Real Estate Investment Properties for Sale in Roxbury, CT

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

Explore a variety of short-term homes & houses in Roxbury, CT. Invest wisely with VRBO & Roxbury, CT Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Single Family Homes for Sale in Roxbury, CT

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

Showing 3 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
45 Chalybes Road Roxbury, CT Light-filled, modern living on a private nearly 3-acre corner lot - with room to grow. Set...	3 beds \| 4 baths \| 2,725 sq.ft.	$995,000	Airbnb cash on cash: -0.75% Traditional cash on cash: 5.81% Airbnb Rental Income: $1274 Traditional Rental Income: $6948 Airbnb ROI: -0.75% Traditional ROI: 5.81%
85 Good Hill Road Roxbury, CT At the end of a long, winding private driveway, this exceptional Roxbury estate offers tot...	3 beds \| 3 baths \| 2,440 sq.ft.	$1,630,000	Airbnb cash on cash: -0.86% Traditional cash on cash: 1.3% Airbnb Rental Income: $1274 Traditional Rental Income: $4147 Airbnb ROI: -0.86% Traditional ROI: 1.3%
246 North Street Roxbury, CT Juniper Hill offers masterfully updated one level living in Roxbury, Connecticut. Dubbed a...	3 beds \| 2 baths \| 2,031 sq.ft.	$1,195,000	Airbnb cash on cash: -0.7% Traditional cash on cash: 1.56% Airbnb Rental Income: $1274 Traditional Rental Income: $3389 Airbnb ROI: -0.7% Traditional ROI: 1.56%
Other Investment Properties for Sale in Roxbury
176 Apple Lane Roxbury , CT Your turnkey country escape is waiting in Roxbury - a modern shinglestyle home on 4+ manic...	4 beds \| 5 baths \| 3,566 sq.ft.	$1,995,000	Airbnb cash on cash: -1.09% Traditional cash on cash: 2.77% Airbnb Rental Income: $1641 Traditional Rental Income: $8323 Airbnb ROI: -1.09% Traditional ROI: 2.77%
1030 Washington Woodbury Road Roxbury , CT NEW PRICE - Privately set on 18.62 acres, this substantial Roxbury country estate offers s...	4 beds \| 5 baths \| 4,874 sq.ft.	$1,995,000	Airbnb cash on cash: -0.9% Traditional cash on cash: 2.96% Airbnb Rental Income: $1641 Traditional Rental Income: $8326 Airbnb ROI: -0.9% Traditional ROI: 2.96%
179 South Street Roxbury , CT Own a Piece of Roxbury History! One of Roxbury's three oldest homes, this site has been ch...	3 beds \| 2 baths \| 1,772 sq.ft.	$985,000	Airbnb cash on cash: -0.62% Traditional cash on cash: 1.85% Airbnb Rental Income: $1274 Traditional Rental Income: $3139 Airbnb ROI: -0.62% Traditional ROI: 1.85%
23 Painter Hill Road Roxbury , CT Mint Hilltop Home with Views and only a short walk to Maple Bank Farm Stand, Toplands Farm...	4 beds \| 3 baths \| 1,782 sq.ft.	$1,095,000	Airbnb cash on cash: -0.42% Traditional cash on cash: 1.8% Airbnb Rental Income: $1641 Traditional Rental Income: $3446 Airbnb ROI: -0.42% Traditional ROI: 1.8%
24 Hickory Lane Roxbury , CT Tucked away in one of Roxbury's most desirable neighborhoods, this 4-bedroom, 2.5-bath Col...	4 beds \| 3 baths \| 3,340 sq.ft.	$1,155,000	Airbnb cash on cash: -0.52% Traditional cash on cash: 1.57% Airbnb Rental Income: $1641 Traditional Rental Income: $3425 Airbnb ROI: -0.52% Traditional ROI: 1.57%
18 Tunnel Road Roxbury , CT MUST SEE! New Nantucket white cedar shingle siding, window trim, new interior doors and ha...	3 beds \| 3 baths \| 2,080 sq.ft.	$1,099,000	Airbnb cash on cash: -0.76% Traditional cash on cash: 1.78% Airbnb Rental Income: $1274 Traditional Rental Income: $3472 Airbnb ROI: -0.76% Traditional ROI: 1.78%
33 Sentry Hill Road Roxbury , CT Mint/Move-in Condition! Private c. 2002 Colonial Clapboard 4+ bedroom home on a scenic dir...	4 beds \| 4 baths \| 2,716 sq.ft.	$1,649,000	Airbnb cash on cash: -0.85% Traditional cash on cash: 1.36% Airbnb Rental Income: $1641 Traditional Rental Income: $4564 Airbnb ROI: -0.85% Traditional ROI: 1.36%
286 South Street Roxbury , CT Discover this charming 4-bedroom Colonial with 1 additional bedroom is attached in-law apt...	5 beds \| 5 baths \| 2,804 sq.ft.	$1,049,000	Airbnb cash on cash: -1.18% Traditional cash on cash: 6.22% Airbnb Rental Income: $903 Traditional Rental Income: $7791 Airbnb ROI: -1.18% Traditional ROI: 6.22%
8 Bayberry Hill Roxbury , CT Privately Sited on a Hill in the Midst of 31+ acres, this Elegantly Renovated 5,000+ sq ft...	5 beds \| 6 baths \| 5,940 sq.ft.	$3,995,000	Airbnb cash on cash: -1.56% Traditional cash on cash: 1.01% Airbnb Rental Income: $903 Traditional Rental Income: $10054 Airbnb ROI: -1.56% Traditional ROI: 1.01%
99 Carriage Lane Roxbury , CT Looking to escape the hectic pace of city life? Welcome to this peaceful, beautifully reno...	4 beds \| 3 baths \| 6,395 sq.ft.	$1,495,000	Airbnb cash on cash: -1.01% Traditional cash on cash: 1.29% Airbnb Rental Income: $1641 Traditional Rental Income: $4372 Airbnb ROI: -1.01% Traditional ROI: 1.29%
242 Tophet Road Roxbury , CT Nestled within one of Roxbury, Connecticut's most quiet and picturesque enclaves, this cha...	3 beds \| 2 baths \| 1,862 sq.ft.	$799,000	Airbnb cash on cash: -0.66% Traditional cash on cash: 2.98% Airbnb Rental Income: $1274 Traditional Rental Income: $3579 Airbnb ROI: -0.66% Traditional ROI: 2.98%
50 Southbury Road Roxbury , CT Cottage, Guest House & Buildable Lot Exceptional estate opportunity in pastoral Southern R...	5 beds \| 3 baths \| 2,000 sq.ft.	$950,000	Airbnb cash on cash: -0.98% Traditional cash on cash: 3.07% Airbnb Rental Income: $903 Traditional Rental Income: $4143 Airbnb ROI: -0.98% Traditional ROI: 3.07%
38 W Mountain Lane Roxbury , CT Tucked away on a long private road, this light and bright Roxbury retreat combines timeles...	3 beds \| 3 baths \| 2,336 sq.ft.	$795,000	Airbnb cash on cash: -0.73% Traditional cash on cash: 3.01% Airbnb Rental Income: $1274 Traditional Rental Income: $3648 Airbnb ROI: -0.73% Traditional ROI: 3.01%

