Real Estate Investment Properties for Sale in Osterville, MA

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

Explore a variety of short-term homes & houses in Osterville, MA. Invest wisely with VRBO & Osterville, MA Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Single Family Residential For Salhttf L For Salhttf L For Salhttf L For Salhttf L Fory Residential for Sale in Osterville, MA

Search for Single Family Residential For Salhttf L For Salhttf L For Salhttf L For Salhttf L Fory Residential for Sale in Osterville, Massachusetts. Browse all of Mashvisor’s Single Family Residential For Salhttf L For Salhttf L For Salhttf L For Salhttf L Fory Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 22 Single Family Residential For Salhttf L For Salhttf L For Salhttf L For Salhttf L Fory Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
168 Garrison Lane Osterville, MA Nestled amid beautifully landscaped grounds, this exceptional 7,500+/- square foot residen...	5 beds \| 6 baths \| 7,565 sq.ft.	$8,995,000	Airbnb cash on cash: -1.11% Traditional cash on cash: -0.91% Airbnb Rental Income: $6393 Traditional Rental Income: $6857 Airbnb ROI: -1.11% Traditional ROI: -0.91%
71 Sand Point Osterville, MA Exquisite Waterfront Estate in Exclusive Oyster Harbors: Experience the pinnacle of coasta...	5 beds \| 5 baths \| 5,747 sq.ft.	$12,250,000	Airbnb cash on cash: -1.46% Traditional cash on cash: -1.13% Airbnb Rental Income: $6393 Traditional Rental Income: $8910 Airbnb ROI: -1.46% Traditional ROI: -1.13%
14 Indian Trail Osterville, MA Legacy, Lifestyle & Opportunity - A discreet treasure in one of Cape Cod's most prestigiou...	5 beds \| 4 baths \| 3,087 sq.ft.	$9,850,000	Airbnb cash on cash: -1.03% Traditional cash on cash: -0.86% Airbnb Rental Income: $6393 Traditional Rental Income: $6635 Airbnb ROI: -1.03% Traditional ROI: -0.86%
177 Bayview Circle Osterville, MA Summer is in the Air! Welcome 177 Bayview Circle and Osterville Village. Enjoy sunbathing ...	3 beds \| 3 baths \| 2,050 sq.ft.	$949,900	Airbnb cash on cash: 2.46% Traditional cash on cash: 2.13% Airbnb Rental Income: $4575 Traditional Rental Income: $3330 Airbnb ROI: 2.46% Traditional ROI: 2.13%
40 Waterfield Road Osterville, MA Your love affair will begin as you pull into the crushed stone, horseshoe drive w/ cobbles...	4 beds \| 2 baths \| 1,775 sq.ft.	$1,100,000	Airbnb cash on cash: 2.72% Traditional cash on cash: 1.9% Airbnb Rental Income: $5495 Traditional Rental Income: $3553 Airbnb ROI: 2.72% Traditional ROI: 1.9%
280 Ice Valley Road Osterville, MA Set on an exceptionally oversized 2.94-acre corner parcel within Osterville's highly sough...	4 beds \| 6 baths \| 3,557 sq.ft.	$4,595,000	Airbnb cash on cash: -0.62% Traditional cash on cash: 0.34% Airbnb Rental Income: $5495 Traditional Rental Income: $8486 Airbnb ROI: -0.62% Traditional ROI: 0.34%
351 Swift Avenue Osterville, MA Charming 3-bedroom, 1-bath home on a spacious 0.64-acre lot in one of Osterville's most de...	3 beds \| 1 baths \| 1,009 sq.ft.	$744,900	Airbnb cash on cash: 3.39% Traditional cash on cash: 1.65% Airbnb Rental Income: $4575 Traditional Rental Income: $2414 Airbnb ROI: 3.39% Traditional ROI: 1.65%
16 Second Avenue unit: 4 Osterville, MA Heart of Wianno! Experience the perfect blend of Cape Cod charm and modern luxury in this ...	2 beds \| 3 baths \| 1,564 sq.ft.	$1,095,000	Airbnb cash on cash: 1.95% Traditional cash on cash: 1.77% Airbnb Rental Income: $4681 Traditional Rental Income: $3535 Airbnb ROI: 1.95% Traditional ROI: 1.77%
18 Winfield Lane Osterville, MA Nestled near downtown Osterville with picturesque views and access to West Bay, this invit...	3 beds \| 3 baths \| 3,055 sq.ft.	$2,999,000	Airbnb cash on cash: -0.47% Traditional cash on cash: -0.27% Airbnb Rental Income: $4575 Traditional Rental Income: $4171 Airbnb ROI: -0.47% Traditional ROI: -0.27%
