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$1,498,000
3 Beds ⋅ 3 Baths
Historically significant and enhanced with exceptional custom updates, 6411 33rd Street Northwest is a distinguished 1917 Sears Roebuck House, catalog No. C251, designated by the Chevy Chase Historical Society and built by John S. DeForest. Located in the sought-after Chevy Chase neighborhood, offering a community feel with all the benefits of living in the nation’s capital - easy access to renowned dining, shopping, nightlife, theaters, parkland, and more! A defining feature of the residence is the thoughtful architectural work completed by the award-winning McInturff Architects, including the kitchen expansion, the dramatic great room addition, and the main level bathroom addition. These improvements bring light, scale, and artistry to the home while respecting its historic character. Mature landscaping, stacked-stone retaining walls, a brick walkway, and a private front veranda create a gracious first impression. Inside, hardwood floors, generous windows, refined millwork, and artisan details establish a polished atmosphere. Notable custom features include Venetian plaster walls in the entryway and upper level, completed through a seven-layer hand-application process; artisan tilework at the living room fireplace; and hand-cut mosaic marble bath detailing. The main level offers a thoughtful balance of traditional and relaxed living spaces. A center-hall entry opens to the formal living room with dentil molding, built-in bookcases, a wood-burning fireplace with custom tile surround, and a glass-paneled door opening to the veranda. Across the hall, the formal dining room features wallcovering, creating an elegant setting for entertaining. The expanded kitchen was designed for function, light, and connection to the outdoors. Highlights include custom windows, granite countertops, recessed lighting, a tile backsplash, a Sub-Zero refrigerator, a Wolf oven and cooktop, and a curved ceiling with a painted mural by celebrated artist Miche Booz, giving the room a memorable architectural identity. A glass door openA glass door opens directly to the rear flagstone patio and backyard, ideal for everyday living and indoor-outdoor entertaining. At the rear of the home, the two-story great room addition creates an impressive gathering space with vaulted and cathedral ceilings, a skylight, custom windows, a second fireplace, two glass doors opening to the patio and garden, and a full bathroom. A loft, stained-glass window, and visual connection to the center-hall staircase landing add character and dimension. The private backyard is beautifully landscaped. Flagstone patios, exterior lighting, level greenspace, garden beds, manicured plantings, in-ground sprinkler system, and a garden house create an inviting outdoor retreat for quiet mornings, dining, and weekend gatherings. Original hardwood floors continue upstairs, while the Venetian plaster walls extend along the staircase, carrying the home’s refined craftsmanship to the upper level. The primary bedroom includes crown molding, built-in bookshelves, and an en-suite bathroom with a glass-door shower. The hall bathroom is a standout, featuring hand-cut marble detailing, heated marble floors, a high-end vanity, and carefully selected finishes. Two additional bedrooms complete the upper level, each with comfortable proportions and natural light. The unfinished basement provides abundant storage and excellent utility, with potential for wine storage or other specialized uses. Additional upgrades include dual air conditioning systems, a steam furnace, whole-house humidifier for winter, basement dehumidifier for summer, on-demand hot water system, major bathroom renovations, and more - SEE COMPLETE LIST WITH THE DISCLOSURES. Combining historic provenance, numerous architectural enhancements, artisan finishes, generous entertaining spaces, and a private garden setting, 6411 33rd Street Northwest offers a distinctive Chevy Chase residence with enduring character and exceptional livability.

6411 33rd St Nw, Washington

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (202) 966-1400
$1,850,000
7 Beds ⋅ 6 Baths
Welcome to 3937 Military Road NW, a beautifully renovated home offering something increasingly rare in Northwest Washington: generous living space, a private outdoor setting, and the flexibility to help offset the cost of homeownership. Renovated in 2021, this spacious semi-detached residence offers seven bedrooms, five full bathrooms, and a powder room across four finished levels, providing remarkable flexibility for everyday living, working from home, hosting guests, multi-generational living, or creating a potential income-producing space. A welcoming front porch sets the tone for the home. Inside, the bright main level features comfortable living and dining spaces, an updated kitchen, wet bar, and powder room. At the rear, a deck overlooks the private garden and off-street parking—an inviting setting for outdoor dining, entertaining, or simply enjoying a quiet escape in the city. Upstairs, the second level includes three bedrooms and two full bathrooms, including a comfortable primary suite. The top floor adds another private bedroom and full bath, creating an ideal guest suite, home office, or additional primary retreat. One of the home's most compelling features is its expansive lower level, which has a separate entrance, three bedrooms, and two full bathrooms. It can function seamlessly as aligned with the main residence for guests, an au pair, extended family, or work-from-home space. For buyers interested in reducing their monthly housing costs, it also offers the potential for rental income—creating an opportunity to enjoy a substantial Northwest DC home while potentially offsetting a meaningful portion of the mortgage payment.* Beyond the home itself, 3937 Military Road offers a highly convenient Northwest Washington location with easy access to neighborhood shopping and dining, parks and recreation, Friendship Heights, Chevy Chase, downtown Washington, and major commuter routes. Beautifully renovated, exceptionally flexible, and designed to adapt as your needs change, 3937 Military Road NW offers both the lifestyle of a spacious Northwest DC home and a compelling approach to making homeownership more affordable. Any potential rental use, configuration, income, licensing, or occupancy is subject to applicable District of Columbia laws, regulations, permitting, and licensing requirements. Buyers should independently verify permitted uses and potential rental income. Some listing photographs have been virtually staged using AI technology to illustrate the home's potential furnishings and layout.

