Real Estate Investment Properties for Sale in Hallowell, ME

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
42 Winthrop Street Hallowell, ME Welcome to the historic Gov. John Hubbard House, a beautifully preserved home on 3.1 acres...	4 beds \| N/A baths \| 3,756 sq.ft.	$625,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.88% Airbnb Rental Income: $null Traditional Rental Income: $5344 Airbnb ROI: N/A Traditional ROI: 6.88%
12 Greenville Street Hallowell, ME This charming bungalow sits in the vibrant community of Hallowell. The home has been taste...	2 beds \| N/A baths \| 1,280 sq.ft.	$325,000	Airbnb cash on cash: 0.73% Traditional cash on cash: 6.58% Airbnb Rental Income: $1187 Traditional Rental Income: $2588 Airbnb ROI: 0.73% Traditional ROI: 6.58%
15 Middle Street Hallowell, ME Welcome to one of Hallowell's most iconic and photographed historic homes, once owned by J...	1 beds \| N/A baths \| 1,240 sq.ft.	$329,000	Airbnb cash on cash: -1.7% Traditional cash on cash: 2.9% Airbnb Rental Income: $1244 Traditional Rental Income: $2271 Airbnb ROI: -1.7% Traditional ROI: 2.9%
424 Winthrop Street Hallowell, ME What a house!! Character galore in this 4 bedroom 2 bath antique cape. Large family room...	4 beds \| N/A baths \| 3,028 sq.ft.	$475,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.32% Airbnb Rental Income: $null Traditional Rental Income: $3055 Airbnb ROI: N/A Traditional ROI: 4.32%
11 Sunrise Drive Hallowell, ME MOTIVTED SELLER _PRICE DROP $30,000 !!! Location Location ! Custom built one owner home w...	3 beds \| N/A baths \| 3,443 sq.ft.	$510,000	Airbnb cash on cash: 0.77% Traditional cash on cash: 6.85% Airbnb Rental Income: $1357 Traditional Rental Income: $3839 Airbnb ROI: 0.77% Traditional ROI: 6.85%
6 Stoddard Lane Hallowell, ME Welcome to 6 Stoddard Lane in popular Hallowell, Maine. Currently an established office an...	N/A beds \| N/A baths \| 3,687 sq.ft.	$475,000	Airbnb cash on cash: -1.02% Traditional cash on cash: 7.2% Airbnb Rental Income: $853 Traditional Rental Income: $4174 Airbnb ROI: -1.02% Traditional ROI: 7.2%
85 Middle Street Hallowell, ME Historic Maria Clark Condominium unit now available! Step inside this beautiful penthouse ...	2 beds \| N/A baths \| 1,203 sq.ft.	$245,000	Airbnb cash on cash: 0.54% Traditional cash on cash: 5.75% Airbnb Rental Income: $1187 Traditional Rental Income: $2007 Airbnb ROI: 0.54% Traditional ROI: 5.75%
24 High Street Hallowell, ME Historic Hallowell on the Kennebec River - Mid-Century Style with Scenic Charm! Welcome t...	3 beds \| N/A baths \| 2,589 sq.ft.	$525,000	Airbnb cash on cash: 0.72% Traditional cash on cash: 5.79% Airbnb Rental Income: $1357 Traditional Rental Income: $3431 Airbnb ROI: 0.72% Traditional ROI: 5.79%
31 Oakwood Drive Hallowell, ME This is a rare offering at Oakwood Condos in Hallowell. Close to downtown, virtually main...	2 beds \| N/A baths \| 2,000 sq.ft.	$375,250	Airbnb cash on cash: -1.74% Traditional cash on cash: 4.64% Airbnb Rental Income: $1187 Traditional Rental Income: $3046 Airbnb ROI: -1.74% Traditional ROI: 4.64%
228 Water Street Hallowell, ME Magnificent Property - Two-bedroom duplex. First floor completely renovated. New kitchen w...	N/A beds \| N/A baths \| 1,260 sq.ft.	$425,000	Airbnb cash on cash: -0.93% Traditional cash on cash: 3.8% Airbnb Rental Income: $853 Traditional Rental Income: $2405 Airbnb ROI: -0.93% Traditional ROI: 3.8%
64 Central Street Hallowell, ME Perched on a hill overlooking downtown Hallowell and the Kennebec River, this carefully cr...	4 beds \| N/A baths \| 3,793 sq.ft.	$699,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.67% Airbnb Rental Income: $null Traditional Rental Income: $3139 Airbnb ROI: N/A Traditional ROI: 3.67%
Acorn Lane lot: 20 Hallowell, ME To be built, the "Willow" at Ledge Pointe Condominiums at Stevens Commons in Hallowell. T...	3 beds \| N/A baths \| 1,487 sq.ft.	$599,900	Airbnb cash on cash: 0.51% Traditional cash on cash: 4.09% Airbnb Rental Income: $1357 Traditional Rental Income: $2950 Airbnb ROI: 0.51% Traditional ROI: 4.09%
Acorn Lane lot: 23 Hallowell, ME The ''Conifer'' - the latest Ledge Pointe Condominiums offering at Stevens Commons in Hall...	3 beds \| N/A baths \| 1,500 sq.ft.	$685,000	Airbnb cash on cash: 0.32% Traditional cash on cash: 3.47% Airbnb Rental Income: $1357 Traditional Rental Income: $2950 Airbnb ROI: 0.32% Traditional ROI: 3.47%
1 Overlook Drive Hallowell, ME Enjoy easy one-level living in this 2022 built home on one of Hallowell's best areas sprea...	3 beds \| N/A baths \| 2,269 sq.ft.	$699,000	Airbnb cash on cash: 0.3% Traditional cash on cash: 3.4% Airbnb Rental Income: $1357 Traditional Rental Income: $2966 Airbnb ROI: 0.3% Traditional ROI: 3.4%

