Real Estate Investment Properties for Sale in Simsbury, CT
Looking for investment property in Simsbury, CT with high ROI ?
Explore a variety of short-term homes & houses in Simsbury, CT. Invest wisely with VRBO & Simsbury, 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 Simsbury, CT
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
24 Hunting Ridge DrSimsbury, CTThis stunning brick Colonial sits atop Hunting Ridge Drive on a sprawling two-acre level l... |
4 beds | 4 baths | 9,166 sq.ft. |
$1,650,000 |
Airbnb cash on cash: -2.05%
|
26 Crescent WaySimsbury, CTWHAT A GEM! Set back on private lot, enjoy bright and airy one level living in this charmi... |
3 beds | 1 baths | 1,368 sq.ft. |
$389,000 |
Airbnb cash on cash: -0.19%
|
15 Spruce LaneSimsbury, CTNestled in a highly desirable cul-de-sac neighborhood, this pristine, custom-built Jeff Mi... |
4 beds | 5 baths | 4,157 sq.ft. |
$1,050,000 |
Airbnb cash on cash: -1.03%
|
7 Tallwood LnSimsbury, CTParklike setting for this elegant John Hartwell built colonial, located on a cul-de-sac w/... |
4 beds | 2 baths | 3,058 sq.ft. |
$899,900 |
Airbnb cash on cash: -0.95%
|
15 Sand Hill RdSimsbury, CT15 Sand Hill Rd, Simsbury, CT 06089 | Single Family Residential |
8 beds | 7 baths | 4,883 sq.ft. |
$951,000 |
Airbnb cash on cash: -0.99%
|
69 Cambridge CtSimsbury, CT69 Cambridge Ct, Simsbury, CT 06070 | Single Family Residential |
3 beds | 2 baths | 1,740 sq.ft. |
$624,900 |
Airbnb cash on cash: -2.28%
|
52 Shingle Mill RdSimsbury, CT52 Shingle Mill Rd, Simsbury, CT 06092 | Other |
N/A beds | N/A baths | 0 sq.ft. |
$75,000 |
Airbnb cash on cash: 8.28%
|
44 Climax RdSimsbury, CTThe home features 4 bedrooms, 1 office, 2 full baths, along with a partially finished base... |
4 beds | 2 baths | 1,827 sq.ft. |
$499,000 |
Airbnb cash on cash: 1.36%
|
3 Short LnSimsbury, CT3 Short Ln, Simsbury, CT 06070 | Single Family Residential |
4 beds | 2 baths | 2,257 sq.ft. |
$495,000 |
Airbnb cash on cash: 0.83%
|
21 Old Meadow Plain RdSimsbury, CT21 Old Meadow Plain Rd, Simsbury, CT 06070 | Single Family Residential |
3 beds | 2 baths | 1,375 sq.ft. |
$375,000 |
Airbnb cash on cash: -0.61%
|
12 Crane PlSimsbury, CT12 Crane Pl, Simsbury, CT 06070 | Single Family Residential |
4 beds | 2 baths | 1,688 sq.ft. |
$475,000 |
Airbnb cash on cash: 0.99%
|
32 Southbridge CourtSimsbury, CTModern, sophisticated standalone condo in a serene setting The airy, open-concept main lev... |
2 beds | 3 baths | 1,619 sq.ft. |
$439,000 |
Airbnb cash on cash: -0.61%
|
20 Saxton Brook DrSimsbury, CTLovingly cared for colonial home nestled at the end of a cul de sac features a freshly pai... |
4 beds | 3 baths | 3,550 sq.ft. |
$649,900 |
Airbnb cash on cash: 0.35%
|
9 Ashton CirSimsbury, CTWelcome to carefree living in The Powder Forest Homes a 55+ Community. Inviting Clubhouse ... |
2 beds | 2 baths | 1,809 sq.ft. |
$700,000 |
Airbnb cash on cash: -1.96%
|
98 Old Meadow Plain RoadSimsbury, CTWelcome to this beautifully updated Raised Ranch in one of Simsbury's most desirable neigh... |
4 beds | 3 baths | 2,012 sq.ft. |
$515,000 |
Airbnb cash on cash: 1.3%
|
2 Quarry RdSimsbury, CT2 Quarry Rd, Simsbury, CT 06070 | Single Family Residential |
4 beds | 2 baths | 2,432 sq.ft. |
$1,650,000 |
Airbnb cash on cash: -1.94%
|
37 Old Mill Court #37Simsbury, CTSun-drenched perfection in this end unit condo and offers the perfect blend of comfort and... |
2 beds | 3 baths | 1,560 sq.ft. |
$319,000 |
Airbnb cash on cash: -1.17%
|
207 Great Pond RdSimsbury, CT207 Great Pond Rd, Simsbury, CT 06070 | Single Family Residential |
