Oakland MD FSBO Homes - Page 2 (98)

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We have homes for sale by owner in Oakland, MD. The median list price in Oakland, MD is $281,615.

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

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

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

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

Active Under Contract

Homes For Sale

$209,000

3 Bed
1.0 Bath
960 Sqft
43560 Sqft(Lot)

422 Underwood Road , Oakland, MD

Tucked away just outside the town of oakland, this 3-bedroom, 1-bath home sits on a private, wooded 1-acre lot... 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

Homes For Sale

$344,900

4 Bed
2.0 Bath
2,772 Sqft
20038 Sqft(Lot)

206208 N 10th Street , Oakland, MD

One level living in this duplex that has never been rented as two separate units but could be. or, with minor... Read More

Homes For Sale

$1,119,000

4 Bed
2.0 Bath
87120 Sqft(Lot)

1473 Pergin Farm Road , Oakland, MD

Time to unwind at this absolutely stunning deep creek lake retreat boasting million-dollar panoramic views and... Read More

Homes For Sale

$595,000

3 Bed
3.0 Bath
51400 Sqft(Lot)

783 Mountainview Drive , Oakland, MD

Beautiful, 3 bedroom, 3 bath home located in the sought after community of mountainside at deep creek lake. this... Read More

Homes For Sale

$1,399,000

4 Bed
4.5 Bath
4,744 Sqft
87991 Sqft(Lot)

444 Woodlands Hill Lane , Oakland, MD

Experience the serenity of deep creek lake from this updated luxury 4 bedroom home with over 5,000+ square feet!... Read More

Homes For Sale

$2,500,000

4 Bed
4.0 Bath
4,150 Sqft
24718 Sqft(Lot)

62 Duck Cove Road , Oakland, MD

Panoramic lakefront living greets you on the point of this remarkable 4 bedroom, 4 bathroom lakefront home with... Read More

Homes For Sale

$239,000

1 Bed
1.0 Bath
49658 Sqft(Lot)

206 Mayhew Inn Road , Oakland, MD

Just 2.5 miles from the scenic swallow falls state park, this charming 1-bedroom, 1-bath house blends cozy... Read More

Homes For Sale

$375,000

5 Bed
2.0 Bath
2,860 Sqft
100188 Sqft(Lot)

5154 Maryland Highway , Oakland, MD

Welcome to this lovely home in the country setting with endless opportunity. this 5 bedroom/ 2 bathroom home... Read More

Homes For Sale

$975,000

7 Bed
4.5 Bath
69695 Sqft(Lot)

102 Mountainview Court , Oakland, MD

Mountainside luxury log home. "boulder escape" is a stunning 7-bedroom, 4.5 bath lake access home on 1.6 acres... Read More

Homes For Sale

$589,000

2 Bed
2.0 Bath

189 Red Run Road #1C2, Oakland, MD

2+br, 2ba waterfront condo at red run offering lake views and assigned deep water boat slip! immaculately... Read More

Homes For Sale

$575,000

4 Bed
4.5 Bath
3,192 Sqft

175 Roman Ridge Road #15, Oakland, MD

Amazing and rare opportunity in trader's landing! these wonderful stand alone homes in this community do not... Read More

Homes For Sale

$574,900

3 Bed
3.5 Bath

12 Roman Ridge Road #22B, Oakland, MD

Sold turn key - fully furnished!!! as its vacation rental name describes, "whispering waters" provides a... Read More

Homes For Sale

$275,000

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

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

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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 06/09/2025. 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 (23 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 06/09/2025

Oakland MD FSBO Homes - Page 2 (98)

315 Coolidge Avenue , Oakland, MD

1737 King Wildesen Road , Oakland, MD

565 Glendale Road #303B, Oakland, MD

131 Rock Ridge Lane #12, Oakland, MD

422 Underwood Road , Oakland, MD

2045 Swallow Falls Road , Oakland, MD

206208 N 10th Street , Oakland, MD

1473 Pergin Farm Road , Oakland, MD

783 Mountainview Drive , Oakland, MD

444 Woodlands Hill Lane , Oakland, MD

62 Duck Cove Road , Oakland, MD

206 Mayhew Inn Road , Oakland, MD

5154 Maryland Highway , Oakland, MD

102 Mountainview Court , Oakland, MD

189 Red Run Road #1C2, Oakland, MD

175 Roman Ridge Road #15, Oakland, MD

12 Roman Ridge Road #22B, Oakland, MD

83 Boston Post Road , Oakland, MD

163 Mitchell Drive , Oakland, MD

290 Crellin Underwood Road , Oakland, MD

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Oakland MD FSBO Homes - Page 2 (98)

315 Coolidge Avenue , Oakland, MD

1737 King Wildesen Road , Oakland, MD

565 Glendale Road #303B, Oakland, MD

131 Rock Ridge Lane #12, Oakland, MD

422 Underwood Road , Oakland, MD

2045 Swallow Falls Road , Oakland, MD

206208 N 10th Street , Oakland, MD

1473 Pergin Farm Road , Oakland, MD

783 Mountainview Drive , Oakland, MD

444 Woodlands Hill Lane , Oakland, MD

62 Duck Cove Road , Oakland, MD

206 Mayhew Inn Road , Oakland, MD

5154 Maryland Highway , Oakland, MD

102 Mountainview Court , Oakland, MD

189 Red Run Road #1C2, Oakland, MD

175 Roman Ridge Road #15, Oakland, MD

12 Roman Ridge Road #22B, Oakland, MD

83 Boston Post Road , Oakland, MD

163 Mitchell Drive , Oakland, MD

290 Crellin Underwood Road , Oakland, MD

Learn More About Oakland, Maryland

For Sale By Owner New York

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For Sale By Owner Pennsylvania

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For Sale By Owner Florida

For Sale By Owner Alabama

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