Real Estate Investment Properties for Sale in Watertown, CT

Looking for investment property in Watertown, CT with high ROI ?

Explore a variety of short-term homes & houses in Watertown, CT. Invest wisely with VRBO & Watertown, 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 Watertown, CT

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
1743 Litchfield Road Watertown, CT Beautiful 4 bedroom colonial with front porch set on 2.13 acres of secluded, landscaped gr...	4 beds \| 3 baths \| 2,688 sq.ft.	$645,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.92% Airbnb Rental Income: $null Traditional Rental Income: $4437 Airbnb ROI: N/A Traditional ROI: 4.92%
127 Sunnyside Avenue Watertown, CT Welcome home! Step inside this Beautiful totally remodeled Cape in 2020 with additional up...	3 beds \| 2 baths \| 1,588 sq.ft.	$353,900	Airbnb cash on cash: 0.83% Traditional cash on cash: 6.97% Airbnb Rental Income: $1445 Traditional Rental Income: $3053 Airbnb ROI: 0.83% Traditional ROI: 6.97%
104 Edge Road Watertown, CT Remodeled ranch style home has 6 rooms, 3 bedrooms, 1.5 bathrooms, plus extra room that ca...	3 beds \| 2 baths \| 1,268 sq.ft.	$359,900	Airbnb cash on cash: 0.57% Traditional cash on cash: 5.82% Airbnb Rental Income: $1445 Traditional Rental Income: $2787 Airbnb ROI: 0.57% Traditional ROI: 5.82%
120 Williamson Circle Watertown, CT Welcome to 120 Williamson Circle! This 3 bedroom, 2 full bath ranch offers comfort, charac...	3 beds \| 2 baths \| 1,732 sq.ft.	$385,000	Airbnb cash on cash: 0.26% Traditional cash on cash: 5.97% Airbnb Rental Income: $1445 Traditional Rental Income: $3078 Airbnb ROI: 0.26% Traditional ROI: 5.97%
166 Ice House Road #6 Watertown, CT Hard to find a better set up for one floor living. This special unit located in Reflection...	2 beds \| 2 baths \| 1,927 sq.ft.	$450,000	Airbnb cash on cash: -1.78% Traditional cash on cash: 0.04% Airbnb Rental Income: $1549 Traditional Rental Income: $1869 Airbnb ROI: -1.78% Traditional ROI: 0.04%
201 Mount Fair Drive Watertown, CT Welcome to this charming two-story Colonial nestled in a friendly neighborhood, offering a...	3 beds \| 3 baths \| 2,428 sq.ft.	$573,999	Airbnb cash on cash: -1.4% Traditional cash on cash: 1.57% Airbnb Rental Income: $1445 Traditional Rental Income: $2611 Airbnb ROI: -1.4% Traditional ROI: 1.57%
1461 Bunker Hill Road Watertown, CT Motivated seller. Prestine Location! A beautiful property. Prestine custom build colonial ...	4 beds \| 4 baths \| 6,950 sq.ft.	$939,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.93% Airbnb Rental Income: $null Traditional Rental Income: $8014 Airbnb ROI: N/A Traditional ROI: 5.93%
77 Hubbell Avenue Watertown, CT Charming & remodeled 4 Bedroom Colonial with beautiful brand new kitchen with Quartz Count...	4 beds \| 2 baths \| 1,558 sq.ft.	$425,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.04% Airbnb Rental Income: $null Traditional Rental Income: $2942 Airbnb ROI: N/A Traditional ROI: 4.04%
96 Neill Drive Watertown, CT NEW PRICE!! MOTIVATED SELLER! Check out this beautifully remodeled Colonial with an in-law...	5 beds \| 4 baths \| 4,550 sq.ft.	$589,900	Airbnb cash on cash: -1.95% Traditional cash on cash: 8.37% Airbnb Rental Income: $1115 Traditional Rental Income: $6425 Airbnb ROI: -1.95% Traditional ROI: 8.37%
48 Wentworth Court #9 Watertown, CT Easy Living Begins at Turnberry Estates - a thoughtfully designed 55+ adult community offe...	3 beds \| 2 baths \| 1,444 sq.ft.	$506,562	Airbnb cash on cash: -1.7% Traditional cash on cash: 2.43% Airbnb Rental Income: $1445 Traditional Rental Income: $2970 Airbnb ROI: -1.7% Traditional ROI: 2.43%
