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1499 Westcliff Dr, Pasadena, MD 21122

  • $949,000

  • 5

    bed

  • 5

    bath

  • 4,763

    Sqft ($199/Sqft)

House active under contract 46 days
Movoto is helping 18 homebuyers near you

About 1499 Westcliff Dr

Property type House
Neighborhood
Year built 1993
HOA fee $10/month
Lot size 1.59 Acre
Movoto estimate
Parking 2 garage spaces
Property description
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.
Listed by
Listing Agent - Wendy T Oliver
Listing Office - Coldwell Banker Realty
Source: Bright MLS mls logo
MLS#MDAA2150744 • last updated 1 week ago
Movoto checked Bright MLS for data 9 minutes ago
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Overview
Cooling/AC Central A/C, Ceiling Fan(s), Programmable Thermostat, Zoned, Electric
Heating Electric
Type Residential
Virtual Tour External Link
Status Active Under Contract
SqFt 5066
Lot Size (SqFt) 69260.4
Lot Size (Acres) 1.59
Tax: Assessed Value 693167
Annual Property Tax 7545
Year Built 1993
Condition Very Good
HOA Fee 10, Monthly
New Construction (Y/N) N
Foreclosure (Y/N) N
Interior
Total # of Bathrooms 5
# Full Baths 5
Total # of Bedrooms 5
Basement Connecting Stairway, Full, Fully Finished, Heated, Improved, Interior Access, Outside Entrance, Sump Pump, Walkout Stairs, Windows
Other Room(s) Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Kitchen, Family Room, Den, Foyer, Breakfast Room, Exercise Room, Laundry, Other, Recreation Room, Storage Room, Utility Room, Primary Bathroom, Full Bath, Screened Porch
Laundry Upper Floor
Appliances Built-In Microwave, Cooktop, Dishwasher, Dryer, Exhaust Fan, Oven - Wall, Oven/Range - Gas, Refrigerator, Stainless Steel Appliances, Washer, Water Conditioner - Owned
Walls/ Ceilings 2 Story Ceilings, 9'+ Ceilings, Cathedral Ceilings, High
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
Accessibility Features None
Exterior
Roof Asphalt, Shingle
Construction Stick Built
Foundation Concrete Perimeter
Garage Desc Garage - Side Entry, Garage Door Opener, Inside Access, Oversized
# Garage Spaces 2
# Parking Spaces 8
# Attached Garage Spaces 2
Parking Desc Attached Garage, Driveway
# Driveway Spaces 6
Exterior Features Boat Storage, Bump-outs, Exterior Lighting, Play Area
Existing Structures Above Grade, Below Grade
Fencing Rear
Amenities / Utilities
Utilities Under Ground
Sewer/ Septic Private Septic Tank
Pool No Pool
Location
Subdivision WINDERMERE ESTATES
Water Source Well
Senior Community (Y/N) N
High School CHESAPEAKE
Elementary School BODKIN
School District ANNE ARUNDEL COUNTY PUBLIC SCHOOLS
Middle School CHESAPEAKE BAY
Directions Mountain Road To Forest Glen To Westcliff
Zoning R1
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7/10
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Source: GreatSchools.org © 2026. All rights reserved.

Around Windermere Estates

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Family
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Dining
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  • Real Estate
  • MD
  • Anne Arundel County
  • Pasadena
  • 21122
  • 1499 Westcliff Dr

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