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Airbnb For Sale in Connecticut

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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%
5 Crescent Drive Danbury, CT Welcome to this charming cape style home situated on a lovely private drive. The main leve...	2 beds \| 2 baths \| 1,188 sq.ft.	$380,000	Airbnb cash on cash: 5.75% Traditional cash on cash: 5.72% Airbnb Rental Income: $3629 Traditional Rental Income: $2825 Airbnb ROI: 5.75% Traditional ROI: 5.72%
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%
23 Scuppo Road #5-9 Danbury, CT Welcome to this cute and cozy 2 bedroom, 1 1/2 bath home that is a perfect starter home. W...	2 beds \| 2 baths \| 946 sq.ft.	$239,500	Airbnb cash on cash: 8.54% Traditional cash on cash: 8.02% Airbnb Rental Income: $3629 Traditional Rental Income: $2718 Airbnb ROI: 8.54% Traditional ROI: 8.02%
33 Point Beach Drive Milford, CT Exquisite waterfront living directly on the water. You'll be astounded by the breathtaking...	3 beds \| 3 baths \| 2,308 sq.ft.	$1,450,000	Airbnb cash on cash: 1.02% Traditional cash on cash: 0.93% Airbnb Rental Income: $5162 Traditional Rental Income: $3994 Airbnb ROI: 1.02% Traditional ROI: 0.93%
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.	$490,000	Airbnb cash on cash: 6.96% Traditional cash on cash: 4.51% Airbnb Rental Income: $5233 Traditional Rental Income: $3049 Airbnb ROI: 6.96% Traditional ROI: 4.51%
615 Long Meadow Road Middlebury, CT Welcome to 615 Long Meadow Rd in Middlebury, CT - where charm meets convenience! Nestled o...	3 beds \| 2 baths \| 1,132 sq.ft.	$425,000	Airbnb cash on cash: 4.73% Traditional cash on cash: 3.85% Airbnb Rental Income: $3667 Traditional Rental Income: $2517 Airbnb ROI: 4.73% Traditional ROI: 3.85%
711 West Wakefield Boulevard Winchester, CT Rebuild, or tear down and build NEW! Large lot for a lake property with great parking and ...	2 beds \| 1 baths \| 1,015 sq.ft.	$320,000	Airbnb cash on cash: 4.71% Traditional cash on cash: 2.41% Airbnb Rental Income: $2749 Traditional Rental Income: $1410 Airbnb ROI: 4.71% Traditional ROI: 2.41%
36 Samuel Lane #36 Mansfield, CT Welcome to 36 Samuel Lane! This lovely end unit with 3 bedrooms and 4 bathrooms has everyt...	3 beds \| 4 baths \| 2,812 sq.ft.	$370,000	Airbnb cash on cash: 9.69% Traditional cash on cash: 6.84% Airbnb Rental Income: $5917 Traditional Rental Income: $3751 Airbnb ROI: 9.69% Traditional ROI: 6.84%
50 Johnson Street Torrington, CT Fabulous opportunity to own a 3 bedroom one level ranch style home with remodeled kitchen ...	3 beds \| 1 baths \| 1,440 sq.ft.	$239,000	Airbnb cash on cash: 7.87% Traditional cash on cash: 5.24% Airbnb Rental Income: $3252 Traditional Rental Income: $1926 Airbnb ROI: 7.87% Traditional ROI: 5.24%
12 Milltown Road New Fairfield, CT From the moment you step inside, it's clear that every detail has been carefully considere...	3 beds \| 1 baths \| 1,036 sq.ft.	$489,900	Airbnb cash on cash: 6.16% Traditional cash on cash: 4.06% Airbnb Rental Income: $4750 Traditional Rental Income: $2807 Airbnb ROI: 6.16% Traditional ROI: 4.06%