3937 Military Rd Nw, Washington

Listing courtesy of TTR Sotheby's International Realty. Contact: 2029750873
$1,150,000
2 Beds ⋅ 3 Baths
Back on Market, Rare opportunity in the highly sought-after Hawthorne neighborhood of Chevy Chase, DC, just one block from Rock Creek Park, Rock Creek Park Trail, Beach Drive and moments to Chevy Chase Circle. Set along a quiet, tree-lined residential street that captures the feel of suburban living in the heart of Northwest Washington, this estate sale is being offered for the first time since the home was originally built. The property features 3 bedrooms and 2.5 baths (tax records are incorrect; home contains two full baths on the upper level and a half bath in the lower level), an oversized detached one-car garage with exceptional storage capacity, and a generous lot offering a range of future possibilities. A long-ago sunroom addition adds character and additional flexible living space. This home has been owned by a single family throughout its entire history and is being sold strictly AS-IS. While currently livable and offering usable space, the property is significantly dated and shows considerable wear and tear, making it best suited for a full-scale renovation, major expansion, or complete redevelopment. It presents a rare opportunity for buyers, builders, or end-users to reimagine a home in one of DC’s most desirable and established neighborhoods. Notable updates include a 2025 water heater and select newer kitchen appliances, along with a fully fenced rear yard; however, the property’s value is overwhelmingly driven by its location, lot, and long-term potential. A truly special setting in a premier Northwest DC location—surrounded by Rock Creek Park trails, neighborhood parks, and the charm of Chevy Chase—offering a compelling opportunity to create something exceptional.

3113 Birch St Nw, Washington

Listing courtesy of Compass. Contact: (240) 219-2422
$1,395,000
4 Beds ⋅ 4 Baths
A Grande Dame Awaiting Her Next Chapter and Now Cleared of Contents For the first time in 100 years, this stately Chevy Chase residence is available. A rare opportunity to own a true grande dame that has gracefully stood the test of time. Perfectly sited on a wide 7,100-square-foot lot, the home exudes classic 1920s charm and architectural integrity, surrounded by neighboring trees and elegant homes. Step inside to discover soaring ceilings, exquisite moldings, and graciously scaled rooms that speak to the craftsmanship of a bygone era. The inviting living room features a wood-burning fireplace and French doors leading to a delightful side porch, ideal for morning coffee or evening conversation. A formal dining room, spacious table-space kitchen, and powder room complete the main level. Upstairs, a beautiful central landing leads to four generous bedrooms and two full baths. Pull-down stairs provide access to a large attic for future expansion or convenient storage. The expansive unfinished lower level offers endless potential, with laundry, storage space, and a powder room already in place. Outside, a detached one-car garage and wide, level backyard provide both practicality and promise. Ideally positioned between the Connecticut and Wisconsin Avenue corridors, this home enjoys easy access to the shops, restaurants, and Metro. Bring your vision and creativity—this is a once-in-a-century opportunity to restore and reimagine one of Chevy Chase DC’s architectural treasures into a showpiece for the next generation.

