Vintage homes for sale & real estate in 21403, MD

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ABOUT THIS HOME
Vintage Home for sale in 21403, MD:
Incredible Opportunity in the Heart of Eastport! Beautifully remodeled Victorian located on the Eastport Peninsula. Features include a welcoming front porch, wood floors, and a chef’s kitchen with Viking appliances, a 6-burner stove, and vented hood. Windows and roof were replaced in 2025; roof includes new gutter guards. Energy-efficient appliances, including a gas on-demand water heater, have earned this home an Energy Star Certificate from BGE. Flexible heating and cooling options with radiator heat and five mini-split units providing a total of 48,000 BTUs for heating and cooling. Skylights feature solar shades, and the fully encapsulated crawl space enhances year-round comfort an

$1,449,000

2 beds2.5 baths2,130 sq ft

120 Chesapeake Ave, Annapolis, MD 21403

Viking appliances • Vented hood • Chef kitchen

(410) 972-4000

ABOUT THIS HOME
Vintage Home for sale in 21403, MD:
This fantastic property with over 100 feet of waterfrontage is ideally located on a protected cove minutes from the Severn River and the Chesapeake Bay. The . 69 acre property boasts lovely views from Lake Ogleton to the Bay Bridge from its perfect perch on a gentle sloping hill. The shoreline is bulkheaded and there is a private pier with good water depth and lots of great dockage for all your watercraft. The original structure was one of the first in the neighborhood and has a two-story addition with a large kitchen and primary suite. The original house features spectacular views, charming living and dining rooms, two main-level bedrooms, and a fabulous sunroom. The expansive kitchen open

$1,775,000

3 beds2 baths2,970 sq ft

3137 Catrina Ln, Annapolis, MD 21403

Two story kitchen • Good water depth • Private pier

(410) 280-5600

ABOUT THIS HOME
Vintage Home for sale in 21403, MD:
Experience the Eastport Lifestyle in a Stunning Rebuilt Home Enjoy coastal living in this beautifully rebuilt Eastport residence. Completely gutted and expanded in 2023, this home combines modern luxury with timeless charm. The chef’s kitchen is a showstopper, featuring a 36-inch Bertazzoni range with gas burners and electric oven, hood, built-in refrigerator and dishwasher with cabinetry overlays, and a wine refrigerator — creating a sleek, seamless design that’s every cook’s dream. The main level offers a spacious family room and dining area with access to the rear deck and yard, perfect for entertaining. The first-floor primary suite includes a luxurious bath with

$1,075,000

3 beds3 baths2,430 sq ft

1007 Park Ave, Annapolis, MD 21403

Luxurious bath • Chef's kitchen • Spacious family room

(410) 972-4000

ABOUT THIS HOME
Vintage Home for sale in 21403, MD:
Rare opportunity to own a charming 2-unit building in the heart of Eastport, offering water views from both units. Each residence features its own private entrance and deck, perfect for enjoying the sights and sounds of small town living and serene surroundings. Thoughtfully designed, both units include a comfortable living area, full kitchen, spacious bedroom, full bath, and convenient in-unit laundry. Just a short walk to Historic Downtown Annapolis, this property is ideal for investors or enjoying one unit while renting the other. Experience the best of Eastport living—steps from restaurants, marinas, and the waterfront lifestyle. The downstairs is a licensed short-term rental, and

$779,000

2 beds2 baths1,176 sq ft

320 Chester Ave, Annapolis, MD 21403

3,571 sq ft lot • Built 1920 • Listed 20 days

(410) 224-4999

ABOUT THIS HOME
Vintage Home for sale in 21403, MD:
Love where you live and be within walking distance to nearly everything in Eastport and Downtown Annapolis. This home has been meticulously updated and maintained and features three full levels, a full-length front porch, rear deck and private driveway. The upper level boasts hardwood floors, three large bedrooms with vaulted ceilings, skylights, three full bathrooms, an office and laundry area. The primary bedroom features a primary bathroom with soaking tub, custom walk-in shower, dual vanities, dual walk-in closets and a balcony overlooking the rear yard. One of the secondary bedrooms also has an attached full custom bathroom and walk-in closet. The main level features all hardwood floor

