Vintage homes for sale & real estate in Gwynn Oak, MD

36 homes

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ABOUT THIS HOME
Vintage Home for sale in Gwynn Oak, MD:
Step into this beautifully updated Cape Cod in the heart of Howard Park a warm and inviting home designed for everyday comfort and memorable moments. The main level welcomes you with an open-concept layout, LVP flooring, and a bright, cozy atmosphere perfect for both relaxing and entertaining. The gorgeous kitchen features stainless steel appliances, modern finishes, and convenient access to the huge backyard ideal for gatherings, playtime, or simply unwinding outdoors. Two comfortable bedrooms and a full bathroom on the main floor offer flexibility and ease of living, whether you need extra space for guests, a home office, or one-level living. Upstairs, you’ll find two additional spa

$315,000

5 beds2 baths1,915 sq ft

3221 Milford Ave, Gwynn Oak, MD 21207

Charming front porch • Gorgeous kitchen • Huge backyard

(443) 632-3000

$175,000

4 beds2 baths1,440 sq ft

5527 Belle Ave, Gwynn Oak, MD 21207

Built 1952 • Listed 4 days

(240) 497-1700

ABOUT THIS HOME
Vintage Home for sale in Gwynn Oak, MD:
Don’t miss this amazing opportunity to own a detached home in Woodlawn Estates with tons of potential! This home features a comfortable layout with a living room, kitchen, 3 bedrooms, and 1 full bath on the main level, plus a full basement providing additional storage or future living space. Rear porch overlooks a large backyard, perfect for gardening, play, or entertaining. Situated on a quiet residential street near parks, shopping, and major commuter routes, this home offers both convenience and community appeal. Property is Owned by the US Dept. of HUD. Case Number 241-767544IE. HUD Homes are Sold “As-Is”. Pre-1978 Properties to include LBP Notices. Equal Housing Oppor

$285,000

3 beds1 bath1,088 sq ft

3 Bright Cir, Gwynn Oak, MD 21207

Near shopping • Large backyard • Detached home

(301) 966-0035

ABOUT THIS HOME
Vintage Home for sale in Gwynn Oak, MD:
ONLINE AUCTION: Bidding begins 12/4/2025 @ 10:00 AM. Bidding ends 12/8/2025 @ 11:35 AM. List Price is Suggested Opening Bid. Deposit: $5,000. 5 Garage units located in the Howard Park area. JUST MINUTES to Forest Park Golf Course. Easy access to major traffic artery Liberty Heights Ave. Property occupancy is unknown.

$6,000

— beds— baths— sq ft

Garages behind 3604 Howard Park Ave, Gwynn Oak, MD 21207

Howard park area • 2,836 sq ft lot • Built 1900

(410) 488-3124

ABOUT THIS HOME
Vintage Home for sale in Gwynn Oak, MD:
Welcome to 4307 Miami Pl, a beautifully renovated 4-bedroom, 3.5-bath home offering the perfect blend of style, space, and sophistication. Step inside this open-concept gem, where natural light pours through every room, highlighting the seamless flow and thoughtful design that make this home truly special. The spacious main level features a bright, airy open floor plan — perfect for entertaining or relaxing with family. The living area boasts sleek finishes, designer lighting, and large windows that fill the space with warmth and light. The gourmet kitchen is a showstopper with quartz countertops, custom two-tone cabinetry, modern tile backsplash, and high-end stainless steel applianc

