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
126 Straits Tpke Watertown, CT Welcome to this expansive ranch-style home with 3 bedrooms and 3.5 baths, ideally situated...	3 beds \| 1 baths \| 1,754 sq.ft.	$460,000	Airbnb cash on cash: 0.4% Traditional cash on cash: 4.55% Airbnb Rental Income: $1952 Traditional Rental Income: $3225 Airbnb ROI: 0.4% Traditional ROI: 4.55%
57 Bayview Circle Watertown, CT This Contemporary home sits in one of Watertown's most desirable neighborhoods and offers ...	4 beds \| 3 baths \| 3,438 sq.ft.	$649,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.88% Airbnb Rental Income: $null Traditional Rental Income: $4752 Airbnb ROI: N/A Traditional ROI: 4.88%
131 Greenwood St Watertown, CT A great opportunity to live in Watertown! This Dutch Colonial/Cape styled home with hardwo...	3 beds \| 1 baths \| 1,248 sq.ft.	$315,000	Airbnb cash on cash: 2.33% Traditional cash on cash: 3.95% Airbnb Rental Income: $1952 Traditional Rental Income: $1918 Airbnb ROI: 2.33% Traditional ROI: 3.95%
305 Killorin Rd Watertown, CT Experience the perfect blend of space, style, and comfort in this stunning contemporary ra...	4 beds \| 3 baths \| 4,912 sq.ft.	$800,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.75% Airbnb Rental Income: $null Traditional Rental Income: $4308 Airbnb ROI: N/A Traditional ROI: 2.75%
1461 Bunker Hill Rd Watertown, CT PRICE NEGOTIABLE. Colonial customed build home. Presents itself with cherry wood flooring ...	4 beds \| 3 baths \| 6,950 sq.ft.	$899,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.5% Airbnb Rental Income: $null Traditional Rental Income: $8014 Airbnb ROI: N/A Traditional ROI: 6.5%
48 Wentworth Court unit: 9 #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: -0.81% Traditional cash on cash: 2.43% Airbnb Rental Income: $1952 Traditional Rental Income: $2970 Airbnb ROI: -0.81% Traditional ROI: 2.43%
42 Wentworth Court unit: 11 #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: -0.94% Traditional cash on cash: 2.3% Airbnb Rental Income: $1952 Traditional Rental Income: $3061 Airbnb ROI: -0.94% Traditional ROI: 2.3%
13 Wentworth Court unit: 7 #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: -1.02% Traditional cash on cash: 2.84% Airbnb Rental Income: $1952 Traditional Rental Income: $3449 Airbnb ROI: -1.02% Traditional ROI: 2.84%
44 Wentworth Court unit: 10 #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: -0.84% Traditional cash on cash: 2.43% Airbnb Rental Income: $1952 Traditional Rental Income: $3003 Airbnb ROI: -0.84% Traditional ROI: 2.43%
34 Wentworth Court unit: 13 #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: -1.06% Traditional cash on cash: 2.48% Airbnb Rental Income: $1952 Traditional Rental Income: $3312 Airbnb ROI: -1.06% Traditional ROI: 2.48%
32 Turnberry Court unit: 2 #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: -1.07% Traditional cash on cash: 2.44% Airbnb Rental Income: $1952 Traditional Rental Income: $3312 Airbnb ROI: -1.07% Traditional ROI: 2.44%
38 Turnberry Court unit: 4 #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: -0.84% Traditional cash on cash: 2.45% Airbnb Rental Income: $1952 Traditional Rental Income: $3019 Airbnb ROI: -0.84% Traditional ROI: 2.45%
84 Turnberry Court unit: 21 #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: -0.93% Traditional cash on cash: 2.28% Airbnb Rental Income: $1952 Traditional Rental Income: $3038 Airbnb ROI: -0.93% Traditional ROI: 2.28%
38 Wentworth Court unit: 12 #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: -1.2% Traditional cash on cash: 3.08% Airbnb Rental Income: $1952 Traditional Rental Income: $3874 Airbnb ROI: -1.2% Traditional ROI: 3.08%
