Real Estate Investment Properties for Sale in Westbrook, ME

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
77 Mechanic Street Westbrook, ME This beautiful well-maintained home in Westbrook is conveniently located and is close to g...	3 beds \| N/A baths \| 1,456 sq.ft.	$549,000	Airbnb cash on cash: 3.73% Traditional cash on cash: 4.42% Airbnb Rental Income: $3762 Traditional Rental Income: $3299 Airbnb ROI: 3.73% Traditional ROI: 4.42%
48 Longfellow Street Westbrook, ME If you're in the market for a home offering convenience then look no further. This home is...	2 beds \| N/A baths \| 950 sq.ft.	$389,000	Airbnb cash on cash: 2.9% Traditional cash on cash: 3.85% Airbnb Rental Income: $2373 Traditional Rental Income: $2138 Airbnb ROI: 2.9% Traditional ROI: 3.85%
20 Elmwood Avenue Westbrook, ME Three story 3-unit in Prides Corner area of Westbrook. Fully rented, plenty of parking (2 ...	N/A beds \| N/A baths \| 2,711 sq.ft.	$595,000	Airbnb cash on cash: 3.08% Traditional cash on cash: 1.18% Airbnb Rental Income: $3885 Traditional Rental Income: $1997 Airbnb ROI: 3.08% Traditional ROI: 1.18%
18 Cole Street Westbrook, ME Coming to the Westbrook market is this beautifully maintained 3-Unit. With strong tenants ...	N/A beds \| N/A baths \| 1,548 sq.ft.	$599,000	Airbnb cash on cash: 3.56% Traditional cash on cash: 1.86% Airbnb Rental Income: $3885 Traditional Rental Income: $2098 Airbnb ROI: 3.56% Traditional ROI: 1.86%
124 Brackett Street Westbrook, ME Don't Miss This Fantastic Investment Opportunity in Westbrook! This well-maintained two-u...	N/A beds \| N/A baths \| 2,071 sq.ft.	$575,000	Airbnb cash on cash: 3.54% Traditional cash on cash: 1.6% Airbnb Rental Income: $3885 Traditional Rental Income: $2005 Airbnb ROI: 3.54% Traditional ROI: 1.6%
171 Brook Street Westbrook, ME FMI Contact Jeff or Chris - 207-956-6015 or email [email protected] - Phase 5 - To ...	3 beds \| N/A baths \| 1,970 sq.ft.	$649,000	Airbnb cash on cash: 2.39% Traditional cash on cash: 2.27% Airbnb Rental Income: $3762 Traditional Rental Income: $2877 Airbnb ROI: 2.39% Traditional ROI: 2.27%
184 Central Street Westbrook, ME Welcome to 184 Central Street a perfect bungalow offering the ideal blend of timeless char...	3 beds \| N/A baths \| 1,172 sq.ft.	$412,900	Airbnb cash on cash: 5.49% Traditional cash on cash: 4% Airbnb Rental Income: $3762 Traditional Rental Income: $2368 Airbnb ROI: 5.49% Traditional ROI: 4%
280 Longfellow Street Westbrook, ME Step into this inviting 3-bedroom, 1.5-bath townhouse-style condo - walkable to Westbrook'...	3 beds \| N/A baths \| 1,164 sq.ft.	$337,000	Airbnb cash on cash: 5.49% Traditional cash on cash: 2.91% Airbnb Rental Income: $3762 Traditional Rental Income: $2129 Airbnb ROI: 5.49% Traditional ROI: 2.91%
20 Juniper Lane Westbrook, ME Enjoy all the benefits of condominium living without sacrificing space. This 4+bedroom, 2-...	4 beds \| N/A baths \| 1,608 sq.ft.	$339,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.57% Airbnb Rental Income: $null Traditional Rental Income: $1378 Airbnb ROI: N/A Traditional ROI: 0.57%
159 Lincoln Street Westbrook, ME Discover this beautifully maintained 3-bedroom, 2ÃÂ½-bath condo in one of Westbrook's mos...	3 beds \| N/A baths \| 1,952 sq.ft.	$499,000	Airbnb cash on cash: 3.5% Traditional cash on cash: 3.55% Airbnb Rental Income: $3762 Traditional Rental Income: $2971 Airbnb ROI: 3.5% Traditional ROI: 3.55%
