Is a car needed in Lake Shore, Pasadena, MD?

As of early 2026, 92% of users say car is needed

Is parking easy in Lake Shore, Pasadena, MD?

As of early 2026, 90% of users say parking is easy

Does Lake Shore, Pasadena, MD show holiday spirit?

As of early 2026, 90% of users say there's holiday spirit

Are yards well-kept in Lake Shore, Pasadena, MD?

As of early 2026, 89% of users say yards are well-kept

Is Lake Shore, Pasadena, MD dog-friendly?

As of early 2026, 87% of users say it's dog friendly

Is Lake Shore, Pasadena, MD quiet?

As of early 2026, 76% of users say it's quiet

Is there wildlife in Lake Shore, Pasadena, MD?

As of early 2026, 74% of users say there's wildlife

Do kids play outside in Lake Shore, Pasadena, MD?

As of early 2026, 74% of users say kids play outside

Would people walk alone at night in Lake Shore, Pasadena, MD?

As of early 2026, 73% of users say people would walk alone at night

Are neighbors friendly in Lake Shore, Pasadena, MD?

As of early 2026, 57% of users say neighbors are friendly

Do residents of Lake Shore, Pasadena, MD plan to stay at least 5 years?

As of early 2026, 55% of users say they plan to stay for at least 5 years

Are the streets well-lit in Lake Shore, Pasadena, MD?

As of early 2026, 38% of users say streets are well-lit

Does Lake Shore, Pasadena, MD have sidewalks?

As of early 2026, 33% of users say there are sidewalks

Are there community events in Lake Shore, Pasadena, MD?

As of early 2026, 30% of users say there are community events

Is Lake Shore, Pasadena, MD walkable to grocery stores?

As of early 2026, 29% of users say it's walkable to grocery stores

Is Lake Shore, Pasadena, MD walkable to restaurants?

As of early 2026, 27% of users say it's walkable to restaurants

FOR SALE

3D VIEW

1.59 ACRES

1499 Westcliff Dr
Pasadena, MD 21122

Lake Shore

5 Beds
5 Baths
4,763 sqft (on 1.59 acres)

$975,000

Est. Mortgage $5,665/mo*

Get Pre-Qualified

$975,000

Est. Mortgage $5,665/mo*

Get Pre-Qualified

5 Beds

5 Baths

4,763 sqft

(on 1.59 acres)

Local Information

Map ViewExplore the area around 1499 Westcliff Dr.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

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.

Home Highlights

Parking

2 Car Garage

Outdoor

Porch, Deck

A/C

Heating & Cooling

HOA

$10/Monthly

Price/Sqft

$205

Listed

4 days ago

Home Details for 1499 Westcliff Dr

Interior Features
Interior Details Basement: Connecting Stairway,Full,Finished,Heated,Improved,Interior Entry,Exterior Entry,Sump Pump,Walk-Out Access,WindowsNumber of Rooms: 24Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Primary Bathroom, Breakfast Room, Den, Dining Room, Exercise Room, Family Room, Foyer, Full Bath, Kitchen, Laundry, Living Room, Other, Recreation Room, Screened Porch, Storage Room, Utility Room
Beds & Baths Number of Bedrooms: 5Main Level Bedrooms: 1Number of Bathrooms: 5Number of Bathrooms (full): 5Number of Bathrooms (main level): 1
Dimensions and Layout Living Area: 4763 Square Feet
Appliances & Utilities Utilities: Underground Utilities, Fiber OpticAppliances: Microwave, Cooktop, Dishwasher, Dryer, Exhaust Fan, Oven, Oven/Range - Gas, Refrigerator, Stainless Steel Appliance(s), Washer, Water Conditioner - Owned, Water Treat System, Electric Water HeaterDishwasherDryerLaundry: Upper Level,Laundry RoomMicrowaveRefrigeratorWasher
Heating & Cooling Heating: Heat Pump,Zoned,Programmable Thermostat,ElectricHas CoolingAir Conditioning: Central Air,Ceiling Fan(s),Programmable Thermostat,Zoned,ElectricHas HeatingHeating Fuel: Heat Pump
Fireplace & Spa Number of Fireplaces: 2Fireplace: Wood Burning, Gas/PropaneHas a FireplaceNo Spa
Windows, Doors, Floors & Walls Window: Skylight(s), Casement, Double Pane Windows, Palladian, ScreensFlooring: Hardwood, Ceramic Tile, Carpet, Wood
Levels, Entrance, & Accessibility Stories: 3Levels: ThreeAccessibility: NoneFloors: Hardwood, Ceramic Tile, Carpet, Wood
View Has a ViewView: Garden, Trees/Woods

Exterior Features
Exterior Home Features Roof: Asphalt ShinglePatio / Porch: Deck, Porch, Screened, Screened PorchFencing: Back YardOther Structures: Above Grade, Below GradeExterior: Boat Storage, Bump-outs, Lighting, Play AreaFoundation: Concrete PerimeterNo Private Pool
Parking & Garage Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 6No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 8Parking: Garage Faces Side,Garage Door Opener,Inside Entrance,Oversized,Attached,Driveway
Pool Pool: None
Frontage Not on Waterfront
Water & Sewer Sewer: Private Septic Tank
Finished Area Finished Area (above surface): 3430 Square FeetFinished Area (below surface): 1333 Square Feet

