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
79 Stroudwater Pl Westbrook, ME Tranquility plus convenience a perfect combination! Pristine sun filled colonial offers be...	3 beds \| 1 baths \| 1,536 sq.ft.	$515,000	Airbnb cash on cash: 2.21% Traditional cash on cash: 3.53% Airbnb Rental Income: $2662 Traditional Rental Income: $2665 Airbnb ROI: 2.21% Traditional ROI: 3.53%
375 Pride St #23 Westbrook, ME This Proctor can be customized - great options available.	2 beds \| 2 baths \| 1,356 sq.ft.	$560,000	Airbnb cash on cash: 0.85% Traditional cash on cash: 3.74% Airbnb Rental Income: $2240 Traditional Rental Income: $3189 Airbnb ROI: 0.85% Traditional ROI: 3.74%
350 Duck Pond Rd Westbrook, ME Located in the Prides Corner area, this spacious home is filled with light! With 3 differ...	3 beds \| 1 baths \| 1,634 sq.ft.	$420,000	Airbnb cash on cash: 3.15% Traditional cash on cash: 4.66% Airbnb Rental Income: $2662 Traditional Rental Income: $2625 Airbnb ROI: 3.15% Traditional ROI: 4.66%
30 Lincoln St #211 Westbrook, ME Historic charm blended with modern updates & loaded with character. The 1 bedroom, 1 bath ...	1 beds \| 1 baths \| 903 sq.ft.	$339,000	Airbnb cash on cash: 0.8% Traditional cash on cash: 3.38% Airbnb Rental Income: $1735 Traditional Rental Income: $2078 Airbnb ROI: 0.8% Traditional ROI: 3.38%
40 Summit Cir Westbrook, ME	2 beds \| 2 baths \| 1,560 sq.ft.	$449,000	Airbnb cash on cash: 1.9% Traditional cash on cash: 4.44% Airbnb Rental Income: $2240 Traditional Rental Income: $2745 Airbnb ROI: 1.9% Traditional ROI: 4.44%
108 Mechanic St Westbrook, ME Welcome home to this charming, perfectly located home that's set back from the road, close...	3 beds \| 1 baths \| 1,324 sq.ft.	$399,000	Airbnb cash on cash: 3.52% Traditional cash on cash: 4.38% Airbnb Rental Income: $2662 Traditional Rental Income: $2350 Airbnb ROI: 3.52% Traditional ROI: 4.38%
184 Bridgton Rd Westbrook, ME	3 beds \| 1 baths \| 2,160 sq.ft.	$415,000	Airbnb cash on cash: 3.1% Traditional cash on cash: 4.46% Airbnb Rental Income: $2662 Traditional Rental Income: $2558 Airbnb ROI: 3.1% Traditional ROI: 4.46%
20 Elmwood Ave Westbrook, ME Three story 3-unit in Prides Corner area of Westbrook. Fully rented, plenty of parking (2 ...	6 beds \| 4 baths \| 2,711 sq.ft.	$569,000	Airbnb cash on cash: 1.34% Traditional cash on cash: 1.28% Airbnb Rental Income: $2662 Traditional Rental Income: $1997 Airbnb ROI: 1.34% Traditional ROI: 1.28%
45 Lyman St Westbrook, ME	3 beds \| 1 baths \| 1,200 sq.ft.	$325,000	Airbnb cash on cash: 4.43% Traditional cash on cash: 5.49% Airbnb Rental Income: $2662 Traditional Rental Income: $2354 Airbnb ROI: 4.43% Traditional ROI: 5.49%
35 Union St Westbrook, ME This adorable 3-bedroom, 1-bath Cape is nestled in a lovely, quiet residential neighborhoo...	3 beds \| 1 baths \| 1,092 sq.ft.	$399,000	Airbnb cash on cash: 3.44% Traditional cash on cash: 4.03% Airbnb Rental Income: $2662 Traditional Rental Income: $2253 Airbnb ROI: 3.44% Traditional ROI: 4.03%
187 Pierce Street Westbrook, ME Welcome to 187 Pierce Street in Westbrook--a charming and well-maintained home that perfec...	3 beds \| 2 baths \| 1,260 sq.ft.	$449,000	Airbnb cash on cash: 2.91% Traditional cash on cash: 4.85% Airbnb Rental Income: $2662 Traditional Rental Income: $2844 Airbnb ROI: 2.91% Traditional ROI: 4.85%