Real Estate investment in Hallowell, ME

There are 14 properties for sale in the city of Hallowell . The median list price in Hallowell is $492,500 and the average price per square foot is $212. In December 2025, the average monthly cash on cash return in Hallowell is 4.00%. The average monthly rental income in Hallowell is $3,006.

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

There are 14 investment properties available for sale in Hallowell.

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

The ROI for Short-Term is higher than the Long-Term in Hallowell with average rental income of $1,244.

Your search for investment property begins and ends here

Investment Property for Sale in Hallowell, ME

42 Winthrop Street

Hallowell, ME

4 beds | N/A baths | 3,756 sq.ft.

$625,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.88%

Airbnb Rental Income: $null

Traditional Rental Income: $5344

Airbnb ROI: N/A

Traditional ROI: 6.88%

12 Greenville Street

Hallowell, ME

2 beds | N/A baths | 1,280 sq.ft.

$325,000

Airbnb cash on cash: 0.73%

Traditional cash on cash: 6.58%

Airbnb Rental Income: $1187

Traditional Rental Income: $2588

Airbnb ROI: 0.73%

Traditional ROI: 6.58%

15 Middle Street

Hallowell, ME

1 beds | N/A baths | 1,240 sq.ft.

$329,000

Airbnb cash on cash: -1.7%

Traditional cash on cash: 2.9%

Airbnb Rental Income: $1244

Traditional Rental Income: $2271

Airbnb ROI: -1.7%

Traditional ROI: 2.9%

424 Winthrop Street

Hallowell, ME

4 beds | N/A baths | 3,028 sq.ft.

$475,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.32%

Airbnb Rental Income: $null

Traditional Rental Income: $3055

Airbnb ROI: N/A

Traditional ROI: 4.32%

11 Sunrise Drive

Hallowell, ME

3 beds | N/A baths | 3,443 sq.ft.

$510,000

Airbnb cash on cash: 0.77%

Traditional cash on cash: 6.85%

Airbnb Rental Income: $1357

Traditional Rental Income: $3839

Airbnb ROI: 0.77%

Traditional ROI: 6.85%

6 Stoddard Lane

Hallowell, ME

N/A beds | N/A baths | 3,687 sq.ft.

$475,000

Airbnb cash on cash: -1.02%

Traditional cash on cash: 7.2%

Airbnb Rental Income: $853

Traditional Rental Income: $4174

Airbnb ROI: -1.02%

Traditional ROI: 7.2%

85 Middle Street

Hallowell, ME

2 beds | N/A baths | 1,203 sq.ft.

$245,000

Airbnb cash on cash: 0.54%

Traditional cash on cash: 5.75%

Airbnb Rental Income: $1187

Traditional Rental Income: $2007

Airbnb ROI: 0.54%

Traditional ROI: 5.75%

24 High Street

Hallowell, ME

3 beds | N/A baths | 2,589 sq.ft.

$525,000

Airbnb cash on cash: 0.72%

Traditional cash on cash: 5.79%

Airbnb Rental Income: $1357

Traditional Rental Income: $3431

Airbnb ROI: 0.72%