Vintage homes for sale & real estate in 21244, MD

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ABOUT THIS HOME
Vintage Home for sale in 21244, MD:
Welcome to this wonderful split level home featuring 3 bedrooms and 1.5 baths, situated on a 0.21-acre lot. This property offers a finished basement with a sub-basement ideal for laundry and additional storage. Enjoy an enclosed patio perfect for entertaining or relaxing year round. The kitchen boasts stainless steel appliances and oak cabinetry, complemented by hardwood and ceramic tile flooring throughout. Conveniently located near I-695 and major public transportation, this home combines comfort, functionality, and accessibility. The Seller is selling the property AS IS.

$299,900

3 beds1.5 baths1,500 sq ft

3621 Washington Ave, Windsor Mill, MD 21244

9,000 sq ft lot • Built 1958 • Listed 21 days

(410) 327-2200

ABOUT THIS HOME
Vintage Home for sale in 21244, MD:
Solidly built brick rancher on nearly an acre. This home offer large rooms all with hardwood floors, semi -open floor plan, large unfinished basement with plenty of potential. The over sized two car garage has plenty of space for tools as well as your vehicles. A little TLC would make this a great home. Sold As is.

$389,900

3 beds1 bath2,886 sq ft

8305 Windsor Mill Rd, Windsor Mill, MD 21244

0.92 acre lot • 2 garage spots • Built 1954

(443) 838-4044

ABOUT THIS HOME
Vintage Home for sale in 21244, MD:
1 YEAR HOME WARRANTY INCLUDED! This charming 3 bedroom and 3 full bath home with a 2-car detached garage has so much to offer! Relax on the large wraparound covered front porch and then step inside to a welcoming entryway with beautiful hardwood floors that flow throughout much of the main level. The spacious living room with a bump out sunroom offers plenty of natural light, leading to the dining room with a stone wood-burning fireplace, perfect for gatherings and special dinners. The cozy family room is perfect for movie nights and family time. The functional kitchen has a walk in pantry and an exit to the rear covered porch, leading out to the backyard. The main level also has a full b

$379,900

3 beds3 baths2,587 sq ft

5713 Old Court Rd, Windsor Mill, MD 21244

0.57 acre lot • 2 garage spots • Built 1935

(410) 312-0000

ABOUT THIS HOME
Vintage Home for sale in 21244, MD:
FINANCING SPECIAL!!! NO MONEY DOWN, 100% Financing, NO PMI, 30 YEAR CONVENTIONAL LOAN, $5000 TOWARDS CLOSING LENDER CREDIT! CALL TO QUALIFY. CALL FOR DETAILS. New Price on this amazing transformation on this completely renovated rancher with over 4000 square feet! This home features stone and siding exterior, brand new roof on house and detached garage, brand new sophisticated kitchen with upgraded cabinetry, quartz counters and smart appliances. Refinished hardwood floors on and bright large windows are in the great/living room and a brick wood burning fireplace, formal dining room with hardwood floors open to kitchen, 4 spacious bedrooms on the main level each with classic hardwood floori

$519,990

5 beds3 baths2,026 sq ft

3126 Rices Ln, Windsor Mill, MD 21244

Quartz counters • Smart appliances • Brand new roof

(410) 833-5400

COMING SOON

ABOUT THIS HOME
Vintage Home for sale in 21244, MD:
Photos coming soon. Welcome home to this beautifully renovated 5-bedroom, 2-bath gem in sought-after Baltimore County! Step inside to discover a bright, open floor plan featuring a neutral color palette, new flooring, and modern finishes throughout. The updated kitchen boasts Quartz countertops, brand-new stainless steel appliances, sleek cabinetry, and ample counter space for cooking and entertaining. Enjoy the outdoors on your large private deck, perfect for relaxing or hosting gatherings. With spacious bedrooms, two stylish full baths, and a fully finished lower level, this home offers plenty of room for everyone. Located just moments from retail shops, dining, and major commuter routes,

