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
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.	$649,999	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%
66 Revere Street Waterbury, CT Like new, exceptional, and FHA ready! Visit this thoughtfully renovated Colonial in desira...	4 beds \| 3 baths \| 2,020 sq.ft.	$389,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.46% Airbnb Rental Income: $null Traditional Rental Income: $3482 Airbnb ROI: N/A Traditional ROI: 6.46%
21 W Farm Street Waterbury, CT Two family property in Waterbury offering great potential for investors or owner occupants...	5 beds \| 2 baths \| 2,024 sq.ft.	$280,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.71% Airbnb Rental Income: $null Traditional Rental Income: $3275 Airbnb ROI: N/A Traditional ROI: 9.71%
30 Maplewood St Waterbury, CT Rare find located on dead end street. This sun lit home has been remodeled beautifully. S...	3 beds \| 1 baths \| 2,600 sq.ft.	$329,900	Airbnb cash on cash: 0.85% Traditional cash on cash: 3.4% Airbnb Rental Income: $1547 Traditional Rental Income: $1889 Airbnb ROI: 0.85% Traditional ROI: 3.4%
30 Donald Terrace Waterbury, CT Walk right up and be astounded from the stunning features of this appealing ranch house tu...	2 beds \| 1 baths \| 836 sq.ft.	$249,900	Airbnb cash on cash: -0.84% Traditional cash on cash: 4.31% Airbnb Rental Income: $856 Traditional Rental Income: $1741 Airbnb ROI: -0.84% Traditional ROI: 4.31%
62 N Leonard Street Waterbury, CT Fully rented 4-bedroom, 2-bath Colonial offering 1,722 square feet of living space. A soli...	4 beds \| 2 baths \| 1,722 sq.ft.	$306,000	Airbnb cash on cash: N/A Traditional cash on cash: 8% Airbnb Rental Income: $null Traditional Rental Income: $3081 Airbnb ROI: N/A Traditional ROI: 8%
23 Plaza Avenue Waterbury, CT Excellent opportunity for investors. Three-family property features 3- 3-bed, 1-bath units...	9 beds \| 3 baths \| 3,245 sq.ft.	$450,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.69% Airbnb Rental Income: $null Traditional Rental Income: $4206 Airbnb ROI: N/A Traditional ROI: 7.69%
827 Oronoke Road #9-5 Waterbury, CT Welcome to 827 Oronoke Road, Unit 9-5 in the highly desirable Oronoke Ridge community! Thi...	2 beds \| 2 baths \| 1,200 sq.ft.	$239,900	Airbnb cash on cash: -0.36% Traditional cash on cash: 5.59% Airbnb Rental Income: $1350 Traditional Rental Income: $2286 Airbnb ROI: -0.36% Traditional ROI: 5.59%
75 Wood Street Waterbury, CT Excellent opportunity to own a large, updated, income-producing 2-family home. Whether you...	4 beds \| 2 baths \| 1,892 sq.ft.	$389,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.92% Airbnb Rental Income: $null Traditional Rental Income: $3389 Airbnb ROI: N/A Traditional ROI: 6.92%
28 Trowbridge Street Waterbury, CT 28 Trowbridge sits on a quiet secluded street in Waterbury's Hillside Historic District su...	4 beds \| 2 baths \| 2,025 sq.ft.	$209,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.69% Airbnb Rental Income: $null Traditional Rental Income: $1883 Airbnb ROI: N/A Traditional ROI: 5.69%
160 Edson Avenue Waterbury, CT HIGHLY SOUGHT AFTER, HARD TO FIND, EAST END LOCATION! THIS 3 FAMILY IS FULLY UNOCCUPIED & ...	8 beds \| 3 baths \| 3,027 sq.ft.	$599,500	Airbnb cash on cash: N/A Traditional cash on cash: 5.71% Airbnb Rental Income: $null Traditional Rental Income: $4575 Airbnb ROI: N/A Traditional ROI: 5.71%
23 Pearl Lake Road #B Waterbury, CT Welcome to 23 Pearl Lake Road, Unit B! This well maintained 2 bedroom, 1.5 bath townhouse ...	2 beds \| 2 baths \| 944 sq.ft.	$189,000	Airbnb cash on cash: -1.77% Traditional cash on cash: 6.44% Airbnb Rental Income: $900 Traditional Rental Income: $2035 Airbnb ROI: -1.77% Traditional ROI: 6.44%
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.	$350,000	Airbnb cash on cash: -0.34% Traditional cash on cash: 1.85% Airbnb Rental Income: $1309 Traditional Rental Income: $1621 Airbnb ROI: -0.34% Traditional ROI: 1.85%
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.	$425,000	Airbnb cash on cash: -1.07% Traditional cash on cash: 6.3% Airbnb Rental Income: $1309 Traditional Rental Income: $3838 Airbnb ROI: -1.07% Traditional ROI: 6.3%
