Real Estate Investment Properties for Sale in Portland, ME

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

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

Investment Property for Sale in Portland, ME

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
187 Congress Street Portland, ME Nestled in the heart of a rapidly developing area this house stands as a diamond in the ro...	3 beds \| N/A baths \| 1,519 sq.ft.	$535,000	Airbnb cash on cash: 2.35% Traditional cash on cash: 3.56% Airbnb Rental Income: $2742 Traditional Rental Income: $2703 Airbnb ROI: 2.35% Traditional ROI: 3.56%
85 Upper A Street Portland, ME Serenity Cottage will steal a little piece of your heart just like it has for the current ...	2 beds \| N/A baths \| 1,000 sq.ft.	$579,000	Airbnb cash on cash: 2.11% Traditional cash on cash: 2.03% Airbnb Rental Income: $2790 Traditional Rental Income: $2094 Airbnb ROI: 2.11% Traditional ROI: 2.03%
671-675 Forest Avenue Portland, ME INVESTORS TAKE NOTICE: 1 retail and 8 residential units (9 units total) in a prime Portla...	N/A beds \| N/A baths \| 7,446 sq.ft.	$1,499,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.31% Airbnb Rental Income: $null Traditional Rental Income: $4692 Airbnb ROI: N/A Traditional ROI: 1.31%
80 Vesper Street Portland, ME Set on Munjoy Hill just a couple of blocks from the Eastern Prom and East End Beach, this ...	2 beds \| N/A baths \| 920 sq.ft.	$599,000	Airbnb cash on cash: 2.29% Traditional cash on cash: 1.48% Airbnb Rental Income: $3360 Traditional Rental Income: $2161 Airbnb ROI: 2.29% Traditional ROI: 1.48%
25 High Street Portland, ME This top floor 3-bedroom, 2 bath condo in the heart of Portland is one of only 4 highly co...	3 beds \| N/A baths \| 1,511 sq.ft.	$925,000	Airbnb cash on cash: 3.01% Traditional cash on cash: 1.98% Airbnb Rental Income: $5512 Traditional Rental Income: $3519 Airbnb ROI: 3.01% Traditional ROI: 1.98%
56 Pleasant Street Portland, ME Experience the perfect blend of historic character and modern living in this stunning seco...	2 beds \| N/A baths \| 857 sq.ft.	$535,000	Airbnb cash on cash: 4.5% Traditional cash on cash: 1.65% Airbnb Rental Income: $4479 Traditional Rental Income: $2117 Airbnb ROI: 4.5% Traditional ROI: 1.65%
75 Sherman Street Portland, ME Beautiful Parkside 9 unit apartment building w/ (8) 1 bedroom + (1) 2 bedroom units offeri...	N/A beds \| N/A baths \| 5,046 sq.ft.	$1,499,000	Airbnb cash on cash: -0.78% Traditional cash on cash: -0.91% Airbnb Rental Income: $2565 Traditional Rental Income: $1770 Airbnb ROI: -0.78% Traditional ROI: -0.91%
160 Washington Avenue Portland, ME Turnkey 5-Unit Investment in Prime Munjoy Hill Location! Seasoned investors know the valu...	N/A beds \| N/A baths \| 4,732 sq.ft.	$1,495,000	Airbnb cash on cash: 0.27% Traditional cash on cash: 0.34% Airbnb Rental Income: $3695 Traditional Rental Income: $2991 Airbnb ROI: 0.27% Traditional ROI: 0.34%
71 Melbourne Street Portland, ME For more info contact Elise Loschiavo [email protected] \| 207.358.9881 \|\| Set in the hear...	N/A beds \| N/A baths \| 2,678 sq.ft.	$970,000	Airbnb cash on cash: -0.11% Traditional cash on cash: 0% Airbnb Rental Income: $2549 Traditional Rental Income: $2039 Airbnb ROI: -0.11% Traditional ROI: 0%
