Oakland MD FSBO Homes - Page 5 (205)

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We have homes for sale by owner in Oakland, MD. The median list price in Oakland, MD is $3,295,000.

Homes For Sale

$570,000

3 Bed
2.0 Bath
1,736 Sqft
223463 Sqft(Lot)

710 Hunters Ridge Drive , Oakland, MD

Grab your part of the log cabin experience in hunters ridge estates! quiet and secluded among the trees, yet 10... Read More

Homes For Sale

$270,000

1 Bed
1.0 Bath
336 Sqft
13068 Sqft(Lot)

83 Boston Post Road , Oakland, MD

Escape to this delightful tiny home nestled in the breathtaking mountainous terrain of deep creek lake, md. this... Read More

Homes For Sale

$324,900

4 Bed
2.5 Bath
2,242 Sqft
20038 Sqft(Lot)

163 Mitchell Drive , Oakland, MD

3/4br, 2.5ba, 2250sf+/- renovated home in mitchell manor! newer roof in last 2 years, owner has added many... Read More

Vacant Land For Sale

$50,000

26,136 Sqft
26136 Sqft(Lot)

Lot 2 Cedar Lane , Oakland, MD

Cleared, perc approved and ready to build! lot 2 cedar lane sits on a 0.6 acre level lot at the beginning of... Read More

Homes For Sale

$315,000

3 Bed
2.0 Bath
1,104 Sqft
87120 Sqft(Lot)

290 Crellin Underwood Road , Oakland, MD

Awesome 3br/2ba log home sitting on 2 acre lot. third bedroom in on lower level and does not have an egress... Read More

Homes For Sale

$315,000

3 Bed
2 Bath
1,389 Sqft
20038 Sqft(Lot)

473 Cumberland Road , Oakland, MD

Nestled on a tranquil wooded hillside overlooking deep creek lake, this charming home offers an exceptional... Read More

Homes For Sale

$387,700

4 Bed
2.5 Bath
1,824 Sqft
12711 Sqft(Lot)

723 Kings , Oakland, MD

"charming two-story home situated on a beautiful .292-acre level lot in a prime location (kings hills estates)... Read More

Active Under Contract

Homes For Sale

$535,000

5 Bed
2.0 Bath
1,620 Sqft
24829 Sqft(Lot)

462 Skippers Point Road , Oakland, MD

This 5-bedroom home offers filtered lake views and features a finished bonus room above the two-car garage.... Read More

Active Under Contract

Vacant Land For Sale

$45,000

79,715 Sqft
79715 Sqft(Lot)

142 Matthew Road , Oakland, MD

1.83 acre building lot on a quiet road with well and septic already in place. take advantage of the cost... Read More

Homes For Sale

$375,000

4 Bed
2.5 Bath
2,392 Sqft
55321 Sqft(Lot)

1220 Broadford Road , Oakland, MD

Spacious 4-bedroom home near broadford lake! welcome to your dream home in one of the area's most desirable... Read More

Active Under Contract

Homes For Sale

$149,900

2 Bed
1.0 Bath
1,494 Sqft
6098 Sqft(Lot)

116 N 8th Street #2, Oakland, MD

This charming 2-bedroom, 1-bath house offers the perfect blend of comfort and potential. step inside to find a... Read More

Vacant Land For Sale

$74,900

304,920 Sqft
304920 Sqft(Lot)

Sassafrass , Oakland, MD

If you have been looking to live the mountain / lake lifestyle this 7 ac lot could be for you. the approved site... Read More

Homes For Sale

$674,900

3 Bed
3.0 Bath

5 Arrowhead Lane #5, Oakland, MD

Great location for this 3br-3ba arrowhead townhouse. this unit sits very close to the water and has fantastic... Read More

Vacant Land For Sale

$4,000

20,038 Sqft
20038 Sqft(Lot)

Lot 25 Big Piney Drive , Oakland, MD

Membership lot in youghiogheny mountain resort on the corner of big piney and rabbit run! lot sale is for access... Read More

