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 \| 1 baths \| 1,519 sq.ft.	$450,000	Airbnb cash on cash: 2.26% Traditional cash on cash: 4.42% Airbnb Rental Income: $2382 Traditional Rental Income: $2703 Airbnb ROI: 2.26% Traditional ROI: 4.42%
773 Congress St #3 Portland, ME Remarkable 2 bedroom, 2 bath townhouse in thoughtfully restored historic Victorian. Beauti...	2 beds \| 2 baths \| 1,180 sq.ft.	$537,000	Airbnb cash on cash: -1.18% Traditional cash on cash: 1.44% Airbnb Rental Income: $1554 Traditional Rental Income: $2421 Airbnb ROI: -1.18% Traditional ROI: 1.44%
58 Portland St #4 Portland, ME Don't miss out on this condominium in a desirable downtown Portland area. This condo is u...	1 beds \| 1 baths \| 448 sq.ft.	$215,000	Airbnb cash on cash: -1.3% Traditional cash on cash: 1.89% Airbnb Rental Income: $997 Traditional Rental Income: $1293 Airbnb ROI: -1.3% Traditional ROI: 1.89%
30 Merrill St #1 Portland, ME 207-775-0248 For Showings. Ready For Immediate Occupancy - tour all units anytime & attend...	1 beds \| 1 baths \| 712 sq.ft.	$550,000	Airbnb cash on cash: -1.26% Traditional cash on cash: 1.41% Airbnb Rental Income: $880 Traditional Rental Income: $1919 Airbnb ROI: -1.26% Traditional ROI: 1.41%
245 Auburn Street Portland, ME This North Deering home offers the flexibility and space you've been looking for! Built in...	3 beds \| 4 baths \| 2,664 sq.ft.	$725,000	Airbnb cash on cash: 1.21% Traditional cash on cash: 4.44% Airbnb Rental Income: $2866 Traditional Rental Income: $4383 Airbnb ROI: 1.21% Traditional ROI: 4.44%
22 Eastern Promenade #1 Portland, ME Welcome to 22 Eastern Promenade Estates Unit One!!! This one of a kind 3 bed/5 bath luxuri...	4 beds \| 3 baths \| 4,765 sq.ft.	$2,250,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.7% Airbnb Rental Income: $null Traditional Rental Income: $4247 Airbnb ROI: N/A Traditional ROI: -0.7%
62 India St #206 Portland, ME Are you seeking style and sustainability? The Mason Block in the historic India Street ne...	1 beds \| 1 baths \| 1,166 sq.ft.	$775,000	Airbnb cash on cash: -2.41% Traditional cash on cash: 0.3% Airbnb Rental Income: $960 Traditional Rental Income: $2568 Airbnb ROI: -2.41% Traditional ROI: 0.3%
313R Warren Avenue Portland, ME Welcome home to this charming 1900 Cape Cod, where classic character meets thoughtful upda...	2 beds \| 1 baths \| 900 sq.ft.	$349,900	Airbnb cash on cash: 0.3% Traditional cash on cash: 4% Airbnb Rental Income: $1200 Traditional Rental Income: $2029 Airbnb ROI: 0.3% Traditional ROI: 4%
160 Craigie Street Portland, ME A rare opportunity to own a piece of Portland's architectural history. Designed by John Ca...	4 beds \| 4 baths \| 3,000 sq.ft.	$1,495,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.6% Airbnb Rental Income: $null Traditional Rental Income: $4692 Airbnb ROI: N/A Traditional ROI: 1.6%
10 Deane St Portland, ME Large 2 Unit in a Great Portland Location. Great opportunity for investor or owner occupa...	7 beds \| 2 baths \| 3,346 sq.ft.	$780,000	Airbnb cash on cash: 1.53% Traditional cash on cash: 3.05% Airbnb Rental Income: $2866 Traditional Rental Income: $3304 Airbnb ROI: 1.53% Traditional ROI: 3.05%
45 Centennial St Portland, ME Peaks Island distinctive, custom-crafted, renovated home. The property is just steps to Ce...	3 beds \| 2 baths \| 1,356 sq.ft.	$1,175,000	Airbnb cash on cash: -0.35% Traditional cash on cash: 0.98% Airbnb Rental Income: $1970 Traditional Rental Income: $2901 Airbnb ROI: -0.35% Traditional ROI: 0.98%
99 Federal St #501 Portland, ME From the Portland-based developers of 118 on Munjoy Hill and Luminato comes the next unpar...	3 beds \| 2 baths \| 1,923 sq.ft.	$2,175,000	Airbnb cash on cash: -2.41% Traditional cash on cash: -1.39% Airbnb Rental Income: $2071 Traditional Rental Income: $3596 Airbnb ROI: -2.41% Traditional ROI: -1.39%
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: -1.37% Traditional cash on cash: 1.31% Airbnb Rental Income: $1388 Traditional Rental Income: $4692 Airbnb ROI: -1.37% Traditional ROI: 1.31%
22 Pine Street Portland, ME For more info or to schedule a showing call The Mateja Group & visit	1 beds \| 1 baths \| 309 sq.ft.	$249,900	Airbnb cash on cash: -1.19% Traditional cash on cash: 3.19% Airbnb Rental Income: $993 Traditional Rental Income: $1671 Airbnb ROI: -1.19% Traditional ROI: 3.19%
