21550, MD homes for sale & real estate

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ABOUT THIS HOME
21550, MD Homes for Sale
Your Deep Creek Lake escape is ready. This classic log home sits on 1.04 private, wooded acres off Lake Shore Drive, so you get mountain quiet with the lake, marinas, dining and Wisp Resort just minutes away. It has 4 bedrooms and 4 full plus 1 half baths, and the newly finished lower level adds a bedroom, a full bath, and flexible living space. Use it as a guest suite, a game room, or extra sleeping space for a growing vacation-rental plan. Upstairs, warm wood interiors and an open main living area deliver the true cabin feel. A rare bonus at the lake: the detached two-car garage has room for boats, jet skis, ATVs and snow gear. Above it, a nearly finished upper level is ready for your fin

$729,900

4 beds3.5 baths2,118 sq ft

1194 Lake Shore Dr, Oakland, MD 21550

Huge driveway • Private wooded acres • 1.04 acre lot

(443) 968-9595

ABOUT THIS HOME
21550, MD Homes for Sale
CLOSE TO DEEP CREEK LAKE! Discover the charm of this delightful ranch-style home nestled in the serene MT Lake Park community. Built in 1993, this well-maintained and recently updated home offers plenty of comfortable living space, featuring 2 spacious bedrooms and 2 full bathrooms, perfect for relaxation and privacy. The inviting layout seamlessly connects the living areas, creating an ideal setting for gatherings or quiet evenings at home. Enjoy the convenience of an attached garage and a generous 0.27-acre lot, providing ample outdoor space for gardening, play, or simply unwinding in nature. The durable frame and vinyl siding ensure low maintenance, allowing you to focus on what truly ma

$209,900

2 beds2 baths1,386 sq ft

123 B St, Oakland, MD 21550

0.27 acre lot • Garage • Built 1993

(410) 547-1116

COMING SOON

ABOUT THIS HOME
21550, MD Homes for Sale
Escape to your own private retreat in the woods! Tucked away on 10.52 wooded acres just off Mayhew Inn Road, this charming rustic cabin offers seclusion, natural beauty, and convenience. Surrounded by towering trees and peaceful woodland, the property features a cozy 1-bedroom, 1-bath cabin, a spacious two-car garage with an apartment above, and a large storage shed for all your outdoor equipment, tools, and toys. Whether you're looking for a hunting getaway, a weekend escape, or a blank canvas to create your own off-grid oasis, this property is full of possibilities. Multiple heating sources and two water sources, including a well and gravity spring-fed supply, add to its versatility and r

$259,000

1 bed1 bath732 sq ft

696 Mayhew Inn Rd, Oakland, MD 21550

Wooded acres • Two-car garage • Large storage shed

(301) 387-4700

SHORT SALE

ABOUT THIS HOME
21550, MD Homes for Sale
This charming 3-bedroom, 1-bathroom ranch-style home in the desirable Oakland Sang Run Rd area near the Youghiogheny River offers a blend of modern upgrades and classic appeal. Recently renovated in 2022, the interior features an open floor plan with luxury vinyl tile flooring, built-ins, and a gourmet kitchen equipped with stainless steel appliances and upgraded countertops. Enjoy the convenience of main floor laundry and double-pane windows for energy efficiency. Set on a generous 4.88-acre lot, the exterior includes an outbuilding and a wood/metal shed, perfect for storage or hobbies. The property provides ample driveway parking and a serene outdoor space for relaxation. Located in a vib

$195,000

3 beds1 bath1,382 sq ft

2918 Oakland Sang Run Rd, Oakland, MD 21550

4.88 acre lot • Built 1967

(301) 387-2000

ABOUT THIS HOME
21550, MD Homes for Sale
Consider this 4+ bedroom, 2 bath home with 2 car garage and over 2 acres of property with plenty of potential and no zoning restrictions. With just under 2,000 square feet of main living area space and approximately 1,000 square feet of partially finished basement living space, you'll have all the room you need. The property also includes covered front and rear porches and 2 storage sheds. Located in Deer Park public water, sewer and weekly trash pick up/.

