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

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
39 Mclean Street South Portland, ME Don't miss your chance to make this South Portland gem your own! With its ideal location, ...	4 beds \| 2 baths \| 1,536 sq.ft.	$499,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.08% Airbnb Rental Income: $null Traditional Rental Income: $3283 Airbnb ROI: N/A Traditional ROI: 5.08%
162 Walnut Street South Portland, ME Welcome to 162 Walnut Street, a beautifully updated home that combines modern comforts wit...	2 beds \| 2 baths \| 1,470 sq.ft.	$625,000	Airbnb cash on cash: 3.93% Traditional cash on cash: 3% Airbnb Rental Income: $4174 Traditional Rental Income: $2742 Airbnb ROI: 3.93% Traditional ROI: 3%
125 Hill Street South Portland, ME This meticulously maintained traditional colonial home is a true gem, offering classic cha...	4 beds \| 2 baths \| 1,901 sq.ft.	$465,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.65% Airbnb Rental Income: $null Traditional Rental Income: $3422 Airbnb ROI: N/A Traditional ROI: 5.65%
40 Cash Street South Portland, ME Charming, light-filled 3BD/ 1.5 bath bungalow in great central South Portland location pro...	3 beds \| 2 baths \| 1,708 sq.ft.	$505,000	Airbnb cash on cash: 6.17% Traditional cash on cash: 4.39% Airbnb Rental Income: $5163 Traditional Rental Income: $3276 Airbnb ROI: 6.17% Traditional ROI: 4.39%
7 Curlew Court South Portland, ME Summer of 2025! New Construction! Take it all in from a stunning vantage point within The ...	2 beds \| 3 baths \| 2,274 sq.ft.	$698,900	Airbnb cash on cash: 1.78% Traditional cash on cash: 0.81% Airbnb Rental Income: $4174 Traditional Rental Income: $2661 Airbnb ROI: 1.78% Traditional ROI: 0.81%
148 Breakwater Drive South Portland, ME	1 beds \| 1 baths \| 584 sq.ft.	$299,900	Airbnb cash on cash: -0.35% Traditional cash on cash: 2.71% Airbnb Rental Income: $1545 Traditional Rental Income: $1963 Airbnb ROI: -0.35% Traditional ROI: 2.71%
16 Mussey Street South Portland, ME Very sweet Channel South townhouse condo. Freshly painted end unit with great sunlight thr...	2 beds \| 2 baths \| 960 sq.ft.	$365,000	Airbnb cash on cash: 5.85% Traditional cash on cash: 3.02% Airbnb Rental Income: $4174 Traditional Rental Income: $2322 Airbnb ROI: 5.85% Traditional ROI: 3.02%
69 O'Neil Street South Portland, ME * CABINETS ARE HUNG * FLOORING IS IN* This home is in the home stretch of completion! Welc...	4 beds \| 3 baths \| 1,960 sq.ft.	$849,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.18% Airbnb Rental Income: $null Traditional Rental Income: $3677 Airbnb ROI: N/A Traditional ROI: 2.18%
149 Fort Road South Portland, ME Welcome to Ships Watch Condominium, located in the highly sought-after Willard Beach area ...	2 beds \| 2 baths \| 1,444 sq.ft.	$649,000	Airbnb cash on cash: 2.5% Traditional cash on cash: 0.41% Airbnb Rental Income: $4174 Traditional Rental Income: $2023 Airbnb ROI: 2.5% Traditional ROI: 0.41%
1 Solar Way South Portland, ME Discover your eco-friendly haven in the heart of Southern Maine. These charming one-bedroo...	1 beds \| 1 baths \| 842 sq.ft.	$529,000	Airbnb cash on cash: -0.97% Traditional cash on cash: 1.53% Airbnb Rental Income: $1545 Traditional Rental Income: $2333 Airbnb ROI: -0.97% Traditional ROI: 1.53%
3 Solar Way South Portland, ME Discover your eco-friendly haven in the heart of southern Maine. These three-bedroom homes...	3 beds \| 2 baths \| 1,385 sq.ft.	$735,500	Airbnb cash on cash: 2.8% Traditional cash on cash: 1.49% Airbnb Rental Income: $5163 Traditional Rental Income: $3215 Airbnb ROI: 2.8% Traditional ROI: 1.49%
4 Puffin Lane South Portland, ME Phase II now open for reservations for a 2025 Occupancy. New Construction! Take it all in ...	2 beds \| 3 baths \| 2,274 sq.ft.	$744,900	Airbnb cash on cash: 1.52% Traditional cash on cash: 2.07% Airbnb Rental Income: $4174 Traditional Rental Income: $3665 Airbnb ROI: 1.52% Traditional ROI: 2.07%
111 Dyke Farm Road Extension South Portland, ME Enjoy this 4 bedroom, 2 bath for years to come. Offering 1310sf of living space, this sun ...	4 beds \| 2 baths \| 1,378 sq.ft.	$425,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.4% Airbnb Rental Income: $null Traditional Rental Income: $3095 Airbnb ROI: N/A Traditional ROI: 4.4%
52 Fellows Street South Portland, ME Welcome to 52 Fellows Street, a delightful well situated single-family home in the heart o...	3 beds \| 2 baths \| 1,952 sq.ft.	$544,000	Airbnb cash on cash: 5.56% Traditional cash on cash: 3.99% Airbnb Rental Income: $5163 Traditional Rental Income: $3318 Airbnb ROI: 5.56% Traditional ROI: 3.99%
117 Sunset Avenue South Portland, ME Welcome to 117 Sunset Ave! This 2 bedroom, end-unit has everything you need for easy condo...	2 beds \| 1 baths \| 882 sq.ft.	$280,000	Airbnb cash on cash: 8.3% Traditional cash on cash: 3.42% Airbnb Rental Income: $4174 Traditional Rental Income: $2003 Airbnb ROI: 8.3% Traditional ROI: 3.42%
32 Sylvan Road South Portland, ME Come live in this delightful neighborhood! This home boasts a front to back living room wi...	3 beds \| 2 baths \| 1,273 sq.ft.	$558,000	Airbnb cash on cash: 5.36% Traditional cash on cash: 3.15% Airbnb Rental Income: $5163 Traditional Rental Income: $2961 Airbnb ROI: 5.36% Traditional ROI: 3.15%
