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MLS: #MDAA2150744, Listed By: Wendy Oliver, Coldwell Banker Realty, Source:Bright MLS

1499 Westcliff Drive

PASADENA, MD 21122

$975,000 $4,110/Mo

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Overview

Bed

Bath

4,763

Sqft

1.59

Acres(Lot)

Description

Some homes are simply built well. Others become the backdrop for the best years of your life. Welcome to 1499 Westcliff Drive, a spectacular custom residence privately tucked away on 1.59 wooded acres in the coveted community of Windermere Estates, where over 5,000 finished square feet of thoughtfully designed living space create a home that is as unforgettable as the moments you'll share here. From the instant you step inside, soaring cathedral ceilings, dramatic skylights, and walls of windows flood every room with natural light, creating a breathtaking sense of openness that immediately feels warm, welcoming, and alive. This is the home where holidays become traditions, dinner parties effortlessly turn into late-night conversations, and every gathering feels just a little more special . The beautifully remodeled gourmet kitchen is the heart of it all, opening seamlessly to gracious living spaces designed for entertaining on every scale—from intimate family dinners to celebrations filled with laughter and lifelong friends. Imagine Thanksgiving with everyone gathered around one table, birthdays celebrated on the expansive deck, summer cookouts overlooking your private wooded sanctuary, music playing as guests linger beneath the stars, or quiet mornings with nothing but coffee, birdsong, and the peaceful beauty of nature surrounding you. Outside, the lifestyle is every bit as extraordinary. Beautifully landscaped grounds invite gardening, backyard games, evening fires, and endless adventures, while the fenced yard provides plenty of room for children and four-legged family members to run, explore, and simply be kids. It's the kind of setting that's becoming increasingly rare—private, peaceful, and surrounded by nature, yet only minutes from everything. Designed with flexibility in mind, the spacious main-level bedroom and adjoining full bath—currently serving as a private executive office—offer an exceptional option for one-level living, luxurious guest accommodations, extended family, or a quiet workspace. The fully finished walk-out lower level, complete with its own kitchen, private entrance, and expansive living areas, creates incredible opportunities for multigenerational living, an au pair or in-law suite, long-term guests, a home business, or the ultimate recreation and entertaining retreat. Every detail reflects pride of ownership, including a beautifully remodeled kitchen (2020), new roof (2021), HVAC system (2018), repaved driveway (2015), new well (2009), and an oversized two-car garage that completes this remarkable property. Perfectly positioned just minutes from Downs Park, marinas, waterfront dining, shopping, Annapolis, Baltimore, BWI Airport, Fort Meade, Johns Hopkins, and major commuter routes, and located within the highly regarded Chesapeake school district, this is a rare opportunity to own a home that offers exceptional privacy without sacrificing convenience. Homes like this are seldom available because they offer something that cannot be built overnight or easily replicated—a feeling. A place where children grow up, grandchildren return, friends never want to leave, and every season brings a new memory worth keeping. More than a luxury home, 1499 Westcliff Drive is the place you'll find yourself comparing every other home to.

Property Details

Property Type : Residential

Price : $975,000

AD Id : 87688692

MLS Id : MDAA2150744

Beds : 5

Lot Size : 1.59 Acres

Living Area Size : 4,763

Year Built : 1993

Garage : 2

County : ANNE ARUNDEL

Subdivision: Windermere Estates

Map

What's Nearby

Nearby Areas

Features

Bedroom Information

Total beds: 5

Bathroom Information

Total Baths: 5 Full Baths: 5

Room Information

Has Basement: Yes Basement: Finished, Exterior Entry, Walk-Out Access, Full, Sump Pump, Interior Entry
Flooring Information

Carpet, Wood, Hardwood, Ceramic Tile
Roofing Information

Asphalt, Shingle
Interior Features

Eat-in Kitchen, Bar, Ceiling Fan(s), Kitchen Island, Pantry, Recessed Lighting, Walk-In Closet(s), Cathedral Ceiling(s), High Ceilings, Built-in Features, Crown Molding, Open Floorplan, Soaking Tub Roof: Asphalt, Shingle Appliances: Oven, Gas Range, Gas Oven, Water Purifier, Electric Water Heater, Cooktop, Dishwasher, Dryer, Exhaust Fan, Refrigerator, Stainless Steel Appliance(s), Washer, Microwave Laundry Features: Laundry Room, Upper Level Window Features: Skylight(s), Double Pane Windows, Screens
Heating & Cooling

Has Heating: Yes Heating: Exhaust Fan, Electric, Zoned, Heat Pump Has Cooling: Yes Cooling: Central Air, Ceiling Fan(s), Zoned, Electric

Building Information

Year Built: 1993 Building Area Total: 5066 Patio And Porch Features: Deck, Porch, Screened Pool Features: None Private Pool: No View: Trees/Woods, Garden Association Fee Frequency: Monthly
Exterior Features

Exterior Features: Lighting

Lot Information

Lot Size Acres: 1.59 Lot Size Source: Estimated Lot Size Square Feet: 69260.4

Property Information

Subdivision: WINDERMERE ESTATES Source Property Type: Residential Postal Code Plus 4: 4854 Property SubType: Single Family Residence Levels: Three Or More Property Age: 33

Listing Price Information

Listing Price: $975000

Tax Information

Parcel Number: 020391790028973 Tax Lot: 1 Tax Year: 2026 Annual Tax: $7545

Parking Information

Parking Total: 8 Oversized, Garage Door Opener, Garage, Driveway, Inside Entrance, Attached

Garage Information

Has Garage: Yes Has Attached Garage: Yes Garage Space: 2 Pets Allowed: Yes

Homeowners Association Information
Has Association: Yes HOA: $10.00 Association Amenities: Playground

School Information

Elementary School: BODKIN

Junior High School: CHESAPEAKE BAY

Senior High School: CHESAPEAKE
Utility Information

Underground Utilities
Location Information

Direction: Mountain Road to Forest Glen to Westcliff WaterSource: Well

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Nearby Home Value

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17 Vinter Lane, Pasadena, MD, 21122	$1,349,999	4	4	4,300	4,300 SqFt
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2292 Lake Drive, Pasadena, MD, 21122	$1,590,000	4	5	3,366	3,366 SqFt
1533 Shoreside Trail, Pasadena, MD, 21122	$1,359,900	3	4	1,978	1,978 SqFt
1554 Long Point Road, Pasadena, MD, 21122	$434,900	3	2	1,644	1,644 SqFt
191 Sillery Bay Road, Pasadena, MD, 21122	$458,000	3	2	1,432	1,432 SqFt
166 Sillery Bay Road, Pasadena, MD, 21122	$479,000	2	2	2,379	2,379 SqFt
2001 Poplar Ridge Road, Pasadena, MD, 21122	$849,000	4	4	3,000	3,000 SqFt
4785 Mountain Road, Pasadena, MD, 21122	$459,900	3	2	1,248	1,248 SqFt
2113 Lake Drive, Pasadena, MD, 21122	$950,000	3	3	2,550	2,550 SqFt

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