Vintage homes for sale & real estate in 21037, MD

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ABOUT THIS HOME
Vintage Home for sale in 21037, MD:
Professional photography coming December 30th, along with additional detailed write-up. This 3-bedroom, 3.5-bathroom home offers true convenience and privacy, with each bedroom featuring its own en-suite bathroom, plus a separate half bath for guests. The home features an open-concept layout designed for both everyday living and entertaining. The kitchen showcases wood cabinetry, stainless steel appliances, granite countertops, and a large center island. A spacious dining area flows seamlessly into an expansive recreation room—perfect for relaxing on an oversized sectional or hosting gatherings. Completely move-in ready, this home blends comfort, style, and functionality. Roof, insula

$449,900

3 beds3.5 baths1,756 sq ft

305 Oakwood Rd, Edgewater, MD 21037

8,000 sq ft lot • Built 1940 • Listed 3 days

(571) 386-1075

COMING SOON

ABOUT THIS HOME
Vintage Home for sale in 21037, MD:
Coming Soon — Active on January 7. Waterfront living in Edgewater. This inviting home at 3728 Bay Drive offers sweeping water views, a private beach, and a spacious backyard ideal for outdoor entertaining, play, or quiet relaxation by the water. A lovely screened-in deck overlooks the bay, creating the perfect spot to enjoy sunrise coffee or evening breezes. Additional details to come as preparations are finalized—stay tuned for a rare opportunity to enjoy true waterfront living at it's finest!

$2,200,000

6 beds3 baths4,298 sq ft

3728 Bay Dr, Edgewater, MD 21037

7,000 sq ft lot • 3 parking spots • Built 1956

(443) 372-7171

ABOUT THIS HOME
Vintage Home for sale in 21037, MD:
Selby on the Bay!! Charming 3 bedrooms, 1 bath Cape Code with Den/Office. Primary bedroom, bath, laundry and den are located on the main floor. The roof replaced 2022, heating and air conditioner/HVAC replaced 2024, and sliding patio doors replaced 2023. The home is within a few minutes' drive of the community beach. It is move in ready, fresh carpet and neutral paint throughout. Easy living with very spacious primary bedroom and two additional bedrooms on the upper level. Convenient laundry/mud room area and home office with an open kitchen/dining concept and a large living room with a brick accent wall. Enjoy your outdoor living space using the sliding patio doors from the kitchen area

$424,990

3 beds1 bath1,374 sq ft

823 Selby Blvd, Edgewater, MD 21037

4,000 sq ft lot • 2 parking spots • Built 1940

(301) 459-5040

ABOUT THIS HOME
Vintage Home for sale in 21037, MD:
Nestled in the water-privileged Glebe Bay area of Woodland Beach, this inviting ranch home blends comfort, convenience, and a coveted coastal lifestyle. Crown molding stretches through most of the home, adding a touch of character as you step into the spacious living room, where a brick-accented wood-insert fireplace becomes a warm focal point. Laminate plank flooring extends through the living room and into both bedrooms, creating a cohesive, low-maintenance flow. The eat-in kitchen sits just off the living room, offering everyday practicality and space for casual dining. The side entrance leads into the utility room that includes the laundry area and then continues directly into the kitch

$390,000

2 beds1 bath997 sq ft

1639 Elkridge Dr, Edgewater, MD 21037

Double lot • Paver walkways • Paver patio

(410) 465-1770

ABOUT THIS HOME
Vintage Home for sale in 21037, MD:
Enjoy amazing sunsets over the South River from this waterfront retreat overlooking Spring Lake. This 3-bedroom, 4-bath home is thoughtfully designed for comfort, convenience, and the ultimate waterfront lifestyle. The property features a large deck and a private dock with 4’ MLW, complete with a boat lift, two additional slips, and a boat davit—ideal for boating enthusiasts. A shed with electric service provides storage for all your gear. Inside, the recently updated kitchen offers granite countertops, stainless steel appliances, and elegant glass-front cabinetry. The spacious primary suite features a luxury bath with heated floors. Practical touches include two sets of washers

$1,485,000

3 beds4 baths2,218 sq ft

111 Virginia Ave, Edgewater, MD 21037

0.36 acre lot • 6 parking spots • Built 1940

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

$720,000

4 beds2.5 baths2,183 sq ft

3925 River Club Dr, Edgewater, MD 21037

(410) 544-8800

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 4180 Shoreham Beach Rd, Edgewater, MD 21037

$449,000

— beds— baths1,064 sq ft

4180 Shoreham Beach Rd, Edgewater, MD 21037

(410) 280-5600

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Nearby homes that match your criteria

$520,000

2 beds1 bath762 sq ft

206 Admiral Dr, Annapolis, MD 21401

3,200 sq ft lot • 2 parking spots • Built 1950

(410) 266-0600

COMING SOON

ABOUT THIS HOME
Vintage Home for sale in 21037, MD:
Coming Soon in Homewood. Classic Cape Cod with standout curb appeal, offering a timeless look straight out of a favorite home-inspo Instagram moment. A rare two-car garage, large flat rear yard, and thoughtful updates including an open kitchen, new flooring, and reconfigured living spaces. Newer HardiePlank® exterior and a spacious primary bedroom with a large primary bath. Just a short stroll along the Homewood Walking Trail to downtown Annapolis—one of the area’s most sought-after neighborhoods.

