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.	$585,000	Airbnb cash on cash: 3.78% Traditional cash on cash: 3.18% Airbnb Rental Income: $3862 Traditional Rental Income: $2703 Airbnb ROI: 3.78% Traditional ROI: 3.18%
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%
11 Ocean Spray Road Portland, ME Breath taking views at this one of a kind Peaks Island home! This newly renovated home sit...	2 beds \| N/A baths \| 2,345 sq.ft.	$1,999,900	Airbnb cash on cash: -0.52% Traditional cash on cash: 0.11% Airbnb Rental Income: $2790 Traditional Rental Income: $3298 Airbnb ROI: -0.52% Traditional ROI: 0.11%
21 Merrill Street Portland, ME OWNER FINANCING AVAILABLE. Developers and Investors take notice. Large 6 unit located on t...	N/A beds \| N/A baths \| 5,376 sq.ft.	$1,495,500	Airbnb cash on cash: 0.74% Traditional cash on cash: -0.04% Airbnb Rental Income: $3695 Traditional Rental Income: $1805 Airbnb ROI: 0.74% Traditional ROI: -0.04%
200 Massachusetts Avenue Portland, ME Outstanding turnkey property! This exceptional investment features three units with three ...	N/A beds \| N/A baths \| 8,988 sq.ft.	$1,150,000	Airbnb cash on cash: 0.77% Traditional cash on cash: -0.34% Airbnb Rental Income: $3750 Traditional Rental Income: $1755 Airbnb ROI: 0.77% Traditional ROI: -0.34%
160 Craigie Street Portland, ME Welcome to 160 Craigie StreetÃ¢â¬âwhere history, style, and location converge in one un...	4 beds \| N/A baths \| 3,197 sq.ft.	$1,595,000	Airbnb cash on cash: 0.13% Traditional cash on cash: 1.44% Airbnb Rental Income: $3535 Traditional Rental Income: $4692 Airbnb ROI: 0.13% Traditional ROI: 1.44%
383 Commercial Street Portland, ME For more info or a showing Elise Loschiavo 207.358.9881 \| elise @vitalius.com \| This styli...	1 beds \| N/A baths \| 777 sq.ft.	$625,000	Airbnb cash on cash: 0.39% Traditional cash on cash: 0.46% Airbnb Rental Income: $3130 Traditional Rental Income: $2460 Airbnb ROI: 0.39% Traditional ROI: 0.46%
88 Verrill Street Portland, ME Welcome home to 88 Verrill StreetÃ¢â¬âan exceptional, custom-built colonial nestled in ...	3 beds \| N/A baths \| 1,760 sq.ft.	$600,000	Airbnb cash on cash: 1% Traditional cash on cash: 3.69% Airbnb Rental Income: $2288 Traditional Rental Income: $3223 Airbnb ROI: 1% Traditional ROI: 3.69%
14 Maplewood Street Portland, ME Welcome home to this beautifully renovated Four Square where timeless charm meets modern l...	4 beds \| N/A baths \| 1,932 sq.ft.	$678,000	Airbnb cash on cash: 1.29% Traditional cash on cash: 2.7% Airbnb Rental Income: $2626 Traditional Rental Income: $2892 Airbnb ROI: 1.29% Traditional ROI: 2.7%
56 Tarbell Avenue Portland, ME Charming turn key Gambrel located in a quiet neighborhood off of Forest Avenue. Located on...	3 beds \| N/A baths \| 1,240 sq.ft.	$505,900	Airbnb cash on cash: 1.71% Traditional cash on cash: 3.36% Airbnb Rental Income: $2288 Traditional Rental Income: $2498 Airbnb ROI: 1.71% Traditional ROI: 3.36%
64 Gray Street Portland, ME Step into Portland's rich history with this beautifully renovated and updated seven-unit b...	N/A beds \| N/A baths \| 5,150 sq.ft.	$1,450,000	Airbnb cash on cash: -0.14% Traditional cash on cash: -0.57% Airbnb Rental Income: $3419 Traditional Rental Income: $2080 Airbnb ROI: -0.14% Traditional ROI: -0.57%
25 High Street Portland, ME Experience the best of city living in this bright and inviting 2-bedroom, 2-bath condo loc...	2 beds \| N/A baths \| 1,185 sq.ft.	$699,000	Airbnb cash on cash: 2.97% Traditional cash on cash: 2.93% Airbnb Rental Income: $4479 Traditional Rental Income: $3519 Airbnb ROI: 2.97% Traditional ROI: 2.93%
25 Broadway Portland, ME Discover the difference energy independence can make at 25 Broadway. This beautifully main...	3 beds \| N/A baths \| 1,934 sq.ft.	$669,000	Airbnb cash on cash: 0.73% Traditional cash on cash: 3.05% Airbnb Rental Income: $2288 Traditional Rental Income: $3166 Airbnb ROI: 0.73% Traditional ROI: 3.05%
218 Washington Avenue Portland, ME Overlooking Munjoy Hill's Fields Ã¢â¬â Contemporary Unit at 218 Washington Avenue Unit ...	2 beds \| N/A baths \| 1,175 sq.ft.	$749,000	Airbnb cash on cash: 0.85% Traditional cash on cash: 0.53% Airbnb Rental Income: $3883 Traditional Rental Income: $2820 Airbnb ROI: 0.85% Traditional ROI: 0.53%
