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, New Fairfieldis the best city to buy investment properties. Find more investment properties today!

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
23 Heaton Street Waterbury, CT Beautiful 3-Bedroom Home Built in 2009 - Move-In Ready! Welcome to 23 Heaton Street, a wel...	3 beds \| 3 baths \| 1,716 sq.ft.	$374,995	Airbnb cash on cash: -0.35% Traditional cash on cash: 3.94% Airbnb Rental Income: $1673 Traditional Rental Income: $2715 Airbnb ROI: -0.35% Traditional ROI: 3.94%
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.	$2,399,000	Airbnb cash on cash: -1.79% Traditional cash on cash: 0.1% Airbnb Rental Income: $2373 Traditional Rental Income: $5995 Airbnb ROI: -1.79% Traditional ROI: 0.1%
23 Arcadia Ave Stratford, CT GORGEOUS NORTHEN PARADISE GREEN CAPE THAT WILL HIT ALL THE HIGH NOTES FOR YOUR BUYER! BRAN...	3 beds \| 2 baths \| 1,653 sq.ft.	$525,000	Airbnb cash on cash: 0.73% Traditional cash on cash: 4.22% Airbnb Rental Income: $2065 Traditional Rental Income: $3241 Airbnb ROI: 0.73% Traditional ROI: 4.22%
360 N Society Road Canterbury, CT INSTANT EQUITY when you finish this SPRAWLING Cape it COMPS out $525,000 to $550,000! OVER...	3 beds \| 2 baths \| 2,236 sq.ft.	$275,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.03% Airbnb Rental Income: $null Traditional Rental Income: $3171 Airbnb ROI: N/A Traditional ROI: 9.03%
19 Clover Court New London, CT Investor Alert - Well maintained 3 bedroom colonial on a dead end street with paved drivew...	3 beds \| 1 baths \| 1,311 sq.ft.	$209,900	Airbnb cash on cash: 4.83% Traditional cash on cash: 7.84% Airbnb Rental Income: $2087 Traditional Rental Income: $2148 Airbnb ROI: 4.83% Traditional ROI: 7.84%
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: 0.32% Traditional cash on cash: 4.33% Airbnb Rental Income: $1178 Traditional Rental Income: $1785 Airbnb ROI: 0.32% Traditional ROI: 4.33%
1 Broad Street #PHD2 Stamford, CT Luxury living at its finest. Park Tower 35th floor Penthouse Duplex boasting living room w...	3 beds \| 4 baths \| 3,341 sq.ft.	$2,000,000	Airbnb cash on cash: -3.84% Traditional cash on cash: -1.35% Airbnb Rental Income: $2038 Traditional Rental Income: $6132 Airbnb ROI: -3.84% Traditional ROI: -1.35%
286 Moose Hill Rd Monroe, CT Welcome to this well maintained ranch style home nestled away from nearby amenities, but c...	2 beds \| 1 baths \| 1,012 sq.ft.	$549,000	Airbnb cash on cash: 0.59% Traditional cash on cash: 2.7% Airbnb Rental Income: $2198 Traditional Rental Income: $2727 Airbnb ROI: 0.59% Traditional ROI: 2.7%
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%
262 Great Plain Rd #17 Danbury, CT NEWLY REMODELED CABIN IN LAKE COMMUNITY. WALK TO BEACH. LARGE SHED FOR STORAGE. LAKE VIEWS...	2 beds \| 1 baths \| 578 sq.ft.	$239,000	Airbnb cash on cash: 3.18% Traditional cash on cash: 3.1% Airbnb Rental Income: $1708 Traditional Rental Income: $1218 Airbnb ROI: 3.18% Traditional ROI: 3.1%
619 Queen St Bridgeport , CT Here's your chance to own a highly sought-after rental property in Bridgeport's North End,...	3 beds \| 1 baths \| 864 sq.ft.	$359,000	Airbnb cash on cash: 0.71% Traditional cash on cash: 3.88% Airbnb Rental Income: $1671 Traditional Rental Income: $2273 Airbnb ROI: 0.71% Traditional ROI: 3.88%
