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
400 Auburn Street Portland, ME This conveniently located home features 3 bedrooms and 2 full bathrooms, blending modern c...	3 beds \| 2 baths \| 1,369 sq.ft.	$569,000	Airbnb cash on cash: 6.69% Traditional cash on cash: 2.83% Airbnb Rental Income: $5684 Traditional Rental Income: $2499 Airbnb ROI: 6.69% Traditional ROI: 2.83%
160 Craigie Street Portland, ME Welcome to 160 Craigie Streetâwhere history, style, and location converge in one unforge...	4 beds \| 4 baths \| 3,197 sq.ft.	$1,650,000	Airbnb cash on cash: 1.12% Traditional cash on cash: 1.36% Airbnb Rental Income: $5419 Traditional Rental Income: $4692 Airbnb ROI: 1.12% Traditional ROI: 1.36%
383 Commercial Street Portland, ME Stunning, 5th floor corner unit with amazing ocean and City views! This extraordinary, 153...	2 beds \| 2 baths \| 1,530 sq.ft.	$1,500,000	Airbnb cash on cash: 0.6% Traditional cash on cash: -0.59% Airbnb Rental Income: $5165 Traditional Rental Income: $2460 Airbnb ROI: 0.6% Traditional ROI: -0.59%
135 Regan Lane Portland, ME Set in the desirable North Deering neighborhood, this 3-bedroom, 2.5-bath Colonial offers ...	3 beds \| 3 baths \| 2,434 sq.ft.	$749,000	Airbnb cash on cash: 3.16% Traditional cash on cash: 3.66% Airbnb Rental Income: $4324 Traditional Rental Income: $3765 Airbnb ROI: 3.16% Traditional ROI: 3.66%
1 Joy Place Portland, ME Located in Portland's vibrant West End convenient to local eateries, shops ,art museum pub...	1 beds \| 1 baths \| 580 sq.ft.	$389,500	Airbnb cash on cash: -0.69% Traditional cash on cash: 1.99% Airbnb Rental Income: $1379 Traditional Rental Income: $1938 Airbnb ROI: -0.69% Traditional ROI: 1.99%
414 Island Avenue Portland, ME Welcome to 414 Island Avenue on picturesque Peaks Island! Just a short walk from the ferry...	3 beds \| 2 baths \| 1,834 sq.ft.	$875,000	Airbnb cash on cash: 3.77% Traditional cash on cash: 1.88% Airbnb Rental Income: $5886 Traditional Rental Income: $3179 Airbnb ROI: 3.77% Traditional ROI: 1.88%
25 Ballpark Drive Portland, ME Welcome to 25 Ballpark Driveâwhere resort-style outdoor living meets spacious, modern co...	4 beds \| 4 baths \| 3,494 sq.ft.	$1,050,000	Airbnb cash on cash: 3.95% Traditional cash on cash: 3.57% Airbnb Rental Income: $7022 Traditional Rental Income: $5293 Airbnb ROI: 3.95% Traditional ROI: 3.57%
34 Hammond Street Portland, ME 5.5% SELLER FINANCING available to qualified buyers!!! Located in one of Portland's hippe...	3 beds \| 3 baths \| 1,897 sq.ft.	$975,000	Airbnb cash on cash: 4.3% Traditional cash on cash: 0.98% Airbnb Rental Income: $6933 Traditional Rental Income: $2574 Airbnb ROI: 4.3% Traditional ROI: 0.98%
260 Vaughan Street Portland, ME This exquisite home is truly the perfect blend of charm & history with modern amenities. N...	4 beds \| 3 baths \| 2,579 sq.ft.	$1,350,000	Airbnb cash on cash: 2.86% Traditional cash on cash: 1.52% Airbnb Rental Income: $6929 Traditional Rental Income: $3912 Airbnb ROI: 2.86% Traditional ROI: 1.52%
12 Black Sparrow Drive Portland, ME TWILIGHT Open House Thursday May 15 from 5-6:30. Come see 12 Black Sparrow Drive, a beaut...	3 beds \| 3 baths \| 1,987 sq.ft.	$840,000	Airbnb cash on cash: 1.38% Traditional cash on cash: 2.37% Airbnb Rental Income: $3941 Traditional Rental Income: $3875 Airbnb ROI: 1.38% Traditional ROI: 2.37%