1344 Washington Avenue Portland, ME Two-Unit Apartment Opportunity! Welcome to 1344 Washington Ave Portland Maine... This ...	N/A beds \| N/A baths \| 2,224 sq.ft.	$707,500	Airbnb cash on cash: 1.67% Traditional cash on cash: 1.25% Airbnb Rental Income: $3128 Traditional Rental Income: $2143 Airbnb ROI: 1.67% Traditional ROI: 1.25%
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%
387 Commercial Street Portland, ME Stunning, sun-drenched corner unit with floor-to-ceiling glass and sparkling water views! ...	2 beds \| N/A baths \| 1,426 sq.ft.	$1,150,000	Airbnb cash on cash: 0.29% Traditional cash on cash: 0.4% Airbnb Rental Income: $4479 Traditional Rental Income: $3661 Airbnb ROI: 0.29% Traditional ROI: 0.4%
5 Eastern Promenade Portland, ME The Crown Jewel of Portland's Eastern Promenade. Built in 1898 for Henry MerrillÃ¢â¬â...	3 beds \| N/A baths \| 1,923 sq.ft.	$2,950,000	Airbnb cash on cash: -1.05% Traditional cash on cash: -1.12% Airbnb Rental Income: $3862 Traditional Rental Income: $2846 Airbnb ROI: -1.05% Traditional ROI: -1.12%
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.	$765,000	Airbnb cash on cash: 2.2% Traditional cash on cash: 2.67% Airbnb Rental Income: $3883 Traditional Rental Income: $3382 Airbnb ROI: 2.2% Traditional ROI: 2.67%
387 Commercial St #205 Portland, ME	2 beds \| 2 baths \| 1,426 sq.ft.	$1,150,000	Airbnb cash on cash: 0.29% Traditional cash on cash: 0.04% Airbnb Rental Income: $4479 Traditional Rental Income: $3270 Airbnb ROI: 0.29% Traditional ROI: 0.04%
65 Mcauley Way #506 Portland, ME	3 beds \| 2 baths \| 1,411 sq.ft.	$799,000	Airbnb cash on cash: 1.09% Traditional cash on cash: 1.14% Airbnb Rental Income: $4210 Traditional Rental Income: $3358 Airbnb ROI: 1.09% Traditional ROI: 1.14%
10 Exchange Street Portland, ME Introducing Unit 307 at 10 Exchange Street Ã¢â¬â set on one of the Old Port's most icon...	1 beds \| N/A baths \| 565 sq.ft.	$444,000	Airbnb cash on cash: 2.08% Traditional cash on cash: 0.03% Airbnb Rental Income: $3130 Traditional Rental Income: $1567 Airbnb ROI: 2.08% Traditional ROI: 0.03%
78 Atlantic Street Portland, ME A Rare Opportunity in Portland's Most Sought-After Neighborhood! Nestled atop the iconic M...	N/A beds \| N/A baths \| 2,700 sq.ft.	$1,650,000	Airbnb cash on cash: 0.09% Traditional cash on cash: -0.64% Airbnb Rental Income: $3695 Traditional Rental Income: $1764 Airbnb ROI: 0.09% Traditional ROI: -0.64%
75 Chestnut Street Portland, ME Daymark is a balanced approach to living that focuses on community, sustainability, and co...	2 beds \| N/A baths \| 1,019 sq.ft.	$699,000	Airbnb cash on cash: 0.58% Traditional cash on cash: 0.47% Airbnb Rental Income: $3800 Traditional Rental Income: $2909 Airbnb ROI: 0.58% Traditional ROI: 0.47%
79 Beverly Street Portland, ME The build has started! Drive by and see the progress. Portlands Modern Two Story Farmhouse...	3 beds \| N/A baths \| 2,017 sq.ft.	$775,000	Airbnb cash on cash: 1.13% Traditional cash on cash: 3.02% Airbnb Rental Income: $2288 Traditional Rental Income: $3083 Airbnb ROI: 1.13% Traditional ROI: 3.02%
95 Lane Avenue Portland, ME Welcome to 95 Lane Avenue in Portland, Maine. Located in a quiet neighborhood, this spaci...	3 beds \| N/A baths \| 1,912 sq.ft.	$565,000	Airbnb cash on cash: 1.33% Traditional cash on cash: 2.67% Airbnb Rental Income: $2288 Traditional Rental Income: $2427 Airbnb ROI: 1.33% Traditional ROI: 2.67%
21 Dow Street Portland, ME Newly renovated Condo in Historic brick building. Roofs rights above the double garage wit...	1 beds \| N/A baths \| 520 sq.ft.	$385,000	Airbnb cash on cash: 5.25% Traditional cash on cash: 2.32% Airbnb Rental Income: $3624 Traditional Rental Income: $1770 Airbnb ROI: 5.25% Traditional ROI: 2.32%
206 Chandlers Wharf Portland, ME Welcome to Chandler's Wharf Ã¢â¬â an opportunity to own a vibrant, design-forward townh...	2 beds \| N/A baths \| 1,755 sq.ft.	$995,000	Airbnb cash on cash: 0.21% Traditional cash on cash: -0.97% Airbnb Rental Income: $4479 Traditional Rental Income: $2450 Airbnb ROI: 0.21% Traditional ROI: -0.97%
