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: -1.21% Traditional cash on cash: -0.72% Airbnb Rental Income: $2618 Traditional Rental Income: $3330 Airbnb ROI: -1.21% Traditional ROI: -0.72%
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: -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: 0.68% Traditional cash on cash: 3.8% Airbnb Rental Income: $2172 Traditional Rental Income: $3713 Airbnb ROI: 0.68% 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: -2.71% Traditional cash on cash: 0.91% Airbnb Rental Income: $1115 Traditional Rental Income: $1864 Airbnb ROI: -2.71% 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: 1.12% Traditional cash on cash: 9.92% Airbnb Rental Income: $3337 Traditional Rental Income: $8500 Airbnb ROI: 1.12% 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%
6 Caye Rd Danbury, CT Opportunity Knocks! Very spacious, 3000+ Square Foot Dutch Colonial on a Cul-De-Sac in the...	4 beds \| 2 baths \| 3,043 sq.ft.	$519,900	Airbnb cash on cash: 1.25% Traditional cash on cash: 5.12% Airbnb Rental Income: $2573 Traditional Rental Income: $3834 Airbnb ROI: 1.25% Traditional ROI: 5.12%
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: -1.67% Traditional cash on cash: 2.14% Airbnb Rental Income: $964 Traditional Rental Income: $1868 Airbnb ROI: -1.67% Traditional ROI: 2.14%
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%
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: 6.24% Traditional cash on cash: 7.43% Airbnb Rental Income: $4875 Traditional Rental Income: $4434 Airbnb ROI: 6.24% Traditional ROI: 7.43%
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.	$499,900	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: N/A Traditional cash on cash: 5.4% Airbnb Rental Income: $null Traditional Rental Income: $2593 Airbnb ROI: N/A Traditional ROI: 5.4%
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.	$309,000	Airbnb cash on cash: -1.75% Traditional cash on cash: 1.41% Airbnb Rental Income: $1136 Traditional Rental Income: $1677 Airbnb ROI: -1.75% Traditional ROI: 1.41%
38 Main Street Deep River, CT Nestled in the charming town of Deep River, between the villages of Essex and Chester, thi...	4 beds \| 4 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.	$535,000	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%
175 Main St Salisbury, CT Meet Daphne. An 1865 farmhouse brimming with old-world charm on the exterior, yet step ins...	4 beds \| 2 baths \| 2,527 sq.ft.	$995,000	Airbnb cash on cash: -0.08% Traditional cash on cash: 2.63% Airbnb Rental Income: $2076 Traditional Rental Income: $4045 Airbnb ROI: -0.08% Traditional ROI: 2.63%
23 Seymour Road #3B East Granby, CT Welcome to this charming and move-in-ready 2 bedroom, 1.5 bath home offering the perfect b...	2 beds \| 2 baths \| 1,440 sq.ft.	$219,000	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: 4.7% Traditional cash on cash: 4.02% Airbnb Rental Income: $5163 Traditional Rental Income: $3701 Airbnb ROI: 4.7% Traditional ROI: 4.02%
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: 2.75% Traditional cash on cash: 5.61% Airbnb Rental Income: $3023 Traditional Rental Income: $3535 Airbnb ROI: 2.75% 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: 0.45% Traditional cash on cash: 3.16% Airbnb Rental Income: $2573 Traditional Rental Income: $3420 Airbnb ROI: 0.45% 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%
200 Brittany Farms Rd #A New Britain, CT Why rent when you can own just minutes from restaurants, shopping, entertainment and major...	2 beds \| 2 baths \| 1,180 sq.ft.	$249,900	Airbnb cash on cash: -2.36% Traditional cash on cash: 3.25% Airbnb Rental Income: $1045 Traditional Rental Income: $2005 Airbnb ROI: -2.36% Traditional ROI: 3.25%
14 Lincoln St UNIONVILLE, CT NEW PRICE! UNBEATABLE VALUE UNDER $530K! Spanning over 2,424 sq. ft. of total heated livin...	4 beds \| 2 baths \| 2,424 sq.ft.	$529,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.88% Airbnb Rental Income: $null Traditional Rental Income: $3684 Airbnb ROI: N/A Traditional ROI: 4.88%
1 East St Danbury, CT Desirable lake community, a classic raised ranch with loads of improvements, freshly paint...	3 beds \| 2 baths \| 1,954 sq.ft.	$559,000	Airbnb cash on cash: 0.97% Traditional cash on cash: 2.36% Airbnb Rental Income: $2396 Traditional Rental Income: $2535 Airbnb ROI: 0.97% Traditional ROI: 2.36%
801 Candlewood Lake Rd S New Milford, CT Gorgeous home with stunning lake views and nice waterfront with dock; lots of sunlight; m...	3 beds \| 1 baths \| 1,093 sq.ft.	$995,000	Airbnb cash on cash: -0.32% Traditional cash on cash: -0.02% Airbnb Rental Income: $1878 Traditional Rental Income: $1661 Airbnb ROI: -0.32% Traditional ROI: -0.02%
58 Main Street Salisbury, CT Introducing: Charlotte. This lovely 1834 Antique Colonial is perfectly framed in the cente...	3 beds \| 3 baths \| 2,116 sq.ft.	$1,300,000	Airbnb cash on cash: 0.08% Traditional cash on cash: 1.38% Airbnb Rental Income: $2660 Traditional Rental Income: $3598 Airbnb ROI: 0.08% Traditional ROI: 1.38%
51 Cornell Rd Danbury, CT Spend your Summer on the Water in this Tri-Level, 2BR Lakefront. This Home has it all! Fro...	2 beds \| 1 baths \| 1,360 sq.ft.	$897,000	Airbnb cash on cash: -0.78% Traditional cash on cash: -0.36% Airbnb Rental Income: $1602 Traditional Rental Income: $1492 Airbnb ROI: -0.78% Traditional ROI: -0.36%
604 Sienna Dr #604 Danbury, CT Beautiful freshly painted 2-bed 2.5 bath, 3-story town home in Arlington Woods Complex. Ma...	2 beds \| 2 baths \| 1,665 sq.ft.	$465,000	Airbnb cash on cash: -0.67% Traditional cash on cash: 2.38% Airbnb Rental Income: $1602 Traditional Rental Income: $2472 Airbnb ROI: -0.67% Traditional ROI: 2.38%
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: 0.36% Traditional cash on cash: 1.59% Airbnb Rental Income: $2361 Traditional Rental Income: $2800 Airbnb ROI: 0.36% Traditional ROI: 1.59%
1113 Old Pond Lane #1113 Norwich, CT Completely remodeled and beautifully appointed, this exceptional Country Suite overlooks t...	1 beds \| 1 baths \| 576 sq.ft.	$229,000	Airbnb cash on cash: -1.92% Traditional cash on cash: 1.13% Airbnb Rental Income: $1026 Traditional Rental Income: $1328 Airbnb ROI: -1.92% Traditional ROI: 1.13%