25 High Street Portland, ME Sun drenched rooms are what you will find in this desirable corner unit. Enjoy city views...	3 beds \| 2 baths \| 1,511 sq.ft.	$894,000	Airbnb cash on cash: 4.1% Traditional cash on cash: 1.94% Airbnb Rental Income: $6610 Traditional Rental Income: $3519 Airbnb ROI: 4.1% Traditional ROI: 1.94%
38 Trailhead Way Portland, ME Stroudwater Preserve is a great place to unwind and settle into. The subdivision flows nic...	4 beds \| 4 baths \| N/A	$915,700	Airbnb cash on cash: 5.25% Traditional cash on cash: 5.19% Airbnb Rental Income: $6929 Traditional Rental Income: $5532 Airbnb ROI: 5.25% Traditional ROI: 5.19%
218 Washington Avenue Portland, ME Overlooking Munjoy Hill's Fields â Top Floor Unit at 218 Washington Avenue PH7 presents ...	2 beds \| 2 baths \| 1,058 sq.ft.	$699,000	Airbnb cash on cash: 3.88% Traditional cash on cash: 0.64% Airbnb Rental Income: $6148 Traditional Rental Income: $2820 Airbnb ROI: 3.88% Traditional ROI: 0.64%
148 Newbury Street Portland, ME Open House Sunday May 18 from 10am-noon or make private appointment Modern, Minimal, an...	2 beds \| 1 baths \| 900 sq.ft.	$669,000	Airbnb cash on cash: 4.48% Traditional cash on cash: 1.58% Airbnb Rental Income: $5231 Traditional Rental Income: $2364 Airbnb ROI: 4.48% Traditional ROI: 1.58%
784 Ocean Avenue Portland, ME Just minutes from downtown Portland and neighboring Falmouth, this bright and inviting 3 b...	3 beds \| 2 baths \| 1,632 sq.ft.	$585,000	Airbnb cash on cash: 7.61% Traditional cash on cash: 3.77% Airbnb Rental Income: $6533 Traditional Rental Income: $3156 Airbnb ROI: 7.61% Traditional ROI: 3.77%
387 Commercial Street Portland, ME For Sale: Modern 2-Bedroom Condominium in Hobson's Landing in the heart of Portland, Maine...	2 beds \| 2 baths \| 1,277 sq.ft.	$1,005,000	Airbnb cash on cash: 1.35% Traditional cash on cash: 0.87% Airbnb Rental Income: $5165 Traditional Rental Income: $3661 Airbnb ROI: 1.35% Traditional ROI: 0.87%
75 Chestnut Street Portland, ME Discover modern urban living at its finest in this beautifully appointed 2-bedroom, 2-bath...	2 beds \| 2 baths \| 919 sq.ft.	$669,000	Airbnb cash on cash: 2.56% Traditional cash on cash: 0.54% Airbnb Rental Income: $5231 Traditional Rental Income: $2909 Airbnb ROI: 2.56% Traditional ROI: 0.54%
1673 Westbrook Street Portland, ME Handsome Colonial in the Stroudwater area of Portland. Private back yard bordering the For...	4 beds \| 3 baths \| 3,756 sq.ft.	$679,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.45% Airbnb Rental Income: $null Traditional Rental Income: $2969 Airbnb ROI: N/A Traditional ROI: 2.45%
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: 0.55% Traditional cash on cash: -0.21% Airbnb Rental Income: $3955 Traditional Rental Income: $1841 Airbnb ROI: 0.55% Traditional ROI: -0.21%
244 Ray Street Portland, ME Discover this exceptional property at 244 Ray St, Portland, Maine. It features five large ...	5 beds \| 2 baths \| 2,256 sq.ft.	$539,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.44% Airbnb Rental Income: $null Traditional Rental Income: $2874 Airbnb ROI: N/A Traditional ROI: 3.44%
