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: -3.04% Traditional cash on cash: 0.13% Airbnb Rental Income: $1181 Traditional Rental Income: $2627 Airbnb ROI: -3.04% Traditional ROI: 0.13%
103 Ponus Avenue Norwalk, CT MULTIPLE OFFERS: HIGHEST AND BEST TUESDAY 5/5 AT 5PM Welcome to 103 Ponus Ave, a move-in r...	4 beds \| 3 baths \| 2,702 sq.ft.	$725,000	Airbnb cash on cash: 3.44% Traditional cash on cash: 5.05% Airbnb Rental Income: $4989 Traditional Rental Income: $5054 Airbnb ROI: 3.44% Traditional ROI: 5.05%
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: -1.9% Traditional cash on cash: 0.19% Airbnb Rental Income: $2294 Traditional Rental Income: $5995 Airbnb ROI: -1.9% Traditional ROI: 0.19%
400 Bank Street #104 New London, CT Welcome to this well appointed, freshly painted 3-bedroom, 2-bath condo located in a secur...	3 beds \| 2 baths \| 1,567 sq.ft.	$350,000	Airbnb cash on cash: -0.11% Traditional cash on cash: 2.88% Airbnb Rental Income: $2077 Traditional Rental Income: $2524 Airbnb ROI: -0.11% Traditional ROI: 2.88%
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: -0.93% Traditional cash on cash: 3.45% Airbnb Rental Income: $2183 Traditional Rental Income: $4390 Airbnb ROI: -0.93% Traditional ROI: 3.45%
1150 Whitney Avenue #5 Hamden, CT Beautifully remodeled townhouse-style 1-bedroom condo offering the perfect opportunity for...	1 beds \| 1 baths \| 636 sq.ft.	$169,000	Airbnb cash on cash: -1% Traditional cash on cash: 4.62% Airbnb Rental Income: $1013 Traditional Rental Income: $1561 Airbnb ROI: -1% Traditional ROI: 4.62%
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.	$262,500	Airbnb cash on cash: -0.97% Traditional cash on cash: 4.33% Airbnb Rental Income: $793 Traditional Rental Income: $1785 Airbnb ROI: -0.97% Traditional ROI: 4.33%
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: N/A Traditional cash on cash: 4.99% Airbnb Rental Income: $null Traditional Rental Income: $7773 Airbnb ROI: N/A Traditional ROI: 4.99%
835 Monroe Turnpike Monroe, CT Set on 4.8 acres of level, private land in Monroe's highly sought-after Historic District,...	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: $2727 Traditional Rental Income: $6522 Airbnb ROI: -0.39% Traditional ROI: 6.17%
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: 9.55% Traditional cash on cash: 11.43% Airbnb Rental Income: $2618 Traditional Rental Income: $2298 Airbnb ROI: 9.55% 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.	$544,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.4% Airbnb Rental Income: $null Traditional Rental Income: $3600 Airbnb ROI: N/A Traditional ROI: 4.4%
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%
3 Tamarack Ln #3 Woodbury, CT Unique, newly renovated 2 bedrm, 3 full bath townhouse with legal studio on LL for extra l...	2 beds \| 3 baths \| 1,059 sq.ft.	$289,000	Airbnb cash on cash: -0.49% Traditional cash on cash: 4.46% Airbnb Rental Income: $1343 Traditional Rental Income: $2277 Airbnb ROI: -0.49% Traditional ROI: 4.46%
1920 Center Groton Rd Ledyard, CT BANK OWNED Sold AS-IS, WHERE-IS. VALUE IN LAND Property information not guaranteed and s...	3 beds \| 1 baths \| 912 sq.ft.	$350,000	Airbnb cash on cash: 1.68% Traditional cash on cash: 3.09% Airbnb Rental Income: $1777 Traditional Rental Income: $1755 Airbnb ROI: 1.68% Traditional ROI: 3.09%
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: N/A Traditional cash on cash: 6.23% Airbnb Rental Income: $null Traditional Rental Income: $3442 Airbnb ROI: N/A 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: 0.39% Traditional cash on cash: 3.54% Airbnb Rental Income: $1706 Traditional Rental Income: $2560 Airbnb ROI: 0.39% Traditional ROI: 3.54%
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: 0.5% Traditional cash on cash: 2.06% Airbnb Rental Income: $3516 Traditional Rental Income: $4121 Airbnb ROI: 0.5% 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: 1.52% Traditional cash on cash: 5.61% Airbnb Rental Income: $2401 Traditional Rental Income: $3535 Airbnb ROI: 1.52% Traditional ROI: 5.61%
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: 1.97% Traditional cash on cash: 4.2% Airbnb Rental Income: $2065 Traditional Rental Income: $2368 Airbnb ROI: 1.97% Traditional ROI: 4.2%
4 Alan Road Danbury, CT Set within a desirable gated community in western Connecticut, this striking contemporary ...	4 beds \| 2 baths \| 2,504 sq.ft.	$599,900	Airbnb cash on cash: -0.01% Traditional cash on cash: 3.02% Airbnb Rental Income: $2297 Traditional Rental Income: $3420 Airbnb ROI: -0.01% Traditional ROI: 3.02%
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: 0.15% Traditional cash on cash: 3.72% Airbnb Rental Income: $3442 Traditional Rental Income: $8633 Airbnb ROI: 0.15% Traditional ROI: 3.72%
5 Tom Allyn Court Ledyard, CT Timeless New England style meets the ease of modern construction at 5 Tom Allyn Court. Thi...	3 beds \| 3 baths \| 1,537 sq.ft.	$500,000	Airbnb cash on cash: -0.14% Traditional cash on cash: 3.68% Airbnb Rental Income: $1777 Traditional Rental Income: $3076 Airbnb ROI: -0.14% Traditional ROI: 3.68%
66 Bay Mountain Dr Griswold, CT Charming ranch style home offers a Brand new Kitchen with granite counter tops and brand n...	3 beds \| 1 baths \| 1,502 sq.ft.	$349,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.52% Airbnb Rental Income: $null Traditional Rental Income: $2193 Airbnb ROI: N/A Traditional ROI: 4.52%
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: -0.63% Traditional cash on cash: 4.83% Airbnb Rental Income: $2195 Traditional Rental Income: $5450 Airbnb ROI: -0.63% Traditional ROI: 4.83%
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.	$995,000	Airbnb cash on cash: 0.52% Traditional cash on cash: -0.43% Airbnb Rental Income: $3069 Traditional Rental Income: $1492 Airbnb ROI: 0.52% Traditional ROI: -0.43%
53 Gorton St New London, CT Wonderful and newly remodeled three-bedroom cape style home. Located in an established res...	3 beds \| 1 baths \| 1,280 sq.ft.	$360,000	Airbnb cash on cash: 2.3% Traditional cash on cash: 2.9% Airbnb Rental Income: $2077 Traditional Rental Income: $1743 Airbnb ROI: 2.3% Traditional ROI: 2.9%
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: -0.06% Traditional cash on cash: 1.59% Airbnb Rental Income: $1935 Traditional Rental Income: $2800 Airbnb ROI: -0.06% Traditional ROI: 1.59%
2 James St Norwalk, CT Enjoy one level living in this fabulous Silvermine location that's close to everything. Yo...	3 beds \| 2 baths \| 1,570 sq.ft.	$749,000	Airbnb cash on cash: 0.62% Traditional cash on cash: 2.3% Airbnb Rental Income: $2573 Traditional Rental Income: $3126 Airbnb ROI: 0.62% Traditional ROI: 2.3%
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: -1.52% Traditional cash on cash: 5.47% Airbnb Rental Income: $1280 Traditional Rental Income: $4242 Airbnb ROI: -1.52% Traditional ROI: 5.47%
11 Stanton St Waterford, CT Charming Waterfront colonial with private beach & boathouse on the Niantic River! This spe...	3 beds \| 3 baths \| 2,009 sq.ft.	$1,099,900	Airbnb cash on cash: -0.22% Traditional cash on cash: 1.26% Airbnb Rental Income: $2090 Traditional Rental Income: $3070 Airbnb ROI: -0.22% Traditional ROI: 1.26%

