Real Estate Investment Properties for Sale in Waterbury, CT

Looking for investment property in Waterbury, CT with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
23 Heaton Street Waterbury, CT Welcome to this inviting 3-bedroom, 3-bathroom home offering 1,716 sq ft of living space i...	3 beds \| 3 baths \| 1,716 sq.ft.	$374,995	Airbnb cash on cash: 0.17% Traditional cash on cash: 4.46% Airbnb Rental Income: $1673 Traditional Rental Income: $2715 Airbnb ROI: 0.17% Traditional ROI: 4.46%
207 Ridgefield Avenue Waterbury, CT Modern Colonial with Elegant Luxury Upgrades. Step into timeless sophistication with this ...	3 beds \| 3 baths \| 2,390 sq.ft.	$478,500	Airbnb cash on cash: -0.05% Traditional cash on cash: 4.86% Airbnb Rental Income: $1972 Traditional Rental Income: $3654 Airbnb ROI: -0.05% Traditional ROI: 4.86%
28 Gaylord Glen Waterbury, CT Welcome to this Bunker Hill Estate with all the bells and whistles. Set on over 2 acres of...	4 beds \| 3 baths \| 3,300 sq.ft.	$629,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.66% Airbnb Rental Income: $null Traditional Rental Income: $4745 Airbnb ROI: N/A Traditional ROI: 4.66%
280 Ridgefield Avenue Waterbury, CT Back on the market through no fault of the seller Welcome to 280 Ridgefield Avenue in ...	4 beds \| 3 baths \| 2,458 sq.ft.	$495,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.06% Airbnb Rental Income: $null Traditional Rental Income: $3909 Airbnb ROI: N/A Traditional ROI: 5.06%
62 Poplar Street Waterbury, CT Fully Occupied, 4 Family with 8% CAP rate. Excellent investment opportunity. Updated elect...	11 beds \| 4 baths \| 4,104 sq.ft.	$689,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.46% Airbnb Rental Income: $null Traditional Rental Income: $6203 Airbnb ROI: N/A Traditional ROI: 7.46%
70 Lawlor Street Waterbury, CT Welcome to this beautifully maintained and inviting Cape Cod! Featuring 2-bedrooms and 1 1...	2 beds \| 2 baths \| 1,448 sq.ft.	$357,700	Airbnb cash on cash: N/A Traditional cash on cash: 2.67% Airbnb Rental Income: $null Traditional Rental Income: $1773 Airbnb ROI: N/A Traditional ROI: 2.67%
34 Katie Lane Waterbury, CT Great Duplex Style Home featuring 5 room, 3 bedroom, 1.5 bath units, Eat-In Kitchen, Livin...	6 beds \| 4 baths \| 2,418 sq.ft.	$499,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.19% Airbnb Rental Income: $null Traditional Rental Income: $5121 Airbnb ROI: N/A Traditional ROI: 8.19%
263 Atwood Avenue Waterbury, CT Welcome to this well-maintained and spacious home located in a quiet, convenient neighborh...	2 beds \| 2 baths \| 1,366 sq.ft.	$284,900	Airbnb cash on cash: 1.14% Traditional cash on cash: 7% Airbnb Rental Income: $1444 Traditional Rental Income: $2588 Airbnb ROI: 1.14% Traditional ROI: 7%
211 Pembroke Avenue Waterbury, CT 3 Bed 1 Bath Ranch on 1/4 acre 1 Car Garage. Bring your vision to unlock the potential of...	3 beds \| 1 baths \| 1,072 sq.ft.	$255,000	Airbnb cash on cash: 0.96% Traditional cash on cash: 6.48% Airbnb Rental Income: $1402 Traditional Rental Income: $2306 Airbnb ROI: 0.96% Traditional ROI: 6.48%
222 PLATT ST Waterbury, CT Invest with success and buy through Auction.com. This bank-owned investment property is a ...	3 beds \| 2 baths \| 1,477 sq.ft.	$223,000	Airbnb cash on cash: 3.26% Traditional cash on cash: 1.08% Airbnb Rental Income: $1950 Traditional Rental Income: $976 Airbnb ROI: 3.26% Traditional ROI: 1.08%
127 Lounsbury Street Waterbury, CT 3 Family with	7 beds \| 3 baths \| 3,204 sq.ft.	$485,900	Airbnb cash on cash: N/A Traditional cash on cash: 9.04% Airbnb Rental Income: $null Traditional Rental Income: $5041 Airbnb ROI: N/A Traditional ROI: 9.04%
