Oakland MD FSBO Homes - Page 4 (197)

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We have homes for sale by owner in Oakland, MD. The median list price in Oakland, MD is $343,908 and the average price per square foot is $19.

Vacant Land For Sale

$185,000

934,798 Sqft
934798 Sqft(Lot)

Sanders Lane , Oakland, MD

Tucked along scenic sanders lane just 4 miles from oakland, md, this picturesque 21.46-acre pastoral lot offers... Read More

Homes For Sale

$258,800

3 Bed
1 Bath
1,008 Sqft
8276 Sqft(Lot)

116 S Oakhall Drive , Oakland, MD

Move right in to this fresh and updated home. enjoy upgrades with recent, and some brand new, finishes like... Read More

Homes For Sale

$295,000

5 Bed
3.0 Bath
10890 Sqft(Lot)

611 E Oak Street , Oakland, MD

Investors, this is an income producing, three unit building with three separate apartments, just a few minutes... Read More

Pending

Vacant Land For Sale

$27,500

0 Sqft

36 Lehman Lane #36, Oakland, MD

Lot ready for building available in the beautiful gallatin woods community, located just minutes to all deep... Read More

Homes For Sale

$629,000

4 Bed
3.0 Bath
2,280 Sqft
19166 Sqft(Lot)

245 Santa Fe Trail , Oakland, MD

3/4br 3ba chalet with lake views! 2300sf vacation home fronting on a mountain stream, backing to woods &... Read More

Active Under Contract

Homes For Sale

$73,900

3 Bed
1.0 Bath
1,380 Sqft
5227 Sqft(Lot)

112 E Pennington Street , Oakland, MD

3 bedroom 2 story dwelling on quiet city street. enclosed porch front & rear. 2 car detached garage. estate... Read More

Homes For Sale

$369,900

3 Bed
2.0 Bath
1,392 Sqft
4324 Sqft(Lot)

366 Glendale Road , Oakland, MD

Discover the perfect blend of comfort and convenience at 366 glendale rd. situated just steps from deep creek... Read More

Vacant Land For Sale

$35,000

25,700 Sqft
25700 Sqft(Lot)

Lot 14 Dogwood Drive , Oakland, MD

Buildable lot in youghiogheny mountain resort! this .59 acre lot offers a level homesite with approval for a... Read More

Active Under Contract

Homes For Sale

$249,000

3 Bed
2.0 Bath
1,296 Sqft
32234 Sqft(Lot)

22 Black Oak Drive , Oakland, MD

Escape to your own mountain retreat in the beautiful, gated community of yough mountain resort! situated on a... Read More

Active Under Contract

Homes For Sale

$269,000

2 Bed
1.0 Bath
960 Sqft
40075 Sqft(Lot)

655 Bray School Road , Oakland, MD

This cozy 2-bedroom, 1-bath home is full of charm and nestled in a peaceful, wooded setting among the pines. a... Read More

Pending

Homes For Sale

$1,699,900

3 Bed
3 Bath
3,096 Sqft
25264 Sqft(Lot)

2353 Boy Scout Road , Oakland, MD

Tucked away at the end of a country road, this fully reimagined lakefront lodge blends fairytale charm with warm... Read More

Homes For Sale

$599,900

6 Bed
2.5 Bath
2,560 Sqft
20038 Sqft(Lot)

433 San Francisco Street , Oakland, MD

Fully renovated, fully loaded, and fully ready to be your deep creek lake getaway! this 6-bedroom mountain... Read More

Pending

Homes For Sale

$32,000

4 Bed
1.5 Bath
2,256 Sqft
12216 Sqft(Lot)

107 E Mason Street , Oakland, MD

Just outside of town this home is easy access to most amenities and just minutes from freshwater lake and snow... Read More

Homes For Sale

$386,500

3 Bed
2.0 Bath
1,288 Sqft
41817.6 Sqft(Lot)

321 Deer Park Hotel Road , Oakland, MD

Extensively updated mountain retreat – move-in ready & just 10 miles from deep creek lake this beautifully... Read More

