1499 WESTCLIFF DR, Pasadena, MD 21122
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1499 WESTCLIFF DR, Pasadena, MD 21122
1499 WESTCLIFF DR, Pasadena, MD 21122
1499 WESTCLIFF DR, Pasadena, MD 21122
1499 WESTCLIFF DR, Pasadena, MD 21122
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The Bollack Team

The Bollack Team

+1(443) 299-7994
Listed by Wendy Oliver • Coldwell Banker Realty
$ 939,000
Est. payment /mo
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Price Dropped by $36K

1499 WESTCLIFF DR Pasadena, MD 21122

5 Beds

5 Baths

4,763 SqFt

UPDATED:

Key Details

Property Type Single Family Home

Sub Type Detached

Listing Status Active

Purchase Type For Sale

Square Footage 4,763 sqft

Price per Sqft $197

Subdivision Windermere Estates

MLS Listing ID MDAA2150744

Style Colonial,Craftsman

Bedrooms 5

Full Baths 5

HOA Fees $10/mo

HOA Y/N Y

Abv Grd Liv Area 3,430

Year Built 1993

Available Date 2026-07-13

Annual Tax Amount $7,545

Tax Year 2026

Lot Size 1.590 Acres

Acres 1.59

Property Sub-Type Detached

Source BRIGHT

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.

Location

State MD

County Anne Arundel

Zoning R1

Rooms

Other Rooms 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

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

Main Level Bedrooms 1

Interior

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

Hot Water Electric

Heating Heat Pump(s), Zoned, Programmable Thermostat

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

Flooring Hardwood, Ceramic Tile, Carpet

Fireplaces Number 2

Fireplaces Type Wood, Gas/Propane

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

Furnishings No

Fireplace Y

Window Features Skylights,Casement,Double Pane,Palladian,Screens

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

Heat Source Electric

Laundry Upper Floor

Exterior

Exterior Feature Deck(s), Porch(es), Screened

Parking Features Garage - Side Entry, Garage Door Opener, Inside Access, Oversized

Garage Spaces 8.0

Fence Rear

Utilities Available Under Ground

Water Access N

View Garden/Lawn, Trees/Woods

Roof Type Asphalt,Shingle

Accessibility None

Porch Deck(s), Porch(es), Screened

Attached Garage 2

Total Parking Spaces 8

Garage Y

Private Pool No

Building

Lot Description Backs to Trees, Landscaping

Story 3

Foundation Concrete Perimeter

Above Ground Finished SqFt 3430

Sewer Private Septic Tank

Water Well

Architectural Style Colonial, Craftsman

Level or Stories 3

Additional Building Above Grade, Below Grade

Structure Type 2 Story Ceilings,9'+ Ceilings,Cathedral Ceilings,High

New Construction N

Schools

Elementary Schools Bodkin

Middle Schools Chesapeake Bay

High Schools Chesapeake

School District Anne Arundel County Public Schools

Others

Pets Allowed Y

Senior Community No

Tax ID 020391790028973

Ownership Fee Simple

SqFt Source 4763

Acceptable Financing Cash, Conventional, VA

Listing Terms Cash, Conventional, VA

Financing Cash,Conventional,VA

Special Listing Condition Standard

Pets Allowed No Pet Restrictions

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Bright MLS (BMLS)

NEARBY SCHOOLS & PROPERTIES

The Bollack Team

The Bollack Team

Agent | License ID: 660828

+1(443) 299-7994

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1499 WESTCLIFF DR

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