114 Flower Drive Hamden, CT Don't miss this opportunity! Three bedroom and newly renovated one full and one half bath ...	3 beds \| 2 baths \| 1,752 sq.ft.	$389,900	Airbnb cash on cash: 4.64% Traditional cash on cash: 4.12% Airbnb Rental Income: $3549 Traditional Rental Income: $2580 Airbnb ROI: 4.64% Traditional ROI: 4.12%
207 East Street Southington, CT Step right into luxury living with this jaw-dropping gem! This home is not a drive by. Pre...	3 beds \| 4 baths \| 4,572 sq.ft.	$759,000	Airbnb cash on cash: 2.21% Traditional cash on cash: 1.88% Airbnb Rental Income: $3986 Traditional Rental Income: $2903 Airbnb ROI: 2.21% Traditional ROI: 1.88%
241 Thunder Lake Road Wilton, CT Welcome to 241 Thunder Lake Rd! Located in the highly desirable town of Wilton, at the ver...	4 beds \| 3 baths \| 2,152 sq.ft.	$950,000	Airbnb cash on cash: 4.44% Traditional cash on cash: 2.84% Airbnb Rental Income: $7448 Traditional Rental Income: $4606 Airbnb ROI: 4.44% Traditional ROI: 2.84%
38 Hooper Street #15 Norwich, CT This 2 bedroom and 3 full bathroom unit is spacious, well maintained, and move-in-ready! O...	2 beds \| 3 baths \| 1,520 sq.ft.	$250,000	Airbnb cash on cash: 6.97% Traditional cash on cash: 5.55% Airbnb Rental Income: $3242 Traditional Rental Income: $2178 Airbnb ROI: 6.97% Traditional ROI: 5.55%
112 Boston Post Road Old Saybrook, CT	3 beds \| 2 baths \| 1,568 sq.ft.	$537,700	Airbnb cash on cash: 3.82% Traditional cash on cash: 3.35% Airbnb Rental Income: $3670 Traditional Rental Income: $2631 Airbnb ROI: 3.82% Traditional ROI: 3.35%
59 George Avenue Norwalk, CT Location! Location! Location! Welcome to 59 George Avenue! A bright and sunny Colonial hom...	3 beds \| 3 baths \| 1,663 sq.ft.	$635,000	Airbnb cash on cash: 5.61% Traditional cash on cash: 5.21% Airbnb Rental Income: $5660 Traditional Rental Income: $4287 Airbnb ROI: 5.61% Traditional ROI: 5.21%
2 Fieldstone Drive New Fairfield, CT Location, location, location! As close to the NY border as you can get! The beautiful 3 Be...	3 beds \| 2 baths \| 2,074 sq.ft.	$475,000	Airbnb cash on cash: 5.86% Traditional cash on cash: 4.64% Airbnb Rental Income: $4750 Traditional Rental Income: $3230 Airbnb ROI: 5.86% Traditional ROI: 4.64%
542 Bennetts Farm Road Ridgefield, CT Step into this classic cape at 542 Bennetts Farm Road, Ridgefield, CT, where timeless char...	4 beds \| 2 baths \| 1,591 sq.ft.	$650,000	Airbnb cash on cash: 5.94% Traditional cash on cash: 3.98% Airbnb Rental Income: $6408 Traditional Rental Income: $3963 Airbnb ROI: 5.94% Traditional ROI: 3.98%
145 Canal Street #206 SHELTON, CT Welcome to The Birmingham on the River. This 2nd floor, industrial style unit with atrium,...	1 beds \| 1 baths \| 900 sq.ft.	$210,000	Airbnb cash on cash: 5.69% Traditional cash on cash: 4.82% Airbnb Rental Income: $2590 Traditional Rental Income: $1796 Airbnb ROI: 5.69% Traditional ROI: 4.82%
151 Sun Dance Road Stamford, CT Welcome to your dream home nestled on a serene cul-de-sac in the heart of the Ridges. Clos...	4 beds \| 3 baths \| 2,708 sq.ft.	$840,000	Airbnb cash on cash: 4.87% Traditional cash on cash: 3.7% Airbnb Rental Income: $7022 Traditional Rental Income: $4743 Airbnb ROI: 4.87% Traditional ROI: 3.7%
