Oakland MD FSBO Homes - Page 2 (185)

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We have homes for sale by owner in Oakland, MD. The median list price in Oakland, MD is $299,587 and the average price per square foot is $22,616.

Homes For Sale

$450,000

2 Bed
2.0 Bath

45 Village Drive #4, Oakland, MD

Nestled in the serene yellowstone village community, 45 village drive offers a fully furnished 2-bedroom,... Read More

Homes For Sale

$299,900

3 Bed
1 Bath
1,824 Sqft
37897 Sqft(Lot)

4012 Maryland Highway , Oakland, MD

Tucked back off the beaten path with room to breathe - this solid split-level sits on nearly an acre just 8... Read More

Pending

Homes For Sale

$125,000

4 Bed
1.5 Bath
1,860 Sqft
32670 Sqft(Lot)

81 Timber Lane , Oakland, MD

If you’re in the market for an affordable home, this could be the perfect option for you! located in crellin,... Read More

Homes For Sale

$249,900

3 Bed
2.5 Bath
2,480 Sqft
19602 Sqft(Lot)

600 Hope Avenue , Oakland, MD

3br, 2.5ba contemporary home in country club acres, adjacent to oakland golf course. abundant natural lighting... Read More

Active Under Contract

Vacant Land For Sale

$150,000

435,600 Sqft
435600 Sqft(Lot)

Lot #5 Swan Meadow Drive , Oakland, MD

Lot #5 swan meadows situated on 10 acres in the beautiful rolling hills of pleasant valley. perc approved with... Read More

Active Under Contract

Homes For Sale

$1,099,000

4 Bed
2 Bath
1,468 Sqft
52364 Sqft(Lot)

636 Paradise Heights , Oakland, MD

Lakefront stone cottage retreat at deep creek lake! welcome to your dream lakefront escape! nestled in a... Read More

Vacant Land For Sale

$175,000

132,627 Sqft
132627 Sqft(Lot)

132 &132A Tarn Drive , Oakland, MD

3+ acre lake access homesite in mountainside community lots 132 & 132a offer a rare opportunity to own 3.04... Read More

Coming Soon

Homes For Sale

$379,000

3 Bed
2.0 Bath
1,092 Sqft
31363 Sqft(Lot)

17 Driftwood Lane , Oakland, MD

Completely remodeled and ready for your next adventure—this 3-bedroom, 2-bath home in yough mountain resort is... Read More

Homes For Sale

$369,000

2 Bed
1 Bath

531 Glendale Road #B302, Oakland, MD

Experience effortless lakeside living at its finest in this spacious 2-bedroom, 1-bath unit in silver tree... Read More

Vacant Land For Sale

$165,000

564,102 Sqft
564102 Sqft(Lot)

Mayhew Inn Road , Oakland, MD

Almost 13 acres of beautiful land in the deep creek lake area. build your dream home or vacation rental... Read More

Homes For Sale

$269,500

3 Bed
2.0 Bath
1,600 Sqft
9148 Sqft(Lot)

315 Coolidge Avenue , Oakland, MD

Well maintained brick rancher located in the heart of oakland. this home offers a large kitchen open to the... Read More

Homes For Sale

$725,000

5 Bed
3.0 Bath
3,334 Sqft
366340 Sqft(Lot)

969 Hoyes Run Road , Oakland, MD

Tucked among towering pines and hardwoods, this fully turn key 5-bedroom log chalet blends natural beauty with... Read More

Homes For Sale

$615,000

2 Bed
2 Bath

939 Glendale Road #13, Oakland, MD

This is the perfect one level condo right on the lake!! just a few steps from your dock slip, and crazy amazing... Read More

Active Under Contract

Vacant Land For Sale

$150,000

435,600 Sqft
435600 Sqft(Lot)

Lot #7 Swan Meadow Dr. Drive , Oakland, MD

Lot #7 swan meadows situated on 10 acres in the beautiful rolling hills of pleasant valley. perc approved with... Read More

Active Under Contract

Homes For Sale

$299,900

3 Bed
2.0 Bath
1,736 Sqft
435600 Sqft(Lot)

1737 King Wildesen Road , Oakland, MD

Nestled on 10 secluded acres of serene woodland and open fields, this traditional cedar-sided home offers the... Read More

Active Under Contract

Vacant Land For Sale

$61,125

294,030 Sqft
294030 Sqft(Lot)

P/o Parcel 206 G. Swauger Rd. , Oakland, MD

6.75 acres farmland part of parcel 206 g. swauger rd. in pleasant valley. survey pending.