155 Presidential Way Westbrook, ME Welcome to Presidential Way. Your turnkey almost newly built home (2016) awaits you, compl...	3 beds \| 3 baths \| 2,480 sq.ft.	$820,000	Airbnb cash on cash: 0.71% Traditional cash on cash: 3.25% Airbnb Rental Income: $2662 Traditional Rental Income: $3968 Airbnb ROI: 0.71% Traditional ROI: 3.25%
6 Snow Goose Ln #6 Westbrook, ME Beautifully newly built townhouse offering 3 bedrooms on the 2nd floor including a master ...	3 beds \| 2 baths \| 1,600 sq.ft.	$449,900	Airbnb cash on cash: 1.42% Traditional cash on cash: 4.7% Airbnb Rental Income: $2662 Traditional Rental Income: $3413 Airbnb ROI: 1.42% Traditional ROI: 4.7%
10 Snow Goose Ln #10 Westbrook, ME LAST AVAILABLE NEW UNIT!!! Beautiful newly built townhouse offering 3 bedrooms on the 2n...	3 beds \| 2 baths \| 1,442 sq.ft.	$439,900	Airbnb cash on cash: 1.51% Traditional cash on cash: 4.45% Airbnb Rental Income: $2662 Traditional Rental Income: $3238 Airbnb ROI: 1.51% Traditional ROI: 4.45%
18 Cole St Westbrook, ME Coming to the Westbrook market is this beautifully maintained 3-Unit. With strong tenants ...	5 beds \| 3 baths \| 1,548 sq.ft.	$549,000	Airbnb cash on cash: 1.99% Traditional cash on cash: 2.12% Airbnb Rental Income: $2662 Traditional Rental Income: $2098 Airbnb ROI: 1.99% Traditional ROI: 2.12%
5 Summit Cir Westbrook, ME Welcome to Westfields! One of Westbrook's most sought after and affordable subdivisions. Q...	3 beds \| 2 baths \| 1,677 sq.ft.	$439,000	Airbnb cash on cash: 2.55% Traditional cash on cash: 5.2% Airbnb Rental Income: $2662 Traditional Rental Income: $3117 Airbnb ROI: 2.55% Traditional ROI: 5.2%
61 Blue Spruce Farm Rd Westbrook, ME Gorgeous rustic home in popular Blue Spruce Farm! This home features spacious rooms, wide...	4 beds \| 2 baths \| 1,734 sq.ft.	$549,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.79% Airbnb Rental Income: $null Traditional Rental Income: $3552 Airbnb ROI: N/A Traditional ROI: 4.79%
57 Wilson Dr Westbrook, ME Adorable ranch tucked away at the end of one of Westbrook's most desirable residential nei...	6 beds \| 3 baths \| 2,646 sq.ft.	$625,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.65% Airbnb Rental Income: $null Traditional Rental Income: $4352 Airbnb ROI: N/A Traditional ROI: 5.65%
55 Brown St Westbrook, ME This two unit, with a large backyard, parking and a view of the river has been owned by th...	4 beds \| 2 baths \| 1,726 sq.ft.	$669,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.57% Airbnb Rental Income: $null Traditional Rental Income: $3292 Airbnb ROI: N/A Traditional ROI: 3.57%
92 Cottage St Westbrook, ME 4 bedroom, 2 full bath house close to everything. Minutes a way from downtown, Portland, a...	4 beds \| 2 baths \| 1,260 sq.ft.	$525,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.26% Airbnb Rental Income: $null Traditional Rental Income: $2983 Airbnb ROI: N/A Traditional ROI: 4.26%
