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, Plainfieldis 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: -2.48% Traditional cash on cash: 0.13% Airbnb Rental Income: $1571 Traditional Rental Income: $2627 Airbnb ROI: -2.48% Traditional ROI: 0.13%
32 Nearwater Rd Norwalk, CT Located within the well-desired Pine Point Association, this splendidly renovated home off...	3 beds \| 2 baths \| 2,442 sq.ft.	$3,000,000	Airbnb cash on cash: -0.88% Traditional cash on cash: -0.72% Airbnb Rental Income: $3703 Traditional Rental Income: $3330 Airbnb ROI: -0.88% Traditional ROI: -0.72%
2 Elmwood Dr #2 Fairfield, CT Rare opportunity in sought-after Southport Green-just steps to Southport Village and Metro...	3 beds \| 3 baths \| 3,328 sq.ft.	$2,200,000	Airbnb cash on cash: -1.85% Traditional cash on cash: 0.19% Airbnb Rental Income: $2413 Traditional Rental Income: $5995 Airbnb ROI: -1.85% Traditional ROI: 0.19%
347 New London Tpke Stonington, CT Coming Soon! Rare opportunity to own a one-of-a-kind circa 1700 Antique Cape set on more t...	3 beds \| 3 baths \| 2,632 sq.ft.	$719,000	Airbnb cash on cash: 1.72% Traditional cash on cash: 3.8% Airbnb Rental Income: $3011 Traditional Rental Income: $3713 Airbnb ROI: 1.72% Traditional ROI: 3.8%
461 Bank St #702 New London, CT This Waterview Unit Has Both Water Views And Panoramic City Views! Outdoor Balcony, Granit...	2 beds \| 1 baths \| 1,270 sq.ft.	$329,900	Airbnb cash on cash: -2.74% Traditional cash on cash: 0.91% Airbnb Rental Income: $1104 Traditional Rental Income: $1864 Airbnb ROI: -2.74% Traditional ROI: 0.91%
104 Parkway S New London, CT Looking for luxury, comfort, privacy, and CT's best private beaches? It is just a 5-minute...	5 beds \| 5 baths \| 3,696 sq.ft.	$720,000	Airbnb cash on cash: 0.91% Traditional cash on cash: 9.92% Airbnb Rental Income: $3169 Traditional Rental Income: $8500 Airbnb ROI: 0.91% Traditional ROI: 9.92%
1150 Whitney Avenue #5 Hamden, CT PRICE REDUCED! Beautifully remodeled townhouse-style 1-bedroom condo offering the perfect ...	1 beds \| 1 baths \| 636 sq.ft.	$159,500	Airbnb cash on cash: -2.98% Traditional cash on cash: 4.94% Airbnb Rental Income: $652 Traditional Rental Income: $1561 Airbnb ROI: -2.98% Traditional ROI: 4.94%
52 Merrimac St Danbury, CT Location, location, location! Commuting super spot! Shopping and restaurants all moments...	2 beds \| 1 baths \| 1,075 sq.ft.	$399,999	Airbnb cash on cash: 1.38% Traditional cash on cash: 1.96% Airbnb Rental Income: $1741 Traditional Rental Income: $1479 Airbnb ROI: 1.38% Traditional ROI: 1.96%
100 Austin St New Britain, CT Perfect project here. This Colonial is in need of some love. With hardwood flooring, origi...	3 beds \| 1 baths \| 1,314 sq.ft.	$299,900	Airbnb cash on cash: -0.69% Traditional cash on cash: 3.68% Airbnb Rental Income: $889 Traditional Rental Income: $1785 Airbnb ROI: -0.69% Traditional ROI: 3.68%
215 Beach St #1B West Haven, CT Ideal location for anyone who wants to live overlooking the beach and Long Island Sound! T...	2 beds \| 1 baths \| 850 sq.ft.	$349,999	Airbnb cash on cash: -1.28% Traditional cash on cash: 2.14% Airbnb Rental Income: $1121 Traditional Rental Income: $1868 Airbnb ROI: -1.28% Traditional ROI: 2.14%
59 North Pl West Haven, CT Colonial home in a need of work located near shopping center and major routes of the city....	4 beds \| 2 baths \| 1,129 sq.ft.	$389,900	Airbnb cash on cash: 2.47% Traditional cash on cash: 5.05% Airbnb Rental Income: $2295 Traditional Rental Income: $2665 Airbnb ROI: 2.47% Traditional ROI: 5.05%
