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.

Sugarloaf Investment Property for Sale in Waterbury, CT

Search for Sugarloaf Investment Property for Sale in Waterbury, Connecticut. Browse all of Mashvisor’s Sugarloaf Investment Property listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 157 Sugarloaf Investment Property listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
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%
509 Highland Avenue Waterbury, CT Discover this incredible town plot 2 unit investment! Each spacious apartment includes gen...	5 beds \| 2 baths \| 2,178 sq.ft.	$430,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.58% Airbnb Rental Income: $null Traditional Rental Income: $4270 Airbnb ROI: N/A Traditional ROI: 8.58%
54 Brentwood Avenue Waterbury, CT Welcome Home! This light-filled East End ranch features 2 bedrooms and 1 bath. Beautiful h...	2 beds \| 1 baths \| 932 sq.ft.	$239,000	Airbnb cash on cash: 1.25% Traditional cash on cash: 5.71% Airbnb Rental Income: $1304 Traditional Rental Income: $1905 Airbnb ROI: 1.25% Traditional ROI: 5.71%
859 Bunker Hill Avenue Waterbury, CT Welcome to 859 Bunker Hill Avenue, located in one of Waterbury's most desirable neighborho...	3 beds \| 1 baths \| 1,196 sq.ft.	$299,999	Airbnb cash on cash: 0.75% Traditional cash on cash: 5.11% Airbnb Rental Income: $1529 Traditional Rental Income: $2315 Airbnb ROI: 0.75% Traditional ROI: 5.11%
39 Glendale Drive Waterbury, CT Discover this inviting Cape located in the peaceful Bunker Hill neighborhood, perfectly si...	3 beds \| 2 baths \| 1,326 sq.ft.	$349,500	Airbnb cash on cash: 0.94% Traditional cash on cash: 2.74% Airbnb Rental Income: $1577 Traditional Rental Income: $1716 Airbnb ROI: 0.94% Traditional ROI: 2.74%
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%
26 Highview Street Waterbury, CT Cape Cod house 3 BED 2 BATH and garage! Come in and make this lovely home your own! Perfec...	3 beds \| 2 baths \| 1,086 sq.ft.	$250,000	Airbnb cash on cash: 4.05% Traditional cash on cash: 7.54% Airbnb Rental Income: $2223 Traditional Rental Income: $2487 Airbnb ROI: 4.05% Traditional ROI: 7.54%
2603 North Main Street Waterbury, CT NEW PRICE - SAME GREAT HOME! Welcome to this beautifully updated home offering 1,654 sq +/...	2 beds \| 2 baths \| 1,654 sq.ft.	$315,000	Airbnb cash on cash: 0.1% Traditional cash on cash: 7.02% Airbnb Rental Income: $1180 Traditional Rental Income: $2844 Airbnb ROI: 0.1% Traditional ROI: 7.02%
250 Orange Street Waterbury, CT Investors take notice! 2-family property featuring two identical units-each offering 3 spa...	6 beds \| 2 baths \| 2,248 sq.ft.	$349,999	Airbnb cash on cash: N/A Traditional cash on cash: 8.11% Airbnb Rental Income: $null Traditional Rental Income: $3289 Airbnb ROI: N/A Traditional ROI: 8.11%
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: 0.68% Traditional cash on cash: 7% Airbnb Rental Income: $1294 Traditional Rental Income: $2588 Airbnb ROI: 0.68% 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: 1.91% Traditional cash on cash: 6.48% Airbnb Rental Income: $1676 Traditional Rental Income: $2306 Airbnb ROI: 1.91% Traditional ROI: 6.48%
38 Maynard Avenue Waterbury, CT Bunker Hill colonial with many updates, including new roof, windows, heating and central a...	3 beds \| 2 baths \| 2,064 sq.ft.	$360,000	Airbnb cash on cash: 0.56% Traditional cash on cash: 6.83% Airbnb Rental Income: $1564 Traditional Rental Income: $3233 Airbnb ROI: 0.56% Traditional ROI: 6.83%
27 Amber Place Waterbury, CT OMG! Stop the search! This is it! Like, close to everything: shopping, schools, highways.....	4 beds \| 3 baths \| 2,280 sq.ft.	$450,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.38% Airbnb Rental Income: $null Traditional Rental Income: $3754 Airbnb ROI: N/A Traditional ROI: 5.38%
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: 6.32% Traditional cash on cash: 1.08% Airbnb Rental Income: $2725 Traditional Rental Income: $976 Airbnb ROI: 6.32% Traditional ROI: 1.08%
135 Elise Drive Waterbury, CT Everything you could want it to be! An expanded Classic Cape corner lot with 1.5 Beautiful...	4 beds \| 1 baths \| 1,504 sq.ft.	$319,500	Airbnb cash on cash: N/A Traditional cash on cash: 5.62% Airbnb Rental Income: $null Traditional Rental Income: $2656 Airbnb ROI: N/A Traditional ROI: 5.62%
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: 0.82% Traditional cash on cash: 5.83% Airbnb Rental Income: $1294 Traditional Rental Income: $2119 Airbnb ROI: 0.82% 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: N/A Traditional cash on cash: 4.69% Airbnb Rental Income: $null Traditional Rental Income: $1750 Airbnb ROI: N/A 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 \| 1,664 sq.ft.	$449,900	Airbnb cash on cash: -0.34% Traditional cash on cash: 3.64% Airbnb Rental Income: $1529 Traditional Rental Income: $2760 Airbnb ROI: -0.34% Traditional ROI: 3.64%
713 Bucks Hill Road Waterbury, CT Nestled on a serene dead-end street, this remarkable property spans 3.9 acres of picturesq...	2 beds \| 1 baths \| 1,134 sq.ft.	$750,000	Airbnb cash on cash: -0.95% Traditional cash on cash: 0.82% Airbnb Rental Income: $1180 Traditional Rental Income: $2033 Airbnb ROI: -0.95% Traditional ROI: 0.82%
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: N/A Traditional cash on cash: 2.63% Airbnb Rental Income: $null Traditional Rental Income: $1501 Airbnb ROI: N/A Traditional ROI: 2.63%
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 \| 1,176 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: 1.31% Traditional cash on cash: 5.27% Airbnb Rental Income: $1984 Traditional Rental Income: $2695 Airbnb ROI: 1.31% Traditional ROI: 5.27%
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: 2.17% Traditional cash on cash: 3.11% Airbnb Rental Income: $1829 Traditional Rental Income: $1556 Airbnb ROI: 2.17% Traditional ROI: 3.11%
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: 2.18% Traditional cash on cash: 6.57% Airbnb Rental Income: $1304 Traditional Rental Income: $1569 Airbnb ROI: 2.18% 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%

