Back 1499 Westcliff Drive
Off Market

1499 Westcliff Drive

Lake Shore MD 21122

5
5
8
5066 sq. ft.
69260.4 sq. ft.
Single-Family
Last sold for $949,000
Wendy OliverWendy Oliver, last sold this property on 17 September 2026 after 119 days on market.

Overview

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. Beautifully maintained and extensively updated, the home offers the confidence and convenience of major improvements already completed, including a beautifully renovated kitchen (2020), roof replacement (2021), HVAC replacement (2018), well replacement (2009), driveway replacement (2015), and fresh interior paint and carpeting. 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 impressive enough for entertaining yet comfortable enough for everyday living. At the heart of the home is the stunning renovated gourmet kitchen. Completed in 2020, it features premium appliances, abundant cabinetry, generous prep space, and timeless finishes. Holiday dinners become traditions here. Birthday cakes are decorated at the island, friends linger long after dinner is finished, and Sunday mornings begin with pancakes, coffee, and conversations that somehow last for hours. 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. 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 surrounded by mature trees. There's room to envision a pool, spectacular gardens, an outdoor kitchen, a fire pit, or simply an incredible stretch of lawn where children play and dogs run. 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 convenience of main-level living. The fully finished walk-out lower level adds another remarkable dimension to the home. Complete with its own kitchen, it provides tremendous flexibility for extended family, private guest accommodations, recreation and entertaining space, a home gym, media room, or an exceptional secondary living area. And while the home itself is remarkable, its location makes it even more compelling. Set within a peaceful, established community, you'll enjoy the privacy and breathing room of a 1.59-acre homesite while remaining convenient to marinas, waterfront parks, dining, shopping, schools, and commuter routes to Annapolis, Baltimore, Fort Meade, and Washington, D.C. Some homes simply provide shelter. Others become the backdrop for life's most meaningful moments. 1499 Westcliff Drive offers nearly 5,000 finished square feet, 1.59 acres, substantial recent improvements, exceptional indoor and outdoor living, and the flexibility to accommodate the way you live today—and the way you may want to live tomorrow. This is more than an exceptional home. It's the place where your next chapter begins.

Features

5 bedrooms
5 bathrooms
8 carspaces
2 garage spaces
5066 sq. ft. floor area
69260.4 sq. ft. lot size
Single-Family

Estimated Value

Based on this property and similar 5 bedroom single-family properties sold in Lake Shore over the last 12 months, the estimated median property value of 1499 Westcliff Drive is $746k.

Median value
$746k
Estimated value range
$395k - $2.4m
Median days on market
12
Estimated value trend
12%
increase over the last 12 months
Average days on market is based on recent, comparable sales in Lake Shore. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 1499 Westcliff Drive

2026
Sold
$949,000
17 Sep 2026 by Wendy Oliver, of Coldwell Banker Realty

Happy sellers in Lake Shore

92%
92% of sellers in Lake Shore reported that their sale price either exceeded or met their price expectations.

Lake Shore stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 15 reviews in Lake Shore over the last 12 months.

Local market activity for 5 bedroom single-family properties in Lake Shore

In the last 12 months, 55 five-bedroom single-family properties similar to 1499 Westcliff Drive, have been sold.

This represents a 14% increase in five-bedroom single-family properties sales when compared to the previous 12 months.

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