254 Seaside Avenue unit: A #A Stamford, CT Welcome to effortless coastal living in the heart of Stamford's coveted Cove Beach neighbo...	2 beds \| 2 baths \| 1,253 sq.ft.	$440,000	Airbnb cash on cash: -0.76% Traditional cash on cash: 4.44% Airbnb Rental Income: $1500 Traditional Rental Income: $3203 Airbnb ROI: -0.76% Traditional ROI: 4.44%
1462 South Avenue Stratford, CT This absolutely charming, bright, and tastefully updated condo alternative checks every bo...	3 beds \| 2 baths \| 1,152 sq.ft.	$299,000	Airbnb cash on cash: 2.47% Traditional cash on cash: 7.73% Airbnb Rental Income: $2065 Traditional Rental Income: $3013 Airbnb ROI: 2.47% Traditional ROI: 7.73%
65 Westfield St West Haven, CT This Allingtown 2 Story home offers an excellent opportunity located near West River Park,...	3 beds \| 1 baths \| 1,275 sq.ft.	$265,000	Airbnb cash on cash: 3.31% Traditional cash on cash: 4.16% Airbnb Rental Income: $2160 Traditional Rental Income: $1822 Airbnb ROI: 3.31% Traditional ROI: 4.16%
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: -0.23% Traditional cash on cash: 3.54% Airbnb Rental Income: $1388 Traditional Rental Income: $2560 Airbnb ROI: -0.23% Traditional ROI: 3.54%
180 E Rocks Road Norwalk, CT Welcome to 180 East Rocks Road in the desirable Cranbury neighborhood. Experience comfort ...	4 beds \| 3 baths \| 3,332 sq.ft.	$1,050,000	Airbnb cash on cash: 1.07% Traditional cash on cash: 3.27% Airbnb Rental Income: $4407 Traditional Rental Income: $5637 Airbnb ROI: 1.07% Traditional ROI: 3.27%
4 Alan Rd Danbury, CT Welcome home! This light and airy contemporary home offers 4 spacious bedrooms including a...	4 beds \| 2 baths \| 3,444 sq.ft.	$679,000	Airbnb cash on cash: -0.06% Traditional cash on cash: 2.78% Airbnb Rental Income: $2167 Traditional Rental Income: $3420 Airbnb ROI: -0.06% Traditional ROI: 2.78%
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.	$1,985,000	Airbnb cash on cash: 0.13% Traditional cash on cash: 3.27% Airbnb Rental Income: $3651 Traditional Rental Income: $8633 Airbnb ROI: 0.13% Traditional ROI: 3.27%
2 Andrea Avenue Waterbury, CT Enjoy beautiful water views from this split level set across the street from Hitchcock Lak...	3 beds \| 2 baths \| 1,304 sq.ft.	$309,900	Airbnb cash on cash: 1.92% Traditional cash on cash: 6.41% Airbnb Rental Income: $2014 Traditional Rental Income: $2798 Airbnb ROI: 1.92% Traditional ROI: 6.41%
75 Lisbon Road Canterbury, CT If you love charm and character this antique former schoolhouse may be for you! Currently ...	1 beds \| 1 baths \| 782 sq.ft.	$225,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.75% Airbnb Rental Income: $null Traditional Rental Income: $1534 Airbnb ROI: N/A Traditional ROI: 4.75%
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: -0.05% Traditional cash on cash: 1.59% Airbnb Rental Income: $1952 Traditional Rental Income: $2800 Airbnb ROI: -0.05% Traditional ROI: 1.59%
16 Hilltop Rd Windsor, CT There is much potential at this price to put your own touches on this raised ranch house t...	3 beds \| 2 baths \| 1,715 sq.ft.	$410,000	Airbnb cash on cash: 0.1% Traditional cash on cash: 2.72% Airbnb Rental Income: $1296 Traditional Rental Income: $1896 Airbnb ROI: 0.1% Traditional ROI: 2.72%
881 Lafayette Blvd #1A Bridgeport , CT Act Fast! This beautifully updated 2-story condo is a rare find that won't last! Tucked aw...	2 beds \| 1 baths \| 1,452 sq.ft.	$315,000	Airbnb cash on cash: -2.28% Traditional cash on cash: 5.56% Airbnb Rental Income: $1051 Traditional Rental Income: $3081 Airbnb ROI: -2.28% Traditional ROI: 5.56%