$297,500

4 beds2 baths2,704 sq ft

279 Church St, Deer Park, MD 21550

2 storage sheds • 2.22 acre lot • 2 garage spots

(301) 387-2000

Property at 94 Grand Estates Dr, Mc Henry, MD 21541, 6 beds, 5.5 baths

$2,250,000

6 beds5.5 baths8,137 sq ft

94 Grand Estates Dr, Mc Henry, MD 21541

(866) 525-3466

Property at 619 Hotel Rd, Deer Park, MD 21550, 1 bed, 1.5 baths

$155,000

1 bed1.5 baths1,536 sq ft

619 Hotel Rd, Deer Park, MD 21550

(301) 387-2000

Property at 161 Marys Ln, Deer Park, MD 21550, 3 beds, 3 baths

$619,000

3 beds3 baths1,620 sq ft

161 Marys Ln, Deer Park, MD 21550

(304) 241-7500

Property at 17 Fern Loop, Mc Henry, MD 21541

$99,900

Land0.63 acre (lot)

17 Fern Loop, Mc Henry, MD 21541

(301) 387-2000

Property at 142 Allan Dr, Oakland, MD 21550

$349,000

Land20.90 acres (lot)

142 Allan Dr, Oakland, MD 21550

(804) 656-5007

Property at Lot 62 Doe Dr, Oakland, MD 21550

$59,000

Land1.17 acres (lot)

Lot 62 Doe Dr, Oakland, MD 21550

(301) 387-2000

Property at 2504 Boiling Spring Rd, Oakland, MD 21550

$420,000

Land41.87 acres (lot)

2504 Boiling Spring Rd, Oakland, MD 21550

(217) 285-9000

Property at Lot 1 Betts Ln, Oakland, MD 21550

$79,000

Land8.68 acres (lot)

Lot 1 Betts Ln, Oakland, MD 21550

(301) 387-2000

Property at 143 Church St, Deer Park, MD 21550, 1 bath

$80,000

Land1.46 acres (lot)

143 Church St, Deer Park, MD 21550

(217) 285-9000

Property at Warnick Way, Oakland, MD 21550

$34,900

Land0.96 acre (lot)

Warnick Way, Oakland, MD 21550

(301) 387-2000

Property at Fawn Dr, 14, West Oakland, MD 21550

$23,000

Land0.96 acre (lot)

Fawn Dr, 14, West Oakland, MD 21550

(301) 387-4700

Property at 793 Fox Tail Rd, Oakland, MD 21550

$52,000

Land0.94 acre (lot)

793 Fox Tail Rd, Oakland, MD 21550

(301) 387-2000

Property at Lot 18 Laurel Ct, Oakland, MD 21550

$85,000

Land1.08 acres (lot)

Lot 18 Laurel Ct, Oakland, MD 21550

(301) 387-2000

$7,500

Land0.93 acre (lot)

Cedar Ln, Oakland, MD 21550

(301) 387-2000

Property at Old Possum Rd, Oakland, MD 21550

$7,500

Land1.25 acres (lot)

Old Possum Rd, Oakland, MD 21550

(301) 387-2000

Property at W Big Piney Dr, 6, Sang Run, MD 21550

$7,500

Land1.03 acres (lot)

W Big Piney Dr, 6, Sang Run, MD 21550

(301) 387-2000

Property at Robinwood Dr #9, Oakland, MD 21550

$175,000

Land3.46 acres (lot)

Robinwood Dr #9, Oakland, MD 21550

(301) 387-4700

Property at Black Oak Dr, Oakland, MD 21550

$4,500

Land0.47 acre (lot)

Black Oak Dr, Oakland, MD 21550

(301) 387-2000

Property at 2560 Bray School Rd, Oakland, MD 21550

$230,000

Land7.72 acres (lot)

