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
130 Fellows St South Portland, ME Spacious and well-maintained oversized split-level featuring 4 bedrooms, 2.5 baths, and a ...	4 beds \| 2 baths \| 2,274 sq.ft.	$625,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.18% Airbnb Rental Income: $null Traditional Rental Income: $4077 Airbnb ROI: N/A Traditional ROI: 5.18%
1309 Broadway South Portland, ME Welcome to 1309 Broadway - South Portland Charm with Room to Spare! Enjoy space, style, an...	5 beds \| 4 baths \| 3,544 sq.ft.	$849,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.36% Airbnb Rental Income: $null Traditional Rental Income: $3190 Airbnb ROI: N/A Traditional ROI: 2.36%
982 Highland Ave South Portland, ME Space, flexibility, and an exceptionally convenient location come together in this spaciou...	4 beds \| 2 baths \| 2,764 sq.ft.	$749,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.83% Airbnb Rental Income: $null Traditional Rental Income: $4236 Airbnb ROI: N/A Traditional ROI: 3.83%
36 George St South Portland, ME Small but mighty, this well-maintained 2-bedroom, 1-bath home makes the most of every squa...	2 beds \| 1 baths \| 685 sq.ft.	$395,900	Airbnb cash on cash: 4.67% Traditional cash on cash: 3.47% Airbnb Rental Income: $3116 Traditional Rental Income: $1961 Airbnb ROI: 4.67% Traditional ROI: 3.47%
143 Westbrook Street South Portland, ME Charming Craftsman bungalow offering timeless character paired with thoughtful modern upda...	4 beds \| 2 baths \| 1,961 sq.ft.	$499,999	Airbnb cash on cash: N/A Traditional cash on cash: 5.58% Airbnb Rental Income: $null Traditional Rental Income: $3517 Airbnb ROI: N/A Traditional ROI: 5.58%
139 Skillings Street South Portland, ME Welcome to 139 Skillings Street, an updated duplex situated on a nearly one-half-acre lot ...	N/A beds \| 2 baths \| 2,447 sq.ft.	$639,900	Airbnb cash on cash: 1.6% Traditional cash on cash: 2.44% Airbnb Rental Income: $2921 Traditional Rental Income: $2743 Airbnb ROI: 1.6% Traditional ROI: 2.44%
74 Huntress Avenue South Portland, ME Charming and full of natural light, this classic Cape-style home offers 3 bedrooms, 1 bath...	3 beds \| 1 baths \| 1,397 sq.ft.	$519,000	Airbnb cash on cash: 2.54% Traditional cash on cash: 3.27% Airbnb Rental Income: $2785 Traditional Rental Income: $2485 Airbnb ROI: 2.54% Traditional ROI: 3.27%
12 Barnstable Road South Portland, ME Ideally located in one of South Portland's established neighborhoods, this Cape-style home...	3 beds \| 2 baths \| 1,419 sq.ft.	$549,000	Airbnb cash on cash: 2.26% Traditional cash on cash: 3.87% Airbnb Rental Income: $2785 Traditional Rental Income: $2959 Airbnb ROI: 2.26% Traditional ROI: 3.87%
18 Ardsley Ave South Portland, ME Elegant South Portland bungalow offering timeless charm and exceptional convenience. This ...	2 beds \| 1 baths \| 936 sq.ft.	$489,900	Airbnb cash on cash: 3.33% Traditional cash on cash: 2.55% Airbnb Rental Income: $3116 Traditional Rental Income: $2051 Airbnb ROI: 3.33% Traditional ROI: 2.55%
12 Grandview Ave South Portland, ME A cozy two bedroom in one of the best locations in South Portland! This sweet ranch is imm...	2 beds \| 1 baths \| 714 sq.ft.	$399,900	Airbnb cash on cash: 4.5% Traditional cash on cash: 3.43% Airbnb Rental Income: $3116 Traditional Rental Income: $2008 Airbnb ROI: 4.5% Traditional ROI: 3.43%
9 Cole Street South Portland, ME Welcome to Cole Street Condominiums! This beautifully remodeled 1-bedroom, 1-bath condo ha...	1 beds \| 1 baths \| 586 sq.ft.	$225,000	Airbnb cash on cash: -0.94% Traditional cash on cash: 5% Airbnb Rental Income: $1625 Traditional Rental Income: $2430 Airbnb ROI: -0.94% Traditional ROI: 5%
44 Myrtle Ave South Portland, ME Rare Willard Beach opportunity! Just steps from the sand and an easy stroll to neighborhoo...	4 beds \| 2 baths \| 1,728 sq.ft.	$999,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.47% Airbnb Rental Income: $null Traditional Rental Income: $1602 Airbnb ROI: N/A Traditional ROI: -0.47%
