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

separator

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%
38 Newton Terrace Waterbury, CT Charming and adorable 3-bedroom, 2-full-bath home located in a desirable neighborhood. Fea...	3 beds \| 2 baths \| 1,188 sq.ft.	$294,900	Airbnb cash on cash: -0.22% Traditional cash on cash: 6.16% Airbnb Rental Income: $1194 Traditional Rental Income: $2577 Airbnb ROI: -0.22% Traditional ROI: 6.16%
207 Ridgefield Avenue Waterbury, CT Beautifully Updated 3-Bedroom Colonial with Modern Upgrades and Stunning Design Features W...	3 beds \| 3 baths \| 4,780 sq.ft.	$525,000	Airbnb cash on cash: -0.7% Traditional cash on cash: 3.79% Airbnb Rental Income: $1972 Traditional Rental Income: $3654 Airbnb ROI: -0.7% Traditional ROI: 3.79%
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: 4.48% Airbnb Rental Income: $null Traditional Rental Income: $4745 Airbnb ROI: N/A Traditional ROI: 4.48%
68 Woodcrest Drive Waterbury, CT Welcome to this beautifully well maintained 3 bedroom, 2 full bath home nestled in the hig...	3 beds \| 2 baths \| 1,618 sq.ft.	$370,000	Airbnb cash on cash: -0.62% Traditional cash on cash: 4.71% Airbnb Rental Income: $1470 Traditional Rental Income: $2890 Airbnb ROI: -0.62% Traditional ROI: 4.71%
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.	$679,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.22% Airbnb Rental Income: $null Traditional Rental Income: $6203 Airbnb ROI: N/A Traditional ROI: 7.22%
2603 N Main Street Waterbury, CT Welcome to this beautifully updated home offering 1,654 sq +/- between the main level and ...	2 beds \| 1 baths \| 1,654 sq.ft.	$309,000	Airbnb cash on cash: -0.26% Traditional cash on cash: 6.79% Airbnb Rental Income: $1180 Traditional Rental Income: $2844 Airbnb ROI: -0.26% Traditional ROI: 6.79%
70 Lawlor Street Waterbury, CT Welcome to this beautifully maintained and inviting Cape Cod! Featuring 2-bedrooms, 1 1/2 ...	2 beds \| 2 baths \| 1,448 sq.ft.	$334,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.65% Airbnb Rental Income: $null Traditional Rental Income: $1773 Airbnb ROI: N/A Traditional ROI: 2.65%
925 Oronoke Road unit: 30L #30L Waterbury, CT Well maintained 2 bedroom end unit townhouse condo offering comfort, privacy and a functio...	2 beds \| 2 baths \| 1,042 sq.ft.	$199,900	Airbnb cash on cash: -0.27% Traditional cash on cash: 6.26% Airbnb Rental Income: $1404 Traditional Rental Income: $2221 Airbnb ROI: -0.27% Traditional ROI: 6.26%
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: 7.96% Airbnb Rental Income: $null Traditional Rental Income: $5121 Airbnb ROI: N/A Traditional ROI: 7.96%
82 Bunker Hill Avenue Waterbury, CT 3 Family in Bunker Hill. Close to hospitals, schools, highways and commuter bus lines. Har...	6 beds \| 3 baths \| 3,825 sq.ft.	$589,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.09% Airbnb Rental Income: $null Traditional Rental Income: $4786 Airbnb ROI: N/A Traditional ROI: 6.09%
216 Madison Street Waterbury, CT Charming cape home in Waterbury's South End. The main floor features a spacious kitchen wi...	3 beds \| 1 baths \| 1,080 sq.ft.	$295,000	Airbnb cash on cash: 0.77% Traditional cash on cash: 2.31% Airbnb Rental Income: $1349 Traditional Rental Income: $1362 Airbnb ROI: 0.77% Traditional ROI: 2.31%
263 Atwood Avenue Waterbury, CT Welcome to this well-maintained and spacious home located in a quiet, convenient neighborh...	3 beds \| 2 baths \| 1,366 sq.ft.	$284,900	Airbnb cash on cash: 1.44% Traditional cash on cash: 6.81% Airbnb Rental Income: $1601 Traditional Rental Income: $2588 Airbnb ROI: 1.44% Traditional ROI: 6.81%
27 Amber Place Waterbury, CT Priced to Please! Tucked away in an East End cul-de-sac, this beautiful 2,280 sq ft Coloni...	4 beds \| 3 baths \| 2,280 sq.ft.	$399,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.68% Airbnb Rental Income: $null Traditional Rental Income: $3754 Airbnb ROI: N/A Traditional ROI: 5.68%
222 PLATT ST Waterbury, CT Invest with success and buy through Auction.com. This bank-owned investment property is a ...	N/A beds \| N/A baths \| N/A	$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.	$475,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.83% Airbnb Rental Income: $null Traditional Rental Income: $5041 Airbnb ROI: N/A Traditional ROI: 8.83%
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: -0.53% Traditional cash on cash: 3.56% Airbnb Rental Income: $1470 Traditional Rental Income: $2760 Airbnb ROI: -0.53% Traditional ROI: 3.56%
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: 0.94% Traditional cash on cash: 3.49% Airbnb Rental Income: $1715 Traditional Rental Income: $2054 Airbnb ROI: 0.94% Traditional ROI: 3.49%