1101 Highland Avenue South Portland, ME Welcome to 1101 Highland Avenue, a charming contemporary home nestled on a corner lot of t...	3 beds \| 2 baths \| 1,674 sq.ft.	$674,900	Airbnb cash on cash: 4.04% Traditional cash on cash: 2.55% Airbnb Rental Income: $5163 Traditional Rental Income: $3176 Airbnb ROI: 4.04% Traditional ROI: 2.55%
531 Westbrook Street South Portland, ME It's a little bit urban, it's a little bit coastal and totally convenient. Built in 2021, ...	2 beds \| 2 baths \| 1,348 sq.ft.	$475,000	Airbnb cash on cash: 4.4% Traditional cash on cash: 3.89% Airbnb Rental Income: $4174 Traditional Rental Income: $3065 Airbnb ROI: 4.4% Traditional ROI: 3.89%
103 Boysenberry Drive South Portland, ME OPEN HOUSE Sunday Nov 10th 11am - 12:30pm. Set in an idyllic neighborhood with sidewalk-li...	3 beds \| 2 baths \| 1,820 sq.ft.	$640,000	Airbnb cash on cash: 5.05% Traditional cash on cash: 3.71% Airbnb Rental Income: $5163 Traditional Rental Income: $3316 Airbnb ROI: 5.05% Traditional ROI: 3.71%
3 George Street South Portland, ME Welcome to this stunning new construction home, offering the ease of one-level living in a...	3 beds \| 3 baths \| 1,692 sq.ft.	$690,000	Airbnb cash on cash: 3.9% Traditional cash on cash: 2.78% Airbnb Rental Income: $5163 Traditional Rental Income: $3394 Airbnb ROI: 3.9% Traditional ROI: 2.78%
182 Sawyer Street South Portland, ME This charming & desirable home in an highly sought after location in Ferry Village offers...	3 beds \| 2 baths \| 1,224 sq.ft.	$599,900	Airbnb cash on cash: 5.45% Traditional cash on cash: 3.35% Airbnb Rental Income: $5163 Traditional Rental Income: $2939 Airbnb ROI: 5.45% Traditional ROI: 3.35%
28 Woodbury Street South Portland, ME Your next home awaits - located in a premier South Portland neighborhood between Shore Roa...	3 beds \| 3 baths \| 3,149 sq.ft.	$1,285,000	Airbnb cash on cash: 2.03% Traditional cash on cash: 1.78% Airbnb Rental Income: $5163 Traditional Rental Income: $3824 Airbnb ROI: 2.03% Traditional ROI: 1.78%
751 Main Street South Portland, ME Discover the perfect blend of convenience, comfort, and charm in this delightful 2-bedroom...	2 beds \| 1 baths \| 986 sq.ft.	$259,900	Airbnb cash on cash: 9.04% Traditional cash on cash: 4.02% Airbnb Rental Income: $4174 Traditional Rental Income: $2059 Airbnb ROI: 9.04% Traditional ROI: 4.02%
57 O'Neil Street South Portland, ME * BEING FRAMED NOW* Welcome to Meetinghouse Hill Park! This new neighborhood in South Port...	4 beds \| 3 baths \| 1,960 sq.ft.	$849,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.18% Airbnb Rental Income: $null Traditional Rental Income: $3682 Airbnb ROI: N/A Traditional ROI: 2.18%
63 Kaler Road South Portland, ME This delightful cape is situated on a lovely lot in a popular South Portland location clo...	2 beds \| 1 baths \| 1,003 sq.ft.	$424,900	Airbnb cash on cash: 6% Traditional cash on cash: 3.33% Airbnb Rental Income: $4174 Traditional Rental Income: $2227 Airbnb ROI: 6% Traditional ROI: 3.33%
450 Preble Street South Portland, ME WILLARD SQUARE CONDO ALERT! Have you dreamed of living in one of Southern Maine's most...	2 beds \| 1 baths \| 1,155 sq.ft.	$539,000	Airbnb cash on cash: 3.63% Traditional cash on cash: 1.65% Airbnb Rental Income: $4174 Traditional Rental Income: $2289 Airbnb ROI: 3.63% Traditional ROI: 1.65%
788 Highland Avenue South Portland, ME This inviting Cape-style home is move-in ready and offers both comfort and convenience. Wi...	3 beds \| 1 baths \| 1,075 sq.ft.	$429,900	Airbnb cash on cash: 7.97% Traditional cash on cash: 3.78% Airbnb Rental Income: $5163 Traditional Rental Income: $2429 Airbnb ROI: 7.97% Traditional ROI: 3.78%
42 Strathmore Road South Portland, ME Looking for a cozy and well-situated home in South Portland? This delightful 3 bedroom, 1 ...	3 beds \| 1 baths \| 1,752 sq.ft.	$629,900	Airbnb cash on cash: 5.14% Traditional cash on cash: 2.66% Airbnb Rental Income: $5163 Traditional Rental Income: $2650 Airbnb ROI: 5.14% Traditional ROI: 2.66%
63 Thirlmere Avenue South Portland, ME Nestled in the heart of South Portland, this delightful 4-bedroom, 2.5-bath New Englander ...	4 beds \| 3 baths \| 2,214 sq.ft.	$675,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.86% Airbnb Rental Income: $null Traditional Rental Income: $4005 Airbnb ROI: N/A Traditional ROI: 3.86%
21 Plover Way South Portland, ME New 55 Plus Community! New Construction! Take it all in from a stunning vantage point with...	2 beds \| 3 baths \| 2,050 sq.ft.	$744,900	Airbnb cash on cash: 1.52% Traditional cash on cash: 2.47% Airbnb Rental Income: $4174 Traditional Rental Income: $3945 Airbnb ROI: 1.52% Traditional ROI: 2.47%
30 Carlisle Way South Portland, ME This charming, custom-built, free-standing condominium is the perfect opportunity for a ne...	3 beds \| 2 baths \| 1,732 sq.ft.	$750,000	Airbnb cash on cash: 4.04% Traditional cash on cash: 3.3% Airbnb Rental Income: $5163 Traditional Rental Income: $3590 Airbnb ROI: 4.04% Traditional ROI: 3.3%