81 Capitol Avenue Waterbury, CT Come see this well-maintained, beautifully landscaped, colonial home! As you enter through...	2 beds \| 1 baths \| 1,344 sq.ft.	$259,900	Airbnb cash on cash: 1.33% Traditional cash on cash: 5.83% Airbnb Rental Income: $1444 Traditional Rental Income: $2119 Airbnb ROI: 1.33% Traditional ROI: 5.83%
78 TOROS AVENUE Waterbury, CT Invest with success and buy through Auction.com. This bank-owned investment property is a ...	3 beds \| 1.5 baths \| 1,020 sq.ft.	$241,000	Airbnb cash on cash: 1.55% Traditional cash on cash: 4.69% Airbnb Rental Income: $1470 Traditional Rental Income: $1750 Airbnb ROI: 1.55% Traditional ROI: 4.69%
76 Kenmore Avenue Waterbury, CT Welcome to this stunning and spacious Colonial home, ideally situated in the highly sought...	3 beds \| 3 baths \| 2,064 sq.ft.	$449,900	Airbnb cash on cash: -0.45% Traditional cash on cash: 3.64% Airbnb Rental Income: $1470 Traditional Rental Income: $2760 Airbnb ROI: -0.45% Traditional ROI: 3.64%
96 Dracut Avenue Waterbury, CT This cozy ranch comes complete with a spacious eat-in kitchen, a sizable full bathroom, an...	3 beds \| 1 baths \| 1,272 sq.ft.	$260,000	Airbnb cash on cash: 0.76% Traditional cash on cash: 2.63% Airbnb Rental Income: $1478 Traditional Rental Income: $1501 Airbnb ROI: 0.76% Traditional ROI: 2.63%
45 Ives Street Waterbury, CT Why RENT when you can OWN your own Home for less than half of rent prices! This remodeled ...	3 beds \| 1 baths \| 1,024 sq.ft.	$150,000	Airbnb cash on cash: 3.48% Traditional cash on cash: 5.87% Airbnb Rental Income: $1470 Traditional Rental Income: $1379 Airbnb ROI: 3.48% Traditional ROI: 5.87%
87 Highland Drive Waterbury, CT This bright and sunny residence offers 8 spacious rooms across 4 levels of living space, f...	3 beds \| 2 baths \| 1,500 sq.ft.	$339,900	Airbnb cash on cash: 0.48% Traditional cash on cash: 3.03% Airbnb Rental Income: $1715 Traditional Rental Income: $2054 Airbnb ROI: 0.48% Traditional ROI: 3.03%
00 Milton Avenue Waterbury, CT Seize the unique opportunity to personalize your dream home! This beautiful 1,384 square f...	3 beds \| 2 baths \| 1,384 sq.ft.	$330,000	Airbnb cash on cash: 0.28% Traditional cash on cash: 5.27% Airbnb Rental Income: $1601 Traditional Rental Income: $2695 Airbnb ROI: 0.28% Traditional ROI: 5.27%
31 2nd Avenue Waterbury, CT This spacious 4-bedroom, 2-full-bath gem is perfect for families or anyone looking for ext...	4 beds \| 2 baths \| 1,832 sq.ft.	$224,999	Airbnb cash on cash: N/A Traditional cash on cash: 11.42% Airbnb Rental Income: $null Traditional Rental Income: $3186 Airbnb ROI: N/A Traditional ROI: 11.42%
335 Raymond Street Waterbury, CT Discover the incredible potential of this charming 2-bedroom ranch, perfectly situated on ...	2 beds \| 1 baths \| 569 sq.ft.	$159,999	Airbnb cash on cash: 2.94% Traditional cash on cash: 6.57% Airbnb Rental Income: $1444 Traditional Rental Income: $1569 Airbnb ROI: 2.94% Traditional ROI: 6.57%
232 Hillside Avenue Waterbury, CT Welcome to this charming colonial styrl single family home, near parks, library, medical f...	4 beds \| 2 baths \| 2,280 sq.ft.	$375,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.02% Airbnb Rental Income: $null Traditional Rental Income: $3308 Airbnb ROI: N/A Traditional ROI: 6.02%
64 Deerwood Lane #2 Waterbury, CT Why rent when you can own this End unit- two bedroom townhouse Private parking at entry do...	2 beds \| 2 baths \| 880 sq.ft.	$179,900	Airbnb cash on cash: -1.18% Traditional cash on cash: 5.87% Airbnb Rental Income: $1180 Traditional Rental Income: $2002 Airbnb ROI: -1.18% Traditional ROI: 5.87%