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: -0.21% Traditional cash on cash: 0.93% Airbnb Rental Income: $2040 Traditional Rental Income: $2574 Airbnb ROI: -0.21% Traditional ROI: 0.93%
17 Elizabeth Street Portland, ME Welcome to 17 Elizabeth Road on Peaks Island â a thoughtfully updated and lovingly maint...	3 beds \| 2 baths \| 1,450 sq.ft.	$700,000	Airbnb cash on cash: 0.01% Traditional cash on cash: 2.39% Airbnb Rental Income: $1970 Traditional Rental Income: $3007 Airbnb ROI: 0.01% Traditional ROI: 2.39%
166 Fore Street Portland, ME Welcome to Twenty Thames, one of Portland's most distinguished addresses in the heart of t...	2 beds \| 2 baths \| 1,269 sq.ft.	$875,000	Airbnb cash on cash: -1.44% Traditional cash on cash: 0.62% Airbnb Rental Income: $1899 Traditional Rental Income: $3074 Airbnb ROI: -1.44% Traditional ROI: 0.62%
80 Vesper Street Portland, ME Set on Munjoy Hill just a couple of blocks from the Eastern Prom and East End Beach, this ...	2 beds \| 1 baths \| 920 sq.ft.	$599,000	Airbnb cash on cash: 0.11% Traditional cash on cash: 1.48% Airbnb Rental Income: $1899 Traditional Rental Income: $2161 Airbnb ROI: 0.11% Traditional ROI: 1.48%
383 Commercial St #413 Portland, ME Hobson's Landing is poised to redefine urban luxury living. Imagine living steps from the...	1 beds \| 1 baths \| 910 sq.ft.	$645,000	Airbnb cash on cash: -2.31% Traditional cash on cash: 0.14% Airbnb Rental Income: $956 Traditional Rental Income: $2088 Airbnb ROI: -2.31% Traditional ROI: 0.14%
60 Parris St #307 Portland, ME Beautiful one bedroom city living! Private deck & dedicated parking spot. Pets welcome, 6 ...	1 beds \| 1 baths \| 419 sq.ft.	$299,900	Airbnb cash on cash: -1.63% Traditional cash on cash: 2.68% Airbnb Rental Income: $997 Traditional Rental Income: $1856 Airbnb ROI: -1.63% Traditional ROI: 2.68%
25 High Street Portland, ME This top floor 3-bedroom, 2 bath condo in the heart of Portland is one of only 4 highly co...	3 beds \| 2 baths \| 1,511 sq.ft.	$899,000	Airbnb cash on cash: -1.18% Traditional cash on cash: 2.07% Airbnb Rental Income: $1194 Traditional Rental Income: $3519 Airbnb ROI: -1.18% Traditional ROI: 2.07%
180 High St #36 Portland, ME Wonderful and Spacious Portland Condo in the historic Marlborough Building conveniently lo...	2 beds \| 1 baths \| 1,112 sq.ft.	$425,000	Airbnb cash on cash: -0.58% Traditional cash on cash: 1.98% Airbnb Rental Income: $1727 Traditional Rental Income: $2270 Airbnb ROI: -0.58% Traditional ROI: 1.98%
67 Merrill St Portland, ME Exquisite Custom Home just completed in the Eastern Promenade neighborhood. Traditional f...	2 beds \| 2 baths \| 1,969 sq.ft.	$1,295,000	Airbnb cash on cash: -0.54% Traditional cash on cash: 0.76% Airbnb Rental Income: $1899 Traditional Rental Income: $2965 Airbnb ROI: -0.54% Traditional ROI: 0.76%
99 Federal St #504 Portland, ME Enjoy both sunrise over Casco Bay and sunset over Lincoln Park and City Hall from Unit 504...	3 beds \| 2 baths \| 2,340 sq.ft.	$2,200,000	Airbnb cash on cash: -2.42% Traditional cash on cash: -1.38% Airbnb Rental Income: $2071 Traditional Rental Income: $3657 Airbnb ROI: -2.42% Traditional ROI: -1.38%
199 Vaughan St #5 Portland, ME Classic sun-filled condominium on Portland's magnificent West End. This beautiful unit fea...	2 beds \| 1 baths \| 1,206 sq.ft.	$575,000	Airbnb cash on cash: -0.96% Traditional cash on cash: 0.57% Airbnb Rental Income: $1776 Traditional Rental Income: $2117 Airbnb ROI: -0.96% Traditional ROI: 0.57%
40 Portland Pier #6 Portland, ME Enjoy all that Portland's Old Port has to offer in this luxurious waterfront condo, locate...	3 beds \| 3 baths \| 1,562 sq.ft.	$799,000	Airbnb cash on cash: -3.66% Traditional cash on cash: 0.34% Airbnb Rental Income: $1194 Traditional Rental Income: $3778 Airbnb ROI: -3.66% Traditional ROI: 0.34%
115 Clark Street Portland, ME This well-maintained West End three-unit presents a rare opportunity on the Portland penin...	N/A beds \| 3 baths \| 2,784 sq.ft.	$1,250,000	Airbnb cash on cash: -1.09% Traditional cash on cash: 1.01% Airbnb Rental Income: $2098 Traditional Rental Income: $3996 Airbnb ROI: -1.09% Traditional ROI: 1.01%
