Real Estate Investment Properties for Sale in Glastonbury, CT
Looking for investment property in Glastonbury, CT with high ROI ?
Explore a variety of short-term homes & houses in Glastonbury, CT. Invest wisely with VRBO & Glastonbury, 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 Glastonbury, CT
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
314 Georgetown Dr #314Glastonbury, CTWelcome Home to this Gorgeous Townhouse located on one the most beautiful and private area... |
2 beds | 2 baths | 1,496 sq.ft. |
$429,900 |
Airbnb cash on cash: -2.68%
|
509 Cedar Ridge DriveGlastonbury, CTPerched atop a scenic ridge in Glastonbury, this Mediterranean-inspired estate offers brea... |
4 beds | 5 baths | 4,983 sq.ft. |
$3,420,000 |
Airbnb cash on cash: N/A
|
47 Brookview DriveGlastonbury, CTHouse will be ready for the new home owner to move in at the end of January. Luxury Meets ... |
4 beds | 4 baths | 3,000 sq.ft. |
$951,000 |
Airbnb cash on cash: N/A
|
105 Crosby RdGlastonbury, CT105 (Option A) Crosby Rd, Glastonbury, CT 06033 | Single Family Residential |
5 beds | 5 baths | 3,902 sq.ft. |
$1,700,000 |
Airbnb cash on cash: N/A
|
108 Chamberlain LnGlastonbury, CT108 Chamberlain Rd, Wethersfield, CT 06033 | Other |
N/A beds | N/A baths | 0 sq.ft. |
$259,900 |
Airbnb cash on cash: 1.02%
|
46 Macintosh LnGlastonbury, CT46 Macintosh Ln, Glastonbury, CT 06033 | Condo/Coop |
2 beds | 2 baths | 1,474 sq.ft. |
$495,000 |
Airbnb cash on cash: -2.36%
|
50 Hollister Way S #50Glastonbury, CTWonderful 55+ community. Ranch style home with a large, renovated kitchen with granite cou... |
2 beds | 2 baths | 1,042 sq.ft. |
$299,900 |
Airbnb cash on cash: -3.56%
|
1489 Main StGlastonbury, CT1489 Main St, Glastonbury, CT 06033 | Condo/Coop |
4 beds | 3 baths | 3,377 sq.ft. |
$689,900 |
Airbnb cash on cash: N/A
|
31 Accornero LnGlastonbury, CT31 Accornero Ln, Glastonbury, CT 06073 | Other |
N/A beds | N/A baths | N/A |
$849,900 |
Airbnb cash on cash: -1.85%
|
79 Crosby RdGlastonbury, CT79 Crosby Rd, Glastonbury, CT 06033 | Single Family Residential |
5 beds | 4 baths | 3,751 sq.ft. |
$1,635,000 |
Airbnb cash on cash: N/A
|
280-300 Matson Hill RdGlastonbury, CT280-300 Matson Hill Rd, Glastonbury, CT 06073 | Other |
N/A beds | N/A baths | N/A |
$3,250,000 |
Airbnb cash on cash: -2.8%
|
49 S Mill Drive #49Glastonbury, CTRARE OPPORTUNITY!!! Nestled in desirable South Glastonbury, this end-unit condo offers a r... |
2 beds | 2 baths | 1,692 sq.ft. |
$374,900 |
Airbnb cash on cash: -4.31%
|
284 Farmcliff DrGlastonbury, CT284 Farmcliff Dr, Glastonbury, CT 06033 | Single Family Residential |
4 beds | 2 baths | 2,208 sq.ft. |
$649,900 |
Airbnb cash on cash: N/A
|
104 Old Farms RdGlastonbury, CT104 Old Farms Rd, Glastonbury, CT 06073 | Single Family Residential |
5 beds | 2 baths | 3,521 sq.ft. |
$774,000 |
Airbnb cash on cash: N/A
|
515 Cedar Ridge DrGlastonbury, CT515 Cedar Ridge Dr, Glastonbury, CT 06033 | Single Family Residential |
4 beds | 7 baths | 6,015 sq.ft. |
$2,725,000 |
Airbnb cash on cash: N/A
|
1340 Manchester RdGlastonbury, CT1340 Manchester Rd, Glastonbury, CT 06033 | Single Family Residential |
