Real Estate Investment Properties for Sale in Waldoboro, ME

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
1515 Old Augusta Rd Waldoboro, ME Equestrian paradise awaits! 4 bedroom/3 bath home on 27.42 acres comprised of manicured la...	4 beds \| 3 baths \| 3,532 sq.ft.	$1,700,000	Airbnb cash on cash: 0.82% Traditional cash on cash: 0.06% Airbnb Rental Income: $5140 Traditional Rental Income: $2906 Airbnb ROI: 0.82% Traditional ROI: 0.06%
24 Old Route 1 Waldoboro, ME	5 beds \| 1 baths \| 1,890 sq.ft.	$295,000	Airbnb cash on cash: 8.43% Traditional cash on cash: 7.79% Airbnb Rental Income: $3929 Traditional Rental Income: $2909 Airbnb ROI: 8.43% Traditional ROI: 7.79%
398 Washington Rd Waldoboro, ME Easy one floor living in this immaculate 2 bed/1 bath manufactured home in the country! Hu...	2 beds \| 1 baths \| 924 sq.ft.	$275,000	Airbnb cash on cash: 2.5% Traditional cash on cash: 6.26% Airbnb Rental Income: $1434 Traditional Rental Income: $1980 Airbnb ROI: 2.5% Traditional ROI: 6.26%
755 Winslows Mills Rd N Waldoboro, ME Tiny Home on a large lot (2.6 acres) with 290 feet of waterfront on the Madomak....	1 beds \| 1 baths \| 560 sq.ft.	$196,750	Airbnb cash on cash: N/A Traditional cash on cash: 8.94% Airbnb Rental Income: $null Traditional Rental Income: $2209 Airbnb ROI: N/A Traditional ROI: 8.94%
2545 Washington Rd Waldoboro, ME Coffee with Horses! This excellent opportunity to purchase a country home with pasture vi...	3 beds \| 1 baths \| 1,008 sq.ft.	$200,000	Airbnb cash on cash: 3.48% Traditional cash on cash: 10.68% Airbnb Rental Income: $1365 Traditional Rental Income: $2316 Airbnb ROI: 3.48% Traditional ROI: 10.68%
902 Dutch Neck Rd Waldoboro, ME Welcome to Waldoberry Farm, where each season brings a calmness and peacefulness just as b...	4 beds \| 3 baths \| 2,105 sq.ft.	$1,200,000	Airbnb cash on cash: 1.23% Traditional cash on cash: 0.34% Airbnb Rental Income: $5140 Traditional Rental Income: $3097 Airbnb ROI: 1.23% Traditional ROI: 0.34%
16 School St Waldoboro, ME Step into this large, sun-filled Victorian rich with period charm and timeless details. Ti...	3 beds \| 1 baths \| 2,127 sq.ft.	$399,000	Airbnb cash on cash: -0.06% Traditional cash on cash: 4.39% Airbnb Rental Income: $1365 Traditional Rental Income: $2614 Airbnb ROI: -0.06% Traditional ROI: 4.39%
317 Friendship Road Waldoboro, ME MOTIVATED SELLER ALERT!! This Circa 1820's cape is awaiting new stewardship. Nestled into...	4 beds \| 1 baths \| 1,766 sq.ft.	$345,000	Airbnb cash on cash: 10% Traditional cash on cash: 5.7% Airbnb Rental Income: $5140 Traditional Rental Income: $2700 Airbnb ROI: 10% Traditional ROI: 5.7%

Real Estate investment in Waldoboro, ME

There are 11 properties for sale in the city of Waldoboro . The median list price in Waldoboro is $335,000 and the average price per square foot is $189. In March 2026, the average monthly cash on cash return in Waldoboro is 6.00%. The average monthly rental income in Waldoboro is $2,803.

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

There are 11 investment properties available for sale in Waldoboro.

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

The ROI for Long-Term is higher than the Short-Term in Waldoboro with average rental income of $2,803.

Your search for investment property begins and ends here

Investment Property for Sale in Waldoboro, ME

1515 Old Augusta Rd

Waldoboro, ME

4 beds | 3 baths | 3,532 sq.ft.

$1,700,000

Airbnb cash on cash: 0.82%

Traditional cash on cash: 0.06%

Airbnb Rental Income: $5140

Traditional Rental Income: $2906

Airbnb ROI: 0.82%

Traditional ROI: 0.06%

24 Old Route 1

Waldoboro, ME

5 beds | 1 baths | 1,890 sq.ft.

$295,000

Airbnb cash on cash: 8.43%

Traditional cash on cash: 7.79%

Airbnb Rental Income: $3929

Traditional Rental Income: $2909

Airbnb ROI: 8.43%

Traditional ROI: 7.79%

398 Washington Rd

Waldoboro, ME

2 beds | 1 baths | 924 sq.ft.

$275,000

Airbnb cash on cash: 2.5%

Traditional cash on cash: 6.26%

Airbnb Rental Income: $1434

Traditional Rental Income: $1980

Airbnb ROI: 2.5%

Traditional ROI: 6.26%

755 Winslows Mills Rd N

Waldoboro, ME

1 beds | 1 baths | 560 sq.ft.

$196,750

Airbnb cash on cash: N/A

Traditional cash on cash: 8.94%

Airbnb Rental Income: $null

Traditional Rental Income: $2209

Airbnb ROI: N/A

Traditional ROI: 8.94%

2545 Washington Rd

Waldoboro, ME

3 beds | 1 baths | 1,008 sq.ft.

$200,000

Airbnb cash on cash: 3.48%

Traditional cash on cash: 10.68%

Airbnb Rental Income: $1365

Traditional Rental Income: $2316

Airbnb ROI: 3.48%

Traditional ROI: 10.68%

902 Dutch Neck Rd

Waldoboro, ME

4 beds | 3 baths | 2,105 sq.ft.

$1,200,000

Airbnb cash on cash: 1.23%

Traditional cash on cash: 0.34%

Airbnb Rental Income: $5140

Traditional Rental Income: $3097

Airbnb ROI: 1.23%

Traditional ROI: 0.34%

16 School St

Waldoboro, ME

3 beds | 1 baths | 2,127 sq.ft.

$399,000

Airbnb cash on cash: -0.06%

Traditional cash on cash: 4.39%

Airbnb Rental Income: $1365

Traditional Rental Income: $2614

Airbnb ROI: -0.06%

Traditional ROI: 4.39%

317 Friendship Road

Waldoboro, ME

4 beds | 1 baths | 1,766 sq.ft.

$345,000

Airbnb cash on cash: 10%

Traditional cash on cash: 5.7%

Airbnb Rental Income: $5140

Traditional Rental Income: $2700

Airbnb ROI: 10%