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
418 Auburn St Portland, ME Welcome to 418 Auburn Street, a stylishly updated North Deering home offering a flexible o...	1 beds \| 1 baths \| 987 sq.ft.	$499,000	Airbnb cash on cash: -0.67% Traditional cash on cash: 1.37% Airbnb Rental Income: $1280 Traditional Rental Income: $1827 Airbnb ROI: -0.67% Traditional ROI: 1.37%
62 Dorset St Portland, ME Contact Davian Akers for more information. Why pay a landlord's mortgage when you can buil...	3 beds \| 1 baths \| 1,113 sq.ft.	$419,000	Airbnb cash on cash: 4.51% Traditional cash on cash: 3.46% Airbnb Rental Income: $3570 Traditional Rental Income: $2373 Airbnb ROI: 4.51% Traditional ROI: 3.46%
45 Eastern Promenade #4J Portland, ME 45 Eastern Promenade #4J, Portland, ME 04101 \| Condo/Coop	2 beds \| 2 baths \| 1,228 sq.ft.	$525,000	Airbnb cash on cash: -0.82% Traditional cash on cash: 0.45% Airbnb Rental Income: $2609 Traditional Rental Income: $2607 Airbnb ROI: -0.82% Traditional ROI: 0.45%
45 Eastern Promenade #11H Portland, ME 45 Eastern Promenade #11H, Portland, ME 04101 \| Condo/Coop	3 beds \| 2 baths \| 1,664 sq.ft.	$875,000	Airbnb cash on cash: -1.61% Traditional cash on cash: -0.84% Airbnb Rental Income: $3175 Traditional Rental Income: $3090 Airbnb ROI: -1.61% Traditional ROI: -0.84%
42 True Street #B Portland, ME Welcome to 42 True Street, a beautifully designed 3-bedroom, 2.5-bath condominium offering...	3 beds \| 3 baths \| 2,145 sq.ft.	$729,900	Airbnb cash on cash: 1.39% Traditional cash on cash: 3.36% Airbnb Rental Income: $3399 Traditional Rental Income: $3979 Airbnb ROI: 1.39% Traditional ROI: 3.36%
246 Eastern Promenade Portland, ME LIVE ELEVATED AT 246 EASTERN PROMENADE Only 8 Residences Remain \| Completion early 2027. T...	1 beds \| 2 baths \| 1,840 sq.ft.	$2,276,000	Airbnb cash on cash: -0.14% Traditional cash on cash: 0.05% Airbnb Rental Income: $2990 Traditional Rental Income: $2705 Airbnb ROI: -0.14% Traditional ROI: 0.05%
773 Congress Street Portland, ME "Congress Street Classic" Urban charm meets modern comfort. Step into timeless charm at 77...	2 beds \| 2 baths \| 1,180 sq.ft.	$515,000	Airbnb cash on cash: 0.84% Traditional cash on cash: 2.36% Airbnb Rental Income: $2390 Traditional Rental Income: $2534 Airbnb ROI: 0.84% Traditional ROI: 2.36%
22 Eastern Promenade Portland, ME Full details \| Tour requests contact Elise Loschiavo \| \|\| Discover this extraordinary hist...	4 beds \| 5 baths \| 4,765 sq.ft.	$1,995,000	Airbnb cash on cash: 0.06% Traditional cash on cash: 0.41% Airbnb Rental Income: $3592 Traditional Rental Income: $3451 Airbnb ROI: 0.06% Traditional ROI: 0.41%
1 Firefly Street Portland, ME Welcome to Stroudwater Commons - Portland's newest condo community, where modern design me...	3 beds \| 1 baths \| 656 sq.ft.	$449,999	Airbnb cash on cash: N/A Traditional cash on cash: 2.32% Airbnb Rental Income: $null Traditional Rental Income: $2354 Airbnb ROI: N/A Traditional ROI: 2.32%
671-675 Forest Avenue Portland, ME INVESTORS TAKE NOTICE: 1 retail and 8 residential units (9 units total) in a prime Portlan...	N/A beds \| 8 baths \| 7,446 sq.ft.	$1,499,000	Airbnb cash on cash: -0.52% Traditional cash on cash: 1.31% Airbnb Rental Income: $2801 Traditional Rental Income: $4692 Airbnb ROI: -0.52% Traditional ROI: 1.31%
