Real Estate Investment Properties for Sale in Connecticut

Looking for investment property in Connecticut with high ROI ?

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

Q: Which city in Connecticut to invest in for highest ROI on long term rental properties in 2026

In 2026, Windsor Locksis the best city to buy investment properties. Find more investment properties today!

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
95 Audubon Street #339 New Haven, CT Rare find: a single level, 2 bedroom, 2 bathroom ~1400 sq.ft. unit located at a desirable ...	2 beds \| 2 baths \| 1,395 sq.ft.	$620,000	Airbnb cash on cash: -3.08% Traditional cash on cash: 0.13% Airbnb Rental Income: $1153 Traditional Rental Income: $2627 Airbnb ROI: -3.08% Traditional ROI: 0.13%
2 Elmwood Drive #2 Fairfield, CT Rare opportunity in sought-after Southport Green-just steps to Southport Village and Metro...	3 beds \| 4 baths \| 3,328 sq.ft.	$2,200,000	Airbnb cash on cash: -2.01% Traditional cash on cash: 0.19% Airbnb Rental Income: $2023 Traditional Rental Income: $5995 Airbnb ROI: -2.01% Traditional ROI: 0.19%
88 Churchill Road Hamden, CT Graciously set on a quiet street in the heart of Spring Glen, this home seamlessly blends ...	4 beds \| 3 baths \| 2,496 sq.ft.	$675,000	Airbnb cash on cash: -2.24% Traditional cash on cash: 3.45% Airbnb Rental Income: $1195 Traditional Rental Income: $4390 Airbnb ROI: -2.24% Traditional ROI: 3.45%
835 Monroe Turnpike Monroe, CT 835 Monroe Turnpike Set on 4.8 acres of level, private land in Monroe's sought-after Histo...	4 beds \| 4 baths \| 3,826 sq.ft.	$795,000	Airbnb cash on cash: -1.5% Traditional cash on cash: 5.55% Airbnb Rental Income: $1792 Traditional Rental Income: $6522 Airbnb ROI: -1.5% Traditional ROI: 5.55%
16 Marlene Drive Ledyard, CT RARE FIND! A 4-bedroom mobile home on its own land. You heard me right. Vinyl sided, newer...	4 beds \| 1 baths \| 1,260 sq.ft.	$169,900	Airbnb cash on cash: 6.06% Traditional cash on cash: 11.43% Airbnb Rental Income: $1940 Traditional Rental Income: $2298 Airbnb ROI: 6.06% Traditional ROI: 11.43%
56 West Street Bolton, CT Beautifully renovated and move-in ready, 56 West Street offers the space, setting, and upd...	4 beds \| 2 baths \| 2,372 sq.ft.	$559,000	Airbnb cash on cash: 2.45% Traditional cash on cash: 4.25% Airbnb Rental Income: $3417 Traditional Rental Income: $3600 Airbnb ROI: 2.45% Traditional ROI: 4.25%
32 WILLINGTON AVENUE Stafford Springs, CT Completely renovated old-style Colonial that sits on1.72 private acres. Nestled in the woo...	3 beds \| 2 baths \| 1,047 sq.ft.	$349,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.4% Airbnb Rental Income: $null Traditional Rental Income: $2593 Airbnb ROI: N/A Traditional ROI: 5.4%
55 Waterford Lane #2 Stamford, CT Turnkey townhouse living with the space, storage, and private outdoor area rarely found in...	3 beds \| 3 baths \| 1,625 sq.ft.	$775,000	Airbnb cash on cash: 0.45% Traditional cash on cash: 2.56% Airbnb Rental Income: $2528 Traditional Rental Income: $3448 Airbnb ROI: 0.45% Traditional ROI: 2.56%
53 Prospect Street Woodstock, CT Highest and Best Deadline, WEDNESDAY 4/29 at NOON East Woodstock Sweet Escape - Where...	3 beds \| 3 baths \| 1,736 sq.ft.	$425,000	Airbnb cash on cash: 1.55% Traditional cash on cash: 6.23% Airbnb Rental Income: $2119 Traditional Rental Income: $3442 Airbnb ROI: 1.55% Traditional ROI: 6.23%
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: -0.63% Traditional cash on cash: 3.54% Airbnb Rental Income: $1188 Traditional Rental Income: $2560 Airbnb ROI: -0.63% Traditional ROI: 3.54%
85 Camp Avenue #11A Stamford, CT Modern elegance meets effortless convenience in this beautifully updated 2-bedroom, 2.5-ba...	2 beds \| 3 baths \| 1,925 sq.ft.	$695,000	Airbnb cash on cash: -2.41% Traditional cash on cash: 2.86% Airbnb Rental Income: $457 Traditional Rental Income: $3611 Airbnb ROI: -2.41% Traditional ROI: 2.86%
50 Granada Terrace New London, CT Asking for highest & Best Monday 5/4 at 8 pm ** Welcome to 50 Granada Terrace New London. ...	4 beds \| 2 baths \| 1,809 sq.ft.	$475,000	Airbnb cash on cash: 0.71% Traditional cash on cash: 4.95% Airbnb Rental Income: $2007 Traditional Rental Income: $3369 Airbnb ROI: 0.71% Traditional ROI: 4.95%
14 Liberty Lane Thompson, CT Highest and best deadline Tuesday 5/5 @5pm A Homesteader's Dream ** Additional square foot...	3 beds \| 1 baths \| 1,660 sq.ft.	$399,900	Airbnb cash on cash: 0.84% Traditional cash on cash: 4.2% Airbnb Rental Income: $1555 Traditional Rental Income: $2368 Airbnb ROI: 0.84% Traditional ROI: 4.2%
