Real Estate Investment Properties for Sale in Colebrook, CT

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
11 Shantry Rd Colebrook, CT Unique property with 149+/- acres, open meadow, abundant standing softwoods and hardwoods,...	3 beds \| 1 baths \| 1,443 sq.ft.	$980,000	Airbnb cash on cash: 1.05% Traditional cash on cash: 1.2% Airbnb Rental Income: $3798 Traditional Rental Income: $3116 Airbnb ROI: 1.05% Traditional ROI: 1.2%
82 Riverton Rd Colebrook, CT 82 Riverton Rd, Colebrook, CT 06021 \| Other	N/A beds \| N/A baths \| 2,538 sq.ft.	$850,000	Airbnb cash on cash: 5.66% Traditional cash on cash: -1.92% Airbnb Rental Income: $8685 Traditional Rental Income: $1051 Airbnb ROI: 5.66% Traditional ROI: -1.92%
Winsted - Norfolk Rd Colebrook, CT Winsted - Norfolk Rd, Colebrook, CT 06021 \| Other	N/A beds \| N/A baths \| N/A	$1,350,000	Airbnb cash on cash: 2.41% Traditional cash on cash: -2.5% Airbnb Rental Income: $8685 Traditional Rental Income: $884 Airbnb ROI: 2.41% Traditional ROI: -2.5%
208 Old Forge Rd Colebrook, CT 208 Old Forge Rd, Colebrook, CT 06065 \| Single Family Residential	3 beds \| 2 baths \| 2,088 sq.ft.	$586,900	Airbnb cash on cash: 2.14% Traditional cash on cash: 1.6% Airbnb Rental Income: $3798 Traditional Rental Income: $2680 Airbnb ROI: 2.14% Traditional ROI: 1.6%
Investment Properties for Sale in Other Cities of Connecticut
23 Heaton Street Waterbury , CT Beautiful 3-Bedroom Home Built in 2009 - Move-In Ready! Welcome to 23 Heaton Street, a wel...	3 beds \| 3 baths \| 1,716 sq.ft.	$374,995	Airbnb cash on cash: -0.35% Traditional cash on cash: 3.94% Airbnb Rental Income: $1673 Traditional Rental Income: $2715 Airbnb ROI: -0.35% Traditional ROI: 3.94%
2 Elmwood Dr #2 Fairfield , CT Rare opportunity in sought-after Southport Green-just steps to Southport Village and Metro...	3 beds \| 3 baths \| 3,328 sq.ft.	$2,399,000	Airbnb cash on cash: -1.79% Traditional cash on cash: 0.1% Airbnb Rental Income: $2373 Traditional Rental Income: $5995 Airbnb ROI: -1.79% Traditional ROI: 0.1%
23 Arcadia Ave Stratford , CT GORGEOUS NORTHEN PARADISE GREEN CAPE THAT WILL HIT ALL THE HIGH NOTES FOR YOUR BUYER! BRAN...	3 beds \| 2 baths \| 1,653 sq.ft.	$525,000	Airbnb cash on cash: 0.73% Traditional cash on cash: 4.22% Airbnb Rental Income: $2065 Traditional Rental Income: $3241 Airbnb ROI: 0.73% Traditional ROI: 4.22%
286 Moose Hill Rd Monroe , CT Welcome to this well maintained ranch style home nestled away from nearby amenities, but c...	2 beds \| 1 baths \| 1,012 sq.ft.	$549,000	Airbnb cash on cash: 0.59% Traditional cash on cash: 2.7% Airbnb Rental Income: $2198 Traditional Rental Income: $2727 Airbnb ROI: 0.59% Traditional ROI: 2.7%
16 Marlene Dr Ledyard , CT RARE FIND! A 4-bedroom mobile home on its own land. You heard me right. Vinyl sided, newer...	4 beds \| 1 baths \| 1,260 sq.ft.	$189,900	Airbnb cash on cash: N/A Traditional cash on cash: 10.16% Airbnb Rental Income: $null Traditional Rental Income: $2298 Airbnb ROI: N/A Traditional ROI: 10.16%
32 WILLINGTON AVENUE Stafford Springs , CT Completely renovated old-style Colonial that sits on1.72 private acres. Nestled in the woo...	3 beds \| 2 baths \| 1,047 sq.ft.	$349,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.4% Airbnb Rental Income: $null Traditional Rental Income: $2593 Airbnb ROI: N/A Traditional ROI: 5.4%
28 Lily Pond Rd Griswold , CT Buy through Auction.com. This foreclosure property is a great opportunity to invest in thi...	3 beds \| 1 baths \| 1,412 sq.ft.	$375,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.46% Airbnb Rental Income: $null Traditional Rental Income: $1992 Airbnb ROI: N/A Traditional ROI: 3.46%
262 Great Plain Rd #17 Danbury , CT NEWLY REMODELED CABIN IN LAKE COMMUNITY. WALK TO BEACH. LARGE SHED FOR STORAGE. LAKE VIEWS...	2 beds \| 1 baths \| 578 sq.ft.	$239,000	Airbnb cash on cash: 3.18% Traditional cash on cash: 3.1% Airbnb Rental Income: $1708 Traditional Rental Income: $1218 Airbnb ROI: 3.18% Traditional ROI: 3.1%
619 Queen St Bridgeport , CT Here's your chance to own a highly sought-after rental property in Bridgeport's North End,...	3 beds \| 1 baths \| 864 sq.ft.	$359,000	Airbnb cash on cash: 0.71% Traditional cash on cash: 3.88% Airbnb Rental Income: $1671 Traditional Rental Income: $2273 Airbnb ROI: 0.71% Traditional ROI: 3.88%
1462 South Avenue Stratford , CT This absolutely charming, bright, and tastefully updated condo alternative checks every bo...	3 beds \| 2 baths \| 1,152 sq.ft.	$299,000	Airbnb cash on cash: 2.47% Traditional cash on cash: 7.73% Airbnb Rental Income: $2065 Traditional Rental Income: $3013 Airbnb ROI: 2.47% Traditional ROI: 7.73%
65 Westfield St West Haven , CT This Allingtown 2 Story home offers an excellent opportunity located near West River Park,...	3 beds \| 1 baths \| 1,275 sq.ft.	$265,000	Airbnb cash on cash: 3.31% Traditional cash on cash: 4.16% Airbnb Rental Income: $2160 Traditional Rental Income: $1822 Airbnb ROI: 3.31% Traditional ROI: 4.16%
50 Summersweet Pl Stratford , CT WONDERFUL LOCATION LENDS ITSELF TO THIS CUSTOM BUILT 4 BEDROOM COLONIAL ON LEVEL HALF ACRE...	4 beds \| 2 baths \| 2,118 sq.ft.	$719,900	Airbnb cash on cash: 0.11% Traditional cash on cash: 2.77% Airbnb Rental Income: $2355 Traditional Rental Income: $3559 Airbnb ROI: 0.11% Traditional ROI: 2.77%
153 THOMPSON HILL RD Portland , CT Invest with success and buy through Auction.com. This bank-owned investment property is a ...	3 beds \| 2 baths \| 1,704 sq.ft.	$451,000	Airbnb cash on cash: -0.23% Traditional cash on cash: 3.54% Airbnb Rental Income: $1388 Traditional Rental Income: $2560 Airbnb ROI: -0.23% Traditional ROI: 3.54%
180 E Rocks Road Norwalk , CT Welcome to 180 East Rocks Road in the desirable Cranbury neighborhood. Experience comfort ...	4 beds \| 3 baths \| 3,332 sq.ft.	$1,050,000	Airbnb cash on cash: 1.07% Traditional cash on cash: 3.27% Airbnb Rental Income: $4407 Traditional Rental Income: $5637 Airbnb ROI: 1.07% Traditional ROI: 3.27%