33 O'Brion Street Portland, ME Located in Portland's sought-after East End just a few blocks from the Eastern Promenade, ...	N/A beds \| 3 baths \| 3,584 sq.ft.	$1,295,000	Airbnb cash on cash: -1.02% Traditional cash on cash: 1.29% Airbnb Rental Income: $1948 Traditional Rental Income: $4223 Airbnb ROI: -1.02% Traditional ROI: 1.29%
99 Federal St #208 Portland, ME Unobstructable views of Lincoln Park make this beautiful new condominium a rare find in Po...	3 beds \| 2 baths \| 2,456 sq.ft.	$1,700,000	Airbnb cash on cash: -2.5% Traditional cash on cash: -1.16% Airbnb Rental Income: $2071 Traditional Rental Income: $3658 Airbnb ROI: -2.5% Traditional ROI: -1.16%
91 Chesley Ave Portland, ME This fully renovated bungalow home features large oversized 2 car detached garage 24 feet ...	3 beds \| 2 baths \| 1,568 sq.ft.	$525,000	Airbnb cash on cash: 2.52% Traditional cash on cash: 4.25% Airbnb Rental Income: $2866 Traditional Rental Income: $3046 Airbnb ROI: 2.52% Traditional ROI: 4.25%
218 Washington Avenue Portland, ME This distinctive one bedroom condominium offers thoughtful design and upscale comfort thro...	1 beds \| 1 baths \| 723 sq.ft.	$619,000	Airbnb cash on cash: -2.98% Traditional cash on cash: 0.85% Airbnb Rental Income: $960 Traditional Rental Income: $2820 Airbnb ROI: -2.98% Traditional ROI: 0.85%
904 Washington Avenue Portland, ME An exciting opportunity to own a piece of Portland history! A unique bungalow with classic...	3 beds \| 1 baths \| 1,428 sq.ft.	$540,000	Airbnb cash on cash: 2.96% Traditional cash on cash: 3.59% Airbnb Rental Income: $3193 Traditional Rental Income: $2787 Airbnb ROI: 2.96% Traditional ROI: 3.59%
25 High St #415 Portland, ME Rare, sun-filled and spacious 1,500+sf, 3 bedroom, 2 bath condo on the edge of Portland's ...	3 beds \| 2 baths \| 1,511 sq.ft.	$879,000	Airbnb cash on cash: -1.83% Traditional cash on cash: 1.36% Airbnb Rental Income: $1194 Traditional Rental Income: $3414 Airbnb ROI: -1.83% Traditional ROI: 1.36%
1344 Washington Ave Portland, ME Two-Unit Apartment Opportunity! Welcome to 1344 Washington Ave Portland Maine... This ...	7 beds \| 2 baths \| 2,124 sq.ft.	$677,000	Airbnb cash on cash: 1.44% Traditional cash on cash: 1.35% Airbnb Rental Income: $2866 Traditional Rental Income: $2143 Airbnb ROI: 1.44% Traditional ROI: 1.35%
22 Hancock St #201 Portland, ME The India St. neighborhood of Portland shows off how the city continues to grow. Modern fa...	2 beds \| 2 baths \| 1,325 sq.ft.	$740,000	Airbnb cash on cash: -0.97% Traditional cash on cash: 1.41% Airbnb Rental Income: $1899 Traditional Rental Income: $3033 Airbnb ROI: -0.97% Traditional ROI: 1.41%
438-440 St. John St Portland, ME A rare opportunity to own this 3-Unit property that offers 2 very unique sought after trai...	9 beds \| 3 baths \| 3,610 sq.ft.	$860,000	Airbnb cash on cash: 0.61% Traditional cash on cash: 2.94% Airbnb Rental Income: $2866 Traditional Rental Income: $4060 Airbnb ROI: 0.61% Traditional ROI: 2.94%
112 Clark St #3 Portland, ME Ok, so, there's the 'heads-up'... if you're seeing this listing in the first few days of i...	2 beds \| 1 baths \| 955 sq.ft.	$559,000	Airbnb cash on cash: -0.61% Traditional cash on cash: 0.9% Airbnb Rental Income: $1586 Traditional Rental Income: $1922 Airbnb ROI: -0.61% Traditional ROI: 0.9%
387 Commercial St #322 Portland, ME Hobson's Landing at 383 Commercial Street redefined luxury living on Portland's peninsula....	3 beds \| 2 baths \| 1,549 sq.ft.	$1,850,000	Airbnb cash on cash: -2.38% Traditional cash on cash: -1.45% Airbnb Rental Income: $1194 Traditional Rental Income: $2410 Airbnb ROI: -2.38% Traditional ROI: -1.45%
75 Chestnut St #310 Portland, ME Live a life a little less ordinary in the Bayside neighborhood. Daymark offers creativity,...	2 beds \| 2 baths \| 899 sq.ft.	$635,000	Airbnb cash on cash: -1.69% Traditional cash on cash: 1.51% Airbnb Rental Income: $1603 Traditional Rental Income: $3042 Airbnb ROI: -1.69% Traditional ROI: 1.51%
75 Chestnut St #309 Portland, ME Live a life a little less ordinary in the Bayside neighborhood. Daymark offers creativity,...	1 beds \| 1 baths \| 877 sq.ft.	$499,000	Airbnb cash on cash: -2.59% Traditional cash on cash: 1.15% Airbnb Rental Income: $997 Traditional Rental Income: $2389 Airbnb ROI: -2.59% Traditional ROI: 1.15%

