Vintage homes for sale & real estate in 21409, MD

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OPEN AUG 30, 10AM TO 1PM

ABOUT THIS HOME
Vintage Home for sale in 21409, MD:
Charming English cottage vibe on this thoughtfully revived Cape Cod on nicely landscaped lot with lush gardens and friendly fire pit to congregate around. Enjoy the slow and friendly walkers, runners and bikers with no thru traffic of Whitehall Beach reminiscent of times past with a wooden school bus stop. When you turn at St. Margarets' Church and venture past the pastural Hollywood Farm with organic sheep, waterfront estates, and the Sod/Horse Farm on Pleasant Plains, you will find an exhale of peace. Take a left on St. Margarets Road and take a short cut to downtown Annapolis. Main level opens into gorgeous large living room framed with a wood fireplace and rich hardwoods, a kitchen rece

$699,721

3 beds2 baths2,628 sq ft

721 Black Forest Rd, Annapolis, MD 21409

Large living room • Wood fireplace • Landscaped lot

(410) 544-8800

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in 21409, MD:
A truly extraordinary opportunity awaits in one of Annapolis' most coveted waterfront locations. Situated in the historic Ferry Farms neighborhood, 1979 Baltimore Annapolis Boulevard is one of only thirteen homes positioned directly across the Severn River from the U. S. Naval Academy, offering uninterrupted panoramic views that have captivated generations. Imagine enjoying the Blue Angels soaring overhead each May from your own front lawn or dock—an experience few will ever call home. Rich in architectural character, the residence showcases the craftsmanship and charm of its era, including original hardwood floors, a classic wood-burning fireplace, vintage kitchen, inviting sunroom,

$3,000,000

5 beds2 baths5,522 sq ft

1979 Baltimore Annapolis Blvd, Annapolis, MD 21409

Vintage kitchen • Inviting sunroom • Panoramic views

(410) 263-8686

COMING SOON

ABOUT THIS HOME
Vintage Home for sale in 21409, MD:
Welcome to 1112 Little Magothy View, a rare waterfront opportunity in the highly sought-after Cape St. Claire community, where exceptional waterfront living meets remarkable flexibility for today's lifestyle and tomorrow's vision. Perfectly positioned along approximately 80 feet of private waterfront on the Little Magothy River, this property offers expansive water views, a private pier, and direct access to the Magothy River and Chesapeake Bay. Whether your vision is to move in and enjoy the home today, thoughtfully renovate over time, or create a custom waterfront home tailored to your vision, this property offers possibilities rarely found in one offering. Unlike many waterfront properti

$1,279,000

5 beds3 baths2,879 sq ft

1112 Little Magothy Vw, Annapolis, MD 21409

Private pier • Mature landscaping • One level living

(410) 263-3400

ABOUT THIS HOME
Vintage Home for sale in 21409, MD:
Beautifully updated and filled with thoughtful improvements, this Cape Cod in Annapolis combines model-like interiors, a recently finished lower level, and inviting outdoor living just minutes from the Chesapeake Bay. Blooming perennial landscaping and a covered front porch create a warm welcome, while inside, a deceptively spacious open concept floor plan showcases hardwood flooring, recessed lighting, and a soft neutral palette that carries throughout the home. The living room is bright and airy, highlighted by a partial vaulted ceiling accented with skylights that fill the space with natural light. Just beyond, the renovated kitchen blends style and function with stainless steel applianc

$535,000

3 beds2 baths1,465 sq ft

1470 Log Inn Rd, Annapolis, MD 21409

0.5 acre lot • Built 1940 • Listed 90 days

(410) 465-1770

ABOUT THIS HOME
Vintage Home for sale in 21409, MD:
23-acre parcel zoned primarily R-1, with some O-S. Preliminary engineering work indicates the property can be subdivided and coul support 14 residential lots.

$1,995,000

Land23.33 acres (lot)

1016 E College Pkwy, Annapolis, MD 21409

Listed 370 days

(410) 280-5600

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OPEN SAT, 9:30AM TO 11AM

ABOUT THIS HOME
Vintage Home for sale in 21409, MD:
Nestled in the coveted Dreams Landing community, this charming 2-bedroom townhouse offers a unique blend of comfort and luxury, perfectly situated on the Severn River. Enjoy dinner al-fresco on your own private patio! The property boasts water access, allowing residents to choose boating, fishing or just observing the river right at their doorstep. Enjoy leisurely strolls along walking paths or unwind at the community pool, where the gentle sounds of the river create a tranquil atmosphere. The community amenities are exceptional, featuring a well-maintained marina, outdoor pool, and common grounds perfect for gatherings. This residence harmonizes traditional charm with modern conveniences.

