Real Estate Investment Properties for Sale in Boothbay, ME

Looking for investment property in Boothbay, ME with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
538 Ocean Point Road Boothbay, ME Tastefully renovated and meticulously maintained, this three bedroom, two bath home with a...	3 beds \| 2 baths \| 1,743 sq.ft.	$645,000	Airbnb cash on cash: 1.39% Traditional cash on cash: 3.98% Airbnb Rental Income: $2226 Traditional Rental Income: $3229 Airbnb ROI: 1.39% Traditional ROI: 3.98%
32 Murray Hill Road Boothbay, ME Step into a timeless retreat where classic character and modern luxury coexist in perfect ...	1 beds \| 1 baths \| 1,300 sq.ft.	$989,000	Airbnb cash on cash: -1.73% Traditional cash on cash: -0.85% Airbnb Rental Income: $1022 Traditional Rental Income: $1478 Airbnb ROI: -1.73% Traditional ROI: -0.85%
5 Hillside Place Boothbay, ME This two-level condominium offers a spacious and comfortable layout featuring three bedroo...	3 beds \| 3 baths \| 2,156 sq.ft.	$487,000	Airbnb cash on cash: 0.95% Traditional cash on cash: 3.75% Airbnb Rental Income: $2226 Traditional Rental Income: $2942 Airbnb ROI: 0.95% Traditional ROI: 3.75%
3 Cedar Bend Boothbay, ME NEW PRICE FOR NEW CONSTRUCTION. Now offered at a reduced price, these brand-new townhome c...	2 beds \| 2 baths \| 1,016 sq.ft.	$375,000	Airbnb cash on cash: 0.51% Traditional cash on cash: 4.21% Airbnb Rental Income: $2043 Traditional Rental Income: $2818 Airbnb ROI: 0.51% Traditional ROI: 4.21%
934 Wiscasset Road Boothbay, ME On 1.25-acres at the gateway to the Boothbay Region, this two-unit New Englander offers ma...	N/A beds \| 3 baths \| 1,858 sq.ft.	$469,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.47% Airbnb Rental Income: $null Traditional Rental Income: $3524 Airbnb ROI: N/A Traditional ROI: 5.47%
23 Sunny Acres Lane Boothbay, ME This custom ranch offers refined one-floor living with three bedrooms and two and a half b...	3 beds \| 3 baths \| 1,600 sq.ft.	$649,000	Airbnb cash on cash: 1.55% Traditional cash on cash: 4.79% Airbnb Rental Income: $2226 Traditional Rental Income: $3629 Airbnb ROI: 1.55% Traditional ROI: 4.79%
447 Wiscasset Road Boothbay, ME This Boothbay home is conveniently located near Boothbay Harbor, Damariscotta, and Wiscass...	2 beds \| 2 baths \| 1,714 sq.ft.	$389,000	Airbnb cash on cash: 2.88% Traditional cash on cash: 7.15% Airbnb Rental Income: $2043 Traditional Rental Income: $3070 Airbnb ROI: 2.88% Traditional ROI: 7.15%
44 Stone Point Lane Boothbay, ME Welcome to "Osprey Lodge", a peaceful island retreat on the shores of Boothbay's Cross Riv...	4 beds \| 4 baths \| 3,361 sq.ft.	$2,250,000	Airbnb cash on cash: 0.01% Traditional cash on cash: 1.92% Airbnb Rental Income: $2870 Traditional Rental Income: $6184 Airbnb ROI: 0.01% Traditional ROI: 1.92%
17 Cedar Bend Boothbay, ME NEW PRICE FOR NEW CONSTRUCTION. Now offered at a reduced price, these brand-new townhome c...	2 beds \| 2 baths \| 1,016 sq.ft.	$299,500	Airbnb cash on cash: 1.22% Traditional cash on cash: 6.42% Airbnb Rental Income: $2043 Traditional Rental Income: $2981 Airbnb ROI: 1.22% Traditional ROI: 6.42%
83 Western Ledge Road Boothbay, ME In the midst of grand renovation, this custom waterfront home will transfer with a ground-...	4 beds \| 5 baths \| 6,146 sq.ft.	$3,395,000	Airbnb cash on cash: -0.36% Traditional cash on cash: 0.9% Airbnb Rental Income: $2870 Traditional Rental Income: $6165 Airbnb ROI: -0.36% Traditional ROI: 0.9%
98 Meadow Cove Road Boothbay, ME This one-of-a-kind home encompasses 35 total acres, combining 6.75 acres of land with 800 ...	3 beds \| 3 baths \| 2,784 sq.ft.	$1,487,000	Airbnb cash on cash: 0.14% Traditional cash on cash: 1.98% Airbnb Rental Income: $2226 Traditional Rental Income: $4216 Airbnb ROI: 0.14% Traditional ROI: 1.98%
29 Wiscasset Road Boothbay, ME Situated on a private 2.65 acre lot, with 417' of tidal frontage on Sherman Cove, this 3 b...	3 beds \| 2 baths \| 2,427 sq.ft.	$835,000	Airbnb cash on cash: 1.02% Traditional cash on cash: 3.69% Airbnb Rental Income: $2226 Traditional Rental Income: $3743 Airbnb ROI: 1.02% Traditional ROI: 3.69%
239 Ocean Point Road Boothbay, ME Stunningly Renovated Home in Charming East Boothbay. Welcome to this beautifully renovated...	4 beds \| 4 baths \| 1,850 sq.ft.	$889,000	Airbnb cash on cash: 1.55% Traditional cash on cash: 2.61% Airbnb Rental Income: $2870 Traditional Rental Income: $3084 Airbnb ROI: 1.55% Traditional ROI: 2.61%