Days on Market
Days on Market: 4

Property Information
Year Built Year Built: 1993Year Renovated: 2022
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Colonial,Craftsman
Building Construction Materials: Stick BuiltNot a New ConstructionNo Additional Parcels
Property Information Condition: Very GoodParcel Number: 020391790028973

Price & Status
Price List Price: $975,000Price Per Sqft: $205
Status Change & Dates Possession Timing: Close Of Escrow

Active Status
MLS Status: ACTIVE

Media
See Virtual Tour

Location
Direction & Address City: PASADENACommunity: Windermere Estates
School Information Elementary School: BodkinElementary School District: Anne Arundel County Public SchoolsJr High / Middle School: Chesapeake BayJr High / Middle School District: Anne Arundel County Public SchoolsHigh School: ChesapeakeHigh School District: Anne Arundel County Public Schools

Agent Information
Listing Agent Listing ID: MDAA2150744

Building
Building Area Building Area: 5066 Square Feet

Community
Not Senior Community

HOA
Has an HOAHOA Fee: $10/Monthly

Lot Information
Lot Area: 1.59 Acres

Listing Info
Special Conditions: Standard

Offer
Listing Agreement Type: Exclusive Right To SellListing Terms: Cash, Conventional, VA Loan

Business
Business Information Ownership: Fee Simple

Miscellaneous
BasementMls Number: MDAA2150744Above Grade Unfinished Area: 3430

Additional Information
Source Internet Automated Valuation Display: YSource Internet Consumer Comment: YSource Internet Entire Listing Display: YSource Internet Address Display: Y

Last check for updates: about 8 hours ago

Listing courtesy of Wendy Oliver, (443) 336-5091

Coldwell Banker Realty, (410) 263-8686

Co-Listing Agent: Catherine Marucci, (443) 883-1609

Coldwell Banker Realty, (410) 263-8686

Source: Bright MLS, MLS#MDAA2150744

Also Listed on Bright MLS.

Market trends in Pasadena

Last updated June 2026

Avg. sale price

$439K

$11.67KMoM

Sale-to-List Price

100.0%

Price per sq ft

$250

$2MoM

Available listings

174

6MoM

Price History for 1499 Westcliff Dr

Date	Price	Event	Source
07/10/2026	$975,000	Listed For Sale	Bright MLS #MDAA2150744

06/02/2026	$975,000	ListingRemoved	Long & Foster Broker Feed #MDAA2144340

05/21/2026	$975,000	Listed For Sale	Bright MLS #MDAA2144340

11/21/2008	$630,000	Sold	N/A
Recording Date 11/21/2008 County Transfer Tax N/A Total Transfer Tax N/A
09/27/2008	$649,900	Listed For Sale	Agent Provided

06/25/2004	$590,000	Sold	N/A
Recording Date 06/25/2004 County Transfer Tax N/A Total Transfer Tax N/A
10/05/1993	$324,000	Sold	N/A
Recording Date 10/05/1993 County Transfer Tax N/A Total Transfer Tax N/A

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Property Tax and Assessment

Year	2025
Tax	$7,438
Assessment	$653,733

Home facts updated by county records

Comparable Sales for 1499 Westcliff Dr

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
1419 Pond Ridge Dr, Pasadena, MD	0.32	Single-Family Home	$950,000	12/29/25	5	3.5	4,477
8359 Forest Glen Dr, Pasadena, MD	0.53	Single-Family Home	$810,000	12/01/25	5	4	4,043
1405 Saybrooke Ct, Pasadena, MD	0.74	Single-Family Home	$1,200,000	07/02/26	5	4.5	5,136
8177 Bodkin Ave, Pasadena, MD	0.65	Single-Family Home	$999,500	08/07/25	5	5.5	5,955
1408 Saybrooke Ct, Pasadena, MD	0.72	Single-Family Home	$895,000	06/22/26	5	4.5	4,920
1533 Palm Ct, Pasadena, MD	0.30	Single-Family Home	$610,000	11/03/25	4	2.5	2,030
8376 Albacore Dr, Pasadena, MD	0.26	Single-Family Home	$640,000	06/24/26	3	3	2,124
1398 Hurlock Ln, Pasadena, MD	0.61	Single-Family Home	$615,000	07/30/25	3	2.5	2,312
8329 Sail Ct, Pasadena, MD	0.58	Single-Family Home	$718,000	04/10/26	5	2.5	2,644
8387 Maryland Rd, Pasadena, MD	0.84	Single-Family Home	$1,025,000	10/15/25	4	3.5	5,920

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Skip to first item

Additional Cost

Assigned Schools

These are the assigned schools for 1499 Westcliff Dr.

View nearby schools on GreatSchools

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

Lake Shore

52 Homes For You
Buy: $130k - $2.2m

See Local Highlights

Neighborhood stats provided by third party data sources.

