5501 MONTGOMERY STREET, CHEVY CHASE, MD 20815 - Michael Gillespie & CO Real Estate

$3,300,000

Welcome to 5501 Montgomery Street - a striking 6-bedroom, 5.5-bathroom residence nestled in the heart of the coveted Village of Chevy Chase. Offering over 6,200 finished square feet, this modern and meticulously updated home delivers the ideal blend of luxury, comfort, and an unbeatable location. Step through the front door… Read More into a grand two-story foyer, where a stunning chandelier and elegant center staircase make a memorable first impression. A formal living room and dining room flank the entry, introducing the hardwood floors, refined moldings, and architectural details that carry throughout. The first floor is thoughtfully designed for both entertaining and everyday living, with multiple gathering spaces - including a spacious family room and versatile playroom - flowing seamlessly into a gourmet kitchen, sun-drenched breakfast room, and extra-large home office. Completed in 2026, the brand-new kitchen is a chef's dream, featuring Sub-Zero appliances, a Wolf range, expansive stone countertops, and custom cabinetry reflecting premium craftsmanship throughout. The newly renovated mudroom offers a dedicated drop zone from the attached two-car garage, custom storage, a utility sink, and a new washer and dryer. A main-level powder room rounds out the first floor. Upstairs, five generously sized bedrooms await, anchored by a luxurious primary suite with tray ceilings, a spa-inspired ensuite bath with an oversized soaking tub, dual vanities, two spacious walk-in closets, and three additional closets. Two of the remaining four bedrooms enjoy their own ensuite baths, and all bedrooms feature custom closet organizers. The finished lower level expands the living space with two recreation areas - one outfitted as a dedicated home theater with a projector and the other warmed by a handsome stone fireplace - as well as a private gym, a sixth bedroom with direct egress to the backyard, and a newly finished full bathroom. Beyond the stunning new kitchen and mudroom, this home has been meticulously maintained and upgraded with new HVAC systems, a whole-house generator, new hot water heaters, a whole-house water filtration system, and Nest smart smoke detectors, among other upgrades. The outdoor spaces are equally captivating. A bluestone hardscaped patio is ideal for al fresco grilling and dinner parties, while the private, fully fenced yard offers lush landscaping, ample room to play, and a generous green side yard for additional recreation. Parking and storage are exceptional: in addition to the attached two-car garage, a separate one-car garage is equipped with an EV charger for modern convenience. A large unfinished basement room, accessible from the backyard, offers flexible space for storage, a creative studio, or a workshop. Living in Chevy Chase Village means access to exceptional community services, including home security checks, key management, package handling, engaging community programming, and convenient twice-weekly back-of-the house trash and recycling pickup. No more dragging cans to the front of the house! The neighborhood is charming, tree-lined, and wonderfully walkable - just steps from the Friendship Heights Metro, acclaimed dining at Sushi-Ko and Capital Grille, boutique shopping, and Whole Foods. The home is also mere blocks from Chevy Chase DC's parks, library, and neighborhood favorites like Opal and Little Beast. For commuters, the location is unmatched - with the Friendship Heights Metro just steps away and three total garage spaces (including an EV-equipped bay), this home is perfectly positioned for any commuting situation, whether by rail, road, or electric vehicle. Easy access to bus lines, the Capital Beltway, and Ronald Reagan Washington National Airport rounds out the exceptional connectivity. This move-in-ready residence combines luxurious updates with thoughtful design in one of the Washington metropolitan area's most desirable Read Less

Courtesy of Eva M Davis, Compass 301-298-1001

Listing Snapshot

Days Online

Last Updated

May 1, 2026

Property Type

Single Family Residential

Beds

Full Baths

Partial Baths

Square Ft.

6,242

Lot Size

0.29 Acres

Year Built

2007

MLS Number

MDMC2230924

Additional Details

Appliances & Equipment

Stove, Microwave, Refrigerator, Dishwasher, Disposal, Washer, Dryer, Humidifier

Basement

Fully Finished, Rear Entrance, Walkout Stairs

Building

Built in 2007, Living area: 6242, Levels: 3, Construction Materials: Brick

Cooling

Central A/C

Accessibility Features

None

Fireplaces

2 fireplaces

Garage

3 spaces

Heating

Forced Air

Interior Features

Bathroom - Soaking Tub, Bathroom - Walk-In Shower, Breakfast Area, Built-Ins, Dining Area, Floor Plan - Open, Formal/Separate Dining Room, Kitchen - Eat-In, Kitchen - Gourmet, Kitchen - Island, Pantry, Primary Bath(s), Recessed Lighting, Upgraded Countertops, Walk-in Closet(s), Wood Floors, Wine Storage, Intercom

Lot

0.29 acres

Pets Policy

Allowed: No Pet Restrictions

Property

Other structures: Above Grade, Below Grade

Sewer

Public Sewer

Taxes

Annual Amount: $36,419, Lot: 11, Year: 2025, Zoning: R60

Utilities

Water Source: Public

Find The Perfect Home

'VIP' Listing Search

Whenever a listing hits the market that matches your criteria you will be immediately notified.

Join The List

Mortgage Calculator

Selling price

Down payment

Term (years)

Interest rate (%)

Monthly Payment

5501 MONTGOMERY STREET

'VIP' Listing Search

Schools In The Area

Similar Listings

Find My Dream Home

1. Neighborhoods

2. Home Type

3. Send