42 Wentworth Court #11 Watertown, CT Easy Living Begins at Turnberry Estates - a thoughtfully designed 55+ adult community offe...	3 beds \| 2 baths \| 1,681 sq.ft.	$536,730	Airbnb cash on cash: -1.78% Traditional cash on cash: 2.3% Airbnb Rental Income: $1445 Traditional Rental Income: $3061 Airbnb ROI: -1.78% Traditional ROI: 2.3%
13 Wentworth Court #7 Watertown, CT Easy Living Begins at Turnberry Estates - a thoughtfully designed 55+ adult community offe...	3 beds \| 2 baths \| 1,792 sq.ft.	$557,534	Airbnb cash on cash: -1.83% Traditional cash on cash: 2.84% Airbnb Rental Income: $1445 Traditional Rental Income: $3449 Airbnb ROI: -1.83% Traditional ROI: 2.84%
49 Turnberry Court #5 Watertown, CT Easy Living Begins at Turnberry Estates - a thoughtfully designed 55+ adult community offe...	3 beds \| 2 baths \| 1,444 sq.ft.	$499,405	Airbnb cash on cash: -1.68% Traditional cash on cash: 1.84% Airbnb Rental Income: $1445 Traditional Rental Income: $2659 Airbnb ROI: -1.68% Traditional ROI: 1.84%
44 Wentworth Court #10 Watertown, CT Easy Living Begins at Turnberry Estates - a thoughtfully designed 55+ adult community offe...	3 beds \| 2 baths \| 1,537 sq.ft.	$512,741	Airbnb cash on cash: -1.72% Traditional cash on cash: 2.43% Airbnb Rental Income: $1445 Traditional Rental Income: $3003 Airbnb ROI: -1.72% Traditional ROI: 2.43%
39 Turnberry Court #3 Watertown, CT Easy Living Begins at Turnberry Estates - a thoughtfully designed 55+ adult community offe...	3 beds \| 2 baths \| 1,754 sq.ft.	$540,000	Airbnb cash on cash: -1.79% Traditional cash on cash: 1.7% Airbnb Rental Income: $1445 Traditional Rental Income: $2776 Airbnb ROI: -1.79% Traditional ROI: 1.7%
34 Wentworth Court #13 Watertown, CT Easy Living Begins at Turnberry Estates - a thoughtfully designed 55+ adult community offe...	3 beds \| 2 baths \| 1,804 sq.ft.	$566,825	Airbnb cash on cash: -1.85% Traditional cash on cash: 2.48% Airbnb Rental Income: $1445 Traditional Rental Income: $3312 Airbnb ROI: -1.85% Traditional ROI: 2.48%
21 Hidden Pond Drive Watertown, CT *PRICE IMPROVEMENT* Welcome to this Majestic Colonial home, nestled on a picturesque 1...	5 beds \| 4 baths \| 4,414 sq.ft.	$799,900	Airbnb cash on cash: -2.26% Traditional cash on cash: 5.34% Airbnb Rental Income: $1115 Traditional Rental Income: $6402 Airbnb ROI: -2.26% Traditional ROI: 5.34%
32 Turnberry Court #2 Watertown, CT Easy Living Begins at Turnberry Estates - a thoughtfully designed 55+ adult community offe...	3 beds \| 2 baths \| 1,806 sq.ft.	$571,560	Airbnb cash on cash: -1.86% Traditional cash on cash: 2.44% Airbnb Rental Income: $1445 Traditional Rental Income: $3312 Airbnb ROI: -1.86% Traditional ROI: 2.44%
38 Turnberry Court #4 Watertown, CT Easy Living Begins at Turnberry Estates - a thoughtfully designed 55+ adult community offe...	3 beds \| 2 baths \| 1,588 sq.ft.	$513,380	Airbnb cash on cash: -1.72% Traditional cash on cash: 2.45% Airbnb Rental Income: $1445 Traditional Rental Income: $3019 Airbnb ROI: -1.72% Traditional ROI: 2.45%
84 Turnberry Court #21 Watertown, CT Easy Living Begins at Turnberry Estates - a thoughtfully designed 55+ adult community offe...	3 beds \| 2 baths \| 1,588 sq.ft.	$533,665	Airbnb cash on cash: -1.77% Traditional cash on cash: 2.28% Airbnb Rental Income: $1445 Traditional Rental Income: $3038 Airbnb ROI: -1.77% Traditional ROI: 2.28%
60 Mason Avenue Watertown, CT Perfect starter home! This charming one level ranch has recently been professionally clean...	2 beds \| 1 baths \| 846 sq.ft.	$199,900	Airbnb cash on cash: 2.22% Traditional cash on cash: 5.46% Airbnb Rental Income: $1549 Traditional Rental Income: $1716 Airbnb ROI: 2.22% Traditional ROI: 5.46%