34 Hammond Street Portland, ME Welcome to Hammond Heights! Located on the peninsula in East Bayside, this charming newer ...	2 beds \| 3 baths \| 2,000 sq.ft.	$1,000,000	Airbnb cash on cash: 0.27% Traditional cash on cash: 0.93% Airbnb Rental Income: $2575 Traditional Rental Income: $2574 Airbnb ROI: 0.27% Traditional ROI: 0.93%
259 Spring Street Portland, ME This beautifully maintained West End Victorian features historical charm with modern updat...	5 beds \| 4 baths \| 2,733 sq.ft.	$999,500	Airbnb cash on cash: -0.82% Traditional cash on cash: 1.93% Airbnb Rental Income: $2050 Traditional Rental Income: $4078 Airbnb ROI: -0.82% Traditional ROI: 1.93%
11 Russell Street Portland, ME Located mere steps from Maine Medical Center, 11 Russell Street is a well-located four-uni...	N/A beds \| 5 baths \| 3,500 sq.ft.	$1,100,000	Airbnb cash on cash: -0.94% Traditional cash on cash: 3.71% Airbnb Rental Income: $1821 Traditional Rental Income: $6084 Airbnb ROI: -0.94% Traditional ROI: 3.71%
173 Harvard Street Portland, ME Move into your brand new home by November 2026! Welcome to Harvard Street Townhomes. Set a...	3 beds \| 3 baths \| 1,530 sq.ft.	$595,000	Airbnb cash on cash: 4.73% Traditional cash on cash: 5.28% Airbnb Rental Income: $4254 Traditional Rental Income: $3664 Airbnb ROI: 4.73% Traditional ROI: 5.28%
65 Dougherty Court Portland, ME Be the first to live in this brand-new, zero-energy-ready 1BR condo at Dougherty Commons b...	1 beds \| 1 baths \| 512 sq.ft.	$268,800	Airbnb cash on cash: 1.89% Traditional cash on cash: 4.41% Airbnb Rental Income: $1772 Traditional Rental Income: $1927 Airbnb ROI: 1.89% Traditional ROI: 4.41%
60 Munjoy Street Portland, ME Gracing the top of Munjoy Hill, this condo offers a connection to the city's most beloved ...	2 beds \| 3 baths \| 1,296 sq.ft.	$874,000	Airbnb cash on cash: 1.32% Traditional cash on cash: 1.95% Airbnb Rental Income: $2609 Traditional Rental Income: $2494 Airbnb ROI: 1.32% Traditional ROI: 1.95%
75 Chestnut Street Portland, ME Now available, Unit 310 stands out as one of the most sought-after floor plans in the Daym...	2 beds \| 2 baths \| 899 sq.ft.	$635,000	Airbnb cash on cash: -1.29% Traditional cash on cash: 0.62% Airbnb Rental Income: $2363 Traditional Rental Income: $2909 Airbnb ROI: -1.29% Traditional ROI: 0.62%
15 Middle Street Portland, ME Enjoy elevated city living in this beautifully appointed two-bedroom, two-bath condominium...	2 beds \| 2 baths \| 1,233 sq.ft.	$915,000	Airbnb cash on cash: -0.42% Traditional cash on cash: 1.19% Airbnb Rental Income: $2390 Traditional Rental Income: $3172 Airbnb ROI: -0.42% Traditional ROI: 1.19%
135 Congress Street Portland, ME Perched in Portland's coveted East End, this beautifully designed and thoughtfully updated...	2 beds \| 2 baths \| 1,232 sq.ft.	$750,000	Airbnb cash on cash: 0.36% Traditional cash on cash: 1.26% Airbnb Rental Income: $2609 Traditional Rental Income: $2620 Airbnb ROI: 0.36% Traditional ROI: 1.26%
178 Ridge Road Portland, ME Enjoy exceptional privacy on one of Ocean Ridge's most secluded backyard patios, then take...	3 beds \| 3 baths \| 1,943 sq.ft.	$625,000	Airbnb cash on cash: 2.3% Traditional cash on cash: 4.31% Airbnb Rental Income: $3399 Traditional Rental Income: $3814 Airbnb ROI: 2.3% Traditional ROI: 4.31%
