Real Estate Investment Properties for Sale in Wellfleet, MA

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
46 Hiram Hill Road Wellfleet, MA Nestled just off Chequessett Neck Road, this quaint 4-bedroom home offers a peaceful escap...	4 beds \| 2 baths \| 1,792 sq.ft.	$769,000	Airbnb cash on cash: 2.37% Traditional cash on cash: 3.11% Airbnb Rental Income: $3871 Traditional Rental Income: $3566 Airbnb ROI: 2.37% Traditional ROI: 3.11%
10 Bank Street Wellfleet, MA Nestled in the heart of downtown Wellfleet, this restored four-bedroom antique home offers...	4 beds \| 4 baths \| 3,284 sq.ft.	$2,150,000	Airbnb cash on cash: -0.31% Traditional cash on cash: 0.95% Airbnb Rental Income: $3871 Traditional Rental Income: $5541 Airbnb ROI: -0.31% Traditional ROI: 0.95%
15 Squires Pond Lane Wellfleet, MA Brand new build with ideal in town location! Located on a charming lane, this home has it ...	4 beds \| 3 baths \| 1,566 sq.ft.	$1,250,000	Airbnb cash on cash: 1.03% Traditional cash on cash: 1.37% Airbnb Rental Income: $3871 Traditional Rental Income: $3435 Airbnb ROI: 1.03% Traditional ROI: 1.37%
20 Bank Street Wellfleet, MA Welcome to the Blue Heron Gallery-where charm, opportunity, and location converge just off...	2 beds \| 2 baths \| 3,119 sq.ft.	$1,350,000	Airbnb cash on cash: 0.44% Traditional cash on cash: 1.14% Airbnb Rental Income: $3015 Traditional Rental Income: $3199 Airbnb ROI: 0.44% Traditional ROI: 1.14%
260 Kendrick Avenue unit: 6 #6 Wellfleet, MA Location location location! Beach location on the western shore of Wellfleet Harbor with d...	3 beds \| 1 baths \| 606 sq.ft.	$575,000	Airbnb cash on cash: 2.33% Traditional cash on cash: 1.91% Airbnb Rental Income: $3046 Traditional Rental Income: $2125 Airbnb ROI: 2.33% Traditional ROI: 1.91%
260 Kendrick Avenue unit: 4 #4 Wellfleet, MA This charming beach front cottage/condo on the western shore of Wellfleet Harbor is one of...	3 beds \| 1 baths \| 718 sq.ft.	$700,000	Airbnb cash on cash: 1.74% Traditional cash on cash: 2.1% Airbnb Rental Income: $3046 Traditional Rental Income: $2586 Airbnb ROI: 1.74% Traditional ROI: 2.1%
55 Harvard Street Wellfleet, MA Nestled in the treetops surrounding Blackfish Creek, you'll find this charming three bedro...	3 beds \| 2 baths \| 1,344 sq.ft.	$779,000	Airbnb cash on cash: 1.58% Traditional cash on cash: 2.19% Airbnb Rental Income: $3046 Traditional Rental Income: $2794 Airbnb ROI: 1.58% Traditional ROI: 2.19%
175 Cliff Road Wellfleet, MA Set above the Great Outer Beach and Atlantic Ocean, this unparalleled coastal home is wher...	2 beds \| 3 baths \| 1,818 sq.ft.	$1,299,000	Airbnb cash on cash: -0.22% Traditional cash on cash: 0.92% Airbnb Rental Income: $3015 Traditional Rental Income: $3711 Airbnb ROI: -0.22% Traditional ROI: 0.92%
35 Tecumseh Road Wellfleet, MA Jump in! The Pool is ready! Welcome to 35 and 35A Tecumseh Rd. This is an Exceptional oppo...	3 beds \| 2 baths \| 2,195 sq.ft.	$1,275,000	Airbnb cash on cash: 0.29% Traditional cash on cash: 1.31% Airbnb Rental Income: $3046 Traditional Rental Income: $3567 Airbnb ROI: 0.29% Traditional ROI: 1.31%
1035 Chequessett Neck Road Wellfleet, MA Wellfleet's finest waterfront location paired with an immaculate custom-built home, this i...	5 beds \| 4 baths \| 4,250 sq.ft.	$5,490,000	Airbnb cash on cash: -0.78% Traditional cash on cash: -0.65% Airbnb Rental Income: $5036 Traditional Rental Income: $4657 Airbnb ROI: -0.78% Traditional ROI: -0.65%