$449,000

5 beds2 baths2,500 sq ft

3508 Joann Dr, Windsor Mill, MD 21244

5,562 sq ft lot • Built 1954 • Listed 12 days

(443) 632-3000

Property at 7613 Dogwood Rd, Windsor Mill, MD 21244, 4 beds, 2.5 baths

$825,000

4 beds2.5 baths2,281 sq ft

7613 Dogwood Rd, Windsor Mill, MD 21244

(410) 740-1200

Property at 3715 Washington Ave, Windsor Mill, MD 21244, 3 beds, 2 baths

$409,900

3 beds2 baths3,788 sq ft

3715 Washington Ave, Windsor Mill, MD 21244

(410) 486-4504

Property at 3507 Ellen Rd, Windsor Mill, MD 21224, 3 beds, 1 bath

$245,000

3 beds1 bath1,170 sq ft

3507 Ellen Rd, Windsor Mill, MD 21224

(301) 975-9500

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COMING SOON

ABOUT THIS HOME
Vintage Home for sale in 21244, MD:
This renovated bright & open 4 BR 2 BA rancher has been thoughtfully updated in 2025 with all new Kitchen, Bathrooms, gas heat & AC, hot water heater, flooring, roof & more! The awesome white Kitchen w/ stainless appliances & quartz counter opens to the Living Room Dining Room with access to the new deck. 3 Bedrooms and the all new full bath complete the main level. The spacious lower level includes a 2nd new full bath as well as the 4th bedroom and family room with sliding glass doors to the rear yard. There is also a storage area and utility room with new furnace and hot water heater. And the large rear yard and driveway parking are truly a real plus! Come se

$379,900

4 beds2 baths1,662 sq ft

906 Scotts Hill Dr, Pikesville, MD 21208

0.36 acre lot • Built 1958 • Listed 2 days

(410) 453-0500

COMING SOON

ABOUT THIS HOME
Vintage Home for sale in 21244, MD:
Come see this 4 BR 2 BA rancher on a cul de sac, updated in 2024 with all new Kitchen, flooring, decks, windows and sliding glass doors, bathrooms, gas furnace and AC, hot water heater & more! Enjoy a renovated Kitchen w/ quartz counters, stainless steel appliances, new cabinets and flooring. The Living Room is open to the Dining Room and includes a fireplace and access to the rear deck. There are 3 Bedrooms & a new full bath on this main level. The finished walkout lower level includes a Family Room, 4th Bedroom and new Full Bath as well as plentiful storage. You don't want to miss this move-in ready home!

$364,900

4 beds2 baths1,507 sq ft

1005 Parkvalley Ct, Pikesville, MD 21208

0.24 acre lot • Built 1958 • Listed 2 days

(410) 453-0500

ABOUT THIS HOME
Vintage Home for sale in 21244, MD:
Set in the desirable Kellbrook neighborhood, this classic 1952 Cape Cod blends timeless style with smart updates. Inside, you'll find just over 1,900 sq. ft. of comfortable living space, including four bedrooms, two full baths, and a warm traditional layout. The kitchen is the heart of the home—bright, upgraded, and designed for everyday living—opening to a cozy dining area filled with natural light. The basement offers plenty of flexibility for storage or future plans. Outside, a private deck and easy-care yard create a quiet spot to unwind, with convenient driveway parking. A well-kept home in a quiet, friendly community—ready for its next chapter.

$345,000

4 beds2 baths1,910 sq ft

3417 Fairview Rd, Gwynn Oak, MD 21207

6,215 sq ft lot • Parking • Built 1952

(410) 381-3331

ABOUT THIS HOME
Vintage Home for sale in 21244, MD:
Here is your opportunity to own a piece of history! Currently, this home is a zoned residential 5-unit building. This Historic home was built by prominent business owner T. Rowe Price and is located in the Historic District of Sudbrook Park. Eligible for Local, State, and Federal Historic Tax Credits up to $600,000 or more! HUGE VALUE IN JUST THE TAX CREDITS ALONE! 605 Upland Rd. was one of only 10 projects selected for the 2025 State tax credits, based on an established set of criteria, including those outlined by the U. S. Secretary of the Interior’s Standards for the Treatment of Historic Properties. Several of this year’s projects, including the Liberty Trust Bank Building i

$649,000

12 beds— baths6,937 sq ft

605 Upland Rd, Pikesville, MD 21208

Fireplaces • High ceilings • Hardwood floors

(410) 276-7827

ABOUT THIS HOME
Vintage Home for sale in 21244, MD:
Don’t miss this amazing opportunity to own a detached home in Woodlawn Estates with tons of potential! This home features a comfortable layout with a living room, kitchen, 3 bedrooms, and 1 full bath on the main level, plus a full basement providing additional storage or future living space. Rear porch overlooks a large backyard, perfect for gardening, play, or entertaining. Situated on a quiet residential street near parks, shopping, and major commuter routes, this home offers both convenience and community appeal. Property is Owned by the US Dept. of HUD. Case Number 241-767544IE. HUD Homes are Sold “As-Is”. Pre-1978 Properties to include LBP Notices. Equal Housing Oppor

