Real Estate Investments for Sale in Portland, CT With High ROI

Are you looking for a vacation rental in Portland, CT? Look no further! We have a wide variety of vacation available for sale, including beachfront condos, mountain single-family homes, townhouses, vacation homes and everything in between.

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

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
153 THOMPSON HILL RD Portland, CT Invest with success and buy through Auction.com. This bank-owned investment property is a ...	3 beds \| 2 baths \| 1,704 sq.ft.	$451,000	Airbnb cash on cash: 4.12% Traditional cash on cash: 2.85% Airbnb Rental Income: $3593 Traditional Rental Income: $2270 Airbnb ROI: 4.12% Traditional ROI: 2.85%
17 Foley Road Portland, CT Welcome to 17 Foley Rd, the house you've been waiting for has arrived just in time for the...	3 beds \| 2 baths \| 1,856 sq.ft.	$379,923	Airbnb cash on cash: 5.27% Traditional cash on cash: 4.07% Airbnb Rental Income: $3593 Traditional Rental Income: $2375 Airbnb ROI: 5.27% Traditional ROI: 4.07%
506 Main Street Portland, CT This dramatic home has not come available in decades. Lovely attention to details througho...	9 beds \| 5 baths \| 5,805 sq.ft.	$795,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.25% Airbnb Rental Income: $null Traditional Rental Income: $4818 Airbnb ROI: N/A Traditional ROI: 3.25%
7 Tuccitto Road Portland, CT Meticulously renovated ranch perfect for your next home. Walk right in to your spacious li...	3 beds \| 1 baths \| 1,374 sq.ft.	$299,900	Airbnb cash on cash: 6.49% Traditional cash on cash: 2.83% Airbnb Rental Income: $3593 Traditional Rental Income: $1770 Airbnb ROI: 6.49% Traditional ROI: 2.83%
Investment Properties for Sale in Other Cities of Connecticut
24 Larchmont Terrace Groton , CT OFFER DEADLINE 3/28/24 AT 6 PM. Introducing this charming home situated on a quiet street ...	3 beds \| 1 baths \| 1,740 sq.ft.	$369,000	Airbnb cash on cash: 9.06% Traditional cash on cash: 4.94% Airbnb Rental Income: $4871 Traditional Rental Income: $2444 Airbnb ROI: 9.06% Traditional ROI: 4.94%
5 Heloise Street Hamden , CT WOW!!! Location Location. Distinctive Douglas Orr Stucco Cape with dramatic pitched slate ...	3 beds \| 2 baths \| 1,704 sq.ft.	$499,000	Airbnb cash on cash: 2.46% Traditional cash on cash: 3.25% Airbnb Rental Income: $3549 Traditional Rental Income: $3138 Airbnb ROI: 2.46% Traditional ROI: 3.25%
145 Heathridge Road Hamden , CT Come check out this beautiful 3 bedroom, 1.5 bathroom ranch nestled in the hills of the Be...	3 beds \| 2 baths \| 1,946 sq.ft.	$334,500	Airbnb cash on cash: 5.72% Traditional cash on cash: 6.52% Airbnb Rental Income: $3549 Traditional Rental Income: $3018 Airbnb ROI: 5.72% Traditional ROI: 6.52%
20 Reservoir Road Bethel , CT All highest and best offers to be presented by 4/7/24 8pm. Charming and spacious 4 bedroom...	4 beds \| 3 baths \| 2,722 sq.ft.	$499,000	Airbnb cash on cash: 5.96% Traditional cash on cash: 6.57% Airbnb Rental Income: $5297 Traditional Rental Income: $4508 Airbnb ROI: 5.96% Traditional ROI: 6.57%
180 East Rocks Road Norwalk , CT Experience comfort, luxury, and entertainment in this stunning home nestled in the sought-...	4 beds \| 3 baths \| 3,332 sq.ft.	$999,000	Airbnb cash on cash: 0.68% Traditional cash on cash: 3.71% Airbnb Rental Income: $3605 Traditional Rental Income: $5637 Airbnb ROI: 0.68% Traditional ROI: 3.71%
47 Mansfield Avenue Darien , CT Introducing a meticulously renovated home nestled in the heart of Darien! This spacious ab...	5 beds \| 5 baths \| 3,372 sq.ft.	$2,050,000	Airbnb cash on cash: 1.3% Traditional cash on cash: 3.47% Airbnb Rental Income: $6851 Traditional Rental Income: $9648 Airbnb ROI: 1.3% Traditional ROI: 3.47%
4 Apple Way Salisbury , CT A unique opportunity to own a historic treasure, built in 1761, this charming 3BR, 2 bath ...	3 beds \| 2 baths \| 1,956 sq.ft.	$595,000	Airbnb cash on cash: 4.61% Traditional cash on cash: 6.01% Airbnb Rental Income: $4356 Traditional Rental Income: $4222 Airbnb ROI: 4.61% Traditional ROI: 6.01%
26 Armand Place Ridgefield , CT Welcome home to 26 Armand Place in Ridgefield - Connecticut's First Cultural District! Sit...	4 beds \| 3 baths \| 3,870 sq.ft.	$1,100,000	Airbnb cash on cash: 2.34% Traditional cash on cash: 2.53% Airbnb Rental Income: $6408 Traditional Rental Income: $5346 Airbnb ROI: 2.34% Traditional ROI: 2.53%
12 Sunnyridge Parkway Trumbull , CT GORGEOUS! BEST DESCRIBES THIS TASTEFULLY DECORATED COLONIAL WITH STRONG IN-LAW POSSIBILITY...	3 beds \| 2 baths \| 1,766 sq.ft.	$499,900	Airbnb cash on cash: 0.83% Traditional cash on cash: 5.79% Airbnb Rental Income: $2178 Traditional Rental Income: $3948 Airbnb ROI: 0.83% Traditional ROI: 5.79%
15 Koger Road Trumbull , CT Charming cape in the perfect location. Found on a cul-de-sac of pride of ownership homes, ...	4 beds \| 2 baths \| 1,677 sq.ft.	$524,900	Airbnb cash on cash: 5.88% Traditional cash on cash: 5.35% Airbnb Rental Income: $5268 Traditional Rental Income: $3942 Airbnb ROI: 5.88% Traditional ROI: 5.35%
39 Boston Post Road East Lyme , CT Waterfront property!	3 beds \| 2 baths \| 2,106 sq.ft.	$399,900	Airbnb cash on cash: 2.2% Traditional cash on cash: 5.57% Airbnb Rental Income: $2635 Traditional Rental Income: $3273 Airbnb ROI: 2.2% Traditional ROI: 5.57%
15 Newtown Turnpike Westport , CT Discover this exquisite colonial in Westport's Old Hill, set on 2 acres with stone accents...	5 beds \| 4 baths \| 4,222 sq.ft.	$1,295,000	Airbnb cash on cash: -1.67% Traditional cash on cash: 4.36% Airbnb Rental Income: $673 Traditional Rental Income: $7630 Airbnb ROI: -1.67% Traditional ROI: 4.36%
75 Soundview Avenue Fairfield , CT This stunning residence features three bedrooms, two bathrooms, and new mini-splits instal...	3 beds \| 2 baths \| 934 sq.ft.	$499,000	Airbnb cash on cash: 6.81% Traditional cash on cash: 4.41% Airbnb Rental Income: $5233 Traditional Rental Income: $3049 Airbnb ROI: 6.81% Traditional ROI: 4.41%
6 Brookside Place Westport , CT INVESTORS and 1031 EXCHANGE BUYERS TAKE NOTE....Welcome to a dream investment opportunity ...	3 beds \| 2 baths \| 1,344 sq.ft.	$775,000	Airbnb cash on cash: 5.05% Traditional cash on cash: 5.5% Airbnb Rental Income: $6284 Traditional Rental Income: $5375 Airbnb ROI: 5.05% Traditional ROI: 5.5%