25 Minott Street South Portland, ME Sweet 1BR condo with a great layout in a convenient location awaits you! Being offered ful...	1 beds \| 1 baths \| 585 sq.ft.	$250,000	Airbnb cash on cash: 1.32% Traditional cash on cash: 2.39% Airbnb Rental Income: $1625 Traditional Rental Income: $1418 Airbnb ROI: 1.32% Traditional ROI: 2.39%
18 Ocean Street South Portland, ME Knightville Neighborhood condo ~ what a location! This waterfront 2-bedroom condo offers a...	2 beds \| 1 baths \| 942 sq.ft.	$375,000	Airbnb cash on cash: 3.36% Traditional cash on cash: 2.33% Airbnb Rental Income: $3116 Traditional Rental Income: $2043 Airbnb ROI: 3.36% Traditional ROI: 2.33%
67 Elsmere Avenue South Portland, ME Welcome to your own slice of coastal Maine in the heart of Willard Beach! This beautifully...	3 beds \| 3 baths \| 1,881 sq.ft.	$895,000	Airbnb cash on cash: 0.96% Traditional cash on cash: -0.02% Airbnb Rental Income: $2785 Traditional Rental Income: $1316 Airbnb ROI: 0.96% Traditional ROI: -0.02%
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: -0.04% Traditional cash on cash: 2.13% Airbnb Rental Income: $3116 Traditional Rental Income: $4101 Airbnb ROI: -0.04% Traditional ROI: 2.13%
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.	$3,485,000	Airbnb cash on cash: -0.37% Traditional cash on cash: 0.08% Airbnb Rental Income: $2785 Traditional Rental Income: $3589 Airbnb ROI: -0.37% Traditional ROI: 0.08%
1 Channel Rd South Portland, ME Unparalleled grandeur and pristine craftsmanship define this waterfront estate in South Po...	3 beds \| 4 baths \| 6,505 sq.ft.	$7,495,000	Airbnb cash on cash: -0.7% Traditional cash on cash: -0.56% Airbnb Rental Income: $2785 Traditional Rental Income: $3114 Airbnb ROI: -0.7% Traditional ROI: -0.56%
87 Sawyer St South Portland, ME Light filled coastal colonial home, built in 2009, offers 4 bedrooms, 2 full baths, with t...	4 beds \| 2 baths \| 1,792 sq.ft.	$779,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.74% Airbnb Rental Income: $null Traditional Rental Income: $3455 Airbnb ROI: N/A Traditional ROI: 2.74%
134 - 136 Sawyer St South Portland, ME 134-136 Sawyer Street presents an outstanding investment opportunity in one of South Portl...	6 beds \| 2 baths \| 2,323 sq.ft.	$599,000	Airbnb cash on cash: 1.66% Traditional cash on cash: 1.52% Airbnb Rental Income: $2921 Traditional Rental Income: $2168 Airbnb ROI: 1.66% Traditional ROI: 1.52%
148 Breakwater Drive South Portland, ME This could possibly be the best 1 bedroom view in South Portland. To the left is the city ...	1 beds \| 1 baths \| 587 sq.ft.	$465,000	Airbnb cash on cash: -1.06% Traditional cash on cash: 0.54% Airbnb Rental Income: $1625 Traditional Rental Income: $1863 Airbnb ROI: -1.06% Traditional ROI: 0.54%
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: -0.55% Traditional cash on cash: 0.4% Airbnb Rental Income: $2785 Traditional Rental Income: $2929 Airbnb ROI: -0.55% 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.	$679,900	Airbnb cash on cash: 0.86% Traditional cash on cash: 1.83% Airbnb Rental Income: $2785 Traditional Rental Income: $2749 Airbnb ROI: 0.86% Traditional ROI: 1.83%
106 Romano Rd South Portland, ME Welcome to 106 Romano Road, a beautifully updated 3-bedroom, 1-bath home in South Portland...	3 beds \| 1 baths \| 1,464 sq.ft.	$514,900	Airbnb cash on cash: 1.85% Traditional cash on cash: 2.7% Airbnb Rental Income: $2785 Traditional Rental Income: $2547 Airbnb ROI: 1.85% Traditional ROI: 2.7%
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: 0.36% Traditional cash on cash: 2.15% Airbnb Rental Income: $3116 Traditional Rental Income: $3939 Airbnb ROI: 0.36% Traditional ROI: 2.15%
26 Cormorant Pl #26 South Portland, ME Tucked away in the serene and beautifully maintained Heron Cove Association, this inviting...	2 beds \| 2 baths \| 1,152 sq.ft.	$395,900	Airbnb cash on cash: 5.16% Traditional cash on cash: 5.82% Airbnb Rental Income: $3116 Traditional Rental Income: $2655 Airbnb ROI: 5.16% Traditional ROI: 5.82%
