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 |
|---|---|---|---|
130 Tophet RoadRoxbury, CTSet on 14 private and fully fenced acres, this truly spectacular property, once owned by W... |
5 beds | 6 baths | 3,500 sq.ft. |
$4,995,000 |
Airbnb cash on cash: -0.97%
|
116 Wellers Bridge RoadRoxbury, CTExtra special and super sleek Mid-Century modern in a convenient Roxbury location. Cool ma... |
3 beds | 4 baths | 3,236 sq.ft. |
$1,195,000 |
Airbnb cash on cash: 1.86%
|
253 Tophet RoadRoxbury, CTQuintessential CT Mini- Estate. Top restoration of 3-Bedroom/2.5 bath Victorian Cottage wi... |
4 beds | 4 baths | 2,437 sq.ft. |
$1,675,000 |
Airbnb cash on cash: -1.28%
|
44 Chalybes RoadRoxbury, CTTucked Down a Long Private Driveway Less than 1-Min to the Village is this Chic Renovated ... |
4 beds | 7 baths | 4,950 sq.ft. |
$3,750,000 |
Airbnb cash on cash: -1.43%
|
13 Evergreen DriveRoxbury, CTStylish Private Modern with Infinity Edge Heated Pool. This Hip Modern Home Has an Open Fl... |
3 beds | 3 baths | 2,931 sq.ft. |
$895,000 |
Airbnb cash on cash: 2.24%
|
23 Painter Hill RoadRoxbury, CTMint / Move-in Condition! Pristine hilltop home with views on 3 +/- acres. Gorgeous, chic,... |
4 beds | 3 baths | 1,782 sq.ft. |
$1,125,000 |
Airbnb cash on cash: -1.05%
|
44 South StreetRoxbury, CTFoxCroft exudes simple elegance. She stands proudly mid block on South Street, the center ... |
3 beds | 4 baths | 3,450 sq.ft. |
$1,995,000 |
Airbnb cash on cash: 0.25%
|
60 Good Hill RoadRoxbury, CTA Meandering Private Driveway Over a Small Brook Leads to this Very Private Stucco-Clad Co... |
4 beds | 4 baths | 4,928 sq.ft. |
$1,650,000 |
Airbnb cash on cash: -1.4%
|
247 Painter Hill RoadRoxbury, CTPristine St. Barth-Style bungalow with two-car garage. Single-level living surrounded by R... |
2 beds | 4 baths | 2,396 sq.ft. |
$1,575,000 |
Airbnb cash on cash: N/A
|
18 Tunnel RoadRoxbury, CTMint/Move-in Condition! Meander down the most scenic of Roxbury dirt roads to reach this p... |
3 beds | 3 baths | 2,080 sq.ft. |
$995,000 |
Airbnb cash on cash: 0.79%
|
33 Sentry Hill RoadRoxbury, CTMint/Move-in Condition! Private c. 2002 Colonial Clapboard 4+ bedroom home on a scenic dir... |
4 beds | 4 baths | 2,716 sq.ft. |
$1,575,000 |
Airbnb cash on cash: -2.82%
|
52 Welton RoadRoxbury, CTTaking to heart the famous quote âSimplicity is the ultimate sophisticationâ by Leonar... |
4 beds | 4 baths | 3,233 sq.ft. |
$1,595,000 |
Airbnb cash on cash: -2.83%
|
116 Squire RoadRoxbury, CTUtterly Private Country Estate. Expansive 4+ bedroom meticulously maintained, classically-... |
4 beds | 4 baths | 4,528 sq.ft. |
$2,750,000 |
Airbnb cash on cash: -2.96%
|
168 Baker RoadRoxbury, CTBuilt ca 1788, this petite and cozy antique boasts two original fireplaces on the main lev... |
2 beds | 2 baths | 1,328 sq.ft. |
$429,000 |
Airbnb cash on cash: N/A
|
44 Baker RoadRoxbury, CTEnchanted Garden. New to the market after 25 years is this charming 4-5 bedroom home on tw... |
5 beds | 3 baths | 2,501 sq.ft. |
$647,500 |
Airbnb cash on cash: -1.92%
|
36 Chalybes RoadRoxbury, CTWelcome to Hollywood Hills meets Roxbury! This exceptional 4-bedroom, 3-bath home sits on ... |
4 beds | 3 baths | 4,572 sq.ft. |
$1,325,000 |
Airbnb cash on cash: -2.76%
|
68 Carriage LaneRoxbury, CTAbsolute peaceful, quiet and private Paradise with views and endless Possibilities. Immers... |
5 beds | 5 baths | 4,102 sq.ft. |
$899,000 |
Airbnb cash on cash: -2.26%
|
21 Hemlock RoadRoxbury, CTNOW, WITH 4 BEDROOMS IN THE MAIN HOUSE AND 2 BEDROOMS IN THE GUEST HOUSE. THE 2200 FT MAIN... |
4 beds | 3 baths | 2,984 sq.ft. |
$1,450,000 |
Airbnb cash on cash: -2.8%
|
80 Transylvania RoadRoxbury, CTModern Farmhouse Oasis on 4 Acres in Peaceful Roxbury. A winding drive leads you to the ho... |
4 beds | 3 baths | 3,088 sq.ft. |
$949,000 |
Airbnb cash on cash: -2.62%
|
27 Mine Hill RoadRoxbury, CTQuintessential Roxbury Cape with detached studio space on a quiet road across from 300+ ac... |
3 beds | 3 baths | 2,265 sq.ft. |
$1,095,000 |
Airbnb cash on cash: 0.44%
|
62 Davenport RoadRoxbury, CTWhite Tail Farm, located in Roxbury, CT, just 90 miles from Manhattan, is an 86-acre estat... |
4 beds | 6 baths | 6,228 sq.ft. |
$6,250,000 |
Airbnb cash on cash: -3.06%
|
130 Flag Swamp RoadRoxbury, CTSerenity Now! Total Privacy on 250+ Acres. Accessed Down Long Private Driveway, this 2 Bed... |
2 beds | 3 baths | 3,123 sq.ft. |
$2,950,000 |
Airbnb cash on cash: N/A
|
45 Moosehorn RoadRoxbury, CTPristine 4+ bedroom large (4,517 sq. ft.) private home on a scenic dirt road - perfect for... |
4 beds | 4 baths | 4,517 sq.ft. |
$2,075,000 |
Airbnb cash on cash: -2.9%
|
201 Painter Hill RoadRoxbury, CTPainter Hill Cottage, a delightful 3BDR, 2 Bath cottage with heated, Gunite pool. Here is ... |
3 beds | 2 baths | 1,720 sq.ft. |
$895,000 |
Airbnb cash on cash: 1.23%
|
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. |
$4,750,000 |
Airbnb cash on cash: -3.03%
|
Real Estate investment in Roxbury, CT
There are 25 properties for sale in the city of Roxbury . The median list price in Roxbury is $1,575,000 and the average price per square foot is $460. In December 2024, the average monthly cash on cash return in Roxbury is 1.00%. The average monthly rental income in Roxbury is $4,372.