$285,000

3 beds1 bath1,088 sq ft

3 Bright Cir, Gwynn Oak, MD 21207

Near shopping • Large backyard • Detached home

(301) 966-0035

OPEN SUN, 12PM TO 2PM

$359,990

3 beds2.5 baths1,838 sq ft

704 Cloudyfold Dr, Pikesville, MD 21208

0.25 acre lot • Built 1950 • Listed 5 days

(866) 987-3937

Property at 908 Scotts Hill Dr, Pikesville, MD 21208, 3 beds, 2 baths

$389,999

3 beds2 baths1,624 sq ft

908 Scotts Hill Dr, Pikesville, MD 21208

(410) 918-9740

$310,000

3 beds1.5 baths1,754 sq ft

3401 Yataruba Dr, Gwynn Oak, MD 21207

(240) 737-5000

Property at 6907 Schissler Ave, Gwynn Oak, MD 21207, 5 beds, 2 baths

$329,990

5 beds2 baths960 sq ft

6907 Schissler Ave, Gwynn Oak, MD 21207

(301) 439-9500

Property at 3700 Crossleigh Ct, Randallstown, MD 21133, 4 beds, 1.5 baths

$350,000

4 beds1.5 baths1,628 sq ft

3700 Crossleigh Ct, Randallstown, MD 21133

(410) 729-7700

Property at 8205 Arrowhead Rd, Pikesville, MD 21208, 4 beds, 2 baths

$375,000

4 beds2 baths1,732 sq ft

8205 Arrowhead Rd, Pikesville, MD 21208

(410) 544-2931

Property at 3497 Hillsmere Rd, Gwynn Oak, MD 21207, 4 beds, 3 baths

$389,900

4 beds3 baths1,688 sq ft

3497 Hillsmere Rd, Gwynn Oak, MD 21207

(410) 255-3690

Property at 3821 Brownhill Rd, Randallstown, MD 21133, 3 beds, 3.5 baths

$425,000

3 beds3.5 baths2,706 sq ft

3821 Brownhill Rd, Randallstown, MD 21133

Property at 1928 Englewood Ave, Gwynn Oak, MD 21207, 4 beds, 3.5 baths

$405,000

4 beds3.5 baths1,464 sq ft

1928 Englewood Ave, Gwynn Oak, MD 21207

(410) 497-5238

Property at 3618 Granite Rd, Woodstock, MD 21163, 3 beds, 2.5 baths

$550,000

3 beds2.5 baths3,067 sq ft

3618 Granite Rd, Woodstock, MD 21163

(410) 531-0321

Property at 3409 Yataruba Dr, Gwynn Oak, MD 21207, 3 beds, 1.5 baths

$340,000

3 beds1.5 baths1,754 sq ft

3409 Yataruba Dr, Gwynn Oak, MD 21207

(443) 660-9229

Property at 4632 Old Ct, Pikesville, MD 21208, 7 beds, 3 baths

$469,800

7 beds3 baths2,764 sq ft

4632 Old Ct, Pikesville, MD 21208

(443) 334-6300

Property at 7215 Rockridge Rd, Pikesville, MD 21207, 5 beds, 2 baths

$425,000

5 beds2 baths3,007 sq ft

7215 Rockridge Rd, Pikesville, MD 21207

(443) 233-6156

Property at 4816 Valley Forge Rd, Randallstown, MD 21133, 4 beds, 2 baths

$349,000

4 beds2 baths1,100 sq ft

4816 Valley Forge Rd, Randallstown, MD 21133

(240) 606-7436

Property at 8513 Charlton Rd, Randallstown, MD 21133, 4 beds, 2 baths

$370,000

4 beds2 baths1,720 sq ft

8513 Charlton Rd, Randallstown, MD 21133

(301) 774-5900

Vintage Homes for Sale in 21244

There are currently 8 vintage homes for sale in 21244 at a median listing price of $330K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in 21244 stay on the market for 29 days and receive 3 offers. This map is refreshed with the newest listings in 21244 every 15 minutes.

In the past month, 26 homes have been sold in 21244. In addition to houses in 21244, there were also 8 condos, 38 townhouses, and 1 multi-family unit for sale in 21244 last month. Find your dream home in 21244 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 21244 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in 21244. If you're looking to sell your home in the 21244 area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 21244 with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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