3814 Kanawha St Nw, Washington

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (202) 966-1400
$229,000
1 Baths
PRICE REDUCTION and OPEN HOUSE: Saturday 9/12; 11am-1pm! Here is something you do not see often in DC. A studio condo in a Mid-Century Modern mid-rise in Chevy Chase for $229,000 with a $423/month fee that covers every utility. Mortgage plus electric, gas, water, and heat, all rolled into one predictable number. For a first-time buyer, a student, or someone who wants a DC address without DC overhead, this is the unit. Unit 310 at 5315 Connecticut Avenue NW scores an 82 Walk Score, 63 Transit Score, and 70 Bike Score. Most errands happen on foot. Multiple bus lines run directly on Connecticut Avenue. The Red Line is under a mile away. And if you ride, the bike room in the building means your commute starts and ends right here. This is one of the most car-optional addresses at this price point in Northwest DC. The location puts you close to everything that matters on this corridor. UDC is right down the street. American University and GWU are both within easy reach. Sibley Memorial Hospital and MedStar Health are minutes away, making this a natural fit for students, medical professionals, and anyone who needs to be near those institutions without paying Foggy Bottom or Cleveland Park prices. The unit delivers. The kitchen was recently updated with white cabinets, black granite counters, a center island that works for prep or casual dining, a gas range, and stainless appliances. A large picture window frames a canopy of mature trees. Refinished parquet floors run throughout. The bathroom has a glass vessel sink on a dark vanity, classic white tile with a navy accent stripe, and a soaking tub/shower combo. Walk-in style closet off the bath. The building earns its own mention. Concierge service, common laundry, and a bike room in a well-maintained Mid-Century Modern mid-rise. Western exposure pulls afternoon light in. Rock Creek Park is minutes from your door. This is a real opportunity at a price point that is increasingly hard to find in Northwest DC. Come see it this Saturday from 11am to 1 pm. Also available for rent: DCDC2273574 Contact Troy Patterson, The Spera Group at TTR Sotheby's International Realty, to schedule a private tour.

5315 Connecticut Ave Nw Unit #310, Washington

Listing courtesy of TTR Sotheby's International Realty. Contact:

$234,009
1 Beds ⋅ 1 Baths
NEW PRICE FOR FALL! Seller offering a 1% buy down of Buyer interest rate for one year . Utilities included! This rare one-bedroom offering features a unique private office with barn doors. The bright, thoughtful layout also features a dedicated dining area, a spacious living room, and a galley kitchen with ample storage. Functional living is a priority here, with exceptional closet space including a large walk-in and generous bedroom storage. You will enjoy effortless, no-stairs access from this entry-level unit, located just steps from the lobby, laundry, and a dedicated storage unit. You can enjoy a simplified lifestyle just blocks from neighborhood bistros and a 15-minute stroll to the Friendship Heights Metro. A separately deeded garage parking space (one of few in the building!) is available to purchase with the condo for an additional 20k. (Please note: The Jocelyn is a pet-free building.) Virtually Staged.

5315 Connecticut Ave Nw Unit #102, Washington

Listing courtesy of Keller Williams Capital Properties. Contact:

$387,000
2 Beds ⋅ 2 Baths
OPEN HOUSE SUNDAY 2 - 4 PM Discover the charm of elevated urban living in this rare 2-bedroom, 2-bath corner condo in sought-after NW DC — the only unit with windows on three sides, flooding the home with natural light and breathtaking treetop sunset views from the living and dining rooms. Ideally located just 0.6 miles from Friendship Heights Metro Station with a walk score of 90, you are moments from the Avalon Theatre, popular restaurants, boutique shopping, grocery stores, parks, library, recreation center, Metro, and bus lines. The thoughtfully designed 1,020 sq. ft. layout features engineered hardwood floors, a bright white kitchen, spacious bedrooms, primary bedroom with ensuite bath, lots of closet storage space, extra storage unit, and GARAGE PARKING! Residents of The Garfield enjoy 24-hour front desk service, fitness center, rooftop terrace, bike storage, party room, and multiple elevators, while the condo fee includes electricity, gas, heat, A/C, water, and maintenance for easy, worry-free living. Wake up to sunlight, relax with unforgettable sunsets, and enjoy the vibrant lifestyle this exceptional NW DC residence offers — a rare opportunity you do not want to miss.

5410 Connecticut Ave Nw Unit #412, Washington

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$240,000
1 Beds ⋅ 1 Baths
This spacious and sun-filled one-bedroom, one-bath residence offers a surprisingly generous layout with distinct living, dining, and sleeping areas — and beautiful parquet hardwood floors throughout every room. The expansive combined living and dining area is bathed in natural light from multiple large windows overlooking lush tree canopy and the charming neighborhood rooftops below. Ceiling fans in both the living area and bedroom add comfort year-round. The well-appointed galley kitchen features dark granite countertops, abundant white cabinetry, a gas range, and over-the-range microwave — clean, bright, and fully functional. The oversized primary bedroom easily accommodates a king-size suite with room to spare, and enjoys its own window with treetop views. Three closets — including one in the bedroom and two in the foyer — provide excellent storage. The building has new fitness equipment in it's Leisure Center. What makes this home an exceptional value is the all-inclusive condo fee covering electricity, gas, heat, water, sewer, trash, snow removal, and building maintenance — your monthly costs are refreshingly predictable. Stroll to the boutiques, cafés, and restaurants lining Connecticut Avenue. The Friendship Heights Metro (Red Line) is under a mile away. Rock Creek Park trails are minutes away for weekend escapes.