Real Estate investment in Connecticut

There are 5,854 properties available for sale in the state of Connecticut. Plainfield, New Haven and Southbury are the best rental property markets in Connecticut. The average median price of properties for sale in these cities are $410,333 and the average price per square foot is $0. Their average monthly cash on cash return is 5.00%.

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

There are 5,854 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 (6%) and New Haven (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: -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: -1.21%

Traditional cash on cash: -0.72%

Airbnb Rental Income: $2618

Traditional Rental Income: $3330

Airbnb ROI: -1.21%

Traditional ROI: -0.72%

2 Elmwood Drive #2

Fairfield, CT

3 beds | 4 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: 0.68%

Traditional cash on cash: 3.8%

Airbnb Rental Income: $2172

Traditional Rental Income: $3713

Airbnb ROI: 0.68%

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: -2.71%

Traditional cash on cash: 0.91%

Airbnb Rental Income: $1115

Traditional Rental Income: $1864

Airbnb ROI: -2.71%

Traditional ROI: 0.91%

104 Parkway S

New London, CT

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

$720,000

Airbnb cash on cash: 1.12%

Traditional cash on cash: 9.92%

Airbnb Rental Income: $3337

Traditional Rental Income: $8500

Airbnb ROI: 1.12%

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%

6 Caye Rd

Danbury, CT

4 beds | 2 baths | 3,043 sq.ft.

$519,900

Airbnb cash on cash: 1.25%

Traditional cash on cash: 5.12%

Airbnb Rental Income: $2573

Traditional Rental Income: $3834

Airbnb ROI: 1.25%