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
35 Jefferson Street South Portland, ME This cozy and updated home nestled in the highly desirable Ferry Village neighborhood of S...	3 beds \| N/A baths \| 1,322 sq.ft.	$515,000	Airbnb cash on cash: 3.96% Traditional cash on cash: 1.7% Airbnb Rental Income: $3656 Traditional Rental Income: $1768 Airbnb ROI: 3.96% Traditional ROI: 1.7%
20 Noyes Street South Portland, ME This equisite 1925 Cape has unique features from yesteryear. Meticulously cared for both i...	3 beds \| N/A baths \| 1,460 sq.ft.	$450,000	Airbnb cash on cash: 4.81% Traditional cash on cash: 4.03% Airbnb Rental Income: $3656 Traditional Rental Income: $2526 Airbnb ROI: 4.81% Traditional ROI: 4.03%
753 Main Street South Portland, ME INVESTORS TAKE NOTICE!! Fantastic opportunity! Zoning and lot size allow for the addition...	N/A beds \| N/A baths \| 1,372 sq.ft.	$499,000	Airbnb cash on cash: 2.84% Traditional cash on cash: 2.28% Airbnb Rental Income: $3110 Traditional Rental Income: $2140 Airbnb ROI: 2.84% Traditional ROI: 2.28%
7 Kenneth Road South Portland, ME Welcome to 7 Kenneth Road in South Portland! This well maintained ranch is tucked on a qui...	3 beds \| N/A baths \| 1,056 sq.ft.	$475,000	Airbnb cash on cash: 4.37% Traditional cash on cash: 3.51% Airbnb Rental Income: $3656 Traditional Rental Income: $2474 Airbnb ROI: 4.37% Traditional ROI: 3.51%
23 Aspen Avenue South Portland, ME Still time to pick your finishes in this new colonial in Thornton Heights. This establish...	3 beds \| N/A baths \| 1,708 sq.ft.	$609,900	Airbnb cash on cash: 2.51% Traditional cash on cash: 3.76% Airbnb Rental Income: $3656 Traditional Rental Income: $3569 Airbnb ROI: 2.51% Traditional ROI: 3.76%
66 Evans Street South Portland, ME Thoughtfully designed single-level bungalow featuring quality finishes and attached garage...	2 beds \| N/A baths \| 1,315 sq.ft.	$468,000	Airbnb cash on cash: 2.96% Traditional cash on cash: 2.05% Airbnb Rental Income: $3466 Traditional Rental Income: $2302 Airbnb ROI: 2.96% Traditional ROI: 2.05%
77 O'neil Street South Portland, ME Finely designed new construction located on popular Meeting House Hill! Looking for energ...	3 beds \| N/A baths \| 2,492 sq.ft.	$979,000	Airbnb cash on cash: 0.68% Traditional cash on cash: 0.08% Airbnb Rental Income: $3656 Traditional Rental Income: $2307 Airbnb ROI: 0.68% Traditional ROI: 0.08%
18 Ocean Street South Portland, ME Welcome to Harbor Place! Located in a fantastic neighborhood with easy walking to shopping...	2 beds \| N/A baths \| 950 sq.ft.	$389,000	Airbnb cash on cash: 3.96% Traditional cash on cash: 2.16% Airbnb Rental Income: $3466 Traditional Rental Income: $2043 Airbnb ROI: 3.96% Traditional ROI: 2.16%
148 Breakwater Drive South Portland, ME Perhaps the Best Buy in the City! This freshly painted newly carpeted, Bright Sunny unit f...	1 beds \| N/A baths \| 538 sq.ft.	$240,000	Airbnb cash on cash: 1.58% Traditional cash on cash: 2.8% Airbnb Rental Income: $2250 Traditional Rental Income: $1963 Airbnb ROI: 1.58% Traditional ROI: 2.8%
149 Fort Road South Portland, ME NEW PRICE Discover the quintessential coastal Maine lifestyle in this breathtaking 1-flo...	2 beds \| N/A baths \| 1,430 sq.ft.	$675,000	Airbnb cash on cash: 1.43% Traditional cash on cash: 0.36% Airbnb Rental Income: $3466 Traditional Rental Income: $2023 Airbnb ROI: 1.43% Traditional ROI: 0.36%