387 Commercial Street Portland, ME Luxury means living in one of the most desirable small cities in the country, within walki...	2 beds \| N/A baths \| 1,672 sq.ft.	$2,900,000	Airbnb cash on cash: -1.3% Traditional cash on cash: -1.26% Airbnb Rental Income: $4479 Traditional Rental Income: $3661 Airbnb ROI: -1.3% Traditional ROI: -1.26%
9 Longview Drive Portland, ME 9 Longview Drive offers a great location in Portland, situated in a quiet residential area...	4 beds \| N/A baths \| 2,496 sq.ft.	$735,000	Airbnb cash on cash: 1.24% Traditional cash on cash: 2.04% Airbnb Rental Income: $3090 Traditional Rental Income: $2933 Airbnb ROI: 1.24% Traditional ROI: 2.04%
10 Hammond Street Portland, ME Experience the perfect blend of vibrant city living and modern luxury in this stunning Eas...	2 beds \| N/A baths \| 1,283 sq.ft.	$745,000	Airbnb cash on cash: 2.29% Traditional cash on cash: 2.77% Airbnb Rental Income: $3883 Traditional Rental Income: $3382 Airbnb ROI: 2.29% Traditional ROI: 2.77%
65 McAuley Way Portland, ME Welcome to this bright and inviting corner unit at Stevens Square, offering easy, low-main...	3 beds \| N/A baths \| 1,411 sq.ft.	$879,000	Airbnb cash on cash: 1.75% Traditional cash on cash: 0.85% Airbnb Rental Income: $4907 Traditional Rental Income: $3165 Airbnb ROI: 1.75% Traditional ROI: 0.85%
75 Chestnut Street Portland, ME Welcome to your Portland Skyline view. Life at Daymark is about balance, where you truly c...	2 beds \| N/A baths \| 1,030 sq.ft.	$749,000	Airbnb cash on cash: 0% Traditional cash on cash: 0.37% Airbnb Rental Income: $3401 Traditional Rental Income: $2909 Airbnb ROI: 0% Traditional ROI: 0.37%
180 High Street Portland, ME A three-minute walk from the Portland Museum of Art, the State Theatre, and numerous super...	2 beds \| N/A baths \| 778 sq.ft.	$399,000	Airbnb cash on cash: 6.42% Traditional cash on cash: 1.59% Airbnb Rental Income: $4479 Traditional Rental Income: $1737 Airbnb ROI: 6.42% Traditional ROI: 1.59%
340 Eastern Promenade Portland, ME Vibrant community in the coveted Eastern Promenade neighborhood on Munjoy Hill. Enjoy th...	1 beds \| N/A baths \| 873 sq.ft.	$475,000	Airbnb cash on cash: 0.15% Traditional cash on cash: 2.81% Airbnb Rental Income: $2419 Traditional Rental Income: $3009 Airbnb ROI: 0.15% Traditional ROI: 2.81%
45 Eastern Promenade Portland, ME ''Million Dollar Views'' from this penthouse condominium at the iconic Portland House on C...	1 beds \| N/A baths \| 718 sq.ft.	$469,000	Airbnb cash on cash: -2.57% Traditional cash on cash: -2.52% Airbnb Rental Income: $2419 Traditional Rental Income: $1847 Airbnb ROI: -2.57% Traditional ROI: -2.52%
62 India Street Portland, ME This beautifully appointed south-facing 1,166 sq. ft. condo offers the perfect blend of c...	2 beds \| N/A baths \| 1,166 sq.ft.	$850,000	Airbnb cash on cash: -0.54% Traditional cash on cash: 2.4% Airbnb Rental Income: $1629 Traditional Rental Income: $3490 Airbnb ROI: -0.54% Traditional ROI: 2.4%
133 York Street Portland, ME Enjoy easy living in Portland's coveted West End with glimpses of Casco Bay and the workin...	2 beds \| N/A baths \| 1,000 sq.ft.	$640,000	Airbnb cash on cash: 2.76% Traditional cash on cash: 0.1% Airbnb Rental Income: $4479 Traditional Rental Income: $1957 Airbnb ROI: 2.76% Traditional ROI: 0.1%
6 Quartermaster Court Portland, ME Enjoy island living at its finest in this historic Quartermasters at Diamond Cove on Great...	3 beds \| N/A baths \| 2,016 sq.ft.	$850,000	Airbnb cash on cash: -0.2% Traditional cash on cash: 0.62% Airbnb Rental Income: $3441 Traditional Rental Income: $3333 Airbnb ROI: -0.2% Traditional ROI: 0.62%
