Real Estate Investment Properties for Sale in Kent, CT

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

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

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
3 Studio Hill Road Kent, CT This exquisitely renovated historic saltbox 1741 home in Kent, CT offering 3 bedrooms and ...	3 beds \| 3 baths \| 2,902 sq.ft.	$1,285,000	Airbnb cash on cash: -1.28% Traditional cash on cash: 2.54% Airbnb Rental Income: $1237 Traditional Rental Income: $5403 Airbnb ROI: -1.28% Traditional ROI: 2.54%
308 Skiff Mountain Road Kent, CT A remarkable 139-acre property located up on Skiff Mountain surrounded by 7,000 acres of p...	3 beds \| 3 baths \| 3,296 sq.ft.	$995,000	Airbnb cash on cash: -0.94% Traditional cash on cash: 2.46% Airbnb Rental Income: $1237 Traditional Rental Income: $3992 Airbnb ROI: -0.94% Traditional ROI: 2.46%
221 Fuller Mountain Road Kent, CT This extraordinary residence is a masterful blend of timeless architectural inspiration an...	4 beds \| 5 baths \| 5,512 sq.ft.	$2,195,000	Airbnb cash on cash: -1.91% Traditional cash on cash: 1.87% Airbnb Rental Income: $1513 Traditional Rental Income: $8757 Airbnb ROI: -1.91% Traditional ROI: 1.87%
178 Carter Road Kent, CT Incredible opportunity in Kent featuring breathtaking westerly views and over 50 acres of ...	1 beds \| 2 baths \| 1,056 sq.ft.	$1,285,000	Airbnb cash on cash: -0.93% Traditional cash on cash: 0.83% Airbnb Rental Income: $836 Traditional Rental Income: $2607 Airbnb ROI: -0.93% Traditional ROI: 0.83%
168 Cobble Road Kent, CT Escape to this mountaintop retreat with sweeping, unobstructed views located off one of th...	4 beds \| 5 baths \| 3,790 sq.ft.	$1,795,000	Airbnb cash on cash: -1.1% Traditional cash on cash: 2.99% Airbnb Rental Income: $1513 Traditional Rental Income: $7885 Airbnb ROI: -1.1% Traditional ROI: 2.99%
23 Mauwee Brook Road Kent, CT "The Falls." Prominent Modernist Architect, Charles Gwathmey of Guggenheim Museum renovati...	4 beds \| 6 baths \| 5,400 sq.ft.	$6,995,000	Airbnb cash on cash: -1.34% Traditional cash on cash: 0.13% Airbnb Rental Income: $1513 Traditional Rental Income: $10661 Airbnb ROI: -1.34% Traditional ROI: 0.13%
103 Geer Mountain Rd Kent, CT 103 Geer Mountain Rd, Kent, CT 06785 \| Single Family Residential	3 beds \| 2 baths \| 1,750 sq.ft.	$805,000	Airbnb cash on cash: -2.13% Traditional cash on cash: 0.37% Airbnb Rental Income: $1237 Traditional Rental Income: $2714 Airbnb ROI: -2.13% Traditional ROI: 0.37%
14 Straight Rd Kent, CT 14 Straight Rd, Kent, CT 06757 \| Single Family Residential	7 beds \| 4 baths \| 4,465 sq.ft.	$2,350,000	Airbnb cash on cash: -2.72% Traditional cash on cash: -1.7% Airbnb Rental Income: $1418 Traditional Rental Income: $3220 Airbnb ROI: -2.72% Traditional ROI: -1.7%
11 Old Paddock Ln Kent, CT 11 Old Paddock Ln, Kent, CT 06757 \| Other	N/A beds \| N/A baths \| N/A	$400,000	Airbnb cash on cash: -1.85% Traditional cash on cash: -1.28% Airbnb Rental Income: $1020 Traditional Rental Income: $874 Airbnb ROI: -1.85% Traditional ROI: -1.28%
Gorham Rd Kent, CT Gorham Rd, Kent, CT 06757 \| Other	N/A beds \| N/A baths \| 3,214 sq.ft.	$365,000	Airbnb cash on cash: -1.46% Traditional cash on cash: 0.11% Airbnb Rental Income: $1020 Traditional Rental Income: $1199 Airbnb ROI: -1.46% Traditional ROI: 0.11%
00 Upper Kent Hollow Rd Kent, CT 00 Upper Kent Hollow Rd, Kent, CT 06757 \| Other	N/A beds \| N/A baths \| N/A	$340,000	Airbnb cash on cash: -1.34% Traditional cash on cash: -0.67% Airbnb Rental Income: $1020 Traditional Rental Income: $874 Airbnb ROI: -1.34% Traditional ROI: -0.67%