$1,598,000

3 beds4.5 baths2,572 sq ft

310 Adams St, Annapolis, MD 21403

Private driveway • Rear deck • Hardwood floors

(410) 263-8686

Property at 3276 Kitty Duvall Dr, Annapolis, MD 21403, 2 beds, 2 baths

$549,000

2 beds2 baths1,434 sq ft

3276 Kitty Duvall Dr, Annapolis, MD 21403

(240) 219-2422

Property at 122 Roselawn Rd, Annapolis, MD 21403, 2 beds, 1 bath

$360,000

2 beds1 bath700 sq ft

122 Roselawn Rd, Annapolis, MD 21403

(410) 819-2268

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ABOUT THIS HOME
Vintage Home for sale in 21403, MD:
This Murray Hill masterpiece is a 5-bedroom, 4 bathroom home that was originally built in 1913 and underwent a complete custom renovation a few years ago. Situated on a double lot on one of the most desirable streets in Annapolis. It blends formal sophistication with modern luxuries including an elevator! Offering rare private driveway, a two-car garage with separate storage room. Featuring over 7,000 sq ft, state-of-the-art custom kitchen with two dishwashers, first and second floor laundry rooms, electric window blinds, screened-in-porch, a fully fenced yard, irrigation system, mature landscaping, two fireplaces, high ceilings, crown and dental molding, custom cabinetry throughout, two zo

$3,750,000

5 beds3.5 baths6,789 sq ft

39 Southgate Ave, Annapolis, MD 21401

0.28 acre lot • 2 garage spots • Very walkable

(410) 280-5600

ABOUT THIS HOME
Vintage Home for sale in 21403, MD:
OPEN SUNDAY 1-3 PM! Discover this enchanting 2 BR, 3 level Gingerbread Cottage in the heart of popular Homewood! A rare Sears 1929 kit home, it has been lovingly restored to showcase its historic charm, featuring original hardwood floors throughout, plaster walls, curved archways and a wonderfully preserved eat-in Kitchen complete with banquet booth. The main level offers an inviting flow: a separate Family Room with built-ins and rear entrance, a Living Room with refurbished gas fireplace and a formal Dining Room that leads into the cozy, character filled Kitchen equipped with 5 burner stove and double oven. All great entertaining spaces! Storage is exceptional, with an oversized attic bri

$675,000

2 beds1.5 baths1,540 sq ft

219 Glen Ave, Annapolis, MD 21401

7,540 sq ft lot • Garage • Somewhat walkable

(410) 263-8686

ABOUT THIS HOME
Vintage Home for sale in 21403, MD:
COMMERCIAL AND/OR RESIDENTIAL USE!!Discover the perfect blend of comfort and functionality with this well-maintained property! Offering flexible zoning for residential or commercial use, it includes 4 bedrooms or offices, a roomy kitchen, and a spacious backyard with a shed connected to a large workshop and loft — perfect for hobbies, storage, or a home business.

$480,000

4 beds1 bath1,440 sq ft

39 Oak Ct, Annapolis, MD 21401

0.28 acre lot • Somewhat walkable

(410) 353-6337

ABOUT THIS HOME
Vintage Home for sale in 21403, MD:
Completely renovated home with modern finishes and updates throughout. This property boasts two brand new updated bathrooms with dual-sink vanities, walk-in showers and tile flooring. Additional upgrades include electrical system with new electrical panel, brand-new HVAC and boiler installed in 2025, interior sprinkler system for added peace of mind and safety, new LVP and carpet flooring, recessed lighting, new appliances, and an open concept floorplan. Property is situated on an almost . 5 acre lot. Every detail has been updated for modern living and is move in ready.

$570,000

5 beds2 baths2,236 sq ft

1831 Drew St, Annapolis, MD 21401

0.48 acre lot • Very walkable

(443) 318-8800

ABOUT THIS HOME
Vintage Home for sale in 21403, MD:
Nestled in the charming Forest Villa neighborhood, this delightful ranch-style home offers a perfect blend of comfort and functionality. With 1,008 square feet of renovated and well-designed living space, this residence features three inviting bedrooms with new carpet flooring and an updated full bathroom with tub shower, ideal for both relaxation and everyday living. Step inside to discover an open floor plan that seamlessly connects the living and dining areas, creating a warm atmosphere for gatherings. The country-style kitchen, complete with new stainless-steel appliances, upgraded quartz countertops, white shaker soft-close cabinetry and ample table space, invites culinary creativity a

