Vintage homes for sale & real estate in 21404, MD

37 homes

Sort:

Recommended

ABOUT THIS HOME
Vintage Home for sale in 21404, MD:
Welcome to 307 Melvin, a charming bungalow that has been home to the same family for more than seventy years. Take this opportunity to make your home in WEST ANNAPOLIS, one of the most highly sought-after neighborhoods in all of Annapolis. Whether you are a first time buyer, or downsizing and seek main level bedrooms, this impeccably maintained home offers the perfect opportunity to develop the home as is or expand to suit your design passion. This 1152 sq ft haven, built in 1954, boasts updated amenities while maintaining its original style charm. Enter the home through the front door and you are greeted by a fully enclosed 3 season sitting room. The family room and most of the home featu

$875,000

4 beds2.5 baths1,536 sq ft

307 Melvin Ave, Annapolis, MD 21401

Pot-belly stove • Detached work room • 7,920 sq ft lot

(410) 268-8696

ABOUT THIS HOME
Vintage Home for sale in 21404, MD:
The ideal Murray Hill home with a little bit of everything: one-level living, a private driveway, lovely yard, and fully updated. A wonderful single-family home and an appealing alternative to condo living, with your own outdoor space and parking right outside your door. This stylish home is fully renovated and truly move-in ready, with dramatic open-beam ceilings that give the interior a style all its own. The most recent improvements include new quartz countertops, newly reconfigured front steps with new railings, a widened and expanded driveway, and a new skylight that brings even more natural light inside. The screened front porch is a great spot for a morning cup of coffee and to enjoy

$975,000

3 beds2 baths1,173 sq ft

122 Smith Ave, Annapolis, MD 21401

Private driveway • Fully updated • Outdoor space

(410) 263-8686

ABOUT THIS HOME
Vintage Home for sale in 21404, MD:
Tucked into Homewood, just beyond the brick sidewalks of Historic Downtown Annapolis, 16 Woodlawn Avenue is a residence taken down to the studs and rebuilt in 2019, blending all the comforts of modern design with the historic charm of Homewood. A traditional front porch, turned white columns and soft buttery siding announce the home from the street while a long driveway offers the rare luxury of off street parking in one of Annapolis's most walkable in-town pockets. Inside, tall ceilings and recessed lighting set an airy tone against gorgeous oak flooring on the main level and the beautifully refinished original pine flooring on the stairs and level two. The classic period moldings that run

$835,000

3 beds2.5 baths1,512 sq ft

16 Woodlawn Ave, Annapolis, MD 21401

Fully renovated • Lovely front porch • Attic storage

(410) 280-5600

COMING SOON

ABOUT THIS HOME
Vintage Home for sale in 21404, MD:
Professional photography and more remarks coming soon…

$725,000

6 beds3 baths2,876 sq ft

1025 Hanson St, Annapolis, MD 21403

7,617 sq ft lot • Built 1940 • Listed 2 days

(410) 224-3600

ABOUT THIS HOME
Vintage Home for sale in 21404, MD:
Welcome to Eastport. This three-bedroom and three-full-bath home, plus a lower-level den that easily serves as an on-suite; is a beautifully maintained, turn-key home offering over 2,000 square feet of fully finished living space. Originally transformed during a massive, studs-out 2017 remodel, this home offers ultimate peace of mind with entirely replaced core systems and premium finishes throughout. The chef’s kitchen is fully equipped with Saint Cecilia granite counter tops, an expansive island breakfast bar, premium stainless steel appliances, a mosaic tile back splash, and soft-close cabinetry. The open floor plan main level also includes 2 bedrooms and a full bathroom. Upstairs,