21 Dow Street Portland, ME Newly renovated Condo in Historic brick building. Roofs rights above the double garage wit...	1 beds \| 1 baths \| 520 sq.ft.	$385,000	Airbnb cash on cash: 9.23% Traditional cash on cash: 2.32% Airbnb Rental Income: $5347 Traditional Rental Income: $1770 Airbnb ROI: 9.23% Traditional ROI: 2.32%
105 North Street Portland, ME EAST END - SPACIOUS, SUN DRENCHED CONDO, PERCHED ON THE CREST OF 'THE HILL'. A DIVERSE FL...	3 beds \| 2 baths \| 1,575 sq.ft.	$789,900	Airbnb cash on cash: 4.44% Traditional cash on cash: 0.2% Airbnb Rental Income: $6867 Traditional Rental Income: $2416 Airbnb ROI: 4.44% Traditional ROI: 0.2%
340 Eastern Promenade Portland, ME Wake up to breathtaking views of Casco Bay in this beautifully appointed condo at 340 East...	2 beds \| 2 baths \| 1,317 sq.ft.	$725,000	Airbnb cash on cash: 3.03% Traditional cash on cash: 1.04% Airbnb Rental Income: $5453 Traditional Rental Income: $3009 Airbnb ROI: 3.03% Traditional ROI: 1.04%
113 Newbury Street Portland, ME Experience the charm of this top-floor urban-style loft, offering a spacious 1,700 SF of s...	2 beds \| 2 baths \| 1,706 sq.ft.	$1,200,000	Airbnb cash on cash: 1.4% Traditional cash on cash: -0.17% Airbnb Rental Income: $6148 Traditional Rental Income: $3191 Airbnb ROI: 1.4% Traditional ROI: -0.17%
150 Middle Street Portland, ME Welcome to 150 Middle Street Unit 2G, a beautifully updated 1 bedroom, 1 bathroom condo wi...	1 beds \| 1 baths \| 879 sq.ft.	$495,000	Airbnb cash on cash: 2.77% Traditional cash on cash: 0.23% Airbnb Rental Income: $3539 Traditional Rental Income: $1581 Airbnb ROI: 2.77% Traditional ROI: 0.23%
45 Eastern Promenade Portland, ME Wake up to sweeping, unobstructed views of Casco Bay from this coveted Portland House cond...	2 beds \| 2 baths \| 1,178 sq.ft.	$699,000	Airbnb cash on cash: 2.64% Traditional cash on cash: -1.21% Airbnb Rental Income: $5453 Traditional Rental Income: $1847 Airbnb ROI: 2.64% Traditional ROI: -1.21%
133 York Street Portland, ME This bright and inviting 2-bedroom 1 bath condo in the heart of Portland's peninsula is ju...	2 beds \| 1 baths \| 962 sq.ft.	$639,000	Airbnb cash on cash: 3.72% Traditional cash on cash: 0.11% Airbnb Rental Income: $5165 Traditional Rental Income: $1957 Airbnb ROI: 3.72% Traditional ROI: 0.11%
30 Pleasant Cove Lane Portland, ME This impeccably maintained Maine island property on Great Diamond Island, provides a sense...	4 beds \| 4 baths \| 2,969 sq.ft.	$1,790,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.53% Airbnb Rental Income: $null Traditional Rental Income: $3889 Airbnb ROI: N/A Traditional ROI: -0.53%
51 Carleton Street Portland, ME OCCUPANCY SEPTEMBER 2025- SITE TOURS AVAILABLE! West End charm meets modern luxury. Histo...	4 beds \| 5 baths \| 3,089 sq.ft.	$2,099,000	Airbnb cash on cash: 0.19% Traditional cash on cash: 0.06% Airbnb Rental Income: $6929 Traditional Rental Income: $5318 Airbnb ROI: 0.19% 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 \| 3 baths \| 2,016 sq.ft.	$895,000	Airbnb cash on cash: -0.08% Traditional cash on cash: 0.42% Airbnb Rental Income: $3719 Traditional Rental Income: $3333 Airbnb ROI: -0.08% Traditional ROI: 0.42%