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: 2.15% Traditional cash on cash: 7.15% Airbnb Rental Income: $1601 Traditional Rental Income: $2695 Airbnb ROI: 2.15% Traditional ROI: 7.15%
44 Shadybrook Lane Waterbury, CT All offers due by Wednesday, 1/21, 5pm Welcome to 44 Shadybrook Lane, a beautifully ...	3 beds \| 3 baths \| 2,028 sq.ft.	$380,000	Airbnb cash on cash: 0.16% Traditional cash on cash: 6.37% Airbnb Rental Income: $1972 Traditional Rental Income: $3668 Airbnb ROI: 0.16% Traditional ROI: 6.37%
59 Howard Street Waterbury, CT Better Than a Condo - No HOA, Total Privacy! Looking for a smart investment or your first ...	3 beds \| 2 baths \| 1,360 sq.ft.	$249,000	Airbnb cash on cash: 2.18% Traditional cash on cash: 3.93% Airbnb Rental Income: $1601 Traditional Rental Income: $1556 Airbnb ROI: 2.18% Traditional ROI: 3.93%
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: 11.99% Airbnb Rental Income: $null Traditional Rental Income: $3186 Airbnb ROI: N/A Traditional ROI: 11.99%
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: 3.01% Traditional cash on cash: 6.64% Airbnb Rental Income: $1444 Traditional Rental Income: $1569 Airbnb ROI: 3.01% Traditional ROI: 6.64%
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: 7.56% Airbnb Rental Income: $null Traditional Rental Income: $3308 Airbnb ROI: N/A Traditional ROI: 7.56%
64 Deerwood Lane unit: 2 #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: -0.84% Traditional cash on cash: 6.22% Airbnb Rental Income: $1180 Traditional Rental Income: $2002 Airbnb ROI: -0.84% Traditional ROI: 6.22%
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: 4.34% Airbnb Rental Income: $null Traditional Rental Income: $2746 Airbnb ROI: N/A Traditional ROI: 4.34%
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: 0.42% Traditional cash on cash: 5.81% Airbnb Rental Income: $1568 Traditional Rental Income: $2740 Airbnb ROI: 0.42% Traditional ROI: 5.81%
123 Birch Street Waterbury, CT Welcome to this beautifully fully remodeled home located at 123 Birch Street, Waterbury, C...	3 beds \| 2 baths \| 1,776 sq.ft.	$350,000	Airbnb cash on cash: 1.27% Traditional cash on cash: 4.31% Airbnb Rental Income: $1601 Traditional Rental Income: $2143 Airbnb ROI: 1.27% Traditional ROI: 4.31%
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: 3.02% Airbnb Rental Income: $null Traditional Rental Income: $2461 Airbnb ROI: N/A Traditional ROI: 3.02%
915 S 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.	$700,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.89% Airbnb Rental Income: $null Traditional Rental Income: $8538 Airbnb ROI: N/A Traditional ROI: 9.89%
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.	$409,500	Airbnb cash on cash: 0.37% Traditional cash on cash: 5.07% Airbnb Rental Income: $1601 Traditional Rental Income: $2949 Airbnb ROI: 0.37% Traditional ROI: 5.07%
135 Bucks Hill Road unit: Apt 10 #Apt 10 Waterbury, CT Welcome to this well-maintained 2-bedroom, 1.5-bath townhouse offering two levels of easy ...	2 beds \| 2 baths \| 930 sq.ft.	$200,000	Airbnb cash on cash: -0.7% Traditional cash on cash: 7.66% Airbnb Rental Income: $1180 Traditional Rental Income: $2380 Airbnb ROI: -0.7% Traditional ROI: 7.66%
578 Columbia Boulevard Extension Waterbury, CT Investor opportunity! Don't miss this spacious multi-family property ideally situated on a...	6 beds \| 3 baths \| 2,985 sq.ft.	$340,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.19% Airbnb Rental Income: $null Traditional Rental Income: $4268 Airbnb ROI: N/A Traditional ROI: 10.19%
141 Joshua Town Road Waterbury, CT New Construction - Country Club Estates 2114 SQ Ft Raised Ranch - On a Cul De Sac - Abuts ...	4 beds \| 3 baths \| 2,260 sq.ft.	$529,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.24% Airbnb Rental Income: $null Traditional Rental Income: $4377 Airbnb ROI: N/A Traditional ROI: 7.24%
67 Barrington Lane Waterbury, CT PRICE REDUCTION!!!!!!!Welcome to this spacious and well-maintained Colonial, offering 1800...	4 beds \| 2 baths \| 1,832 sq.ft.	$339,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.8% Airbnb Rental Income: $null Traditional Rental Income: $3431 Airbnb ROI: N/A Traditional ROI: 6.8%
147 Hamden Avenue unit: Apt H #Apt H Waterbury, CT Bright & Cozy 2-Bedroom Updated Townhouse Condo - Steps to Lakewood Park! Discover your id...	2 beds \| 2 baths \| 1,032 sq.ft.	$159,900	Airbnb cash on cash: -1.53% Traditional cash on cash: 8.08% Airbnb Rental Income: $1265 Traditional Rental Income: $2332 Airbnb ROI: -1.53% Traditional ROI: 8.08%
47 Highlawn Street Waterbury, CT Welcome to this well-maintained 3-bedroom, 1.5-bath ranch located in the desirable East En...	3 beds \| 2 baths \| 1,640 sq.ft.	$288,000	Airbnb cash on cash: 1.06% Traditional cash on cash: 6.24% Airbnb Rental Income: $1601 Traditional Rental Income: $2552 Airbnb ROI: 1.06% Traditional ROI: 6.24%