20 Juniper Ln #19 Westbrook, ME Affordable living in this move in ready 3 bedroom townhouse. No need to worry about plowin...	3 beds \| 1 baths \| 1,040 sq.ft.	$295,000	Airbnb cash on cash: 3.93% Traditional cash on cash: 4.71% Airbnb Rental Income: $2662 Traditional Rental Income: $2245 Airbnb ROI: 3.93% Traditional ROI: 4.71%
37 Ethel Ave #6 Westbrook, ME Just move in and enjoy this lovely townhouse style condo, located in a quiet residential n...	2 beds \| 2 baths \| 1,248 sq.ft.	$389,000	Airbnb cash on cash: 1.45% Traditional cash on cash: 3.9% Airbnb Rental Income: $2240 Traditional Rental Income: $2573 Airbnb ROI: 1.45% Traditional ROI: 3.9%
67 Chase Hill Dr Westbrook, ME Welcome to 67 Chase Hill Drive! Tucked away in the established Quarry Hill Estates, this n...	4 beds \| 2 baths \| 3,300 sq.ft.	$750,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.3% Airbnb Rental Income: $null Traditional Rental Income: $3679 Airbnb ROI: N/A Traditional ROI: 3.3%
2 Carlson St Westbrook, ME See this cozy and inviting Ranch completely renovated in 2012 with ongoing improvements an...	3 beds \| 1 baths \| 1,172 sq.ft.	$415,000	Airbnb cash on cash: 3.21% Traditional cash on cash: 4.7% Airbnb Rental Income: $2662 Traditional Rental Income: $2610 Airbnb ROI: 3.21% Traditional ROI: 4.7%
7 Blue Spruce Farm Rd Westbrook, ME Excellent opportunity to own this newer construction 3 bed/1.5 bath colonial located in an...	3 beds \| 1 baths \| 1,274 sq.ft.	$499,000	Airbnb cash on cash: 2.28% Traditional cash on cash: 4.25% Airbnb Rental Income: $2662 Traditional Rental Income: $2948 Airbnb ROI: 2.28% Traditional ROI: 4.25%
27 Fawn Woods Way #27 Westbrook, ME Introducing Fawn Woods, a new development of townhouse condos built by Nelson Property Ser...	4 beds \| 3 baths \| 2,494 sq.ft.	$599,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.13% Airbnb Rental Income: $null Traditional Rental Income: $4516 Airbnb ROI: N/A Traditional ROI: 6.13%
85 Duck Pond Rd Westbrook, ME This 3 bedroom home is conveniently located close to the Portland/Windham line, minutes to...	3 beds \| 2 baths \| 1,640 sq.ft.	$499,000	Airbnb cash on cash: 2.45% Traditional cash on cash: 4.64% Airbnb Rental Income: $2662 Traditional Rental Income: $3051 Airbnb ROI: 2.45% Traditional ROI: 4.64%
124 Brackett St Westbrook, ME Exceptional investment opportunity in the heart of Westbrook! This fully leased two-family...	6 beds \| 2 baths \| 2,292 sq.ft.	$579,000	Airbnb cash on cash: 1.61% Traditional cash on cash: 1.57% Airbnb Rental Income: $2662 Traditional Rental Income: $2005 Airbnb ROI: 1.61% Traditional ROI: 1.57%
40 Dale Avenue Westbrook, ME Welcome home! You can already picture yourself relaxing on the front porch of this invitin...	3 beds \| 2 baths \| 1,674 sq.ft.	$474,900	Airbnb cash on cash: 2.52% Traditional cash on cash: 3.42% Airbnb Rental Income: $2662 Traditional Rental Income: $2427 Airbnb ROI: 2.52% Traditional ROI: 3.42%
120 Central St Westbrook, ME Don't miss out on this great investment opportunity! This 3 unit multi family home is conv...	9 beds \| 3 baths \| 3,148 sq.ft.	$669,900	Airbnb cash on cash: 1.27% Traditional cash on cash: 4.38% Airbnb Rental Income: $2662 Traditional Rental Income: $3973 Airbnb ROI: 1.27% Traditional ROI: 4.38%
