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$4,800,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 5 Full Baths
  • 1 Partial Bath
  • 9,075 Sq. Ft.
  • 2 Car Garage
  • Updated 43 minutes ago
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Welcome to an extraordinary residence of timeless elegance and distinction-a gracious stucco and stone colonial set prominently on a beautifully landscaped corner half-acre in the coveted Kenwood community. Built in 1930 and meticulously renovated and expanded in 2002 under the design of AIA Tomas Manion and construction by Peterson and Collins, with additional renovations completed in 2012, this remarkable home offers approximately 7,500 square feet of sophisticated living space spanning four exceptional levels. From the moment of arrival, the home's stately presence is enhanced by its covered, columned porch, Buckingham slate roof, and magnificent, mature landscaping. Inside, oversized windows flood virtually every room with natural light, illuminating a dramatic floor plan conceived equally for grand-scale entertaining and refined, comfortable family living. At the heart of the residence is an expansive two-story center atrium crowned by a sweeping, winding staircase, creating an unforgettable architectural centerpiece. The sensational gourmet chef's kitchen is appointed with a center island and top-of-the-line appliances, while the tremendous family room showcases exquisite custom millwork and provides an inviting setting for everyday living and entertaining. The private primary suite is a luxurious retreat unto itself, featuring a spacious bedroom, elegant dressing room, sitting room, and a newly renovated, sumptuous master bath. Throughout the home, an exceptional level of craftsmanship is evident in the finest finishes and materials, including custom plaster moldings and millwork, hand-made ceramics, and designer stone countertops. A climate-controlled wine cellar and private sauna add distinctive touches of luxury and comfort. The outdoor experience is equally impressive. Three covered brick and flagstone porches provide gracious spaces for al fresco living, while a heated pool creates a spectacular private setting for summer enjoyment. Exterior hardscape and landscaping were thoughtfully designed by acclaimed Jane MacLeish Landscapes, complemented by seven original cherry trees that beautifully connect the property to Kenwood's celebrated canopy of cherry trees. Ideally situated in the highly desirable Kenwood community, this exceptional residence offers both privacy and convenience, with easy access to the Capitol Crescent Trail, Friendship Heights, Bethesda, and downtown Washington, D.C. A rare combination of architectural presence, extraordinary craftsmanship, luxurious amenities, and timeless setting, this distinguished Kenwood estate offers an exceptional opportunity to experience grand yet gracious living in one of the area's most sought-after neighborhoods.

Full Property Details for 5329 Woodlawn Ave

General

  • Price: $4,800,000
  • Taxes: $50,320 (2026)
  • Status: Active
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: MDMC2256246
  • Updated: Today (9/21/2026)
  • Added to Site: Today

Interior

  • Interior Features: Breakfast Area, Built-Ins, Chair Railings, Crown Moldings, Curved Staircase, Dining Area, Family Room Off Kitchen, Floor Plan - Open, Kitchen - Gourmet, Primary Bath(s), Upgraded Countertops, Wainscotting, Window Treatments, Wood Floors, Floor Plan - Traditional, Bathroom - Stall Shower, Carpet, Ceiling Fan(s), Formal/Separate Dining Room, Kitchen - Eat-In, Kitchen - Island, Kitchen - Table Space, Recessed Lighting, Skylight(s), Walk-in Closet(s), Wine Storage, Sauna
  • Fireplace: Yes
  • Number of Fireplaces: 3
  • Fireplace(s): Fireplace - Glass Doors, Mantel(s), Gas/Propane, Wood
  • Appliances: Cooktop, Dishwasher, Disposal, Dryer, Oven - Wall, Refrigerator, Washer, Range Hood, Freezer, Icemaker, Stainless Steel Appliances
  • Flooring: Wood, Carpet

Rooms

Bathrooms

  • Total Bathrooms: 6
  • Full Bathrooms: 5
  • Half Bathrooms: 1
  • Upper 2 - Full Baths: 1
  • Upper Floor Baths: 4
  • Upper - Full Baths: 4
  • Main Floor Baths: 1
  • Main - 1/2 Baths: 1
  • Lower Floor Baths: 1
  • Lower - Full Baths: 1

Bedrooms

  • Total Bedrooms: 5
  • Bedrooms Upper: 5
  • Bedrooms-Up2: 1

Other Rooms

  • Laundry: Basement, Has Laundry

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: In Ground, Heated
  • Security/Safety: Monitored, Motion Detectors, Security System, Smoke Detector

Exterior

  • Exterior Features: Extensive Hardscape, Stone Retaining Walls, Underground Lawn Sprinkler, Roof Deck
  • Porch/Patio/Deck: Deck(s), Patio(s), Porch(es)

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 7
  • Parking Features: Paved Driveway
  • Parking Type: Attached Garage, Driveway
  • Garage Description: Garage Door Opener

