Real Estate Investment Properties for Sale in Kittery, ME

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
4 Halstead Street Kittery, ME This charming shingled Cape offers the best of neighborhood living! Well-maintained and fi...	4 beds \| 1 baths \| 1,015 sq.ft.	$439,000	Airbnb cash on cash: 3.64% Traditional cash on cash: 4.26% Airbnb Rental Income: $2943 Traditional Rental Income: $2520 Airbnb ROI: 3.64% Traditional ROI: 4.26%
5 Izzy Lane Kittery, ME Welcome to 5 Izzy Lane in Kittery, Maine--a beautifully maintained Cape-style home offerin...	3 beds \| 2 baths \| 2,075 sq.ft.	$759,999	Airbnb cash on cash: 2.4% Traditional cash on cash: 2.5% Airbnb Rental Income: $3920 Traditional Rental Income: $3152 Airbnb ROI: 2.4% Traditional ROI: 2.5%
25 Regency Circle Kittery, ME Like-new luxury 2-bedroom, 2.5-bath end-unit townhome in an exceptional location offering ...	2 beds \| 3 baths \| 1,252 sq.ft.	$529,900	Airbnb cash on cash: 1.2% Traditional cash on cash: 3% Airbnb Rental Income: $2882 Traditional Rental Income: $3105 Airbnb ROI: 1.2% Traditional ROI: 3%
7 Washburn Farm Lane #9 Kittery, ME Summer Special! Now offering 15k Seller credit with signed agreement by 7/20. NEW CONSTRUC...	4 beds \| 3 baths \| 3,000 sq.ft.	$1,399,900	Airbnb cash on cash: 0.54% Traditional cash on cash: 2.74% Airbnb Rental Income: $2943 Traditional Rental Income: $5127 Airbnb ROI: 0.54% Traditional ROI: 2.74%
25 Oak Terrace Kittery, ME Stunning contemporary, waterfront home new construction package designed by Winter Holben ...	3 beds \| 4 baths \| 1,757 sq.ft.	$1,995,000	Airbnb cash on cash: 0.61% Traditional cash on cash: 1.49% Airbnb Rental Income: $3920 Traditional Rental Income: $4702 Airbnb ROI: 0.61% Traditional ROI: 1.49%
10 Colony Way Kittery, ME Welcome to Yankee Settlement! Experience single-level living in this brand new beautiful h...	2 beds \| 2 baths \| 1,173 sq.ft.	$325,000	Airbnb cash on cash: 3.39% Traditional cash on cash: 4.64% Airbnb Rental Income: $2882 Traditional Rental Income: $2594 Airbnb ROI: 3.39% Traditional ROI: 4.64%
12 Washburn Farm Lane #3 Kittery, ME Summer Special! Now offering 15k Seller credit with signed agreement by 7/20. NEW CONSTRUC...	4 beds \| 3 baths \| 3,050 sq.ft.	$1,325,000	Airbnb cash on cash: 0.63% Traditional cash on cash: 2.34% Airbnb Rental Income: $2943 Traditional Rental Income: $4370 Airbnb ROI: 0.63% Traditional ROI: 2.34%
14 Colony Way Kittery, ME Welcome to Yankee Settlement - 55+ Living in Coastal Kittery! Enjoy single-level living in...	2 beds \| 2 baths \| 1,173 sq.ft.	$325,000	Airbnb cash on cash: 2.07% Traditional cash on cash: 3.28% Airbnb Rental Income: $2882 Traditional Rental Income: $2584 Airbnb ROI: 2.07% Traditional ROI: 3.28%
2 Woodside Meadow Road Kittery, ME Welcome to 2 Woodside Meadows in historic Kittery, Maine, where modern comfort meets timel...	3 beds \| 3 baths \| 3,256 sq.ft.	$1,675,000	Airbnb cash on cash: 0.88% Traditional cash on cash: 0.83% Airbnb Rental Income: $3920 Traditional Rental Income: $2991 Airbnb ROI: 0.88% Traditional ROI: 0.83%
35 Badgers Island W Kittery, ME Welcome to Eventide, a new standard in luxury Seacoast living. Rising up from the Piscataq...	3 beds \| 3 baths \| 2,848 sq.ft.	$3,649,000	Airbnb cash on cash: -0.51% Traditional cash on cash: -0.49% Airbnb Rental Income: $3920 Traditional Rental Income: $3145 Airbnb ROI: -0.51% Traditional ROI: -0.49%
8-10 Bayview Lane Kittery, ME RARE and FIRST TIME MARKET OFFERING - Located within a designated growth area in Kittery, ...	N/A beds \| 4 baths \| 4,120 sq.ft.	$1,200,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.4% Airbnb Rental Income: $null Traditional Rental Income: $2266 Airbnb ROI: N/A Traditional ROI: 0.4%
27 Badgers Island W #1 Kittery, ME Rare waterfront opportunity on sought after Badger's Island - a 3 bedroom, 3 bath condomin...	3 beds \| 3 baths \| 2,554 sq.ft.	$3,500,000	Airbnb cash on cash: -0.89% Traditional cash on cash: -0.63% Airbnb Rental Income: $3920 Traditional Rental Income: $3911 Airbnb ROI: -0.89% Traditional ROI: -0.63%
7 Cove Landing Kittery, ME Rare offering in this charming coastal neighborhood. Tucked away on the end of the communi...	4 beds \| 3 baths \| 2,552 sq.ft.	$995,000	Airbnb cash on cash: 1.34% Traditional cash on cash: 3.51% Airbnb Rental Income: $2943 Traditional Rental Income: $4270 Airbnb ROI: 1.34% Traditional ROI: 3.51%
16 Colony Way Kittery, ME Experience the simplicity of single-level living in this beautifully crafted new construct...	2 beds \| 2 baths \| 1,227 sq.ft.	$349,900	Airbnb cash on cash: 4.1% Traditional cash on cash: 6.32% Airbnb Rental Income: $2882 Traditional Rental Income: $2943 Airbnb ROI: 4.1% Traditional ROI: 6.32%
178 Haley Road #2 Kittery, ME Three Distinct Spaces. One Coastal Opportunity. A unique property blending historic charac...	5 beds \| 5 baths \| 6,138 sq.ft.	$1,350,000	Airbnb cash on cash: 3.24% Traditional cash on cash: 3.3% Airbnb Rental Income: $8095 Traditional Rental Income: $6632 Airbnb ROI: 3.24% Traditional ROI: 3.3%
67 Whipple Road Kittery, ME Modern Coastal Living in the Heart of Kittery, Maine Built in 2019, this beautifully maint...	3 beds \| 3 baths \| 1,800 sq.ft.	$1,395,000	Airbnb cash on cash: 1.3% Traditional cash on cash: 1.83% Airbnb Rental Income: $3920 Traditional Rental Income: $3757 Airbnb ROI: 1.3% Traditional ROI: 1.83%
100 Shepards Cove Road #H305 (Aka E305) Kittery, ME Shepards Cove is an Upscale 55+ Waterfront Community, set on 42.5 Acres in a scenic natura...	2 beds \| 2 baths \| 1,601 sq.ft.	$725,000	Airbnb cash on cash: 1.28% Traditional cash on cash: 3.41% Airbnb Rental Income: $2882 Traditional Rental Income: $3656 Airbnb ROI: 1.28% Traditional ROI: 3.41%
52 Whipple Road Kittery, ME AUCTION To Settle Estate (listed sale price is merely the assessed value being used as a p...	5 beds \| 3 baths \| 3,061 sq.ft.	$792,400	Airbnb cash on cash: 6.4% Traditional cash on cash: 3.43% Airbnb Rental Income: $8095 Traditional Rental Income: $4365 Airbnb ROI: 6.4% Traditional ROI: 3.43%
12 Dana Avenue Kittery, ME Offer Deadline Monday 6/29 by 2:00 PM. Welcome to 12 Dana Avenue in Kittery, Maine-- offer...	3 beds \| 2 baths \| 1,092 sq.ft.	$448,000	Airbnb cash on cash: 6.1% Traditional cash on cash: 5.38% Airbnb Rental Income: $3920 Traditional Rental Income: $2772 Airbnb ROI: 6.1% Traditional ROI: 5.38%