Real Estate investment in Colebrook, CT

There are 4 properties for sale in the city of Colebrook . The median list price in Colebrook is $275,000 and the average price per square foot is $105. In March 2026, the average monthly cash on cash return in Colebrook is 1.00%. The average monthly rental income in Colebrook is $1,051.

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

There are 4 investment properties available for sale in Colebrook.

In 2026, the best neighborhood to buy investment property is Colebrook.

The ROI for Short-Term is higher than the Long-Term in Colebrook with average rental income of $8,685.

Your search for investment property begins and ends here

Investment Property for Sale in Colebrook, CT

11 Shantry Rd

Colebrook, CT

3 beds | 1 baths | 1,443 sq.ft.

$980,000

Airbnb cash on cash: 1.05%

Traditional cash on cash: 1.2%

Airbnb Rental Income: $3798

Traditional Rental Income: $3116

Airbnb ROI: 1.05%

Traditional ROI: 1.2%

82 Riverton Rd

Colebrook, CT

N/A beds | N/A baths | 2,538 sq.ft.

$850,000

Airbnb cash on cash: 5.66%

Traditional cash on cash: -1.92%

Airbnb Rental Income: $8685

Traditional Rental Income: $1051

Airbnb ROI: 5.66%

Traditional ROI: -1.92%

Winsted - Norfolk Rd

Colebrook, CT

N/A beds | N/A baths | N/A

$1,350,000

Airbnb cash on cash: 2.41%

Traditional cash on cash: -2.5%

Airbnb Rental Income: $8685

Traditional Rental Income: $884

Airbnb ROI: 2.41%

Traditional ROI: -2.5%

208 Old Forge Rd

Colebrook, CT

3 beds | 2 baths | 2,088 sq.ft.

$586,900

Airbnb cash on cash: 2.14%

Traditional cash on cash: 1.6%

Airbnb Rental Income: $3798

Traditional Rental Income: $2680

Airbnb ROI: 2.14%

Traditional ROI: 1.6%

Investment Properties for Sale in Other Cities of Connecticut

Waterbury , CT

3 beds | 3 baths | 1,716 sq.ft.

$374,995

Airbnb cash on cash: -0.35%

Traditional cash on cash: 3.94%

Airbnb Rental Income: $1673

Traditional Rental Income: $2715

Airbnb ROI: -0.35%

Traditional ROI: 3.94%

Fairfield , CT

3 beds | 3 baths | 3,328 sq.ft.

$2,399,000

Airbnb cash on cash: -1.79%

Traditional cash on cash: 0.1%

Airbnb Rental Income: $2373

Traditional Rental Income: $5995

Airbnb ROI: -1.79%

Traditional ROI: 0.1%

Stratford , CT

3 beds | 2 baths | 1,653 sq.ft.

$525,000

Airbnb cash on cash: 0.73%

Traditional cash on cash: 4.22%

Airbnb Rental Income: $2065

Traditional Rental Income: $3241

Airbnb ROI: 0.73%

Traditional ROI: 4.22%

Monroe , CT

2 beds | 1 baths | 1,012 sq.ft.

$549,000

Airbnb cash on cash: 0.59%

Traditional cash on cash: 2.7%

Airbnb Rental Income: $2198

Traditional Rental Income: $2727

Airbnb ROI: 0.59%

Traditional ROI: 2.7%

Ledyard , CT

4 beds | 1 baths | 1,260 sq.ft.