58 Briar Woods Trail Stamford, CT Tucked into a serene, nature-filled setting, this beautifully updated contemporary ranch o...	3 beds \| 5 baths \| 4,388 sq.ft.	$1,099,000	Airbnb cash on cash: -0.26% Traditional cash on cash: 4.99% Airbnb Rental Income: $3107 Traditional Rental Income: $7773 Airbnb ROI: -0.26% Traditional ROI: 4.99%
174 Loper St Southington, CT If you're looking for a generously sized 3 bedroom home in Southington this is it! The 190...	3 beds \| 2 baths \| 1,908 sq.ft.	$439,900	Airbnb cash on cash: 0.38% Traditional cash on cash: 5.08% Airbnb Rental Income: $1634 Traditional Rental Income: $3108 Airbnb ROI: 0.38% Traditional ROI: 5.08%
29 Poverty Hollow Rd Newtown, CT Extraordinary Opportunity! Live in a "like new" renovated home in sought after Poverty Ho...	3 beds \| 2 baths \| 1,253 sq.ft.	$499,900	Airbnb cash on cash: 0.74% Traditional cash on cash: 2.88% Airbnb Rental Income: $1948 Traditional Rental Income: $2434 Airbnb ROI: 0.74% Traditional ROI: 2.88%
835 Monroe Turnpike Monroe, CT HIGHEST AND BEST OFFERS, DEADLINE MONDAY 6/8/26. 5 PM Set on 4.8 acres of level, private l...	4 beds \| 4 baths \| 3,826 sq.ft.	$725,000	Airbnb cash on cash: -0.39% Traditional cash on cash: 6.17% Airbnb Rental Income: $2726 Traditional Rental Income: $6522 Airbnb ROI: -0.39% Traditional ROI: 6.17%
16 Marlene Dr Ledyard, CT RARE FIND! A 3-4 bedroom mobile home on its own land in a great neighborhood. You heard me...	4 beds \| 1 baths \| 1,260 sq.ft.	$169,900	Airbnb cash on cash: 8.35% Traditional cash on cash: 11.43% Airbnb Rental Income: $2386 Traditional Rental Income: $2298 Airbnb ROI: 8.35% Traditional ROI: 11.43%
205 Flanders Rd Niantic, CT Investors/203(k) buyers take notice. Spacious home on corner lot in Niantic. Was formerly ...	5 beds \| 4 baths \| 2,086 sq.ft.	$505,000	Airbnb cash on cash: 6.23% Traditional cash on cash: 7.43% Airbnb Rental Income: $4866 Traditional Rental Income: $4434 Airbnb ROI: 6.23% Traditional ROI: 7.43%
56 West St 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.	$489,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.87% Airbnb Rental Income: $null Traditional Rental Income: $3600 Airbnb ROI: N/A Traditional ROI: 4.87%
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: 1.91% Traditional cash on cash: 5.4% Airbnb Rental Income: $1962 Traditional Rental Income: $2593 Airbnb ROI: 1.91% Traditional ROI: 5.4%
71 Rhode Island Line Rd Putnam, CT A hidden gem in low tax district of East Putnam, close to Rhode Island line. A few addit...	3 beds \| 2 baths \| 2,728 sq.ft.	$690,000	Airbnb cash on cash: 0.1% Traditional cash on cash: 1.1% Airbnb Rental Income: $1508 Traditional Rental Income: $1710 Airbnb ROI: 0.1% Traditional ROI: 1.1%
672 E Main St MIDDLETOWN, CT Updated acreage - 4.25 acres House has good bones and has a close to town and amenities ...	3 beds \| 1 baths \| 1,313 sq.ft.	$379,900	Airbnb cash on cash: 1.01% Traditional cash on cash: 2.68% Airbnb Rental Income: $1619 Traditional Rental Income: $1755 Airbnb ROI: 1.01% Traditional ROI: 2.68%
461 Bank St #706 New London, CT This City Side Home Has A Skyline View of New London. Park your boat at a local marina and...	1 beds \| 1 baths \| 827 sq.ft.	$299,000	Airbnb cash on cash: -4.52% Traditional cash on cash: 1.56% Airbnb Rental Income: $183 Traditional Rental Income: $1677 Airbnb ROI: -4.52% Traditional ROI: 1.56%
38 Main St Deep River, CT Nestled in the charming town of Deep River, between the villages of Essex and Chester, thi...	4 beds \| 2 baths \| 2,560 sq.ft.	$650,000	Airbnb cash on cash: -1.7% Traditional cash on cash: 7.68% Airbnb Rental Income: $668 Traditional Rental Income: $6058 Airbnb ROI: -1.7% Traditional ROI: 7.68%