55 Carleton Street Portland, ME NEWLY COMPLETE- TOUR OUR STAGED UNIT! West End charm meets modern luxury. Historically i...	4 beds \| N/A baths \| 3,089 sq.ft.	$2,150,000	Airbnb cash on cash: -1.57% Traditional cash on cash: 0% Airbnb Rental Income: $2859 Traditional Rental Income: $5318 Airbnb ROI: -1.57% Traditional ROI: 0%
773 Congress Street Portland, ME "Congress Street Classic" Urban charm meets modern comfort. Step into timeless charm at 77...	2 beds \| N/A baths \| 1,180 sq.ft.	$537,000	Airbnb cash on cash: -0.5% Traditional cash on cash: 2.22% Airbnb Rental Income: $1629 Traditional Rental Income: $2534 Airbnb ROI: -0.5% Traditional ROI: 2.22%
547 Congress Street Portland, ME Welcome to The Penthouse on CongressÃ¢â¬âan incredible opportunity in the heart of down...	2 beds \| N/A baths \| 2,370 sq.ft.	$2,950,000	Airbnb cash on cash: -0.93% Traditional cash on cash: -0.55% Airbnb Rental Income: $1629 Traditional Rental Income: $2204 Airbnb ROI: -0.93% Traditional ROI: -0.55%
64 Pine Street Portland, ME Welcome to Aurora -- eco-lux, single level living in Portland's West End. This 12-unit, Sc...	3 beds \| N/A baths \| 1,531 sq.ft.	$1,595,000	Airbnb cash on cash: 0.13% Traditional cash on cash: 0.74% Airbnb Rental Income: $3484 Traditional Rental Income: $3625 Airbnb ROI: 0.13% Traditional ROI: 0.74%
22 Tate Street Portland, ME Introducing 22 Tate St #1A. A modern first floor condominium located in Portland's histori...	2 beds \| N/A baths \| 987 sq.ft.	$545,000	Airbnb cash on cash: -0.56% Traditional cash on cash: 0.93% Airbnb Rental Income: $1629 Traditional Rental Income: $1927 Airbnb ROI: -0.56% Traditional ROI: 0.93%
246 Eastern Promenade Portland, ME LIVE ELEVATED AT 246 EASTERN PROMENADE Only 6 Residences Remain \| Completion February 202...	2 beds \| N/A baths \| 2,308 sq.ft.	$2,870,000	Airbnb cash on cash: -0.75% Traditional cash on cash: -0.17% Airbnb Rental Income: $1629 Traditional Rental Income: $2705 Airbnb ROI: -0.75% Traditional ROI: -0.17%
58 Portland Street Portland, ME Bright 1-bedroom second-floor corner condo with open views over Back Bay and the Time & Te...	1 beds \| N/A baths \| 448 sq.ft.	$225,000	Airbnb cash on cash: 8.2% Traditional cash on cash: 4.64% Airbnb Rental Income: $3624 Traditional Rental Income: $2074 Airbnb ROI: 8.2% Traditional ROI: 4.64%
22 Eastern Promenade Portland, ME Full details at www.22EasternProm.com \| Tour requests contact Elise Loschiavo 207.358.9881...	4 beds \| N/A baths \| 4,765 sq.ft.	$2,500,000	Airbnb cash on cash: -0.34% Traditional cash on cash: 0.13% Airbnb Rental Income: $3077 Traditional Rental Income: $3451 Airbnb ROI: -0.34% Traditional ROI: 0.13%
459 Allen Avenue Portland, ME Nestled at the end of a peaceful cul-de-sac, this charming two-bedroom, two-bath condomini...	2 beds \| N/A baths \| 1,052 sq.ft.	$435,000	Airbnb cash on cash: 3.35% Traditional cash on cash: 3.95% Airbnb Rental Income: $2806 Traditional Rental Income: $2393 Airbnb ROI: 3.35% Traditional ROI: 3.95%
174 Christy Road Portland, ME Welcome to 174 Christy Road in North Deering, a distinguished residence offering thoughtfu...	4 beds \| N/A baths \| 2,553 sq.ft.	$699,900	Airbnb cash on cash: 2.51% Traditional cash on cash: 5.8% Airbnb Rental Income: $3090 Traditional Rental Income: $4534 Airbnb ROI: 2.51% Traditional ROI: 5.8%
