Real Estate Investment Properties for Sale in South Portland, ME

Looking for investment property in South Portland, ME with high ROI ?

Explore a variety of short-term homes & houses in South Portland, ME. Invest wisely with VRBO & South 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 South Portland, ME

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
486 Highland Avenue South Portland, ME This 3 bedroom 2 1/2 bath home is the perfect sanctuary from the hustle and bustle of ever...	3 beds \| 3 baths \| 1,833 sq.ft.	$569,000	Airbnb cash on cash: 1.31% Traditional cash on cash: 4.62% Airbnb Rental Income: $2315 Traditional Rental Income: $3501 Airbnb ROI: 1.31% Traditional ROI: 4.62%
55 Hawthorne Lane South Portland, ME Set on nearly an acre in South Portland's Hawthorne Woods, this thoughtfully designed 3,20...	4 beds \| 3 baths \| 3,129 sq.ft.	$1,650,000	Airbnb cash on cash: -0.12% Traditional cash on cash: 0.51% Airbnb Rental Income: $4451 Traditional Rental Income: $4475 Airbnb ROI: -0.12% Traditional ROI: 0.51%
245 Broadway South Portland, ME Find your new home in the heart of one of South Portland's most walkable & bikeable locati...	2 beds \| 2 baths \| 1,060 sq.ft.	$380,000	Airbnb cash on cash: -1.96% Traditional cash on cash: 2.68% Airbnb Rental Income: $1317 Traditional Rental Income: $2563 Airbnb ROI: -1.96% Traditional ROI: 2.68%
757 Main Street South Portland, ME Welcome to this immaculate ground-floor 2-bedroom, 1-bathroom condo, offering the perfect ...	2 beds \| 1 baths \| 974 sq.ft.	$279,000	Airbnb cash on cash: -0.83% Traditional cash on cash: 2.55% Airbnb Rental Income: $1317 Traditional Rental Income: $1799 Airbnb ROI: -0.83% Traditional ROI: 2.55%
72 Ocean Street South Portland, ME There are few places anywhere in the region that deliver a complete, walkable and bikeable...	2 beds \| 2 baths \| 1,554 sq.ft.	$699,000	Airbnb cash on cash: -0.57% Traditional cash on cash: 3.51% Airbnb Rental Income: $1317 Traditional Rental Income: $3568 Airbnb ROI: -0.57% Traditional ROI: 3.51%
16 Plover Way South Portland, ME Essex Layout - Having 2400 +/- sf. with primary bedroom on 1st floor and sunroom. This 55 ...	2 beds \| 3 baths \| 2,414 sq.ft.	$886,400	Airbnb cash on cash: -1.98% Traditional cash on cash: 1.89% Airbnb Rental Income: $1317 Traditional Rental Income: $4101 Airbnb ROI: -1.98% Traditional ROI: 1.89%
14 Plover Way South Portland, ME Phase III Open - Only 1 single level & 4 2-storny w/primary on 1st floor available. New Co...	2 beds \| 3 baths \| 2,274 sq.ft.	$838,900	Airbnb cash on cash: -1.95% Traditional cash on cash: 2.13% Airbnb Rental Income: $1317 Traditional Rental Income: $4101 Airbnb ROI: -1.95% Traditional ROI: 2.13%
1238 Broadway South Portland, ME Charming Bungalow style home offering 3/4 bedrooms...all new flooring April 2026 throughou...	4 beds \| 2 baths \| 1,296 sq.ft.	$440,000	Airbnb cash on cash: 7.31% Traditional cash on cash: 6.05% Airbnb Rental Income: $4451 Traditional Rental Income: $3004 Airbnb ROI: 7.31% Traditional ROI: 6.05%
32 Robinson Street South Portland, ME Welcome to this well-maintained and thoughtfully laid out 3-bedroom home offering comforta...	3 beds \| 1 baths \| 1,040 sq.ft.	$490,000	Airbnb cash on cash: 2.58% Traditional cash on cash: 4.23% Airbnb Rental Income: $2315 Traditional Rental Income: $2493 Airbnb ROI: 2.58% Traditional ROI: 4.23%
2 Drew Road South Portland, ME Perched like the prow of a ship with panoramic waterfront vistas, 2 Drew Road presents inc...	3 beds \| 2 baths \| 2,148 sq.ft.	$3,495,000	Airbnb cash on cash: -0.5% Traditional cash on cash: 0.07% Airbnb Rental Income: $2315 Traditional Rental Income: $3589 Airbnb ROI: -0.5% Traditional ROI: 0.07%
134 - 136 Sawyer Street South Portland, ME Nestled in South Portland's historic Ferry Village, this mostly refreshed two-unit propert...	N/A beds \| 2 baths \| 2,323 sq.ft.	$619,000	Airbnb cash on cash: 1.33% Traditional cash on cash: 1.44% Airbnb Rental Income: $2751 Traditional Rental Income: $2168 Airbnb ROI: 1.33% Traditional ROI: 1.44%