85 Columbia Road Portland, ME OPEN HOUSE - May 18, 11-12:30 This beautifully maintained 3-bedroom, 2-full-bath Cape...	3 beds \| 2 baths \| 1,724 sq.ft.	$689,900	Airbnb cash on cash: 2.03% Traditional cash on cash: 1.3% Airbnb Rental Income: $3720 Traditional Rental Income: $2444 Airbnb ROI: 2.03% Traditional ROI: 1.3%
173 Pine Street Portland, ME Live in the heart of Portland's historic and highly desirable West End! This first-floor 1...	1 beds \| 1 baths \| 542 sq.ft.	$327,000	Airbnb cash on cash: 3.71% Traditional cash on cash: 0.86% Airbnb Rental Income: $3174 Traditional Rental Income: $1580 Airbnb ROI: 3.71% Traditional ROI: 0.86%
21 Chestnut Street Portland, ME Newly Priced!! Elegant, modern living in the heart of Portland! This 1 bedroom, 1 bath con...	1 beds \| 1 baths \| 895 sq.ft.	$462,500	Airbnb cash on cash: 2.39% Traditional cash on cash: 1.15% Airbnb Rental Income: $3539 Traditional Rental Income: $2224 Airbnb ROI: 2.39% Traditional ROI: 1.15%
53 Carleton Street Portland, ME OCCUPANCY SEPTEMBER 2025- SITE TOURS AVAILABLE! West End charm meets modern luxury. Histor...	1 beds \| 1 baths \| 1,390 sq.ft.	$975,000	Airbnb cash on cash: -0.33% Traditional cash on cash: -0.73% Airbnb Rental Income: $3174 Traditional Rental Income: $2092 Airbnb ROI: -0.33% Traditional ROI: -0.73%
773 Congress Street Portland, ME SELLER WILL CONSIDER ALL REASONABLE OFFERS. You will be glad that you put this one on your...	2 beds \| 2 baths \| 1,180 sq.ft.	$549,000	Airbnb cash on cash: 1.2% Traditional cash on cash: 2.15% Airbnb Rental Income: $2682 Traditional Rental Income: $2534 Airbnb ROI: 1.2% 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 \| 2 baths \| 2,351 sq.ft.	$620,000	Airbnb cash on cash: 4.63% Traditional cash on cash: 2.61% Airbnb Rental Income: $4740 Traditional Rental Income: $2590 Airbnb ROI: 4.63% Traditional ROI: 2.61%
15 Brown Street Portland, ME Live in the heart of downtown Portland at Kimball Court Condos! This 2-bedroom condo offer...	2 beds \| 1 baths \| 1,069 sq.ft.	$515,000	Airbnb cash on cash: 4.88% Traditional cash on cash: 2.2% Airbnb Rental Income: $5165 Traditional Rental Income: $2821 Airbnb ROI: 4.88% Traditional ROI: 2.2%
57 Mountfort Street Portland, ME Situated perfectly in the heart of Portland and walkable to some of the best breweries, sh...	3 beds \| 2 baths \| 1,540 sq.ft.	$650,000	Airbnb cash on cash: 6.46% Traditional cash on cash: 1.2% Airbnb Rental Income: $6867 Traditional Rental Income: $2343 Airbnb ROI: 6.46% Traditional ROI: 1.2%
78 Caleb Street Portland, ME Impeccable craftsmanship and luxurious materials transform this colonial residence into th...	5 beds \| 3 baths \| 2,004 sq.ft.	$860,000	Airbnb cash on cash: -1.64% Traditional cash on cash: 2.51% Airbnb Rental Income: $1027 Traditional Rental Income: $3987 Airbnb ROI: -1.64% Traditional ROI: 2.51%
129 Pine Street Portland, ME Experience the vibrant heart of Portland at 129 Pine Street! Situated in a prime location,...	2 beds \| 1 baths \| 906 sq.ft.	$385,000	Airbnb cash on cash: 1.92% Traditional cash on cash: 1.93% Airbnb Rental Income: $2682 Traditional Rental Income: $2050 Airbnb ROI: 1.92% Traditional ROI: 1.93%