22 Ashbourne Ct #22 South Portland, ME Tucked within a pristine cul-de-sac association lined with mature trees, this spacious thr...	3 beds \| 1 baths \| 1,378 sq.ft.	$425,000	Airbnb cash on cash: 2.77% Traditional cash on cash: 4.51% Airbnb Rental Income: $2785 Traditional Rental Income: $2822 Airbnb ROI: 2.77% Traditional ROI: 4.51%
71 Willard St South Portland, ME Your arrival sets the tone. A stunning Manchurian Crab Apple tree greets you as you step o...	2 beds \| 2 baths \| 1,000 sq.ft.	$799,900	Airbnb cash on cash: 2.1% Traditional cash on cash: 2.4% Airbnb Rental Income: $3116 Traditional Rental Income: $2629 Airbnb ROI: 2.1% Traditional ROI: 2.4%
13 Gerry Avenue South Portland, ME Beautiful historic Sears Kit Craftsman Colonial blending timeless character with substanti...	3 beds \| 1 baths \| 1,396 sq.ft.	$450,000	Airbnb cash on cash: 3.83% Traditional cash on cash: 4.69% Airbnb Rental Income: $2785 Traditional Rental Income: $2493 Airbnb ROI: 3.83% Traditional ROI: 4.69%
55 Boothby Ave South Portland, ME Designed and built with focus on versatility, energy efficiency, and enduring craftsmanshi...	3 beds \| 3 baths \| 1,790 sq.ft.	$995,000	Airbnb cash on cash: 1.2% Traditional cash on cash: 2.95% Airbnb Rental Income: $2785 Traditional Rental Income: $3754 Airbnb ROI: 1.2% Traditional ROI: 2.95%
32 Clemons Street South Portland, ME Rare opportunity to acquire an exceptional five-unit multifamily property in one of South ...	N/A beds \| 6 baths \| 3,990 sq.ft.	$1,100,000	Airbnb cash on cash: 0.05% Traditional cash on cash: 3.73% Airbnb Rental Income: $2921 Traditional Rental Income: $6007 Airbnb ROI: 0.05% Traditional ROI: 3.73%
130 Fickett St South Portland, ME NEW 2026 Luxury Cottage-style residence: 4 BR \| 3.5 BA in a highly sought-after South Port...	4 beds \| 3 baths \| 3,200 sq.ft.	$1,675,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.53% Airbnb Rental Income: $null Traditional Rental Income: $5824 Airbnb ROI: N/A Traditional ROI: 2.53%
55 Higgins Ln South Portland, ME Privacy, character and convenience are the touchstones of this custom built 4 BR home on 1...	4 beds \| 2 baths \| 2,770 sq.ft.	$950,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.36% Airbnb Rental Income: $null Traditional Rental Income: $4251 Airbnb ROI: N/A Traditional ROI: 3.36%
8 Kenneth Rd South Portland, ME Welcome to eco-friendly, low-cost living in one of Southern Maine's most desirable locatio...	3 beds \| 1 baths \| 1,418 sq.ft.	$515,000	Airbnb cash on cash: 3.23% Traditional cash on cash: 5.06% Airbnb Rental Income: $2785 Traditional Rental Income: $3015 Airbnb ROI: 3.23% Traditional ROI: 5.06%
2 Myrtle Ave South Portland, ME A rare opportunity to enjoy easy coastal living just one house back from Willard Beach. Of...	2 beds \| 2 baths \| 1,144 sq.ft.	$899,000	Airbnb cash on cash: 1.76% Traditional cash on cash: 2.36% Airbnb Rental Income: $3116 Traditional Rental Income: $2908 Airbnb ROI: 1.76% Traditional ROI: 2.36%
49 O'Neil Street South Portland, ME Welcome to Meeting House Hill Park! This newly completed home is the final single-family h...	4 beds \| 3 baths \| 2,150 sq.ft.	$849,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.65% Airbnb Rental Income: $null Traditional Rental Income: $4049 Airbnb ROI: N/A Traditional ROI: 2.65%
301 Broadway South Portland, ME Located in South Portland's sought-after Ferry Village neighborhood, this 3-bedroom, 1-bat...	2 beds \| 1 baths \| 1,330 sq.ft.	$465,000	Airbnb cash on cash: 4.31% Traditional cash on cash: 4.08% Airbnb Rental Income: $3116 Traditional Rental Income: $2310 Airbnb ROI: 4.31% Traditional ROI: 4.08%
219 Highland Avenue South Portland, ME Welcome to 219 Highland Avenue, where timeless character meets exceptional convenience in ...	4 beds \| 2 baths \| 1,944 sq.ft.	$525,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.61% Airbnb Rental Income: $null Traditional Rental Income: $3340 Airbnb ROI: N/A Traditional ROI: 5.61%