438-440 St. John Portland, ME This three-unit property near USM offers opportunity and flexibility. A detached single-fa...	N/A beds \| 3 baths \| 3,610 sq.ft.	$860,000	Airbnb cash on cash: -0.6% Traditional cash on cash: 1.51% Airbnb Rental Income: $1811 Traditional Rental Income: $3016 Airbnb ROI: -0.6% Traditional ROI: 1.51%
63-69 Morning Street Portland, ME A truly rare find: 5-unit building one door from the Eastern Promenade, with the kind of b...	N/A beds \| 6 baths \| 6,283 sq.ft.	$2,690,000	Airbnb cash on cash: -0.99% Traditional cash on cash: 0.99% Airbnb Rental Income: $1757 Traditional Rental Income: $6203 Airbnb ROI: -0.99% Traditional ROI: 0.99%
199 Vaughan Street Portland, ME Welcome to 199 Vaughan Street #4, a classic Portland West End condominium full of charm, c...	3 beds \| 1 baths \| 1,206 sq.ft.	$549,000	Airbnb cash on cash: 1.4% Traditional cash on cash: 1.14% Airbnb Rental Income: $3411 Traditional Rental Income: $2521 Airbnb ROI: 1.4% Traditional ROI: 1.14%
340 Eastern Promenade Portland, ME Set above Portland's Eastern Promenade on the 5th floor, this condo is all about the view....	2 beds \| 2 baths \| 1,317 sq.ft.	$799,900	Airbnb cash on cash: -0.65% Traditional cash on cash: 0.72% Airbnb Rental Income: $2609 Traditional Rental Income: $3009 Airbnb ROI: -0.65% Traditional ROI: 0.72%
99 Federal Street Portland, ME Thoughtful design meets the best of downtown living! Verdante's most desirable residences ...	2 beds \| 2 baths \| 1,150 sq.ft.	$899,000	Airbnb cash on cash: -2.21% Traditional cash on cash: -2.45% Airbnb Rental Income: $2363 Traditional Rental Income: $1580 Airbnb ROI: -2.21% Traditional ROI: -2.45%
703 Chandlers Wharf Portland, ME Welcome to Chandlers Wharf building 7. A stand alone brick building sited on a private pie...	2 beds \| 2 baths \| 1,080 sq.ft.	$799,000	Airbnb cash on cash: -0.9% Traditional cash on cash: 0.11% Airbnb Rental Income: $2456 Traditional Rental Income: $2607 Airbnb ROI: -0.9% Traditional ROI: 0.11%
15 Brown Street Portland, ME Enjoy the best of Portland living from this beautifully appointed 2-bedroom condominium in...	2 beds \| 2 baths \| 1,460 sq.ft.	$650,000	Airbnb cash on cash: -0.33% Traditional cash on cash: 1.26% Airbnb Rental Income: $2456 Traditional Rental Income: $2821 Airbnb ROI: -0.33% Traditional ROI: 1.26%
7 Huntress Street Portland, ME 7 Huntress Street presents exceptionally well as a professionally managed 10-unit multifam...	N/A beds \| 10 baths \| 9,980 sq.ft.	$2,195,000	Airbnb cash on cash: -1.39% Traditional cash on cash: 0.66% Airbnb Rental Income: $1821 Traditional Rental Income: $5488 Airbnb ROI: -1.39% Traditional ROI: 0.66%
245 Brighton Avenue Portland, ME Welcome to 245 Brighton Avenue #2, a bright and beautifully maintained condo in Portland, ...	2 beds \| 1 baths \| 1,008 sq.ft.	$330,000	Airbnb cash on cash: 3.81% Traditional cash on cash: 5.45% Airbnb Rental Income: $2134 Traditional Rental Income: $2099 Airbnb ROI: 3.81% Traditional ROI: 5.45%
383 Commercial Street Portland, ME Fabulous lifestyle in the heart of Portland's historic waterfront neighborhood, where resi...	2 beds \| 2 baths \| 1,560 sq.ft.	$1,350,000	Airbnb cash on cash: -0.8% Traditional cash on cash: -0.32% Airbnb Rental Income: $2456 Traditional Rental Income: $2460 Airbnb ROI: -0.8% Traditional ROI: -0.32%