$449,000

4 beds3.5 baths2,088 sq ft

4307 Miami Pl, Gwynn Oak, MD 21207

Custom cabinetry • Quartz countertops • Renovated home

(410) 823-0033

Property at 5905 Gwynn Oak Ave, Gwynn Oak, MD 21207, 4 beds, 2.5 baths

$275,000

4 beds2.5 baths1,704 sq ft

5905 Gwynn Oak Ave, Gwynn Oak, MD 21207

(443) 632-3000

Property at 3815 N Rogers Ave, Gwynn Oak, MD 21207, 4 beds, 2 baths

$315,000

4 beds2 baths1,945 sq ft

3815 N Rogers Ave, Gwynn Oak, MD 21207

(410) 823-0033

Property at 5505 Gwynn Oak Ave, Gwynn Oak, MD 21207, 6 beds, 5 baths

$385,000

6 beds5 baths2,242 sq ft

5505 Gwynn Oak Ave, Gwynn Oak, MD 21207

(888) 860-7369

Property at 3809 N Rogers Ave, Gwynn Oak, MD 21207, 4 beds, 3 baths

$320,000

4 beds3 baths2,412 sq ft

3809 N Rogers Ave, Gwynn Oak, MD 21207

(410) 268-8696

Property at 5533 Hutton Ave, Gwynn Oak, MD 21207, 3 beds, 1 bath

$289,900

3 beds1 bath1,128 sq ft

5533 Hutton Ave, Gwynn Oak, MD 21207

(888) 455-6040

Property at 5627 Wayne Ave, Gwynn Oak, MD 21207, 3 beds, 2 baths

$275,000

3 beds2 baths1,525 sq ft

5627 Wayne Ave, Gwynn Oak, MD 21207

(888) 860-7369

Property at 4905 Liberty Heights Ave, Baltimore, MD 21207

$125,000

0 beds— baths2,102 sq ft

4905 Liberty Heights Ave, Baltimore, MD 21207

(410) 828-4838

Property at 5511 Wesley Ave, Gwynn Oak, MD 21207, 4 beds, 3 baths

$350,000

4 beds3 baths1,566 sq ft

5511 Wesley Ave, Gwynn Oak, MD 21207

(703) 679-1700

Property at 1928 Englewood Ave, Gwynn Oak, MD 21207, 4 beds, 3.5 baths

$405,000

4 beds3.5 baths1,464 sq ft

1928 Englewood Ave, Gwynn Oak, MD 21207

(410) 497-5238

Property at 3102 Brightwood Ave, Gwynn Oak, MD 21207, 4 beds, 3 baths

$369,300

4 beds3 baths2,885 sq ft

3102 Brightwood Ave, Gwynn Oak, MD 21207

(443) 632-3000

Property at 6815 Fox Mdw, Gwynn Oak, MD 21207, 4 beds, 2 baths

$379,900

4 beds2 baths1,976 sq ft

6815 Fox Mdw, Gwynn Oak, MD 21207

(410) 844-0030

Property at 5334 Liberty Heights Ave, Gwynn Oak, MD 21207, 4 beds, 2.5 baths

$259,000

4 beds2.5 baths2,030 sq ft

5334 Liberty Heights Ave, Gwynn Oak, MD 21207

(410) 327-2200

Property at 5531 Gwynn Oak Ave, Gwynn Oak, MD 21207, 3 beds, 2 baths

$195,000

3 beds2 baths1,610 sq ft

5531 Gwynn Oak Ave, Gwynn Oak, MD 21207

(410) 327-2200

Property at 3525 Meadowside Rd, Gwynn Oak, MD 21207, 4 beds, 3 baths

$359,000

4 beds3 baths2,310 sq ft

3525 Meadowside Rd, Gwynn Oak, MD 21207

(443) 757-3400

Property at 2404 Poplar Dr, Gwynn Oak, MD 21207, 2 beds, 2.5 baths

$399,990

2 beds2.5 baths2,520 sq ft

2404 Poplar Dr, Gwynn Oak, MD 21207

(410) 327-2200

Property at 11 Gwynn Lake Dr, Gwynn Oak, MD 21207, 3 beds, 1 bath

$325,000

3 beds1 bath2,016 sq ft

11 Gwynn Lake Dr, Gwynn Oak, MD 21207

(443) 983-2821

Property at 2108 Sunbriar Ln, Gwynn Oak, MD 21207, 6 beds, 4 baths

$439,900

6 beds4 baths3,169 sq ft

2108 Sunbriar Ln, Gwynn Oak, MD 21207

(888) 860-7369

Property at 6800 Fox Meadow Rd, Gwynn Oak, MD 21207, 4 beds, 2 baths

$389,900

4 beds2 baths2,320 sq ft

6800 Fox Meadow Rd, Gwynn Oak, MD 21207

(703) 581-8605