8 hayfield Road Waterbury, CT Charming Two- Family home ideal for Homeowner and Investor! Each spacious Unit features 2 ...	4 beds \| 4 baths \| 1,652 sq.ft.	$465,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.67% Airbnb Rental Income: $null Traditional Rental Income: $3917 Airbnb ROI: N/A Traditional ROI: 5.67%
133 Traverse Street Waterbury, CT Discover this 3-bedroom split-level home with 936 sq. ft. of living space plus 912 sq. ft....	3 beds \| 1 baths \| 936 sq.ft.	$264,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.78% Airbnb Rental Income: $null Traditional Rental Income: $2063 Airbnb ROI: N/A Traditional ROI: 4.78%
278 Wall Street Waterbury, CT Welcome to a beautifully maintained East End gem where comfort, functionality, and possibi...	5 beds \| 3 baths \| 1,528 sq.ft.	$375,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.42% Airbnb Rental Income: $null Traditional Rental Income: $2746 Airbnb ROI: N/A Traditional ROI: 4.42%
77 Eastfield Road Waterbury, CT Welcome to your private retreat! This elegant 4,128 sq ft Colonial, built in 1930, is grac...	4 beds \| 5 baths \| 5,388 sq.ft.	$1,000,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.14% Airbnb Rental Income: $null Traditional Rental Income: $8717 Airbnb ROI: N/A Traditional ROI: 6.14%
701 Bucks Hill Road Waterbury, CT Come view this beautiful 3 bedroom, 3 full bathroom single family home nestled on a quiet ...	3 beds \| 2 baths \| 1,116 sq.ft.	$320,000	Airbnb cash on cash: 0.29% Traditional cash on cash: 5.68% Airbnb Rental Income: $1568 Traditional Rental Income: $2740 Airbnb ROI: 0.29% Traditional ROI: 5.68%
151 Highland Avenue Waterbury, CT OPPORTUNITY AWAITS YOU. Be your own boss in this owner occupied MIXED USE-RETAIL-APARTMENT...	3 beds \| 1 baths \| 2,704 sq.ft.	$475,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.21% Airbnb Rental Income: $null Traditional Rental Income: $2461 Airbnb ROI: N/A Traditional ROI: 2.21%
915 South Main Street Waterbury, CT Investors take note! Fantastic investment opportunity at 915 South Main St. in the heart o...	15 beds \| 9 baths \| 7,440 sq.ft.	$795,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.27% Airbnb Rental Income: $null Traditional Rental Income: $8538 Airbnb ROI: N/A Traditional ROI: 8.27%
8 Bonnie Lane Waterbury, CT Welcome to this charming 1440 SF ranch located in the desirable Mill Plain neighborhood. T...	3 beds \| 2 baths \| 1,440 sq.ft.	$412,500	Airbnb cash on cash: -0.4% Traditional cash on cash: 4.27% Airbnb Rental Income: $1601 Traditional Rental Income: $2949 Airbnb ROI: -0.4% Traditional ROI: 4.27%
33 Mitchell Avenue Waterbury, CT Welcome to 33 Mitchell Avenue, a well-maintained multi-family property located in the hear...	9 beds \| 3 baths \| 3,496 sq.ft.	$399,900	Airbnb cash on cash: N/A Traditional cash on cash: 8% Airbnb Rental Income: $null Traditional Rental Income: $4260 Airbnb ROI: N/A Traditional ROI: 8%
32 Ridge Street Waterbury, CT Investment potential Some electrical updates 2018. Some window and door replacements in 2...	4 beds \| 2 baths \| 1,815 sq.ft.	$270,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.19% Airbnb Rental Income: $null Traditional Rental Income: $3226 Airbnb ROI: N/A Traditional ROI: 9.19%
238 Bishop Street Waterbury, CT Investors take notice. Three units fully occupied. Two units are 3 bedroom apartments. The...	6 beds \| 2 baths \| 1,714 sq.ft.	$314,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.8% Airbnb Rental Income: $null Traditional Rental Income: $3325 Airbnb ROI: N/A Traditional ROI: 7.8%