58 Portland Street Portland, ME Perched above-it-all in Bayside, this freshly painted penthouse condo offers city views in...	2 beds \| 1 baths \| 952 sq.ft.	$315,000	Airbnb cash on cash: 2.14% Traditional cash on cash: 3.06% Airbnb Rental Income: $2390 Traditional Rental Income: $2074 Airbnb ROI: 2.14% Traditional ROI: 3.06%
146 Sherman Street Portland, ME Prime 5-unit multifamily investment opportunity in Portland's desirable West End in Parksi...	N/A beds \| 6 baths \| 5,650 sq.ft.	$1,319,000	Airbnb cash on cash: -0.95% Traditional cash on cash: 2.65% Airbnb Rental Income: $1821 Traditional Rental Income: $5741 Airbnb ROI: -0.95% Traditional ROI: 2.65%
547 Congress Street Portland, ME Welcome to The Penthouse on Congress--an incredible opportunity in the heart of downtown P...	2 beds \| 3 baths \| 2,370 sq.ft.	$2,950,000	Airbnb cash on cash: -0.7% Traditional cash on cash: -0.55% Airbnb Rental Income: $2390 Traditional Rental Income: $2204 Airbnb ROI: -0.7% Traditional ROI: -0.55%
209-211 State Street Portland, ME Group showings: Tuesday, June 30th from 10:00-11:00am Thursday, July 2nd from 12:00-1:00pm...	N/A beds \| 11 baths \| 11,000 sq.ft.	$2,390,000	Airbnb cash on cash: -1.72% Traditional cash on cash: 0.11% Airbnb Rental Income: $1821 Traditional Rental Income: $5402 Airbnb ROI: -1.72% Traditional ROI: 0.11%
81 Congress Street Portland, ME The historic Henry Homer House presents a rare opportunity to own one of Munjoy Hill's mos...	5 beds \| 2 baths \| 2,136 sq.ft.	$1,195,000	Airbnb cash on cash: -0.18% Traditional cash on cash: -0.38% Airbnb Rental Income: $2320 Traditional Rental Income: $1528 Airbnb ROI: -0.18% Traditional ROI: -0.38%
62 India Street Portland, ME Enjoy easy, low maintenance living in Portland's highly desirable Mason Block community. T...	2 beds \| 1 baths \| 1,105 sq.ft.	$750,000	Airbnb cash on cash: 0.43% Traditional cash on cash: 2.85% Airbnb Rental Income: $2390 Traditional Rental Income: $3490 Airbnb ROI: 0.43% Traditional ROI: 2.85%
25 High Street Portland, ME If you've been searching for a condo in Portland, you already know opportunities like this...	2 beds \| 2 baths \| 1,187 sq.ft.	$699,000	Airbnb cash on cash: 0.39% Traditional cash on cash: 2.93% Airbnb Rental Income: $2456 Traditional Rental Income: $3519 Airbnb ROI: 0.39% Traditional ROI: 2.93%
387 Commercial Street Portland, ME Welcome to Hobson's Landing, Portland's premier waterfront condominium community, now offe...	1 beds \| 1 baths \| 1,006 sq.ft.	$639,000	Airbnb cash on cash: -1.34% Traditional cash on cash: 2.59% Airbnb Rental Income: $1811 Traditional Rental Income: $3661 Airbnb ROI: -1.34% Traditional ROI: 2.59%
45 Eastern Promenade Portland, ME Welcome to the iconic Portland House Condominiums. Sitting prominently atop of Munjoy Hill...	2 beds \| 2 baths \| 1,228 sq.ft.	$525,000	Airbnb cash on cash: -2.22% Traditional cash on cash: -2.5% Airbnb Rental Income: $2609 Traditional Rental Income: $1847 Airbnb ROI: -2.22% Traditional ROI: -2.5%
68 Mugwhy Lane Portland, ME If you've been dreaming of easy, single-level living in a spot that's close to everything,...	2 beds \| 2 baths \| 1,432 sq.ft.	$550,000	Airbnb cash on cash: 1.05% Traditional cash on cash: 1.47% Airbnb Rental Income: $2674 Traditional Rental Income: $2254 Airbnb ROI: 1.05% Traditional ROI: 1.47%