5 Apex Drive Westbrook, ME Back on the market with no fault to the seller. Now complete at Park 1 Eight-Five an 11 un...	3 beds \| N/A baths \| 1,850 sq.ft.	$518,500	Airbnb cash on cash: 4.04% Traditional cash on cash: 5.45% Airbnb Rental Income: $3762 Traditional Rental Income: $3629 Airbnb ROI: 4.04% Traditional ROI: 5.45%
7 Apex Drive Westbrook, ME Now complete at Park 1 Eight-Five an 11 unit Condo community. This is it! Only 2 new const...	3 beds \| N/A baths \| 1,850 sq.ft.	$514,900	Airbnb cash on cash: 4.08% Traditional cash on cash: 5.5% Airbnb Rental Income: $3762 Traditional Rental Income: $3629 Airbnb ROI: 4.08% Traditional ROI: 5.5%
375 Bridgton Road Westbrook, ME Why rent when you can buy? This two bedroom condo is as move in ready as they come. Just w...	2 beds \| N/A baths \| 1,000 sq.ft.	$315,000	Airbnb cash on cash: 3.39% Traditional cash on cash: 4.01% Airbnb Rental Income: $2373 Traditional Rental Income: $1972 Airbnb ROI: 3.39% Traditional ROI: 4.01%
3 Collins Place Westbrook, ME Introducing Westbrook's newest eight-unit condominium communityÃ¢â¬âmodern new construc...	3 beds \| N/A baths \| 2,200 sq.ft.	$650,000	Airbnb cash on cash: 2.35% Traditional cash on cash: 2.77% Airbnb Rental Income: $3762 Traditional Rental Income: $3199 Airbnb ROI: 2.35% Traditional ROI: 2.77%
7 Collins Place Westbrook, ME Introducing Westbrook's newest eight-unit condominium communityÃ¢â¬âmodern new construc...	4 beds \| N/A baths \| 2,200 sq.ft.	$650,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.08% Airbnb Rental Income: $null Traditional Rental Income: $3387 Airbnb ROI: N/A Traditional ROI: 3.08%
68 Seavey Street Westbrook, ME Welcome to 68 Seavey Street! This charming New England home has been well cared for and t...	3 beds \| N/A baths \| 1,404 sq.ft.	$409,900	Airbnb cash on cash: 5.08% Traditional cash on cash: 4.61% Airbnb Rental Income: $3762 Traditional Rental Income: $2766 Airbnb ROI: 5.08% Traditional ROI: 4.61%
400 Brook Street Westbrook, ME NEW PRICE Reduced $25K. This charming Cape-style home has been extensively renovated throu...	3 beds \| N/A baths \| 1,386 sq.ft.	$475,000	Airbnb cash on cash: 5.41% Traditional cash on cash: 4.52% Airbnb Rental Income: $3762 Traditional Rental Income: $2553 Airbnb ROI: 5.41% Traditional ROI: 4.52%
27 Fawn Woods Way Westbrook, ME First resale opportunity in the sold-out Fawn Woods development! This spacious luxury town...	4 beds \| N/A baths \| 2,494 sq.ft.	$625,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.28% Airbnb Rental Income: $null Traditional Rental Income: $3178 Airbnb ROI: N/A Traditional ROI: 4.28%
10 Nicklaus Lane Westbrook, ME Welcome to 10 Nicklaus Lane in Westbrook's Rivermeadows neighborhood! This new constructio...	3 beds \| N/A baths \| 2,196 sq.ft.	$699,900	Airbnb cash on cash: 3.37% Traditional cash on cash: 3.28% Airbnb Rental Income: $3762 Traditional Rental Income: $2892 Airbnb ROI: 3.37% Traditional ROI: 3.28%
10 Kasseys Way Westbrook, ME One level living for under 300k! This 2 bedroom, 1 bath ranch style condo offers many amen...	2 beds \| N/A baths \| 722 sq.ft.	$299,900	Airbnb cash on cash: 3.66% Traditional cash on cash: 4.55% Airbnb Rental Income: $2373 Traditional Rental Income: $2041 Airbnb ROI: 3.66% Traditional ROI: 4.55%

