1499 Westcliff Drive Pasadena, MD $ 949,000
1499 Westcliff Drive
$ 949,000
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1499 Westcliff Drive

Pasadena, MD, 21122
$ 949,000
Bedrooms5 Baths5.0 Sq 4,763

Monthly Estimate*

$ 5,992

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Single Family Home for sale in Pasadena, MD

for $949,000 with 5 bedrooms and 5 full baths. This 4,763 square foot home was built in 1993 on a lot size of 1.59.

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 footageit 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 luxuriesa 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 levelwith its own kitchencreates 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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Single Family Contingent

Price

$ 949,000

Bedrooms

5

Full Bath

5

Property Type

Single Family

Taxes

$ 7,545

Style

Colonial,Craftsman

Lot Size

1.59

Year Built

1993

Town/City

Pasadena

County/Region

Anne Arundel

MLS | Web ID

MDAA2150744

Features
General
Living Area 4763
Sewer Private Septic Tank
Heating Heat Pump(s) Zoned Programmable Thermostat
Cooling Central A/C Ceiling Fan(s) Programmable Thermostat Zoned
Utilities Under Ground
Possession Settlement
Roof Asphalt Shingle
Appliances Built-In Microwave Cooktop Dishwasher Dryer Exhaust Fan Oven - Wall Oven/Range - Gas Refrigerator Stainless Steel Appliances Washer Water Conditioner - Owned
Zoning R1
HOA Fee 10.00
Garage Spaces 2.00
Patio/Porch Features Deck(s) Porch(es) Screened
Architectural Style Colonial Craftsman
Construction Materials Stick Built
School District ANNE ARUNDEL COUNTY PUBLIC SCHOOLS
Year Built 1993
View Garden/Lawn Trees/Woods
Levels 3
Tax Year 2026
Ownership Fee Simple
Cool Fuel Electric
Section 1
Accessibility None
Assoc Fee Paid Per Monthly
County ANNE ARUNDEL
New Construction N
Property Type Residential
HOA Y
Subdivision Name WINDERMERE ESTATES
Garage Y/N Y
Water Access Y/N N
Other Structures Above Grade Below Grade
Full Baths 5
Status ACTIVE UNDER CONTRACT
Directions Mountain Road to Forest Glen to Westcliff
City PASADENA
Senior Community Y/N N
Lot Size Units Square Feet
Lot Size Square Feet 69260.40
Tax Annual Amount 7545.0
Property Condition Very Good
Structure Type Detached
Condo/Coop Association fee Y/N N
Bathrooms Full Main Level 1
Bathrooms Count Main Level 1.00
Price Per Sq Ft Total AG 276.68
Acceptable Financing Cash Conventional VA
Additional Parcels Y/N N
Lease Considered Y/N N
Vacation Rental Y/N N
Virtual Tour https://media.recreativevisual.com/1499-Westcliff-Dr/idx
Standard Status Active Under Contract
Year Built Source Assessor
Legal Subdivision WINDERMERE ESTATES
Tax Lot 1
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Interior
Interior Amenities 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
Heating Fuel Electric
Basement Connecting Stairway Full Fully Finished Heated Improved Interior Access Outside Entrance Sump Pump Walkout Stairs Windows
Flooring Hardwood Ceramic Tile Carpet
Total Fireplaces 2
Fireplace Features Wood Gas/Propane
Hot Water Electric
Basement (Y/N) Y
Heating Y/N Y
Window Features Skylights Casement Double Pane Palladian Screens
Fireplace Y/N Y
Above Grade Finished Area 3430
Central Air Y/N Y
Total Bedrooms 5
Below Grade Finished Area 1333
Room Type 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 Prim
Main Level Bedrooms 1
Below Grade Finished Area Unit Type Square Feet
Laundry Type Upper Floor
Below Grade Finished Area Source Estimated
Above Grade Finished Area Source Estimated
Above Grade Finished Area Unit Type Square Feet
Total Baths 5
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Exterior
Exterior Amenities Boat Storage Bump-outs Exterior Lighting Play Area
Pool No Pool
Fencing Rear
Lot Features Backs to Trees Landscaping
Water Source Well
Garage Features Garage - Side Entry Garage Door Opener Inside Access Oversized
Type of Parking Attached Garage Driveway
Foundation Details Concrete Perimeter
Spa N
Water View Y/N N
Lot Size Acres 1.59
Lot Size Source Estimated
Waterfront Y/N N
Navigable Water Y/N N
Water Oriented Y/N N
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Internal Only
Street Number 1 1499
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* Excluded Features
List By
Coldwell Banker Realty

Broker

wendy.oliver@cbmove.com

Email

Affordability Calculator

$6,621
Per Month
91%
9%
0%
Monthly Principal & Interest
$5,992
Monthly Property Taxes
$629
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3534305 Elementary School
3536157 Middle School
Chesapeake High School High School
Pricing History
DatePricePrice ChangeDescription
8/5/2026$939,000 -3.69% Price Down
7/7/2026$975,000 Listed Price

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1499 Westcliff Drive, Pasadena, MD, 21122 is a Single Family Home for sale at $949,000 with 4,763 sqft and a lot size of 1.59. 1499 Westcliff Drive has 5 bedrooms, 5.0 baths, and was built in 1993. The property's zip code is 21122 which is in Pasadena, MD