119 Bragg St Canaan, CT Rare Opportunity! This charming in-town, one-level ranch is located within the desirable s...	2 beds \| 1 baths \| 1,374 sq.ft.	$299,000	Airbnb cash on cash: 0.3% Traditional cash on cash: 2.06% Airbnb Rental Income: $1623 Traditional Rental Income: $2042 Airbnb ROI: 0.3% Traditional ROI: 2.06%
81 Wolfpit Ave #A9 Norwalk, CT Sunny and bright end unit townhouse at desirable Strawberry Woods. Many lovely features i...	2 beds \| 2 baths \| 1,268 sq.ft.	$525,000	Airbnb cash on cash: 1.45% Traditional cash on cash: 2.76% Airbnb Rental Income: $2937 Traditional Rental Income: $2903 Airbnb ROI: 1.45% Traditional ROI: 2.76%
107 Marjorie Ln #107 Manchester, CT Town House style condo with 2 spacious bedrooms, living rm with fireplace easy access to s...	2 beds \| 1 baths \| 1,618 sq.ft.	$275,000	Airbnb cash on cash: -0.67% Traditional cash on cash: 2.67% Airbnb Rental Income: $1327 Traditional Rental Income: $1782 Airbnb ROI: -0.67% Traditional ROI: 2.67%
254 Commonwealth Ave New Britain, CT Great opportunity to own this ever Charming Cape Style home in New Britain! Come check out...	3 beds \| 1 baths \| 1,160 sq.ft.	$279,900	Airbnb cash on cash: -0.62% Traditional cash on cash: 4.16% Airbnb Rental Income: $889 Traditional Rental Income: $1812 Airbnb ROI: -0.62% Traditional ROI: 4.16%
92 Ocean Ave West Haven, CT Fabulous beach house steps from the water. Wonderful year-round views of Long Island Sound...	3 beds \| 2 baths \| 1,931 sq.ft.	$749,900	Airbnb cash on cash: 0.05% Traditional cash on cash: 2.28% Airbnb Rental Income: $2585 Traditional Rental Income: $3524 Airbnb ROI: 0.05% Traditional ROI: 2.28%
2671 Main St Coventry, CT Welcome to 2671 Main Street Coventry. This 2 bedroom ranch would make a great starter hom...	2 beds \| 1 baths \| 1,020 sq.ft.	$270,000	Airbnb cash on cash: 4.58% Traditional cash on cash: 3.31% Airbnb Rental Income: $2376 Traditional Rental Income: $1467 Airbnb ROI: 4.58% Traditional ROI: 3.31%
23 Seymour Rd #3B East Granby, CT Welcome to this charming and move-in-ready 2 bedroom, 1.5 bath home offering the perfect b...	2 beds \| 1 baths \| 1,440 sq.ft.	$214,000	Airbnb cash on cash: -0.08% Traditional cash on cash: 7.61% Airbnb Rental Income: $1388 Traditional Rental Income: $2564 Airbnb ROI: -0.08% Traditional ROI: 7.61%
4 Eagle Rd Norwalk, CT This adorable expanded 4 Bed, 2 Full Bath cape-style home was fully updated in 2015 featur...	4 beds \| 2 baths \| 1,588 sq.ft.	$649,999	Airbnb cash on cash: 4.23% Traditional cash on cash: 4.02% Airbnb Rental Income: $4821 Traditional Rental Income: $3701 Airbnb ROI: 4.23% Traditional ROI: 4.02%
20 Whitefield Drive Trumbull, CT Beautifully renovated 5 BR, 4 full bath home offering 3,132 sq ft on a private professiona...	5 beds \| 4 baths \| 3,132 sq.ft.	$949,000	Airbnb cash on cash: 0.11% Traditional cash on cash: 2.06% Airbnb Rental Income: $3107 Traditional Rental Income: $4121 Airbnb ROI: 0.11% Traditional ROI: 2.06%
665 W Main St West Haven, CT Easy to love. Convenient, Bright, Spacious, Open floor plan, and a New cherry kitchen with...	4 beds \| 2 baths \| 2,125 sq.ft.	$450,000	Airbnb cash on cash: 1.31% Traditional cash on cash: 5.61% Airbnb Rental Income: $2295 Traditional Rental Income: $3535 Airbnb ROI: 1.31% Traditional ROI: 5.61%
4 Alan Rd Danbury, CT Set within a desirable gated community in western Connecticut, this striking contemporary ...	4 beds \| 2 baths \| 2,504 sq.ft.	$579,900	Airbnb cash on cash: 0.8% Traditional cash on cash: 3.16% Airbnb Rental Income: $2798 Traditional Rental Income: $3420 Airbnb ROI: 0.8% Traditional ROI: 3.16%
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: 0.03% Traditional cash on cash: 3.72% Airbnb Rental Income: $3203 Traditional Rental Income: $8633 Airbnb ROI: 0.03% Traditional ROI: 3.72%