What Locals Say about Lake Shore

At least 97 Trulia users voted on each feature.

92 % Say car is needed
90 % Say parking is easy
90 % Say there's holiday spirit
89 % Say yards are well-kept
87 % Say it's dog friendly
76 % Say it's quiet
74 % Say there's wildlife
74 % Say kids play outside
73 % Say people would walk alone at night
57 % Say neighbors are friendly
55 % Say they plan to stay for at least 5 years
38 % Say streets are well-lit
33 % Say there are sidewalks
30 % Say there are community events
29 % Say it's walkable to grocery stores
27 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.

Rachelgracia
Resident
1y ago
"Lots of people walk their dogs in the neighborhood and clean up well. There are cleanup stations throughout the area with trash bags and a can to put it in. "
0
Flag
Trulia User
Resident
4y ago
"Great neighbors, quiet neighborhood, and a lot of sidewalks for exercise. Also enjoy the pools and parks in the nicer months."
0
Flag
Trulia User
Resident
4y ago
"Pool Halloween gym park walking trails Close to the shopping centers movie night party ymca food Football basketball"
0
Flag
Trulia User
Resident
4y ago
"I love my home in Boulevard park. I love to walk the neighborhood . Lots of nature and water views. Great neighbors and friendly atmosphere."
0
Flag
Eric T.
Resident
6y ago
"The HOA does nothing, complain about the little stuff and do nothing about the town homes that are falling apart and make the neighborhood look bad. "
15
Flag
E_carreras
Resident
6y ago
"Water access. Family friendly. Broad range of homes from starter to multi million Enjoy the neighborhood "
5
Flag
Chris p.
Resident
6y ago
"Lake shore is a good neighborhood, but there are no dog parks in the neighborhood. Also there is a lot of teenage kids roaming the neighborhood blasting inappropriate rap that has a lot of fowl language. I also don’t enjoy them shouting late at night when there are other people trying to sleep or relax, I walk around the neighborhood with my dog and smell drugs that these TEENAGE kids are smoking. Over all some parts of lake shore is good but not all"
16
Flag
Erikmweber2002
Resident
7y ago
"Lakeshore is a very nice town that loves Christmas but lacks Sidewalks and needs more dog parks. Some stuff is in walking distance but otherwise you need a car to get around"
8
Flag
Exploringerik
Resident
7y ago
"I don’t like how there is no dog park and most of the time dogs run out of property fences and chase people, or other animals. That’s why I don’t go out at night. There are pit bulls and German shepherds "
12
Flag
Terry K.
Resident
8y ago
"We have lived here for 24 years. Raised two amazing kids that flourished in the Chesapeake School system. It’s friendly and quiet. "
1
Flag
Terry K.
Resident
8y ago
"I’ve lived here for 24 years. My kids grew up here. It’s quiet and safe. The schools are great. My kids flourished here. My only complaint is that too many people want to be here. Traffic is getting bad. But I understand...it’s a great community to live in. "
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Laurel
13y ago
"Longpoint Community is a very friendly water focused community. Several community beaches, boat ramp, and optional HOA involvement. When I moved into this community all of my neighbors reached out to assist. This is a rare thing today. Nice community tucked back by the water."
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Dwfuller
14y ago
"The "Dena" is a great place to live, and raise a family. This area has good schools, Downs Park is only 2 miles away, deer wander in the backyard, we are close to Annapolis, DC, and Baltimore, so the job market is stable, plus the people in this area don't seem to leave, so there are usual friends and family close by if you grew up here. Crime is very low is this Lake Shore area, so it is a safe. Chesapeake schools have some great teachers and Bodkin Elementary is a Blue Ribbon school winner. New businesses are opening up including Two Rivers Restaurant, Green Turtle, as well as many established businesses like Texas Roadhouse, and others to serve your needs. Local shopping has a nice variety of stores, Giant, Safeway, Ace, and Angels, plus not far from Glen Burnie and Severna Park for additional short distance shopping. Annapolis Mall and Arundel Mill Mall are only about 20 miles away, so you have plenty of choices within a short distance. The area has plenty wooded open space, and is considered a 'Bedroom Community', since there are no major industrial operations within the communities. Many communities have pools, as well. Great place to raise a family!"
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LGBTQ Local Legal Protections

Wendy Oliver, Coldwell Banker Realty, (410) 263-8686

Agent Phone: (443) 336-5091

The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by BRIGHT through a licensing agreement. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 Bright MLS, Inc. Click here for more information

1499 Westcliff Dr, Pasadena, MD 21122 is a 5 bedroom, 5 bathroom, 4,763 sqft single-family home built in 1993. 1499 Westcliff Dr is located in Lake Shore, Pasadena. This property is currently available for sale and was listed by Bright MLS on Jul 7, 2026. The MLS # for this home is MLS# MDAA2150744.

1499 Westcliff Dr Pasadena, MD 21122

$975,000

$975,000

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1499 Westcliff Dr
Pasadena, MD 21122