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 $599,900 and the average price per square foot is $382. In November 2024, the average monthly cash on cash return in South Portland is 3.00%. The average monthly rental income in South Portland is $3,095.

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

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

In 2024, 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 $4,174.

Your search for investment property begins and ends here

Investment Property for Sale in South Portland, ME

39 Mclean Street

South Portland, ME

4 beds | 2 baths | 1,536 sq.ft.

$499,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.08%

Airbnb Rental Income: $null

Traditional Rental Income: $3283

Airbnb ROI: N/A

Traditional ROI: 5.08%

162 Walnut Street

South Portland, ME

2 beds | 2 baths | 1,470 sq.ft.

$625,000

Airbnb cash on cash: 3.93%

Traditional cash on cash: 3%

Airbnb Rental Income: $4174

Traditional Rental Income: $2742

Airbnb ROI: 3.93%

Traditional ROI: 3%

125 Hill Street

South Portland, ME

4 beds | 2 baths | 1,901 sq.ft.

$465,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.65%

Airbnb Rental Income: $null

Traditional Rental Income: $3422

Airbnb ROI: N/A

Traditional ROI: 5.65%

40 Cash Street

South Portland, ME

3 beds | 2 baths | 1,708 sq.ft.

$505,000

Airbnb cash on cash: 6.17%

Traditional cash on cash: 4.39%

Airbnb Rental Income: $5163

Traditional Rental Income: $3276

Airbnb ROI: 6.17%

Traditional ROI: 4.39%

7 Curlew Court

South Portland, ME

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

$698,900

Airbnb cash on cash: 1.78%

Traditional cash on cash: 0.81%

Airbnb Rental Income: $4174

Traditional Rental Income: $2661

Airbnb ROI: 1.78%

Traditional ROI: 0.81%

148 Breakwater Drive

South Portland, ME

1 beds | 1 baths | 584 sq.ft.

$299,900

Airbnb cash on cash: -0.35%

Traditional cash on cash: 2.71%

Airbnb Rental Income: $1545

Traditional Rental Income: $1963

Airbnb ROI: -0.35%

Traditional ROI: 2.71%

16 Mussey Street

South Portland, ME

2 beds | 2 baths | 960 sq.ft.

$365,000

Airbnb cash on cash: 5.85%

Traditional cash on cash: 3.02%

Airbnb Rental Income: $4174

Traditional Rental Income: $2322

Airbnb ROI: 5.85%

Traditional ROI: 3.02%

69 O'Neil Street

South Portland, ME

4 beds | 3 baths | 1,960 sq.ft.

$849,900

Airbnb cash on cash: N/A

Traditional cash on cash: 2.18%

Airbnb Rental Income: $null

Traditional Rental Income: $3677

Airbnb ROI: N/A