124 Sherman Street Portland, ME Solid Bayside 3 unit with updated systems, convenient location just a few blocks from sho...	N/A beds \| N/A baths \| 3,030 sq.ft.	$659,000	Airbnb cash on cash: 1.11% Traditional cash on cash: 1.49% Airbnb Rental Income: $2802 Traditional Rental Income: $2380 Airbnb ROI: 1.11% Traditional ROI: 1.49%
1 Farnham Street Portland, ME Sophisticated and inviting, this meticulously restored 1908 farmhouse sits quietly on a pr...	4 beds \| N/A baths \| 1,938 sq.ft.	$899,000	Airbnb cash on cash: 0.32% Traditional cash on cash: 0.57% Airbnb Rental Income: $3021 Traditional Rental Income: $2539 Airbnb ROI: 0.32% Traditional ROI: 0.57%
7 Gable Court Portland, ME Set in the wooded Ledgewood community, this end-unit townhouse offers a surprising amount ...	3 beds \| N/A baths \| 1,680 sq.ft.	$498,500	Airbnb cash on cash: 1.85% Traditional cash on cash: 1.55% Airbnb Rental Income: $3341 Traditional Rental Income: $2457 Airbnb ROI: 1.85% Traditional ROI: 1.55%
9 Lewis Street Portland, ME For more info or a showing Elise Loschiavo 207.358.9881 \| [email protected] \| Experience ...	1 beds \| N/A baths \| 823 sq.ft.	$390,000	Airbnb cash on cash: 1.77% Traditional cash on cash: 2.02% Airbnb Rental Income: $2747 Traditional Rental Income: $2189 Airbnb ROI: 1.77% Traditional ROI: 2.02%
51 Carleton Street Portland, ME OCCUPANCY NOVEMBER 2025- SITE TOURS AVAILABLE! West End charm meets modern luxury. Histori...	4 beds \| N/A baths \| 3,089 sq.ft.	$2,099,000	Airbnb cash on cash: -0.22% Traditional cash on cash: 0.06% Airbnb Rental Income: $5964 Traditional Rental Income: $5318 Airbnb ROI: -0.22% Traditional ROI: 0.06%
6 Quartermaster Court Portland, ME Island living could not be easier! This year-round historic Quartermasters unit is located...	3 beds \| N/A baths \| 2,016 sq.ft.	$875,000	Airbnb cash on cash: -0.32% Traditional cash on cash: 0.49% Airbnb Rental Income: $3441 Traditional Rental Income: $3333 Airbnb ROI: -0.32% Traditional ROI: 0.49%
21 Chestnut Street Portland, ME This spacious, light-filled loft in downtown Portland offers the perfect blend of convenie...	1 beds \| N/A baths \| 1,024 sq.ft.	$439,000	Airbnb cash on cash: 0.94% Traditional cash on cash: 1.33% Airbnb Rental Income: $2703 Traditional Rental Income: $2224 Airbnb ROI: 0.94% Traditional ROI: 1.33%
26 Thomas Street Portland, ME Wooden beams and intricate stained glass windows frame open, flowing living spaces in this...	3 beds \| N/A baths \| 1,507 sq.ft.	$799,000	Airbnb cash on cash: 1.23% Traditional cash on cash: 1.5% Airbnb Rental Income: $4033 Traditional Rental Income: $3372 Airbnb ROI: 1.23% Traditional ROI: 1.5%
53 Carleton Street Portland, ME OCCUPANCY OCTOBER 2025- SITE TOURS AVAILABLE! West End charm meets modern luxury. Historic...	3 beds \| N/A baths \| 2,907 sq.ft.	$1,750,000	Airbnb cash on cash: -1.02% Traditional cash on cash: -1.45% Airbnb Rental Income: $3576 Traditional Rental Income: $2092 Airbnb ROI: -1.02% Traditional ROI: -1.45%
278 Spring Street Portland, ME Experience the perfect blend of historic charm and modern luxury at 278 Spring Street, a m...	4 beds \| N/A baths \| 2,921 sq.ft.	$1,595,000	Airbnb cash on cash: 0.42% Traditional cash on cash: 0.85% Airbnb Rental Income: $4007 Traditional Rental Income: $3779 Airbnb ROI: 0.42% Traditional ROI: 0.85%
773 Congress Street Portland, ME A sunfilled 2 bedroom 2 bath move in ready condo with 2 dedicated parking spaces. Kitchen ...	2 beds \| N/A baths \| 1,180 sq.ft.	$549,000	Airbnb cash on cash: -0.51% Traditional cash on cash: 2.15% Airbnb Rental Income: $1629 Traditional Rental Income: $2534 Airbnb ROI: -0.51% Traditional ROI: 2.15%
192 Milton Street Portland, ME Nestled in a charming Portland neighborhood, this cape style home provides lots of room fo...	3 beds \| N/A baths \| 2,351 sq.ft.	$604,900	Airbnb cash on cash: 2.92% Traditional cash on cash: 2.7% Airbnb Rental Income: $3484 Traditional Rental Income: $2590 Airbnb ROI: 2.92% Traditional ROI: 2.7%

