Real Estate Investment Properties for Sale in Wayland, MA

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
1244 Pleasant St Wayland, MA Opportunity is knocking at this well maintained multi-family property with tons of bonus f...	4 beds \| 4 baths \| 2,731 sq.ft.	$329,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.5% Airbnb Rental Income: $null Traditional Rental Income: $3930 Airbnb ROI: N/A Traditional ROI: 8.5%
123-125 Ranney St Wayland, MA Don't miss this fantastic opportunity! This well-maintained 3-family home offers spacious ...	6 beds \| 3 baths \| 3,560 sq.ft.	$429,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.32% Airbnb Rental Income: $null Traditional Rental Income: $3526 Airbnb ROI: N/A Traditional ROI: 6.32%
34 Seekonk Cross Rd Wayland, MA	4 beds \| 3 baths \| 3,177 sq.ft.	$849,000	Airbnb cash on cash: 3.92% Traditional cash on cash: 3.36% Airbnb Rental Income: $5842 Traditional Rental Income: $4239 Airbnb ROI: 3.92% Traditional ROI: 3.36%
1190 Pleasant St Wayland, MA Invest in this fantastic 3-family property with water views. This well-maintained building...	6 beds \| 3 baths \| 1,939 sq.ft.	$540,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.58% Airbnb Rental Income: $null Traditional Rental Income: $3818 Airbnb ROI: N/A Traditional ROI: 5.58%
40 Munsell Street Wayland, MA BRAND NEW Home with curb appeal. Be the first owner of this care-free, low maintenance hom...	3 beds \| 3 baths \| 1,792 sq.ft.	$525,000	Airbnb cash on cash: 7.48% Traditional cash on cash: 3.55% Airbnb Rental Income: $6048 Traditional Rental Income: $2927 Airbnb ROI: 7.48% Traditional ROI: 3.55%
3 Wildwood Lane #C Wayland, MA Ocean Pines II ~ 16 new construction cottage style townhomes. Building 3 will be the only ...	2 beds \| 2 baths \| 1,850 sq.ft.	$629,900	Airbnb cash on cash: 2.05% Traditional cash on cash: 2.73% Airbnb Rental Income: $3929 Traditional Rental Income: $3488 Airbnb ROI: 2.05% Traditional ROI: 2.73%
2 Marys Way #2 Wayland, MA Unit subject to affordable housing and resale restrictions. Income and asset limits apply....	2 beds \| 1 baths \| 952 sq.ft.	$256,800	Airbnb cash on cash: 8.9% Traditional cash on cash: 6.41% Airbnb Rental Income: $3929 Traditional Rental Income: $2483 Airbnb ROI: 8.9% Traditional ROI: 6.41%
118 Green River Rd Wayland, MA Brandon White [email protected] 413-637-1086 COHEN & WHITE ASSOCIATES	4 beds \| 4 baths \| 2,656 sq.ft.	$1,350,000	Airbnb cash on cash: 2.36% Traditional cash on cash: 2.06% Airbnb Rental Income: $5842 Traditional Rental Income: $4295 Airbnb ROI: 2.36% Traditional ROI: 2.06%
163 Front St Wayland, MA	4 beds \| 4 baths \| 5,044 sq.ft.	$625,000	Airbnb cash on cash: 6.46% Traditional cash on cash: 6.96% Airbnb Rental Income: $5842 Traditional Rental Income: $4970 Airbnb ROI: 6.46% Traditional ROI: 6.96%
227 Egremont Plain Rd Wayland, MA	3 beds \| 4 baths \| 4,892 sq.ft.	$649,000	Airbnb cash on cash: 6.25% Traditional cash on cash: 5.28% Airbnb Rental Income: $6048 Traditional Rental Income: $4267 Airbnb ROI: 6.25% Traditional ROI: 5.28%
