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
81 Hidden Pond Road Waterbury, CT Tucked away at the end of a quiet cul-de-sac near the Wolcott town line, this beautifully ...	3 beds \| 2 baths \| 1,132 sq.ft.	$379,900	Airbnb cash on cash: -0.25% Traditional cash on cash: 3.67% Airbnb Rental Income: $1555 Traditional Rental Income: $2503 Airbnb ROI: -0.25% Traditional ROI: 3.67%
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%
775 Bucks Hill Road Waterbury, CT Welcome to this beautifully maintained 3-bedroom, 3 full bathroom home tucked away on a qu...	3 beds \| 3 baths \| 1,332 sq.ft.	$379,000	Airbnb cash on cash: 0.02% Traditional cash on cash: 4.99% Airbnb Rental Income: $1555 Traditional Rental Income: $2874 Airbnb ROI: 0.02% Traditional ROI: 4.99%
215 Wesley Street Waterbury, CT Welcome to this 3-bedroom, 2 full bath ranch nestled on a quiet street in Waterbury's desi...	3 beds \| 2 baths \| 1,568 sq.ft.	$309,000	Airbnb cash on cash: -0.92% Traditional cash on cash: 6.9% Airbnb Rental Income: $1074 Traditional Rental Income: $2981 Airbnb ROI: -0.92% Traditional ROI: 6.9%
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.	$649,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.59% Airbnb Rental Income: $null Traditional Rental Income: $6203 Airbnb ROI: N/A Traditional ROI: 7.59%
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: -0.46% Traditional cash on cash: 2.31% Airbnb Rental Income: $938 Traditional Rental Income: $1362 Airbnb ROI: -0.46% Traditional ROI: 2.31%
62 White Birch Drive Waterbury, CT Welcome to 62 White Birch Drive, a warm and inviting 3 Bedroom Raised Ranch home nestled i...	3 beds \| 2 baths \| 1,960 sq.ft.	$399,900	Airbnb cash on cash: -1.49% Traditional cash on cash: 4.97% Airbnb Rental Income: $961 Traditional Rental Income: $3036 Airbnb ROI: -1.49% Traditional ROI: 4.97%
827 Oronoke Road #9-2 Waterbury, CT Discover the perfect blend of privacy and convenience at 827 Oronoke Road, Unit 9-2, locat...	2 beds \| 2 baths \| 1,200 sq.ft.	$209,900	Airbnb cash on cash: -3.34% Traditional cash on cash: 7.02% Airbnb Rental Income: $562 Traditional Rental Income: $2342 Airbnb ROI: -3.34% Traditional ROI: 7.02%
94 Cottage Grove Lane Waterbury, CT East Mountain Neighborhood nicely renovated split level home on a cul-de-sac is waiting fo...	2 beds \| 2 baths \| 1,266 sq.ft.	$344,000	Airbnb cash on cash: -2.43% Traditional cash on cash: 4.02% Airbnb Rental Income: $648 Traditional Rental Income: $2435 Airbnb ROI: -2.43% Traditional ROI: 4.02%
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: -1.5% Traditional cash on cash: 4.77% Airbnb Rental Income: $792 Traditional Rental Income: $2066 Airbnb ROI: -1.5% Traditional ROI: 4.77%
12 Benham Street Waterbury, CT Well-maintained three-family property offering excellent investment potential. Each unit i...	6 beds \| 3 baths \| 2,525 sq.ft.	$380,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.15% Airbnb Rental Income: $null Traditional Rental Income: $3943 Airbnb ROI: N/A Traditional ROI: 8.15%
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: -2.7% Traditional cash on cash: 1.08% Airbnb Rental Income: $442 Traditional Rental Income: $976 Airbnb ROI: -2.7% Traditional ROI: 1.08%
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: -0.39% Traditional cash on cash: 4.69% Airbnb Rental Income: $938 Traditional Rental Income: $1750 Airbnb ROI: -0.39% Traditional ROI: 4.69%
37 Manhan Street Waterbury, CT Why rent when owning costs less? Renters looking to buy and investors, check out this Colo...	3 beds \| 1 baths \| 1,400 sq.ft.	$229,000	Airbnb cash on cash: 0.85% Traditional cash on cash: 3.94% Airbnb Rental Income: $1090 Traditional Rental Income: $1388 Airbnb ROI: 0.85% Traditional ROI: 3.94%
93 Wayland Avenue Waterbury, CT Welcome to 93 Wayland Avenue in Waterbury-a beautifully renovated home featuring 3 bedroom...	3 beds \| 1 baths \| 1,300 sq.ft.	$400,000	Airbnb cash on cash: -1.19% Traditional cash on cash: 1.5% Airbnb Rental Income: $961 Traditional Rental Income: $1621 Airbnb ROI: -1.19% Traditional ROI: 1.5%