5406 Connecticut Ave Nw Unit #401, Washington

Listing courtesy of Perennial Real Estate. Contact: (301) 450-6999
$2,895,000
6 Beds ⋅ 5 Baths
A rare opportunity to own one of Chevy Chase, D.C.'s most distinguished early 20th-century residences, 3804 Jenifer Street NW is a stately 1912 Colonial Revival designed by renowned architect A. E. Landvoigt and positioned on one of Washington's most picturesque residential streets. Rich in architectural integrity, the home has been meticulously preserved, with its original details carefully protected and enhanced through every renovation and modernization over the past century. Original dark oak floors, 10-foot ceilings throughout the first and second levels, solid oak pocket doors, leaded glass windows, preserved millwork, elegant crown molding, wainscoting, custom radiator covers, and an extraordinary carved fireplace mantel framed in green marble all reflect the home's remarkable craftsmanship. Echoing the elegant exterior, the original fireplace mantel was designed to mirror the fluted columns that grace the welcoming front porch, reinforcing the thoughtful architectural continuity found throughout. A welcoming entry leads to elegant living and dining rooms before opening into a spectacular 18-foot family room addition with walls of windows, extensive custom built-in bookcases, and a library-like atmosphere overlooking the beautifully landscaped grounds. French doors lead to a multi-level Trex deck and bluestone patio complete with a built-in gas grill and fire pit, creating exceptional indoor-outdoor living. A charming wood walkway meanders through the gardens, connecting the outdoor spaces while enhancing the home's peaceful setting. The adjacent kitchen is complemented by a butler's pantry, which includes a first floor laundry area. One of the home's most significant modern enhancements is the addition of a large private elevator in 2022, servicing three of the home's four levels. Carefully designed by architects to honor the home's original Colonial Revival architecture, the elevator was seamlessly integrated into both the interior and exterior so that it feels as though it has always been part of the residence. As part of this thoughtful renovation, low-profile radiators replaced the original units, and new windows were added to the living room, primary suite, and third-floor bedroom, bringing in abundant natural light while preserving the home's historic character. Offering 6 bedrooms and 4.5 baths, the residence provides exceptional flexibility for today's lifestyle. The lower-level in-law suite features its own private entrance, second full kitchen, spacious living area, bedroom, full bath, and remarkable storage, making it ideal for guests, extended family, or an au pair. Upstairs, a charming built-in seating area beneath the stunning Palladian window creates a quiet reading nook on the second-floor landing, while the elegant staircase continues to the third-floor bedrooms, rare storage eaves, further showcasing the home's timeless architectural design. Off-street parking is accessible with rear fence modifications. Beyond its architecture, 3804 Jenifer Street NW has played a meaningful role in Washington's cultural and political history. The most recent owner, a distinguished journalist who lived in the home for more than 33 years, continued its longstanding tradition of hospitality, welcoming vice presidents, Supreme Court justices, United States senators, members of Congress, Cabinet secretaries, military leaders, prominent journalists, publishers, business leaders, and notable actors. The home has long been woven into the social fabric of Washington, with President Harry Truman among those associated with gatherings here, including the poker games for which he became well known, while public figures such as John Kerry and John Lindsay also formed part of the home's remarkable history.

3804 Jenifer St Nw, Washington

Listing courtesy of Compass. Contact: (202) 386-6330
$899,900
4 Beds ⋅ 4 Baths
Timeless charm and exceptional potential define this classic brick Colonial, ideally positioned in one of Northwest DC’s most desirable neighborhoods, known for its picturesque tree-lined streets, strong sense of community, and close proximity to parks, shopping, dining, and top-rated schools. This 3-bedroom, 2.5-bath home offers beautiful curb appeal and a fully fenced yard, providing both character and privacy. Inside, you’ll find wood floors, a formal dining room, a cozy fireplace, and a sun-filled sunroom addition—offering flexible space for a home office or relaxing retreat. The rear deck adds to the home’s appeal, creating an inviting setting for outdoor enjoyment. A rare opportunity for buyers to update and customize to their own taste and vision. Ideal for those looking to invest in a prime location and create something truly special.