40 Leilla Rich Drive Wellfleet, MA Wellfleet, one of the most bucolic and unspoiled towns on Cape Cod, has always been a have...	5 beds \| 5 baths \| 4,049 sq.ft.	$1,995,000	Airbnb cash on cash: 0.49% Traditional cash on cash: 1.44% Airbnb Rental Income: $5036 Traditional Rental Income: $5762 Airbnb ROI: 0.49% Traditional ROI: 1.44%
60 Long Avenue unit: E #E Wellfleet, MA Your perfect escape awaits! Experience the charm of this beautifully renovated seasonal co...	2 beds \| 1 baths \| 690 sq.ft.	$479,000	Airbnb cash on cash: 2.82% Traditional cash on cash: 2.36% Airbnb Rental Income: $3015 Traditional Rental Income: $2118 Airbnb ROI: 2.82% Traditional ROI: 2.36%
135 Newcomb Hollow Road Wellfleet, MA Nestled within the National Seashore, this 4-bedroom home, with 1-bedroom studio, sits on ...	5 beds \| 3 baths \| 3,284 sq.ft.	$3,350,000	Airbnb cash on cash: -0.67% Traditional cash on cash: -0.62% Airbnb Rental Income: $5036 Traditional Rental Income: $4164 Airbnb ROI: -0.67% Traditional ROI: -0.62%
1937 State Hwy Rte 6 unit: 8 #8 Wellfleet, MA The iconic Brownies cabins sit on approximately 1.5 acres by the fire tower on Route 6. En...	1 beds \| 1 baths \| 350 sq.ft.	$289,000	Airbnb cash on cash: 4.04% Traditional cash on cash: 4.42% Airbnb Rental Income: $2394 Traditional Rental Income: $1910 Airbnb ROI: 4.04% Traditional ROI: 4.42%
80 4Th Street Wellfleet, MA Nestled on Lieutenant Island and embraced by the Cape Cod National Seashore, this luminous...	4 beds \| 4 baths \| 1,800 sq.ft.	$1,495,000	Airbnb cash on cash: 0.46% Traditional cash on cash: 1.52% Airbnb Rental Income: $3871 Traditional Rental Income: $4504 Airbnb ROI: 0.46% Traditional ROI: 1.52%
1400 Chequessett Neck Road Wellfleet, MA Tucked away at the end of Chequessett Neck Rd. in the National Seashore, with 456ft of bea...	4 beds \| 4 baths \| 3,157 sq.ft.	$4,475,000	Airbnb cash on cash: -1.08% Traditional cash on cash: -0.75% Airbnb Rental Income: $3871 Traditional Rental Income: $4441 Airbnb ROI: -1.08% Traditional ROI: -0.75%
114 4Th Street Wellfleet, MA Surround yourself with a spectacular sweeping view of Cape Cod Bay. Perched on a secure bl...	3 beds \| 2 baths \| 2,500 sq.ft.	$2,250,000	Airbnb cash on cash: -0.55% Traditional cash on cash: 0.1% Airbnb Rental Income: $3046 Traditional Rental Income: $3718 Airbnb ROI: -0.55% Traditional ROI: 0.1%
105 W Main Street Wellfleet, MA Located at the far end of Wellfleet's beautiful village area, this newly listed antique th...	5 beds \| 3 baths \| 2,425 sq.ft.	$1,100,000	Airbnb cash on cash: 2.12% Traditional cash on cash: 2.28% Airbnb Rental Income: $5036 Traditional Rental Income: $4175 Airbnb ROI: 2.12% Traditional ROI: 2.28%
223 Main Street Wellfleet, MA A one-of-a-kind Wellfleet offering is available for immediate occupancy and your summer en...	4 beds \| 5 baths \| 2,192 sq.ft.	$1,950,000	Airbnb cash on cash: 0.03% Traditional cash on cash: 1.39% Airbnb Rental Income: $3871 Traditional Rental Income: $5498 Airbnb ROI: 0.03% Traditional ROI: 1.39%
75 Atwood Avenue Wellfleet, MA Tucked in the coveted Taylor Hill neighborhood, this charming Cape offers easy access to s...	4 beds \| 2 baths \| 1,503 sq.ft.	$739,000	Airbnb cash on cash: 2.61% Traditional cash on cash: 2.73% Airbnb Rental Income: $3871 Traditional Rental Income: $3117 Airbnb ROI: 2.61% Traditional ROI: 2.73%
