Real Estate Investment Properties for Sale in Longmeadow, MA

Looking for investment property in Longmeadow, MA with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
186 Tanglewood Drive Longmeadow, MA LUXURIOUS & SPACIOUS HOME. READY FOR ALL YOUR HOLIDAY ENTERTAINING! Vartanian built w/furn...	5 beds \| 5 baths \| 4,302 sq.ft.	$1,299,999	Airbnb cash on cash: -0.37% Traditional cash on cash: 3.19% Airbnb Rental Income: $3628 Traditional Rental Income: $7134 Airbnb ROI: -0.37% Traditional ROI: 3.19%
132 Barrington Rd Longmeadow, MA Easy to show. Where luxury meets affordability. Beautiful new construction in a convenient...	4 beds \| 3 baths \| 1,846 sq.ft.	$629,999	Airbnb cash on cash: 1.84% Traditional cash on cash: 5.62% Airbnb Rental Income: $2376 Traditional Rental Income: $4013 Airbnb ROI: 1.84% Traditional ROI: 5.62%
208 Tanglewood Dr Longmeadow, MA Rich in architectural details & classic elegance, this executive ranch in Blueberry Hill o...	3 beds \| 3 baths \| 3,577 sq.ft.	$799,000	Airbnb cash on cash: -0.73% Traditional cash on cash: 1.27% Airbnb Rental Income: $2278 Traditional Rental Income: $3201 Airbnb ROI: -0.73% Traditional ROI: 1.27%
130 Westmoreland Ave Longmeadow, MA Welcome to this beautifully updated 1,824 sq. ft. Colonial offering 4 spacious bedrooms an...	4 beds \| 2 baths \| 1,824 sq.ft.	$479,900	Airbnb cash on cash: 1.36% Traditional cash on cash: 5.26% Airbnb Rental Income: $2376 Traditional Rental Income: $3540 Airbnb ROI: 1.36% Traditional ROI: 5.26%
131 Wenonah Rd Longmeadow, MA Classic charm and timeless character define this 1927 Tudor colonial beautifully situated ...	4 beds \| 3 baths \| 2,153 sq.ft.	$549,900	Airbnb cash on cash: 0.71% Traditional cash on cash: 5.2% Airbnb Rental Income: $2376 Traditional Rental Income: $4096 Airbnb ROI: 0.71% Traditional ROI: 5.2%
175 Franklin Rd Longmeadow, MA Tucked away on a quiet dead-end street, this beautifully updated 4-BR, 2.5-BA Colonial ble...	4 beds \| 3 baths \| 3,008 sq.ft.	$649,000	Airbnb cash on cash: -0.12% Traditional cash on cash: 3.96% Airbnb Rental Income: $2376 Traditional Rental Income: $4259 Airbnb ROI: -0.12% Traditional ROI: 3.96%
692 Wolf Swamp Rd Longmeadow, MA Framed by flowering trees and perennials, this 1983 two-story Contemporary is a hidden tre...	4 beds \| 5 baths \| 4,636 sq.ft.	$875,000	Airbnb cash on cash: -0.41% Traditional cash on cash: 3.34% Airbnb Rental Income: $2376 Traditional Rental Income: $4845 Airbnb ROI: -0.41% Traditional ROI: 3.34%

Real Estate investment in Longmeadow, MA

There are 9 properties for sale in the city of Longmeadow . The median list price in Longmeadow is $509,757 and the average price per square foot is $184. In November 2026, the average monthly cash on cash return in Longmeadow is 5.00%. The average monthly rental income in Longmeadow is $4,013.

Longmeadow, MA Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 9 investment properties available for sale in Longmeadow.

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

The ROI for Long-Term is higher than the Short-Term in Longmeadow with average rental income of $4,013.

Your search for investment property begins and ends here

Investment Property for Sale in Longmeadow, MA

186 Tanglewood Drive

Longmeadow, MA

5 beds | 5 baths | 4,302 sq.ft.

$1,299,999

Airbnb cash on cash: -0.37%

Traditional cash on cash: 3.19%

Airbnb Rental Income: $3628

Traditional Rental Income: $7134

Airbnb ROI: -0.37%

Traditional ROI: 3.19%

132 Barrington Rd

Longmeadow, MA

4 beds | 3 baths | 1,846 sq.ft.

$629,999

Airbnb cash on cash: 1.84%

Traditional cash on cash: 5.62%

Airbnb Rental Income: $2376

Traditional Rental Income: $4013

Airbnb ROI: 1.84%

Traditional ROI: 5.62%

208 Tanglewood Dr

Longmeadow, MA

3 beds | 3 baths | 3,577 sq.ft.

$799,000

Airbnb cash on cash: -0.73%

Traditional cash on cash: 1.27%

Airbnb Rental Income: $2278

Traditional Rental Income: $3201

Airbnb ROI: -0.73%

Traditional ROI: 1.27%

130 Westmoreland Ave

Longmeadow, MA

4 beds | 2 baths | 1,824 sq.ft.

$479,900

Airbnb cash on cash: 1.36%

Traditional cash on cash: 5.26%

Airbnb Rental Income: $2376

Traditional Rental Income: $3540

Airbnb ROI: 1.36%

Traditional ROI: 5.26%

131 Wenonah Rd

Longmeadow, MA

4 beds | 3 baths | 2,153 sq.ft.

$549,900

Airbnb cash on cash: 0.71%

Traditional cash on cash: 5.2%

Airbnb Rental Income: $2376

Traditional Rental Income: $4096

Airbnb ROI: 0.71%

Traditional ROI: 5.2%

175 Franklin Rd

Longmeadow, MA

4 beds | 3 baths | 3,008 sq.ft.

$649,000

Airbnb cash on cash: -0.12%

Traditional cash on cash: 3.96%

Airbnb Rental Income: $2376

Traditional Rental Income: $4259

Airbnb ROI: -0.12%

Traditional ROI: 3.96%

692 Wolf Swamp Rd

Longmeadow, MA

4 beds | 5 baths | 4,636 sq.ft.

$875,000

Airbnb cash on cash: -0.41%

Traditional cash on cash: 3.34%

Airbnb Rental Income: $2376

Traditional Rental Income: $4845

Airbnb ROI: -0.41%

Traditional ROI: 3.34%

Real Estate investment in Longmeadow, MA

Longmeadow, MA Real Estate Investing: FAQs for Buyers, Sellers and Investors

How many investment properties are available for sale in Longmeadow?

Which neighborhoods in Longmeadow to invest in 2026?

Long-Term vs. Short-Term Rentals in Longmeadow, Massachusetts: Which will earn the best returns?

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