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: 0.92% Traditional cash on cash: 5.81% Airbnb Rental Income: $1748 Traditional Rental Income: $2740 Airbnb ROI: 0.92% 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: -0.58% Traditional cash on cash: 2.33% Airbnb Rental Income: $1309 Traditional Rental Income: $2461 Airbnb ROI: -0.58% 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%
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: 0.59% Traditional cash on cash: 4.14% Airbnb Rental Income: $1502 Traditional Rental Income: $2150 Airbnb ROI: 0.59% Traditional ROI: 4.14%
111 Alisha Lane Waterbury, CT Move-in ready 4-bedroom, 2.5-bath home on a quiet cul-de-sac - built in 2014 with a fully ...	4 beds \| 3 baths \| 2,712 sq.ft.	$449,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.76% Airbnb Rental Income: $null Traditional Rental Income: $3332 Airbnb ROI: N/A Traditional ROI: 4.76%
3221 E Main Street #B Waterbury, CT Beautiful two-bedroom, 1.5 bathroom condo combines modern comfort with the ease of low-mai...	2 beds \| 2 baths \| 1,136 sq.ft.	$215,000	Airbnb cash on cash: -2.67% Traditional cash on cash: 6.85% Airbnb Rental Income: $800 Traditional Rental Income: $2416 Airbnb ROI: -2.67% Traditional ROI: 6.85%
242 Madison Street Waterbury, CT Fully tenant-occupied rooming-style property with established rental structure in place. T...	4 beds \| 3 baths \| 1,880 sq.ft.	$309,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.31% Airbnb Rental Income: $null Traditional Rental Income: $3234 Airbnb ROI: N/A Traditional ROI: 8.31%
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: 0.53% Traditional cash on cash: 5.92% Airbnb Rental Income: $1502 Traditional Rental Income: $2808 Airbnb ROI: 0.53% Traditional ROI: 5.92%
136 Pearl Lake Road Waterbury, CT Welcome to 136 Pearl Lake Rd - a rare opportunity to own a well-maintained ranch set on ov...	3 beds \| 2 baths \| 1,737 sq.ft.	$330,000	Airbnb cash on cash: 0.22% Traditional cash on cash: 6.77% Airbnb Rental Income: $1473 Traditional Rental Income: $3072 Airbnb ROI: 0.22% Traditional ROI: 6.77%
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%
225 Bishop Street Waterbury, CT Great investment opportunity in the heart of Waterbury, Connecticut! This 3-family propert...	6 beds \| 3 baths \| 2,673 sq.ft.	$295,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.7% Airbnb Rental Income: $null Traditional Rental Income: $4034 Airbnb ROI: N/A Traditional ROI: 11.7%
23 Vermont Street Waterbury, CT Great investment opportunity at 23 Vermont Street in Waterbury! This 3-family property off...	6 beds \| 3 baths \| 2,886 sq.ft.	$295,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.89% Airbnb Rental Income: $null Traditional Rental Income: $4144 Airbnb ROI: N/A Traditional ROI: 11.89%
48 Taylor Street Waterbury, CT Great opportunity for investors looking to build equity! This 2-family located at 48 Taylo...	6 beds \| 2 baths \| 2,018 sq.ft.	$295,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.48% Airbnb Rental Income: $null Traditional Rental Income: $3326 Airbnb ROI: N/A Traditional ROI: 9.48%
891 Pearl Lake Road Waterbury, CT INVESTORS TAKE NOTICE Opportunity awaits here on Pearl Lake. This two-family home is t...	5 beds \| 2 baths \| 1,776 sq.ft.	$239,900	Airbnb cash on cash: N/A Traditional cash on cash: 10.67% Airbnb Rental Income: $null Traditional Rental Income: $3332 Airbnb ROI: N/A Traditional ROI: 10.67%
23 Beacon Street Waterbury, CT Attention investors and owner-occupants! Income-producing 3-family property where the heav...	6 beds \| 3 baths \| 2,795 sq.ft.	$499,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.85% Airbnb Rental Income: $null Traditional Rental Income: $4141 Airbnb ROI: N/A Traditional ROI: 6.85%
15 Yorktown Ridge Waterbury, CT Update: Finish Plumbing in Progress - Flooring installed - Floor Finish week of 6.29 Appli...	3 beds \| 3 baths \| 1,776 sq.ft.	$444,900	Airbnb cash on cash: 1.35% Traditional cash on cash: 6.51% Airbnb Rental Income: $1671 Traditional Rental Income: $3355 Airbnb ROI: 1.35% Traditional ROI: 6.51%
11 Woodmere Road Waterbury, CT Welcome to 11 Woodmere Road - where pride of ownership meets comfort, style, and peace of ...	3 beds \| 2 baths \| 1,186 sq.ft.	$335,000	Airbnb cash on cash: 0.42% Traditional cash on cash: 4.83% Airbnb Rental Income: $1502 Traditional Rental Income: $2453 Airbnb ROI: 0.42% Traditional ROI: 4.83%