90 Paine Hollow Road Wellfleet, MA Impeccably maintained and move-in ready, this charming 2-bedroom ranch-style home is situa...	2 beds \| 1 baths \| 1,106 sq.ft.	$649,900	Airbnb cash on cash: 2.07% Traditional cash on cash: 2.09% Airbnb Rental Income: $3015 Traditional Rental Income: $2333 Airbnb ROI: 2.07% Traditional ROI: 2.09%
345 Cove Road Wellfleet, MA From the front, this home's charming Cape Cod style offers a warm welcome-but step inside ...	4 beds \| 4 baths \| 4,016 sq.ft.	$1,725,000	Airbnb cash on cash: 0.2% Traditional cash on cash: 1.83% Airbnb Rental Income: $3871 Traditional Rental Income: $5640 Airbnb ROI: 0.2% Traditional ROI: 1.83%
125 Governor Foss Drive Wellfleet, MA Tucked away at the end of a quiet cul-de-sac in desirable Old Kings Crossing. Rare oceansi...	3 beds \| 2 baths \| 2,000 sq.ft.	$1,175,000	Airbnb cash on cash: 0.47% Traditional cash on cash: 1.39% Airbnb Rental Income: $3046 Traditional Rental Income: $3350 Airbnb ROI: 0.47% Traditional ROI: 1.39%
40 Georges Way Wellfleet, MA Nestled in the heart of Wellfleet's national seashore close enough to see Dyer Pond when t...	4 beds \| 3 baths \| 1,670 sq.ft.	$1,150,000	Airbnb cash on cash: 1.17% Traditional cash on cash: 1.83% Airbnb Rental Income: $3871 Traditional Rental Income: $3739 Airbnb ROI: 1.17% Traditional ROI: 1.83%
50 Higgins Lane Wellfleet, MA Welcome to ''An Island of Your Own''-Duck Creek Hill -a rare and remarkable property nestl...	2 beds \| 1 baths \| 1,224 sq.ft.	$2,100,000	Airbnb cash on cash: -0.28% Traditional cash on cash: -0.19% Airbnb Rental Income: $3015 Traditional Rental Income: $2498 Airbnb ROI: -0.28% Traditional ROI: -0.19%
164 Kendrick Avenue unit: 2 & 3 #2 & 3 Wellfleet, MA Introducing Wellfleet beachfront, turn-key twin brick cottages! It is rare that historic b...	4 beds \| 2 baths \| 1,050 sq.ft.	$1,495,000	Airbnb cash on cash: 0.67% Traditional cash on cash: 0.65% Airbnb Rental Income: $3871 Traditional Rental Income: $2997 Airbnb ROI: 0.67% Traditional ROI: 0.65%
135 Marven Way Wellfleet, MA Architect-designed by Geiger-Phillips and perched dramatically at the water's edge, 135 Ma...	4 beds \| 4 baths \| 3,652 sq.ft.	$2,275,000	Airbnb cash on cash: -0.29% Traditional cash on cash: 1.23% Airbnb Rental Income: $3871 Traditional Rental Income: $6242 Airbnb ROI: -0.29% Traditional ROI: 1.23%
15 Hidden Valley Way Wellfleet, MA Rare Waterfront Gem in Wellfleet, MA - First Time Ever on the Market Breath taking Views! ...	4 beds \| 3 baths \| 2,046 sq.ft.	$2,000,000	Airbnb cash on cash: -0.01% Traditional cash on cash: 0.56% Airbnb Rental Income: $3871 Traditional Rental Income: $4102 Airbnb ROI: -0.01% Traditional ROI: 0.56%
290 Old Wharf Road Wellfleet, MA Nestled in a serene corner of Wellfleet, this delightful two-bedroom, one-bath cottage off...	2 beds \| 1 baths \| 582 sq.ft.	$469,000	Airbnb cash on cash: 3.56% Traditional cash on cash: 2.65% Airbnb Rental Income: $3015 Traditional Rental Income: $1923 Airbnb ROI: 3.56% Traditional ROI: 2.65%
256 Browns Neck Road Wellfleet, MA A beautiful home for all seasons! This stunning architect-designed, custom-built contempor...	4 beds \| 4 baths \| 3,364 sq.ft.	$1,795,000	Airbnb cash on cash: 0.2% Traditional cash on cash: 1.78% Airbnb Rental Income: $3871 Traditional Rental Income: $5657 Airbnb ROI: 0.2% Traditional ROI: 1.78%
