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.

San Rafael Hill Investment Property for Sale in Portland, ME

Search for San Rafael Hill Investment Property for Sale in Portland, Maine. Browse all of Mashvisor’s San Rafael Hill Investment Property listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 149 San Rafael Hill Investment Property 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
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: 2.07% Traditional cash on cash: 3.18% Airbnb Rental Income: $2742 Traditional Rental Income: $2703 Airbnb ROI: 2.07% 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%
113 Newbury Street 106 Portland, ME This is your opportunity to own one of Portland's few peninsula townhomesâan elegant ret...	2 beds \| 3 baths \| 1,548 sq.ft.	$899,000	Airbnb cash on cash: 1.44% Traditional cash on cash: 2.18% Airbnb Rental Income: $3883 Traditional Rental Income: $3669 Airbnb ROI: 1.44% Traditional ROI: 2.18%
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: 0.05% Traditional cash on cash: -0.04% Airbnb Rental Income: $2549 Traditional Rental Income: $1805 Airbnb ROI: 0.05% Traditional ROI: -0.04%
200 Massachusetts Avenue Portland, ME Outstanding turnkey property! This exceptional investment features three units with three ...	10 beds \| 6 baths \| 4,494 sq.ft.	$1,150,000	Airbnb cash on cash: -0.94% Traditional cash on cash: -0.34% Airbnb Rental Income: $1556 Traditional Rental Income: $1755 Airbnb ROI: -0.94% 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: 0.14% Traditional cash on cash: 1.44% Airbnb Rental Income: $3540 Traditional Rental Income: $4692 Airbnb ROI: 0.14% 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%
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.	$485,000	Airbnb cash on cash: 1.82% Traditional cash on cash: 3.54% Airbnb Rental Income: $2288 Traditional Rental Income: $2498 Airbnb ROI: 1.82% Traditional ROI: 3.54%
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.	$675,000	Airbnb cash on cash: 3.11% Traditional cash on cash: 3.07% Airbnb Rental Income: $4479 Traditional Rental Income: $3519 Airbnb ROI: 3.11% Traditional ROI: 3.07%
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%
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.	$995,000	Airbnb cash on cash: -0.13% Traditional cash on cash: -0.61% Airbnb Rental Income: $2549 Traditional Rental Income: $1489 Airbnb ROI: -0.13% Traditional ROI: -0.61%
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%
5 Eastern Promenade Portland, ME The Crown Jewel of Portland's Eastern Promenade. Built in 1898 for Henry MerrillÃ¢â¬â...	2 beds \| 2 baths \| 1,942 sq.ft.	$2,950,000	Airbnb cash on cash: -1.39% Traditional cash on cash: -1.12% Airbnb Rental Income: $2742 Traditional Rental Income: $2846 Airbnb ROI: -1.39% 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%
40 Belfort Street Portland, ME Charming Colonial in Portland's Desirable Riverton Neighborhood Welcome to 40 Belfort S...	4 beds \| 2 baths \| 1,395 sq.ft.	$485,000	Airbnb cash on cash: 3.11% Traditional cash on cash: 4.06% Airbnb Rental Income: $3021 Traditional Rental Income: $2760 Airbnb ROI: 3.11% Traditional ROI: 4.06%
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: -0.53% Traditional cash on cash: -0.64% Airbnb Rental Income: $2549 Traditional Rental Income: $1764 Airbnb ROI: -0.53% Traditional ROI: -0.64%
74 Chesley Avenue Portland, ME Welcome home to this completely renovated and charming cape styled home located on a quiet...	3 beds \| N/A baths \| 1,428 sq.ft.	$550,000	Airbnb cash on cash: 2.29% Traditional cash on cash: 1.63% Airbnb Rental Income: $2832 Traditional Rental Income: $1835 Airbnb ROI: 2.29% Traditional ROI: 1.63%
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: 0.07% Traditional cash on cash: 0.47% Airbnb Rental Income: $3401 Traditional Rental Income: $2909 Airbnb ROI: 0.07% 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 spacio...	3 beds \| N/A baths \| 1,912 sq.ft.	$485,000	Airbnb cash on cash: 1.71% Traditional cash on cash: 3.27% Airbnb Rental Income: $2288 Traditional Rental Income: $2427 Airbnb ROI: 1.71% Traditional ROI: 3.27%
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%
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.	$849,000	Airbnb cash on cash: 0.48% Traditional cash on cash: 0.74% Airbnb Rental Income: $3021 Traditional Rental Income: $2539 Airbnb ROI: 0.48% Traditional ROI: 0.74%
113 Newbury Street Portland, ME This is your opportunity to own one of Portland's few peninsula townhomesÃ¢â¬âan elegan...	2 beds \| N/A baths \| 1,548 sq.ft.	$899,000	Airbnb cash on cash: 0.39% Traditional cash on cash: 0.56% Airbnb Rental Income: $3883 Traditional Rental Income: $3191 Airbnb ROI: 0.39% Traditional ROI: 0.56%
45 Eastern Promenade Portland, ME Experience the very best of waterfront living at the Portland House condos, perfectly situ...	2 beds \| N/A baths \| 1,730 sq.ft.	$985,000	Airbnb cash on cash: -0.6% Traditional cash on cash: -1.44% Airbnb Rental Income: $3360 Traditional Rental Income: $1847 Airbnb ROI: -0.6% Traditional ROI: -1.44%
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%
55 Carleton Street Portland, ME OCCUPANCY EARLY 2026- SITE TOURS AVAILABLE! West End charm meets modern luxury. Historical...	4 beds \| N/A baths \| 3,089 sq.ft.	$2,099,000	Airbnb cash on cash: -1.55% Traditional cash on cash: 0.06% Airbnb Rental Income: $2859 Traditional Rental Income: $5318 Airbnb ROI: -1.55% Traditional ROI: 0.06%
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.	$1,545,000	Airbnb cash on cash: 0.47% Traditional cash on cash: 0.91% Airbnb Rental Income: $4007 Traditional Rental Income: $3779 Airbnb ROI: 0.47% Traditional ROI: 0.91%
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.	$548,000	Airbnb cash on cash: -0.51% Traditional cash on cash: 2.16% Airbnb Rental Income: $1629 Traditional Rental Income: $2534 Airbnb ROI: -0.51% Traditional ROI: 2.16%
129 Pine Street Portland, ME Experience the very best of Portland living in this beautifully updated mid-century condom...	2 beds \| N/A baths \| 906 sq.ft.	$399,000	Airbnb cash on cash: -0.53% Traditional cash on cash: 1.83% Airbnb Rental Income: $1629 Traditional Rental Income: $2050 Airbnb ROI: -0.53% Traditional ROI: 1.83%
64 Pine Street Portland, ME Welcome to Aurora Ã¢â¬â eco-lux, single level living in Portland's West End. This 12-un...	3 beds \| 3 baths \| 1,523 sq.ft.	$1,795,000	Airbnb cash on cash: 0% Traditional cash on cash: 0.55% Airbnb Rental Income: $3484 Traditional Rental Income: $3625 Airbnb ROI: 0% Traditional ROI: 0.55%
246 Eastern Promenade Portland, ME LIVE ELEVATED AT 246 EASTERN PROMENADE Only 8 Residences Remain \| Completion Mid-Fall 202...	1 beds \| N/A baths \| 1,840 sq.ft.	$1,870,000	Airbnb cash on cash: 0.35% Traditional cash on cash: 0.27% Airbnb Rental Income: $3624 Traditional Rental Income: $2705 Airbnb ROI: 0.35% Traditional ROI: 0.27%
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.	$455,000	Airbnb cash on cash: 3.16% Traditional cash on cash: 3.74% Airbnb Rental Income: $2806 Traditional Rental Income: $2393 Airbnb ROI: 3.16% Traditional ROI: 3.74%
55 Lambert Street Portland, ME A charming condominium that offers comfort and convenience at Tara Townhouses, just minute...	2 beds \| N/A baths \| 1,000 sq.ft.	$379,000	Airbnb cash on cash: 3.83% Traditional cash on cash: 5.72% Airbnb Rental Income: $2806 Traditional Rental Income: $2822 Airbnb ROI: 3.83% Traditional ROI: 5.72%
130 Morning Street Portland, ME Welcome to Solaris - Portland's most forward-thinking condominium. Built in 2022, Solaris ...	3 beds \| N/A baths \| 1,457 sq.ft.	$1,395,000	Airbnb cash on cash: 0.11% Traditional cash on cash: 1.39% Airbnb Rental Income: $2742 Traditional Rental Income: $3750 Airbnb ROI: 0.11% Traditional ROI: 1.39%
46 Ryefield Street Portland, ME SERENDIPITY	3 beds \| N/A baths \| 1,529 sq.ft.	$925,000	Airbnb cash on cash: 1.88% Traditional cash on cash: 2.55% Airbnb Rental Income: $3320 Traditional Rental Income: $3152 Airbnb ROI: 1.88% Traditional ROI: 2.55%
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%
98 Regan Lane Portland, ME With every detail thoughtfully updated. From top to bottom, everything inside has been rep...	3 beds \| N/A baths \| 1,344 sq.ft.	$549,000	Airbnb cash on cash: 3.04% Traditional cash on cash: 4.26% Airbnb Rental Income: $2832 Traditional Rental Income: $2797 Airbnb ROI: 3.04% Traditional ROI: 4.26%