19 April St West Haven, CT Incredible water views right from your backyard!! Updated and extremely well-maintained co...	4 beds \| N/A baths \| 2,534 sq.ft.	$1,200,000	Airbnb cash on cash: -0.91% Traditional cash on cash: 0.47% Airbnb Rental Income: $2155 Traditional Rental Income: $3146 Airbnb ROI: -0.91% Traditional ROI: 0.47%
1 Tall Oaks Dr New Milford, CT Enjoy luxurious living in this exquisite free standing Colonial w/gorgeous sunsets & views...	2 beds \| 2 baths \| 3,076 sq.ft.	$699,900	Airbnb cash on cash: -0.06% Traditional cash on cash: 0.97% Airbnb Rental Income: $2451 Traditional Rental Income: $2530 Airbnb ROI: -0.06% Traditional ROI: 0.97%
21 Holiday Point Rd Sherman, CT [ONE OF A KIND] This house has it all. Located in the desired Atchison Cove private lake c...	4 beds \| 3 baths \| 4,854 sq.ft.	$1,199,000	Airbnb cash on cash: 0.25% Traditional cash on cash: 2.31% Airbnb Rental Income: $3171 Traditional Rental Income: $4747 Airbnb ROI: 0.25% Traditional ROI: 2.31%
902 Misty Meadow Lane unit: 902 #902 South Windsor, CT WOW! We've been waiting for a while for a first floor 1 bedroom ranch unit with a garage i...	1 beds \| 1 baths \| 878 sq.ft.	$184,900	Airbnb cash on cash: -0.39% Traditional cash on cash: 4.06% Airbnb Rental Income: $1335 Traditional Rental Income: $1705 Airbnb ROI: -0.39% Traditional ROI: 4.06%
28 Headquarters Rd Litchfield, CT Stimulating and easily managed home is perfect for weekending in an idyllic, small, histor...	3 beds \| 3 baths \| 3,225 sq.ft.	$985,000	Airbnb cash on cash: -0.28% Traditional cash on cash: 2.25% Airbnb Rental Income: $2246 Traditional Rental Income: $4006 Airbnb ROI: -0.28% Traditional ROI: 2.25%
165 Birchwood Dr Torrington, CT ROOM TO GROW, SPACE TO SHARE! Looking for a home that fits your expanding lifestyle? Wheth...	3 beds \| 1 baths \| 2,330 sq.ft.	$325,000	Airbnb cash on cash: 0.25% Traditional cash on cash: 4.48% Airbnb Rental Income: $1798 Traditional Rental Income: $2604 Airbnb ROI: 0.25% Traditional ROI: 4.48%
9 Sachem Dr #9 Marlborough, CT Discover effortless living in this beautiful end-unit condo located in highly desirable Ma...	2 beds \| 2 baths \| 1,458 sq.ft.	$349,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.06% Airbnb Rental Income: $null Traditional Rental Income: $2668 Airbnb ROI: N/A Traditional ROI: 3.06%
141 Birchwood Drive Hamden, CT Light-filled and full of character, this Expanded Cape in north Hamden offers room for eve...	4 beds \| 4 baths \| 2,860 sq.ft.	$579,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.42% Airbnb Rental Income: $null Traditional Rental Income: $4456 Airbnb ROI: N/A Traditional ROI: 4.42%
9 Robin Rd Manchester, CT A PLACE TO CALL HOME WITH EVERYTHING IN MINT AND/OR UPDATED CONDITION. SPACIOUS, BRIGHT A...	4 beds \| 1 baths \| 1,238 sq.ft.	$374,999	Airbnb cash on cash: N/A Traditional cash on cash: 3.61% Airbnb Rental Income: $null Traditional Rental Income: $2030 Airbnb ROI: N/A Traditional ROI: 3.61%
1030 Washington Woodbury Rd Roxbury, CT Good Hope Estate. Transport yourself to this stunning European-style home with all the bel...	4 beds \| 4 baths \| 4,874 sq.ft.	$2,475,000	Airbnb cash on cash: -0.82% Traditional cash on cash: 2.19% Airbnb Rental Income: $1924 Traditional Rental Income: $8326 Airbnb ROI: -0.82% Traditional ROI: 2.19%