16 Plover Way South Portland, ME Phase III Open - Only 4 single level & 6 2-storny w/primary on 1st floor available. New...	2 beds \| N/A baths \| 2,274 sq.ft.	$838,900	Airbnb cash on cash: 0.34% Traditional cash on cash: 2.13% Airbnb Rental Income: $3466 Traditional Rental Income: $4101 Airbnb ROI: 0.34% Traditional ROI: 2.13%
14 Plover Way South Portland, ME Phase III Open - Only 4 single level & 6 2-storny w/primary on 1st floor available. New...	2 beds \| N/A baths \| 2,274 sq.ft.	$838,900	Airbnb cash on cash: 0.34% Traditional cash on cash: 2.13% Airbnb Rental Income: $3466 Traditional Rental Income: $4101 Airbnb ROI: 0.34% Traditional ROI: 2.13%
338 Ocean Street South Portland, ME Reintroduced and priced with its newly defined .35ÃÂ± acre lot, this South Portland home ...	5 beds \| N/A baths \| 2,092 sq.ft.	$650,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.65% Airbnb Rental Income: $null Traditional Rental Income: $3525 Airbnb ROI: N/A Traditional ROI: 4.65%
124 Westbrook Street South Portland, ME Welcome to 124 Westbrook Street, a charming 1950 Cape nestled in the desirable Country Gar...	3 beds \| N/A baths \| 1,571 sq.ft.	$475,000	Airbnb cash on cash: 5.21% Traditional cash on cash: 4.61% Airbnb Rental Income: $3656 Traditional Rental Income: $2593 Airbnb ROI: 5.21% Traditional ROI: 4.61%
2 Drew Road South Portland, ME Perched like the prow of a ship with panoramic waterfront vistas, 2 Drew Road presents inc...	3 beds \| N/A baths \| 2,148 sq.ft.	$3,795,000	Airbnb cash on cash: -0.22% Traditional cash on cash: -0.01% Airbnb Rental Income: $3656 Traditional Rental Income: $3589 Airbnb ROI: -0.22% Traditional ROI: -0.01%
854 Broadway South Portland, ME 854 Broadway is a mixed use property located in a highly visible area on a popular commute...	N/A beds \| N/A baths \| 4,370 sq.ft.	$560,000	Airbnb cash on cash: 2.14% Traditional cash on cash: 1.01% Airbnb Rental Income: $3110 Traditional Rental Income: $1813 Airbnb ROI: 2.14% Traditional ROI: 1.01%
96 Crestview Drive South Portland, ME Set on .85 acres in one of South Portland's few executive neighborhoods, this spacious Col...	5 beds \| N/A baths \| 5,111 sq.ft.	$949,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.51% Airbnb Rental Income: $null Traditional Rental Income: $3196 Airbnb ROI: N/A Traditional ROI: 2.51%
1 Channel Road South Portland, ME Unparalleled grandeur and pristine craftsmanship define this waterfront estate in South Po...	3 beds \| N/A baths \| 6,505 sq.ft.	$8,000,000	Airbnb cash on cash: -0.62% Traditional cash on cash: -0.59% Airbnb Rental Income: $3656 Traditional Rental Income: $3114 Airbnb ROI: -0.62% Traditional ROI: -0.59%
73 High Street South Portland, ME Investors, contractors take notice. 3 unit building gutted back to the studs after freeze...	N/A beds \| N/A baths \| 2,096 sq.ft.	$699,000	Airbnb cash on cash: 1.58% Traditional cash on cash: 1.25% Airbnb Rental Income: $3110 Traditional Rental Income: $2191 Airbnb ROI: 1.58% Traditional ROI: 1.25%
46 Burwell Avenue South Portland, ME Essentially brand new inside and out! This stunning 4-bedroom, 2-bath home has been taken ...	4 beds \| N/A baths \| 1,650 sq.ft.	$599,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.26% Airbnb Rental Income: $null Traditional Rental Income: $3044 Airbnb ROI: N/A Traditional ROI: 4.26%
