About This Home

This 5-bedroom, 5-bathroom single family at 1499 WESTCLIFF Drive in Pasadena, MD is listed for $975,000 ($205 per sqft). Built in 1993, the home offers 4,763 sqft of living space on a 1.59 acres lot.

Key Features

  • Built in 1993
  • 1.59 acre lot
  • 3 stories
  • 8 parking spaces
  • Fireplace

Property Details

3 stories
5 full
8 spaces
1993

Amenities

FireplaceA/C
Listing 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 p

rivacy 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.

Monthly Cost Estimate

$5,225/mo

20% down · 6.5% · 30 years

Principal$705
Interest$4,225
Insurance$284
HOA$10

Estimates only. Actual payments may vary.

Location

1499 WESTCLIFF Drive

Pasadena, MD 21122

WINDERMERE ESTATES

Features & Amenities

Interior Features

2nd KitchenAtticBarBathroom - Soaking TubBathroom - Stall ShowerBathroom - Tub ShowerBathroom - Walk-In ShowerBreakfast AreaBuilt-InsCarpetCeiling Fan(s)Family Room Off KitchenFloor Plan - OpenFormal/Separate Dining RoomKitchen - CountryKitchen - Eat-InKitchen - GourmetKitchen - IslandKitchen - Table SpacePantryPrimary Bath(s)Recessed LightingSkylight(s)Upgraded CountertopsWalk-in Closet(s)Water Treat SystemWet/Dry BarWood FloorsCrown MoldingsEntry Level BedroomFloor Plan - Traditional

Property Details

Construction

Stick Built

Parking

Garage - AttachedDriveway

Heating

Heat Pump (Heating)Zoned

Cooling

Central AirZonedCeiling Fan(s)

Appliances

Built-In MicrowaveCooktopDishwasherDryerExhaust FanOven - WallOven/Range - GasRefrigeratorStainless Steel AppliancesWasherWater Conditioner - Owned

Questions & Answers

This 5-bedroom, 5-bathroom single family at 1499 WESTCLIFF Drive is listed at $975,000 ($205/sqft). The estimated monthly payment is $5,224 based on 20% down, a 30-year loan at 6.5% interest, estimated insurance, HOA fees.

HOA fees are $10/month.

Key features include: Built in 1993, 1.59 acre lot, 3 stories, 8 parking spaces, Fireplace. Interior Features: 2nd Kitchen, Attic, Bar.

This property is listed by Wendy T Oliver and can be reached at 4433365091.

WO

Wendy T Oliver

Agent at Coldwell Banker Realty

(443) 336-5091

Listed by Coldwell Banker Realty · View on Broker Site

MLS# MDAA2150744· Source: listhub· 1 day on market

Copyright © 2026 Bright MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

1499 WESTCLIFF Drive, Pasadena, MD 21122

Open this listing in: