Oakland MD FSBO Homes - Page 4 (163)

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We have 163 homes for sale by owner in Oakland, MD. The median list price in Oakland, MD is $476,743.

Vacant Land For Sale

$219,900

47,916 Sqft
47916 Sqft(Lot)

47 Ridgewood Drive , Oakland, MD

Prime lake access lot in mountainside – perfect for your dream home! nestled on a one-acre wooded lot in the... Read More

Homes For Sale

$469,900

4 Bed
2.5 Bath
2,030 Sqft
170319.6 Sqft(Lot)

609 Southern Pines Drive , Oakland, MD

4/5br 2.5ba stone & cedar home with roughly 4 acres of land! private setting with massive lawn area, mature... Read More

Homes For Sale

$1,100,000

7 Bed
4.5 Bath
5,376 Sqft
69695 Sqft(Lot)

102 Mountainview Court , Oakland, MD

***new price*** welcome to 'boulder escape'—a luxury log home in a prestigious mountainside community. this... Read More

Homes For Sale

$789,999

5 Bed
4.0 Bath
2,364 Sqft
10000 Sqft(Lot)

25 Silver Tree Lane , Oakland, MD

Beautiful lake access retreat located in the silver tree landings community. this recently updated contemporary... Read More

Homes For Sale

$265,000

2 Bed
1.0 Bath
1,569 Sqft
3484 Sqft(Lot)

41 Fox Den Road , Oakland, MD

Nestled in the heart of deep creek lake, this charming and fully furnished cottage offers the perfect blend of... Read More

Homes For Sale

$339,000

1 Bed
1.0 Bath

20160 Garrett Highway #H712, Oakland, MD

Welcome to this stunning will-o-the-wisp loft unit that has beenfully remodeled to offer the perfect blend of... Read More

Homes For Sale

$199,999

1 Bed
1.0 Bath

565 Glendale Road #124, Oakland, MD

Public: if you are looking for an affordable way to own at deep creek lake, this is it! this silver tree suites... Read More

Homes For Sale

$714,900

5 Bed
3.0 Bath
2,792 Sqft
9210 Sqft(Lot)

155 Basswood Way , Oakland, MD

Tucked just off lakeshore drive, this log home nails that luxury treehouse feel. wrapped in fresh stain (09/24)... Read More

Homes For Sale

$299,900

4 Bed
2.5 Bath
2,080 Sqft
13068 Sqft(Lot)

150 Weber Road , Oakland, MD

*** owners say to bring all offers! *** this beautiful home has been totally remodeled! the attention to detail... Read More

Homes For Sale

$949,900

5 Bed
4.5 Bath
2,696 Sqft
65340 Sqft(Lot)

139 Overlook Ridge Drive , Oakland, MD

Perched atop holiday hill on a 1.5-acre site, you will find this contemporary home with beautiful views of deep... Read More

Vacant Land For Sale

$249,900

1,045,440 Sqft
1045440 Sqft(Lot)

Bear Run , Oakland, MD

Unrestricted raw land, directly borders state land (over 2000 acs - md dept of natural resources), fully... Read More

Vacant Land For Sale

$389,000

90,169 Sqft
90169 Sqft(Lot)

Lot G Randall Way , Oakland, MD

Pergin farm lake access lot with 2 acres and one boat slip. a private wooded setting in one of deep creeks most... Read More

Homes For Sale

$1,250,000

3 Bed
2.5 Bath
2,240 Sqft
54885 Sqft(Lot)

127 Paradise Heights , Oakland, MD

Beautifully renovated lake access log home located in the centrally located paradise cove community. this home... Read More

Active Under Contract

Homes For Sale

$598,000

5 Bed
4.5 Bath
3,300 Sqft

258 Winding Trail Lane #8B, Oakland, MD

258 winding trail lane is a luxurious duplex home located in the serene yet convenient community of timberlake... Read More

Active Under Contract

Homes For Sale

$1,300,000

2 Bed
2.0 Bath
15986520 Sqft(Lot)

735 Winston Road , Oakland, MD

366.62 acre farm 30 minutes from deep creek lake, 30 minutes from canaan valley west virginia offers cleared... Read More

Active Under Contract

Homes For Sale

$639,000

3 Bed
3.0 Bath
2,660 Sqft
45302 Sqft(Lot)

1385 Mountainview Drive , Oakland, MD

Nestled in a serene wooded neighborhood, this stunning water-access chalet offers the perfect blend of rustic... Read More

Homes For Sale

$249,000

4 Bed
2.0 Bath
2,408 Sqft
35284 Sqft(Lot)

134 Knoll Crest Heights Drive , Oakland, MD

Endless potential! this diamond in the rough is ready for your vision and creativity;a fantastic opportunity to... Read More

Vacant Land For Sale

$129,000

135,036 Sqft
135036 Sqft(Lot)

Lot 29 Briarwood Ln , Oakland, MD

This is the building site you've been waiting for! lot 29 is located in a subdivision called the view, and it... Read More

Homes For Sale

$584,900

5 Bed
4.5 Bath
3,300 Sqft

247 Winding Trail Lane #6B, Oakland, MD

Overlooking deep creek lake, this modern townhome delivers luxury, comfort, and unbeatable convenience. located... Read More

Homes For Sale

$475,000

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

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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 05/04/2025. 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 05/04/2025

Oakland MD FSBO Homes - Page 4 (163)

47 Ridgewood Drive , Oakland, MD

609 Southern Pines Drive , Oakland, MD

102 Mountainview Court , Oakland, MD

25 Silver Tree Lane , Oakland, MD

41 Fox Den Road , Oakland, MD

20160 Garrett Highway #H712, Oakland, MD

565 Glendale Road #124, Oakland, MD

155 Basswood Way , Oakland, MD

150 Weber Road , Oakland, MD

139 Overlook Ridge Drive , Oakland, MD

Bear Run , Oakland, MD

Lot G Randall Way , Oakland, MD

127 Paradise Heights , Oakland, MD

258 Winding Trail Lane #8B, Oakland, MD

735 Winston Road , Oakland, MD

1385 Mountainview Drive , Oakland, MD

134 Knoll Crest Heights Drive , Oakland, MD

Lot 29 Briarwood Ln , Oakland, MD

247 Winding Trail Lane #6B, Oakland, MD

45 Village Drive #4, Oakland, MD

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Oakland MD FSBO Homes - Page 4 (163)

47 Ridgewood Drive , Oakland, MD

609 Southern Pines Drive , Oakland, MD

102 Mountainview Court , Oakland, MD

25 Silver Tree Lane , Oakland, MD

41 Fox Den Road , Oakland, MD

20160 Garrett Highway #H712, Oakland, MD

565 Glendale Road #124, Oakland, MD

155 Basswood Way , Oakland, MD

150 Weber Road , Oakland, MD

139 Overlook Ridge Drive , Oakland, MD

Bear Run , Oakland, MD

Lot G Randall Way , Oakland, MD

127 Paradise Heights , Oakland, MD

258 Winding Trail Lane #8B, Oakland, MD

735 Winston Road , Oakland, MD

1385 Mountainview Drive , Oakland, MD

134 Knoll Crest Heights Drive , Oakland, MD

Lot 29 Briarwood Ln , Oakland, MD

247 Winding Trail Lane #6B, Oakland, MD

45 Village Drive #4, Oakland, MD

Learn More About Oakland, Maryland

For Sale By Owner New York

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For Sale By Owner Rhode Island

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For Sale By Owner New Mexico

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