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
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 \| 2 baths \| 2,345 sq.ft.	$2,100,000	Airbnb cash on cash: 1.7% Traditional cash on cash: 0.06% Airbnb Rental Income: $8026 Traditional Rental Income: $3298 Airbnb ROI: 1.7% Traditional ROI: 0.06%
160 Craigie Street Portland, ME Nestled in the coveted Deering Highlands, this magnificent home, designed by renowned arch...	4 beds \| 4 baths \| 3,404 sq.ft.	$1,650,000	Airbnb cash on cash: 0.02% Traditional cash on cash: 1.36% Airbnb Rental Income: $3395 Traditional Rental Income: $4692 Airbnb ROI: 0.02% Traditional ROI: 1.36%
383 Commercial Street Portland, ME Sunny corner unit with nice water views from the expansive floor to ceiling windows in th...	2 beds \| 2 baths \| 1,129 sq.ft.	$925,000	Airbnb cash on cash: 1.68% Traditional cash on cash: -0.11% Airbnb Rental Income: $5033 Traditional Rental Income: $2460 Airbnb ROI: 1.68% Traditional ROI: -0.11%
1 Joy Place Portland, ME Conveniently located in Portland's West End, this bright, modern is like new with open flo...	1 beds \| 1 baths \| 580 sq.ft.	$395,000	Airbnb cash on cash: 0.19% Traditional cash on cash: 2.02% Airbnb Rental Income: $1737 Traditional Rental Income: $1938 Airbnb ROI: 0.19% Traditional ROI: 2.02%
122 Pine Street Portland, ME This stunning, spacious sun-filled West End townhome known as the ''Walter Hatch Residence...	5 beds \| 4 baths \| 3,122 sq.ft.	$1,495,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.38% Airbnb Rental Income: $null Traditional Rental Income: $4283 Airbnb ROI: N/A Traditional ROI: 1.38%
166 Fore Street Portland, ME Luxury and Convenience unite at Twenty Thames in the heart of Portland's thriving Eastern ...	2 beds \| 2 baths \| 1,269 sq.ft.	$1,450,000	Airbnb cash on cash: 1.22% Traditional cash on cash: 0% Airbnb Rental Income: $5886 Traditional Rental Income: $3074 Airbnb ROI: 1.22% Traditional ROI: 0%
25 High Street Portland, ME A rare find, sun-filled, modern and spacious 1,511sf, 3 bedroom, 2 bath condo; only 1 of 4...	3 beds \| 2 baths \| 1,511 sq.ft.	$881,900	Airbnb cash on cash: 1.07% Traditional cash on cash: 1.99% Airbnb Rental Income: $3540 Traditional Rental Income: $3519 Airbnb ROI: 1.07% Traditional ROI: 1.99%
218 Washington Avenue Portland, ME Discover refined living in this bright 2-bedroom, 4th-floor condo. The spacious primary su...	2 beds \| 2 baths \| 1,058 sq.ft.	$799,500	Airbnb cash on cash: 2.98% Traditional cash on cash: 0.43% Airbnb Rental Income: $5886 Traditional Rental Income: $2820 Airbnb ROI: 2.98% Traditional ROI: 0.43%
148 Newbury Street Portland, ME Unbeatable Location and Modern Elegance in Historic India Street Neighborhood! This sun-dr...	2 beds \| 1 baths \| 900 sq.ft.	$789,900	Airbnb cash on cash: 3.1% Traditional cash on cash: 1.19% Airbnb Rental Income: $4750 Traditional Rental Income: $2364 Airbnb ROI: 3.1% Traditional ROI: 1.19%
387 Commercial Street Portland, ME Luxury means living in one of the most desirable small cities in the country, within walki...	2 beds \| 3 baths \| 2,005 sq.ft.	$2,995,000	Airbnb cash on cash: -1.22% Traditional cash on cash: -1.34% Airbnb Rental Income: $5033 Traditional Rental Income: $3661 Airbnb ROI: -1.22% Traditional ROI: -1.34%
75 Chestnut Street Portland, ME Welcome to your Back Cove view. Life at Daymark is about balance, where you truly can have...	2 beds \| 1 baths \| 1,000 sq.ft.	$699,000	Airbnb cash on cash: 1.88% Traditional cash on cash: 0.56% Airbnb Rental Income: $4750 Traditional Rental Income: $2909 Airbnb ROI: 1.88% Traditional ROI: 0.56%
4 St Lawrence Street Portland, ME Like the city on which it stands, this remarkable property rises to greet the open ocean, ...	5 beds \| 5 baths \| 4,842 sq.ft.	$3,450,000	Airbnb cash on cash: -0.36% Traditional cash on cash: -0.93% Airbnb Rental Income: $6605 Traditional Rental Income: $3496 Airbnb ROI: -0.36% Traditional ROI: -0.93%
15 Fisherman's Cove Portland, ME Lovely waterfront cottage with spectacular uninterrupted ocean view. On one of 6 exclusive...	2 beds \| 1 baths \| 527 sq.ft.	$475,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.81% Airbnb Rental Income: $null Traditional Rental Income: $2187 Airbnb ROI: N/A Traditional ROI: 2.81%