8 Bobcat Lane Warren, CT Perfectly positioned to capture breathtaking sunset views, this beautifully updated four-b...	4 beds \| 5 baths \| 5,537 sq.ft.	$1,795,000	Airbnb cash on cash: -0.58% Traditional cash on cash: 3.72% Airbnb Rental Income: $1991 Traditional Rental Income: $8633 Airbnb ROI: -0.58% Traditional ROI: 3.72%
3 Macintosh Lane #3 Ansonia, CT Welcome to this move-in ready 2-bedroom 1 1/2 bath townhouse located in the highly desirab...	2 beds \| 2 baths \| 1,136 sq.ft.	$269,000	Airbnb cash on cash: -2.15% Traditional cash on cash: 5.14% Airbnb Rental Income: $779 Traditional Rental Income: $2310 Airbnb ROI: -2.15% Traditional ROI: 5.14%
36 Baker Ave Groton, CT Water views of the Thames River from this adorable, well maintained ranch style home, situ...	2 beds \| 1 baths \| 1,812 sq.ft.	$519,900	Airbnb cash on cash: -0.16% Traditional cash on cash: 1.29% Airbnb Rental Income: $1245 Traditional Rental Income: $1551 Airbnb ROI: -0.16% Traditional ROI: 1.29%
45 Ansonia Road Woodbridge, CT Beautifully maintained 4-bedroom, 3.5-bath Colonial set on a picturesque lot offering both...	4 beds \| 4 baths \| 2,796 sq.ft.	$749,000	Airbnb cash on cash: -0.37% Traditional cash on cash: 4.83% Airbnb Rental Income: $2408 Traditional Rental Income: $5450 Airbnb ROI: -0.37% Traditional ROI: 4.83%
36 Attawan Rd Niantic, CT Beautifully Renovated Year Round Beach Home! Move right into this charming Four Bedroom, ...	3 beds \| 2 baths \| 1,786 sq.ft.	$895,000	Airbnb cash on cash: -0.29% Traditional cash on cash: 1.59% Airbnb Rental Income: $1705 Traditional Rental Income: $2800 Airbnb ROI: -0.29% Traditional ROI: 1.59%
69 Fenn Road Litchfield, CT *HIGHEST AND BEST MONDAY 4/13 AT 9PM. * Step into a timeless blend of historic charm a...	4 beds \| 3 baths \| 1,898 sq.ft.	$415,000	Airbnb cash on cash: 0.66% Traditional cash on cash: 7.14% Airbnb Rental Income: $1540 Traditional Rental Income: $3612 Airbnb ROI: 0.66% Traditional ROI: 7.14%
6 Constance Street New Haven, CT Nestled on a quiet cul-de-sac in the highly desirable Lighthouse section of Morris Cove, t...	4 beds \| 3 baths \| 2,205 sq.ft.	$515,000	Airbnb cash on cash: -1.45% Traditional cash on cash: 5.47% Airbnb Rental Income: $1317 Traditional Rental Income: $4242 Airbnb ROI: -1.45% Traditional ROI: 5.47%
63 Ward Street #2C Norwalk, CT Welcome to Wardwood - a charming boutique condominium community in a convenient Central No...	1 beds \| 1 baths \| 804 sq.ft.	$269,999	Airbnb cash on cash: -0.65% Traditional cash on cash: 2.74% Airbnb Rental Income: $1250 Traditional Rental Income: $1717 Airbnb ROI: -0.65% Traditional ROI: 2.74%
2288 Main Street Coventry, CT Enjoy the perfect blend of comfort and lifestyle in this 1,643 sq ft, 3-bedroom, 2-bath ho...	4 beds \| 2 baths \| 1,643 sq.ft.	$359,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.7% Airbnb Rental Income: $null Traditional Rental Income: $3167 Airbnb ROI: N/A Traditional ROI: 6.7%
611 Ives Row Cheshire, CT Act Fast... This Rare Gem Won't Last! Tucked away in the peaceful and highly sought-after ...	3 beds \| 2 baths \| 1,788 sq.ft.	$435,000	Airbnb cash on cash: -0.91% Traditional cash on cash: 4.36% Airbnb Rental Income: $1279 Traditional Rental Income: $3024 Airbnb ROI: -0.91% Traditional ROI: 4.36%
176 Apple Lane Roxbury, CT Your turnkey country escape is waiting in Roxbury - a modern shinglestyle home on 4+ manic...	4 beds \| 5 baths \| 3,566 sq.ft.	$1,995,000	Airbnb cash on cash: -1.09% Traditional cash on cash: 2.77% Airbnb Rental Income: $1641 Traditional Rental Income: $8323 Airbnb ROI: -1.09% Traditional ROI: 2.77%
1 King Philip Drive #411 West Hartford, CT Welcome to the highly desirable Somerset community at 1 King Philip Drive. New Heating & A...	2 beds \| 2 baths \| 1,211 sq.ft.	$359,000	Airbnb cash on cash: -3.53% Traditional cash on cash: 2.07% Airbnb Rental Income: $1136 Traditional Rental Income: $2645 Airbnb ROI: -3.53% Traditional ROI: 2.07%
1 Gem Drive Windham, CT Welcome to 1 Gem Drive. This well cared for 3-bedroom, 2-bath raised ranch offers comfort,...	3 beds \| 2 baths \| 912 sq.ft.	$289,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.67% Airbnb Rental Income: $null Traditional Rental Income: $1907 Airbnb ROI: N/A Traditional ROI: 3.67%
58 Candide Lane Mansfield, CT NEW HUD HOME FHA CASE #061-531719 Spacious Ranch. Bright, open living room, master bedroom...	3 beds \| 2 baths \| 1,680 sq.ft.	$325,000	Airbnb cash on cash: 1.23% Traditional cash on cash: 5.28% Airbnb Rental Income: $1746 Traditional Rental Income: $2503 Airbnb ROI: 1.23% Traditional ROI: 5.28%

