Oakland, MD homes for sale & real estate

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NEW 26 HRS AGO

98 Bear Run Rd, Oakland, MD 21550
98 Bear Run Rd, Oakland, MD 21550
98 Bear Run Rd, Oakland, MD 21550
ABOUT THIS HOME
Oakland, MD Homes for Sale
TIRED OF CITY LIVING? ENJOY PLENTY OF ROOM TO ROAM ON THIS 2 ACRE TRACT WHICH INCLUDES A “FULLY FURNISHED” (26’ X 42’) 3 BR, 2 BA RANCHER (D-WIDE) W VINYL SIDING, SHINGLE ROOF, LGE COVERED FRONT PORCH, REAR ENCLOSED PORCH, CONCRETE BLOCK FOUNDATION AND 8-10 GRAVEL PARKING AREA. INTERIOR OFFERS A SPACIOUS LIV RM W CEILING FAN/LIGHT, W-W CARPET & PANEL WALLS. EAT-IN KIT W ALL APPLIANCES, TABLE & CHAIRS, OAK CABS, PANTRY, UTLITY AREA & LINOLEUM FLOORS. 3 BRS WITH W-W CARPETING, DEEP CLOSETS & ATTRACTIVE WALL PANELS. 2 FULL BATHS: (1ST BATH) NEW TUB-SHOWER COMBO, VANITY & VINYL FLOORING. (2ND BATH) GARDEN TUB, SEP ROOM W 6’ VANITY &am

$268,900

3 beds2 baths1,080 sq ft

98 Bear Run Rd, Oakland, MD 21550

2 acre lot • Car-dependent

(304) 788-5540

NEW 26 HRS AGO

4643 Oakland Sang Run Rd, Oakland, MD 21550
4643 Oakland Sang Run Rd, Oakland, MD 21550
4643 Oakland Sang Run Rd, Oakland, MD 21550
ABOUT THIS HOME
Oakland, MD Homes for Sale
Set between Oakland and Deep Creek, this main-level ranch runs new granite, black stainless, six-burner gas, and dual-ice fridge. Baths are tiled with updated vanities and floors. Plank flooring throughout. Basement is unfinished with storage, laundry, walkout, and room to expand. Heat pump with electric backup and central air. Vinyl siding, newer roof, wraparound deck. Extra wooded lot next door included totaling almost 2 acres! Close to Swallow Falls and Yough access.

$195,264

2 beds2 baths864 sq ft

4643 Oakland Sang Run Rd, Oakland, MD 21550

1.99 acre lot • Car-dependent

(301) 387-2000

NEW 27 HRS AGO

135 Jeffrey Ln Unit 19D, Oakland, MD 21550
135 Jeffrey Ln Unit 19D, Oakland, MD 21550
135 Jeffrey Ln Unit 19D, Oakland, MD 21550
ABOUT THIS HOME
Oakland, MD Homes for Sale
Wonderful lake view condo right in the heart of Deep Creek Lake! It is truly hard to beat this location as you are so close to many of the areas favorite restaurants, bars, shopping and more! Less than 5 miles to Wisp Resort as well! Enjoy being able to take advanatage of everything Deep Creek Lake and Mountain Maryland has to offer in this excellently maintained condo that is ready for you! Recent improvements include installation of a new roof and mini split units to keep you cool and comfortable. Don't miss out on the terrific oppourtunity! Schedule your tour today!

$325,000

2 beds2 baths1,200 sq ft

135 Jeffrey Ln Unit 19D, Oakland, MD 21550

$320 HOA • Car-dependent

(301) 387-4700

565 Glendale Rd #116, Oakland, MD 21550
565 Glendale Rd #116, Oakland, MD 21550
565 Glendale Rd #116, Oakland, MD 21550
ABOUT THIS HOME
Oakland, MD Homes for Sale
Don't miss this rare opportunity to own a beautifully updated 1-bedroom unit at Silver Tree Suites on Deep Creek Lake! This turn-key condo features recent upgrades and is being sold fully furnished, making it perfect as a vacation getaway or income-generating rental. The unit boasts a solid rental history, offering immediate investment potential. Enjoy access to a wide range of on-site amenities, including a fitness center, sauna, laundry facilities, and general lake access. Located just steps from the popular Dutch’s at Silver Tree restaurant and the Harbor Bar, you’ll love the convenience and charm of this premier location. Whether you’re looking for a cozy retreat or a