Lot 5 Northside Rd Wayland, MA Are you looking for a 20+/- acre lot to build a beautiful custom home? This is it! Lot cle...	4 beds \| 3 baths \| 2,550 sq.ft.	$779,900	Airbnb cash on cash: 4.09% Traditional cash on cash: 3.26% Airbnb Rental Income: $5842 Traditional Rental Income: $4078 Airbnb ROI: 4.09% Traditional ROI: 3.26%
12 Azalea Lane Wayland, MA The final, remaining new cottage home in Ockway Village. This new, gated, upscaled communi...	3 beds \| 3 baths \| 2,129 sq.ft.	$1,399,133	Airbnb cash on cash: 1.06% Traditional cash on cash: -0.02% Airbnb Rental Income: $6048 Traditional Rental Income: $3446 Airbnb ROI: 1.06% Traditional ROI: -0.02%
11 Bow North -- Wayland, MA Kim Bergland [email protected] 413-250-6149 RED HORSE REAL ESTATE, LLC	4 beds \| 3 baths \| 2,252 sq.ft.	$599,000	Airbnb cash on cash: 6.46% Traditional cash on cash: 5.5% Airbnb Rental Income: $5842 Traditional Rental Income: $4145 Airbnb ROI: 6.46% Traditional ROI: 5.5%
47 East Chop Drive #1 Wayland, MA East Chop Harbor Front Luxury Condominiums -- Location, location, location -- This 1-bedro...	1 beds \| 1 baths \| N/A	$1,595,000	Airbnb cash on cash: -0.46% Traditional cash on cash: -1.24% Airbnb Rental Income: $3984 Traditional Rental Income: $1979 Airbnb ROI: -0.46% Traditional ROI: -1.24%
47 East Chop Drive #5 Wayland, MA East Chop Harbor Front Luxury Condominiums -- Location, location, location -- This 1-bedro...	1 beds \| 1 baths \| N/A	$1,595,000	Airbnb cash on cash: -0.46% Traditional cash on cash: -1.24% Airbnb Rental Income: $3984 Traditional Rental Income: $1979 Airbnb ROI: -0.46% Traditional ROI: -1.24%
47 East Chop Drive #3 Wayland, MA East Chop Harbor Front Luxury Condominiums -- This 2-bedroom, waterfront condominium, the ...	2 beds \| 1 baths \| N/A	$2,095,000	Airbnb cash on cash: -0.71% Traditional cash on cash: -1.11% Airbnb Rental Income: $3929 Traditional Rental Income: $2302 Airbnb ROI: -0.71% Traditional ROI: -1.11%
47 East Chop Drive #2 Wayland, MA East Chop Harbor Front Luxury Condominiums -- This 1-bedroom, waterfront condominium, "Cot...	1 beds \| 1 baths \| N/A	$1,595,000	Airbnb cash on cash: -0.46% Traditional cash on cash: -1.24% Airbnb Rental Income: $3984 Traditional Rental Income: $1979 Airbnb ROI: -0.46% Traditional ROI: -1.24%
47 East Chop Drive #4 Wayland, MA East Chop Harbor Front Luxury Condominiums -- This 2-bedroom, 2nd floor, waterfront condom...	2 beds \| 1 baths \| N/A	$2,095,000	Airbnb cash on cash: -0.71% Traditional cash on cash: -1.11% Airbnb Rental Income: $3929 Traditional Rental Income: $2302 Airbnb ROI: -0.71% Traditional ROI: -1.11%
503-505 S 2nd St Wayland, MA Investor Package Deal!! With this property you are getting two for the price of one. This ...	5 beds \| 3 baths \| 2,143 sq.ft.	$558,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.36% Airbnb Rental Income: $null Traditional Rental Income: $3785 Airbnb ROI: N/A Traditional ROI: 4.36%
147 Dudley Oxford (4 Fam) Wayland, MA The 2.5 Acre Tobin Farm features 3 SEPARATE HOMES, w/ Fully Furnished Walk Out Basement AP...	12 beds \| 8 baths \| 7,672 sq.ft.	$1,250,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.81% Airbnb Rental Income: $null Traditional Rental Income: $7454 Airbnb ROI: N/A Traditional ROI: 4.81%