Real Estate investment in Portland, ME

There are 231 properties for sale in the city of Portland . The median list price in Portland is $740,000 and the average price per square foot is $393. In May 2026, the average monthly cash on cash return in Portland is 2.00%. The average monthly rental income in Portland is $2,991.

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

There are 231 investment properties available for sale in Portland.

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

The ROI for Short-Term is higher than the Long-Term in Portland with average rental income of $2,071.

Your search for investment property begins and ends here

Investment Property for Sale in Portland, ME

187 Congress Street

Portland, ME

3 beds | 1 baths | 1,519 sq.ft.

$450,000

Airbnb cash on cash: 2.26%

Traditional cash on cash: 4.42%

Airbnb Rental Income: $2382

Traditional Rental Income: $2703

Airbnb ROI: 2.26%

Traditional ROI: 4.42%

773 Congress St #3

Portland, ME

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

$537,000

Airbnb cash on cash: -1.18%

Traditional cash on cash: 1.44%

Airbnb Rental Income: $1554

Traditional Rental Income: $2421

Airbnb ROI: -1.18%

Traditional ROI: 1.44%

58 Portland St #4

Portland, ME

1 beds | 1 baths | 448 sq.ft.

$215,000

Airbnb cash on cash: -1.3%

Traditional cash on cash: 1.89%

Airbnb Rental Income: $997

Traditional Rental Income: $1293

Airbnb ROI: -1.3%

Traditional ROI: 1.89%

30 Merrill St #1

Portland, ME

1 beds | 1 baths | 712 sq.ft.

$550,000

Airbnb cash on cash: -1.26%

Traditional cash on cash: 1.41%

Airbnb Rental Income: $880

Traditional Rental Income: $1919

Airbnb ROI: -1.26%

Traditional ROI: 1.41%

245 Auburn Street

Portland, ME

3 beds | 4 baths | 2,664 sq.ft.

$725,000

Airbnb cash on cash: 1.21%

Traditional cash on cash: 4.44%

Airbnb Rental Income: $2866

Traditional Rental Income: $4383

Airbnb ROI: 1.21%

Traditional ROI: 4.44%

22 Eastern Promenade #1

Portland, ME

4 beds | 3 baths | 4,765 sq.ft.

$2,250,000

Airbnb cash on cash: N/A

Traditional cash on cash: -0.7%

Airbnb Rental Income: $null

Traditional Rental Income: $4247

Airbnb ROI: N/A

Traditional ROI: -0.7%

62 India St #206

Portland, ME

1 beds | 1 baths | 1,166 sq.ft.

$775,000

Airbnb cash on cash: -2.41%

Traditional cash on cash: 0.3%

Airbnb Rental Income: $960

Traditional Rental Income: $2568

Airbnb ROI: -2.41%

Traditional ROI: 0.3%

313R Warren Avenue

Portland, ME

2 beds | 1 baths | 900 sq.ft.

$349,900

Airbnb cash on cash: 0.3%

Traditional cash on cash: 4%

Airbnb Rental Income: $1200

Traditional Rental Income: $2029

Airbnb ROI: 0.3%