Real Estate investment in South-portland, ME

There are 44 properties for sale in the city of South Portland . The median list price in South Portland is $534,680 and the average price per square foot is $278. In September 2026, the average monthly cash on cash return in South Portland is 2.00%. The average monthly rental income in South Portland is $2,969.

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

There are 44 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 $2,969.

Your search for investment property begins and ends here

Investment Property for Sale in South Portland, ME

130 Fellows St

South Portland, ME

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

$625,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.18%

Airbnb Rental Income: $null

Traditional Rental Income: $4077

Airbnb ROI: N/A

Traditional ROI: 5.18%

1309 Broadway

South Portland, ME

5 beds | 4 baths | 3,544 sq.ft.

$849,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.36%

Airbnb Rental Income: $null

Traditional Rental Income: $3190

Airbnb ROI: N/A

Traditional ROI: 2.36%

982 Highland Ave

South Portland, ME

4 beds | 2 baths | 2,764 sq.ft.

$749,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.83%

Airbnb Rental Income: $null

Traditional Rental Income: $4236

Airbnb ROI: N/A

Traditional ROI: 3.83%

36 George St

South Portland, ME

2 beds | 1 baths | 685 sq.ft.

$395,900

Airbnb cash on cash: 4.67%

Traditional cash on cash: 3.47%

Airbnb Rental Income: $3116

Traditional Rental Income: $1961

Airbnb ROI: 4.67%

Traditional ROI: 3.47%

143 Westbrook Street

South Portland, ME

4 beds | 2 baths | 1,961 sq.ft.

$499,999

Airbnb cash on cash: N/A

Traditional cash on cash: 5.58%

Airbnb Rental Income: $null

Traditional Rental Income: $3517

Airbnb ROI: N/A

Traditional ROI: 5.58%

139 Skillings Street

South Portland, ME

N/A beds | 2 baths | 2,447 sq.ft.

$639,900

Airbnb cash on cash: 1.6%

Traditional cash on cash: 2.44%

Airbnb Rental Income: $2921

Traditional Rental Income: $2743

Airbnb ROI: 1.6%

Traditional ROI: 2.44%

74 Huntress Avenue

South Portland, ME

3 beds | 1 baths | 1,397 sq.ft.

$519,000

Airbnb cash on cash: 2.54%

Traditional cash on cash: 3.27%

Airbnb Rental Income: $2785

Traditional Rental Income: $2485

Airbnb ROI: 2.54%

Traditional ROI: 3.27%

12 Barnstable Road

South Portland, ME

3 beds | 2 baths | 1,419 sq.ft.

$549,000

Airbnb cash on cash: 2.26%

Traditional cash on cash: 3.87%

Airbnb Rental Income: $2785

Traditional Rental Income: $2959

Airbnb ROI: 2.26%