Pending Listings in 21550, MD

38 homes

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UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in 21550, MD:
This move in ready home has so much potential. Whether you are looking for your 1st home, a home with more space, or a home with rental potential. There are 4 beds and 1 bath on the main level with a large living room and kitchen, It has the beautiful hardwood floors, tons of natural light, and lots of storage including a pantry. Downstairs would be a perfect apartment or in law suit. It also has a living room, kitchen, bedroom and bathroom. This home won't last long at this price, so make a showing today!

$120,000

5 beds2 baths2,084 sq ft

204 E St, Oakland, MD 21550

0.28 acre lot • Car-dependent

(866) 525-3466

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in 21550, MD:
Inviting Country 3-Bedroom Traditional Farmhouse. This updated farmhouse offers a perfect mix of character and modern upgrades. Featuring 3 bedrooms, a bright sun porch, and a detached 2-car garage, the home is designed for both comfort and convenience. Enjoy outdoor living with a fenced-in yard, back deck, and peaceful valley views. The location is ideal—just minutes from town and shopping. Recent improvements include: LVT flooring & carpet, updated stove/range, metal roof and gutters, replacement windows. Full of farmhouse charm and move-in ready. Call now for your private tour!

$179,900

3 beds1 bath1,322 sq ft

627 Hamill St, Oakland, MD 21550

9,147 sq ft lot • 2 garage spots • Car-dependent

(301) 387-2000

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in 21550, MD:
Three bedroom/one bath home, with a level, fenced in yard. Large kitchen/dining area, large living room, three bedrooms and a full bathroom/laundry room, all on one level. In addition to the fenced in yard, there is also a new storage shed in the back yard, which will convey.

$195,000

3 beds1 bath1,204 sq ft

210 Seneca Ave, Oakland, MD 21550

6,969 sq ft lot • Car-dependent

(301) 259-1119

UNDER CONTRACT3D WALKTHROUGH

ABOUT THIS HOME
Pending Listing in 21550, MD:
A magnificent waterfront retreat in The Reserve at Holy Cross on the shores of Deep Creek Lake, representing the pinnacle of lake life living. This incomparable estate captures the essence of refined waterfront with a private dock, expansive outdoor entertaining spaces, and tranquil lakeside ambiance. Featuring 7 total bedrooms, 5 of which are en-suites, this home was thoughtfully designed with privacy, comfort, and flexibility in mind. Nature and luxury converge in perfect harmony with beautifully landscaped grounds creating an unmatched backdrop for lakefront gatherings, comfort and peace of mind.