Mount Mauwee Rd Kent, CT Mount Mauwee Rd, Kent, CT 06757 \| Other	N/A beds \| N/A baths \| N/A	$535,000	Airbnb cash on cash: -1.99% Traditional cash on cash: -1.56% Airbnb Rental Income: $1020 Traditional Rental Income: $874 Airbnb ROI: -1.99% Traditional ROI: -1.56%
0 Stonewall Ln #39 Kent, CT 0 Stonewall Ln #39, Kent, CT 06757 \| Other	N/A beds \| N/A baths \| N/A	$399,999	Airbnb cash on cash: -1.85% Traditional cash on cash: -1.28% Airbnb Rental Income: $1020 Traditional Rental Income: $874 Airbnb ROI: -1.85% Traditional ROI: -1.28%
Spooner Hill Rd Kent, CT Spooner Hill Rd, Kent, CT 06757 \| Other	N/A beds \| N/A baths \| 5,333 sq.ft.	$795,000	Airbnb cash on cash: -2.36% Traditional cash on cash: -2.07% Airbnb Rental Income: $1020 Traditional Rental Income: $874 Airbnb ROI: -2.36% Traditional ROI: -2.07%
46 Spooner Hill Road Kent, CT Overlooking neighboring pastureland and set on 5+ private acres with a small pond, this th...	3 beds \| 3 baths \| 2,584 sq.ft.	$1,175,000	Airbnb cash on cash: -1.16% Traditional cash on cash: 2.25% Airbnb Rental Income: $1237 Traditional Rental Income: $4568 Airbnb ROI: -1.16% Traditional ROI: 2.25%
101 S Kent Rd Kent, CT 101 S Kent Rd, Kent, CT 06755 \| Other	N/A beds \| N/A baths \| N/A	$149,900	Airbnb cash on cash: 0.87% Traditional cash on cash: 2.59% Airbnb Rental Income: $1020 Traditional Rental Income: $908 Airbnb ROI: 0.87% Traditional ROI: 2.59%
100 S Kent Rd Kent, CT 100 S Kent Rd, Kent, CT 06755 \| Other	N/A beds \| N/A baths \| N/A	$149,900	Airbnb cash on cash: 0.87% Traditional cash on cash: 2.59% Airbnb Rental Income: $1020 Traditional Rental Income: $908 Airbnb ROI: 0.87% Traditional ROI: 2.59%
33 Nodine Pasture Rd Kent, CT 33 Nodine Pasture Rd, Kent, CT 06757 \| Single Family Residential	6 beds \| 6 baths \| 8,933 sq.ft.	$8,000,000	Airbnb cash on cash: -3.01% Traditional cash on cash: -2.05% Airbnb Rental Income: $1418 Traditional Rental Income: $8134 Airbnb ROI: -3.01% Traditional ROI: -2.05%
00 Kent Cornwall Rd Kent, CT 00 Kent Cornwall Rd, Kent, CT 06757 \| Other	N/A beds \| N/A baths \| N/A	$175,000	Airbnb cash on cash: 0.31% Traditional cash on cash: 1.79% Airbnb Rental Income: $1020 Traditional Rental Income: $908 Airbnb ROI: 0.31% Traditional ROI: 1.79%
15 Studio Hill Circle Kent, CT An exquisite three-bedroom Cape-style residence, this property is poised upon four pristin...	3 beds \| 3 baths \| 2,472 sq.ft.	$1,050,000	Airbnb cash on cash: -1.28% Traditional cash on cash: 1.76% Airbnb Rental Income: $1237 Traditional Rental Income: $3811 Airbnb ROI: -1.28% Traditional ROI: 1.76%
34 Kent Hollow Road Kent, CT Perched on seven private acres above Beaman Pond, this three-bedroom Colonial sits across ...	3 beds \| 3 baths \| 2,434 sq.ft.	$825,000	Airbnb cash on cash: -1.02% Traditional cash on cash: 3.01% Airbnb Rental Income: $1237 Traditional Rental Income: $3937 Airbnb ROI: -1.02% Traditional ROI: 3.01%
17 Old Homestead Ln Kent, CT 17 Old Homestead Ln, Kent, CT 06757 \| Other	N/A beds \| N/A baths \| N/A	$350,000	Airbnb cash on cash: -1.67% Traditional cash on cash: -0.76% Airbnb Rental Income: $1020 Traditional Rental Income: $958 Airbnb ROI: -1.67% Traditional ROI: -0.76%
270 Kent Hollow Rd Kent, CT 270 Kent Hollow Rd, Kent, CT 06757 \| Single Family Residential	4 beds \| 5 baths \| 4,751 sq.ft.	$3,995,000	Airbnb cash on cash: -2.87% Traditional cash on cash: -1.37% Airbnb Rental Income: $1513 Traditional Rental Income: $6620 Airbnb ROI: -2.87% Traditional ROI: -1.37%