Real Estate investment in Waterbury, CT

There are 74 properties for sale in the city of Waterbury . The median list price in Waterbury is $320,000 and the average price per square foot is $170. In February 2026, the average monthly cash on cash return in Waterbury is 6.00%. The average monthly rental income in Waterbury is $2,779.

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

There are 74 investment properties available for sale in Waterbury.

In 2026, the best neighborhood to buy investment property is Willow Plaza.

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: -0.35%

Traditional cash on cash: 3.94%

Airbnb Rental Income: $1673

Traditional Rental Income: $2715

Airbnb ROI: -0.35%

Traditional ROI: 3.94%

38 Newton Terrace

Waterbury, CT

3 beds | 2 baths | 1,188 sq.ft.

$294,900

Airbnb cash on cash: -0.22%

Traditional cash on cash: 6.16%

Airbnb Rental Income: $1194

Traditional Rental Income: $2577

Airbnb ROI: -0.22%

Traditional ROI: 6.16%

207 Ridgefield Avenue

Waterbury, CT

3 beds | 3 baths | 4,780 sq.ft.

$525,000

Airbnb cash on cash: -0.7%

Traditional cash on cash: 3.79%

Airbnb Rental Income: $1972

Traditional Rental Income: $3654

Airbnb ROI: -0.7%

Traditional ROI: 3.79%

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: 4.48%

Airbnb Rental Income: $null

Traditional Rental Income: $4745

Airbnb ROI: N/A

Traditional ROI: 4.48%

68 Woodcrest Drive

Waterbury, CT

3 beds | 2 baths | 1,618 sq.ft.

$370,000

Airbnb cash on cash: -0.62%

Traditional cash on cash: 4.71%

Airbnb Rental Income: $1470

Traditional Rental Income: $2890

Airbnb ROI: -0.62%

Traditional ROI: 4.71%

62 Poplar Street

Waterbury, CT

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

$679,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.22%

Airbnb Rental Income: $null

Traditional Rental Income: $6203

Airbnb ROI: N/A

Traditional ROI: 7.22%

2603 N Main Street

Waterbury, CT

2 beds | 1 baths | 1,654 sq.ft.

$309,000

Airbnb cash on cash: -0.26%

Traditional cash on cash: 6.79%

Airbnb Rental Income: $1180

Traditional Rental Income: $2844

Airbnb ROI: -0.26%

Traditional ROI: 6.79%

70 Lawlor Street

Waterbury, CT

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

$334,900

Airbnb cash on cash: N/A

Traditional cash on cash: 2.65%

Airbnb Rental Income: $null

Traditional Rental Income: $1773

Airbnb ROI: N/A