19 Wentworth Court unit: 8 #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: -1.25% Traditional cash on cash: 2.68% Airbnb Rental Income: $1952 Traditional Rental Income: $3734 Airbnb ROI: -1.25% Traditional ROI: 2.68%
278 Georgetown 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: -0.88% Traditional cash on cash: 3.38% Airbnb Rental Income: $1952 Traditional Rental Income: $4023 Airbnb ROI: -0.88% Traditional ROI: 3.38%
27 Turnberry Court unit: 1 #1 Watertown, CT Easy Living Begins at Turnberry Estates - a thoughtfully designed 55+ adult community offe...	3 beds \| 2 baths \| 1,444 sq.ft.	$492,707	Airbnb cash on cash: -0.75% Traditional cash on cash: 2.84% Airbnb Rental Income: $1952 Traditional Rental Income: $3090 Airbnb ROI: -0.75% Traditional ROI: 2.84%
67 Turnberry Court unit: 16 #16 Watertown, CT Easy Living Begins at Turnberry Estates - a thoughtfully designed 55+ adult community offe...	3 beds \| 2 baths \| 1,816 sq.ft.	$574,039	Airbnb cash on cash: -1.08% Traditional cash on cash: 2.17% Airbnb Rental Income: $1952 Traditional Rental Income: $3183 Airbnb ROI: -1.08% Traditional ROI: 2.17%
65 Turnberry Court unit: 15 #15 Watertown, CT Easy Living Begins at Turnberry Estates - a thoughtfully designed 55+ adult community offe...	3 beds \| 2 baths \| 1,588 sq.ft.	$515,560	Airbnb cash on cash: -0.85% Traditional cash on cash: 2.48% Airbnb Rental Income: $1952 Traditional Rental Income: $3042 Airbnb ROI: -0.85% Traditional ROI: 2.48%
29 Cannon Ridge Dr #29 Watertown, CT Welcome to 29 Cannon Ridge at the Artillery Hill community, a beautifully renovated 2-bedr...	2 beds \| 1 baths \| 1,372 sq.ft.	$314,900	Airbnb cash on cash: -0.83% Traditional cash on cash: 4.25% Airbnb Rental Income: $1505 Traditional Rental Income: $2593 Airbnb ROI: -0.83% Traditional ROI: 4.25%
243 Echo Lake Rd #B10 Watertown, CT 243 Echo Lake Rd #B10, Watertown, CT 06795 \| Condo/Coop	3 beds \| 2 baths \| 1,500 sq.ft.	$329,900	Airbnb cash on cash: 0.42% Traditional cash on cash: 5.99% Airbnb Rental Income: $1952 Traditional Rental Income: $3167 Airbnb ROI: 0.42% Traditional ROI: 5.99%
195 Hinman Rd Watertown, CT 195 Hinman Rd, Watertown, CT 06795 \| Single Family Residential	4 beds \| 3 baths \| 3,926 sq.ft.	$799,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.59% Airbnb Rental Income: $null Traditional Rental Income: $4352 Airbnb ROI: N/A Traditional ROI: 2.59%
114 Wheeler Farm Rd Watertown, CT 114 Wheeler Farm Rd, Watertown, CT 06795 \| Single Family Residential	4 beds \| 3 baths \| 3,836 sq.ft.	$1,100,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.7% Airbnb Rental Income: $null Traditional Rental Income: $4010 Airbnb ROI: N/A Traditional ROI: 0.7%
176 Hidden Pond Dr Watertown, CT 176 Hidden Pond Dr, Watertown, CT 06795 \| Single Family Residential	5 beds \| 4 baths \| 7,490 sq.ft.	$1,250,000	Airbnb cash on cash: -2.64% Traditional cash on cash: 1.36% Airbnb Rental Income: $1025 Traditional Rental Income: $5315 Airbnb ROI: -2.64% Traditional ROI: 1.36%
1543 Litchfield Rd Watertown, CT 1543 Litchfield Rd, Watertown, CT 06795 \| Single Family Residential	3 beds \| 2 baths \| 1,750 sq.ft.	$550,000	Airbnb cash on cash: -0.51% Traditional cash on cash: 2.41% Airbnb Rental Income: $1952 Traditional Rental Income: $2935 Airbnb ROI: -0.51% Traditional ROI: 2.41%
Lot 20 Bassett Rd Watertown, CT Lot 20 Bassett Rd, Watertown, CT 06795 \| Single Family Residential	4 beds \| 3 baths \| 2,611 sq.ft.	$749,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.58% Airbnb Rental Income: $null Traditional Rental Income: $4078 Airbnb ROI: N/A Traditional ROI: 2.58%
