Real Estate Investment Properties for Sale in Winslow, ME

Looking for investment property in Winslow, ME with high ROI ?

Explore a variety of short-term homes & houses in Winslow, ME. Invest wisely with VRBO & Winslow, ME Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Tment Property for Sale in Winslow, ME

Search for Tment Property for Sale in Winslow, Maine. Browse all of Mashvisor’s Tment Property listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 10 Tment Property listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
28 Hallowell Street Winslow, ME * OPEN HOUSE - Sunday, March 15th from 11 AM to 12 PM * Fall in love with this adorab...	3 beds \| N/A baths \| 1,123 sq.ft.	$249,000	Airbnb cash on cash: 1.77% Traditional cash on cash: 8.02% Airbnb Rental Income: $1326 Traditional Rental Income: $2386 Airbnb ROI: 1.77% Traditional ROI: 8.02%
941 Augusta Road Winslow, ME Well-maintained 3 bedroom, 1.5 bath home located just outside of in-town Winslow, offering...	3 beds \| N/A baths \| 1,441 sq.ft.	$349,900	Airbnb cash on cash: 0.26% Traditional cash on cash: 7.28% Airbnb Rental Income: $1326 Traditional Rental Income: $3222 Airbnb ROI: 0.26% Traditional ROI: 7.28%
15 Bolduc Avenue Winslow, ME Classic simplicity best describes this updated 3-bedroom ranch located in a great neighbor...	3 beds \| N/A baths \| 1,080 sq.ft.	$275,000	Airbnb cash on cash: 1.4% Traditional cash on cash: 4.91% Airbnb Rental Income: $1326 Traditional Rental Income: $1825 Airbnb ROI: 1.4% Traditional ROI: 4.91%
5 Mar Val Terrace Winslow, ME Welcome to 5 Mar Val Terrace, Unit B1 an inviting 2-bedroom, 1-bath ground-level condo off...	2 beds \| N/A baths \| 1,122 sq.ft.	$193,000	Airbnb cash on cash: 2.25% Traditional cash on cash: 5.33% Airbnb Rental Income: $1568 Traditional Rental Income: $1683 Airbnb ROI: 2.25% Traditional ROI: 5.33%
701 Augusta Road Winslow, ME Set back from the road, this Winslow country Cape offers a peaceful place to slow down and...	4 beds \| N/A baths \| 1,845 sq.ft.	$324,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.25% Airbnb Rental Income: $null Traditional Rental Income: $2710 Airbnb ROI: N/A Traditional ROI: 6.25%
441 S Reynolds Rd Winslow, ME Investor & Handyman Special - Prime Opportunity in Winslow! Attention savvy buyers! Thi...	2 beds \| N/A baths \| 720 sq.ft.	$179,000	Airbnb cash on cash: 3.68% Traditional cash on cash: 9.37% Airbnb Rental Income: $1568 Traditional Rental Income: $2088 Airbnb ROI: 3.68% Traditional ROI: 9.37%
3 Blue Heron Lane Winslow, ME Have you been waiting for an affordable waterfront happy place to make family memories or ...	1 beds \| N/A baths \| 634 sq.ft.	$275,000	Airbnb cash on cash: -0.52% Traditional cash on cash: 4.92% Airbnb Rental Income: $916 Traditional Rental Income: $1985 Airbnb ROI: -0.52% Traditional ROI: 4.92%
95 N Reynolds Road Winslow, ME Be the first to live in this brand new spacious 5 bedroom 2.5 bath ranch! If space is what...	5 beds \| N/A baths \| 3,058 sq.ft.	$464,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.75% Airbnb Rental Income: $null Traditional Rental Income: $3470 Airbnb ROI: N/A Traditional ROI: 6.75%
12 Harry Street Winslow, ME Opportunity meets charm in this well-located Winslow ranch. Whether you're a first-time bu...	2 beds \| N/A baths \| 1,074 sq.ft.	$299,900	Airbnb cash on cash: 1.28% Traditional cash on cash: 5.64% Airbnb Rental Income: $1568 Traditional Rental Income: $2348 Airbnb ROI: 1.28% Traditional ROI: 5.64%
218 S Reynolds Road Winslow, ME OPEN HOUSE Sunday 3/8/26 from 12:30-2:00Set privately along the South Reynolds Road, t...	4 beds \| N/A baths \| 3,000 sq.ft.	$729,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.48% Airbnb Rental Income: $null Traditional Rental Income: $3382 Airbnb ROI: N/A Traditional ROI: 2.48%

Your search for investment property begins and ends here

Tment Property for Sale in Winslow, ME

28 Hallowell Street

Winslow, ME

3 beds | N/A baths | 1,123 sq.ft.

$249,000

Airbnb cash on cash: 1.77%

Traditional cash on cash: 8.02%

Airbnb Rental Income: $1326

Traditional Rental Income: $2386

Airbnb ROI: 1.77%

Traditional ROI: 8.02%

941 Augusta Road

Winslow, ME

3 beds | N/A baths | 1,441 sq.ft.

$349,900

Airbnb cash on cash: 0.26%

Traditional cash on cash: 7.28%

Airbnb Rental Income: $1326

Traditional Rental Income: $3222

Airbnb ROI: 0.26%

Traditional ROI: 7.28%

15 Bolduc Avenue

Winslow, ME

3 beds | N/A baths | 1,080 sq.ft.

$275,000

Airbnb cash on cash: 1.4%

Traditional cash on cash: 4.91%

Airbnb Rental Income: $1326

Traditional Rental Income: $1825

Airbnb ROI: 1.4%

Traditional ROI: 4.91%

5 Mar Val Terrace

Winslow, ME

2 beds | N/A baths | 1,122 sq.ft.

$193,000

Airbnb cash on cash: 2.25%

Traditional cash on cash: 5.33%

Airbnb Rental Income: $1568

Traditional Rental Income: $1683

Airbnb ROI: 2.25%

Traditional ROI: 5.33%

701 Augusta Road

Winslow, ME

4 beds | N/A baths | 1,845 sq.ft.

$324,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.25%

Airbnb Rental Income: $null

Traditional Rental Income: $2710

Airbnb ROI: N/A

Traditional ROI: 6.25%

441 S Reynolds Rd

Winslow, ME

2 beds | N/A baths | 720 sq.ft.

$179,000

Airbnb cash on cash: 3.68%

Traditional cash on cash: 9.37%

Airbnb Rental Income: $1568

Traditional Rental Income: $2088

Airbnb ROI: 3.68%

Traditional ROI: 9.37%

3 Blue Heron Lane

Winslow, ME

1 beds | N/A baths | 634 sq.ft.

$275,000

Airbnb cash on cash: -0.52%

Traditional cash on cash: 4.92%

Airbnb Rental Income: $916

Traditional Rental Income: $1985

Airbnb ROI: -0.52%

Traditional ROI: 4.92%

95 N Reynolds Road

Winslow, ME

5 beds | N/A baths | 3,058 sq.ft.

$464,900

Airbnb cash on cash: N/A

Traditional cash on cash: 6.75%

Airbnb Rental Income: $null

Traditional Rental Income: $3470

Airbnb ROI: N/A