Real Estate investment in Portland, ME

There are 187 properties for sale in the city of Portland . The median list price in Portland is $708,750 and the average price per square foot is $355. In November 2025, the average monthly cash on cash return in Portland is 2.00%. The average monthly rental income in Portland is $2,603.

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

There are 187 investment properties available for sale in Portland.

In 2025, the best neighborhood to buy investment property is Ocean Avenue.

The ROI for Long-Term is higher than the Short-Term in Portland with average rental income of $2,603.

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.

$585,000

Airbnb cash on cash: 3.78%

Traditional cash on cash: 3.18%

Airbnb Rental Income: $3862

Traditional Rental Income: $2703

Airbnb ROI: 3.78%

Traditional ROI: 3.18%

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%

11 Ocean Spray Road

Portland, ME

2 beds | N/A baths | 2,345 sq.ft.

$1,999,900

Airbnb cash on cash: -0.52%

Traditional cash on cash: 0.11%

Airbnb Rental Income: $2790

Traditional Rental Income: $3298

Airbnb ROI: -0.52%

Traditional ROI: 0.11%

21 Merrill Street

Portland, ME

N/A beds | N/A baths | 5,376 sq.ft.

$1,495,500

Airbnb cash on cash: 0.74%

Traditional cash on cash: -0.04%

Airbnb Rental Income: $3695

Traditional Rental Income: $1805

Airbnb ROI: 0.74%

Traditional ROI: -0.04%

200 Massachusetts Avenue

Portland, ME

N/A beds | N/A baths | 8,988 sq.ft.

$1,150,000

Airbnb cash on cash: 0.77%

Traditional cash on cash: -0.34%

Airbnb Rental Income: $3750

Traditional Rental Income: $1755

Airbnb ROI: 0.77%

Traditional ROI: -0.34%

160 Craigie Street

Portland, ME

4 beds | N/A baths | 3,197 sq.ft.

$1,595,000

Airbnb cash on cash: 0.13%

Traditional cash on cash: 1.44%

Airbnb Rental Income: $3535

Traditional Rental Income: $4692

Airbnb ROI: 0.13%

Traditional ROI: 1.44%

383 Commercial Street

Portland, ME

1 beds | N/A baths | 777 sq.ft.

$625,000

Airbnb cash on cash: 0.39%

Traditional cash on cash: 0.46%

Airbnb Rental Income: $3130

Traditional Rental Income: $2460

Airbnb ROI: 0.39%

Traditional ROI: 0.46%

88 Verrill Street

Portland, ME

3 beds | N/A baths | 1,760 sq.ft.

$600,000

Airbnb cash on cash: 1%

Traditional cash on cash: 3.69%

Airbnb Rental Income: $2288

Traditional Rental Income: $3223

Airbnb ROI: 1%