Homes For Sale

$569,900

4 Bed
3.5 Bath
2,422 Sqft

131 Rock Ridge Lane #12, Oakland, MD

Craftsman-style home in the much sought after silver ridge community. once you enter, you'll find a lovely great... Read More

Homes For Sale

$449,000

2 Bed
1.0 Bath

565 Glendale Road #303B, Oakland, MD

Fully renovated penthouse at silver tree suites – been holding out for the nicest unit at silver tree suites?... Read More

Vacant Land For Sale

$55,000

157,252 Sqft
157252 Sqft(Lot)

Lot 18 Moss Creek Circle , Oakland, MD

Discover the perfect blend of privacy and convenience with this 3.61-acre wooded lot in the moss creek... Read More

Homes For Sale

$989,000

5 Bed
3.5 Bath
3,189 Sqft
45738 Sqft(Lot)

2045 Swallow Falls Road , Oakland, MD

Craftsman elegance awaits you at this newly built home just minutes from deep creek lake, wisp resort, swallow... Read More

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Learn More About Oakland, Maryland

Currently there are 112 homes for sale and 60 vacant land for sale in Oakland

Currently Oakland has 172 properties on the market for sale. The inventory was last updated 06/12/2025. Of these properties, 112 single family homes are for sale by their owners in Oakland, and 0 condos are for sale by their owners in Oakland. The average price of the single family homes for sale in Oakland, is $604,094, the average condo price in Oakland, is $531,678. The average price per square foot of the active inventory is $205. This is based the living area square footage.

Over the last year, there have been 409 of properties sold in Oakland. Of these properties, 288 single family homes have sold by their owners in Oakland, and 0 condos have sold by their owners in Oakland. The average sales price of the single family homes sold in Oakland, is $606,683. Single family homes have been selling for 340 per square foot of living area. The average sales price of the condos for sale in Oakland, is $538,736. Condos have been selling for 104 per square foot of living area.

The most active subdivisions with listings for sale in Oakland, are:

If you are thinking of selling your Oakland home, try our flat fee listing service, Our list fees start at $449, and may save you $15,000 in real estate commissions. Click here to start saving.

Disclaimer: Listing broker has attempted to offer accurate data, but buyers/lessees are advised to confirm all information IDX information is provided exclusively for consumers' personal, non-commercial use that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that data is deemed reliable but is not guaranteed accurate by the MLS. The MLS may, at its discretion, require use of other disclaimers as necessary to protect Participants and/or the MLS from liability.
This data up-to-date as of 06/12/2025

Oakland MD FSBO Homes - Page 2 (185)

45 Village Drive #4, Oakland, MD

4012 Maryland Highway , Oakland, MD

81 Timber Lane , Oakland, MD

600 Hope Avenue , Oakland, MD

Lot #5 Swan Meadow Drive , Oakland, MD

636 Paradise Heights , Oakland, MD

132 &132A Tarn Drive , Oakland, MD

17 Driftwood Lane , Oakland, MD

531 Glendale Road #B302, Oakland, MD

Mayhew Inn Road , Oakland, MD

315 Coolidge Avenue , Oakland, MD

969 Hoyes Run Road , Oakland, MD

939 Glendale Road #13, Oakland, MD

Lot #7 Swan Meadow Dr. Drive , Oakland, MD

1737 King Wildesen Road , Oakland, MD

P/o Parcel 206 G. Swauger Rd. , Oakland, MD

131 Rock Ridge Lane #12, Oakland, MD

565 Glendale Road #303B, Oakland, MD

Lot 18 Moss Creek Circle , Oakland, MD

2045 Swallow Falls Road , Oakland, MD

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Oakland MD FSBO Homes - Page 2 (185)

45 Village Drive #4, Oakland, MD

4012 Maryland Highway , Oakland, MD

81 Timber Lane , Oakland, MD

600 Hope Avenue , Oakland, MD

Lot #5 Swan Meadow Drive , Oakland, MD

636 Paradise Heights , Oakland, MD

132 &132A Tarn Drive , Oakland, MD

17 Driftwood Lane , Oakland, MD

531 Glendale Road #B302, Oakland, MD

Mayhew Inn Road , Oakland, MD

315 Coolidge Avenue , Oakland, MD

969 Hoyes Run Road , Oakland, MD

939 Glendale Road #13, Oakland, MD

Lot #7 Swan Meadow Dr. Drive , Oakland, MD

1737 King Wildesen Road , Oakland, MD

P/o Parcel 206 G. Swauger Rd. , Oakland, MD

131 Rock Ridge Lane #12, Oakland, MD

565 Glendale Road #303B, Oakland, MD

Lot 18 Moss Creek Circle , Oakland, MD

2045 Swallow Falls Road , Oakland, MD

Learn More About Oakland, Maryland

For Sale By Owner Mississippi

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For Sale By Owner Rhode Island

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For Sale By Owner Connecticut

For Sale By Owner Nebraska

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