37 Ballfield Road Portland, ME Amazing opportunity to own a 19.92 acre gentleman's farm in the middle of Casco Bay on th...	2 beds \| 1 baths \| 500 sq.ft.	$1,800,000	Airbnb cash on cash: 2.58% Traditional cash on cash: -0.21% Airbnb Rental Income: $8026 Traditional Rental Income: $1841 Airbnb ROI: 2.58% Traditional ROI: -0.21%
21 Dow Street Portland, ME Newly renovated Condo in Historic brick building. Includes rare garage parking space for e...	1 beds \| 1 baths \| 520 sq.ft.	$385,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.32% Airbnb Rental Income: $null Traditional Rental Income: $1770 Airbnb ROI: N/A Traditional ROI: 2.32%
40 Portland Pier Portland, ME Live in the heart of the Old Port on the water in this Portland Pier condominium overlooki...	1 beds \| 1 baths \| 903 sq.ft.	$510,000	Airbnb cash on cash: -1.61% Traditional cash on cash: 0.9% Airbnb Rental Income: $1508 Traditional Rental Income: $2262 Airbnb ROI: -1.61% Traditional ROI: 0.9%
12 Griffin's Cove Lane Portland, ME Amazing - uninterrupted water front views! Make this 3 bedroom, year round home with a sm...	3 beds \| 1 baths \| 1,183 sq.ft.	$679,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.34% Airbnb Rental Income: $null Traditional Rental Income: $2756 Airbnb ROI: N/A Traditional ROI: 2.34%
113 Newbury Street Portland, ME Welcome to Unit 105 at 113 Newbury, a remarkable multi-level condominium between Portland'...	2 beds \| 3 baths \| 1,648 sq.ft.	$1,100,000	Airbnb cash on cash: 1.58% Traditional cash on cash: 0.09% Airbnb Rental Income: $5886 Traditional Rental Income: $3191 Airbnb ROI: 1.58% Traditional ROI: 0.09%
40 Mckinley Court Portland, ME This 3 BR, 2.5 BA island property located in Diamond Cove experienced a transformative ren...	3 beds \| 3 baths \| 1,944 sq.ft.	$729,000	Airbnb cash on cash: 0.22% Traditional cash on cash: 1.88% Airbnb Rental Income: $3544 Traditional Rental Income: $3895 Airbnb ROI: 0.22% Traditional ROI: 1.88%
62 India Street Portland, ME Located in the historic India Street neighborhood, this 3-bedroom, 2-bathroom condominium ...	3 beds \| 2 baths \| 1,955 sq.ft.	$1,395,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.64% Airbnb Rental Income: $null Traditional Rental Income: $3490 Airbnb ROI: N/A Traditional ROI: 0.64%
269 Commercial Street Portland, ME A Quintessential Portland Penthouse: The Perfect Pied-Ã -terre. Residing atop the iconic 1...	1 beds \| 1 baths \| 1,100 sq.ft.	$545,000	Airbnb cash on cash: -1.59% Traditional cash on cash: 0.13% Airbnb Rental Income: $1508 Traditional Rental Income: $1942 Airbnb ROI: -1.59% Traditional ROI: 0.13%
55 Morning Street Portland, ME This charming 2-3 bedroom, 2-bath condominium at 55 Morning Street, on the Eastern Promen...	3 beds \| 2 baths \| 1,328 sq.ft.	$750,000	Airbnb cash on cash: 4.85% Traditional cash on cash: 1.39% Airbnb Rental Income: $6776 Traditional Rental Income: $3043 Airbnb ROI: 4.85% Traditional ROI: 1.39%
51 Carleton Street Portland, ME West End charm meets modern luxury. Historically inspired, sophisticated and energy effici...	4 beds \| 5 baths \| 2,883 sq.ft.	$2,099,000	Airbnb cash on cash: -0.54% Traditional cash on cash: 0.06% Airbnb Rental Income: $5217 Traditional Rental Income: $5318 Airbnb ROI: -0.54% Traditional ROI: 0.06%
110 Winter Street Portland, ME Welcome to 110 Winter Street #1! This charming studio condo sits in Portland's sought-afte...	1 beds \| 1 baths \| 384 sq.ft.	$259,000	Airbnb cash on cash: 1.87% Traditional cash on cash: 3.47% Airbnb Rental Income: $1737 Traditional Rental Income: $1649 Airbnb ROI: 1.87% Traditional ROI: 3.47%
369 Cumberland Avenue Portland, ME Greek Revival multi-family located in the vibrant heart of downtown Portland. This stunnin...	N/A beds \| 3 baths \| 3,500 sq.ft.	$895,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.16% Airbnb Rental Income: $null Traditional Rental Income: $2945 Airbnb ROI: N/A Traditional ROI: 1.16%
21 Chestnut Street Portland, ME Elegant, modern living in the heart of Portland! This 1 bedroom, 1 bath condo is located n...	1 beds \| 1 baths \| 895 sq.ft.	$499,000	Airbnb cash on cash: -1.5% Traditional cash on cash: 0.91% Airbnb Rental Income: $1545 Traditional Rental Income: $2224 Airbnb ROI: -1.5% Traditional ROI: 0.91%
26 Thomas Street Portland, ME There are few Portland peninsula condo conversions completed with such attention to detail...	2 beds \| 3 baths \| 1,768 sq.ft.	$975,000	Airbnb cash on cash: 1.13% Traditional cash on cash: 0.63% Airbnb Rental Income: $4815 Traditional Rental Income: $3372 Airbnb ROI: 1.13% Traditional ROI: 0.63%