95 Catlin Road Harwinton, CT Lake views and living! This bright and fully-updated cottage on beautiful and private La...	2 beds \| 1 baths \| 928 sq.ft.	$330,000	Airbnb cash on cash: 5.6% Traditional cash on cash: 3.25% Airbnb Rental Income: $3044 Traditional Rental Income: $1618 Airbnb ROI: 5.6% Traditional ROI: 3.25%
24 Ash Street Stafford, CT You must see this gorgeous and tranquil waterfront home nested on State Line Pond. This ye...	2 beds \| 1 baths \| 840 sq.ft.	$265,000	Airbnb cash on cash: 5.12% Traditional cash on cash: 3.95% Airbnb Rental Income: $2491 Traditional Rental Income: $1595 Airbnb ROI: 5.12% Traditional ROI: 3.95%
8 Holley Street Salisbury, CT Presenting Pocketknife Square -- one of Lakeville's most historically significant and reco...	3 beds \| 1 baths \| 11,968 sq.ft.	$895,000	Airbnb cash on cash: 2.29% Traditional cash on cash: 0.52% Airbnb Rental Income: $4356 Traditional Rental Income: $1965 Airbnb ROI: 2.29% Traditional ROI: 0.52%
3 North Drive East Lyme, CT What's better than this location than this location with so many updates? You'll be amazed...	2 beds \| 2 baths \| 1,546 sq.ft.	$949,900	Airbnb cash on cash: 2.45% Traditional cash on cash: 0.79% Airbnb Rental Income: $4907 Traditional Rental Income: $2438 Airbnb ROI: 2.45% Traditional ROI: 0.79%
184 Brick School Road Warren, CT The Marsh-Whitlock House, built in 1738, is the oldest recorded home in Warren, CT, locate...	4 beds \| 3 baths \| 2,686 sq.ft.	$1,950,000	Airbnb cash on cash: 1.05% Traditional cash on cash: 0.65% Airbnb Rental Income: $5900 Traditional Rental Income: $3995 Airbnb ROI: 1.05% Traditional ROI: 0.65%
106 Colonial Drive Hamden, CT 4 Bedroom Cape is being sold AS-IS! This 4 Bedroom Cape style home has rich hardwood floor...	4 beds \| 2 baths \| 1,128 sq.ft.	$312,000	Airbnb cash on cash: 7.54% Traditional cash on cash: 7.18% Airbnb Rental Income: $4023 Traditional Rental Income: $3056 Airbnb ROI: 7.54% Traditional ROI: 7.18%
4 Joseph Street Norwich, CT Welcome to this charming 3-bedroom, 1-bathroom ranch-style home nestled in a serene neighb...	3 beds \| 1 baths \| 1,416 sq.ft.	$265,000	Airbnb cash on cash: 3.79% Traditional cash on cash: 3.59% Airbnb Rental Income: $2249 Traditional Rental Income: $1637 Airbnb ROI: 3.79% Traditional ROI: 3.59%
207 Roulin Street Torrington, CT Spacious and Bright Split Level home with 4 bedrooms and 3 full baths. Sliders from the ea...	4 beds \| 3 baths \| 2,516 sq.ft.	$315,000	Airbnb cash on cash: 9.99% Traditional cash on cash: 4.58% Airbnb Rental Income: $4825 Traditional Rental Income: $2229 Airbnb ROI: 9.99% Traditional ROI: 4.58%
8 Laurel Avenue Milford, CT The perfect beachfront home for daily living or as a very lucrative rental. This fabulous ...	4 beds \| 4 baths \| 4,397 sq.ft.	$2,780,000	Airbnb cash on cash: 0.59% Traditional cash on cash: -0.21% Airbnb Rental Income: $7949 Traditional Rental Income: $4388 Airbnb ROI: 0.59% Traditional ROI: -0.21%