149 Owl's Nest Road Portland, ME Move-in ready new construction with a bright, open floor plan, screened porch, and energy-...	3 beds \| 3 baths \| 2,198 sq.ft.	$895,000	Airbnb cash on cash: 2.81% Traditional cash on cash: 2.13% Airbnb Rental Income: $5551 Traditional Rental Income: $3868 Airbnb ROI: 2.81% Traditional ROI: 2.13%
30 Dow Street Portland, ME This small federal style home welcomes you to the West End of Portland with a lot of histo...	2 beds \| N/A baths \| 1,163 sq.ft.	$569,000	Airbnb cash on cash: 3.48% Traditional cash on cash: 3.99% Airbnb Rental Income: $3198 Traditional Rental Income: $2747 Airbnb ROI: 3.48% Traditional ROI: 3.99%
103 Northwood Drive Portland, ME Have you been searching for a spacious 2-bedroom condo in the greater Portland area? Curr...	2 beds \| N/A baths \| 1,100 sq.ft.	$385,900	Airbnb cash on cash: 0.48% Traditional cash on cash: 4.51% Airbnb Rental Income: $1556 Traditional Rental Income: $2566 Airbnb ROI: 0.48% Traditional ROI: 4.51%
242 Valley Street Portland, ME A rare opportunity in Portland's vibrant St. John Street Valley neighborhood. This histori...	2 beds \| N/A baths \| 1,281 sq.ft.	$499,000	Airbnb cash on cash: 3.56% Traditional cash on cash: 4.64% Airbnb Rental Income: $2899 Traditional Rental Income: $2730 Airbnb ROI: 3.56% Traditional ROI: 4.64%
Harvard Street lot: 32 Portland, ME Welcome to Harvard Street Townhomes! Set across from scenic University Park, these duplex-...	3 beds \| N/A baths \| 1,530 sq.ft.	$595,000	Airbnb cash on cash: 2.59% Traditional cash on cash: 5.28% Airbnb Rental Income: $2832 Traditional Rental Income: $3664 Airbnb ROI: 2.59% Traditional ROI: 5.28%
44 Hersey Street Portland, ME This successful and well-maintained duplex offers a rare opportunity for both investors an...	N/A beds \| N/A baths \| 3,154 sq.ft.	$875,000	Airbnb cash on cash: -0.5% Traditional cash on cash: 0.56% Airbnb Rental Income: $1789 Traditional Rental Income: $2169 Airbnb ROI: -0.5% Traditional ROI: 0.56%
611 Forest Avenue Portland, ME WOODFORDS - QUICK TRIP TO BACK COVE! REFRESHED 3 UNIT WITH A NEW 1ST FLOOR BOILER, FABULOU...	N/A beds \| N/A baths \| 2,994 sq.ft.	$749,900	Airbnb cash on cash: 0.97% Traditional cash on cash: 0.7% Airbnb Rental Income: $2916 Traditional Rental Income: $2050 Airbnb ROI: 0.97% Traditional ROI: 0.7%
605 Washington Avenue Portland, ME Check out this amazing investment opportunity on Portland's Washington Ave offering two sp...	N/A beds \| N/A baths \| 2,612 sq.ft.	$650,000	Airbnb cash on cash: 2.67% Traditional cash on cash: 1.08% Airbnb Rental Income: $3846 Traditional Rental Income: $2050 Airbnb ROI: 2.67% Traditional ROI: 1.08%
34 Deering Avenue Portland, ME Welcome to the heart of Portland, Maine! This 4-unit building located on the Portland peni...	N/A beds \| N/A baths \| 2,607 sq.ft.	$970,000	Airbnb cash on cash: 0.21% Traditional cash on cash: 0.49% Airbnb Rental Income: $2565 Traditional Rental Income: $2198 Airbnb ROI: 0.21% Traditional ROI: 0.49%
9 C Street Portland, ME This could be the opportunity you've been waiting forÃ¢â¬â a well-maintained two-unit i...	N/A beds \| N/A baths \| 1,234 sq.ft.	$525,000	Airbnb cash on cash: 2.01% Traditional cash on cash: 2.31% Airbnb Rental Income: $2694 Traditional Rental Income: $2204 Airbnb ROI: 2.01% Traditional ROI: 2.31%