Location

  • County: MONTGOMERY
  • Subdivision: KENWOOD
  • Cross Streets: Highland Drive
  • Driving Directions: Map App
  • Direction Faces: Southwest
  • Location Details: Suburban

School Information

  • School District: Montgomery County Public Schools
  • Elementary School: Westbrook
  • Middle School: Westland
  • High School: Bethesda-Chevy Chase

Community

  • Pets Allowed: Yes
  • Pets: No Pet Restrictions

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Ceiling Fan(s), Central A/C, Zoned
  • Cooling Fuel: Electric
  • Heating Type: Forced Air, Humidifier, Zoned
  • Heating Fuel: Natural Gas
  • Water Heater: Natural Gas, Tankless

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable TV Available

Structural Information

  • Architectural Style: Colonial
  • Structure Type: Detached
  • Construction: Fiber Cement, Stone, Stucco
  • Basement: Yes
  • Basement Entrance: Yes
  • Basement Desc.: Daylight, Partial, Side Entrance, Fully Finished
  • Foundation: Block
  • Roof: Copper, Slate
  • Walls/Ceilings: Cathedral Ceilings, Dry Wall, Paneled Walls, Plaster
  • Windows: Insulated, Replacement
  • Doors: French
  • Stories Description: Lower 1, Main, Upper 1, Upper 2
  • Square Feet: 9,075
  • Sq. Ft. Source: Estimated
  • Living Area: 7,510 Sq. Ft.
  • Finished Above Grnd: 5,785 Sq. Ft.
  • Finished Below Grnd: 1,725 Sq. Ft.
  • Unfin. Above Grnd: 1,335 Sq. Ft.
  • Year Built: 1930
  • Year Built Source: Assessor
  • Property Condition: Very Good

Unit Information

Unit 1

  • Bathrooms-Lower: 1

Lot Features

  • Property View: Garden/Lawn
  • Lot Size (Acres): 0.48
  • Lot Size (Sq. Ft.): 21,026
  • Lot Size Source: Assessor
  • Zoning: R90
  • Lot Description: Landscaping, Premium
  • Fencing (Description): Rear

Financial Considerations

  • Price Per Sq. Ft.: $829.73
  • Assessment Year: 2026
  • City/TownTax Freq: Annually
  • County Tax: $49,155
  • County Tax Freq: Annually
  • Tax w/Assessment: $4,266,600
  • Tax Amount: $50,320
  • Tax Year: 2026

Disclosures and Reports

  • Ownership: Fee Simple
  • Lot Number: 5

Listed by TTR Sotheby's International Realty, William C.D. Burr

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Listing agent

— 5329 Woodlawn Ave —

  • William C.D. Burr

    TTR Sotheby's International Realty

Listing Office Email: chevychase@ttrsir.com

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 5329 Woodlawn Ave

School District:Montgomery County Public Schools, Gaithersburg, MD
NameGradesDistance
Westbrook Elementary School
5110 Allan Terrace, Bethesda, MD 20816
K-51.1 mi
Westland Middle School
5511 Massachusetts Avenue, Bethesda, MD 20816
6-80.8 mi
Bethesda-Chevy Chase High School
4301 East-West Highway, Bethesda, MD 20814
9-121.5 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 5329 Woodlawn Ave Get Price Alerts and Save Property

Date
Details
Price
Change
Source
9/21/2026
Listed
$4,800,000
60%
MLS
6/15/2012
Sold
$3,000,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 5329 Woodlawn Ave

Year
Property Taxes
Change
Tax Assessment
Change
2025
$45,645
—
$4,266,600
9%
2025
$45,645
8%
$3,928,500
9%
2024
$42,337
6%
$3,590,400
—
2022
$39,820
38%
$3,590,400
—
2022
$28,939
-27%
$3,590,400
-5%
2018
$39,381
-4%
$3,761,400
2%
2021
$40,850
2%
$3,695,900
2%
2020
$40,070
2%
$3,630,400
2%
2019
$39,387
4%
$3,564,900
6%
2018
$37,792
4%
$3,360,167
6%
2017
$36,260
11%
$3,155,433
7%
2016
$32,641
-1%
$2,950,700
—
2015
$32,901
-1%
$2,950,700
—
2014
$33,241
—
$2,950,700
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by TTR Sotheby's International Realty, William C.D. Burr

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5329 Woodlawn Avenue, Chevy Chase, MD 20815 (MLS# MDMC2256246) is a Single Family property with 5 bedrooms, 5 full bathrooms and 1 partial bathroom. 5329 Woodlawn Avenue is currently listed for $4,800,000 and was received on September 21, 2026. Want to learn more about 5329 Woodlawn Avenue? Do you have questions about finding other Single Family real estate for sale in Chevy Chase? You can browse all Chevy Chase real estate or contact a Coldwell Banker agent to request more information.

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