5 Briar Patch Road Osterville, MA South of Route 28 in Osterville village, this inviting property offers an outstanding oppo...	3 beds \| 2 baths \| 1,497 sq.ft.	$875,000	Airbnb cash on cash: 2.85% Traditional cash on cash: 2.28% Airbnb Rental Income: $4575 Traditional Rental Income: $3164 Airbnb ROI: 2.85% Traditional ROI: 2.28%
60 Linden Lane Osterville, MA Nestled in the heart of Osterville Village, this 3-bedroom, 3-bath home perfectly blends c...	3 beds \| 3 baths \| 2,000 sq.ft.	$995,000	Airbnb cash on cash: 2.3% Traditional cash on cash: 2.89% Airbnb Rental Income: $4575 Traditional Rental Income: $4171 Airbnb ROI: 2.3% Traditional ROI: 2.89%
53 Spice Lane Osterville, MA Enjoy classic Cape Cod living in this Archibald-designed 3-bedroom, 1.5-bath home in Oster...	3 beds \| 2 baths \| 1,740 sq.ft.	$1,195,000	Airbnb cash on cash: 1.59% Traditional cash on cash: 1.27% Airbnb Rental Income: $4575 Traditional Rental Income: $3271 Airbnb ROI: 1.59% Traditional ROI: 1.27%
98 Bunker Hill Road Osterville, MA Experience the epitome of bayside living at 98 Bunker Hill Road, nestled in Osterville's d...	5 beds \| 5 baths \| 4,715 sq.ft.	$2,879,000	Airbnb cash on cash: 0.21% Traditional cash on cash: 0.77% Airbnb Rental Income: $6393 Traditional Rental Income: $6626 Airbnb ROI: 0.21% Traditional ROI: 0.77%
920 Main Street unit: 1 Building 2 Osterville, MA Wouldn't you just love to have one of Cape Cod's most charming Main Streets at your front ...	2 beds \| 2 baths \| 1,150 sq.ft.	$615,000	Airbnb cash on cash: 4.84% Traditional cash on cash: 3.05% Airbnb Rental Income: $4681 Traditional Rental Income: $2685 Airbnb ROI: 4.84% Traditional ROI: 3.05%
369 Bumps River Road Osterville, MA Welcome to your new home in the highly sought-after village of Osterville! This charming 3...	3 beds \| 2 baths \| 1,152 sq.ft.	$649,000	Airbnb cash on cash: 4.24% Traditional cash on cash: 3.01% Airbnb Rental Income: $4575 Traditional Rental Income: $2880 Airbnb ROI: 4.24% Traditional ROI: 3.01%
33 Sunset Lane Osterville, MA A rare find in the village of Osterville! Discover a truly exceptional opportunity in the ...	3 beds \| 3 baths \| 1,686 sq.ft.	$1,599,000	Airbnb cash on cash: 0.71% Traditional cash on cash: 0.39% Airbnb Rental Income: $4575 Traditional Rental Income: $3154 Airbnb ROI: 0.71% Traditional ROI: 0.39%
39 Blossom Avenue unit: Apt 4 Osterville, MA Welcome to 39 Blossom Ave, Unit 4, a charming, lovingly cared-for condo located in the hea...	2 beds \| 2 baths \| 1,320 sq.ft.	$599,900	Airbnb cash on cash: 3.73% Traditional cash on cash: 2.04% Airbnb Rental Income: $4681 Traditional Rental Income: $2766 Airbnb ROI: 3.73% Traditional ROI: 2.04%
31 Galahad Circle Osterville, MA Great opportunity for sweat equity in Osterville, south of Route 28! This spacious 3-bedro...	3 beds \| 3 baths \| 1,940 sq.ft.	$599,000	Airbnb cash on cash: 4.48% Traditional cash on cash: 4.47% Airbnb Rental Income: $4575 Traditional Rental Income: $3619 Airbnb ROI: 4.48% Traditional ROI: 4.47%
39 Tower Hill Road unit: Apt 18A Osterville, MA FIRST FLOOR CONDO in the heart of Osterville Village! This beautifully maintained condo of...	2 beds \| 2 baths \| 1,278 sq.ft.	$659,000	Airbnb cash on cash: 3.24% Traditional cash on cash: 1.76% Airbnb Rental Income: $4681 Traditional Rental Income: $2802 Airbnb ROI: 3.24% Traditional ROI: 1.76%
199 E Bay Road unit: Apt 12 Osterville, MA Welcome to a rare offering at the coveted The Cove at East Bay--an impeccably updated luxu...	3 beds \| 4 baths \| 3,118 sq.ft.	$2,200,000	Airbnb cash on cash: 0.13% Traditional cash on cash: 0.8% Airbnb Rental Income: $4575 Traditional Rental Income: $4987 Airbnb ROI: 0.13% Traditional ROI: 0.8%
48 Bayview Circle Osterville, MA Nestled in Osterville Village, this charming Cape was completely remodeled in 20212 with a...	3 beds \| 3 baths \| 1,775 sq.ft.	$1,175,000	Airbnb cash on cash: 1.71% Traditional cash on cash: 2.21% Airbnb Rental Income: $4575 Traditional Rental Income: $4171 Airbnb ROI: 1.71% Traditional ROI: 2.21%