119 Summit Terrace South Portland, ME Introducing a thoughtfully designed 20-unit luxury condominium community nestled in the so...	2 beds \| 4 baths \| 2,350 sq.ft.	$899,900	Airbnb cash on cash: 2.3% Traditional cash on cash: 2.38% Airbnb Rental Income: $3656 Traditional Rental Income: $2926 Airbnb ROI: 2.3% Traditional ROI: 2.38%
10 Alder Street South Portland, ME Charming Cape Near Willard Beach!! Discover this inviting 3-bedroom, 1-bath Cape nestled o...	3 beds \| N/A baths \| 1,158 sq.ft.	$600,000	Airbnb cash on cash: 3.93% Traditional cash on cash: 3.14% Airbnb Rental Income: $3656 Traditional Rental Income: $2414 Airbnb ROI: 3.93% Traditional ROI: 3.14%
11 Chestnut Street South Portland, ME This home offers a wonderful opportunity to live in South Portland affordably, while maint...	4 beds \| N/A baths \| 1,100 sq.ft.	$399,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.86% Airbnb Rental Income: $null Traditional Rental Income: $2668 Airbnb ROI: N/A Traditional ROI: 5.86%
204 Preble Street South Portland, ME Welcome to 204 Preble Street, where the best of South Portland's coastal lifestyle meets t...	3 beds \| N/A baths \| 1,608 sq.ft.	$749,000	Airbnb cash on cash: 2.96% Traditional cash on cash: 2.68% Airbnb Rental Income: $3656 Traditional Rental Income: $2663 Airbnb ROI: 2.96% Traditional ROI: 2.68%
26 Grandview Avenue South Portland, ME This property offers incredible potential in located in a convenient location! Situated on...	3 beds \| N/A baths \| 1,440 sq.ft.	$425,000	Airbnb cash on cash: 5.93% Traditional cash on cash: 5.62% Airbnb Rental Income: $3656 Traditional Rental Income: $2732 Airbnb ROI: 5.93% Traditional ROI: 5.62%
311 Ocean Street South Portland, ME DON'T MISS OUT on this incredible opportunity! Priced to sell as-is with expansion potenti...	N/A beds \| N/A baths \| 3,996 sq.ft.	$895,000	Airbnb cash on cash: 0.62% Traditional cash on cash: 0.19% Airbnb Rental Income: $3110 Traditional Rental Income: $2042 Airbnb ROI: 0.62% Traditional ROI: 0.19%
76 Pitt Street South Portland, ME Do not miss your chance to own this charming three bedroom ranch in the very desirable Mee...	3 beds \| N/A baths \| 1,640 sq.ft.	$489,900	Airbnb cash on cash: 5.02% Traditional cash on cash: 4.82% Airbnb Rental Income: $3656 Traditional Rental Income: $2765 Airbnb ROI: 5.02% Traditional ROI: 4.82%
98 Linton Street South Portland, ME This clean, updated one/two-bedroom, one-bath home is ideally located in a wonderfully con...	2 beds \| N/A baths \| 896 sq.ft.	$435,000	Airbnb cash on cash: 5.39% Traditional cash on cash: 4.08% Airbnb Rental Income: $3466 Traditional Rental Income: $2169 Airbnb ROI: 5.39% Traditional ROI: 4.08%
21 Blueberry Drive South Portland, ME Discover the charm of this lovingly maintained, one-owner, single-level home tucked away o...	2 beds \| N/A baths \| 1,768 sq.ft.	$599,000	Airbnb cash on cash: 3.65% Traditional cash on cash: 3.31% Airbnb Rental Income: $3466 Traditional Rental Income: $2510 Airbnb ROI: 3.65% Traditional ROI: 3.31%
28 Clifford Street South Portland, ME Welcome to 28 Clifford Street, a delightful Cape Cod style home in South Portland, just ne...	3 beds \| 2 baths \| 1,899 sq.ft.	$535,000	Airbnb cash on cash: 4.52% Traditional cash on cash: 4.08% Airbnb Rental Income: $3656 Traditional Rental Income: $2635 Airbnb ROI: 4.52% Traditional ROI: 4.08%