5544 29th St Nw, Washington

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$1,295,000
2 Beds ⋅ 2 Baths
Stunning 2 level Penthouse condo with dramatic views! Grand 2 story entry foyer with a skylight, gourmet kitchen w/all Viking appliances, a wine fridge, and sleek wood cabinetry. 2 Bedrooms plus a den/library, 2 Full Baths, and a second level loft area with glass doors opening to a private terrace. Brazilian cherry floors throughout. Two garage spaces and a storage room also convey. Spectacular views of green space! Outside the lobby front door is downtown Chevy Chase, Whole Foods, shopping, restaurants and Friendship Heights Red Line metro. The building offers on-site property management, 24 hour concierge, fitness center, club room with a catering kitchen and an outdoor terrace for private parties.

4301 Military Rd Nw Unit #PH5, Washington

Listing courtesy of Coldwell Banker Realty. Contact: julie.davis@cbmove.com
$170,000
1 Baths
Significant Price Improvement! Welcome to 5406 Connecticut Ave NW #507, located in the heart of Chevy Chase, DC, this spacious studio offers an ideal blend of classic charm and modern convenience. The living space features large windows, beautiful parquet flooring, and has been freshly painted. The kitchen is efficient and has been updated with newer cabinetry and appliances. A large closet with built-ins leads to the completely renovated bathroom that is equally stylish and functional. The generous layout provides distinct areas for living, dining, and sleeping. Perfectly situated near Chevy Chase, DC shops, dining, and Metro access, this residence offers effortless city living in one of DC’s most sought-after neighborhoods. The FOB secured building is equipped with onsite community laundry and leisure/fitness room. All utilities other than Wifi/cable are included in condo fee. One storage unit conveys with the unit.

5406 Connecticut Ave Nw Unit #507, Washington

Listing courtesy of TTR Sotheby's International Realty. Contact: (202) 333-1212
$1,799,900
5 Beds ⋅ 5 Baths
Welcome to 3740 Kanawha St NW, a stunning, fully reimagined luxury residence in the heart of Chevy Chase, DC. This 5-bedroom, 4.5-bathroom home spans nearly 3,500 square feet of meticulously designed living space, offering an unparalleled combination of modern elegance, high-end finishes, and thoughtful craftsmanship. Unlike anything else in the neighborhood, this home has been completely rebuilt from the ground up—not a single detail was overlooked. From the brand-new floors to the brand-new roof and everything in between, the entire interior and most of the exterior of this residence is brand-new. Premium materials were used throughout and every inch of this home exudes sophistication and style. The open-concept layout is perfect for both entertaining and everyday living, featuring expansive living and dining areas filled with natural light, a chef’s kitchen with massive island, and seamless indoor-outdoor flow. The upper level boasts a luxurious primary suite with a spa-inspired en-suite bathroom, along with generously sized secondary bedrooms and a second full bathroom on this level. You will love having the laundry on this level for added convenience. On the upper-most level, you'll find the 4th bedroom suite with walk-in closet and luscious bathroom - perfect for an in-law or au pair suite. The fully finished lower level offers additional living space and a bedroom, ideal for a media room, home gym, or guest bedroom, as well as a full bathroom. The outdoor living space is unmatched, with a wrap-around front porch, back patio off of the main level, and a fenced-in backyard. A truly rare find, this is the only home on the block with an attached garage - and one of the only few with off-street parking, adding both convenience and curb appeal. Nestled in one of DC’s most coveted neighborhoods, this home is just minutes from renowned schools, charming shops, top-rated dining, and the natural beauty of Rock Creek Park. Enjoy the perfect blend of tranquility and urban convenience, with easy access to the heart of DC, Metro, and major commuter routes.

3740 Kanawha St Nw, Washington

Listing courtesy of Serhant. Contact: 5403797359
$650,000
2 Beds ⋅ 2 Baths
Discover 4347 Harrison Street NW, a cutting-edge brand new building nestled in the tree lined streets of Friendship Heights, where sophisticated design meets unparalleled urban living. Step into residences like unit 4 that redefine contemporary elegance, featuring open-concept layouts seamlessly blending functionality with style, expansive interiors bathed in natural light, and adorned with sleek, sophisticated finishes. Gourmet kitchens with HUGE islands emerge as culinary masterpieces, boasting high-end stainless-steel appliances, luxurious quartz countertops, and intelligently designed cabinetry that transforms cooking into an art form. Bedrooms serve as tranquil retreats with generous closet spaces, while spa-inspired bathrooms feature elegant tile work and modern fixtures that promise daily rejuvenation.

4347 Harrison St Nw Unit #FOUR, Washington

Listing courtesy of Compass. Contact: (301) 298-1001