Real Estate Investment Properties for Sale in Oakland, ME

Looking for investment property in Oakland, ME with high ROI ?

Explore a variety of short-term homes & houses in Oakland, ME. Invest wisely with VRBO & Oakland, ME Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Single Family Homes for Sale in Oakland, ME

Search for Single Family Residential for Sale in Oakland, Maine. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 16 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
12 Gleason Farm Road Oakland, ME Looking for low-maintenance one-floor living in Oakland, Maine? This beautifully maintaine...	3 beds \| 2 baths \| 1,636 sq.ft.	$469,000	Airbnb cash on cash: 1.33% Traditional cash on cash: 3.8% Airbnb Rental Income: $1968 Traditional Rental Income: $2534 Airbnb ROI: 1.33% Traditional ROI: 3.8%
278 Middle Road Oakland, ME Price Improvement! If you've been searching for the ease and comfort of single-story livin...	2 beds \| 2 baths \| 1,152 sq.ft.	$276,500	Airbnb cash on cash: 1.41% Traditional cash on cash: 5.86% Airbnb Rental Income: $1281 Traditional Rental Income: $2037 Airbnb ROI: 1.41% Traditional ROI: 5.86%
25 Gifford Place & Blake Island Oakland, ME Experience the pinnacle of Maine living with this rare, year-round retreat on the shores o...	2 beds \| 2 baths \| 1,082 sq.ft.	$995,000	Airbnb cash on cash: -1.5% Traditional cash on cash: 0.44% Airbnb Rental Income: $1281 Traditional Rental Income: $2675 Airbnb ROI: -1.5% Traditional ROI: 0.44%
66 Brickett Point Estates Oakland, ME Welcome to 66 Brickett Point Estates?an inviting four-season retreat where timeless crafts...	3 beds \| 2 baths \| 1,836 sq.ft.	$659,000	Airbnb cash on cash: 0.14% Traditional cash on cash: 3.64% Airbnb Rental Income: $1968 Traditional Rental Income: $3606 Airbnb ROI: 0.14% Traditional ROI: 3.64%
78 + 98 Hussey Hill Road Oakland, ME This phenomenal home is sitting on over 28 acres w/ horse stalls, riding pens & a stocked ...	5 beds \| 5 baths \| 5,526 sq.ft.	$1,950,000	Airbnb cash on cash: -0.7% Traditional cash on cash: 2.61% Airbnb Rental Income: $987 Traditional Rental Income: $6620 Airbnb ROI: -0.7% Traditional ROI: 2.61%
E Side Trail lot: 20-8A Oakland, ME INCLUDES ATTACHED 2-CAR GARAGE AND BREEZEWAY Welcome to this thoughtfully designed new...	4 beds \| 3 baths \| 2,320 sq.ft.	$550,000	Airbnb cash on cash: 3.1% Traditional cash on cash: 4.82% Airbnb Rental Income: $2869 Traditional Rental Income: $3086 Airbnb ROI: 3.1% Traditional ROI: 4.82%
Jacques Lane lot: 13 Oakland, ME To be built 3 bed/2 bath home in Oakland! Looking for a new construction? Here's your chan...	3 beds \| 2 baths \| 1,344 sq.ft.	$425,000	Airbnb cash on cash: 2.4% Traditional cash on cash: 5.68% Airbnb Rental Income: $1968 Traditional Rental Income: $2757 Airbnb ROI: 2.4% Traditional ROI: 5.68%
11 Jacques Lane Oakland, ME New construction! Build in process, get under contract in time to make some interior choic...	3 beds \| 2 baths \| 1,400 sq.ft.	$445,000	Airbnb cash on cash: 2.25% Traditional cash on cash: 5.3% Airbnb Rental Income: $1968 Traditional Rental Income: $2721 Airbnb ROI: 2.25% Traditional ROI: 5.3%
12 Jacques Lane Oakland, ME New construction! Build in process, get under contract in time to make some interior choic...	3 beds \| 2 baths \| 1,400 sq.ft.	$445,000	Airbnb cash on cash: 2.25% Traditional cash on cash: 5.3% Airbnb Rental Income: $1968 Traditional Rental Income: $2721 Airbnb ROI: 2.25% Traditional ROI: 5.3%
78 Ten Lots Road Oakland, ME Set on several private acres in Oakland, this classic 1800s farmhouse blends historic New ...	3 beds \| 2 baths \| 1,950 sq.ft.	$325,000	Airbnb cash on cash: 3.43% Traditional cash on cash: 9.69% Airbnb Rental Income: $1968 Traditional Rental Income: $3366 Airbnb ROI: 3.43% Traditional ROI: 9.69%
20 & 21 Bass Cove Oakland, ME Looking for a waterfront home with a rare, grandfathered setting right at the shoreline th...	5 beds \| 2 baths \| 3,208 sq.ft.	$878,000	Airbnb cash on cash: -1.69% Traditional cash on cash: 2.36% Airbnb Rental Income: $987 Traditional Rental Income: $3948 Airbnb ROI: -1.69% Traditional ROI: 2.36%
72 Cedar Village Place Oakland, ME Experience the best of Maine lakefront living with this charming 2-bedroom home on sought-...	2 beds \| 2 baths \| 1,247 sq.ft.	$775,000	Airbnb cash on cash: 0.08% Traditional cash on cash: 3.02% Airbnb Rental Income: $1281 Traditional Rental Income: $3002 Airbnb ROI: 0.08% Traditional ROI: 3.02%
13 Selden Lane Oakland, ME If you've been searching for the ease of single-floor living without sacrificing space or ...	2 beds \| 2 baths \| 1,856 sq.ft.	$374,900	Airbnb cash on cash: 1.22% Traditional cash on cash: 8.02% Airbnb Rental Income: $1281 Traditional Rental Income: $3271 Airbnb ROI: 1.22% Traditional ROI: 8.02%
28 Belgrade Road Oakland, ME Picturesque waterfront setting on one of Maine's most desirable lakes. On the market for t...	3 beds \| 2 baths \| 2,406 sq.ft.	$759,000	Airbnb cash on cash: 0.92% Traditional cash on cash: 4.01% Airbnb Rental Income: $1968 Traditional Rental Income: $3637 Airbnb ROI: 0.92% Traditional ROI: 4.01%
28 Jacques Lane Oakland, ME New Construction!! Duplex to be built! Public water & sewer will be connected. Call us tod...	4 beds \| 4 baths \| 2,718 sq.ft.	$569,000	Airbnb cash on cash: 1.62% Traditional cash on cash: 6.66% Airbnb Rental Income: $2869 Traditional Rental Income: $4881 Airbnb ROI: 1.62% Traditional ROI: 6.66%

