # MDAA2150744

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Last updated: 2026-07-23T13:00:26.817108Z. Listing information is provided by Bright MLS. Listings are generated from various brokers who participate in IDX. Information is deemed reliable but not guaranteed.