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 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%
207 Ridgefield Avenue Waterbury, CT Beautifully Updated 3-Bedroom Colonial with Modern Upgrades and Stunning Design Features W...	3 beds \| 3 baths \| 3,114 sq.ft.	$495,000	Airbnb cash on cash: -0.68% Traditional cash on cash: 4.07% Airbnb Rental Income: $1972 Traditional Rental Income: $3654 Airbnb ROI: -0.68% Traditional ROI: 4.07%
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%
31 Farmwood Road Waterbury, CT Two Family Side by Side Ranch Home. One unit has 3 Bedrooms and the other has 1 Bedroom an...	4 beds \| 2 baths \| 1,680 sq.ft.	$339,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.42% Airbnb Rental Income: $null Traditional Rental Income: $2804 Airbnb ROI: N/A Traditional ROI: 5.42%
41 Sunnybrook Bend Waterbury, CT Great home in Bunker Hill,Move in condition.Upated kitchen and bathroom,living room and di...	3 beds \| 1 baths \| 1,144 sq.ft.	$324,900	Airbnb cash on cash: 0.62% Traditional cash on cash: 4.19% Airbnb Rental Income: $1470 Traditional Rental Income: $2127 Airbnb ROI: 0.62% Traditional ROI: 4.19%
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.	$669,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.34% Airbnb Rental Income: $null Traditional Rental Income: $6203 Airbnb ROI: N/A Traditional ROI: 7.34%
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%
61 Nottingham Terrace Waterbury, CT Great opportunity to own this two bedroom Colonial style home with convenient location clo...	2 beds \| 1 baths \| 1,176 sq.ft.	$269,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.77% Airbnb Rental Income: $null Traditional Rental Income: $2066 Airbnb ROI: N/A Traditional ROI: 4.77%
181 Decicco Road Waterbury, CT Welcome to this charming 3-bedroom 1.5 bath spilt level home on the east side. It boasts a...	3 beds \| 2 baths \| 1,056 sq.ft.	$279,900	Airbnb cash on cash: 1.2% Traditional cash on cash: 5.17% Airbnb Rental Income: $1673 Traditional Rental Income: $2253 Airbnb ROI: 1.2% Traditional ROI: 5.17%
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.	$380,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.01% Airbnb Rental Income: $null Traditional Rental Income: $3754 Airbnb ROI: N/A Traditional ROI: 6.01%
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.	$449,900	Airbnb cash on cash: N/A Traditional cash on cash: 9.37% Airbnb Rental Income: $null Traditional Rental Income: $5041 Airbnb ROI: N/A Traditional ROI: 9.37%
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%
1054 Cooke Street Waterbury, CT Welcome home to this incredibly spacious Cape Cod gem, offering the perfect blend of tradi...	4 beds \| 2 baths \| 1,601 sq.ft.	$349,923	Airbnb cash on cash: N/A Traditional cash on cash: 4.36% Airbnb Rental Income: $null Traditional Rental Income: $2389 Airbnb ROI: N/A Traditional ROI: 4.36%
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%
21 Irene Avenue Waterbury, CT Adorable home located in a highly desirable East End neighborhood!! This charming 2-3 bed,...	3 beds \| 2 baths \| 1,477 sq.ft.	$329,900	Airbnb cash on cash: -0.41% Traditional cash on cash: 4.87% Airbnb Rental Income: $1277 Traditional Rental Income: $2513 Airbnb ROI: -0.41% Traditional ROI: 4.87%
611 Bunker Hill Avenue Waterbury, CT Discover a truly exceptional residence where classic Colonial charm seamlessly blends with...	5 beds \| 5 baths \| 4,280 sq.ft.	$600,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.69% Airbnb Rental Income: $null Traditional Rental Income: $6353 Airbnb ROI: N/A Traditional ROI: 7.69%
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%
64 Deerwood Lane unit: 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%
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%
151 Highland Avenue Waterbury, CT OPPORTUNITY AWAITS YOU. MIXED USE-RETAIL-APARTMENT building C/A ZONED on corner lot in hig...	3 beds \| 1 baths \| 2,704 sq.ft.	$575,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.33% Airbnb Rental Income: $null Traditional Rental Income: $2461 Airbnb ROI: N/A Traditional ROI: 2.33%
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 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.	$189,900	Airbnb cash on cash: -0.68% Traditional cash on cash: 8.11% Airbnb Rental Income: $1180 Traditional Rental Income: $2380 Airbnb ROI: -0.68% Traditional ROI: 8.11%
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%
302 Lakeview Avenue Waterbury, CT Hard to find East End 2 family home on quiet street with 3 bedrooms in each apartment. Eac...	6 beds \| 2 baths \| 2,016 sq.ft.	$339,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.37% Airbnb Rental Income: $null Traditional Rental Income: $3415 Airbnb ROI: N/A Traditional ROI: 7.37%
145 Seymour Street Waterbury, CT Great Multi Family Home in the heart of Town Plot with 5 detached garages for extra income...	3 beds \| 2 baths \| 1,580 sq.ft.	$389,900	Airbnb cash on cash: 1.72% Traditional cash on cash: 5.07% Airbnb Rental Income: $2223 Traditional Rental Income: $2888 Airbnb ROI: 1.72% Traditional ROI: 5.07%
100 Ridgefield Avenue Waterbury, CT Welcome to 100 Ridgefield Ave. Waterbury CT 06705 East End Cape. This charming 3 bedroom, ...	3 beds \| 2 baths \| 1,372 sq.ft.	$344,500	Airbnb cash on cash: 1.77% Traditional cash on cash: 5.92% Airbnb Rental Income: $1984 Traditional Rental Income: $2808 Airbnb ROI: 1.77% Traditional ROI: 5.92%
35 Mountain Village Road unit: 30 Waterbury, CT Outstanding, private, updated and well-maintained ranch style upper condo is sure to meet ...	1 beds \| 1 baths \| 726 sq.ft.	$137,500	Airbnb cash on cash: -1.5% Traditional cash on cash: 7.68% Airbnb Rental Income: $740 Traditional Rental Income: $1639 Airbnb ROI: -1.5% Traditional ROI: 7.68%
108 Radcliffe Avenue Waterbury, CT SELLER HAS RECEIVED MULTIPLE OFFERS: HIGHEST & BEST OFFER BY 2/9/26 AT 6 PM. Charming 7-ro...	3 beds \| 2 baths \| 1,636 sq.ft.	$288,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.78% Airbnb Rental Income: $null Traditional Rental Income: $2930 Airbnb ROI: N/A Traditional ROI: 7.78%

