1499 WESTCLIFF DR, Pasadena, MD 21122
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Listed by Wendy Oliver • Coldwell Banker Realty
$ 975,000
Est. payment | /mo

5 Beds

5 Baths

4,728 SqFt


Save
$ 975,000
Est. payment | /mo
Save

5 Beds

5 Baths

4,728 SqFt

Key Details

Property Type Single Family Home

Sub Type Detached

Listing Status Coming Soon

Purchase Type For Sale

Square Footage 4,728 sqft

Price per Sqft $206

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 3,128

Year Built 1993

Available Date 2026-07-11

Annual Tax Amount $7,545

Tax Year 2026

Lot Size 1.590 Acres

Acres 1.59

Property Sub-Type Detached

Source BRIGHT

Property Description

Welcome to 1499 Westcliff Drive, an extraordinary custom residence privately nestled on 1.59 beautifully wooded acres in the heart of sought-after Windermere Estates, where over 5000 finished square feet of exceptional living space creates the perfect balance of luxury, comfort, and everyday living. From the moment you enter, soaring cathedral ceilings, dramatic skylights, and walls of windows bathe the home in natural light, creating an open, airy atmosphere that is both impressive and inviting. Designed for the way families truly live, this remarkable home offers elegant formal living and dining rooms, a welcoming family room with fireplace, and a beautifully remodeled gourmet kitchen that naturally becomes the heart of every gathering, where conversations begin, meals are shared, and lifelong memories are made. Whether you're hosting Thanksgiving for the entire family, holiday celebrations, birthday parties, elegant dinner gatherings, or casual weekends with friends, this home was built for entertaining. Step outside onto the expansive deck where guests can dine al fresco, dance beneath the stars, enjoy summer evenings overlooking the private grounds, or simply relax with a morning cup of coffee surrounded by the peaceful sounds of nature. The beautifully landscaped grounds offer endless opportunities to garden, play, explore, or simply enjoy the privacy that only a setting like this can provide, while the fenced yard gives children and pets room to run and play freely. A tremendous asset is the spacious main-level bedroom and adjoining full bath, currently used as a private home office, offering the perfect solution for buyers seeking one-level living, a luxurious guest suite, accommodations for extended family, or a quiet executive workspace. The fully finished lower level expands the possibilities even further with its own private entrance, kitchen, generous living space, and exceptional flexibility for multi-generational living, an au pair suite, long-term guests, home business, or private retreat. Thoughtful improvements including a remodeled kitchen (2020), new roof (2021), HVAC (2018), repaved driveway (2015), and new well (2009) provide peace of mind and lasting value. Completing this exceptional property is an oversized two-car garage and an unbeatable location just minutes from Downs Park, marinas, shopping, waterfront dining, Annapolis, Baltimore, BWI Airport, Fort Meade, Johns Hopkins, and major commuter routes, all within the highly regarded Chesapeake school district. Homes of this caliber rarely become available, offering an unmatched combination of privacy, space, flexibility, and convenience. More than simply a beautiful residence, 1499 Westcliff Drive is a home where generations gather, lifelong friendships are built, holidays become traditions, and every day feels like a getaway.
Professional photography is underway—stay tuned for the full reveal. This one is worth the wait.

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

Building

Lot Description Backs to Trees, Landscaping

Story 3

Foundation Concrete Perimeter

Above Ground Finished SqFt 3128

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 4728

Acceptable Financing Cash, Conventional, VA

Listing Terms Cash, Conventional, VA

Financing Cash,Conventional,VA

Special Listing Condition Standard

Pets Allowed No Pet Restrictions

Bright MLS (BMLS)

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Nearby Locations

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1017 O Street NW, Washington DC, Washington, DC, 20001, USA
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1499 WESTCLIFF DR