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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
45 Chalybes Road Roxbury, CT Modern Sophistication in Roxbury. Superbly re-imagined and meticulously renovated in 2024,...	3 beds \| 4 baths \| 2,725 sq.ft.	$1,195,000	Airbnb cash on cash: -1.3% Traditional cash on cash: 4.68% Airbnb Rental Income: $593 Traditional Rental Income: $6948 Airbnb ROI: -1.3% Traditional ROI: 4.68%
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: -1.23% Traditional cash on cash: 1.3% Airbnb Rental Income: $593 Traditional Rental Income: $4147 Airbnb ROI: -1.23% Traditional ROI: 1.3%
Other Investment Properties for Sale in Roxbury
176 Apple Lane Roxbury , CT Stunning modern shingle-style Colonial on over 4 manicured acres + gunnite pool in the hea...	4 beds \| 5 baths \| 3,566 sq.ft.	$2,295,000	Airbnb cash on cash: -0.96% Traditional cash on cash: 2.28% Airbnb Rental Income: $1924 Traditional Rental Income: $8323 Airbnb ROI: -0.96% Traditional ROI: 2.28%
1030 Washington Woodbury Road Roxbury , CT Good Hope Estate. Transport yourself to this stunning European-style home with all the bel...	4 beds \| 5 baths \| 4,874 sq.ft.	$2,395,000	Airbnb cash on cash: -0.81% Traditional cash on cash: 2.3% Airbnb Rental Income: $1924 Traditional Rental Income: $8326 Airbnb ROI: -0.81% Traditional ROI: 2.3%
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: -1.24% Traditional cash on cash: 1.85% Airbnb Rental Income: $593 Traditional Rental Income: $3139 Airbnb ROI: -1.24% Traditional ROI: 1.85%
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.	$1,095,000	Airbnb cash on cash: -1.72% Traditional cash on cash: 5.92% Airbnb Rental Income: $232 Traditional Rental Income: $7791 Airbnb ROI: -1.72% Traditional ROI: 5.92%
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: -1.71% Traditional cash on cash: 1.01% Airbnb Rental Income: $232 Traditional Rental Income: $10054 Airbnb ROI: -1.71% 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.	$1,599,000	Airbnb cash on cash: -0.85% Traditional cash on cash: 1.14% Airbnb Rental Income: $1924 Traditional Rental Income: $4372 Airbnb ROI: -0.85% Traditional ROI: 1.14%
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.	$849,000	Airbnb cash on cash: -1.39% Traditional cash on cash: 2.75% Airbnb Rental Income: $593 Traditional Rental Income: $3579 Airbnb ROI: -1.39% Traditional ROI: 2.75%
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: -1.61% Traditional cash on cash: 3.07% Airbnb Rental Income: $232 Traditional Rental Income: $4143 Airbnb ROI: -1.61% 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: -1.5% Traditional cash on cash: 3.01% Airbnb Rental Income: $593 Traditional Rental Income: $3648 Airbnb ROI: -1.5% Traditional ROI: 3.01%
233 Southbury Road Roxbury , CT Perched above the tranquil waters of Jacks Brook in southern Roxbury, this Modern Mountain...	5 beds \| 6 baths \| 5,447 sq.ft.	$1,795,000	Airbnb cash on cash: -2.09% Traditional cash on cash: 4.35% Airbnb Rental Income: $232 Traditional Rental Income: $10743 Airbnb ROI: -2.09% Traditional ROI: 4.35%
11 Evergreen Drive Roxbury , CT This is 'the best deal in Roxbury"! New construction on 3.39 acre lot. The style is a clas...	4 beds \| 4 baths \| 3,800 sq.ft.	$1,200,000	Airbnb cash on cash: -0.11% Traditional cash on cash: 3.97% Airbnb Rental Income: $1924 Traditional Rental Income: $5966 Airbnb ROI: -0.11% Traditional ROI: 3.97%
11 Ravenrock Road Roxbury , CT A private gated road leads to this elegant shingle-style estate on 20+ secluded acres in t...	4 beds \| 6 baths \| 7,063 sq.ft.	$3,595,000	Airbnb cash on cash: -1.66% Traditional cash on cash: 0.87% Airbnb Rental Income: $1924 Traditional Rental Income: $9858 Airbnb ROI: -1.66% Traditional ROI: 0.87%

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.

$1,195,000

Airbnb cash on cash: -1.3%

Traditional cash on cash: 4.68%

Airbnb Rental Income: $593

Traditional Rental Income: $6948

Airbnb ROI: -1.3%

Traditional ROI: 4.68%

85 Good Hill Road

Roxbury, CT

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

$1,630,000

Airbnb cash on cash: -1.23%

Traditional cash on cash: 1.3%

Airbnb Rental Income: $593

Traditional Rental Income: $4147

Airbnb ROI: -1.23%

Traditional ROI: 1.3%

Other Investment Properties for Sale in Roxbury

Roxbury , CT

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

$2,295,000

Airbnb cash on cash: -0.96%

Traditional cash on cash: 2.28%

Airbnb Rental Income: $1924

Traditional Rental Income: $8323

Airbnb ROI: -0.96%

Traditional ROI: 2.28%

Roxbury , CT

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

$2,395,000

Airbnb cash on cash: -0.81%

Traditional cash on cash: 2.3%

Airbnb Rental Income: $1924

Traditional Rental Income: $8326

Airbnb ROI: -0.81%

Traditional ROI: 2.3%

Roxbury , CT

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

$985,000

Airbnb cash on cash: -1.24%

Traditional cash on cash: 1.85%

Airbnb Rental Income: $593

Traditional Rental Income: $3139

Airbnb ROI: -1.24%

Traditional ROI: 1.85%

Roxbury , CT

5 beds | 5 baths | 2,804 sq.ft.

$1,095,000

Airbnb cash on cash: -1.72%

Traditional cash on cash: 5.92%

Airbnb Rental Income: $232

Traditional Rental Income: $7791

Airbnb ROI: -1.72%

Traditional ROI: 5.92%

Roxbury , CT

5 beds | 6 baths | 5,940 sq.ft.

$3,995,000

Airbnb cash on cash: -1.71%

Traditional cash on cash: 1.01%

Airbnb Rental Income: $232

Traditional Rental Income: $10054

Airbnb ROI: -1.71%

Traditional ROI: 1.01%

Roxbury , CT

4 beds | 3 baths | 6,395 sq.ft.

$1,599,000

Airbnb cash on cash: -0.85%

Traditional cash on cash: 1.14%

Airbnb Rental Income: $1924

Traditional Rental Income: $4372

Airbnb ROI: -0.85%

Traditional ROI: 1.14%

Roxbury , CT

3 beds | 2 baths | 1,862 sq.ft.

$849,000

Airbnb cash on cash: -1.39%