Your search for investment property begins and ends here

Single Family Homes for Sale in Oakland, ME

12 Gleason Farm Road

Oakland, ME

3 beds | 2 baths | 1,636 sq.ft.

$469,000

Airbnb cash on cash: 1.33%

Traditional cash on cash: 3.8%

Airbnb Rental Income: $1968

Traditional Rental Income: $2534

Airbnb ROI: 1.33%

Traditional ROI: 3.8%

278 Middle Road

Oakland, ME

2 beds | 2 baths | 1,152 sq.ft.

$276,500

Airbnb cash on cash: 1.41%

Traditional cash on cash: 5.86%

Airbnb Rental Income: $1281

Traditional Rental Income: $2037

Airbnb ROI: 1.41%

Traditional ROI: 5.86%

25 Gifford Place & Blake Island

Oakland, ME

2 beds | 2 baths | 1,082 sq.ft.

$995,000

Airbnb cash on cash: -1.5%

Traditional cash on cash: 0.44%

Airbnb Rental Income: $1281

Traditional Rental Income: $2675

Airbnb ROI: -1.5%

Traditional ROI: 0.44%

66 Brickett Point Estates

Oakland, ME

3 beds | 2 baths | 1,836 sq.ft.

$659,000

Airbnb cash on cash: 0.14%

Traditional cash on cash: 3.64%

Airbnb Rental Income: $1968

Traditional Rental Income: $3606

Airbnb ROI: 0.14%

Traditional ROI: 3.64%

78 + 98 Hussey Hill Road

Oakland, ME

5 beds | 5 baths | 5,526 sq.ft.

$1,950,000

Airbnb cash on cash: -0.7%

Traditional cash on cash: 2.61%

Airbnb Rental Income: $987

Traditional Rental Income: $6620

Airbnb ROI: -0.7%

Traditional ROI: 2.61%

E Side Trail lot: 20-8A

Oakland, ME

4 beds | 3 baths | 2,320 sq.ft.

$550,000

Airbnb cash on cash: 3.1%

Traditional cash on cash: 4.82%

Airbnb Rental Income: $2869

Traditional Rental Income: $3086

Airbnb ROI: 3.1%

Traditional ROI: 4.82%

Jacques Lane lot: 13

Oakland, ME

3 beds | 2 baths | 1,344 sq.ft.

$425,000

Airbnb cash on cash: 2.4%

Traditional cash on cash: 5.68%

Airbnb Rental Income: $1968

Traditional Rental Income: $2757

Airbnb ROI: 2.4%

Traditional ROI: 5.68%

11 Jacques Lane

Oakland, ME

3 beds | 2 baths | 1,400 sq.ft.

$445,000

Airbnb cash on cash: 2.25%

Traditional cash on cash: 5.3%

Airbnb Rental Income: $1968

Traditional Rental Income: $2721

Airbnb ROI: 2.25%