Real Estate investment in Waterbury, CT

There are 84 properties for sale in the city of Waterbury . The median list price in Waterbury is $324,950 and the average price per square foot is $161. In March 2026, the average monthly cash on cash return in Waterbury is 6.00%. The average monthly rental income in Waterbury is $2,710.

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

There are 84 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 $1,478.

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%

207 Ridgefield Avenue

Waterbury, CT

3 beds | 3 baths | 3,114 sq.ft.

$495,000

Airbnb cash on cash: -0.68%

Traditional cash on cash: 4.07%

Airbnb Rental Income: $1972

Traditional Rental Income: $3654

Airbnb ROI: -0.68%

Traditional ROI: 4.07%

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%

31 Farmwood Road

Waterbury, CT

4 beds | 2 baths | 1,680 sq.ft.

$339,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.42%

Airbnb Rental Income: $null

Traditional Rental Income: $2804

Airbnb ROI: N/A

Traditional ROI: 5.42%

41 Sunnybrook Bend

Waterbury, CT

3 beds | 1 baths | 1,144 sq.ft.

$324,900

Airbnb cash on cash: 0.62%

Traditional cash on cash: 4.19%

Airbnb Rental Income: $1470

Traditional Rental Income: $2127

Airbnb ROI: 0.62%

Traditional ROI: 4.19%

62 Poplar Street

Waterbury, CT

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

$669,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.34%

Airbnb Rental Income: $null

Traditional Rental Income: $6203

Airbnb ROI: N/A

Traditional ROI: 7.34%

82 Bunker Hill Avenue

Waterbury, CT

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

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%