Real Estate investment in Connecticut

There are 3,566 properties available for sale in the state of Connecticut. New Fairfield, Norwalk and West Hartford are the best rental property markets in Connecticut. The average median price of properties for sale in these cities are $746,467 and the average price per square foot is $0. Their average monthly cash on cash return is 2.33%.

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

There are 3,566 investment properties available for sale in Connecticut.

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

In 2026, New Fairfield (3%) and Norwalk (2%) 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

23 Heaton Street

Waterbury, CT

3 beds | 3 baths | 1,716 sq.ft.

$374,995

Airbnb cash on cash: -0.35%

Traditional cash on cash: 3.94%

Airbnb Rental Income: $1673

Traditional Rental Income: $2715

Airbnb ROI: -0.35%

Traditional ROI: 3.94%

2 Elmwood Dr #2

Fairfield, CT

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

$2,399,000

Airbnb cash on cash: -1.79%

Traditional cash on cash: 0.1%

Airbnb Rental Income: $2373

Traditional Rental Income: $5995

Airbnb ROI: -1.79%

Traditional ROI: 0.1%

23 Arcadia Ave

Stratford, CT

3 beds | 2 baths | 1,653 sq.ft.

$525,000

Airbnb cash on cash: 0.73%

Traditional cash on cash: 4.22%

Airbnb Rental Income: $2065

Traditional Rental Income: $3241

Airbnb ROI: 0.73%

Traditional ROI: 4.22%

360 N Society Road

Canterbury, CT

3 beds | 2 baths | 2,236 sq.ft.

$275,000

Airbnb cash on cash: N/A

Traditional cash on cash: 9.03%

Airbnb Rental Income: $null

Traditional Rental Income: $3171

Airbnb ROI: N/A

Traditional ROI: 9.03%

19 Clover Court

New London, CT

3 beds | 1 baths | 1,311 sq.ft.

$209,900

Airbnb cash on cash: 4.83%

Traditional cash on cash: 7.84%

Airbnb Rental Income: $2087

Traditional Rental Income: $2148

Airbnb ROI: 4.83%

Traditional ROI: 7.84%

100 Austin St

New Britain, CT

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

$262,500

Airbnb cash on cash: 0.32%

Traditional cash on cash: 4.33%

Airbnb Rental Income: $1178

Traditional Rental Income: $1785

Airbnb ROI: 0.32%

Traditional ROI: 4.33%

1 Broad Street #PHD2

Stamford, CT

3 beds | 4 baths | 3,341 sq.ft.

$2,000,000

Airbnb cash on cash: -3.84%

Traditional cash on cash: -1.35%

Airbnb Rental Income: $2038

Traditional Rental Income: $6132

Airbnb ROI: -3.84%

Traditional ROI: -1.35%

286 Moose Hill Rd

Monroe, CT

2 beds | 1 baths | 1,012 sq.ft.

$549,000

Airbnb cash on cash: 0.59%

Traditional cash on cash: 2.7%

Airbnb Rental Income: $2198

Traditional Rental Income: $2727

Airbnb ROI: 0.59%