Vintage homes for sale & real estate in Pinehurst Circle, MD

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ABOUT THIS HOME
Vintage Home for sale in Pinehurst Circle, DC:
Own a Piece of History in Chevy Chase DC! Arguably one of the most storied homes in the neighborhood, this beautifully preserved 1925 Sears “Maywood” bungalow marries architectural authenticity with effortless creative soul. Authenticated through original permit records naming R. C. Hunter & Bro. as architect and Columbia Realty & Construction Co. as builder, the home retains every hallmark of the Maywood design - graceful low rooflines, grouped windows that flood the interiors with natural light, and elegant arched side-porch openings that whisper of a bygone era. Beyond its architectural pedigree lies a remarkable cultural legacy. For decades, the home was the resi

$1,385,000

3 beds2 baths1,749 sq ft

3510 Morrison St NW, Washington, DC 20015

6,250 sq ft lot • Garage • Built 1925

(540) 379-7359

OPEN SAT, 1PM TO 4PM

ABOUT THIS HOME
Vintage Home for sale in Pinehurst Circle, MD:
OPEN SATURDAY, 1-4. OPEN SUNDAY, 2-4. Welcome to 3205 Cummings Lane! Nestled on one of Chevy Chase’s most picturesque streets, this beautifully updated cottage-style home offers the perfect balance of modern comfort and timeless charm. Don’t be fooled by its storybook facade — this move-in-ready gem is surprisingly spacious, with just under 3,000 square feet across three finished levels, three bedrooms, and two full baths. With its wonderful curb appeal — lush landscaping, mature trees, and a welcoming front walkway — this home immediately draws you in. And the location couldn’t be better: just steps from Chevy Chase Park, the weekly farmer’s mark

$1,225,000

3 beds2 baths2,950 sq ft

3205 Cummings Ln, Chevy Chase, MD 20815

Lush landscaping • Mature trees • 8,255 sq ft lot

(202) 966-1400

OPEN SAT, 12PM TO 3PM

ABOUT THIS HOME
Vintage Home for sale in Pinehurst Circle, MD:
* * * OFFERS, IF ANY, DUE TUESDAY, NOVEMBER 11 AT 4:00 PM * * * Nestled at the end of a serene street in the highly desirable Martins Addition community, this distinguished home – originally built by renowned builder John Wardman – seamlessly blends timeless character with refined design and modern livability. Graced with high ceilings, expansive windows, and spacious rooms, the home is filled with natural light and a sense of warmth and sophistication. Offering nearly 3,000 square feet across four thoughtfully designed levels, this home is ideal for both entertaining and comfortable everyday living. The home features a beautifully updated kitchen, a new powder room on

$1,495,000

4 beds4 baths2,815 sq ft

6709 Melville Pl, Chevy Chase, MD 20815

7,841 sq ft lot • Garage • Built 1932

(202) 518-8781

OPEN SUN, 1PM TO 3PM

ABOUT THIS HOME
Vintage Home for sale in Pinehurst Circle, MD:
Welcome to 6801 West Avenue, a fully transformed Chevy Chase classic that seamlessly combines timeless architectural character with fresh, modern design. Reimagined by GTM Architects, Terra Innovations, and Castlewood Custom Builders, this home balances craftsmanship, comfort, and contemporary elegance. The main level features airy, light-filled spaces with Jeld-Wen windows, white oak flooring, and elegant millwork throughout. A show-stopping chef’s kitchen anchors the home, complete with a 36" Lacanche range, custom cabinetry, and a large island that opens to an inviting family room and seamless outdoor living space. Upstairs, the first upper level offers a luxurious primary sui

$2,649,900

6 beds4.5 baths3,980 sq ft

6801 West Ave, Chevy Chase, MD 20815

5,100 sq ft lot • Garage • Built 1923

(301) 304-8444

OPEN SUN, 12PM TO 2PM

ABOUT THIS HOME
Vintage Home for sale in Pinehurst Circle, MD:
OPEN SUN 11/9 12-2 PM! Discover this meticulously restored 4-bedroom, 3.5-bath Dutch Colonial home in the highly desirable Chevy Chase West neighborhood. Blending classic charm with modern luxury, this exceptional home offers elegant living just minutes from Bethesda and Friendship Heights, with convenient access to Red Line Metro stations only a short walk away. From the moment you arrive, the inviting front porch and lush, professionally designed gardens—crafted by one of Washington, D. C. ’s leading landscape architects—set a stunning first impression. The fully fenced backyard is a private oasis featuring terraced dining areas, stone walkways, perennial gardens, and ma