Real Estate investment in Waterbury, CT

There are 121 properties for sale in the city of Waterbury . The median list price in Waterbury is $314,812 and the average price per square foot is $169. In August 2026, the average monthly cash on cash return in Waterbury is 7.00%. The average monthly rental income in Waterbury is $2,808.

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

There are 121 investment properties available for sale in Waterbury.

In 2026, 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 $1,350.

Your search for investment property begins and ends here

Investment Property for Sale in Waterbury, CT

62 Poplar Street

Waterbury, CT

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

$649,999

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%

66 Revere Street

Waterbury, CT

4 beds | 3 baths | 2,020 sq.ft.

$389,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.46%

Airbnb Rental Income: $null

Traditional Rental Income: $3482

Airbnb ROI: N/A

Traditional ROI: 6.46%

21 W Farm Street

Waterbury, CT

5 beds | 2 baths | 2,024 sq.ft.

$280,000

Airbnb cash on cash: N/A

Traditional cash on cash: 9.71%

Airbnb Rental Income: $null

Traditional Rental Income: $3275

Airbnb ROI: N/A

Traditional ROI: 9.71%

30 Maplewood St

Waterbury, CT

3 beds | 1 baths | 2,600 sq.ft.

$329,900

Airbnb cash on cash: 0.85%

Traditional cash on cash: 3.4%

Airbnb Rental Income: $1547

Traditional Rental Income: $1889

Airbnb ROI: 0.85%

Traditional ROI: 3.4%

30 Donald Terrace

Waterbury, CT

2 beds | 1 baths | 836 sq.ft.

$249,900

Airbnb cash on cash: -0.84%

Traditional cash on cash: 4.31%

Airbnb Rental Income: $856

Traditional Rental Income: $1741

Airbnb ROI: -0.84%

Traditional ROI: 4.31%

62 N Leonard Street

Waterbury, CT

4 beds | 2 baths | 1,722 sq.ft.

$306,000

Airbnb cash on cash: N/A

Traditional cash on cash: 8%

Airbnb Rental Income: $null

Traditional Rental Income: $3081

Airbnb ROI: N/A

Traditional ROI: 8%

23 Plaza Avenue

Waterbury, CT

9 beds | 3 baths | 3,245 sq.ft.

$450,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.69%

Airbnb Rental Income: $null

Traditional Rental Income: $4206

Airbnb ROI: N/A

Traditional ROI: 7.69%

827 Oronoke Road #9-5

Waterbury, CT

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

$239,900

Airbnb cash on cash: -0.36%

Traditional cash on cash: 5.59%

Airbnb Rental Income: $1350

Traditional Rental Income: $2286

Airbnb ROI: -0.36%