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.
Investment Property for Sale in Roxbury, CT
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
1030 Washington Woodbury RoadRoxbury, CTNEW PRICE - Privately set on 18.62 acres, this substantial Roxbury country estate offers s... |
4 beds | 5 baths | 4,874 sq.ft. |
$1,795,000 |
Airbnb cash on cash: -0.38%
|
179 South StreetRoxbury, CTTO BE BUILT HOME, ALONG WITH ANTIQUE AND HISTORIC BARN--- Own a Piece of Roxbury History! ... |
4 beds | 3 baths | 3,000 sq.ft. |
$2,450,000 |
Airbnb cash on cash: -0.34%
|
24 Hickory LaneRoxbury, CTTucked away at the end of a quiet cul-de-sac in one of Roxbury's most desirable neighborho... |
4 beds | 4 baths | 3,340 sq.ft. |
$925,000 |
Airbnb cash on cash: 0.58%
|
85 Good Hill RoadRoxbury, CTCompletely remodeled 3 bedroom, 2.5 bath open concept home, with two fireplaces (one with ... |
3 beds | 3 baths | 2,440 sq.ft. |
$1,269,000 |
Airbnb cash on cash: -0.97%
|
50 Southbury RoadRoxbury, CT* A beautiful 3-bedroom historic farmhouse * A separate 2-bedroom guest house * A pristine... |
5 beds | 3 baths | 1,959 sq.ft. |
$950,000 |
Airbnb cash on cash: -0.26%
|
233 Southbury RoadRoxbury, CTPerched above the tranquil waters of Jacks Brook in southern Roxbury, this Modern Mountain... |
5 beds | 6 baths | 5,447 sq.ft. |
$1,745,000 |
Airbnb cash on cash: -1.38%
|
124 Botsford Hill RoadRoxbury, CTExceptional equestrian estate featuring a fully equipped horse facility and charming Cape-... |
3 beds | 2 baths | 1,974 sq.ft. |
$2,900,000 |
Airbnb cash on cash: -0.99%
|
11 Evergreen DriveRoxbury, CTThis 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. |
$1,297,500 |
Airbnb cash on cash: 0.34%
|
11 Ravenrock RoadRoxbury, CTPRIVATE. GATED. EXTRAORDINARY. A Litchfield Hills estate with room for everyone-and everyt... |
4 beds | 6 baths | 7,063 sq.ft. |
$2,995,000 |
Airbnb cash on cash: -1.57%
|
25 Highmeadow LaneRoxbury, CTClassic Colonial Set on 17+ High Pastoral Acres in Southern Roxbury CT. New Heated Gunite ... |
4 beds | 4 baths | 4,310 sq.ft. |
$1,595,000 |
Airbnb cash on cash: -0.7%
|
268 South StreetRoxbury, CTQuintessential Litchfield County Estate on 41+/- acres. Restored 1850's Colonial. Set in p... |
5 beds | 5 baths | 6,190 sq.ft. |
$3,600,000 |
Airbnb cash on cash: -1.19%
|
297 Painter Hill RoadRoxbury, CTUber chic shingle-style in A+ location offering magnificent long distant views overlooking... |
4 beds | 7 baths | 6,139 sq.ft. |
$3,950,000 |
Airbnb cash on cash: -1.54%
|
77 Judds Bridge RoadRoxbury, CTA custom-designed Judds Bridge Colonial in a coveted location, privately set amid mature t... |
4 beds | 3 baths | 2,901 sq.ft. |
$1,295,000 |
Airbnb cash on cash: 0%
|
Real Estate investment in Roxbury, CT
There are 13 properties for sale in the city of Roxbury . The median list price in Roxbury is $1,745,000 and the average price per square foot is $424. In November 2026, the average monthly cash on cash return in Roxbury is 2.00%. The average monthly rental income in Roxbury is $4,473.