422 Bantam Lake Road Litchfield, CT Summer fun awaits with DEEDED LAKE ACCESS to Bantam Lake or relax on your patio overlookin...	3 beds \| 1 baths \| 1,040 sq.ft.	$374,999	Airbnb cash on cash: 8.73% Traditional cash on cash: 3.83% Airbnb Rental Income: $4796 Traditional Rental Income: $2085 Airbnb ROI: 8.73% Traditional ROI: 3.83%
7 Little Point Street Essex, CT This immaculate, delightful, c.1804 Essex Sea Captain's House has been lavished with atten...	4 beds \| 4 baths \| 4,820 sq.ft.	$2,350,000	Airbnb cash on cash: 0.22% Traditional cash on cash: -0.11% Airbnb Rental Income: $6067 Traditional Rental Income: $4151 Airbnb ROI: 0.22% Traditional ROI: -0.11%
334 Deerfield Ridge Drive Groton, CT Best deal of any new home subdivision in Mystic as these homes are on 1/2 acre (+or-) lots...	3 beds \| 3 baths \| 1,800 sq.ft.	$459,900	Airbnb cash on cash: 7.62% Traditional cash on cash: 6.31% Airbnb Rental Income: $4871 Traditional Rental Income: $3306 Airbnb ROI: 7.62% Traditional ROI: 6.31%
31 Dodgingtown Road Newtown, CT Step into a slice of Newtown's history with this engaging 1880 colonial home, where tradit...	3 beds \| 3 baths \| 2,463 sq.ft.	$488,000	Airbnb cash on cash: 5.6% Traditional cash on cash: 5.5% Airbnb Rental Income: $4826 Traditional Rental Income: $3790 Airbnb ROI: 5.6% Traditional ROI: 5.5%
27 Mimosa Court Ridgefield, CT Welcome to 27 Mimosa Court! Rarely available move-in ready colonial in Mimosa Estates, one...	4 beds \| 3 baths \| 2,491 sq.ft.	$910,000	Airbnb cash on cash: 3.55% Traditional cash on cash: 3.31% Airbnb Rental Income: $6408 Traditional Rental Income: $4948 Airbnb ROI: 3.55% Traditional ROI: 3.31%
7 Hickory Avenue Clinton, CT Discover a masterpiece of contemporary architecture nestled along the picturesque Connecti...	3 beds \| 3 baths \| 3,552 sq.ft.	$684,999	Airbnb cash on cash: 4.46% Traditional cash on cash: 2.94% Airbnb Rental Income: $5899 Traditional Rental Income: $3756 Airbnb ROI: 4.46% Traditional ROI: 2.94%
140 Thompson Street #19D EAST HAVEN, CT Welcome to 140 Thompson St unit 19 a lovely secluded condominium complex close to all that...	2 beds \| 1 baths \| 1,072 sq.ft.	$189,900	Airbnb cash on cash: 7.82% Traditional cash on cash: 7.52% Airbnb Rental Income: $2788 Traditional Rental Income: $2081 Airbnb ROI: 7.82% Traditional ROI: 7.52%
27 Maple Street Hamden, CT HIGHEST AND BEST FOR TUESDAY, APRIL 23RD AT NOON. Welcome home to this charming 3-bedroom,...	3 beds \| 2 baths \| 1,188 sq.ft.	$265,000	Airbnb cash on cash: 7.58% Traditional cash on cash: 6.7% Airbnb Rental Income: $3549 Traditional Rental Income: $2548 Airbnb ROI: 7.58% Traditional ROI: 6.7%
34 Alyssa Drive Cheshire, CT This absolutely spectacular home in the multi-award-winning, active adult community âCas...	3 beds \| 4 baths \| 3,327 sq.ft.	$789,900	Airbnb cash on cash: 2.2% Traditional cash on cash: 1.78% Airbnb Rental Income: $5136 Traditional Rental Income: $3782 Airbnb ROI: 2.2% Traditional ROI: 1.78%
310 Boston Post Road #135 Waterford, CT Modern Townhouse For Sale Located at 310 Boston Post Road unit 135, Waterford, CT. Great l...	2 beds \| 2 baths \| 1,272 sq.ft.	$299,000	Airbnb cash on cash: 6.74% Traditional cash on cash: 4.61% Airbnb Rental Income: $3702 Traditional Rental Income: $2298 Airbnb ROI: 6.74% Traditional ROI: 4.61%