265 Lincoln Street South Portland, ME Spacious South Portland home on a rare double corner lot and offering a bright, open floor...	4 beds \| 2 baths \| 1,781 sq.ft.	$525,000	Airbnb cash on cash: 5.97% Traditional cash on cash: 4.87% Airbnb Rental Income: $4451 Traditional Rental Income: $2979 Airbnb ROI: 5.97% Traditional ROI: 4.87%
148 Breakwater Drive South Portland, ME Wonderful opportunity to own a waterside property in South Portland's popular Breakwater C...	1 beds \| 1 baths \| 587 sq.ft.	$325,000	Airbnb cash on cash: -2% Traditional cash on cash: 1.77% Airbnb Rental Income: $1080 Traditional Rental Income: $1863 Airbnb ROI: -2% Traditional ROI: 1.77%
119 Summit Terrace South Portland, ME Introducing a thoughtfully designed 20-unit luxury condominium community nestled in the so...	3 beds \| 4 baths \| 2,350 sq.ft.	$899,900	Airbnb cash on cash: -1.02% Traditional cash on cash: 0.4% Airbnb Rental Income: $2315 Traditional Rental Income: $2929 Airbnb ROI: -1.02% Traditional ROI: 0.4%
13 Oakwood Drive South Portland, ME This beautifully maintained Colonial-style home is situated in a prime location. The well-...	3 beds \| 3 baths \| 2,891 sq.ft.	$709,900	Airbnb cash on cash: 0.13% Traditional cash on cash: 1.65% Airbnb Rental Income: $2315 Traditional Rental Income: $2749 Airbnb ROI: 0.13% Traditional ROI: 1.65%
542 Preble Street South Portland, ME This charming Dutch Colonial near Willard Beach captures the timeless appeal of a 1926 hom...	3 beds \| 1 baths \| 1,496 sq.ft.	$767,350	Airbnb cash on cash: -0.05% Traditional cash on cash: 1.04% Airbnb Rental Income: $2315 Traditional Rental Income: $2515 Airbnb ROI: -0.05% Traditional ROI: 1.04%
2 Plover Way South Portland, ME Coolidge-Single Level Layout - Having 2220 +/- sf. with a beautiful sunroom. This 55 plus ...	2 beds \| 3 baths \| 2,220 sq.ft.	$917,400	Airbnb cash on cash: -1.4% Traditional cash on cash: 2.15% Airbnb Rental Income: $1317 Traditional Rental Income: $3939 Airbnb ROI: -1.4% Traditional ROI: 2.15%
30 Kaler Road South Portland, ME Opportunity is knocking in South Portland! This 1960s classic is more than just a home--it...	3 beds \| 1 baths \| 1,165 sq.ft.	$500,000	Airbnb cash on cash: 2.51% Traditional cash on cash: 3.76% Airbnb Rental Income: $2315 Traditional Rental Income: $2322 Airbnb ROI: 2.51% Traditional ROI: 3.76%
136 Dawson Street South Portland, ME Whether you are just starting out or downsizing, 136 Dawson St will meet your needs. This ...	3 beds \| 1 baths \| 960 sq.ft.	$440,000	Airbnb cash on cash: 2.99% Traditional cash on cash: 4.24% Airbnb Rental Income: $2315 Traditional Rental Income: $2256 Airbnb ROI: 2.99% Traditional ROI: 4.24%
25 Bishop Avenue South Portland, ME Charming and well-located 3-bedroom, 1.5 bath home in the heart of South Portland! This pr...	3 beds \| 2 baths \| 1,789 sq.ft.	$600,000	Airbnb cash on cash: 0.59% Traditional cash on cash: 3.28% Airbnb Rental Income: $2315 Traditional Rental Income: $3245 Airbnb ROI: 0.59% Traditional ROI: 3.28%
802 Highland Avenue South Portland, ME Welcome to 802 Highland Ave where you will find this well landscaped/tastefully remodeled ...	3 beds \| 2 baths \| 1,570 sq.ft.	$595,000	Airbnb cash on cash: 0.62% Traditional cash on cash: 3.06% Airbnb Rental Income: $2315 Traditional Rental Income: $3097 Airbnb ROI: 0.62% Traditional ROI: 3.06%
71 Myrtle Avenue South Portland, ME Set along one of the Willard neighborhood's most desirable quiet streets, with beach acces...	5 beds \| 3 baths \| 3,784 sq.ft.	$1,950,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.4% Airbnb Rental Income: $null Traditional Rental Income: $4440 Airbnb ROI: N/A Traditional ROI: 1.4%
210 Barnstable Road South Portland, ME Beautifully updated and move-in ready, this 3-bedroom, 2.5-bath home offers comfort, style...	3 beds \| 3 baths \| 1,672 sq.ft.	$769,900	Airbnb cash on cash: 1.29% Traditional cash on cash: 3.47% Airbnb Rental Income: $2315 Traditional Rental Income: $3305 Airbnb ROI: 1.29% Traditional ROI: 3.47%
33 Sokokis Street South Portland, ME Beautifully landscaped 3 bedroom 2 full bath slit-level home on corner lot. Located in des...	3 beds \| 2 baths \| 1,654 sq.ft.	$485,000	Airbnb cash on cash: 1.28% Traditional cash on cash: 4.45% Airbnb Rental Income: $2315 Traditional Rental Income: $3179 Airbnb ROI: 1.28% Traditional ROI: 4.45%

