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 |
|---|---|---|---|
176 Apple LaneRoxbury, CTStunning 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%
|
1030 Washington Woodbury RoadRoxbury, CTGood 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%
|
179 South StreetRoxbury, CTOwn 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%
|
45 Chalybes RoadRoxbury, CTModern 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%
|
286 South StreetRoxbury, CTDiscover 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%
|
8 Bayberry HillRoxbury, CTPrivately 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%
|
85 Good Hill RoadRoxbury, CTAt 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%
|
99 Carriage LaneRoxbury, CTLooking 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%
|
242 Tophet RoadRoxbury, CTNestled 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%
|
50 Southbury RoadRoxbury, CTCottage, 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%
|
38 W Mountain LaneRoxbury, CTTucked 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%
|
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. |
$1,795,000 |
Airbnb cash on cash: -2.09%
|
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. |
$1,200,000 |
Airbnb cash on cash: -0.11%
|
11 Ravenrock RoadRoxbury, CTA 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%
|
Real Estate investment in Roxbury, CT
There are 14 properties for sale in the city of Roxbury . The median list price in Roxbury is $1,399,500 and the average price per square foot is $370. In March 2026, the average monthly cash on cash return in Roxbury is 3.00%. The average monthly rental income in Roxbury is $6,457.