31 Friendship St Wayland, MA Located on a dead-end street with gorgeous water views, this property will surely catch yo...	4 beds \| 3 baths \| 2,333 sq.ft.	$595,000	Airbnb cash on cash: 6.54% Traditional cash on cash: 4.14% Airbnb Rental Income: $5842 Traditional Rental Income: $3344 Airbnb ROI: 6.54% Traditional ROI: 4.14%
18 Armory Ln Wayland, MA This townhouse duplex displays two levels of spacious living, wide open first floor entry ...	4 beds \| 4 baths \| 2,000 sq.ft.	$449,900	Airbnb cash on cash: 8.98% Traditional cash on cash: 6.41% Airbnb Rental Income: $5842 Traditional Rental Income: $3599 Airbnb ROI: 8.98% Traditional ROI: 6.41%
84A Undermountain Rd Wayland, MA Mary Jane White [email protected] 413-429-7611 COHEN & WHITE ASSOCIATES	5 beds \| 8 baths \| 6,000 sq.ft.	$3,960,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.27% Airbnb Rental Income: $null Traditional Rental Income: $6894 Airbnb ROI: N/A Traditional ROI: 0.27%
567 South Main St Wayland, MA	9 beds \| 7 baths \| N/A	$1,119,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.21% Airbnb Rental Income: $null Traditional Rental Income: $6374 Airbnb ROI: N/A Traditional ROI: 4.21%
221 Egremont Plain Rd Wayland, MA Discover the magical charm of this Egremont property, where history meets modern comfort.T...	4 beds \| 5 baths \| 3,716 sq.ft.	$1,379,000	Airbnb cash on cash: 2.24% Traditional cash on cash: 3.02% Airbnb Rental Income: $5842 Traditional Rental Income: $5675 Airbnb ROI: 2.24% Traditional ROI: 3.02%
1 Lull St Wayland, MA This is a once in a lifetime opportunity for a private oasis: create the perfect equestria...	3 beds \| 3 baths \| 3,565 sq.ft.	$2,000,000	Airbnb cash on cash: 1.01% Traditional cash on cash: 0.53% Airbnb Rental Income: $6048 Traditional Rental Income: $3943 Airbnb ROI: 1.01% Traditional ROI: 0.53%
772 Nw Main St Wayland, MA This custom designed colonial offers unparalleled quality & exhibits exquisite architectur...	4 beds \| 4 baths \| 5,821 sq.ft.	$1,150,000	Airbnb cash on cash: 2.28% Traditional cash on cash: 2.15% Airbnb Rental Income: $5842 Traditional Rental Income: $4540 Airbnb ROI: 2.28% Traditional ROI: 2.15%
11 John Wesley Avenue Wayland, MA East Chop close to beach and town! This 4 bedroom home has it all; great location, wrap ar...	4 beds \| 2 baths \| 1,304 sq.ft.	$1,599,000	Airbnb cash on cash: 1.73% Traditional cash on cash: 0.78% Airbnb Rental Income: $5842 Traditional Rental Income: $3277 Airbnb ROI: 1.73% Traditional ROI: 0.78%
377 Highland Way Wayland, MA Brokered and advertised by LANCE VERMEULEN RE, INC. Cozy 4 bedroom 3 bath Contemporary in...	4 beds \| 3 baths \| 2,100 sq.ft.	$550,000	Airbnb cash on cash: 7.32% Traditional cash on cash: 5.73% Airbnb Rental Income: $5842 Traditional Rental Income: $3862 Airbnb ROI: 7.32% Traditional ROI: 5.73%
109 Sequena Dr Wayland, MA Wonderful four-bedroom home in Otis Wood Lands! This great house has everything you might...	4 beds \| 3 baths \| 2,150 sq.ft.	$675,000	Airbnb cash on cash: 5.67% Traditional cash on cash: 4.71% Airbnb Rental Income: $5842 Traditional Rental Income: $4070 Airbnb ROI: 5.67% Traditional ROI: 4.71%