Short term rentals in Connecticut

There are 846 short term rentals for sale in the state of Connecticut. Middletown, East Hartford and Fairfield are the best short term rental markets in Connecticut. The average median price of Airbnb properties for sale in these cities are $529,650 and the average price per square foot is $0. The average monthly cash on cash return in these top cities of Connecticut is 3.33%.

Connecticut Short Term Rentals FAQs for Buyers, Sellers and Investors

There are 846 short term rentals available for sale in Connecticut.

In 2024, Middletown, Fairfield and East Hartford has the highest short term rental income.

In 2024, Middletown and East Hartford has the highest cash on cash return for vacation rentals in Connecticut.

In 2024, the highest Airbnb occupancy rate in Connecticut are in Middletown (70%), Fairfield (48%) and East Hartford (48%).

Airbnb data on vacation rentals in Connecticut is available at Mashvisor. You can access data such as listings, real-time pricing trends, Connecticut market insights, guest information and booking details, seasonality trends and historical Connecticut Airbnb performance data.

Your search for investment property begins and ends here

Airbnb For Sale in Connecticut

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%

5 Crescent Drive

Danbury, CT

2 beds | 2 baths | 1,188 sq.ft.

$380,000

Airbnb cash on cash: 5.75%

Traditional cash on cash: 5.72%

Airbnb Rental Income: $3629

Traditional Rental Income: $2825

Airbnb ROI: 5.75%

Traditional ROI: 5.72%

15 Koger Road

Trumbull, CT

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%

23 Scuppo Road #5-9

Danbury, CT

2 beds | 2 baths | 946 sq.ft.

$239,500

Airbnb cash on cash: 8.54%

Traditional cash on cash: 8.02%

Airbnb Rental Income: $3629

Traditional Rental Income: $2718

Airbnb ROI: 8.54%

Traditional ROI: 8.02%

33 Point Beach Drive

Milford, CT

3 beds | 3 baths | 2,308 sq.ft.

$1,450,000

Airbnb cash on cash: 1.02%

Traditional cash on cash: 0.93%

Airbnb Rental Income: $5162

Traditional Rental Income: $3994

Airbnb ROI: 1.02%

Traditional ROI: 0.93%

75 Soundview Avenue

Fairfield, CT

3 beds | 2 baths | 934 sq.ft.

$490,000

Airbnb cash on cash: 6.96%

Traditional cash on cash: 4.51%

Airbnb Rental Income: $5233

Traditional Rental Income: $3049

Airbnb ROI: 6.96%

Traditional ROI: 4.51%

615 Long Meadow Road

Middlebury, CT

3 beds | 2 baths | 1,132 sq.ft.

$425,000

Airbnb cash on cash: 4.73%

Traditional cash on cash: 3.85%

Airbnb Rental Income: $3667

Traditional Rental Income: $2517

Airbnb ROI: 4.73%

Traditional ROI: 3.85%

711 West Wakefield Boulevard

Winchester, CT

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

$320,000

Airbnb cash on cash: 4.71%

Traditional cash on cash: 2.41%

Airbnb Rental Income: $2749

Traditional Rental Income: $1410

Airbnb ROI: 4.71%