Homes for Sale in Oakland, MD

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1-41 of 177 Homes
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$279,000 | 277 Cheeks Lane, Oakland, MD 21550
1/37

$279,000

3
Bedrooms
1,148
Square Feet
2
Acres

277 Cheeks Lane, Oakland, MD 21550

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$400,000 | 2967 Pysell Crosscut Road, Oakland, MD 21550
1/64

$400,000

2
Bedrooms
1,800
Square Feet
2.07
Acres

2967 Pysell Crosscut Road, Oakland, MD 21550

$340,000 | 254 Little Mountain Road, Oakland, MD 21550
1/53
New

$340,000

4
Bedrooms
1,792
Square Feet
4.96
Acres

254 Little Mountain Road, Oakland, MD 21550

$415,000 | 1499 Foster Road, Oakland, MD 21550
1/64

$415,000

4
Bedrooms
2,234
Square Feet
1.17
Acres

1499 Foster Road, Oakland, MD 21550

$220,000 | 1256 Boiling Spring Road, Oakland, MD 21550
1/43

$220,000

3
Bedrooms
1,456
Square Feet
1.72
Acres

1256 Boiling Spring Road, Oakland, MD 21550

$1,029,900 | 178 Fern Loop, Oakland, MD 21550
1/84

$1,029,900

5
Bedrooms
3,670
Square Feet
0.63
Acres

178 Fern Loop, Oakland, MD 21550

$599,000 | 428 Sam Snead Circle, Oakland, MD 21550
1/86

$599,000

5
Bedrooms
3,542
Square Feet
0.71
Acres

428 Sam Snead Circle, Oakland, MD 21550

$434,900 | 511 Hill Top Road, Oakland, MD 21550
1/51
Virtual Tour

$434,900

4
Bedrooms
2,406
Square Feet
4.09
Acres

511 Hill Top Road, Oakland, MD 21550

$739,000 | 12 Arrowhead Lane, Unit 12, Oakland, MD 21550
1/59

$739,000

3
Bedrooms
1,650
Square Feet
Unavailable
Acres

12 Arrowhead Lane, Unit 12, Oakland, MD 21550

$369,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
0.47
Acres

8946 Oakland Sang Run Road, Oakland, MD 21550

$185,000 | Pysell Crosscut Road, Oakland, MD 21550
1/13

$185,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
1.35
Acres

Pysell Crosscut Road, Oakland, MD 21550

a front view of a house with garden
1/42

$245,000

2
Bedrooms
1,320
Square Feet
Unavailable
Acres

13 Laurel Brook Drive, Unit 13, Oakland, MD 21550

$1,579,900 | 2311 Boy Scout Road, Oakland, MD 21550
1/78

$1,579,900

4
Bedrooms
3,278
Square Feet
0.93
Acres

2311 Boy Scout Road, Oakland, MD 21550

$19,900 | Lot 18 Buck Drive, Oakland, MD 21550

$19,900

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
1.35
Acres

Lot 18 Buck Drive, Oakland, MD 21550

$42,000 | Maple Del Lane, Oakland, MD 21550
1/7

$42,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
1.05
Acres

Maple Del Lane, Oakland, MD 21550

a view of a yard
1/13

$115,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
0.50
Acres

6 Irwin Way, Oakland, MD 21550

$969,000 | 251 Robinwood Drive, Oakland, MD 21550
1/61

$969,000

5
Bedrooms
4,284
Square Feet
5.62
Acres

251 Robinwood Drive, Oakland, MD 21550

$1,200,000 | 122 Woodlands Hill Lane, Oakland, MD 21550
1/54

$1,200,000

4
Bedrooms
2,656
Square Feet
6.89
Acres

122 Woodlands Hill Lane, Oakland, MD 21550

$379,500 | 20160 Garrett Highway, Unit C307, Oakland, MD 21550
1/49

$379,500

1
Bedrooms
636
Square Feet

20160 Garrett Highway, Unit C307, Oakland, MD 21550

an aerial view of multiple houses with a yard
1/32

$249,900

2
Bedrooms
772
Square Feet

565 Glendale Road, Unit 306, Oakland, MD 21550

a kitchen with stainless steel appliances granite countertop a stove and a refrigerator
1/34

$399,900

2
Bedrooms
887
Square Feet

565 Glendale Road, Unit 303B, Oakland, MD 21550

a view of a small house in front of a yard with plants and large trees
1/31

$224,900

1
Bedrooms
Unavailable
Square Feet
1.14
Acres

206 Mayhew Inn Road, Oakland, MD 21550

a view of a patio with table and chairs with wooden floor and fence
1/75

$349,900

4
Bedrooms
3,352
Square Feet
0.65
Acres

2448 Birchwood Drive, Oakland, MD 21550

a view of a yard with wooden fence
1/24

$419,000

2
Bedrooms
700
Square Feet
0.24
Acres

560 Glendale Road, Oakland, MD 21550

a front view of a house with a yard table and chairs
1/75

$899,000

3
Bedrooms
2,912
Square Feet
0.65
Acres

75 Fern Loop, Oakland, MD 21550

a view of a house with backyard porch and sitting area
1/43

$2,499,900

4
Bedrooms
2,190
Square Feet
327.72
Acres

83 Bethlehem Road, Oakland, MD 21550

a backyard of a house with lots of green space
1/17

$19,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
0.49
Acres

6 Cedar Lane, Oakland, MD 21550

a view of a house with roof deck
1/56
Virtual Tour

$745,000

5
Bedrooms
2,640
Square Feet
0.16
Acres

638 Glendale Road, Oakland, MD 21550

a view of a yard
1/19

$74,900

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
0.44
Acres

39 Greenstone Way, Oakland, MD 21550

an aerial view of a city
1/21

$49,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
1.01
Acres

Lot 24 Eastview Place, Oakland, MD 21550

$250,000 | 6.89 Acres Woodlands Hill Dr Drive, Oakland, MD 21550
1/4

$250,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
6.89
Acres

6.89 Acres Woodlands Hill Dr Drive, Oakland, MD 21550

an aerial view of residential houses with outdoor space
1/19

$89,900

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
1
Acres

36 Fern Loop, Oakland, MD 21550

an aerial view of a house with a yard
1/99

$1,495,000

4
Bedrooms
3,472
Square Feet
7.68
Acres

211 High Point Ridge Road, Oakland, MD 21550

a view of a sign board in a yard
1/24

$49,900

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
1.15
Acres

Red Run Heights Road, Oakland, MD 21550

$1,689,000 | 670 Woodlands Hill Lane, Oakland, MD 21550
1/72

$1,689,000

5
Bedrooms
3,714
Square Feet
1.95
Acres

670 Woodlands Hill Lane, Oakland, MD 21550

a backyard of a house with lots of trees
1/2

$200,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
3.15
Acres

3.15 Woodlands Hill Lane, Oakland, MD 21550

a view of a city & street with a building in the background
1/69
Virtual Tour

$899,900

4
Bedrooms
3,185
Square Feet
9.72
Acres

113 Jubb Meadows Lane, Oakland, MD 21550

an aerial view of a house
1/30

$169,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
9.75
Acres

9.75-ac Dennett Road, Oakland, MD 21550

a backyard of a house with lots of trees
1/2

$250,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
5
Acres

5 Lake Shore Drive, Oakland, MD 21550

a view of a swimming pool with an outdoor space
1/13

$95,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
2.08
Acres

Lot 9 Woodlands Hill Lane, Oakland, MD 21550

a view of a city
1/13

$95,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
2.6
Acres

Lot 10 Woodlands Hill Lane, Oakland, MD 21550

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