21550, MD homes for sale & real estate

21 homes

Sort:

Most recently sold

SOLD AUG 1, 2025

1100 S Blakeslee Rd, Oakland, MD 21550
1100 S Blakeslee Rd, Oakland, MD 21550
1100 S Blakeslee Rd, Oakland, MD 21550
ABOUT THIS HOME
21550, MD Homes for Sale
A spectacular Deep Creek Lake offering! Here is your rare opportunity to experience the best in lake living at the Blakeslee, Deep Creek Lake's most complete development. Located on the desirable southwest portion of the lake, the level wooded lakefront lot faces directly across the lake to the yacht club and offers opportunities to view spectacular sailboat races. from your private dock or shoreline. The 5/6 bedroom 5.5 bath retreat offers an open floor plan with expansive indoor and out door living spaces. It all begins with an inviting great room facing the lake, includes a beautiful fireplace and a series of impressive open beams. The completely remodeled kitchen provides the perfect l

$2,550,000 Last sold price

5 beds5.5 baths6,572 sq ft

1100 S Blakeslee Rd, Oakland, MD 21550

(301) 387-2000

SOLD AUG 1, 2025

10 Laurel Brook Dr #10, Oakland, MD 21550
10 Laurel Brook Dr #10, Oakland, MD 21550
10 Laurel Brook Dr #10, Oakland, MD 21550
ABOUT THIS HOME
21550, MD Homes for Sale
Welcome to 10 Laurel Brook Drive! Experience lake area living with leisure and low maintenance condo lifestyle! This condo offers 2 bedrooms and 2 full bathrooms and is just minutes from all of Deep Creek Lake's amenities. Only about 15 minutes to the town of Oakland. This could make a great second home or primary residence.

$210,000 Last sold price

2 beds2 baths— sq ft

10 Laurel Brook Dr #10, Oakland, MD 21550

(410) 533-5486

SOLD AUG 1, 2025

20160 Garrett Hwy Unit H712, Oakland, MD 21550
20160 Garrett Hwy Unit H712, Oakland, MD 21550
20160 Garrett Hwy Unit H712, Oakland, MD 21550
ABOUT THIS HOME
21550, MD Homes for Sale
Welcome to this stunning Will-O-The-Wisp Loft Unit that has beenfully remodeled to offer the perfect blend of modern luxury and breathtaking views of Deep Creek Lake. This unit offers an unparalleled living experience of convenience and location. Every detail has been carefully crafted, from high-end finishes making this home truly one-of-a-kind. The open-concept living space is bathed in natural light, creating a warm and inviting atmosphere. This unit is not only beautiful but also functional including top-of-the-line appliances, and upgraded fixtures. Whether you're enjoying the peaceful views from your private balcony or taking advantage of the many community features, this home has it

$339,000 Last sold price

1 bed1 bath450 sq ft

20160 Garrett Hwy Unit H712, Oakland, MD 21550

(301) 387-2000

SOLD JUL 31, 2025

4012 Maryland Hwy, Oakland, MD 21550
4012 Maryland Hwy, Oakland, MD 21550
4012 Maryland Hwy, Oakland, MD 21550
ABOUT THIS HOME
21550, MD Homes for Sale
Tucked back off the beaten path with room to breathe - this solid split-level sits on nearly an acre just 8 minutes from Oakland and 12 from Deep Creek Lake. Meticulously cared for with strong bones and classic charm. Detached garage for tools or toys. Large driveway with plenty of off-street parking. Private back patio surrounded by trees. Roomy half bath with space to convert. 2nd Living area on the lower level, that drops down into a partially finished basement. No HOA. Quiet setting, clean lines, and a layout that works. Just enough project to make it yours—call today for details!

$280,000 Last sold price

3 beds1 bath1,824 sq ft

4012 Maryland Hwy, Oakland, MD 21550

(301) 387-2000

SOLD JUL 29, 2025

5154 Maryland Hwy, Oakland, MD 21550
5154 Maryland Hwy, Oakland, MD 21550
5154 Maryland Hwy, Oakland, MD 21550
ABOUT THIS HOME
21550, MD Homes for Sale
Welcome to this lovely home in the country setting with endless opportunity. This 5 bedroom/ 2 bathroom home has an incredible layout with plenty of space for entertaining guest inside and out. Located just outside of Oakland and situated on 2.30acres. The covered wrap around porch is great spot to relax or grill out with family and friends throughout the year. The main level features large kitchen that leads into the dining room and living room, large bedroom currently used as an office, full bath, and laundry room. Upstairs offers 4 larger bedrooms and full bathroom. The lower level is partially finished and is perfect for a recreation, or den area. With three levels of living space there