86 George Carter Rd Wayland, MA John J Burns [email protected] 413-822-5757 BERKSHIRE HATHAWAY HOMESERVICES BARNBRO...	4 beds \| 3 baths \| 3,172 sq.ft.	$819,000	Airbnb cash on cash: 4.24% Traditional cash on cash: 3.92% Airbnb Rental Income: $5842 Traditional Rental Income: $4441 Airbnb ROI: 4.24% Traditional ROI: 3.92%
22 Pinehurst Dr Wayland, MA Monument Beach area.This newly listed home is a great opportunity for those ready to inves...	3 beds \| 2 baths \| 1,768 sq.ft.	$449,000	Airbnb cash on cash: 9.42% Traditional cash on cash: 5.72% Airbnb Rental Income: $6048 Traditional Rental Income: $3293 Airbnb ROI: 9.42% Traditional ROI: 5.72%
16 Spinnaker Ln Wayland, MA Bring your vision to your new Paradise. .23 acres of Direct Salt Water, Sandy Beachfront ...	1 beds \| 1 baths \| 480 sq.ft.	$999,995	Airbnb cash on cash: 1.45% Traditional cash on cash: 0.24% Airbnb Rental Income: $3984 Traditional Rental Income: $2004 Airbnb ROI: 1.45% Traditional ROI: 0.24%
72 Tecumseh Dr Wayland, MA An Architectural Masterpiece! Expansive Mid-Century Modern on a quiet, tree-lined street i...	4 beds \| 4 baths \| 3,730 sq.ft.	$865,000	Airbnb cash on cash: 3% Traditional cash on cash: 4.3% Airbnb Rental Income: $5842 Traditional Rental Income: $5723 Airbnb ROI: 3% Traditional ROI: 4.3%
945 Wilson Rd Wayland, MA Welcome to 945 Wilson Rd! This newly renovated property with a 2 car garage blends comfort...	3 beds \| 4 baths \| 2,746 sq.ft.	$749,000	Airbnb cash on cash: 5.19% Traditional cash on cash: 3.19% Airbnb Rental Income: $6048 Traditional Rental Income: $3457 Airbnb ROI: 5.19% Traditional ROI: 3.19%
31 DAWLEY ROAD Wayland, MA Location, Location, Location! Walking distance to the Center of Westminster, Westminster E...	3 beds \| 2 baths \| 1,052 sq.ft.	$399,900	Airbnb cash on cash: 9.3% Traditional cash on cash: 3.72% Airbnb Rental Income: $6048 Traditional Rental Income: $2761 Airbnb ROI: 9.3% Traditional ROI: 3.72%
129 Upper Valley Rd Wayland, MA Imagine yourself on this beautiful 3.5 acre scenic lot sitting on your covered patio and e...	3 beds \| 3 baths \| 1,728 sq.ft.	$525,000	Airbnb cash on cash: 7.58% Traditional cash on cash: 5.22% Airbnb Rental Income: $6048 Traditional Rental Income: $3695 Airbnb ROI: 7.58% Traditional ROI: 5.22%
200 New Street Wayland, MA ESTATE SALE! This charming one owner, full-dormered cape boasts a Generac generator, gorge...	4 beds \| 2 baths \| 2,022 sq.ft.	$575,000	Airbnb cash on cash: 6.79% Traditional cash on cash: 3.91% Airbnb Rental Income: $5842 Traditional Rental Income: $3133 Airbnb ROI: 6.79% Traditional ROI: 3.91%
169 Jean Carol Rd Wayland, MA This is THE one you've been waiting for! Located in one of Abington's most desirable neigh...	3 beds \| 3 baths \| 3,000 sq.ft.	$944,900	Airbnb cash on cash: 3.26% Traditional cash on cash: 2.38% Airbnb Rental Income: $6048 Traditional Rental Income: $4074 Airbnb ROI: 3.26% Traditional ROI: 2.38%
127 Old Joe Rd Wayland, MA Helen Mullany [email protected] 413-429-7733 HELEN MULLANY REAL ESTATE, LLC	4 beds \| 2 baths \| 1,152 sq.ft.	$515,000	Airbnb cash on cash: 7.8% Traditional cash on cash: 4.58% Airbnb Rental Income: $5842 Traditional Rental Income: $3127 Airbnb ROI: 7.8% Traditional ROI: 4.58%