Real Estate investment in South-portland, ME

There are 24 properties for sale in the city of South Portland . The median list price in South Portland is $609,500 and the average price per square foot is $333. In May 2026, the average monthly cash on cash return in South Portland is 2.00%. The average monthly rental income in South Portland is $2,987.

South-portland, ME Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 24 investment properties available for sale in South-portland.

In 2026, the best neighborhood to buy investment property is South Portland.

The ROI for Long-Term is higher than the Short-Term in South-portland with average rental income of $2,987.

Your search for investment property begins and ends here

Investment Property for Sale in South Portland, ME

486 Highland Avenue

South Portland, ME

3 beds | 3 baths | 1,833 sq.ft.

$569,000

Airbnb cash on cash: 1.31%

Traditional cash on cash: 4.62%

Airbnb Rental Income: $2315

Traditional Rental Income: $3501

Airbnb ROI: 1.31%

Traditional ROI: 4.62%

55 Hawthorne Lane

South Portland, ME

4 beds | 3 baths | 3,129 sq.ft.

$1,650,000

Airbnb cash on cash: -0.12%

Traditional cash on cash: 0.51%

Airbnb Rental Income: $4451

Traditional Rental Income: $4475

Airbnb ROI: -0.12%

Traditional ROI: 0.51%

245 Broadway

South Portland, ME

2 beds | 2 baths | 1,060 sq.ft.

$380,000

Airbnb cash on cash: -1.96%

Traditional cash on cash: 2.68%

Airbnb Rental Income: $1317

Traditional Rental Income: $2563

Airbnb ROI: -1.96%

Traditional ROI: 2.68%

757 Main Street

South Portland, ME

2 beds | 1 baths | 974 sq.ft.

$279,000

Airbnb cash on cash: -0.83%

Traditional cash on cash: 2.55%

Airbnb Rental Income: $1317

Traditional Rental Income: $1799

Airbnb ROI: -0.83%

Traditional ROI: 2.55%

72 Ocean Street

South Portland, ME

2 beds | 2 baths | 1,554 sq.ft.

$699,000

Airbnb cash on cash: -0.57%

Traditional cash on cash: 3.51%

Airbnb Rental Income: $1317

Traditional Rental Income: $3568

Airbnb ROI: -0.57%

Traditional ROI: 3.51%

16 Plover Way

South Portland, ME

2 beds | 3 baths | 2,414 sq.ft.

$886,400

Airbnb cash on cash: -1.98%

Traditional cash on cash: 1.89%

Airbnb Rental Income: $1317

Traditional Rental Income: $4101

Airbnb ROI: -1.98%

Traditional ROI: 1.89%

14 Plover Way

South Portland, ME

2 beds | 3 baths | 2,274 sq.ft.

$838,900

Airbnb cash on cash: -1.95%

Traditional cash on cash: 2.13%

Airbnb Rental Income: $1317

Traditional Rental Income: $4101

Airbnb ROI: -1.95%

Traditional ROI: 2.13%

1238 Broadway

South Portland, ME

4 beds | 2 baths | 1,296 sq.ft.

$440,000

Airbnb cash on cash: 7.31%

Traditional cash on cash: 6.05%

Airbnb Rental Income: $4451

Traditional Rental Income: $3004

Airbnb ROI: 7.31%