$375,000 Last sold price

5 beds2 baths2,860 sq ft

5154 Maryland Hwy, Oakland, MD 21550

(301) 387-8300

Property at 1484 Paradise Point Rd, Oakland, MD 21550, 5 beds, 4.5 baths

$1,762,500 Last sold price

5 beds4.5 baths3,360 sq ft

1484 Paradise Point Rd, Oakland, MD 21550

(301) 387-2000

Property at 300 Santa Fe Trl, Oakland, MD 21550, 2 beds, 2 baths

$431,000 Last sold price

2 beds2 baths1,080 sq ft

300 Santa Fe Trl, Oakland, MD 21550

(301) 387-2000

Property at 1681 Shady Dell Rd, Oakland, MD 21550, 3 beds, 1 bath

$189,000 Last sold price

3 beds1 bath960 sq ft

1681 Shady Dell Rd, Oakland, MD 21550

(301) 387-4700

Property at 29 Sloan Tract Rd, Oakland, MD 21550, 3 beds, 2 baths

$260,000 Last sold price

3 beds2 baths960 sq ft

29 Sloan Tract Rd, Oakland, MD 21550

(301) 387-2000

Property at 206-208 N 10th St, Oakland, MD 21550, 4 beds, 2 baths

$320,000 Last sold price

4 beds2 baths2,772 sq ft

206-208 N 10th St, Oakland, MD 21550

(301) 387-2000

Property at 600 Hope Ave, Oakland, MD 21550, 3 beds, 2.5 baths

$225,000 Last sold price

3 beds2.5 baths2,480 sq ft

600 Hope Ave, Oakland, MD 21550

(301) 387-4700

Property at 408 Shenandoah, Loch Lynn Heights, MD 21550, 2 beds, 1 bath

$110,000 Last sold price

2 beds1 bath960 sq ft

408 Shenandoah, Loch Lynn Heights, MD 21550

(301) 387-2000

Property at 101 Sunset Dr, Oakland, MD 21550, 3 beds, 2.5 baths

$499,000 Last sold price

3 beds2.5 baths3,024 sq ft

101 Sunset Dr, Oakland, MD 21550

(301) 387-2000

Property at 422 Underwood Rd, Oakland, MD 21550, 3 beds, 1 bath

$195,000 Last sold price

3 beds1 bath960 sq ft

422 Underwood Rd, Oakland, MD 21550

(301) 387-2000

Property at 5914 Maryland Hwy, Oakland, MD 21550, 4 beds, 2 baths

$100,000 Last sold price

4 beds2 baths1,775 sq ft

5914 Maryland Hwy, Oakland, MD 21550

(301) 387-4700

Property at 3554 Lake Shore Dr, Oakland, MD 21550, 3 beds, 2 baths

$525,000 Last sold price

3 beds2 baths1,296 sq ft

3554 Lake Shore Dr, Oakland, MD 21550

(240) 309-6000

Property at 114 Waterwheel Rd, Oakland, MD 21550, 3 beds, 1 bath

$232,500 Last sold price

3 beds1 bath960 sq ft

114 Waterwheel Rd, Oakland, MD 21550

(301) 387-4700

$240,000

— beds— baths— sq ft

104 Boston Post Rd, Oakland, MD 21550

Property at 636 Paradise Hts, Oakland, MD 21550, 4 beds, 2 baths

$1,120,000 Last sold price

4 beds2 baths2,028 sq ft

636 Paradise Hts, Oakland, MD 21550

(301) 387-2000

Property at 15 D St, Mountain Lake Park, MD 21550, 3 beds, 1.5 baths

$140,000 Last sold price

3 beds1.5 baths1,680 sq ft

15 D St, Mountain Lake Park, MD 21550

(301) 387-2000

Property at 245 Santa Fe Trl, Oakland, MD 21550, 4 beds, 3 baths

$615,000 Last sold price

4 beds3 baths2,280 sq ft

245 Santa Fe Trl, Oakland, MD 21550

(301) 387-4700

Viewing page 1 of 1

Average home prices near 21550, MD

Cities

Zip Codes

21550, MD real estate trends

$283K

Sale price

-36.5%
since last year

$199

Sale $/sq ft

-14.7%
since last year

Under list price

6.7%

Days on market

53.5

Down payment

—

Total homes sold

See more 21550, MD market insights

More to explore in 21550, MD

How to buy a house in 21550, MD

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Maryland

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Countries

United States

Canada

Updated January 2023: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, TITLE FORWARD, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

Rocket Mortgage is an affiliated business of Redfin. All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York. For additional information on Rocket Mortgage or to receive lending services in the State of New York, please visit RocketMortgage.com.

Rocket Mortgage, LLC, Rocket Homes Real Estate LLC, Rocket Card, LLC, RockLoans Marketplace LLC (doing business as Rocket Loans), and Rocket Money, Inc., are separate operating subsidiaries of Rocket Limited Partnership. Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company is a separate legal entity operated and managed through its own management and governance structure. Rocket Limited Partnership is an indirect, wholly owned subsidiary of Rocket Companies, Inc. (NYSE: RKT).

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.