$3,600,000

7 beds6.5 baths5,681 sq ft

870 Holy Cross Dr, Oakland, MD 21550

1.32 acre lot • $167 HOA • 3 garage spots

(301) 387-2000

UNDER CONTRACT

$229,000

3 beds1 bath1,056 sq ft

1136 Black Oak Dr, Oakland, MD 21550

0.94 acre lot • $50 HOA • 2 garage spots

(301) 387-4700

Property at 50 Village Dr #7, Oakland, MD 21550, 2 beds, 2 baths

$459,000

2 beds2 baths1,008 sq ft

50 Village Dr #7, Oakland, MD 21550

(301) 387-2000

Property at 1989 Lake Shore Dr, Oakland, MD 21550, 4 beds, 3.5 baths

$1,499,000

4 beds3.5 baths3,008 sq ft

1989 Lake Shore Dr, Oakland, MD 21550

(301) 387-2000

Property at 128 Big Bass Dr, Oakland, MD 21550, 5 beds, 3.5 baths

$1,500,000

5 beds3.5 baths4,305 sq ft

128 Big Bass Dr, Oakland, MD 21550

(301) 387-2000

Property at 1567 Pergin Farm Rd, Oakland, MD 21550, 5 beds, 3.5 baths

$1,749,000

5 beds3.5 baths3,200 sq ft

1567 Pergin Farm Rd, Oakland, MD 21550

(301) 387-2000

Property at 272 Mccomas Beach Ter, Oakland, MD 21550, 5 beds, 3.5 baths

$1,589,000

5 beds3.5 baths2,448 sq ft

272 Mccomas Beach Ter, Oakland, MD 21550

(301) 387-2000

Property at 104 G St, Oakland, MD 21550, 3 beds, 2 baths

$229,000

3 beds2 baths1,608 sq ft

104 G St, Oakland, MD 21550

(301) 259-1119

Property at 150 Greenbrier Dr, Mc Henry, MD 21541, 5 beds, 5.5 baths

$899,900

5 beds5.5 baths4,345 sq ft

150 Greenbrier Dr, Mc Henry, MD 21541

(301) 387-4700

Property at 72 Cliff Dr, Oakland, MD 21550, 3 beds, 2 baths

$585,000

3 beds2 baths2,176 sq ft

72 Cliff Dr, Oakland, MD 21550

(301) 387-2000

Property at 105 Main St, Oakland, MD 21550, 3 beds, 1.5 baths

$140,000

3 beds1.5 baths1,466 sq ft

105 Main St, Oakland, MD 21550

(301) 387-4700

Property at 36 Jeffrey Ln Unit 6A, Oakland, MD 21550, 2 beds, 1 bath

$260,000

2 beds1 bath520 sq ft

36 Jeffrey Ln Unit 6A, Oakland, MD 21550

(866) 525-3466

Property at 202 Penelacre Ln, Oakland, MD 21550, 3 beds, 2 baths

$1,199,000

3 beds2 baths1,648 sq ft

202 Penelacre Ln, Oakland, MD 21550

(301) 387-2000

Property at 16 Silver Ridge Ct Unit 41/2, Oakland, MD 21550, 4 beds, 3 baths

$589,000

4 beds3 baths2,700 sq ft

16 Silver Ridge Ct Unit 41/2, Oakland, MD 21550

(301) 387-2000

Property at 56 Bee Tree Ln, Oakland, MD 21550, 6 beds, 7.5 baths

$2,845,000

6 beds7.5 baths5,100 sq ft

56 Bee Tree Ln, Oakland, MD 21550

(301) 387-2000

Property at 1931 Lake Shore Dr, Oakland, MD 21550, 5 beds, 5.5 baths

$3,489,000

5 beds5.5 baths5,100 sq ft

1931 Lake Shore Dr, Oakland, MD 21550

(301) 387-2000

Property at 36 Ridgewood Dr, Oakland, MD 21550, 3 beds, 3.5 baths

$525,000

3 beds3.5 baths1,713 sq ft

36 Ridgewood Dr, Oakland, MD 21550

(301) 387-2000

Property at 1056 Sunrise Dr, Oakland, MD 21550, 4 beds, 2.5 baths

$295,000

4 beds2.5 baths1,528 sq ft

1056 Sunrise Dr, Oakland, MD 21550

(301) 387-2000

Property at 1720 Pysell Crosscut Rd, Oakland, MD 21550, 5 beds, 5.5 baths

$999,999

5 beds5.5 baths8,000 sq ft

1720 Pysell Crosscut Rd, Oakland, MD 21550

(301) 387-4700

Property at 473 Cumberland Rd, Oakland, MD 21550, 3 beds, 2 baths

$315,000

3 beds2 baths1,389 sq ft

473 Cumberland Rd, Oakland, MD 21550

(410) 486-4504

Property at 19 Pheasant Run Rd, Oakland, MD 21550

$57,000

— beds— baths— sq ft

19 Pheasant Run Rd, Oakland, MD 21550

(301) 387-2000

Property at 20160 Garrett Hwy Unit F501-701, Oakland, MD 21550, 3 beds, 2 baths

$575,000

3 beds2 baths1,700 sq ft

20160 Garrett Hwy Unit F501-701, Oakland, MD 21550

(301) 387-2000

Property at 445 Dennett Rd, Oakland, MD 21550, 3 beds, 1 bath

$315,000

3 beds1 bath1,410 sq ft

445 Dennett Rd, Oakland, MD 21550

(301) 387-2000

Property at 11 Sunset Dr, Oakland, MD 21550, 3 beds, 2 baths

$299,000

3 beds2 baths1,400 sq ft

11 Sunset Dr, Oakland, MD 21550

(301) 387-4700

Property at 501 Christophers Way, Oakland, MD 21550, 3 beds, 2 baths

$229,000

3 beds2 baths1,617 sq ft

501 Christophers Way, Oakland, MD 21550

(301) 387-4700

Property at 939 Glendale Rd #19, Oakland, MD 21550, 3 beds, 2 baths

$765,000

3 beds2 baths1,432 sq ft

939 Glendale Rd #19, Oakland, MD 21550

(410) 241-3725

Property at 2463 Mayhew Inn Rd, Oakland, MD 21550, 6 beds, 5.5 baths

$2,199,900

6 beds5.5 baths5,389 sq ft

2463 Mayhew Inn Rd, Oakland, MD 21550

(301) 387-2000

Property at 20160 Garrett Hwy Unit D308/408, Oakland, MD 21550, 2 beds, 2 baths

$485,000

2 beds2 baths1,325 sq ft

20160 Garrett Hwy Unit D308/408, Oakland, MD 21550

(301) 387-2000

Property at 102 Mountainview Ct, Oakland, MD 21550, 7 beds, 4.5 baths

$900,000

7 beds4.5 baths5,376 sq ft

102 Mountainview Ct, Oakland, MD 21550

(301) 387-2000

Property at 62 Middleton Rd, Oakland, MD 21550, 3 beds, 2.5 baths

$789,000

3 beds2.5 baths2,397 sq ft

62 Middleton Rd, Oakland, MD 21550

(301) 387-2000

Property at 1674 Paradise Point Rd, Oakland, MD 21550, 4 beds, 2.5 baths

$1,599,900

4 beds2.5 baths2,340 sq ft

1674 Paradise Point Rd, Oakland, MD 21550

(301) 387-2000

Property at Sam Snead Cir #1, Oakland, MD 21550, 3 beds, 2 baths

$425,000

3 beds2 baths1,500 sq ft

Sam Snead Cir #1, Oakland, MD 21550

(301) 387-4700

Property at Lots 57 & 58 Black Oak Dr, Oakland, MD 21550

$18,000

— beds— baths— sq ft

Lots 57 & 58 Black Oak Dr, Oakland, MD 21550

(301) 387-2000

Property at Lots 59 & 60 Cedar Ln, Oakland, MD 21550

$18,000

— beds— baths— sq ft

Lots 59 & 60 Cedar Ln, Oakland, MD 21550

(301) 387-2000

Property at 13209 Garrett Hwy, Oakland, MD 21550

$649,000

— beds— baths— sq ft

13209 Garrett Hwy, Oakland, MD 21550

(301) 387-2000

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Pending Listings in 21550

There are currently 38 pending listings for sale in 21550 at a median listing price of $529K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in 21550 stay on the market for 114 days. This map is refreshed with the newest listings in 21550 every 15 minutes.

In the past month, 33 homes have been sold in 21550. In addition to houses in 21550, there were also 13 condos, 13 townhouses, and 1 multi-family unit for sale in 21550 last month. Find your dream home in 21550 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 21550 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in 21550. If you're looking to sell your home in the 21550 area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 21550 with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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