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Lynsey Bennett
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5208 Woodlawn Avenue , Chevy Chase, MD 20815

$3,300,000
  • 5208 Woodlawn Avenue , Chevy Chase, MD 20815 Main Photo

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New to the Market
BEDS6 BATHS4 full 2 partial SQUARE FEET4,905 MLS#MDMC2216762
STATUSACTIVE PROPERTY TYPEResidential - Single Family SUBDIVISIONKENWOOD SCHOOLMONTGOMERY COUNTY PUBLIC SCHOOLS

Property Description

Nestled in the heart of Kenwood and cherished by two generations of the same family for more than 75 years, this classic four-level, six-bedroom, four- full bathroom, two-half bath brick Colonial offers timeless character, generous space, and exceptional long-term potential in one of the area’s most sought-after neighborhoods. Set on a beautifully level lot, the home is framed by a circular front drive and a convenient side driveway, leading to lush lawns, mature gardens, and an expansive flagstone terrace—perfect for outdoor entertaining. Stately columns highlight the welcoming front entrance and complement the home’s handsome brick façade. Inside, a gracious entry hall opens to elegant, light-filled living spaces, including a formal living room with a wood-burning fireplace, a spacious dining room ideal for gatherings, and a charming study with built-in shelving. The large kitchen flows into a dramatic family room addition featuring a soaring ceiling, breakfast area, built-in cabinetry, and a second wood-burning fireplace—creating a warm and inviting hub for everyday living. A recently converted one-car garage now serves as a bright art studio, easily adaptable as a home office, creative space, or additional flex room. Upstairs, the second level offers four bedrooms and two full baths, including a primary suite with exciting potential to expand—allowing space for a larger spa-like bathroom and enhanced closet storage. The third floor adds two additional spacious bedrooms, a full bath, and convenient attic storage. The lower level features an exterior stairwell, a recreation room, full bath, bonus room, and utility space—ideal for guests, hobbies, or future customization. Move-in ready and filled with opportunity for thoughtful updates over time, this special property offers the rare chance to create your dream home while enjoying the enduring appeal and value of the Kenwood community.

5208 Woodlawn Avenue | MLS# MDMC2216762

This single family home located at 5208 Woodlawn Avenue , Chevy Chase, MD 20815 is currently listed for sale with an asking price of $3,300,000. This property was built in 1949 and has 6 bedrooms and 4 full and 2 partial baths with 4905 sq. ft. Woodlawn Avenue is located in the KENWOOD subdivision within the MONTGOMERY COUNTY PUBLIC SCHOOLS school district. Search KENWOOD real estate on www.lynseybennettrealtor.com today.

Property Features

Property Type: Residential - Single Family
Basement: Interior Access, Outside Entrance, Partial, Fully Finished
Basement: Yes
Cooling: Central A/C, Zoned
Fireplaces: 2
Fuel Type: Natural Gas
Heating: Forced Air, Zoned
Home Style: Colonial
Lot Size: 0.39 Acres
Roof Type: Slate
Stories: 4.0
Taxes: $28,088
Year Built: 1949

Feature Descriptions

Additional Structures: Above Grade, Below Grade
Appliances: Cooktop, Dishwasher, Disposal, Dryer, Extra Refrigerator/Freezer, Refrigerator, Washer, Water Heater
Exterior: Brick
Fireplace: Mantel(s), Wood
Flooring: Carpet, Wood
Interior: Attic, Bathroom - Tub Shower, Built-Ins, Carpet, Crown Moldings, Exposed Beams, Family Room Off Kitchen, Flat, Floor Plan - Traditional, Formal/Separate Dining Room, Kitchen - Country, Kitchen - Table Space, Recessed Lighting, Skylight(s), Window Treatments, Wood Floors
Location: Suburban
Lot: Landscaping
Lot Dimensions: 0.39 Acre(S)
Parking Notes: 8 Total Parking Spaces
Pet Restrictions: No Pet Restrictions
Sewer: Public Sewer
Special View Info: Garden/Lawn
SQFT Above Finished: 3870
SQFT Below Finished: 1035
SQFT Total Finished: 4905
Structure Type: Detached
Total Garage/Parking Spaces: 8
Water: Public
Windows: Double Hung

Local Schools

High School: BETHESDA-CHEVY CHASE
Middle School: WESTLAND
Elementary School: WESTBROOK
School District: MONTGOMERY COUNTY PUBLIC SCHOOLS

Listed By / Shown By

Listed By

Agency Name: TTR Sotheby's International Realty
Agency Phone: 3019673344

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Estimated Payment

$ 10,647.54 per month $7,344.37 Principal & Interest $2,340.67 Property Tax $962.50 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 03/17/2026. The listing information on this page last changed on 03/17/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Tue 03/17/2026 8:50:48 AM EST) or Bright MLS (last updated Tue 03/17/2026 8:43:20 AM EST). Real estate listings held by brokerage firms other than Berkshire Hathaway HomeServices Homesale Realty may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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Licensed in Maryland & Delaware
Lynsey Bennett 

16 Greenmeadow Drive, Suite 300, Timonium, MD 21093
410-561-0044

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