$750,000

3 beds3 baths2,053 sq ft

907 Monroe St, Annapolis, MD 21403

Open floor plan • Soft close cabinetry • Chef kitchen

(443) 292-6767

Property at 1979 Baltimore Annapolis Blvd, Annapolis, MD 21409, 5 beds, 2 baths

$3,000,000

5 beds2 baths5,522 sq ft

1979 Baltimore Annapolis Blvd, Annapolis, MD 21409

(410) 263-8686

Property at 140 Spa Dr, Annapolis, MD 21403, 5 beds, 3.5 baths

$4,600,000

5 beds3.5 baths5,095 sq ft

140 Spa Dr, Annapolis, MD 21403

(410) 263-8686

Property at 208 Parker Ave, Annapolis, MD 21401, 3 beds, 1 bath

$385,000

3 beds1 bath1,296 sq ft

208 Parker Ave, Annapolis, MD 21401

(410) 531-0321

Property at 200 Woods Dr, Annapolis, MD 21403, 3 beds, 1.5 baths

$414,999

3 beds1.5 baths1,288 sq ft

200 Woods Dr, Annapolis, MD 21403

(410) 729-7700

Property at 145 Prince George St, Annapolis, MD 21401, 3 beds, 3 baths

$1,199,000

3 beds3 baths1,476 sq ft

145 Prince George St, Annapolis, MD 21401

(410) 465-8300

Property at 62 Southgate Ave, Annapolis, MD 21401, 4 beds, 4 baths

$2,400,000

4 beds4 baths3,415 sq ft

62 Southgate Ave, Annapolis, MD 21401

(410) 263-8686

Property at 87 Shipwright St, Annapolis, MD 21401, 6 beds, 4.5 baths

$1,600,000

6 beds4.5 baths2,744 sq ft

87 Shipwright St, Annapolis, MD 21401

(443) 274-1900

Property at 20 Shaw St, Annapolis, MD 21401, 3 beds, 2.5 baths

$999,500

3 beds2.5 baths1,500 sq ft

20 Shaw St, Annapolis, MD 21401

(410) 263-8686

Property at 268 King George St, Annapolis, MD 21401, 4 beds, 3.5 baths

$1,575,000

4 beds3.5 baths2,372 sq ft

268 King George St, Annapolis, MD 21401

(443) 906-3848

Property at 418 Chesapeake Ave, Annapolis, MD 21403, 2 beds, 1.5 baths

$799,900

2 beds1.5 baths1,128 sq ft

418 Chesapeake Ave, Annapolis, MD 21403

(443) 292-6767

Property at 111 Conduit St, Annapolis, MD 21401, 4 beds, 3 baths

$969,000

4 beds3 baths2,000 sq ft

111 Conduit St, Annapolis, MD 21401

(410) 268-8400

Property at 107 Monticello Ave, Annapolis, MD 21401, 4 beds, 3.5 baths

$1,350,000

4 beds3.5 baths3,316 sq ft

107 Monticello Ave, Annapolis, MD 21401

(888) 860-7369

Property at 202 Wardour Dr, Annapolis, MD 21401, 5 beds, 2 baths

$1,949,000

5 beds2 baths2,100 sq ft

202 Wardour Dr, Annapolis, MD 21401

(443) 372-7171

Property at 34 Pinkney St, Annapolis, MD 21401, 2 beds, 1.5 baths

$685,000

2 beds1.5 baths1,040 sq ft

34 Pinkney St, Annapolis, MD 21401

(410) 280-5600

Property at 607 Melvin Ave, Annapolis, MD 21401, 2 beds, 2 baths

$899,000

2 beds2 baths1,102 sq ft

607 Melvin Ave, Annapolis, MD 21401

(410) 263-8686

Property at 1210 President St, Annapolis, MD 21403, 3 beds, 3 baths

$600,000

3 beds3 baths1,586 sq ft

1210 President St, Annapolis, MD 21403

(410) 263-3400

Property at 219 Lockwood Ct, Annapolis, MD 21403, 4 beds, 4 baths

$1,750,000

4 beds4 baths1,848 sq ft

219 Lockwood Ct, Annapolis, MD 21403

(410) 224-4999

Property at 11 1/2 College Ave, Annapolis, MD 21401, 3 beds, 2.5 baths

$1,295,000

3 beds2.5 baths1,501 sq ft

11 1/2 College Ave, Annapolis, MD 21401

(410) 263-8686

Property at 16 Maryland Ave, Annapolis, MD 21401, 6 beds, 4.5 baths

$3,849,000

6 beds4.5 baths4,474 sq ft