171 Brook Street Westbrook, ME FMI Contact Jeff and Chris or email - Phases 2, 3 and 5 are SOLD OUT - Call for Phase 4 Av...	2 beds \| 2 baths \| 1,345 sq.ft.	$589,000	Airbnb cash on cash: 0.42% Traditional cash on cash: 2.6% Airbnb Rental Income: $2240 Traditional Rental Income: $2877 Airbnb ROI: 0.42% Traditional ROI: 2.6%
22 Willow Dr Westbrook, ME Immaculate, well maintained Mid Century Ranch on dead end street. This easy to maintain ho...	2 beds \| 1 baths \| 1,064 sq.ft.	$399,900	Airbnb cash on cash: 2.48% Traditional cash on cash: 3.14% Airbnb Rental Income: $2240 Traditional Rental Income: $1926 Airbnb ROI: 2.48% Traditional ROI: 3.14%
22 Stonewall Way Westbrook, ME Classic Colonial nestled in an established wooded neighborhood. This desirable cul-de-sac ...	3 beds \| 2 baths \| 1,776 sq.ft.	$615,000	Airbnb cash on cash: 1.49% Traditional cash on cash: 2.95% Airbnb Rental Income: $2662 Traditional Rental Income: $2868 Airbnb ROI: 1.49% Traditional ROI: 2.95%
221 Longfellow St #4 Westbrook, ME Open house Saturday, 11:00-1:00 pm Introducing a charming gem in Westbrook, Maine - Unit...	2 beds \| 1 baths \| 812 sq.ft.	$305,000	Airbnb cash on cash: 2.48% Traditional cash on cash: 2.08% Airbnb Rental Income: $2240 Traditional Rental Income: $1565 Airbnb ROI: 2.48% Traditional ROI: 2.08%
49 E Valentine St Westbrook, ME This 2/3 bedroom, 2 bath, custom built cape is set on a beautiful oversized lot. Some of t...	2 beds \| 2 baths \| 1,420 sq.ft.	$499,000	Airbnb cash on cash: 1.59% Traditional cash on cash: 3.1% Airbnb Rental Income: $2240 Traditional Rental Income: $2381 Airbnb ROI: 1.59% Traditional ROI: 3.1%
30 Lincoln Street Westbrook, ME Discover character and charm in this beautifully converted historic mill building along th...	2 beds \| 2 baths \| 776 sq.ft.	$349,500	Airbnb cash on cash: 1.53% Traditional cash on cash: 2.31% Airbnb Rental Income: $2240 Traditional Rental Income: $1934 Airbnb ROI: 1.53% Traditional ROI: 2.31%
626 Methodist Rd Westbrook, ME This stunning townhouse-style duplex is situated inside and out for convenience and leisur...	7 beds \| 4 baths \| 3,320 sq.ft.	$699,000	Airbnb cash on cash: 0.26% Traditional cash on cash: 2.5% Airbnb Rental Income: $2240 Traditional Rental Income: $3139 Airbnb ROI: 0.26% Traditional ROI: 2.5%
54 Pride St Westbrook, ME Welcome to 54 Pride Street--where quiet suburban living meets ultimate convenience. Nestle...	4 beds \| 1 baths \| 1,807 sq.ft.	$499,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.8% Airbnb Rental Income: $null Traditional Rental Income: $2032 Airbnb ROI: N/A Traditional ROI: 1.8%
7 Apex Drive Westbrook, ME Set within the newly constructed Park 1 Eighty-Five community, this thoughtfully designed ...	3 beds \| 2 baths \| 1,850 sq.ft.	$475,000	Airbnb cash on cash: 2.44% Traditional cash on cash: 6.04% Airbnb Rental Income: $2662 Traditional Rental Income: $3629 Airbnb ROI: 2.44% Traditional ROI: 6.04%
37 Ethel Avenue Westbrook, ME This is easy, low-maintenance living in a townhouse-style condominium! Leading in from the...	2 beds \| 2 baths \| 1,248 sq.ft.	$399,000	Airbnb cash on cash: 2.55% Traditional cash on cash: 5.92% Airbnb Rental Income: $2240 Traditional Rental Income: $2938 Airbnb ROI: 2.55% Traditional ROI: 5.92%