2560 Bray School Rd, Oakland, MD 21550

(301) 387-2000

Property at Lot 4 Hunters Ridge Dr, 10, Deer Park, MD 21550

$65,000

Land4.91 acres (lot)

Lot 4 Hunters Ridge Dr, 10, Deer Park, MD 21550

(301) 387-4700

Property at Sanders Ln, Oakland, MD 21550

$150,000

Land21.46 acres (lot)

Sanders Ln, Oakland, MD 21550

(301) 387-2000

Property at Red Run Heights Rd, Oakland, MD 21550

$44,900

Land1.15 acres (lot)

Red Run Heights Rd, Oakland, MD 21550

(301) 387-2000

Property at Lot 8 Stool Rock Rd, Oakland, MD 21550

$10,000

Land0.46 acre (lot)

Lot 8 Stool Rock Rd, Oakland, MD 21550

(301) 387-2000

Property at 0 Gnegy Church Rd, Oakland, MD 21550, 1 bath

$706,035

Land256.74 acres (lot)

0 Gnegy Church Rd, Oakland, MD 21550

(217) 285-9000

Property at Robinwood Dr #13, Oakland, MD 21550

$99,000

Land1.84 acres (lot)

Robinwood Dr #13, Oakland, MD 21550

(301) 387-4700

Property at 000 Coffee Pot Rd, Gypsum, CO 81637

$15,000,000

Land2,017.70 acre (lot)

000 Coffee Pot Rd, Gypsum, CO 81637

Property at Lot 7 Heron Cv, Oakland, MD 21550

$489,900

Land1.50 acres (lot)

Lot 7 Heron Cv, Oakland, MD 21550

(301) 387-4700

Property at Lot 40 Dogwood Dr, Oakland, MD 21550

$4,500

Land0.47 acre (lot)

Lot 40 Dogwood Dr, Oakland, MD 21550

(301) 387-2000

Property at Grey Squirrel Rd, Oakland, MD 21550

$36,000

Land3.46 acres (lot)

Grey Squirrel Rd, Oakland, MD 21550

(301) 387-4700

Property at 15.75 Acres Bethlehem Rd, Oakland, MD 21550, 1 bath

$89,900

Land15.75 acres (lot)

15.75 Acres Bethlehem Rd, Oakland, MD 21550

(301) 387-2000

Property at Lot 21 Green Jacket Ct, Mc Henry, MD 21541

$100,000

Land0.49 acre (lot)

Lot 21 Green Jacket Ct, Mc Henry, MD 21541

(443) 574-1600

Property at Yough View Dr, Oakland, MD 21550

$40,000

Land2.43 acres (lot)

Yough View Dr, Oakland, MD 21550

(301) 387-2000

Property at 5 Acres Lake Shore Dr, Oakland, MD 21550

$250,000

Land5.00 acres (lot)

5 Acres Lake Shore Dr, Oakland, MD 21550

(301) 387-4700

Property at Lot 24 Eastview Pl, Oakland, MD 21550

$30,000

Land1.01 acres (lot)

Lot 24 Eastview Pl, Oakland, MD 21550

(301) 387-2000

Property at 8760 Oakland Sang Run Rd, Oakland, MD 21550

$79,500

Land2.53 acres (lot)

8760 Oakland Sang Run Rd, Oakland, MD 21550

(301) 387-2000

Property at Glendale Rd Lot 12 Alpine Village Subdivision, Oakland, MD 21550

$975,000

Land0.58 acre (lot)

Glendale Rd Lot 12 Alpine Village Subdivision, Oakland, MD 21550

(301) 387-2000

Viewing page 3 of 5

Average home prices near 21550, MD

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21550, MD real estate trends

All Home Types trends in 21550, MD

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$369,891

-1.4% YoY | Sep 2026

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Sep 2026

Growth

% YoY

21550, MD

$369,891

-1.4%

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