Real Estate investment in Kittery, ME

There are 21 properties for sale in the city of Kittery . The median list price in Kittery is $685,096 and the average price per square foot is $318. In June 2026, the average monthly cash on cash return in Kittery is 3.00%. The average monthly rental income in Kittery is $2,936.

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

There are 21 investment properties available for sale in Kittery.

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

The ROI for Long-Term is higher than the Short-Term in Kittery with average rental income of $2,936.

Your search for investment property begins and ends here

Investment Property for Sale in Kittery, ME

4 Halstead Street

Kittery, ME

4 beds | 1 baths | 1,015 sq.ft.

$439,000

Airbnb cash on cash: 3.64%

Traditional cash on cash: 4.26%

Airbnb Rental Income: $2943

Traditional Rental Income: $2520

Airbnb ROI: 3.64%

Traditional ROI: 4.26%

5 Izzy Lane

Kittery, ME

3 beds | 2 baths | 2,075 sq.ft.

$759,999

Airbnb cash on cash: 2.4%

Traditional cash on cash: 2.5%

Airbnb Rental Income: $3920

Traditional Rental Income: $3152

Airbnb ROI: 2.4%

Traditional ROI: 2.5%

25 Regency Circle

Kittery, ME

2 beds | 3 baths | 1,252 sq.ft.

$529,900

Airbnb cash on cash: 1.2%

Traditional cash on cash: 3%

Airbnb Rental Income: $2882

Traditional Rental Income: $3105

Airbnb ROI: 1.2%

Traditional ROI: 3%

7 Washburn Farm Lane #9

Kittery, ME

4 beds | 3 baths | 3,000 sq.ft.

$1,399,900

Airbnb cash on cash: 0.54%

Traditional cash on cash: 2.74%

Airbnb Rental Income: $2943

Traditional Rental Income: $5127

Airbnb ROI: 0.54%

Traditional ROI: 2.74%

25 Oak Terrace

Kittery, ME

3 beds | 4 baths | 1,757 sq.ft.

$1,995,000

Airbnb cash on cash: 0.61%

Traditional cash on cash: 1.49%

Airbnb Rental Income: $3920

Traditional Rental Income: $4702

Airbnb ROI: 0.61%

Traditional ROI: 1.49%

10 Colony Way

Kittery, ME

2 beds | 2 baths | 1,173 sq.ft.

$325,000

Airbnb cash on cash: 3.39%

Traditional cash on cash: 4.64%

Airbnb Rental Income: $2882

Traditional Rental Income: $2594

Airbnb ROI: 3.39%

Traditional ROI: 4.64%

12 Washburn Farm Lane #3

Kittery, ME

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

$1,325,000

Airbnb cash on cash: 0.63%

Traditional cash on cash: 2.34%

Airbnb Rental Income: $2943

Traditional Rental Income: $4370

Airbnb ROI: 0.63%

Traditional ROI: 2.34%

14 Colony Way

Kittery, ME

2 beds | 2 baths | 1,173 sq.ft.

$325,000

Airbnb cash on cash: 2.07%

Traditional cash on cash: 3.28%

Airbnb Rental Income: $2882

Traditional Rental Income: $2584

Airbnb ROI: 2.07%