97 Orchard Lane Watertown, CT " Submit Highest and Best" by this Monday @6PM. Attention Investors and handymen alike. In...	3 beds \| 2 baths \| 1,946 sq.ft.	$325,000	Airbnb cash on cash: -0.1% Traditional cash on cash: 7.59% Airbnb Rental Income: $1445 Traditional Rental Income: $3363 Airbnb ROI: -0.1% Traditional ROI: 7.59%
180 Norway Street Watertown, CT Coming Soon - 1208 Sq Ft. Cape Cod consisting of 3 Bedrooms & 2 full Baths situated on 0.2...	3 beds \| 2 baths \| 1,971 sq.ft.	$289,900	Airbnb cash on cash: 0.27% Traditional cash on cash: 8.6% Airbnb Rental Income: $1445 Traditional Rental Income: $3290 Airbnb ROI: 0.27% Traditional ROI: 8.6%
40 Honey Hill Road Watertown, CT For the first time on the market, this expansive raised ranch in desirable Watertown, Conn...	4 beds \| 3 baths \| 2,088 sq.ft.	$350,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.34% Airbnb Rental Income: $null Traditional Rental Income: $3858 Airbnb ROI: N/A Traditional ROI: 8.34%
101 Cutler Street Watertown, CT Welcome to this spacious 3-bedroom, 2-bath ranch that combines comfort, charm, and endless...	3 beds \| 2 baths \| 1,728 sq.ft.	$409,900	Airbnb cash on cash: -0.72% Traditional cash on cash: 4.72% Airbnb Rental Income: $1445 Traditional Rental Income: $3103 Airbnb ROI: -0.72% Traditional ROI: 4.72%
38 Wentworth Court #12 Watertown, CT Easy Living Begins at Turnberry Estates - a thoughtfully designed 55+ adult community offe...	3 beds \| 3 baths \| 2,328 sq.ft.	$609,600	Airbnb cash on cash: -1.94% Traditional cash on cash: 3.08% Airbnb Rental Income: $1445 Traditional Rental Income: $3874 Airbnb ROI: -1.94% Traditional ROI: 3.08%
66 Cornwall Drive Watertown, CT Welcome to 66 Cornwall Drive!!! Offered by the original owner, this lovingly cared for 3 b...	3 beds \| 2 baths \| 1,875 sq.ft.	$399,900	Airbnb cash on cash: -0.66% Traditional cash on cash: 5.47% Airbnb Rental Income: $1445 Traditional Rental Income: $3314 Airbnb ROI: -0.66% Traditional ROI: 5.47%
19 Wentworth Court #8 Watertown, CT Easy Living Begins at Turnberry Estates - a thoughtfully designed 55+ adult community offe...	3 beds \| 2 baths \| 2,407 sq.ft.	$625,713	Airbnb cash on cash: -1.97% Traditional cash on cash: 2.68% Airbnb Rental Income: $1445 Traditional Rental Income: $3734 Airbnb ROI: -1.97% Traditional ROI: 2.68%
278 Georgtown Drive Watertown, CT NEW CONSTRUCTION! Don't miss this chance to own a stunning new construction home nestled i...	3 beds \| 3 baths \| 2,540 sq.ft.	$649,900	Airbnb cash on cash: -1.6% Traditional cash on cash: 3.36% Airbnb Rental Income: $1445 Traditional Rental Income: $4023 Airbnb ROI: -1.6% Traditional ROI: 3.36%
35 Sills Drive Watertown, CT Original owner three-bedroom Raised Ranch located in a sought-after neighborhood on a leve...	3 beds \| 3 baths \| 1,644 sq.ft.	$349,900	Airbnb cash on cash: -0.31% Traditional cash on cash: 6.05% Airbnb Rental Income: $1445 Traditional Rental Income: $3104 Airbnb ROI: -0.31% Traditional ROI: 6.05%
134 Plainfield Drive Watertown, CT Welcome to this well-maintained Raised Ranch located in the desirable Oakville neighborhoo...	3 beds \| 2 baths \| 1,594 sq.ft.	$364,900	Airbnb cash on cash: -0.42% Traditional cash on cash: 5.32% Airbnb Rental Income: $1445 Traditional Rental Income: $2984 Airbnb ROI: -0.42% Traditional ROI: 5.32%
168 Bella Vista Drive Watertown, CT Experience refined living in this custom built, modern-minimalist brick colonial, where ti...	4 beds \| 4 baths \| 4,066 sq.ft.	$1,040,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.07% Airbnb Rental Income: $null Traditional Rental Income: $6095 Airbnb ROI: N/A Traditional ROI: 3.07%