Real Estate investment in Portland, CT

There are 4 properties for sale in the city of Portland . The median list price in Portland is $379,923 and the average price per square foot is $161. In April 2024, the average monthly cash on cash return in Portland is 3.00%. The average monthly rental income in Portland is $2,270.

Portland, CT Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 4 investment properties available for sale in Portland.

In 2024, the best neighborhood to buy investment property is Portland.

The ROI for Short-Term is higher than the Long-Term in Portland with average rental income of $3,593.

Your search for investment property begins and ends here

Investment Property for Sale in Portland, CT

153 THOMPSON HILL RD

Portland, CT

3 beds | 2 baths | 1,704 sq.ft.

$451,000

Airbnb cash on cash: 4.12%

Traditional cash on cash: 2.85%

Airbnb Rental Income: $3593

Traditional Rental Income: $2270

Airbnb ROI: 4.12%

Traditional ROI: 2.85%

17 Foley Road

Portland, CT

3 beds | 2 baths | 1,856 sq.ft.

$379,923

Airbnb cash on cash: 5.27%

Traditional cash on cash: 4.07%

Airbnb Rental Income: $3593

Traditional Rental Income: $2375

Airbnb ROI: 5.27%

Traditional ROI: 4.07%

506 Main Street

Portland, CT

9 beds | 5 baths | 5,805 sq.ft.

$795,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.25%

Airbnb Rental Income: $null

Traditional Rental Income: $4818

Airbnb ROI: N/A

Traditional ROI: 3.25%

7 Tuccitto Road

Portland, CT

3 beds | 1 baths | 1,374 sq.ft.

$299,900

Airbnb cash on cash: 6.49%

Traditional cash on cash: 2.83%

Airbnb Rental Income: $3593

Traditional Rental Income: $1770

Airbnb ROI: 6.49%

Traditional ROI: 2.83%

Investment Properties for Sale in Other Cities of Connecticut

Groton , CT

3 beds | 1 baths | 1,740 sq.ft.

$369,000

Airbnb cash on cash: 9.06%

Traditional cash on cash: 4.94%

Airbnb Rental Income: $4871

Traditional Rental Income: $2444

Airbnb ROI: 9.06%

Traditional ROI: 4.94%

Hamden , CT

3 beds | 2 baths | 1,704 sq.ft.

$499,000

Airbnb cash on cash: 2.46%

Traditional cash on cash: 3.25%

Airbnb Rental Income: $3549

Traditional Rental Income: $3138

Airbnb ROI: 2.46%

Traditional ROI: 3.25%

Hamden , CT

3 beds | 2 baths | 1,946 sq.ft.

$334,500

Airbnb cash on cash: 5.72%

Traditional cash on cash: 6.52%

Airbnb Rental Income: $3549

Traditional Rental Income: $3018

Airbnb ROI: 5.72%

Traditional ROI: 6.52%

Bethel , CT

4 beds | 3 baths | 2,722 sq.ft.

$499,000

Airbnb cash on cash: 5.96%

Traditional cash on cash: 6.57%

Airbnb Rental Income: $5297

Traditional Rental Income: $4508

Airbnb ROI: 5.96%

Traditional ROI: 6.57%

Norwalk , CT

4 beds | 3 baths | 3,332 sq.ft.