Real Estate investment in Connecticut

There are 3,679 properties available for sale in the state of Connecticut. Windsor Locks, Stratford and East Hampton are the best rental property markets in Connecticut. The average median price of properties for sale in these cities are $1,106,300 and the average price per square foot is $0. Their average monthly cash on cash return is 5.67%.

Connecticut Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 3,679 investment properties available for sale in Connecticut.

In 2026, Windsor Locks is the best city to buy investment properties. Find more investment properties today!

In 2026, Windsor Locks (7%) and Stratford (5%) has the highest cash on cash return for long term rentals in Connecticut.

Your search for investment property begins and ends here

Investment Property for Sale in Connecticut

95 Audubon Street #339

New Haven, CT

2 beds | 2 baths | 1,395 sq.ft.

$620,000

Airbnb cash on cash: -3.08%

Traditional cash on cash: 0.13%

Airbnb Rental Income: $1153

Traditional Rental Income: $2627

Airbnb ROI: -3.08%

Traditional ROI: 0.13%

2 Elmwood Drive #2

Fairfield, CT

3 beds | 4 baths | 3,328 sq.ft.

$2,200,000

Airbnb cash on cash: -2.01%

Traditional cash on cash: 0.19%

Airbnb Rental Income: $2023

Traditional Rental Income: $5995

Airbnb ROI: -2.01%

Traditional ROI: 0.19%

88 Churchill Road

Hamden, CT

4 beds | 3 baths | 2,496 sq.ft.

$675,000

Airbnb cash on cash: -2.24%

Traditional cash on cash: 3.45%

Airbnb Rental Income: $1195

Traditional Rental Income: $4390

Airbnb ROI: -2.24%

Traditional ROI: 3.45%

835 Monroe Turnpike

Monroe, CT

4 beds | 4 baths | 3,826 sq.ft.

$795,000

Airbnb cash on cash: -1.5%

Traditional cash on cash: 5.55%

Airbnb Rental Income: $1792

Traditional Rental Income: $6522

Airbnb ROI: -1.5%

Traditional ROI: 5.55%

16 Marlene Drive

Ledyard, CT

4 beds | 1 baths | 1,260 sq.ft.

$169,900

Airbnb cash on cash: 6.06%

Traditional cash on cash: 11.43%

Airbnb Rental Income: $1940

Traditional Rental Income: $2298

Airbnb ROI: 6.06%

Traditional ROI: 11.43%

56 West Street

Bolton, CT

4 beds | 2 baths | 2,372 sq.ft.

$559,000

Airbnb cash on cash: 2.45%

Traditional cash on cash: 4.25%

Airbnb Rental Income: $3417

Traditional Rental Income: $3600

Airbnb ROI: 2.45%

Traditional ROI: 4.25%

32 WILLINGTON AVENUE

Stafford Springs, CT

3 beds | 2 baths | 1,047 sq.ft.

$349,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.4%

Airbnb Rental Income: $null

Traditional Rental Income: $2593

Airbnb ROI: N/A

Traditional ROI: 5.4%

55 Waterford Lane #2

Stamford, CT

3 beds | 3 baths | 1,625 sq.ft.

$775,000

Airbnb cash on cash: 0.45%

Traditional cash on cash: 2.56%

Airbnb Rental Income: $2528

Traditional Rental Income: $3448

Airbnb ROI: 0.45%