Real Estate investment in Portland, ME

There are 80 properties for sale in the city of Portland . The median list price in Portland is $689,900 and the average price per square foot is $423. In May 2025, the average monthly cash on cash return in Portland is 2.00%. The average monthly rental income in Portland is $2,909.

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

There are 80 investment properties available for sale in Portland.

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

The ROI for Short-Term is higher than the Long-Term in Portland with average rental income of $5,347.

Your search for investment property begins and ends here

Investment Property for Sale in Portland, ME

400 Auburn Street

Portland, ME

3 beds | 2 baths | 1,369 sq.ft.

$569,000

Airbnb cash on cash: 6.69%

Traditional cash on cash: 2.83%

Airbnb Rental Income: $5684

Traditional Rental Income: $2499

Airbnb ROI: 6.69%

Traditional ROI: 2.83%

160 Craigie Street

Portland, ME

4 beds | 4 baths | 3,197 sq.ft.

$1,650,000

Airbnb cash on cash: 1.12%

Traditional cash on cash: 1.36%

Airbnb Rental Income: $5419

Traditional Rental Income: $4692

Airbnb ROI: 1.12%

Traditional ROI: 1.36%

383 Commercial Street

Portland, ME

2 beds | 2 baths | 1,530 sq.ft.

$1,500,000

Airbnb cash on cash: 0.6%

Traditional cash on cash: -0.59%

Airbnb Rental Income: $5165

Traditional Rental Income: $2460

Airbnb ROI: 0.6%

Traditional ROI: -0.59%

135 Regan Lane

Portland, ME

3 beds | 3 baths | 2,434 sq.ft.

$749,000

Airbnb cash on cash: 3.16%

Traditional cash on cash: 3.66%

Airbnb Rental Income: $4324

Traditional Rental Income: $3765

Airbnb ROI: 3.16%

Traditional ROI: 3.66%

1 Joy Place

Portland, ME

1 beds | 1 baths | 580 sq.ft.

$389,500

Airbnb cash on cash: -0.69%

Traditional cash on cash: 1.99%

Airbnb Rental Income: $1379

Traditional Rental Income: $1938

Airbnb ROI: -0.69%

Traditional ROI: 1.99%

414 Island Avenue

Portland, ME

3 beds | 2 baths | 1,834 sq.ft.

$875,000

Airbnb cash on cash: 3.77%

Traditional cash on cash: 1.88%

Airbnb Rental Income: $5886

Traditional Rental Income: $3179

Airbnb ROI: 3.77%

Traditional ROI: 1.88%

25 Ballpark Drive

Portland, ME

4 beds | 4 baths | 3,494 sq.ft.

$1,050,000

Airbnb cash on cash: 3.95%

Traditional cash on cash: 3.57%

Airbnb Rental Income: $7022

Traditional Rental Income: $5293

Airbnb ROI: 3.95%

Traditional ROI: 3.57%

34 Hammond Street

Portland, ME

3 beds | 3 baths | 1,897 sq.ft.

$975,000

Airbnb cash on cash: 4.3%

Traditional cash on cash: 0.98%

Airbnb Rental Income: $6933

Traditional Rental Income: $2574

Airbnb ROI: 4.3%