Real Estate investment in Wayland, MA

There are 451 properties for sale in the city of Wayland . The median list price in Wayland is $549,900 and the average price per square foot is $254. In December 2024, the average monthly cash on cash return in Wayland is 5.00%. The average monthly rental income in Wayland is $3,463.

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

There are 451 investment properties available for sale in Wayland.

In 2024, the best neighborhood to buy investment property is Wayland.

The ROI for Short-Term is higher than the Long-Term in Wayland with average rental income of $5,842.

Your search for investment property begins and ends here

Investment Property for Sale in Wayland, MA

1244 Pleasant St

Wayland, MA

4 beds | 4 baths | 2,731 sq.ft.

$329,000

Airbnb cash on cash: N/A

Traditional cash on cash: 8.5%

Airbnb Rental Income: $null

Traditional Rental Income: $3930

Airbnb ROI: N/A

Traditional ROI: 8.5%

123-125 Ranney St

Wayland, MA

6 beds | 3 baths | 3,560 sq.ft.

$429,900

Airbnb cash on cash: N/A

Traditional cash on cash: 6.32%

Airbnb Rental Income: $null

Traditional Rental Income: $3526

Airbnb ROI: N/A

Traditional ROI: 6.32%

34 Seekonk Cross Rd

Wayland, MA

4 beds | 3 baths | 3,177 sq.ft.

$849,000

Airbnb cash on cash: 3.92%

Traditional cash on cash: 3.36%

Airbnb Rental Income: $5842

Traditional Rental Income: $4239

Airbnb ROI: 3.92%

Traditional ROI: 3.36%

1190 Pleasant St

Wayland, MA

6 beds | 3 baths | 1,939 sq.ft.

$540,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.58%

Airbnb Rental Income: $null

Traditional Rental Income: $3818

Airbnb ROI: N/A

Traditional ROI: 5.58%

40 Munsell Street

Wayland, MA

3 beds | 3 baths | 1,792 sq.ft.

$525,000

Airbnb cash on cash: 7.48%

Traditional cash on cash: 3.55%

Airbnb Rental Income: $6048

Traditional Rental Income: $2927

Airbnb ROI: 7.48%

Traditional ROI: 3.55%

3 Wildwood Lane #C

Wayland, MA

2 beds | 2 baths | 1,850 sq.ft.

$629,900

Airbnb cash on cash: 2.05%

Traditional cash on cash: 2.73%

Airbnb Rental Income: $3929

Traditional Rental Income: $3488

Airbnb ROI: 2.05%

Traditional ROI: 2.73%

2 Marys Way #2

Wayland, MA

2 beds | 1 baths | 952 sq.ft.

$256,800

Airbnb cash on cash: 8.9%

Traditional cash on cash: 6.41%

Airbnb Rental Income: $3929

Traditional Rental Income: $2483

Airbnb ROI: 8.9%

Traditional ROI: 6.41%

118 Green River Rd

Wayland, MA

4 beds | 4 baths | 2,656 sq.ft.

$1,350,000

Airbnb cash on cash: 2.36%

Traditional cash on cash: 2.06%

Airbnb Rental Income: $5842

Traditional Rental Income: $4295

Airbnb ROI: 2.36%