Your search for investment property begins and ends here

Single Family Residential For Salhttf L For Salhttf L For Salhttf L For Salhttf L Fory Residential for Sale in Osterville, MA

168 Garrison Lane

Osterville, MA

5 beds | 6 baths | 7,565 sq.ft.

$8,995,000

Airbnb cash on cash: -1.11%

Traditional cash on cash: -0.91%

Airbnb Rental Income: $6393

Traditional Rental Income: $6857

Airbnb ROI: -1.11%

Traditional ROI: -0.91%

71 Sand Point

Osterville, MA

5 beds | 5 baths | 5,747 sq.ft.

$12,250,000

Airbnb cash on cash: -1.46%

Traditional cash on cash: -1.13%

Airbnb Rental Income: $6393

Traditional Rental Income: $8910

Airbnb ROI: -1.46%

Traditional ROI: -1.13%

14 Indian Trail

Osterville, MA

5 beds | 4 baths | 3,087 sq.ft.

$9,850,000

Airbnb cash on cash: -1.03%

Traditional cash on cash: -0.86%

Airbnb Rental Income: $6393

Traditional Rental Income: $6635

Airbnb ROI: -1.03%

Traditional ROI: -0.86%

177 Bayview Circle

Osterville, MA

3 beds | 3 baths | 2,050 sq.ft.

$949,900

Airbnb cash on cash: 2.46%

Traditional cash on cash: 2.13%

Airbnb Rental Income: $4575

Traditional Rental Income: $3330

Airbnb ROI: 2.46%

Traditional ROI: 2.13%

40 Waterfield Road

Osterville, MA

4 beds | 2 baths | 1,775 sq.ft.

$1,100,000

Airbnb cash on cash: 2.72%

Traditional cash on cash: 1.9%

Airbnb Rental Income: $5495

Traditional Rental Income: $3553

Airbnb ROI: 2.72%

Traditional ROI: 1.9%

280 Ice Valley Road

Osterville, MA

4 beds | 6 baths | 3,557 sq.ft.

$4,595,000

Airbnb cash on cash: -0.62%

Traditional cash on cash: 0.34%

Airbnb Rental Income: $5495

Traditional Rental Income: $8486

Airbnb ROI: -0.62%

Traditional ROI: 0.34%

351 Swift Avenue

Osterville, MA

3 beds | 1 baths | 1,009 sq.ft.

$744,900

Airbnb cash on cash: 3.39%

Traditional cash on cash: 1.65%

Airbnb Rental Income: $4575

Traditional Rental Income: $2414

Airbnb ROI: 3.39%

Traditional ROI: 1.65%

16 Second Avenue unit: 4

Osterville, MA

2 beds | 3 baths | 1,564 sq.ft.

$1,095,000

Airbnb cash on cash: 1.95%

Traditional cash on cash: 1.77%

Airbnb Rental Income: $4681

Traditional Rental Income: $3535

Airbnb ROI: 1.95%