16 Maryland Ave, Annapolis, MD 21401

(410) 263-8686

Property at 102 Louis Dr, Annapolis, MD 21401, 2 beds, 1 bath

$360,000

2 beds1 bath714 sq ft

102 Louis Dr, Annapolis, MD 21401

Property at 238 King George St, Annapolis, MD 21401, 4 beds, 4 baths

$2,950,000

4 beds4 baths3,750 sq ft

238 King George St, Annapolis, MD 21401

(410) 263-8686

Property at 11 S Acton Pl, Annapolis, MD 21401, 4 beds, 3.5 baths

$7,250,000

4 beds3.5 baths3,658 sq ft

11 S Acton Pl, Annapolis, MD 21401

(844) 551-7325

Property at 75 Shipwright St, Annapolis, MD 21401, 5 beds, 3.5 baths

$1,449,000

5 beds3.5 baths2,557 sq ft

75 Shipwright St, Annapolis, MD 21401

(410) 224-3600

Property at 1019 President St, Annapolis, MD 21403, 3 beds, 2 baths

$390,000

3 beds2 baths1,350 sq ft

1019 President St, Annapolis, MD 21403

(301) 519-8100

Property at 198 Clay St, Annapolis, MD 21401, 2 beds, 1.5 baths

$375,000

2 beds1.5 baths902 sq ft

198 Clay St, Annapolis, MD 21401

(443) 292-6767

Property at 83 Market St, Annapolis, MD 21401, 5 beds, 4 baths

$2,295,000

5 beds4 baths3,178 sq ft

83 Market St, Annapolis, MD 21401

(410) 263-8686

Property at 192 Duke Of Gloucester, Annapolis, MD 21401, 6 beds, 4 baths

$1,950,000

6 beds4 baths3,415 sq ft

192 Duke Of Gloucester, Annapolis, MD 21401

(301) 755-5613

Property at 805 Spa Rd, Annapolis, MD 21401, 9 beds, 4.5 baths

$1,148,000

9 beds4.5 baths2,800 sq ft

805 Spa Rd, Annapolis, MD 21401

(301) 459-5040

Property at 146 Duke Of Gloucester St, Annapolis, MD 21401, 4 beds, 3.5 baths

$1,999,999

4 beds3.5 baths3,042 sq ft

146 Duke Of Gloucester St, Annapolis, MD 21401

(410) 255-3690

Property at 120 Chesapeake Ave, Annapolis, MD 21403, 2 beds, 2.5 baths

$1,379,000

2 beds2.5 baths2,130 sq ft

120 Chesapeake Ave, Annapolis, MD 21403

(410) 972-4000

Property at 165 King George St, Annapolis, MD 21401, 4 beds, 3 baths

$1,375,000

4 beds3 baths2,649 sq ft

165 King George St, Annapolis, MD 21401

(410) 266-9005

Property at 9 Shipwright St, Annapolis, MD 21401, 3 beds, 2.5 baths

$3,495,000

3 beds2.5 baths2,621 sq ft

9 Shipwright St, Annapolis, MD 21401

(410) 280-5600

Viewing page 1 of 1

Vintage Homes for Sale in 21404

There are currently 37 vintage homes for sale in 21404. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. This map is refreshed with the newest listings in 21404 every 15 minutes.

Find your dream home in 21404 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 21404 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in 21404. If you're looking to sell your home in the 21404 area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 21404 with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

More real estate resources for 21404, MD

Nearby Zip Codes

Cities

Nearby Zip Codes with Vintage Homes

Nearby Cities with Vintage Homes

More to explore in 21404, MD

How to buy a house in 21404, MD

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

10 Redfin agents serving 21404

304

Deals*

4.8

Satisfaction

2280

Homes closed*

* Data from the last year

Popular Markets in Maryland

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.