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Start here

Homes for sale by state
Home buying tips
Before you start looking
The buying timeline

Afford it

Today's mortgage rates
Mortgage calculator
How much can I afford?
Get pre-approved

Make the deal

Writing a winning offer
Inspections & appraisals
Closing costs, itemized
Find a buyer's agent

Save search Advertise Sign In

Saved homes Saved searches Your tours Your inquiries Recently viewed Account settings

Safety & registry resources

Review official public-safety information for any area from these government sources:

U.S. Dept. of Justice National Sex Offender Public Website (NSOPW)
FBI: state sex-offender registry directory

Selling Options

What's my home worth?
Compare selling options
Get an instant cash offer
Buy before you sell

Resources

How selling works
When should I sell?
Home selling tips
Pricing your home
What's worth fixing first
Find a seller's agent

89 listings

Homes for Sale in 21550, MD

Homes for Sale in 21550, MD

24 of 89 Listings

Homes for Sale in 21550, MD

24 of 89 Listings

34Active

$449,000

3 bd · 2 ba · 2,160 sqft

482 Pergin Farm Rd, Oakland, MD

Laura C Newhall · Taylor-Made Deep Creek Sales

$444,700

4 bd · 4 ba · 1,585 sqft

333 Sloan Tract Rd, Oakland, MD

Debra A Beitzel · Long & Foster Real Estate, Inc.

$1,199,000

4 bd · 3 ba · 1,844 sqft

20698 Garrett Hwy, Oakland, MD

Elizabeth S Spiker Holcomb · Taylor-Made Deep Creek Sales

$920,000

3 bd · 2 ba · 1,152 sqft

184 Upper Penn Point Dr, Oakland, MD

Amy Webster Mangum · Railey Realty, Inc.

$399,900

3 bd · 2 ba · 1,464 sqft

1407 Broadford Rd, Oakland, MD

Laura C Newhall · Taylor-Made Deep Creek Sales

$899,900

5 bd · 6 ba · 3,160 sqft

395 Woodlands Hill Ln, Oakland, MD

Jonathan D Bell · Railey Realty, Inc.

$375,000

2 bd · 2 ba · 1,404 sqft

18948 Garrett Hwy, Oakland, MD

Daniel Patrick Duggan Sr. · 1 Real Estate Source LLC

$689,000

4 bd · 3 ba · 2,402 sqft

180 Paradise Ridge Rd, Oakland, MD

Brian P Homberg · Taylor-Made Deep Creek Sales

$3,950,000

8 bd · 10 ba · 6,486 sqft

1131 Lake Shore Dr, Oakland, MD

Elizabeth S Spiker Holcomb · Taylor-Made Deep Creek Sales

$799,000

5 bd · 4 ba · 3,480 sqft

18 Mountainside Ct, Oakland, MD

Justin D Liller · Railey Realty, Inc.

Price Reduced81Active

$2,150,000

5 bd · 4 ba · 4,200 sqft

59 Boyd Paugh Ln, Oakland, MD

James Calvin Matthews · Taylor-Made Deep Creek Sales

$225,000

1 bd · 1 ba · 0 sqft

565 Glendale Rd #213, Oakland, MD

Charlotte Savoy · The KW Collective

$460,000

5 bd · 2 ba · 2,860 sqft

5154 Maryland Hwy, Oakland, MD

Wilda Charlene Deremer Aburn · Coldwell Banker Home Town Realty

$399,000

3 bd · 2 ba · 1,456 sqft

181 Glotfelty Dr, Oakland, MD

Kathy L Gibson · Railey Realty, Inc.

$799,000

4 bd · 4 ba · 3,376 sqft

325 Markwood Dr, Oakland, MD

Jay L Ferguson · Taylor-Made Deep Creek Sales

$799,900

4 bd · 4 ba · 0 sqft

15 Byran Dr, Oakland, MD

Jonathan D Bell · Railey Realty, Inc.

Price Reduced43Active

$169,000

3 bd · 1 ba · 1,516 sqft

40 Sunshine, Oakland, MD

Danielle Luscombe · Taylor-Made Deep Creek Sales

$549,900

4 bd · 3 ba · 2,548 sqft

995 Betts Ln, Oakland, MD

Jay L Ferguson · Taylor-Made Deep Creek Sales

$269,900

2 bd · 2 ba · 1,400 sqft

5 Laurel Brook Dr #5, Oakland, MD

Jay L Ferguson · Taylor-Made Deep Creek Sales

$775,000

5 bd · 5 ba · 4,284 sqft

251 Robinwood Dr, Oakland, MD

Jay L Ferguson · Taylor-Made Deep Creek Sales

Price Reduced35Active

$174,900

2 bd · 1 ba · 2,008 sqft

206 W Liberty St, Oakland, MD

Nicole Jackson · Railey Realty, Inc.

Price Reduced63Active

$325,000

5 bd · 3 ba · 2,165 sqft

112 E Pennington St, Oakland, MD

Sheila L Howell · Lake Homes Realty, LLC

$365,000

5 bd · 3 ba · 2,652 sqft

615 E Oak St, Oakland, MD

Lucas Alan Muenchow · Railey Realty, Inc.

$259,900

3 bd · 2 ba · 1,998 sqft

102 N 3rd St, Oakland, MD

Kevin D Liller · Railey Realty, Inc.

1 2…4

L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

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Listing data & MLS disclosures

Bright MLS: The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Realty.com participates, and is provided by BRIGHT through a licensing agreement. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale.
Listing information ©2026 BRIGHT MLS®. All Rights Reserved, Information deemed reliable but not guaranteed. Data Last Updated: 2026-09-01 19:25:54 UTC

21550, MD Homes for Sale | Realty.com

Nearby areas

ZIP codes

21541 (82)
21561 (37)
21539 (13)
21536 (12)
21562 (11)
21531 (8)
21520 (5)
21521 (4)

Cities

Oakland (85)
Mc Henry (82)
Swanton (37)
Lonaconing (13)
Grantsville (12)
Westernport (11)
Friendsville (8)
Accident (5)