Real Estate investment in Kent, CT

There are 26 properties for sale in the city of Kent . The median list price in Kent is $675,000 and the average price per square foot is $326. In May 2026, the average monthly cash on cash return in Kent is 1.00%. The average monthly rental income in Kent is $3,220.

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

There are 26 investment properties available for sale in Kent.

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

The ROI for Long-Term is higher than the Short-Term in Kent with average rental income of $3,220.

Your search for investment property begins and ends here

Investment Property for Sale in Kent, CT

3 Studio Hill Road

Kent, CT

3 beds | 3 baths | 2,902 sq.ft.

$1,285,000

Airbnb cash on cash: -1.28%

Traditional cash on cash: 2.54%

Airbnb Rental Income: $1237

Traditional Rental Income: $5403

Airbnb ROI: -1.28%

Traditional ROI: 2.54%

308 Skiff Mountain Road

Kent, CT

3 beds | 3 baths | 3,296 sq.ft.

$995,000

Airbnb cash on cash: -0.94%

Traditional cash on cash: 2.46%

Airbnb Rental Income: $1237

Traditional Rental Income: $3992

Airbnb ROI: -0.94%

Traditional ROI: 2.46%

221 Fuller Mountain Road

Kent, CT

4 beds | 5 baths | 5,512 sq.ft.

$2,195,000

Airbnb cash on cash: -1.91%

Traditional cash on cash: 1.87%

Airbnb Rental Income: $1513

Traditional Rental Income: $8757

Airbnb ROI: -1.91%

Traditional ROI: 1.87%

178 Carter Road

Kent, CT

1 beds | 2 baths | 1,056 sq.ft.

$1,285,000

Airbnb cash on cash: -0.93%

Traditional cash on cash: 0.83%

Airbnb Rental Income: $836

Traditional Rental Income: $2607

Airbnb ROI: -0.93%

Traditional ROI: 0.83%

168 Cobble Road

Kent, CT

4 beds | 5 baths | 3,790 sq.ft.

$1,795,000

Airbnb cash on cash: -1.1%

Traditional cash on cash: 2.99%

Airbnb Rental Income: $1513

Traditional Rental Income: $7885

Airbnb ROI: -1.1%

Traditional ROI: 2.99%

23 Mauwee Brook Road

Kent, CT

4 beds | 6 baths | 5,400 sq.ft.

$6,995,000

Airbnb cash on cash: -1.34%

Traditional cash on cash: 0.13%

Airbnb Rental Income: $1513

Traditional Rental Income: $10661

Airbnb ROI: -1.34%

Traditional ROI: 0.13%

103 Geer Mountain Rd

Kent, CT

3 beds | 2 baths | 1,750 sq.ft.

$805,000

Airbnb cash on cash: -2.13%

Traditional cash on cash: 0.37%

Airbnb Rental Income: $1237

Traditional Rental Income: $2714

Airbnb ROI: -2.13%

Traditional ROI: 0.37%

14 Straight Rd

Kent, CT

7 beds | 4 baths | 4,465 sq.ft.

$2,350,000

Airbnb cash on cash: -2.72%

Traditional cash on cash: -1.7%

Airbnb Rental Income: $1418

Traditional Rental Income: $3220

Airbnb ROI: -2.72%