Property at 1902 Alto Vista Ave, Gwynn Oak, MD 21207, 5 beds, 3.5 baths

$485,000

5 beds3.5 baths3,000 sq ft

1902 Alto Vista Ave, Gwynn Oak, MD 21207

(443) 869-6279

Property at 2409 Poplar Dr, Gwynn Oak, MD 21207, 4 beds, 1.5 baths

$292,000

4 beds1.5 baths1,680 sq ft

2409 Poplar Dr, Gwynn Oak, MD 21207

(410) 465-6900

Property at 5514 Liberty Heights Ave, Gwynn Oak, MD 21207, 4 beds, 2 baths

$345,899

4 beds2 baths1,900 sq ft

5514 Liberty Heights Ave, Gwynn Oak, MD 21207

(301) 970-2447

Property at 4906 Haddon Ave, Gwynn Oak, MD 21207, 3 beds, 1.5 baths

$190,000

3 beds1.5 baths1,347 sq ft

4906 Haddon Ave, Gwynn Oak, MD 21207

(301) 850-0255

Property at 4710 Liberty Heights Ave, Baltimore, MD 21207, 4 beds

$449,000

4 beds— baths2,492 sq ft

4710 Liberty Heights Ave, Baltimore, MD 21207

(410) 823-0033

Property at 5318 Belleville Ave, Gwynn Oak, MD 21207, 2 beds, 1 bath

$284,900

2 beds1 bath1,251 sq ft

5318 Belleville Ave, Gwynn Oak, MD 21207

(410) 559-0155

Property at 2908 Fendall Rd, Gwynn Oak, MD 21207, 3 beds, 1 bath

$190,000

3 beds1 bath1,532 sq ft

2908 Fendall Rd, Gwynn Oak, MD 21207

(410) 276-7827

Property at 2304 Pickwick Rd, Gwynn Oak, MD 21207, 3 beds, 1.5 baths

$389,999

3 beds1.5 baths1,440 sq ft

2304 Pickwick Rd, Gwynn Oak, MD 21207

(410) 823-0033

Property at 6417 Gilmore, Gwynn Oak, MD 21207, 3 beds, 3 baths

$347,000

3 beds3 baths1,583 sq ft

6417 Gilmore, Gwynn Oak, MD 21207

(888) 860-7369

Property at 2117 Lorraine, Gwynn Oak, MD 21207, 3 beds, 2.5 baths

$313,300

3 beds2.5 baths2,164 sq ft

2117 Lorraine, Gwynn Oak, MD 21207

(770) 933-6678

Property at 2423 Pickwick Rd, Gwynn Oak, MD 21207, 5 beds, 4 baths

$895,000

5 beds4 baths4,900 sq ft

2423 Pickwick Rd, Gwynn Oak, MD 21207

(443) 660-9229

Property at 5427 Gradin Ave, Gwynn Oak, MD 21207, 5 beds, 2 baths

$355,000

5 beds2 baths1,950 sq ft

5427 Gradin Ave, Gwynn Oak, MD 21207

(443) 317-8125

Property at 2229 Southland Rd, Gwynn Oak, MD 21207, 3 beds, 1.5 baths

$302,400

3 beds1.5 baths1,802 sq ft

2229 Southland Rd, Gwynn Oak, MD 21207

(770) 933-6678

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Vintage Homes for Sale in Gwynn Oak

There are currently 36 vintage homes for sale in Gwynn Oak at a median listing price of $450K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Gwynn Oak stay on the market for 105 days. Popular neighborhoods include Northwestern Baltimore, Woodmoor, Howard Park, Walden Circle, and Ashburton. This map is refreshed with the newest listings in Gwynn Oak every 15 minutes.

Find your dream home in Gwynn Oak 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 Gwynn Oak are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Gwynn Oak. Our Gwynn Oak real estate stats and trends will give you more information about home buying and selling trends in Gwynn Oak. If you're looking to sell your home in the Gwynn Oak area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Gwynn Oak with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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