Vintage homes for sale & real estate in 21403, MD

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OPEN SAT, 11AM TO 2PM

ABOUT THIS HOME
Vintage Home for sale in 21403, MD:
Are you searching for the perfect home in Eastport, with a first-floor primary bedroom and a huge backyard? Look no further! This gorgeous Cape Cod, nestled in the sought-after Colony Hills community, has been lovingly restored, remodeled, and thoughtfully updated—and is truly move-in ready. Beautiful hardwood floors add warmth and character to the bright, airy interior, while the full basement provides plenty of additional space for storage. Outside, enjoy the spacious backyard and charming gazebo—perfect for relaxing, entertaining, or enjoying the Eastport lifestyle. The roof was replaced in 2017, offering added peace of mind. Ideally located near Eastport’s shops, resta

$605,000

4 beds2 baths1,805 sq ft

Charming gazebo • Huge backyard • Full basement

1014 Van Buren St, Annapolis, MD 21403

(410) 972-4000

ABOUT THIS HOME
Vintage Home for sale in 21403, MD:
Fully Renovated Rancher in a Highly Desired Neighborhood! Welcome to this beautifully renovated rancher, featuring 4 bedrooms, 2 full bathrooms, and a fully finished basement. The main level offers beautiful hardwood floors and a completely updated kitchen featuring 42-inch cabinets, quartz countertops, a separate island, and stainless steel appliances. The spacious finished basement provides a large family room, a fourth bedroom, and a full bathroom—perfect for guests, a home office, or additional living space. Enjoy the private backyard and new deck, ideal for outdoor entertaining and relaxing. Located on a quiet street in a highly sought-after neighborhood, the home is convenientl

$481,900

4 beds2 baths1,800 sq ft

Private backyard • Finished basement • Updated kitchen

105 Rosecrest Dr, Annapolis, MD 21403

(888) 860-7369

OPEN SAT, 12PM TO 3PM

ABOUT THIS HOME
Vintage Home for sale in 21403, MD:
Welcome to Eastport. This three-bedroom, three-full-bath home is a beautifully maintained, turn-key Cape Cod offering over 2,000 square feet of fully finished living space; including a lower-level den that easy serves as an on-suite. 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 countertops, an expansive island breakfast bar, premium stainless steel appliances, a mosaic tile backsplash, and soft-close cabinetry. The open floor plan main level also includes 2 bedrooms and a full bathroom. Upstairs

$770,000

3 beds3 baths2,200 sq ft

Open floor plan • Soft close cabinetry • Chef kitchen

907 Monroe St, Annapolis, MD 21403

(443) 292-6767

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in 21403, MD:
An extraordinary opportunity to own one of Annapolis’ most distinctive waterfront properties, offering some of the finest views on Spa Creek and the rare privilege of owning your own private marina in your backyard with dockside parking. Perfectly positioned to capture breathtaking panoramic vistas, this elegant Nantucket-inspired residence is filled with natural light, featuring walls of glass that showcase the ever-changing waterfront from nearly every room. Multiple balconies and an expansive waterside terrace invite effortless indoor-outdoor living, creating exceptional spaces for entertaining or simply enjoying the beauty of life on the water. A dockside workshop is a great oppor

$4,600,000

5 beds3.5 baths5,095 sq ft

Multiple balconies • Panoramic vistas • Waterside terrace

140 Spa Dr, Annapolis, MD 21403

(410) 263-8686

ABOUT THIS HOME
Vintage Home for sale in 21403, MD:
Welcome home to this charming 3-bedroom, 1.5 bath home conveniently located near Downtown Annapolis! Featuring beautiful hardwood floors and a finished basement, this home offers comfortable living with plenty of additional space to make your own. Step outside to a large, fully fenced backyard perfect for entertaining, pets, gardening, or simply relaxing outdoors. Move in and enjoy as-is or bring your personal touches and create a space that truly reflects your style. With its convenient location, flexible living space, and inviting outdoor area, this home is full of opportunity. Don’t miss your chance to make it yours!

$414,999

3 beds1.5 baths1,288 sq ft

Finished basement • Hardwood floors • 7,710 sq ft lot

200 Woods Dr, Annapolis, MD 21403

(410) 729-7700

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

$825,000

2 beds1.5 baths1,128 sq ft

418 Chesapeake Ave, Annapolis, MD 21403

(443) 292-6767

Property at 152 Jefferson St, Annapolis, MD 21403, 4 beds, 3.5 baths

$775,000

4 beds3.5 baths2,282 sq ft

152 Jefferson St, Annapolis, MD 21403

(410) 224-2200

Property at 110 Lake View Dr, Annapolis, MD 21403, 3 beds, 2 baths

$740,000

3 beds2 baths1,742 sq ft

110 Lake View Dr, Annapolis, MD 21403

(888) 860-7369

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 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 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 3 Cypress Rd, Annapolis, MD 21403, 3 beds, 1 bath

$350,000

3 beds1 bath1,206 sq ft

3 Cypress Rd, Annapolis, MD 21403

(866) 987-3937

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

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COMING SOON

ABOUT THIS HOME
Vintage Home for sale in 21403, MD:
Delightful log and stone cottage with storybook charm but thoughtfully updated throughout with open layout, custom ceilings and a gourmet kitchen with island to fit today's lifestyle. Light and bright with luxury vinyl flooring and skylights to add plenty of natural light. Tucked in a private, resort-like yard with patios, a gazebo and a firepit for outdoor entertaining and family living. All this just steps to the water where you can enjoy Woodland Beach/Londontown's community beaches, marinas, picnic grounds and playgrounds just to name a few. This convenient location is just minutes from shopping, restaurants (either by road or by water) as well as commuter routes. You're not going to wa