Real Estate investment in Portland, ME

There are 548 properties for sale in the city of Portland . The median list price in Portland is $607,137 and the average price per square foot is $331. In October 2026, the average monthly cash on cash return in Portland is 2.00%. The average monthly rental income in Portland is $2,905.

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

There are 548 investment properties available for sale in Portland.

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

The ROI for Long-Term is higher than the Short-Term in Portland with average rental income of $2,905.

Your search for investment property begins and ends here

Investment Property for Sale in Portland, ME

418 Auburn St

Portland, ME

1 beds | 1 baths | 987 sq.ft.

$499,000

Airbnb cash on cash: -0.67%

Traditional cash on cash: 1.37%

Airbnb Rental Income: $1280

Traditional Rental Income: $1827

Airbnb ROI: -0.67%

Traditional ROI: 1.37%

62 Dorset St

Portland, ME

3 beds | 1 baths | 1,113 sq.ft.

$419,000

Airbnb cash on cash: 4.51%

Traditional cash on cash: 3.46%

Airbnb Rental Income: $3570

Traditional Rental Income: $2373

Airbnb ROI: 4.51%

Traditional ROI: 3.46%

45 Eastern Promenade #4J

Portland, ME

2 beds | 2 baths | 1,228 sq.ft.

$525,000

Airbnb cash on cash: -0.82%

Traditional cash on cash: 0.45%

Airbnb Rental Income: $2609

Traditional Rental Income: $2607

Airbnb ROI: -0.82%

Traditional ROI: 0.45%

45 Eastern Promenade #11H

Portland, ME

3 beds | 2 baths | 1,664 sq.ft.

$875,000

Airbnb cash on cash: -1.61%

Traditional cash on cash: -0.84%

Airbnb Rental Income: $3175

Traditional Rental Income: $3090

Airbnb ROI: -1.61%

Traditional ROI: -0.84%

42 True Street #B

Portland, ME

3 beds | 3 baths | 2,145 sq.ft.

$729,900

Airbnb cash on cash: 1.39%

Traditional cash on cash: 3.36%

Airbnb Rental Income: $3399

Traditional Rental Income: $3979

Airbnb ROI: 1.39%

Traditional ROI: 3.36%

246 Eastern Promenade

Portland, ME

1 beds | 2 baths | 1,840 sq.ft.

$2,276,000

Airbnb cash on cash: -0.14%

Traditional cash on cash: 0.05%

Airbnb Rental Income: $2990

Traditional Rental Income: $2705

Airbnb ROI: -0.14%

Traditional ROI: 0.05%

773 Congress Street

Portland, ME

2 beds | 2 baths | 1,180 sq.ft.

$515,000

Airbnb cash on cash: 0.84%

Traditional cash on cash: 2.36%

Airbnb Rental Income: $2390

Traditional Rental Income: $2534

Airbnb ROI: 0.84%

Traditional ROI: 2.36%

22 Eastern Promenade

Portland, ME

4 beds | 5 baths | 4,765 sq.ft.

$1,995,000

Airbnb cash on cash: 0.06%

Traditional cash on cash: 0.41%

Airbnb Rental Income: $3592

Traditional Rental Income: $3451

Airbnb ROI: 0.06%