$179,000

1 bed1 bath484 sq ft

565 Glendale Rd #116, Oakland, MD 21550

$534 HOA • Car-dependent

(301) 387-2000

5202 Hutton Rd, Oakland, MD 21550
5202 Hutton Rd, Oakland, MD 21550
5202 Hutton Rd, Oakland, MD 21550
ABOUT THIS HOME
Oakland, MD Homes for Sale
Charming ranch-style home offering 3 bedrooms, 1 full bath, and loads of potential! This one-level home sits on over 12 beautiful acres, providing plenty of space for outdoor activities, gardening, or even future expansion. The attached garage adds convenience, and the layout makes for easy, comfortable living. While the home does need some TLC, it’s priced to sell and perfect for those looking to build equity or invest in a peaceful country retreat. Located just minutes from the town of Oakland, MD, you’ll enjoy small-town charm with nearby shopping, dining, and local events. Plus, Deep Creek Lake is only a 15–20 minute drive away—ideal for weekend getaways, water s

$259,000

3 beds1 bath1,199 sq ft

5202 Hutton Rd, Oakland, MD 21550

12.16 acre lot • 2 garage spots • Car-dependent

(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 197-/209 Black Angus Dr, Oakland, MD 21550, 5 beds, 3.5 baths

$3,890,000

5 beds3.5 baths4,156 sq ft

197-/209 Black Angus Dr, Oakland, MD 21550

(301) 387-2000

Property at 415 Nazelrod Rd, Oakland, MD 21550, 4 beds, 5 baths

$3,249,000

4 beds5 baths4,680 sq ft

415 Nazelrod Rd, Oakland, MD 21550

(301) 387-2000

Property at 620 Crosby Dr, Oakland, MD 21550, 4 beds, 3.5 baths

$555,000

4 beds3.5 baths2,850 sq ft

620 Crosby Dr, Oakland, MD 21550

(301) 387-4700

Property at 502 E Oak St, Oakland, MD 21550, 3 beds, 2 baths

$249,000

3 beds2 baths1,680 sq ft

502 E Oak St, Oakland, MD 21550

(301) 387-2000

Property at 1875 Pysell Crosscut Rd, Oakland, MD 21550, 5 beds, 5 baths

$835,000

5 beds5 baths3,664 sq ft

1875 Pysell Crosscut Rd, Oakland, MD 21550

(301) 387-4700

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

$785,000

3 beds2 baths1,432 sq ft

939 Glendale Rd #19, Oakland, MD 21550

(410) 241-3725

Property at 421 Penn Cove Rd, Oakland, MD 21550, 4 beds, 3.5 baths

$1,599,000

4 beds3.5 baths4,284 sq ft

421 Penn Cove Rd, Oakland, MD 21550

(301) 387-2000

Property at 20160 Garrett Hwy Unit G509, Oakland, MD 21550, 2 beds, 1 bath

$399,900

2 beds1 bath640 sq ft

20160 Garrett Hwy Unit G509, Oakland, MD 21550

(301) 387-4700

Property at 198 Grandview Dr, Oakland, MD 21550, 3 beds, 3 baths

$825,000

3 beds3 baths2,744 sq ft

198 Grandview Dr, Oakland, MD 21550

(410) 224-4400

Property at 20160 Garrett Hwy Unit D310, Oakland, MD 21550, 2 beds, 2 baths

$519,000

2 beds2 baths1,379 sq ft

20160 Garrett Hwy Unit D310, Oakland, MD 21550

(703) 831-6806

Property at 1260 Gnegy Church Rd, Oakland, MD 21550, 3 beds, 3 baths

$449,000

3 beds3 baths4,420 sq ft

1260 Gnegy Church Rd, Oakland, MD 21550

(301) 387-2000

Property at 1019 Lake Shore Dr, Oakland, MD 21550, 4 beds, 4.5 baths

$1,755,000

4 beds4.5 baths2,605 sq ft

1019 Lake Shore Dr, Oakland, MD 21550

(301) 387-2000

Property at 1570 Garrett Rd, Oakland, MD 21550, 3 beds, 1 bath

$300,000

3 beds1 bath1,408 sq ft

1570 Garrett Rd, Oakland, MD 21550

(301) 387-8300

Property at 60 Gorman St, Oakland, MD 21550, 2 beds, 1 bath

$115,000

2 beds1 bath1,488 sq ft

60 Gorman St, Oakland, MD 21550

(410) 740-7100

Property at 565 Glendale Rd Unit 106 B, Oakland, MD 21550, 1 bed, 1 bath

$299,900

1 bed1 bath— sq ft

565 Glendale Rd Unit 106 B, Oakland, MD 21550

(301) 387-2000

Property at 873 Paradise Hts, Oakland, MD 21550, 5 beds, 4 baths

$859,000