Homes For Sale

$985,000

3 Bed
3.5 Bath
20037 Sqft(Lot)

39 Leo Friend Road , Oakland, MD

Beautiful split lakefront home with breathtaking views and type a dock. discover unparalleled lakefront living... Read More

Homes For Sale

$429,900

3 Bed
2.5 Bath
21780 Sqft(Lot)

503 Southern Pines Drive , Oakland, MD

Brand new and built to make life easy. tucked in the quiet, sought-after southern pines community, this... Read More

Homes For Sale

$350,000

4 Bed
2.0 Bath
1,792 Sqft
216058 Sqft(Lot)

254 Little Mountain Road , Oakland, MD

Welcome to 254 little mountain road, a serene mountain escape nestled on nearly 5 acres in the backbone ridge... Read More

Homes For Sale

$1,200,000

3 Bed
2 Bath
14810.4 Sqft(Lot)

2849 Shingle Camp Road , Oakland, MD

Vintage 3br lakefront dome home with private type "a" dock! & no hoa . own a piece of deep creek charm with this... Read More

Active Under Contract

Vacant Land For Sale

$149,000

326,700 Sqft
326700 Sqft(Lot)

1714 Mayhew Inn Road , Oakland, MD

Beautiful 7.5 acre wooded lots less than 1/2 mile from deep creek lake. some home site infrastructure in place... Read More

Homes For Sale

$495,000

2 Bed
2.0 Bath

20160 Garrett Highway #D308/408, Oakland, MD

Lakefront luxury at will o’ the wisp – nicely renovated unit 308/408 offers a 2 br, 2 bath 2- level floor plan... 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 07/18/2025. 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 07/18/2025

Oakland MD FSBO Homes - Page 5 (205)

710 Hunters Ridge Drive , Oakland, MD

83 Boston Post Road , Oakland, MD

163 Mitchell Drive , Oakland, MD

Lot 2 Cedar Lane , Oakland, MD

290 Crellin Underwood Road , Oakland, MD

473 Cumberland Road , Oakland, MD

723 Kings , Oakland, MD

462 Skippers Point Road , Oakland, MD

142 Matthew Road , Oakland, MD

1220 Broadford Road , Oakland, MD

116 N 8th Street #2, Oakland, MD

Sassafrass , Oakland, MD

5 Arrowhead Lane #5, Oakland, MD

Lot 25 Big Piney Drive , Oakland, MD

39 Leo Friend Road , Oakland, MD

503 Southern Pines Drive , Oakland, MD

254 Little Mountain Road , Oakland, MD

2849 Shingle Camp Road , Oakland, MD

1714 Mayhew Inn Road , Oakland, MD

20160 Garrett Highway #D308/408, Oakland, MD

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Oakland MD FSBO Homes - Page 5 (205)

710 Hunters Ridge Drive , Oakland, MD

83 Boston Post Road , Oakland, MD

163 Mitchell Drive , Oakland, MD

Lot 2 Cedar Lane , Oakland, MD

290 Crellin Underwood Road , Oakland, MD

473 Cumberland Road , Oakland, MD

723 Kings , Oakland, MD

462 Skippers Point Road , Oakland, MD

142 Matthew Road , Oakland, MD

1220 Broadford Road , Oakland, MD

116 N 8th Street #2, Oakland, MD

Sassafrass , Oakland, MD

5 Arrowhead Lane #5, Oakland, MD

Lot 25 Big Piney Drive , Oakland, MD

39 Leo Friend Road , Oakland, MD

503 Southern Pines Drive , Oakland, MD

254 Little Mountain Road , Oakland, MD

2849 Shingle Camp Road , Oakland, MD

1714 Mayhew Inn Road , Oakland, MD

20160 Garrett Highway #D308/408, Oakland, MD

Learn More About Oakland, Maryland

For Sale By Owner Minnesota

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For Sale By Owner Massachusetts

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For Sale By Owner Nevada

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