39 Pya Road Portland, ME This classic Garrison home has 4 large bedrooms, lots of closet space, a full attic and pl...	4 beds \| 2 baths \| 2,658 sq.ft.	$849,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.17% Airbnb Rental Income: $null Traditional Rental Income: $3674 Airbnb ROI: N/A Traditional ROI: 2.17%
55 Carleton Street Portland, ME West End charm meets modern luxury. Historically inspired, sophisticated and energy effici...	4 beds \| 5 baths \| 2,883 sq.ft.	$2,099,000	Airbnb cash on cash: -0.54% Traditional cash on cash: 0.06% Airbnb Rental Income: $5217 Traditional Rental Income: $5318 Airbnb ROI: -0.54% Traditional ROI: 0.06%
53 Carleton Street Portland, ME West End charm meets modern luxury. Historic brick carriage house, sophisticated and effic...	1 beds \| 1 baths \| 1,414 sq.ft.	$879,000	Airbnb cash on cash: 0.4% Traditional cash on cash: -0.55% Airbnb Rental Income: $3673 Traditional Rental Income: $2092 Airbnb ROI: 0.4% Traditional ROI: -0.55%
773 Congress Street Portland, ME OPEN HOUSE 11-12:30 SUNDAY NOVEMBER 24 Sunfilled second floor condo in a beautiful Victor...	2 beds \| 2 baths \| 1,180 sq.ft.	$589,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.94% Airbnb Rental Income: $null Traditional Rental Income: $2534 Airbnb ROI: N/A Traditional ROI: 1.94%
547 Congress Street Portland, ME This charming 5th floor condo in the heart of Downtown Portland boasts 9' ceilings, expose...	1 beds \| 1 baths \| 777 sq.ft.	$550,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.36% Airbnb Rental Income: $null Traditional Rental Income: $2204 Airbnb ROI: N/A Traditional ROI: 1.36%
34 Lafayette Street Portland, ME Have you always wanted to live in a ''loft style'' condominium? Look no further than this...	1 beds \| 1 baths \| 1,390 sq.ft.	$498,500	Airbnb cash on cash: N/A Traditional cash on cash: 1.25% Airbnb Rental Income: $null Traditional Rental Income: $2017 Airbnb ROI: N/A Traditional ROI: 1.25%
37 William Street Portland, ME Come enjoy this 1890s built New England style home located in the heart of Portland's Oakd...	5 beds \| 3 baths \| 1,930 sq.ft.	$775,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.46% Airbnb Rental Income: $null Traditional Rental Income: $3722 Airbnb ROI: N/A Traditional ROI: 3.46%
383b Commercial Street Portland, ME Welcome to Hobson's Landing, located on Commercial Street in Portland, Maine. This luxurio...	2 beds \| 2 baths \| 1,601 sq.ft.	$1,595,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.28% Airbnb Rental Income: $null Traditional Rental Income: $3013 Airbnb ROI: N/A Traditional ROI: 0.28%
150 Spring Street Portland, ME Located on one of best blocks in The West End, this loft style condo is ready for the next...	1 beds \| 1 baths \| 810 sq.ft.	$434,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.64% Airbnb Rental Income: $null Traditional Rental Income: $1849 Airbnb ROI: N/A Traditional ROI: 1.64%
4 Settlers Court Portland, ME This well cared for 3 level condo offers 3 bedroom, 2.5 baths and a single car garage. Ope...	3 beds \| 3 baths \| 1,702 sq.ft.	$445,000	Airbnb cash on cash: 5.85% Traditional cash on cash: 4.05% Airbnb Rental Income: $5322 Traditional Rental Income: $3497 Airbnb ROI: 5.85% Traditional ROI: 4.05%
258 Danforth Street Portland, ME WEST END - EASY TO VIEW, SPACIOUS, 2 BR, 2 BATH CONDO. HIGH TIN CEILINGS AND OTHER ANTIQUE...	2 beds \| 2 baths \| 1,180 sq.ft.	$599,999	Airbnb cash on cash: 3.62% Traditional cash on cash: 1.28% Airbnb Rental Income: $4815 Traditional Rental Income: $2516 Airbnb ROI: 3.62% Traditional ROI: 1.28%
194 High Street Portland, ME MOTIVATED SELLERS HAVE GIVEN ME 2 WEEKS TO PUT THIS CONDO UNDER CONTRACT!! BRING ME AN OFF...	1 beds \| 1 baths \| 868 sq.ft.	$475,000	Airbnb cash on cash: 2.73% Traditional cash on cash: 1.01% Airbnb Rental Income: $3585 Traditional Rental Income: $2030 Airbnb ROI: 2.73% Traditional ROI: 1.01%
93 Dorothy Street Portland, ME Welcome to this beautifully updated 2-bedroom, 1-bathroom home in a desirable Portland nei...	2 beds \| 1 baths \| 816 sq.ft.	$399,000	Airbnb cash on cash: 6.81% Traditional cash on cash: 2.89% Airbnb Rental Income: $4447 Traditional Rental Income: $2052 Airbnb ROI: 6.81% Traditional ROI: 2.89%