Real Estate investment in Westbrook, ME

There are 151 properties for sale in the city of Westbrook . The median list price in Westbrook is $499,151 and the average price per square foot is $283. In October 2026, the average monthly cash on cash return in Westbrook is 3.00%. The average monthly rental income in Westbrook is $2,882.

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

There are 151 investment properties available for sale in Westbrook.

In 2026, the best neighborhood to buy investment property is Westbrook.

The ROI for Long-Term is higher than the Short-Term in Westbrook with average rental income of $2,882.

Your search for investment property begins and ends here

Investment Property for Sale in Westbrook, ME

79 Stroudwater Pl

Westbrook, ME

3 beds | 1 baths | 1,536 sq.ft.

$515,000

Airbnb cash on cash: 2.21%

Traditional cash on cash: 3.53%

Airbnb Rental Income: $2662

Traditional Rental Income: $2665

Airbnb ROI: 2.21%

Traditional ROI: 3.53%

375 Pride St #23

Westbrook, ME

2 beds | 2 baths | 1,356 sq.ft.

$560,000

Airbnb cash on cash: 0.85%

Traditional cash on cash: 3.74%

Airbnb Rental Income: $2240

Traditional Rental Income: $3189

Airbnb ROI: 0.85%

Traditional ROI: 3.74%

350 Duck Pond Rd

Westbrook, ME

3 beds | 1 baths | 1,634 sq.ft.

$420,000

Airbnb cash on cash: 3.15%

Traditional cash on cash: 4.66%

Airbnb Rental Income: $2662

Traditional Rental Income: $2625

Airbnb ROI: 3.15%

Traditional ROI: 4.66%

30 Lincoln St #211

Westbrook, ME

1 beds | 1 baths | 903 sq.ft.

$339,000

Airbnb cash on cash: 0.8%

Traditional cash on cash: 3.38%

Airbnb Rental Income: $1735

Traditional Rental Income: $2078

Airbnb ROI: 0.8%

Traditional ROI: 3.38%

40 Summit Cir

Westbrook, ME

2 beds | 2 baths | 1,560 sq.ft.

$449,000

Airbnb cash on cash: 1.9%

Traditional cash on cash: 4.44%

Airbnb Rental Income: $2240

Traditional Rental Income: $2745

Airbnb ROI: 1.9%

Traditional ROI: 4.44%

108 Mechanic St

Westbrook, ME

3 beds | 1 baths | 1,324 sq.ft.

$399,000

Airbnb cash on cash: 3.52%

Traditional cash on cash: 4.38%

Airbnb Rental Income: $2662

Traditional Rental Income: $2350

Airbnb ROI: 3.52%

Traditional ROI: 4.38%

184 Bridgton Rd

Westbrook, ME

3 beds | 1 baths | 2,160 sq.ft.

$415,000

Airbnb cash on cash: 3.1%

Traditional cash on cash: 4.46%

Airbnb Rental Income: $2662

Traditional Rental Income: $2558

Airbnb ROI: 3.1%

Traditional ROI: 4.46%

20 Elmwood Ave

Westbrook, ME

6 beds | 4 baths | 2,711 sq.ft.

$569,000

Airbnb cash on cash: 1.34%

Traditional cash on cash: 1.28%

Airbnb Rental Income: $2662

Traditional Rental Income: $1997

Airbnb ROI: 1.34%