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: 1.12% Traditional cash on cash: 7.15% Airbnb Rental Income: $1215 Traditional Rental Income: $2695 Airbnb ROI: 1.12% Traditional ROI: 7.15%
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%
36 Marion Avenue Waterbury, CT Welcome to 36 Marion Avenue in Waterbury-a move-in-ready, recently renovated home offering...	3 beds \| 4 baths \| 2,391 sq.ft.	$500,000	Airbnb cash on cash: -1.45% Traditional cash on cash: 5.22% Airbnb Rental Income: $1090 Traditional Rental Income: $3838 Airbnb ROI: -1.45% Traditional ROI: 5.22%
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: 0.39% Traditional cash on cash: 5.81% Airbnb Rental Income: $1555 Traditional Rental Income: $2740 Airbnb ROI: 0.39% 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: -0.92% Traditional cash on cash: 2.33% Airbnb Rental Income: $1090 Traditional Rental Income: $2461 Airbnb ROI: -0.92% 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.	$650,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.72% Airbnb Rental Income: $null Traditional Rental Income: $8538 Airbnb ROI: N/A Traditional ROI: 10.72%
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.	$330,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.53% Airbnb Rental Income: $null Traditional Rental Income: $4268 Airbnb ROI: N/A Traditional ROI: 10.53%
55 Bronx Avenue Waterbury, CT Welcome to 55 Bronx Ave, a well-maintain colonial offering 3 bedrooms, 1.5 baths. The home...	3 beds \| 2 baths \| 1,221 sq.ft.	$325,000	Airbnb cash on cash: 0.75% Traditional cash on cash: 4.14% Airbnb Rental Income: $1564 Traditional Rental Income: $2150 Airbnb ROI: 0.75% Traditional ROI: 4.14%
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: 0.69% Traditional cash on cash: 5.92% Airbnb Rental Income: $1564 Traditional Rental Income: $2808 Airbnb ROI: 0.69% Traditional ROI: 5.92%
81 Chipman Street #Apt 13 Waterbury, CT Renovated Condo with garage in the heart of town plot. New kitchen features gleaming high ...	1 beds \| 1 baths \| 610 sq.ft.	$225,000	Airbnb cash on cash: -1.96% Traditional cash on cash: 4.61% Airbnb Rental Income: $596 Traditional Rental Income: $1707 Airbnb ROI: -1.96% Traditional ROI: 4.61%
40 Houston Street Waterbury, CT Don't miss the opportunity to own this charming single-family residence, ideally positione...	2 beds \| 2 baths \| 1,512 sq.ft.	$225,000	Airbnb cash on cash: -1.35% Traditional cash on cash: 8.95% Airbnb Rental Income: $811 Traditional Rental Income: $2679 Airbnb ROI: -1.35% Traditional ROI: 8.95%
136 Pearl Lake Road Waterbury, CT Welcome to this well-maintained ranch set on over an acre in Waterbury, including an addit...	3 beds \| 2 baths \| 1,737 sq.ft.	$364,999	Airbnb cash on cash: -0.52% Traditional cash on cash: 6.04% Airbnb Rental Income: $1215 Traditional Rental Income: $3072 Airbnb ROI: -0.52% Traditional ROI: 6.04%
416 Chestnut Hill Avenue Waterbury, CT Welcome home! 416 Chestnut Hill provides you with the privacy and peace you've been lookin...	4 beds \| 1 baths \| 1,260 sq.ft.	$325,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.09% Airbnb Rental Income: $null Traditional Rental Income: $2245 Airbnb ROI: N/A Traditional ROI: 4.09%
35 Frederick Street Waterbury, CT This three family has massive upside potential with a nearby renovated 3family selling at ...	8 beds \| 3 baths \| 3,088 sq.ft.	$350,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.46% Airbnb Rental Income: $null Traditional Rental Income: $3995 Airbnb ROI: N/A Traditional ROI: 10.46%
121 Lounsbury Street Waterbury, CT Great investment opportunity at 121 Lounsbury Avenue in Waterbury! Well-maintained multi-u...	12 beds \| 6 baths \| 6,836 sq.ft.	$750,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.89% Airbnb Rental Income: $null Traditional Rental Income: $9293 Airbnb ROI: N/A Traditional ROI: 10.89%