Real Estate investment in Waterbury, CT

There are 126 properties for sale in the city of Waterbury . The median list price in Waterbury is $299,000 and the average price per square foot is $166. In December 2025, the average monthly cash on cash return in Waterbury is 6.00%. The average monthly rental income in Waterbury is $2,743.

Waterbury, CT Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 126 investment properties available for sale in Waterbury.

In 2025, the best neighborhood to buy investment property is Walnut-Orange-Walsh.

The ROI for Short-Term is higher than the Long-Term in Waterbury with average rental income of $1,470.

Your search for investment property begins and ends here

Investment Property for Sale in Waterbury, CT

23 Heaton Street

Waterbury, CT

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

$374,995

Airbnb cash on cash: 0.17%

Traditional cash on cash: 4.46%

Airbnb Rental Income: $1673

Traditional Rental Income: $2715

Airbnb ROI: 0.17%

Traditional ROI: 4.46%

207 Ridgefield Avenue

Waterbury, CT

3 beds | 3 baths | 2,390 sq.ft.

$478,500

Airbnb cash on cash: -0.05%

Traditional cash on cash: 4.86%

Airbnb Rental Income: $1972

Traditional Rental Income: $3654

Airbnb ROI: -0.05%

Traditional ROI: 4.86%

28 Gaylord Glen

Waterbury, CT

4 beds | 3 baths | 3,300 sq.ft.

$629,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.66%

Airbnb Rental Income: $null

Traditional Rental Income: $4745

Airbnb ROI: N/A

Traditional ROI: 4.66%

280 Ridgefield Avenue

Waterbury, CT

4 beds | 3 baths | 2,458 sq.ft.

$495,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.06%

Airbnb Rental Income: $null

Traditional Rental Income: $3909

Airbnb ROI: N/A

Traditional ROI: 5.06%

62 Poplar Street

Waterbury, CT

11 beds | 4 baths | 4,104 sq.ft.

$689,900

Airbnb cash on cash: N/A

Traditional cash on cash: 7.46%

Airbnb Rental Income: $null

Traditional Rental Income: $6203

Airbnb ROI: N/A

Traditional ROI: 7.46%

70 Lawlor Street

Waterbury, CT

2 beds | 2 baths | 1,448 sq.ft.

$357,700

Airbnb cash on cash: N/A

Traditional cash on cash: 2.67%

Airbnb Rental Income: $null

Traditional Rental Income: $1773

Airbnb ROI: N/A

Traditional ROI: 2.67%

34 Katie Lane

Waterbury, CT

6 beds | 4 baths | 2,418 sq.ft.

$499,000

Airbnb cash on cash: N/A

Traditional cash on cash: 8.19%

Airbnb Rental Income: $null

Traditional Rental Income: $5121

Airbnb ROI: N/A

Traditional ROI: 8.19%

263 Atwood Avenue

Waterbury, CT

2 beds | 2 baths | 1,366 sq.ft.

$284,900

Airbnb cash on cash: 1.14%

Traditional cash on cash: 7%

Airbnb Rental Income: $1444

Traditional Rental Income: $2588

Airbnb ROI: 1.14%