$2,000,000

4 beds3.5 baths3,714 sq ft

4817 Chevy Chase Blvd, Chevy Chase, MD 20815

Dutch colonial home • Masonry fireplace • Gourmet kitchen

(866) 825-7169

Property at 3814 Kanawha St NW, Washington, DC 20015, 4 beds, 3 baths

$1,750,000

4 beds3 baths2,024 sq ft

3814 Kanawha St NW, Washington, DC 20015

(202) 966-1400

Property at 4903 Chevy Chase Blvd, Chevy Chase, MD 20815, 4 beds, 3 baths

$1,299,000

4 beds3 baths2,400 sq ft

4903 Chevy Chase Blvd, Chevy Chase, MD 20815

(301) 516-1212

Property at 4621 Drummond Ave, Chevy Chase, MD 20815, 5 beds, 4.5 baths

$2,095,000

5 beds4.5 baths4,099 sq ft

4621 Drummond Ave, Chevy Chase, MD 20815

(301) 298-1001

Property at 3710 Military Rd NW, Washington, DC 20015, 6 beds, 3.5 baths

$1,295,000

6 beds3.5 baths3,200 sq ft

3710 Military Rd NW, Washington, DC 20015

(202) 234-3344

Property at 3939 Livingston St NW, Washington, DC 20015, 4 beds, 3 baths

$1,789,900

4 beds3 baths2,880 sq ft

3939 Livingston St NW, Washington, DC 20015

(301) 967-3344

Property at 4008 Rosemary St, Chevy Chase, MD 20815, 5 beds, 3.5 baths

$1,795,000

5 beds3.5 baths4,800 sq ft

4008 Rosemary St, Chevy Chase, MD 20815

(301) 298-1001

Property at 44 Grafton St, Chevy Chase, MD 20815, 7 beds, 6.5 baths

$2,595,000

7 beds6.5 baths5,226 sq ft

44 Grafton St, Chevy Chase, MD 20815

(301) 304-8444

Property at 4209 Bradley Ln, Chevy Chase, MD 20815, 6 beds, 5.5 baths

$3,850,000

6 beds5.5 baths5,160 sq ft

4209 Bradley Ln, Chevy Chase, MD 20815

(202) 944-5000

Property at 5606 Chevy Chase Pkwy NW, Washington, DC 20015, 5 beds, 4.5 baths

$2,495,000

5 beds4.5 baths3,760 sq ft

5606 Chevy Chase Pkwy NW, Washington, DC 20015

(301) 298-1001

Property at 3742 Jocelyn St NW, Washington, DC 20015, 2 beds, 1.5 baths

$649,000

2 beds1.5 baths900 sq ft

3742 Jocelyn St NW, Washington, DC 20015

(202) 448-9002

Property at 4818 Chevy Chase Dr #303, Chevy Chase, MD 20815, 2 beds, 1 bath

$349,900

2 beds1 bath820 sq ft

4818 Chevy Chase Dr #303, Chevy Chase, MD 20815

(202) 386-6330

Property at 4820 Chevy Chase Dr #101, Chevy Chase, MD 20815, 2 beds, 1 bath

$329,000

2 beds1 bath835 sq ft

4820 Chevy Chase Dr #101, Chevy Chase, MD 20815

(202) 364-3066

Property at 3625 Jenifer St NW, Washington, DC 20015, 4 beds, 3 baths

$1,295,000

4 beds3 baths2,386 sq ft

3625 Jenifer St NW, Washington, DC 20015

(202) 966-1400

Property at 3705 Underwood St, Chevy Chase, MD 20815, 3 beds, 2.5 baths

$1,695,000

3 beds2.5 baths2,250 sq ft

3705 Underwood St, Chevy Chase, MD 20815

(202) 966-1400

Property at 32 W Irving St, Chevy Chase, MD 20815, 6 beds, 5.5 baths

$2,700,000

6 beds5.5 baths4,165 sq ft

32 W Irving St, Chevy Chase, MD 20815

(301) 967-3344

Property at 5410 Connecticut Ave NW #108, Washington, DC 20015, 1 bed, 1 bath

$225,000

1 bed1 bath509 sq ft

5410 Connecticut Ave NW #108, Washington, DC 20015

(301) 298-1001

Property at 4111 Rosemary St, Chevy Chase, MD 20815, 5 beds, 3.5 baths

$1,995,000

5 beds3.5 baths3,700 sq ft

4111 Rosemary St, Chevy Chase, MD 20815

(301) 298-1001

Property at 5410 Connecticut Ave NW #307, Washington, DC 20015, 1 bed, 1 bath

$225,000

1 bed1 bath826 sq ft

5410 Connecticut Ave NW #307, Washington, DC 20015

(301) 298-1001

Property at 5315 Connecticut Ave NW #607, Washington, DC 20015, 1 bed, 1 bath

$239,000

1 bed1 bath777 sq ft

5315 Connecticut Ave NW #607, Washington, DC 20015

(202) 387-5555

Property at 105 Summerfield Rd, Chevy Chase, MD 20815, 4 beds, 3 baths

$1,699,900

4 beds3 baths2,312 sq ft

105 Summerfield Rd, Chevy Chase, MD 20815

(410) 533-5486