Real Estate investment in Connecticut

There are 5,331 properties available for sale in the state of Connecticut. Plainfield, Southbury and New Fairfield are the best rental property markets in Connecticut. The average median price of properties for sale in these cities are $538,267 and the average price per square foot is $0. Their average monthly cash on cash return is 4.33%.

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

There are 5,331 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 Southbury (4%) 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: -3.04%

Traditional cash on cash: 0.13%

Airbnb Rental Income: $1181

Traditional Rental Income: $2627

Airbnb ROI: -3.04%

Traditional ROI: 0.13%

103 Ponus Avenue

Norwalk, CT

4 beds | 3 baths | 2,702 sq.ft.

$725,000

Airbnb cash on cash: 3.44%

Traditional cash on cash: 5.05%

Airbnb Rental Income: $4989

Traditional Rental Income: $5054

Airbnb ROI: 3.44%

Traditional ROI: 5.05%

2 Elmwood Drive #2

Fairfield, CT

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

$2,200,000

Airbnb cash on cash: -1.9%

Traditional cash on cash: 0.19%

Airbnb Rental Income: $2294

Traditional Rental Income: $5995

Airbnb ROI: -1.9%

Traditional ROI: 0.19%

400 Bank Street #104

New London, CT

3 beds | 2 baths | 1,567 sq.ft.

$350,000

Airbnb cash on cash: -0.11%

Traditional cash on cash: 2.88%

Airbnb Rental Income: $2077

Traditional Rental Income: $2524

Airbnb ROI: -0.11%

Traditional ROI: 2.88%

88 Churchill Road

Hamden, CT

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

$675,000

Airbnb cash on cash: -0.93%

Traditional cash on cash: 3.45%

Airbnb Rental Income: $2183

Traditional Rental Income: $4390

Airbnb ROI: -0.93%

Traditional ROI: 3.45%

1150 Whitney Avenue #5

Hamden, CT

1 beds | 1 baths | 636 sq.ft.

$169,000

Airbnb cash on cash: -1%

Traditional cash on cash: 4.62%

Airbnb Rental Income: $1013

Traditional Rental Income: $1561

Airbnb ROI: -1%

Traditional ROI: 4.62%

100 Austin St

New Britain, CT

3 beds | 1 baths | 1,314 sq.ft.

$262,500

Airbnb cash on cash: -0.97%

Traditional cash on cash: 4.33%

Airbnb Rental Income: $793

Traditional Rental Income: $1785

Airbnb ROI: -0.97%

Traditional ROI: 4.33%

58 Briar Woods Trail

Stamford, CT

3 beds | 5 baths | 4,388 sq.ft.

$1,099,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.99%

Airbnb Rental Income: $null

Traditional Rental Income: $7773

Airbnb ROI: N/A