190 Meadow Avenue W Wellfleet, MA Nestled on the serene and secluded Lt. Island in Wellfleet, this 4-bedroom cottage offers ...	4 beds \| 1 baths \| 1,152 sq.ft.	$995,000	Airbnb cash on cash: 1.49% Traditional cash on cash: 1.28% Airbnb Rental Income: $3871 Traditional Rental Income: $2842 Airbnb ROI: 1.49% Traditional ROI: 1.28%
320 Coles Neck Road Wellfleet, MA Large space with tons of natural light throughout. Large kitchen with lots of cabinet spac...	3 beds \| 3 baths \| 1,552 sq.ft.	$699,900	Airbnb cash on cash: 1.79% Traditional cash on cash: 3.24% Airbnb Rental Income: $3046 Traditional Rental Income: $3300 Airbnb ROI: 1.79% Traditional ROI: 3.24%
20 Thomas Coles Lane Wellfleet, MA Nestled in a quiet, wooded cul-de-sac neighborhood in North Wellfleet, this charming year-...	4 beds \| 2 baths \| 1,902 sq.ft.	$789,000	Airbnb cash on cash: 2.17% Traditional cash on cash: 2.5% Airbnb Rental Income: $3871 Traditional Rental Income: $3281 Airbnb ROI: 2.17% Traditional ROI: 2.5%
176 Village Lane Wellfleet, MA Welcome to 176 Village Lane, a charming 2-bedroom, 2-bathroom year-round home in South Wel...	2 beds \| 2 baths \| 1,040 sq.ft.	$599,000	Airbnb cash on cash: 2.39% Traditional cash on cash: 3.01% Airbnb Rental Income: $3015 Traditional Rental Income: $2673 Airbnb ROI: 2.39% Traditional ROI: 3.01%
50 Massasoit Road Wellfleet, MA Wellfleet, Indian Neck, charming 3BR, 2 bath, knotty pine, bayside beach house. You will e...	3 beds \| 2 baths \| 1,040 sq.ft.	$799,000	Airbnb cash on cash: 1.33% Traditional cash on cash: 2.02% Airbnb Rental Income: $3046 Traditional Rental Income: $2867 Airbnb ROI: 1.33% Traditional ROI: 2.02%
95 Indian Neck Road Wellfleet, MA Welcome to 95 Indian Neck Road. Step into this 1960s Cape home and experience a journey ba...	4 beds \| 2 baths \| 1,120 sq.ft.	$815,000	Airbnb cash on cash: 2.3% Traditional cash on cash: 2.5% Airbnb Rental Income: $3871 Traditional Rental Income: $3183 Airbnb ROI: 2.3% Traditional ROI: 2.5%
210 West Rd unit: M-16 #M-16 Wellfleet, MA Year-round, solar ready, 2 bed, 2 bath home with 160 sq. ft. deck, 8x10 shed, and 1-year m...	2 beds \| 2 baths \| 850 sq.ft.	$299,000	Airbnb cash on cash: 6.82% Traditional cash on cash: 9.01% Airbnb Rental Income: $3015 Traditional Rental Income: $2940 Airbnb ROI: 6.82% Traditional ROI: 9.01%
210 West Road unit: B9 #B9 Wellfleet, MA Inviting Year-Round Retreat! Built in 2014, this beautifully maintained 2-bedroom, 1-bathr...	2 beds \| 1 baths \| 746 sq.ft.	$232,000	Airbnb cash on cash: 9.03% Traditional cash on cash: 9.39% Airbnb Rental Income: $3015 Traditional Rental Income: $2401 Airbnb ROI: 9.03% Traditional ROI: 9.39%
210 West Rd unit: A-14 #A-14 Wellfleet, MA Under Construction in Wellfleet! This charming 2-bedroom, 1-bath home offers a low-mainten...	2 beds \| 1 baths \| 625 sq.ft.	$225,000	Airbnb cash on cash: 9.34% Traditional cash on cash: 9.29% Airbnb Rental Income: $3015 Traditional Rental Income: $2313 Airbnb ROI: 9.34% Traditional ROI: 9.29%
80 Woodlot Road Wellfleet, MA Discover your own serene retreat at 80 Woodlot, nestled in the heart of Wellfleet's tranqu...	4 beds \| 4 baths \| 2,918 sq.ft.	$1,700,000	Airbnb cash on cash: 0.46% Traditional cash on cash: 1.74% Airbnb Rental Income: $3871 Traditional Rental Income: $5051 Airbnb ROI: 0.46% Traditional ROI: 1.74%