$449,990

2 beds2 baths1,281 sq ft

Outdoor entertaining • Gourmet kitchen • Private yard

1820 Longwood Rd, Edgewater, MD 21037

(410) 260-2800

COMING SOON

ABOUT THIS HOME
Vintage Home for sale in 21403, MD:
COMING SOON! On the market this Thursday 8/20/2026. 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 stai

$835,000

3 beds2.5 baths1,512 sq ft

Fully renovated • Lovely front porch • Attic storage

16 Woodlawn Ave, Annapolis, MD 21401

(410) 280-5600

COMING SOON

ABOUT THIS HOME
Vintage Home for sale in 21403, 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 baths1,100 sq ft

Private driveway • Fully updated • Outdoor space

122 Smith Ave, Annapolis, MD 21401

(410) 263-8686

COMING SOON

ABOUT THIS HOME
Vintage Home for sale in 21403, MD:
Welcome to 1620 Midland Rd—a beautifully updated and expanded 5-bedroom, 3-bath home offering incredible indoor and outdoor living on a rare double lot in the water-privileged Woodland Beach community. Upon entering the anchor point is the stunning updated (2023) kitchen featuring quartz countertops, farmhouse sink and chic black stainless appliances. Cathedral ceilings create an open, airy feel flowing into the adjoining dining area, while recently refinished 6-inch plank hardwood floors continue throughout the main level. A spacious family room, two additional bedrooms, updated hall bath and convenient main-level laundry complete this level. A thoughtfully designed addition created

$659,000

5 beds3 baths2,578 sq ft

Butcher-block island • Cathedral ceilings • Farmhouse sink

1620 Midland Rd, Edgewater, MD 21037

(443) 967-6687

ABOUT THIS HOME
Vintage Home for sale in 21403, MD:
AUCTION! Occupied property and inspections NOT available - sold as-is. No for sale sign. Contact with occupants is prohibited. No financed offers/bids as there is NO access. Property is being sold occupied with any and all occupants in AS IS/WHERE IS condition. Neither the seller nor the listing broker can verify the existence of any lease agreement, either written or verbal, nor any rental amount being paid, due or owing. Please DO NOT disturb the occupants. Access for inspections or other purposes is NOT available. Buyer is assuming ALL responsibility for any necessary eviction action. Do not email any offers as the property is being sold via auction and all bids are to be submitted onlin

$385,000

3 beds1 bath1,296 sq ft

6,750 sq ft lot • Built 1950 • Listed 6 days

208 Parker Ave, Annapolis, MD 21401

(410) 531-0321

ABOUT THIS HOME
Vintage Home for sale in 21403, MD:
Welcome to 145 Prince George St. , a distinctive historic home that blends classic architectural character with thoughtful modern updates. From its welcoming front porch and slate roof to its original wood details and spacious interior, this home offers a rare combination of charm, character, and versatility. The main level features beautiful wood floors and an inviting floor plan designed for both everyday living and entertaining. The spacious kitchen offers abundant cabinetry and storage, including a built-in pantry cabinet, along with an island and granite countertops. Stainless steel appliances include a dishwasher and microwave, a new four-burner gas range/oven and new French-door refr

$1,199,000

3 beds3 baths1,476 sq ft

Spacious kitchen • Historic home • Slate roof

145 Prince George St, Annapolis, MD 21401

(410) 465-8300

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 1727 Forestville Rd, Edgewater, MD 21037, 4 beds, 3 baths

$445,000

4 beds3 baths1,414 sq ft

1727 Forestville Rd, Edgewater, MD 21037

(703) 361-5100

Property at 3718 4th Ave, Edgewater, MD 21037, 4 beds, 2 baths

$450,000

4 beds2 baths1,410 sq ft

3718 4th Ave, Edgewater, MD 21037

(703) 378-8810

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 517 Highland Dr, Edgewater, MD 21037, 3 beds, 1 bath

$389,000

3 beds1 bath1,538 sq ft

517 Highland Dr, Edgewater, MD 21037

(410) 823-0033

Property at 709 Glenwood St #57, Annapolis, MD 21401, 1 bed, 1 bath

$190,000

1 bed1 bath595 sq ft

709 Glenwood St #57, Annapolis, MD 21401

(410) 544-8800

Property at 19 Old Solomons Island Rd, Annapolis, MD 21401, 4 beds, 1.5 baths

$1,150,000

4 beds1.5 baths1,176 sq ft

19 Old Solomons Island Rd, Annapolis, MD 21401

(410) 823-0033

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

$985,000

4 beds3 baths2,000 sq ft

111 Conduit St, Annapolis, MD 21401

(410) 268-8400

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

$1,699,900

6 beds4.5 baths2,744 sq ft

87 Shipwright St, Annapolis, MD 21401

(443) 274-1900

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 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 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 519 Highland Dr, Edgewater, MD 21037, 2 beds, 1.5 baths

$389,900

2 beds1.5 baths1,208 sq ft

519 Highland Dr, Edgewater, MD 21037

(410) 263-8686

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

Vintage Homes for Sale in 21403

There are currently 13 vintage homes for sale in 21403 at a median listing price of $622K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in 21403 stay on the market for 53 days and receive 1 offers. This map is refreshed with the newest listings in 21403 every 15 minutes.

In the past month, 47 homes have been sold in 21403. In addition to houses in 21403, there were also 48 condos, 32 townhouses, and 0 multi-family units for sale in 21403 last month. Find your dream home in 21403 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 21403 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in 21403. If you're looking to sell your home in the 21403 area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 21403 with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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