Real Estate investment in Westbrook, ME

There are 20 properties for sale in the city of Westbrook . The median list price in Westbrook is $516,700 and the average price per square foot is $305. In December 2025, the average monthly cash on cash return in Westbrook is 4.00%. The average monthly rental income in Westbrook is $2,766.

Westbrook, ME Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 20 investment properties available for sale in Westbrook.

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

The ROI for Short-Term is higher than the Long-Term in Westbrook with average rental income of $3,762.

Your search for investment property begins and ends here

Investment Property for Sale in Westbrook, ME

77 Mechanic Street

Westbrook, ME

3 beds | N/A baths | 1,456 sq.ft.

$549,000

Airbnb cash on cash: 3.73%

Traditional cash on cash: 4.42%

Airbnb Rental Income: $3762

Traditional Rental Income: $3299

Airbnb ROI: 3.73%

Traditional ROI: 4.42%

48 Longfellow Street

Westbrook, ME

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

$389,000

Airbnb cash on cash: 2.9%

Traditional cash on cash: 3.85%

Airbnb Rental Income: $2373

Traditional Rental Income: $2138

Airbnb ROI: 2.9%

Traditional ROI: 3.85%

20 Elmwood Avenue

Westbrook, ME

N/A beds | N/A baths | 2,711 sq.ft.

$595,000

Airbnb cash on cash: 3.08%

Traditional cash on cash: 1.18%

Airbnb Rental Income: $3885

Traditional Rental Income: $1997

Airbnb ROI: 3.08%

Traditional ROI: 1.18%

18 Cole Street

Westbrook, ME

N/A beds | N/A baths | 1,548 sq.ft.

$599,000

Airbnb cash on cash: 3.56%

Traditional cash on cash: 1.86%

Airbnb Rental Income: $3885

Traditional Rental Income: $2098

Airbnb ROI: 3.56%

Traditional ROI: 1.86%

124 Brackett Street

Westbrook, ME

N/A beds | N/A baths | 2,071 sq.ft.

$575,000

Airbnb cash on cash: 3.54%

Traditional cash on cash: 1.6%

Airbnb Rental Income: $3885

Traditional Rental Income: $2005

Airbnb ROI: 3.54%

Traditional ROI: 1.6%

171 Brook Street

Westbrook, ME

3 beds | N/A baths | 1,970 sq.ft.

$649,000

Airbnb cash on cash: 2.39%

Traditional cash on cash: 2.27%

Airbnb Rental Income: $3762

Traditional Rental Income: $2877

Airbnb ROI: 2.39%

Traditional ROI: 2.27%

184 Central Street

Westbrook, ME

3 beds | N/A baths | 1,172 sq.ft.

$412,900

Airbnb cash on cash: 5.49%

Traditional cash on cash: 4%

Airbnb Rental Income: $3762

Traditional Rental Income: $2368

Airbnb ROI: 5.49%

Traditional ROI: 4%

280 Longfellow Street

Westbrook, ME

3 beds | N/A baths | 1,164 sq.ft.

$337,000

Airbnb cash on cash: 5.49%

Traditional cash on cash: 2.91%

Airbnb Rental Income: $3762

Traditional Rental Income: $2129

Airbnb ROI: 5.49%