Real Estate investment in Wellfleet, MA

There are 45 properties for sale in the city of Wellfleet . The median list price in Wellfleet is $1,100,000 and the average price per square foot is $604. In September 2025, the average monthly cash on cash return in Wellfleet is 2.00%. The average monthly rental income in Wellfleet is $3,325.

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

There are 45 investment properties available for sale in Wellfleet.

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

The ROI for Long-Term is higher than the Short-Term in Wellfleet with average rental income of $3,325.

Your search for investment property begins and ends here

Investment Property for Sale in Wellfleet, MA

46 Hiram Hill Road

Wellfleet, MA

4 beds | 2 baths | 1,792 sq.ft.

$769,000

Airbnb cash on cash: 2.37%

Traditional cash on cash: 3.11%

Airbnb Rental Income: $3871

Traditional Rental Income: $3566

Airbnb ROI: 2.37%

Traditional ROI: 3.11%

10 Bank Street

Wellfleet, MA

4 beds | 4 baths | 3,284 sq.ft.

$2,150,000

Airbnb cash on cash: -0.31%

Traditional cash on cash: 0.95%

Airbnb Rental Income: $3871

Traditional Rental Income: $5541

Airbnb ROI: -0.31%

Traditional ROI: 0.95%

15 Squires Pond Lane

Wellfleet, MA

4 beds | 3 baths | 1,566 sq.ft.

$1,250,000

Airbnb cash on cash: 1.03%

Traditional cash on cash: 1.37%

Airbnb Rental Income: $3871

Traditional Rental Income: $3435

Airbnb ROI: 1.03%

Traditional ROI: 1.37%

20 Bank Street

Wellfleet, MA

2 beds | 2 baths | 3,119 sq.ft.

$1,350,000

Airbnb cash on cash: 0.44%

Traditional cash on cash: 1.14%

Airbnb Rental Income: $3015

Traditional Rental Income: $3199

Airbnb ROI: 0.44%

Traditional ROI: 1.14%

260 Kendrick Avenue unit: 6 #6

Wellfleet, MA

3 beds | 1 baths | 606 sq.ft.

$575,000

Airbnb cash on cash: 2.33%

Traditional cash on cash: 1.91%

Airbnb Rental Income: $3046

Traditional Rental Income: $2125

Airbnb ROI: 2.33%

Traditional ROI: 1.91%

260 Kendrick Avenue unit: 4 #4

Wellfleet, MA

3 beds | 1 baths | 718 sq.ft.

$700,000

Airbnb cash on cash: 1.74%

Traditional cash on cash: 2.1%

Airbnb Rental Income: $3046

Traditional Rental Income: $2586

Airbnb ROI: 1.74%

Traditional ROI: 2.1%

55 Harvard Street

Wellfleet, MA

3 beds | 2 baths | 1,344 sq.ft.

$779,000

Airbnb cash on cash: 1.58%

Traditional cash on cash: 2.19%

Airbnb Rental Income: $3046

Traditional Rental Income: $2794

Airbnb ROI: 1.58%

Traditional ROI: 2.19%

175 Cliff Road

Wellfleet, MA

2 beds | 3 baths | 1,818 sq.ft.

$1,299,000

Airbnb cash on cash: -0.22%

Traditional cash on cash: 0.92%

Airbnb Rental Income: $3015

Traditional Rental Income: $3711

Airbnb ROI: -0.22%