Your search for investment property begins and ends here

Sugarloaf Investment Property for Sale in Waterbury, CT

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%

509 Highland Avenue

Waterbury, CT

5 beds | 2 baths | 2,178 sq.ft.

$430,000

Airbnb cash on cash: N/A

Traditional cash on cash: 8.58%

Airbnb Rental Income: $null

Traditional Rental Income: $4270

Airbnb ROI: N/A

Traditional ROI: 8.58%

54 Brentwood Avenue

Waterbury, CT

2 beds | 1 baths | 932 sq.ft.

$239,000

Airbnb cash on cash: 1.25%

Traditional cash on cash: 5.71%

Airbnb Rental Income: $1304

Traditional Rental Income: $1905

Airbnb ROI: 1.25%

Traditional ROI: 5.71%

859 Bunker Hill Avenue

Waterbury, CT

3 beds | 1 baths | 1,196 sq.ft.

$299,999

Airbnb cash on cash: 0.75%

Traditional cash on cash: 5.11%

Airbnb Rental Income: $1529

Traditional Rental Income: $2315

Airbnb ROI: 0.75%

Traditional ROI: 5.11%

39 Glendale Drive

Waterbury, CT

3 beds | 2 baths | 1,326 sq.ft.

$349,500

Airbnb cash on cash: 0.94%

Traditional cash on cash: 2.74%

Airbnb Rental Income: $1577

Traditional Rental Income: $1716

Airbnb ROI: 0.94%

Traditional ROI: 2.74%

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%

26 Highview Street

Waterbury, CT

3 beds | 2 baths | 1,086 sq.ft.

$250,000

Airbnb cash on cash: 4.05%

Traditional cash on cash: 7.54%

Airbnb Rental Income: $2223

Traditional Rental Income: $2487

Airbnb ROI: 4.05%