$889,000

3 beds2.5 baths1,890 sq ft

25 Locust Ave, Annapolis, MD 21401

7,500 sq ft lot • 2 garage spots • Built 1930

(410) 263-8686

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in 21037, MD:
There are so many option available for this property in the heart of Historic Annapolis. You may want to convert the entire home back to one living unit. You may want to live in one, long-term rent the other two or short term rent one. You may choose that it be be used for a couple/single person to live in one apt and rent out 2 or have a multigenerational combined family living in 1, 2 (while renting 1) or all 3. There are so many possibilities to enjoy this amazing property. This is 3 fully finished levels and units above grade. The basement level houses the storage area, HVAC and shared laundry area. All of the units are fully furnished with kitchen appliances, items, dishware, glasswar

$1,375,000

4 beds3 baths2,649 sq ft

165 King George St, Annapolis, MD 21401

Built 1900 • Listed 25 days

(410) 266-9005

COMING SOON

ABOUT THIS HOME
Vintage Home for sale in 21037, MD:
Set in the sought-after Hillsmere neighborhood of Annapolis, this 2,200-square-foot rancher offers a calm, coastal feel enhanced by a single serene water view and a long list of significant updates. The home features a brand new kitchen with fully custom cabinets and a Wolf Range, newly renovated bathrooms, a roof replaced in 2021 with a 10-year warranty as reported by the seller, new windows added in 2022 according to seller-provided information, a new HVAC system also installed in 2022 per seller records, a new hot water heater from 2023 as stated by the seller, and a water softener from 2019 based on the seller’s account, along with numerous additional upgrades throughout the prope

$995,000

3 beds2 baths2,187 sq ft

150 E Bay View Dr, Annapolis, MD 21403

0.48 acre lot • 2 garage spots • Community pool

(410) 486-4504

ABOUT THIS HOME
Vintage Home for sale in 21037, MD:
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 brimming with potential

$675,000

2 beds1.5 baths1,540 sq ft

219 Glen Ave, Annapolis, MD 21401

Plaster walls • Curved archways • Banquet booth

(410) 263-8686

ABOUT THIS HOME
Vintage Home for sale in 21037, MD:
Stunningly Updated Historic District Charmer, One Block From The Water/Ego Alley! Nestled near the top of iconic Cornhill Street—just steps from State Circle and the boutiques and restaurants of Maryland Avenue—this beautifully restored brick end-unit blends timeless Annapolis character with modern luxury. Step inside to an inviting open floor plan filled with natural light and accented by gleaming heart pine floors. The highlight of the main level is the completely renovated gourmet kitchen, featuring quartz countertops, stainless steel appliances, custom cabinetry, and designer finishes—a perfect blend of elegance and functionality. The flexible living/dining space offer

$875,000

3 beds2 baths1,376 sq ft

54 Cornhill St, Annapolis, MD 21401

Built 1800 • Listed 31 days

(410) 224-3600

Property at 4717 Frederick Ave, Shady Side, MD 20764, 2 beds, 1 bath

$289,000

2 beds1 bath714 sq ft

4717 Frederick Ave, Shady Side, MD 20764

(443) 901-2200

Property at 200 Chesapeake Ave, Annapolis, MD 21403, 2 beds, 1.5 baths

$1,099,000

2 beds1.5 baths2,942 sq ft

200 Chesapeake Ave, Annapolis, MD 21403

(703) 310-6111

Property at 3 Chester Ave, Annapolis, MD 21403, 3 beds, 3 baths

$1,730,000

3 beds3 baths2,815 sq ft

3 Chester Ave, Annapolis, MD 21403

(410) 972-4000

Property at 6 Victor Pkwy, Annapolis, MD 21403, 3 beds, 1 bath

$364,900

3 beds1 bath912 sq ft

6 Victor Pkwy, Annapolis, MD 21403

(410) 729-7700

Property at 39 Southgate Ave, Annapolis, MD 21401, 5 beds, 3.5 baths

$3,750,000

5 beds3.5 baths6,789 sq ft

39 Southgate Ave, Annapolis, MD 21401

(410) 280-5600

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

$1,449,000

2 beds2.5 baths2,130 sq ft

120 Chesapeake Ave, Annapolis, MD 21403

(410) 972-4000

Property at 1808 Lincoln Dr, Annapolis, MD 21401, 3 beds, 1 bath

$405,000

3 beds1 bath1,008 sq ft

1808 Lincoln Dr, Annapolis, MD 21401

(410) 547-1116

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

$599,900

0 beds— baths2,300 sq ft

212 Duke Of Gloucester St, Annapolis, MD 21401

(443) 573-9200

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 320 Chester Ave, Annapolis, MD 21403, 2 beds, 2 baths

$779,000

2 beds2 baths1,176 sq ft

320 Chester Ave, Annapolis, MD 21403

(410) 224-4999

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

$299,900

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 315 Brick Church Rd, Davidsonville, MD 21035, 4 beds, 2 baths

$899,900

4 beds2 baths1,738 sq ft

315 Brick Church Rd, Davidsonville, MD 21035

(888) 860-7369

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

$599,900

3 beds1 bath2,280 sq ft

34 Lafayette Ave, Annapolis, MD 21401

(410) 547-1116

Vintage Homes for Sale in 21037

There are currently 9 vintage homes for sale in 21037 at a median listing price of $575K. 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 59 days and receive 1 offers. This map is refreshed with the newest listings in 21037 every 15 minutes.

In the past month, 27 homes have been sold in 21037. In addition to houses in 21037, there was also 1 condo, 15 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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