Real Estate investment in Portland, ME

There are 69 properties for sale in the city of Portland . The median list price in Portland is $679,998 and the average price per square foot is $347. In March 2026, the average monthly cash on cash return in Portland is 2.00%. The average monthly rental income in Portland is $3,043.

Portland, ME Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 69 investment properties available for sale in Portland.

In 2026, the best neighborhood to buy investment property is Nasons Corner.

The ROI for Short-Term is higher than the Long-Term in Portland with average rental income of $3,441.

Your search for investment property begins and ends here

Investment Property for Sale in Portland, ME

187 Congress Street

Portland, ME

3 beds | N/A baths | 1,519 sq.ft.

$535,000

Airbnb cash on cash: 2.35%

Traditional cash on cash: 3.56%

Airbnb Rental Income: $2742

Traditional Rental Income: $2703

Airbnb ROI: 2.35%

Traditional ROI: 3.56%

85 Upper A Street

Portland, ME

2 beds | N/A baths | 1,000 sq.ft.

$579,000

Airbnb cash on cash: 2.11%

Traditional cash on cash: 2.03%

Airbnb Rental Income: $2790

Traditional Rental Income: $2094

Airbnb ROI: 2.11%

Traditional ROI: 2.03%

671-675 Forest Avenue

Portland, ME

N/A beds | N/A baths | 7,446 sq.ft.

$1,499,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.31%

Airbnb Rental Income: $null

Traditional Rental Income: $4692

Airbnb ROI: N/A

Traditional ROI: 1.31%

80 Vesper Street

Portland, ME

2 beds | N/A baths | 920 sq.ft.

$599,000

Airbnb cash on cash: 2.29%

Traditional cash on cash: 1.48%

Airbnb Rental Income: $3360

Traditional Rental Income: $2161

Airbnb ROI: 2.29%

Traditional ROI: 1.48%

25 High Street

Portland, ME

3 beds | N/A baths | 1,511 sq.ft.

$925,000

Airbnb cash on cash: 3.01%

Traditional cash on cash: 1.98%

Airbnb Rental Income: $5512

Traditional Rental Income: $3519

Airbnb ROI: 3.01%

Traditional ROI: 1.98%

56 Pleasant Street

Portland, ME

2 beds | N/A baths | 857 sq.ft.

$535,000

Airbnb cash on cash: 4.5%

Traditional cash on cash: 1.65%

Airbnb Rental Income: $4479

Traditional Rental Income: $2117

Airbnb ROI: 4.5%

Traditional ROI: 1.65%

75 Sherman Street

Portland, ME

N/A beds | N/A baths | 5,046 sq.ft.

$1,499,000

Airbnb cash on cash: -0.78%

Traditional cash on cash: -0.91%

Airbnb Rental Income: $2565

Traditional Rental Income: $1770

Airbnb ROI: -0.78%

Traditional ROI: -0.91%

160 Washington Avenue

Portland, ME

N/A beds | N/A baths | 4,732 sq.ft.

$1,495,000

Airbnb cash on cash: 0.27%

Traditional cash on cash: 0.34%

Airbnb Rental Income: $3695

Traditional Rental Income: $2991

Airbnb ROI: 0.27%