Real Estate investment in Waterbury, CT

There are 88 properties for sale in the city of Waterbury . The median list price in Waterbury is $325,000 and the average price per square foot is $165. In May 2026, the average monthly cash on cash return in Waterbury is 6.00%. The average monthly rental income in Waterbury is $2,808.

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

There are 88 investment properties available for sale in Waterbury.

In 2026, the best neighborhood to buy investment property is Walnut-Orange-Walsh.

The ROI for Long-Term is higher than the Short-Term in Waterbury with average rental income of $2,808.

Your search for investment property begins and ends here

Investment Property for Sale in Waterbury, CT

81 Hidden Pond Road

Waterbury, CT

3 beds | 2 baths | 1,132 sq.ft.

$379,900

Airbnb cash on cash: -0.25%

Traditional cash on cash: 3.67%

Airbnb Rental Income: $1555

Traditional Rental Income: $2503

Airbnb ROI: -0.25%

Traditional ROI: 3.67%

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%

775 Bucks Hill Road

Waterbury, CT

3 beds | 3 baths | 1,332 sq.ft.

$379,000

Airbnb cash on cash: 0.02%

Traditional cash on cash: 4.99%

Airbnb Rental Income: $1555

Traditional Rental Income: $2874

Airbnb ROI: 0.02%

Traditional ROI: 4.99%

215 Wesley Street

Waterbury, CT

3 beds | 2 baths | 1,568 sq.ft.

$309,000

Airbnb cash on cash: -0.92%

Traditional cash on cash: 6.9%

Airbnb Rental Income: $1074

Traditional Rental Income: $2981

Airbnb ROI: -0.92%

Traditional ROI: 6.9%

62 Poplar Street

Waterbury, CT

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

$649,900

Airbnb cash on cash: N/A

Traditional cash on cash: 7.59%

Airbnb Rental Income: $null

Traditional Rental Income: $6203

Airbnb ROI: N/A

Traditional ROI: 7.59%

216 Madison Street

Waterbury, CT

3 beds | 1 baths | 1,080 sq.ft.

$295,000

Airbnb cash on cash: -0.46%

Traditional cash on cash: 2.31%

Airbnb Rental Income: $938

Traditional Rental Income: $1362

Airbnb ROI: -0.46%

Traditional ROI: 2.31%

62 White Birch Drive

Waterbury, CT

3 beds | 2 baths | 1,960 sq.ft.

$399,900

Airbnb cash on cash: -1.49%

Traditional cash on cash: 4.97%

Airbnb Rental Income: $961

Traditional Rental Income: $3036

Airbnb ROI: -1.49%

Traditional ROI: 4.97%

827 Oronoke Road #9-2

Waterbury, CT

2 beds | 2 baths | 1,200 sq.ft.

$209,900

Airbnb cash on cash: -3.34%

Traditional cash on cash: 7.02%

Airbnb Rental Income: $562

Traditional Rental Income: $2342

Airbnb ROI: -3.34%