5 beds4 baths2,934 sq ft

873 Paradise Hts, Oakland, MD 21550

(301) 387-2000

Property at 94 Meadow Ct, Oakland, MD 21550, 3 beds, 4 baths

$698,500

3 beds4 baths2,460 sq ft

94 Meadow Ct, Oakland, MD 21550

(301) 387-4700

Property at 186 Thornberry Rd, Oakland, MD 21550, 5 beds, 3.5 baths

$995,000

5 beds3.5 baths2,347 sq ft

186 Thornberry Rd, Oakland, MD 21550

(301) 387-4700

Property at 126 Leo Friend Rd, Oakland, MD 21550, 4 beds, 3 baths

$529,900

4 beds3 baths2,235 sq ft

126 Leo Friend Rd, Oakland, MD 21550

(301) 387-2000

Property at 2805 Shady Dell Rd, Oakland, MD 21550, 4 beds, 2 baths

$234,900

4 beds2 baths1,456 sq ft

2805 Shady Dell Rd, Oakland, MD 21550

(301) 387-4700

Property at 163 Crestview Dr, Oakland, MD 21550, 3 beds, 2.5 baths

$335,000

3 beds2.5 baths1,416 sq ft

163 Crestview Dr, Oakland, MD 21550

(301) 387-2000

Property at 346 Skippers Point Rd, Oakland, MD 21550, 3 beds, 2 baths

$529,000

3 beds2 baths1,800 sq ft

346 Skippers Point Rd, Oakland, MD 21550

(301) 387-2000

Property at 17 Driftwood Ln, Oakland, MD 21550, 3 beds, 2 baths

$379,000

3 beds2 baths2,092 sq ft

17 Driftwood Ln, Oakland, MD 21550

(301) 387-2000

Property at 511 E Green St, Oakland, MD 21550, 4 beds, 2 baths

$309,000

4 beds2 baths1,880 sq ft

511 E Green St, Oakland, MD 21550

(301) 387-4700

Property at 19956 Garrett Hwy #6, Oakland, MD 21550, 4 beds, 4 baths

$1,349,000

4 beds4 baths3,000 sq ft

19956 Garrett Hwy #6, Oakland, MD 21550

(301) 387-2000

Property at 1737 King Wildesen Rd, Oakland, MD 21550, 3 beds, 2 baths

$299,900

3 beds2 baths1,736 sq ft

1737 King Wildesen Rd, Oakland, MD 21550

(301) 387-2000

Property at 170 Tannery Rd, Oakland, MD 21550, 3 beds, 2 baths

$209,000

3 beds2 baths1,850 sq ft

170 Tannery Rd, Oakland, MD 21550

(888) 400-2513

Property at 20160 Garrett Hwy Unit H708, Oakland, MD 21550, 1 bed, 1 bath

$300,000

1 bed1 bath550 sq ft

20160 Garrett Hwy Unit H708, Oakland, MD 21550

(443) 574-1600

Property at 20676 Garrett Hwy, Oakland, MD 21550, 5 beds, 4.5 baths

$1,499,950

5 beds4.5 baths2,280 sq ft

20676 Garrett Hwy, Oakland, MD 21550

(855) 885-4663

Property at 237 Glendale Rd, Oakland, MD 21550, 7 beds, 6.5 baths

$2,159,000

7 beds6.5 baths3,735 sq ft

237 Glendale Rd, Oakland, MD 21550

(301) 387-2000

Property at 333 Sloan Tract Rd, Oakland, MD 21550, 4 beds, 3.5 baths

$475,000

4 beds3.5 baths1,492 sq ft

333 Sloan Tract Rd, Oakland, MD 21550

(301) 387-4700

Property at 285 Winding Trail Ln Unit 10A, Oakland, MD 21550, 5 beds, 4.5 baths

$589,000

5 beds4.5 baths3,300 sq ft

285 Winding Trail Ln Unit 10A, Oakland, MD 21550

(301) 387-2000

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

$829,900

3 beds2.5 baths2,397 sq ft

62 Middleton Rd, Oakland, MD 21550

(301) 387-2000

Property at 590 S Blakeslee Rd, Oakland, MD 21550, 4 beds, 3.5 baths

$1,249,000

4 beds3.5 baths3,071 sq ft

590 S Blakeslee Rd, Oakland, MD 21550

(301) 387-4700

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

$249,000

3 beds2 baths1,617 sq ft

501 Christophers Way, Oakland, MD 21550

(301) 387-4700

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Average home prices near Oakland, MD

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$165,500
Mountain Lake Park homes for sale
$383,350

Zip Codes

21550 homes for sale
$529,000

Oakland, MD real estate trends

$560K

Sale price

+224.3%
since last year

$169

Sale $/sq ft

+56.5%
since last year

Under list price

5.6%

Days on market

Down payment

—

Total homes sold

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