Your search for investment property begins and ends here

Single Family Homes for Sale in Roxbury, CT

45 Chalybes Road

Roxbury, CT

3 beds | 4 baths | 2,725 sq.ft.

$995,000

Airbnb cash on cash: -0.75%

Traditional cash on cash: 5.81%

Airbnb Rental Income: $1274

Traditional Rental Income: $6948

Airbnb ROI: -0.75%

Traditional ROI: 5.81%

85 Good Hill Road

Roxbury, CT

3 beds | 3 baths | 2,440 sq.ft.

$1,630,000

Airbnb cash on cash: -0.86%

Traditional cash on cash: 1.3%

Airbnb Rental Income: $1274

Traditional Rental Income: $4147

Airbnb ROI: -0.86%

Traditional ROI: 1.3%

246 North Street

Roxbury, CT

3 beds | 2 baths | 2,031 sq.ft.

$1,195,000

Airbnb cash on cash: -0.7%

Traditional cash on cash: 1.56%

Airbnb Rental Income: $1274

Traditional Rental Income: $3389

Airbnb ROI: -0.7%

Traditional ROI: 1.56%

Other Investment Properties for Sale in Roxbury

Roxbury , CT

4 beds | 5 baths | 3,566 sq.ft.

$1,995,000

Airbnb cash on cash: -1.09%

Traditional cash on cash: 2.77%

Airbnb Rental Income: $1641

Traditional Rental Income: $8323

Airbnb ROI: -1.09%

Traditional ROI: 2.77%

Roxbury , CT

4 beds | 5 baths | 4,874 sq.ft.

$1,995,000

Airbnb cash on cash: -0.9%

Traditional cash on cash: 2.96%

Airbnb Rental Income: $1641

Traditional Rental Income: $8326

Airbnb ROI: -0.9%

Traditional ROI: 2.96%

Roxbury , CT

3 beds | 2 baths | 1,772 sq.ft.

$985,000

Airbnb cash on cash: -0.62%

Traditional cash on cash: 1.85%

Airbnb Rental Income: $1274

Traditional Rental Income: $3139

Airbnb ROI: -0.62%

Traditional ROI: 1.85%

Roxbury , CT

4 beds | 3 baths | 1,782 sq.ft.

$1,095,000

Airbnb cash on cash: -0.42%

Traditional cash on cash: 1.8%

Airbnb Rental Income: $1641

Traditional Rental Income: $3446

Airbnb ROI: -0.42%

Traditional ROI: 1.8%

Roxbury , CT

4 beds | 3 baths | 3,340 sq.ft.

$1,155,000

Airbnb cash on cash: -0.52%

Traditional cash on cash: 1.57%

Airbnb Rental Income: $1641

Traditional Rental Income: $3425

Airbnb ROI: -0.52%

Traditional ROI: 1.57%

Roxbury , CT

3 beds | 3 baths | 2,080 sq.ft.

$1,099,000