$519,900

2 beds1.5 baths992 sq ft

1006 Dreams Landing Way, Annapolis, MD 21401

Community pool • Common grounds • Private patio

(410) 823-0033

COMING SOON

ABOUT THIS HOME
Vintage Home for sale in 21409, 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

16 Woodlawn Ave, Annapolis, MD 21401

Fully renovated • Lovely front porch • Attic storage

(410) 280-5600

ABOUT THIS HOME
Vintage Home for sale in 21409, 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

208 Parker Ave, Annapolis, MD 21401

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

(410) 531-0321

ABOUT THIS HOME
Vintage Home for sale in 21409, 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

145 Prince George St, Annapolis, MD 21401

Spacious kitchen • Historic home • Slate roof

(410) 465-8300

ABOUT THIS HOME
Vintage Home for sale in 21409, MD:
Beautifully updated and meticulously cared-for condo in the sought-after Dreams Landing community, offering coastal charm and the best of the Annapolis waterfront lifestyle! In excellent condition and truly move-in ready, this home is filled with bright natural light and features hardwood floors throughout, fresh paint, and an updated kitchen with quartz countertops, stainless steel appliances, white cabinetry, and backsplash. The updated full bathroom features shiplap detailing, a new vanity, light fixture, and hardware, plus the convenience of an in-unit stackable washer and dryer installed July 2026. Enjoy beautiful evening sunsets, a waterside community pool, kayak storage, and fantasti

$449,000

2 beds1 bath981 sq ft

1204 Dreams Landing Way #1204, Annapolis, MD 21401

Community pool • Exercise room • Kayak storage

(410) 263-8686

VIDEO TOUR

ABOUT THIS HOME
Vintage Home for sale in 21409, MD:
Perfectly positioned along the tranquil, protected waters of Lake Placid, just moments from the Magothy River, 971 Forest Drive presents an extraordinary opportunity to experience Chesapeake Bay waterfront living at its finest. Offering approximately 125 feet of shoreline and an expansive 0.81-acre homesite, this private waterfront retreat combines the serenity of a sheltered cove with immediate access to one of the Chesapeake Bay's most sought-after waterways. Unlike many waterfront properties exposed to constant boat traffic and prevailing winds, Lake Placid offers a uniquely peaceful setting. Here, calm waters create the ideal environment for paddleboarding, kayaking, swimming, fishing,

$1,199,000

5 beds3 baths2,302 sq ft

971 Forest Dr, Arnold, MD 21012

0.81-acre homesite • Sheltered cove • 0.81 acre lot

(410) 280-5600

Property at 1002 Granda Flora Ct, Severna Park, MD 21146, 5 beds, 3.5 baths

$1,399,900

5 beds3.5 baths7,040 sq ft

1002 Granda Flora Ct, Severna Park, MD 21146

(443) 372-7171

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 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 1069 Shore Acres Rd, Arnold, MD 21012, 5 beds, 3.5 baths

$1,650,000

5 beds3.5 baths2,386 sq ft

1069 Shore Acres Rd, Arnold, MD 21012

(410) 263-3400

Property at 3 Sheridan Rd Unit 3 3A 3B, Arnold, MD 21012, 5 beds, 3 baths

$600,000

5 beds3 baths3,958 sq ft

3 Sheridan Rd Unit 3 3A 3B, Arnold, MD 21012

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 766 Cypress Rd, Severna Park, MD 21146, 3 beds, 2 baths

$949,900

3 beds2 baths2,060 sq ft

766 Cypress Rd, Severna Park, MD 21146

(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 1724 Robinhood Rd, Annapolis, MD 21401, 4 beds, 3 baths

$959,000

4 beds3 baths3,080 sq ft

1724 Robinhood Rd, Annapolis, MD 21401

(410) 266-0600

Property at 141 Severn Way, Arnold, MD 21012, 3 beds, 1 bath

$439,900

3 beds1 bath930 sq ft

141 Severn Way, Arnold, MD 21012

(410) 544-2931

Property at 1452 Grandview Rd, Arnold, MD 21012, 5 beds, 3 baths

$750,000

5 beds3 baths2,225 sq ft

1452 Grandview Rd, Arnold, MD 21012

(443) 317-8125

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 121 Severn Way, Arnold, MD 21012, 3 beds, 2 baths

$595,000

3 beds2 baths1,736 sq ft

121 Severn Way, Arnold, MD 21012

(410) 260-2800

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

Vintage Homes for Sale in 21409

There are currently 5 vintage homes for sale in 21409 at a median listing price of $650K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in 21409 stay on the market for 40 days and receive 2 offers. This map is refreshed with the newest listings in 21409 every 15 minutes.

In the past month, 26 homes have been sold in 21409. In addition to houses in 21409, there were also 12 condos, 20 townhouses, and 0 multi-family units for sale in 21409 last month. Find your dream home in 21409 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 21409 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in 21409. If you're looking to sell your home in the 21409 area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 21409 with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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* Data from the last year

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