Pending

Homes For Sale

$398,000

3 Bed
2.5 Bath
34412 Sqft(Lot)

601 Hope Avenue , Oakland, MD

Brand new construction! 3br/2.5ba home in country club acres, near oakland golf course! 2,142sf and roughly .79... Read More

Active Under Contract

Homes For Sale

$1,949,000

4 Bed
4.5 Bath
2,249 Sqft
14436 Sqft(Lot)

228 Paradise Heights , Oakland, MD

Discover the best of life at deep creek lake in this 4-bedroom (2 en suites), 4.5-bath home. perfectly situated... Read More

Homes For Sale

$1,250,000

6 Bed
4.5 Bath
4,769 Sqft
87120 Sqft(Lot)

216 Tarn Drive , Oakland, MD

Breathtaking home located in the well-established mountainside community. this newer home is simply stunning... Read More

Active Under Contract

Homes For Sale

$165,000

4 Bed
1 Bath
1,232 Sqft
16117 Sqft(Lot)

3821 Underwood Road , Oakland, MD

An excellent financial opportunity close to oakland. this 3 bedroom, 1 bathroom ranch can be a great starter... Read More

Homes For Sale

$575,000

4 Bed
2.5 Bath
1,860 Sqft
140698.8 Sqft(Lot)

328 Stool Rock Road , Oakland, MD

Designed and built for the sellers, this 4 bedroom, 2.5 bath home is a true showcase of craftsmanship featuring... Read More

Vacant Land For Sale

$279,900

784,080 Sqft
784080 Sqft(Lot)

Bear Run , Oakland, MD

Unrestricted raw land, directly borders state land (over 2000 acs - md dept of natural resources), fully... 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 05/31/2025. 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: None Available (20 For Sale),

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 05/31/2025

Oakland MD FSBO Homes - Page 4 (197)

Sanders Lane , Oakland, MD

116 S Oakhall Drive , Oakland, MD

611 E Oak Street , Oakland, MD

36 Lehman Lane #36, Oakland, MD

245 Santa Fe Trail , Oakland, MD

112 E Pennington Street , Oakland, MD

366 Glendale Road , Oakland, MD

Lot 14 Dogwood Drive , Oakland, MD

22 Black Oak Drive , Oakland, MD

655 Bray School Road , Oakland, MD

2353 Boy Scout Road , Oakland, MD

433 San Francisco Street , Oakland, MD

107 E Mason Street , Oakland, MD

321 Deer Park Hotel Road , Oakland, MD

601 Hope Avenue , Oakland, MD

228 Paradise Heights , Oakland, MD

216 Tarn Drive , Oakland, MD

3821 Underwood Road , Oakland, MD

328 Stool Rock Road , Oakland, MD

Bear Run , Oakland, MD

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Oakland MD FSBO Homes - Page 4 (197)

Sanders Lane , Oakland, MD

116 S Oakhall Drive , Oakland, MD

611 E Oak Street , Oakland, MD

36 Lehman Lane #36, Oakland, MD

245 Santa Fe Trail , Oakland, MD

112 E Pennington Street , Oakland, MD

366 Glendale Road , Oakland, MD

Lot 14 Dogwood Drive , Oakland, MD

22 Black Oak Drive , Oakland, MD

655 Bray School Road , Oakland, MD

2353 Boy Scout Road , Oakland, MD

433 San Francisco Street , Oakland, MD

107 E Mason Street , Oakland, MD

321 Deer Park Hotel Road , Oakland, MD

601 Hope Avenue , Oakland, MD

228 Paradise Heights , Oakland, MD

216 Tarn Drive , Oakland, MD

3821 Underwood Road , Oakland, MD

328 Stool Rock Road , Oakland, MD

Bear Run , Oakland, MD

Learn More About Oakland, Maryland

For Sale By Owner Nebraska

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For Sale By Owner Massachusetts

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For Sale By Owner Connecticut

For Sale By Owner Missouri

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