Vintage homes for sale & real estate in 21037, MD

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COMING SOON

ABOUT THIS HOME
Vintage Home for sale in 21037, MD:
LARKINS HUNDRED — A rare 89.54-acre Maryland estate combining extraordinary history, elegant grounds, and exceptional equestrian facilities. At its heart is a remarkably preserved Georgian home built in 1704, one of Anne Arundel County’s notable early residences. The 4-bedroom, 3-full-bath home retains an extraordinary collection of original architectural details, including paneled fireplace walls, built-in cupboards, ornate chair rail moldings, and Flemish-bond brickwork, while thoughtful renovations beginning in 2012 added many modern updates. The property’s equestrian facilities are equally impressive, featuring two barns with 20 stalls, including a 15-stall commercial

$3,400,000

4 beds4 baths3,552 sq ft

246 Mill Swamp Rd, Edgewater, MD 21037

Two barns • 89.54-acre estate • Georgian home

(410) 260-2800

COMING SOON

ABOUT THIS HOME
Vintage Home for sale in 21037, 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

1820 Longwood Rd, Edgewater, MD 21037

Outdoor entertaining • Gourmet kitchen • Private yard

(410) 260-2800

COMING SOON

ABOUT THIS HOME
Vintage Home for sale in 21037, 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

1620 Midland Rd, Edgewater, MD 21037

Butcher-block island • Cathedral ceilings • Farmhouse sink

(443) 967-6687

ABOUT THIS HOME
Vintage Home for sale in 21037, MD:
MAJOR PRICE IMPROVEMENT! Now offered at $445,000. An incredible opportunity to own a spacious ranch-style home in the Woodland Beach Community! This home offers 4 bedrooms, including two primary suites with private full bathrooms, a versatile bonus office space, and a total of 3 full bathrooms. The second suite is perfect for guests, extended family, or anyone looking for additional privacy. The kitchen features granite countertops, and the home also includes newer windows, an updated A/C system (2025), a newer water heater (2025), and a water filtration system (2025). Enjoy everything the Woodland Beach community has to offer, including parks, playgrounds, beaches, and more. With its flexi

$445,000

4 beds3 baths1,414 sq ft

1727 Forestville Rd, Edgewater, MD 21037

Updated a c system • Ranch style home • Newer windows

(703) 361-5100

$450,000

4 beds2 baths1,410 sq ft

3718 4th Ave, Edgewater, MD 21037

8,640 sq ft lot • 2 garage spots • Built 1950

(703) 378-8810

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 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 301 Beverley Pl, Edgewater, MD 21037, 4 beds, 3 baths

$514,900

4 beds3 baths2,310 sq ft

301 Beverley Pl, Edgewater, MD 21037

(410) 263-8686

Property at 3901 Calawasse Rd, Edgewater, MD 21037, 2 beds, 2 baths

$499,900

2 beds2 baths1,633 sq ft

3901 Calawasse Rd, Edgewater, MD 21037

(703) 535-3610

Property at 212 Lakeview Ave, Edgewater, MD 21037, 1 bed, 1 bath

$280,000

1 bed1 bath1,120 sq ft

212 Lakeview Ave, Edgewater, MD 21037

(410) 263-8686

Property at 1220 Shesley Rd, Edgewater, MD 21037, 2 beds, 1 bath

$290,000

2 beds1 bath880 sq ft

1220 Shesley Rd, Edgewater, MD 21037

Property at 1413 Central Ave E, Edgewater, MD 21037, 3 beds, 3 baths

$494,900

3 beds3 baths1,692 sq ft

1413 Central Ave E, Edgewater, MD 21037

(443) 499-3839

Property at 3904 Dogwood Trl, Edgewater, MD 21037, 2 beds, 2 baths

$850,000

2 beds2 baths990 sq ft

3904 Dogwood Trl, Edgewater, MD 21037

(301) 921-4500

$500,000

— beds— baths792 sq ft

1219 Rogers Rd, Edgewater, MD 21037

(410) 721-0103

Property at 4111 Old Muddy Creek Rd, Edgewater, MD 21037

$325,000

Land2.00 acres (lot)

4111 Old Muddy Creek Rd, Edgewater, MD 21037

(410) 260-2800

Property at 3424 & 3422 Pike Ridge Rd, Edgewater, MD 21037

$900,000

Land1.03 acres (lot)

3424 & 3422 Pike Ridge Rd, Edgewater, MD 21037

(703) 679-1700

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OPEN SAT, 11AM TO 2PM

ABOUT THIS HOME
Vintage Home for sale in 21037, 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

1014 Van Buren St, Annapolis, MD 21403

Charming gazebo • Huge backyard • Full basement

(410) 972-4000

COMING SOON

ABOUT THIS HOME
Vintage Home for sale in 21037, 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 haint-blue porch ceiling, 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 beautifully refinished pine flooring and classic period moldings that run throughout. The

$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 21037, 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

122 Smith Ave, Annapolis, MD 21401

Private driveway • Fully updated • Outdoor space

(410) 263-8686

ABOUT THIS HOME
Vintage Home for sale in 21037, 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

105 Rosecrest Dr, Annapolis, MD 21403

Private backyard • Finished basement • Updated kitchen

(888) 860-7369

ABOUT THIS HOME
Vintage Home for sale in 21037, MD:
* * Back on the market—buyer’s loss is your opportunity! Don’t miss your chance to secure this home; schedule your showing today. * * Unique Live/Work or Small Business Opportunity in Davidsonville! Rare property featuring existing nonconforming C-4 commercial use within RA zoning—ideal for owner-operators, small business/contracting owners, or investors seeking flexible space in Anne Arundel County. The property has (5) Bldgs (all heated and one bay has heating/cooling): Commercial Office/House 2,023 sq. ft (2-additions added on either side of main home), Commercial Garage 2,661 sq. ft. , Equipment Storage Bldg 480 sq. ft. , Garage 626 sq. ft. , Office/Storage Bl

$869,900

4 beds2 baths1,738 sq ft

315 Brick Church Rd, Davidsonville, MD 21035

2.24 acre lot • New ss appliances • New washer dryer

(888) 860-7369

ABOUT THIS HOME
Vintage Home for sale in 21037, 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

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 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 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 907 Monroe St, Annapolis, MD 21403, 3 beds, 3 baths

$770,000

3 beds3 baths2,200 sq ft

907 Monroe St, Annapolis, MD 21403

(443) 292-6767

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 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 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 3611 Solomons Island Rd, Harwood, MD 20776

$299,000

— beds— baths1,248 sq ft

3611 Solomons Island Rd, Harwood, MD 20776

(301) 702-4200

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 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

Vintage Homes for Sale in 21037

There are currently 16 vintage homes for sale in 21037 at a median listing price of $607K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in 21037 stay on the market for 44 days and receive 1 offers. This map is refreshed with the newest listings in 21037 every 15 minutes.

In the past month, 29 homes have been sold in 21037. In addition to houses in 21037, there were also 3 condos, 12 townhouses, and 0 multi-family units for sale in 21037 last month. Find your dream home in 21037 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 21037 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in 21037. If you're looking to sell your home in the 21037 area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 21037 with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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