Real Estate investment in South-portland, ME

There are 31 properties for sale in the city of South Portland . The median list price in South Portland is $599,000 and the average price per square foot is $296. In December 2025, the average monthly cash on cash return in South Portland is 2.00%. The average monthly rental income in South Portland is $2,682.

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

There are 31 investment properties available for sale in South-portland.

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

The ROI for Short-Term is higher than the Long-Term in South-portland with average rental income of $3,656.

Your search for investment property begins and ends here

Investment Property for Sale in South Portland, ME

35 Jefferson Street

South Portland, ME

3 beds | N/A baths | 1,322 sq.ft.

$515,000

Airbnb cash on cash: 3.96%

Traditional cash on cash: 1.7%

Airbnb Rental Income: $3656

Traditional Rental Income: $1768

Airbnb ROI: 3.96%

Traditional ROI: 1.7%

20 Noyes Street

South Portland, ME

3 beds | N/A baths | 1,460 sq.ft.

$450,000

Airbnb cash on cash: 4.81%

Traditional cash on cash: 4.03%

Airbnb Rental Income: $3656

Traditional Rental Income: $2526

Airbnb ROI: 4.81%

Traditional ROI: 4.03%

753 Main Street

South Portland, ME

N/A beds | N/A baths | 1,372 sq.ft.

$499,000

Airbnb cash on cash: 2.84%

Traditional cash on cash: 2.28%

Airbnb Rental Income: $3110

Traditional Rental Income: $2140

Airbnb ROI: 2.84%

Traditional ROI: 2.28%

7 Kenneth Road

South Portland, ME

3 beds | N/A baths | 1,056 sq.ft.

$475,000

Airbnb cash on cash: 4.37%

Traditional cash on cash: 3.51%

Airbnb Rental Income: $3656

Traditional Rental Income: $2474

Airbnb ROI: 4.37%

Traditional ROI: 3.51%

23 Aspen Avenue

South Portland, ME

3 beds | N/A baths | 1,708 sq.ft.

$609,900

Airbnb cash on cash: 2.51%

Traditional cash on cash: 3.76%

Airbnb Rental Income: $3656

Traditional Rental Income: $3569

Airbnb ROI: 2.51%

Traditional ROI: 3.76%

66 Evans Street

South Portland, ME

2 beds | N/A baths | 1,315 sq.ft.

$468,000

Airbnb cash on cash: 2.96%

Traditional cash on cash: 2.05%

Airbnb Rental Income: $3466

Traditional Rental Income: $2302

Airbnb ROI: 2.96%

Traditional ROI: 2.05%

77 O'neil Street

South Portland, ME

3 beds | N/A baths | 2,492 sq.ft.

$979,000

Airbnb cash on cash: 0.68%

Traditional cash on cash: 0.08%

Airbnb Rental Income: $3656

Traditional Rental Income: $2307

Airbnb ROI: 0.68%

Traditional ROI: 0.08%

18 Ocean Street

South Portland, ME

2 beds | N/A baths | 950 sq.ft.

$389,000

Airbnb cash on cash: 3.96%

Traditional cash on cash: 2.16%

Airbnb Rental Income: $3466

Traditional Rental Income: $2043

Airbnb ROI: 3.96%