Real Estate investment in Portland, ME

There are 99 properties for sale in the city of Portland . The median list price in Portland is $562,500 and the average price per square foot is $355. In November 2024, the average monthly cash on cash return in Portland is 2.00%. The average monthly rental income in Portland is $2,912.

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

There are 99 investment properties available for sale in Portland.

In 2024, the best neighborhood to buy investment property is West End.

The ROI for Short-Term is higher than the Long-Term in Portland with average rental income of $4,779.

Your search for investment property begins and ends here

Investment Property for Sale in Portland, ME

11 Ocean Spray Road

Portland, ME

2 beds | 2 baths | 2,345 sq.ft.

$2,100,000

Airbnb cash on cash: 1.7%

Traditional cash on cash: 0.06%

Airbnb Rental Income: $8026

Traditional Rental Income: $3298

Airbnb ROI: 1.7%

Traditional ROI: 0.06%

160 Craigie Street

Portland, ME

4 beds | 4 baths | 3,404 sq.ft.

$1,650,000

Airbnb cash on cash: 0.02%

Traditional cash on cash: 1.36%

Airbnb Rental Income: $3395

Traditional Rental Income: $4692

Airbnb ROI: 0.02%

Traditional ROI: 1.36%

383 Commercial Street

Portland, ME

2 beds | 2 baths | 1,129 sq.ft.

$925,000

Airbnb cash on cash: 1.68%

Traditional cash on cash: -0.11%

Airbnb Rental Income: $5033

Traditional Rental Income: $2460

Airbnb ROI: 1.68%

Traditional ROI: -0.11%

1 Joy Place

Portland, ME

1 beds | 1 baths | 580 sq.ft.

$395,000

Airbnb cash on cash: 0.19%

Traditional cash on cash: 2.02%

Airbnb Rental Income: $1737

Traditional Rental Income: $1938

Airbnb ROI: 0.19%

Traditional ROI: 2.02%

122 Pine Street

Portland, ME

5 beds | 4 baths | 3,122 sq.ft.

$1,495,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.38%

Airbnb Rental Income: $null

Traditional Rental Income: $4283

Airbnb ROI: N/A

Traditional ROI: 1.38%

166 Fore Street

Portland, ME

2 beds | 2 baths | 1,269 sq.ft.

$1,450,000

Airbnb cash on cash: 1.22%

Traditional cash on cash: 0%

Airbnb Rental Income: $5886

Traditional Rental Income: $3074

Airbnb ROI: 1.22%

Traditional ROI: 0%

25 High Street

Portland, ME

3 beds | 2 baths | 1,511 sq.ft.

$881,900

Airbnb cash on cash: 1.07%

Traditional cash on cash: 1.99%

Airbnb Rental Income: $3540

Traditional Rental Income: $3519

Airbnb ROI: 1.07%

Traditional ROI: 1.99%

218 Washington Avenue

Portland, ME

2 beds | 2 baths | 1,058 sq.ft.

$799,500

Airbnb cash on cash: 2.98%

Traditional cash on cash: 0.43%

Airbnb Rental Income: $5886

Traditional Rental Income: $2820

Airbnb ROI: 2.98%