Property at 5706 Nevada Ave NW, Washington, DC 20015, 6 beds, 4.5 baths

$2,500,000

6 beds4.5 baths5,755 sq ft

5706 Nevada Ave NW, Washington, DC 20015

(301) 298-1001

Property at 5 Chevy Chase Cir, Chevy Chase, MD 20815, 7 beds, 5.5 baths

$4,500,000

7 beds5.5 baths6,104 sq ft

5 Chevy Chase Cir, Chevy Chase, MD 20815

(301) 298-1001

Property at 1 W Melrose St, Chevy Chase, MD 20815, 7 beds, 4.5 baths

$3,945,000

7 beds4.5 baths8,480 sq ft

1 W Melrose St, Chevy Chase, MD 20815

(202) 944-5000

Property at 3515 Taylor St, Chevy Chase, MD 20815, 3 beds, 2 baths

$1,259,000

3 beds2 baths1,936 sq ft

3515 Taylor St, Chevy Chase, MD 20815

(301) 304-8444

Property at 5231 Connecticut Ave NW #102, Washington, DC 20015, 3 beds, 3.5 baths

$875,000

3 beds3.5 baths1,637 sq ft

5231 Connecticut Ave NW #102, Washington, DC 20015

(571) 386-1075

Property at 5528 Warwick Pl, Chevy Chase, MD 20815, 4 beds, 3 baths

$1,279,000

4 beds3 baths1,864 sq ft

5528 Warwick Pl, Chevy Chase, MD 20815

(301) 469-4700

Property at 5410 Connecticut Ave NW #706, Washington, DC 20015, 2 beds, 1 bath

$325,000

2 beds1 bath963 sq ft

5410 Connecticut Ave NW #706, Washington, DC 20015

Property at 3740 Kanawha St NW, Washington, DC 20015, 5 beds, 4.5 baths

$1,999,900

5 beds4.5 baths3,502 sq ft

3740 Kanawha St NW, Washington, DC 20015

(877) 737-4268

Property at 4852 Bradley Blvd #224, Chevy Chase, MD 20815, 3 beds, 2.5 baths

$860,000

3 beds2.5 baths1,122 sq ft

4852 Bradley Blvd #224, Chevy Chase, MD 20815

(240) 669-2345

Property at 6818 Connecticut Ave, Chevy Chase, MD 20815, 5 beds, 3.5 baths

$1,950,000

5 beds3.5 baths3,922 sq ft

6818 Connecticut Ave, Chevy Chase, MD 20815

(703) 319-3344

Property at 4427 Bradley Ln, Chevy Chase, MD 20815, 6 beds, 6.5 baths

$2,800,000

6 beds6.5 baths2,996 sq ft

4427 Bradley Ln, Chevy Chase, MD 20815

(703) 533-8660

Property at 3700 Underwood St, Chevy Chase, MD 20815, 4 beds, 2.5 baths

$2,095,000

4 beds2.5 baths2,792 sq ft

3700 Underwood St, Chevy Chase, MD 20815

(301) 967-3344

Property at 5315 Connecticut Ave NW #605, Washington, DC 20015, 2 beds, 1 bath

$339,000

2 beds1 bath958 sq ft

5315 Connecticut Ave NW #605, Washington, DC 20015

(202) 326-1300

Property at 5410 Connecticut Ave NW #717, Washington, DC 20015, 1 bed, 1 bath

$229,000

1 bed1 bath853 sq ft

5410 Connecticut Ave NW #717, Washington, DC 20015

(301) 298-1001

Property at 5410 Connecticut Ave NW #817, Washington, DC 20015, 1 bed, 1 bath

$255,000

1 bed1 bath855 sq ft

5410 Connecticut Ave NW #817, Washington, DC 20015

(240) 497-1700

$1,500,000

4 beds1.5 baths2,658 sq ft

3510 Mckinley St NW, Washington, DC 20015

(202) 234-3344

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Vintage Homes for Sale in Pinehurst Circle

There are currently 41 vintage homes for sale in Pinehurst Circle. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Popular neighborhoods include The Palisades, North Arlington, Northwest Washington, Woodley Park, Tenleytown, Spring Valley, Cleveland Park, Takoma, Chevy Chase-DC, and Friendship Heights. This map is refreshed with the newest listings in Pinehurst Circle every 15 minutes.

Find your dream home in Pinehurst Circle using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Pinehurst Circle are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Pinehurst Circle. If you're looking to sell your home in the Pinehurst Circle area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Pinehurst Circle with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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