Your search for investment property begins and ends here

San Rafael Hill 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: 2.07%

Traditional cash on cash: 3.18%

Airbnb Rental Income: $2742

Traditional Rental Income: $2703

Airbnb ROI: 2.07%

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%

113 Newbury Street 106

Portland, ME

2 beds | 3 baths | 1,548 sq.ft.

$899,000

Airbnb cash on cash: 1.44%

Traditional cash on cash: 2.18%

Airbnb Rental Income: $3883

Traditional Rental Income: $3669

Airbnb ROI: 1.44%

Traditional ROI: 2.18%

21 Merrill Street

Portland, ME

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

$1,495,500

Airbnb cash on cash: 0.05%

Traditional cash on cash: -0.04%

Airbnb Rental Income: $2549

Traditional Rental Income: $1805

Airbnb ROI: 0.05%

Traditional ROI: -0.04%

200 Massachusetts Avenue

Portland, ME

10 beds | 6 baths | 4,494 sq.ft.

$1,150,000

Airbnb cash on cash: -0.94%

Traditional cash on cash: -0.34%

Airbnb Rental Income: $1556

Traditional Rental Income: $1755

Airbnb ROI: -0.94%

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: 0.14%

Traditional cash on cash: 1.44%

Airbnb Rental Income: $3540

Traditional Rental Income: $4692

Airbnb ROI: 0.14%

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%

56 Tarbell Avenue

Portland, ME

3 beds | N/A baths | 1,240 sq.ft.

$485,000

Airbnb cash on cash: 1.82%

Traditional cash on cash: 3.54%

Airbnb Rental Income: $2288

Traditional Rental Income: $2498

Airbnb ROI: 1.82%