576 Back River Road Boothbay, ME This classic farmhouse is sited on an exceptional 8 acre parcel with approximately 400' of...	3 beds \| 2 baths \| 2,500 sq.ft.	$895,000	Airbnb cash on cash: 0.88% Traditional cash on cash: 2.63% Airbnb Rental Income: $2226 Traditional Rental Income: $3121 Airbnb ROI: 0.88% Traditional ROI: 2.63%
210 Ocean Point Road Boothbay, ME Stately 1914 shipbuilder's home in the heart of East Boothbay Village. This 4-bedroom, 2.5...	4 beds \| 3 baths \| 3,172 sq.ft.	$895,000	Airbnb cash on cash: 1.53% Traditional cash on cash: 2.79% Airbnb Rental Income: $2870 Traditional Rental Income: $3257 Airbnb ROI: 1.53% Traditional ROI: 2.79%
978 Wiscasset Road Boothbay, ME Discover a rare opportunity to own the beautifully restored Kenniston Hill House, an iconi...	4 beds \| 3 baths \| 2,136 sq.ft.	$899,000	Airbnb cash on cash: 0.17% Traditional cash on cash: 1.16% Airbnb Rental Income: $2870 Traditional Rental Income: $3030 Airbnb ROI: 0.17% Traditional ROI: 1.16%
8 Country Club Road Boothbay, ME Freshly updated multi-family, comprised of two 2-bedroom apartments and three efficiency u...	N/A beds \| 6 baths \| 3,722 sq.ft.	$895,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.32% Airbnb Rental Income: $null Traditional Rental Income: $5650 Airbnb ROI: N/A Traditional ROI: 4.32%
23 Indian Hill Road Boothbay, ME In one of the Boothbay Region's premier neighborhoods, this Sawyer's Island home features ...	3 beds \| 3 baths \| 2,760 sq.ft.	$1,595,000	Airbnb cash on cash: 0.06% Traditional cash on cash: 1.92% Airbnb Rental Income: $2226 Traditional Rental Income: $4425 Airbnb ROI: 0.06% Traditional ROI: 1.92%
135 Shore Road Boothbay, ME This is a truly exceptional property in the highly sought-after Ocean Point community. Thi...	4 beds \| 2 baths \| 2,038 sq.ft.	$1,495,000	Airbnb cash on cash: 0.52% Traditional cash on cash: 1.54% Airbnb Rental Income: $2870 Traditional Rental Income: $3626 Airbnb ROI: 0.52% Traditional ROI: 1.54%
165 Ocean Point Road Boothbay, ME Charming New England style home built in 1869 that has been lovingly restored by the curre...	3 beds \| 2 baths \| 2,406 sq.ft.	$995,000	Airbnb cash on cash: 0.7% Traditional cash on cash: 2.78% Airbnb Rental Income: $2226 Traditional Rental Income: $3593 Airbnb ROI: 0.7% Traditional ROI: 2.78%
367 E Side Road Boothbay, ME Presenting the charming home of Sweet Windruff Farm on East Side Road, Barters Island -- a...	2 beds \| 2 baths \| 1,651 sq.ft.	$759,000	Airbnb cash on cash: 1% Traditional cash on cash: 3.54% Airbnb Rental Income: $2043 Traditional Rental Income: $3310 Airbnb ROI: 1% Traditional ROI: 3.54%
7A Wave Crest Drive Boothbay, ME Enjoy carefree coastal living from this unique first-floor end-unit condominium overlookin...	2 beds \| 2 baths \| 624 sq.ft.	$325,000	Airbnb cash on cash: 2.3% Traditional cash on cash: 5.43% Airbnb Rental Income: $2043 Traditional Rental Income: $2470 Airbnb ROI: 2.3% Traditional ROI: 5.43%
33 Neighba Lane Boothbay, ME Nestled away in a peaceful neighborhood with views of Pleasant Cove is this uniquely desig...	4 beds \| 3 baths \| 4,000 sq.ft.	$795,000	Airbnb cash on cash: 1.84% Traditional cash on cash: 4.93% Airbnb Rental Income: $2870 Traditional Rental Income: $4488 Airbnb ROI: 1.84% Traditional ROI: 4.93%
49 Murray Hill Road Boothbay, ME On the coveted, seaside Murray Hill Road, this 2.27-acre waterfront lot is one of the Boot...	3 beds \| 2 baths \| 1,815 sq.ft.	$879,000	Airbnb cash on cash: 0.92% Traditional cash on cash: 3.29% Airbnb Rental Income: $2226 Traditional Rental Income: $3610 Airbnb ROI: 0.92% Traditional ROI: 3.29%
564 W Side Road Boothbay, ME With over 300' of west-facing, deep water frontage, this home is perfectly sited to captur...	3 beds \| 3 baths \| 2,711 sq.ft.	$1,695,000	Airbnb cash on cash: 0% Traditional cash on cash: 1.68% Airbnb Rental Income: $2226 Traditional Rental Income: $4312 Airbnb ROI: 0% Traditional ROI: 1.68%
47 Evergreen Drive Boothbay, ME Beautiful new 3-bedroom, 2-bath ranch located in Butler Estates in Boothbay. Newly complet...	3 beds \| 2 baths \| 1,540 sq.ft.	$475,000	Airbnb cash on cash: 2.53% Traditional cash on cash: 6.14% Airbnb Rental Income: $2226 Traditional Rental Income: $3272 Airbnb ROI: 2.53% Traditional ROI: 6.14%
39 Shackleton's Way Boothbay, ME Welcome to 39 Shackleton's Way in Boothbay, an extensively renovated 3,300 square foot res...	5 beds \| 4 baths \| 3,300 sq.ft.	$805,000	Airbnb cash on cash: 0.27% Traditional cash on cash: 4.91% Airbnb Rental Income: $2698 Traditional Rental Income: $5540 Airbnb ROI: 0.27% Traditional ROI: 4.91%