Real Estate investment in Connecticut

There are 9,203 properties available for sale in the state of Connecticut. Plainfield, Preston and Norwalk are the best rental property markets in Connecticut. The average median price of properties for sale in these cities are $489,150 and the average price per square foot is $0. Their average monthly cash on cash return is 3.33%.

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

There are 9,203 investment properties available for sale in Connecticut.

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

In 2026, Plainfield (5%) and Preston (3%) 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: -2.48%

Traditional cash on cash: 0.13%

Airbnb Rental Income: $1571

Traditional Rental Income: $2627

Airbnb ROI: -2.48%

Traditional ROI: 0.13%

32 Nearwater Rd

Norwalk, CT

3 beds | 2 baths | 2,442 sq.ft.

$3,000,000

Airbnb cash on cash: -0.88%

Traditional cash on cash: -0.72%

Airbnb Rental Income: $3703

Traditional Rental Income: $3330

Airbnb ROI: -0.88%

Traditional ROI: -0.72%

2 Elmwood Dr #2

Fairfield, CT

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

$2,200,000

Airbnb cash on cash: -1.85%

Traditional cash on cash: 0.19%

Airbnb Rental Income: $2413

Traditional Rental Income: $5995

Airbnb ROI: -1.85%

Traditional ROI: 0.19%

347 New London Tpke

Stonington, CT

3 beds | 3 baths | 2,632 sq.ft.

$719,000

Airbnb cash on cash: 1.72%

Traditional cash on cash: 3.8%

Airbnb Rental Income: $3011

Traditional Rental Income: $3713

Airbnb ROI: 1.72%

Traditional ROI: 3.8%

461 Bank St #702

New London, CT

2 beds | 1 baths | 1,270 sq.ft.

$329,900

Airbnb cash on cash: -2.74%

Traditional cash on cash: 0.91%

Airbnb Rental Income: $1104

Traditional Rental Income: $1864

Airbnb ROI: -2.74%

Traditional ROI: 0.91%

104 Parkway S

New London, CT

5 beds | 5 baths | 3,696 sq.ft.

$720,000

Airbnb cash on cash: 0.91%

Traditional cash on cash: 9.92%

Airbnb Rental Income: $3169

Traditional Rental Income: $8500

Airbnb ROI: 0.91%

Traditional ROI: 9.92%

1150 Whitney Avenue #5

Hamden, CT

1 beds | 1 baths | 636 sq.ft.

$159,500

Airbnb cash on cash: -2.98%

Traditional cash on cash: 4.94%

Airbnb Rental Income: $652

Traditional Rental Income: $1561

Airbnb ROI: -2.98%

Traditional ROI: 4.94%

52 Merrimac St

Danbury, CT

2 beds | 1 baths | 1,075 sq.ft.

$399,999

Airbnb cash on cash: 1.38%

Traditional cash on cash: 1.96%

Airbnb Rental Income: $1741

Traditional Rental Income: $1479

Airbnb ROI: 1.38%