$419,000

3 beds1 bath1,008 sq ft

1808 Lincoln Dr, Annapolis, MD 21401

6,600 sq ft lot • Somewhat walkable

(410) 547-1116

COMING SOON

ABOUT THIS HOME
Vintage Home for sale in 21403, MD:
Professional photography and more remarks coming soon…

$875,000

3 beds2 baths1,376 sq ft

54 Cornhill St, Annapolis, MD 21401

Walker's paradise

(410) 224-3600

Property at 212 Duke Of Gloucester St, Annapolis, MD 21401

$615,000

0 beds— baths2,300 sq ft

212 Duke Of Gloucester St, Annapolis, MD 21401

(443) 573-9200

Property at 2638 Greenbriar Ln, Annapolis, MD 21401, 4 beds, 2 baths

$350,000

4 beds2 baths2,606 sq ft

2638 Greenbriar Ln, Annapolis, MD 21401

(410) 296-8440

Property at 3718 4th Ave, Edgewater, MD 21037, 2 beds, 1 bath

$375,000

2 beds1 bath1,255 sq ft

3718 4th Ave, Edgewater, MD 21037

(240) 309-6000

Property at 48 Murray Ave, Annapolis, MD 21401, 4 beds, 3.5 baths

$1,595,000

4 beds3.5 baths2,580 sq ft

48 Murray Ave, Annapolis, MD 21401

(202) 386-6330

Property at 192 Clay St, Annapolis, MD 21401, 2 beds, 1.5 baths

$325,000

2 beds1.5 baths1,244 sq ft

192 Clay St, Annapolis, MD 21401

(410) 260-2800

Property at 111 Clay St, Annapolis, MD 21401, 3 beds, 1.5 baths

$525,000

3 beds1.5 baths1,568 sq ft

111 Clay St, Annapolis, MD 21401

(855) 450-0442

Property at 1600 Bishop Rd, Edgewater, MD 21037, 2 beds, 1 bath

$345,000

2 beds1 bath884 sq ft

1600 Bishop Rd, Edgewater, MD 21037

(410) 224-2200

Property at 173 Williams Dr, Annapolis, MD 21401, 4 beds, 3.5 baths

$1,425,000

4 beds3.5 baths2,382 sq ft

173 Williams Dr, Annapolis, MD 21401

(410) 280-5600

Property at 34 Lafayette Ave, Annapolis, MD 21401, 3 beds, 1 bath

$629,900

3 beds1 bath2,280 sq ft

34 Lafayette Ave, Annapolis, MD 21401

(410) 547-1116

Property at 32 East St, Annapolis, MD 21401, 3 beds, 2.5 baths

$1,200,000

3 beds2.5 baths2,100 sq ft

32 East St, Annapolis, MD 21401

(410) 263-8686

Property at 40 Oak Ct, Annapolis, MD 21401, 2 beds, 2 baths

$376,000

2 beds2 baths1,061 sq ft

40 Oak Ct, Annapolis, MD 21401

(443) 632-3000

Property at 3925 River Club Dr, Edgewater, MD 21037, 4 beds, 2.5 baths

$723,900

4 beds2.5 baths2,183 sq ft

3925 River Club Dr, Edgewater, MD 21037

(410) 544-8800

Property at 2033 Shore Dr, Edgewater, MD 21037, 4 beds, 2 baths

$575,000

4 beds2 baths1,970 sq ft

2033 Shore Dr, Edgewater, MD 21037

(443) 275-7188

Property at 26 Pleasant St, Annapolis, MD 21401, 2 beds, 1 bath

$299,900

2 beds1 bath972 sq ft

26 Pleasant St, Annapolis, MD 21401

(443) 901-2200

Vintage Homes for Sale in 21403

There are currently 7 vintage homes for sale in 21403 at a median listing price of $708K. 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 45 days and receive 1 offers. This map is refreshed with the newest listings in 21403 every 15 minutes.

In the past month, 41 homes have been sold in 21403. In addition to houses in 21403, there were also 26 condos, 28 townhouses, and 1 multi-family unit 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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