4 beds | 4 baths | 5,192 sq.ft. |
$1,150,000 |
Airbnb cash on cash: -1.42%
|
1 Partridge Ct #1Simsbury, CT1 Partridge Ct #1, Simsbury, CT 06070 | Condo/Coop |
2 beds | 2 baths | 1,257 sq.ft. |
$299,000 |
Airbnb cash on cash: -1.92%
|
10 Hampshire LnSimsbury, CT10 Hampshire Ln, Simsbury, CT 06070 | Single Family Residential |
5 beds | 4 baths | 5,023 sq.ft. |
$749,000 |
Airbnb cash on cash: -0.41%
|
37 Deer Park RoadSimsbury, CTEnjoy the summer in this charming 3-bedroom, 2-bath ranch with inground pool! The main lev... |
3 beds | 2 baths | 1,862 sq.ft. |
$439,000 |
Airbnb cash on cash: -0.35%
|
19 Westwood DriveSimsbury, CTIf Location is what you're after, check out this spacious 1,895 sq ft Cape with 4 bedrooms... |
4 beds | 2 baths | 1,895 sq.ft. |
$429,900 |
Airbnb cash on cash: 1.62%
|
36 Banks RdSimsbury, CTNot your typical raised ranch-this builder's own 5-bedroom, 3.5-bath home offers over 3,70... |
5 beds | 3 baths | 3,760 sq.ft. |
$650,000 |
Airbnb cash on cash: 0.42%
|
15 Bantry Rd #15Simsbury, CT15 Bantry Rd #15, Simsbury, CT 06070 | Single Family Residential |
4 beds | 3 baths | 2,528 sq.ft. |
$949,000 |
Airbnb cash on cash: -1.72%
|
48 Quorn Hunt RdSimsbury, CT48 Quorn Hunt Rd, Simsbury, CT 06092 | Single Family Residential |
3 beds | 2 baths | 2,258 sq.ft. |
$499,900 |
Airbnb cash on cash: -1.24%
|
2 Cricket LnSimsbury, CT2 Cricket Ln, Simsbury, CT 06070 | Single Family Residential |
4 beds | 3 baths | 2,450 sq.ft. |
$689,900 |
Airbnb cash on cash: -0.28%
|
290 Old Farms RdSimsbury, CT290 Old Farms Rd, Simsbury, CT 06070 | Single Family Residential |
4 beds | 2 baths | 2,829 sq.ft. |
$599,900 |
Airbnb cash on cash: 0.14%
|
23 Berkshire WaySimsbury, CT23 Berkshire Way, Simsbury, CT 06070 | Single Family Residential |
4 beds | 2 baths | 2,212 sq.ft. |
$675,000 |
Airbnb cash on cash: -0.22%
|
18 Westwood DrSimsbury, CT18 Westwood Dr, Simsbury, CT 06070 | Other |
N/A beds | N/A baths | N/A |
$199,900 |
Airbnb cash on cash: 1.33%
|
276 Stratton Brook RdSimsbury, CTStep into a time of charm and grace with your own private bed and bath retreat! This one o... |
4 beds | 3 baths | 3,757 sq.ft. |
$895,000 |
Airbnb cash on cash: -0.43%
|
38 Woodland StSimsbury, CT38 Woodland St, Simsbury, CT 06070 | Single Family Residential |
3 beds | 1 baths | 936 sq.ft. |
$259,000 |
Airbnb cash on cash: 0.49%
|
5 Quail Dr #5Simsbury, CT5 Quail Dr #5, Simsbury, CT 06081 | Condo/Coop |
3 beds | 2 baths | 1,558 sq.ft. |
$315,000 |
Airbnb cash on cash: -1.94%
|
38 Hickory Hill RdSimsbury, CT38 Hickory Hill Rd, Simsbury, CT 06070 | Single Family Residential |
4 beds | 3 baths | 2,435 sq.ft. |
$559,000 |
Airbnb cash on cash: 0.38%
|
74 Blue Ridge DrSimsbury, CT74 Blue Ridge Dr, Simsbury, CT 06070 | Single Family Residential |
4 beds | 3 baths | 2,832 sq.ft. |
$574,900 |
Airbnb cash on cash: 0.28%
|
152 Old Farms RdSimsbury, CT152 Old Farms Rd, Simsbury, CT 06070 | Single Family Residential |
4 beds | 3 baths | 5,200 sq.ft. |
$1,295,000 |
Airbnb cash on cash: -1.61%
|
1079 Hopmeadow StSimsbury, CT1079 Hopmeadow St, Simsbury, CT 06070 | Single Family Residential |
4 beds | 2 baths | 1,343 sq.ft. |
$375,000 |
Airbnb cash on cash: 2.08%
|
Real Estate investment in Simsbury, CT
There are 39 properties for sale in the city of Simsbury . The median list price in Simsbury is $559,000 and the average price per square foot is $212. In June 2026, the average monthly cash on cash return in Simsbury is 4.00%. The average monthly rental income in Simsbury is $3,428.