Real Estate investment in Boothbay, ME

There are 27 properties for sale in the city of Boothbay . The median list price in Boothbay is $879,000 and the average price per square foot is $375. In June 2026, the average monthly cash on cash return in Boothbay is 4.00%. The average monthly rental income in Boothbay is $3,524.

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

There are 27 investment properties available for sale in Boothbay.

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

The ROI for Long-Term is higher than the Short-Term in Boothbay with average rental income of $3,524.

Your search for investment property begins and ends here

Investment Property for Sale in Boothbay, ME

538 Ocean Point Road

Boothbay, ME

3 beds | 2 baths | 1,743 sq.ft.

$645,000

Airbnb cash on cash: 1.39%

Traditional cash on cash: 3.98%

Airbnb Rental Income: $2226

Traditional Rental Income: $3229

Airbnb ROI: 1.39%

Traditional ROI: 3.98%

32 Murray Hill Road

Boothbay, ME

1 beds | 1 baths | 1,300 sq.ft.

$989,000

Airbnb cash on cash: -1.73%

Traditional cash on cash: -0.85%

Airbnb Rental Income: $1022

Traditional Rental Income: $1478

Airbnb ROI: -1.73%

Traditional ROI: -0.85%

5 Hillside Place

Boothbay, ME

3 beds | 3 baths | 2,156 sq.ft.

$487,000

Airbnb cash on cash: 0.95%

Traditional cash on cash: 3.75%

Airbnb Rental Income: $2226

Traditional Rental Income: $2942

Airbnb ROI: 0.95%

Traditional ROI: 3.75%

3 Cedar Bend

Boothbay, ME

2 beds | 2 baths | 1,016 sq.ft.

$375,000

Airbnb cash on cash: 0.51%

Traditional cash on cash: 4.21%

Airbnb Rental Income: $2043

Traditional Rental Income: $2818

Airbnb ROI: 0.51%

Traditional ROI: 4.21%

934 Wiscasset Road

Boothbay, ME

N/A beds | 3 baths | 1,858 sq.ft.

$469,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.47%

Airbnb Rental Income: $null

Traditional Rental Income: $3524

Airbnb ROI: N/A

Traditional ROI: 5.47%

23 Sunny Acres Lane

Boothbay, ME

3 beds | 3 baths | 1,600 sq.ft.

$649,000

Airbnb cash on cash: 1.55%

Traditional cash on cash: 4.79%

Airbnb Rental Income: $2226

Traditional Rental Income: $3629

Airbnb ROI: 1.55%

Traditional ROI: 4.79%

447 Wiscasset Road

Boothbay, ME

2 beds | 2 baths | 1,714 sq.ft.

$389,000

Airbnb cash on cash: 2.88%

Traditional cash on cash: 7.15%

Airbnb Rental Income: $2043

Traditional Rental Income: $3070

Airbnb ROI: 2.88%

Traditional ROI: 7.15%

44 Stone Point Lane

Boothbay, ME

4 beds | 4 baths | 3,361 sq.ft.

$2,250,000

Airbnb cash on cash: 0.01%

Traditional cash on cash: 1.92%

Airbnb Rental Income: $2870

Traditional Rental Income: $6184

Airbnb ROI: 0.01%