Litchfield Rd Watertown, CT Litchfield Rd, Watertown, CT 06795 \| Single Family Residential	N/A beds \| N/A baths \| 2,631 sq.ft.	$160,000	Airbnb cash on cash: 3.5% Traditional cash on cash: 8.13% Airbnb Rental Income: $1547 Traditional Rental Income: $1807 Airbnb ROI: 3.5% Traditional ROI: 8.13%
Old Colonial Rd Watertown, CT Old Colonial Rd, Watertown, CT 06795 \| Other	N/A beds \| N/A baths \| N/A	$99,000	Airbnb cash on cash: 7.39% Traditional cash on cash: 5.13% Airbnb Rental Income: $1547 Traditional Rental Income: $883 Airbnb ROI: 7.39% Traditional ROI: 5.13%
111 Fairview Ave Watertown, CT 111 Fairview Ave, Watertown, CT 06795 \| Other	N/A beds \| N/A baths \| N/A	$120,000	Airbnb cash on cash: 5.62% Traditional cash on cash: 3.7% Airbnb Rental Income: $1547 Traditional Rental Income: $878 Airbnb ROI: 5.62% Traditional ROI: 3.7%
0 French St Watertown, CT 0 French St, Watertown, CT 06795 \| Other	N/A beds \| N/A baths \| N/A	$800,000	Airbnb cash on cash: -1.78% Traditional cash on cash: -2.07% Airbnb Rental Income: $1547 Traditional Rental Income: $883 Airbnb ROI: -1.78% Traditional ROI: -2.07%
1774 Bunker Hill Rd Watertown, CT Opportunity Knocks with this handyman special or investor opportunity in a desirable Water...	3 beds \| 1 baths \| 1,260 sq.ft.	$275,000	Airbnb cash on cash: 2.19% Traditional cash on cash: 7.21% Airbnb Rental Income: $1952 Traditional Rental Income: $2737 Airbnb ROI: 2.19% Traditional ROI: 7.21%
1604 Bunker Hill Rd Watertown, CT 1604 Bunker Hill Rd, Watertown, CT 06795 \| Other	N/A beds \| N/A baths \| N/A	$500,000	Airbnb cash on cash: -0.97% Traditional cash on cash: -1.43% Airbnb Rental Income: $1547 Traditional Rental Income: $883 Airbnb ROI: -0.97% Traditional ROI: -1.43%
Frost Bridge Rd Watertown, CT Frost Bridge Rd, Watertown, CT 06795 \| Other	N/A beds \| N/A baths \| N/A	$8,000,000	Airbnb cash on cash: -3% Traditional cash on cash: -3.03% Airbnb Rental Income: $1547 Traditional Rental Income: $883 Airbnb ROI: -3% Traditional ROI: -3.03%
27 Roberts Ave Watertown, CT This early 1900's Colonial is filled with warmth, character, and outdoor charm. Nestled al...	4 beds \| 2 baths \| 1,620 sq.ft.	$475,000	Airbnb cash on cash: N/A Traditional cash on cash: 5% Airbnb Rental Income: $null Traditional Rental Income: $3409 Airbnb ROI: N/A Traditional ROI: 5%
87 Woodruff Ave Watertown, CT 87 Woodruff Ave, Watertown, CT 06795 \| Multi Family	4 beds \| 2 baths \| 2,006 sq.ft.	$424,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.96% Airbnb Rental Income: $null Traditional Rental Income: $2910 Airbnb ROI: N/A Traditional ROI: 3.96%
163 Pawnee Rd Watertown, CT 163 Pawnee Rd, Watertown, CT 06795 \| Single Family Residential	2 beds \| 2 baths \| 1,420 sq.ft.	$325,000	Airbnb cash on cash: -0.05% Traditional cash on cash: 3.75% Airbnb Rental Income: $1505 Traditional Rental Income: $2228 Airbnb ROI: -0.05% Traditional ROI: 3.75%
86 Cannon Ridge Dr #86 Watertown, CT Welcome to 86 Cannon Ridge Drive, a charming two-bedroom, two-bath end-unit townhouse loca...	2 beds \| 2 baths \| 1,110 sq.ft.	$299,900	Airbnb cash on cash: -1.48% Traditional cash on cash: 2.69% Airbnb Rental Income: $1505 Traditional Rental Income: $2243 Airbnb ROI: -1.48% Traditional ROI: 2.69%
221 Charter Oak Dr Watertown, CT 221 Charter Oak Dr, Watertown, CT 06795 \| Single Family Residential	3 beds \| 2 baths \| 1,708 sq.ft.	$619,999	Airbnb cash on cash: -0.8% Traditional cash on cash: 0.65% Airbnb Rental Income: $1952 Traditional Rental Income: $2280 Airbnb ROI: -0.8% Traditional ROI: 0.65%