Real Estate investment in Watertown, CT

There are 44 properties for sale in the city of Watertown . The median list price in Watertown is $450,000 and the average price per square foot is $222. In October 2025, the average monthly cash on cash return in Watertown is 4.00%. The average monthly rental income in Watertown is $3,078.

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

There are 44 investment properties available for sale in Watertown.

In 2025, the best neighborhood to buy investment property is Watertown.

The ROI for Long-Term is higher than the Short-Term in Watertown with average rental income of $3,078.

Your search for investment property begins and ends here

Investment Property for Sale in Watertown, CT

1743 Litchfield Road

Watertown, CT

4 beds | 3 baths | 2,688 sq.ft.

$645,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.92%

Airbnb Rental Income: $null

Traditional Rental Income: $4437

Airbnb ROI: N/A

Traditional ROI: 4.92%

127 Sunnyside Avenue

Watertown, CT

3 beds | 2 baths | 1,588 sq.ft.

$353,900

Airbnb cash on cash: 0.83%

Traditional cash on cash: 6.97%

Airbnb Rental Income: $1445

Traditional Rental Income: $3053

Airbnb ROI: 0.83%

Traditional ROI: 6.97%

104 Edge Road

Watertown, CT

3 beds | 2 baths | 1,268 sq.ft.

$359,900

Airbnb cash on cash: 0.57%

Traditional cash on cash: 5.82%

Airbnb Rental Income: $1445

Traditional Rental Income: $2787

Airbnb ROI: 0.57%

Traditional ROI: 5.82%

120 Williamson Circle

Watertown, CT

3 beds | 2 baths | 1,732 sq.ft.

$385,000

Airbnb cash on cash: 0.26%

Traditional cash on cash: 5.97%

Airbnb Rental Income: $1445

Traditional Rental Income: $3078

Airbnb ROI: 0.26%

Traditional ROI: 5.97%

166 Ice House Road #6

Watertown, CT

2 beds | 2 baths | 1,927 sq.ft.

$450,000

Airbnb cash on cash: -1.78%

Traditional cash on cash: 0.04%

Airbnb Rental Income: $1549

Traditional Rental Income: $1869

Airbnb ROI: -1.78%

Traditional ROI: 0.04%

201 Mount Fair Drive

Watertown, CT

3 beds | 3 baths | 2,428 sq.ft.

$573,999

Airbnb cash on cash: -1.4%

Traditional cash on cash: 1.57%

Airbnb Rental Income: $1445

Traditional Rental Income: $2611

Airbnb ROI: -1.4%

Traditional ROI: 1.57%

1461 Bunker Hill Road

Watertown, CT

4 beds | 4 baths | 6,950 sq.ft.

$939,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.93%

Airbnb Rental Income: $null

Traditional Rental Income: $8014

Airbnb ROI: N/A

Traditional ROI: 5.93%

77 Hubbell Avenue

Watertown, CT

4 beds | 2 baths | 1,558 sq.ft.

$425,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.04%

Airbnb Rental Income: $null

Traditional Rental Income: $2942

Airbnb ROI: N/A