Real Estate investment in Watertown, CT

There are 38 properties for sale in the city of Watertown . The median list price in Watertown is $574,520 and the average price per square foot is $263. In February 2026, the average monthly cash on cash return in Watertown is 3.00%. The average monthly rental income in Watertown is $3,040.

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

There are 38 investment properties available for sale in Watertown.

In 2026, 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 $3,040.

Your search for investment property begins and ends here

Investment Property for Sale in Watertown, CT

126 Straits Tpke

Watertown, CT

3 beds | 1 baths | 1,754 sq.ft.

$460,000

Airbnb cash on cash: 0.4%

Traditional cash on cash: 4.55%

Airbnb Rental Income: $1952

Traditional Rental Income: $3225

Airbnb ROI: 0.4%

Traditional ROI: 4.55%

57 Bayview Circle

Watertown, CT

4 beds | 3 baths | 3,438 sq.ft.

$649,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.88%

Airbnb Rental Income: $null

Traditional Rental Income: $4752

Airbnb ROI: N/A

Traditional ROI: 4.88%

131 Greenwood St

Watertown, CT

3 beds | 1 baths | 1,248 sq.ft.

$315,000

Airbnb cash on cash: 2.33%

Traditional cash on cash: 3.95%

Airbnb Rental Income: $1952

Traditional Rental Income: $1918

Airbnb ROI: 2.33%

Traditional ROI: 3.95%

305 Killorin Rd

Watertown, CT

4 beds | 3 baths | 4,912 sq.ft.

$800,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.75%

Airbnb Rental Income: $null

Traditional Rental Income: $4308

Airbnb ROI: N/A

Traditional ROI: 2.75%

1461 Bunker Hill Rd

Watertown, CT

4 beds | 3 baths | 6,950 sq.ft.

$899,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.5%

Airbnb Rental Income: $null

Traditional Rental Income: $8014

Airbnb ROI: N/A

Traditional ROI: 6.5%

48 Wentworth Court unit: 9 #9

Watertown, CT

3 beds | 2 baths | 1,444 sq.ft.

$506,562

Airbnb cash on cash: -0.81%

Traditional cash on cash: 2.43%

Airbnb Rental Income: $1952

Traditional Rental Income: $2970

Airbnb ROI: -0.81%

Traditional ROI: 2.43%

42 Wentworth Court unit: 11 #11

Watertown, CT

3 beds | 2 baths | 1,681 sq.ft.

$536,730

Airbnb cash on cash: -0.94%

Traditional cash on cash: 2.3%

Airbnb Rental Income: $1952

Traditional Rental Income: $3061

Airbnb ROI: -0.94%

Traditional ROI: 2.3%

13 Wentworth Court unit: 7 #7

Watertown, CT

3 beds | 2 baths | 1,792 sq.ft.

$557,534

Airbnb cash on cash: -1.02%

Traditional cash on cash: 2.84%

Airbnb Rental Income: $1952

Traditional Rental Income: $3449

Airbnb ROI: -1.02%