3 beds | 2 baths | 2,452 sq.ft. |
$595,000 |
Airbnb cash on cash: -2.03%
|
1062 Main StGlastonbury, CT1062 Main St, Glastonbury, CT 06073 | Single Family Residential |
5 beds | 1 baths | 3,548 sq.ft. |
$1,390,000 |
Airbnb cash on cash: N/A
|
71 Mill StreetGlastonbury, CTThis home is needing a full update on the interior but it does offer tremendous potential ... |
3 beds | 2 baths | 1,251 sq.ft. |
$274,900 |
Airbnb cash on cash: -0.75%
|
22 Dutton Place Way #22Glastonbury, CT22 Dutton Place Way #22, Glastonbury, CT 06033 | Condo/Coop |
2 beds | 2 baths | 1,835 sq.ft. |
$349,900 |
Airbnb cash on cash: -3.39%
|
49 Overlook RdGlastonbury, CT49 Overlook Rd, Glastonbury, CT 06033 | Single Family Residential |
3 beds | 2 baths | 2,220 sq.ft. |
$550,000 |
Airbnb cash on cash: -1.94%
|
1094 Hopewell RoadGlastonbury, CTPicturesque stately Colonial home is sought after South Glastonbury. With 3000 SF, 4 bds, ... |
4 beds | 4 baths | 3,912 sq.ft. |
$699,900 |
Airbnb cash on cash: N/A
|
31 Greenswood PlGlastonbury, CT31 Greenswood Pl, Glastonbury, CT 06073 | Single Family Residential |
4 beds | 4 baths | 5,773 sq.ft. |
$1,390,000 |
Airbnb cash on cash: N/A
|
1600 New London TpkeGlastonbury, CT1600 New London Tpke, Glastonbury, CT 06033 | Single Family Residential |
4 beds | 2 baths | 3,894 sq.ft. |
$849,900 |
Airbnb cash on cash: N/A
|
1696 Main StGlastonbury, CT1696 Main St, Glastonbury, CT 06033 | Single Family Residential |
4 beds | 3 baths | 3,494 sq.ft. |
$725,000 |
Airbnb cash on cash: N/A
|
24 Coleman RdGlastonbury, CT24 Coleman Rd, Glastonbury, CT 06033 | Single Family Residential |
4 beds | 3 baths | 3,488 sq.ft. |
$699,000 |
Airbnb cash on cash: N/A
|
187 Lincoln DriveGlastonbury, CTRarely available is this 4 bedroom, 2.5 bath PRISTINE dutch colonial tucked away on a cul-... |
4 beds | 3 baths | 3,303 sq.ft. |
$749,900 |
Airbnb cash on cash: N/A
|
20 Warner CtGlastonbury, CT20 Warner Ct, Glastonbury, CT 06033 | Single Family Residential |
4 beds | 3 baths | 3,487 sq.ft. |
$899,900 |
Airbnb cash on cash: N/A
|
119 Spring StGlastonbury, CT119 Spring St, Glastonbury, CT 06033 | Single Family Residential |
3 beds | 2 baths | 1,928 sq.ft. |
$549,900 |
Airbnb cash on cash: -1.94%
|
9 Lakewood CirGlastonbury, CT9 Lakewood Cir, Glastonbury, CT 06073 | Single Family Residential |
3 beds | 2 baths | 1,459 sq.ft. |
$424,900 |
Airbnb cash on cash: -1.59%
|
74 Hollister Way S #74Glastonbury, CT74 Hollister Way S #74, Glastonbury, CT 06033 | Condo/Coop |
2 beds | 2 baths | 1,018 sq.ft. |
$249,999 |
Airbnb cash on cash: -3.95%
|
222 Williams St E #228Glastonbury, CT222 Williams St E #228, Glastonbury, CT 06033 | Condo/Coop |
1 beds | 1 baths | 582 sq.ft. |
$195,000 |
Airbnb cash on cash: -4.47%
|
402 Ash Swamp RdGlastonbury, CT402 Ash Swamp Rd, Glastonbury, CT 06033 | Single Family Residential |
3 beds | 2 baths | 2,620 sq.ft. |
$549,900 |
Airbnb cash on cash: -1.94%
|
244 Buttonball LnGlastonbury, CT244 Buttonball Ln, Glastonbury, CT 06033 | Single Family Residential |
4 beds | 1 baths | 1,866 sq.ft. |
$499,900 |
Airbnb cash on cash: N/A
|
37 Hanover Fields RdGlastonbury, CT37 Hanover Fields Rd, Glastonbury, CT 06033 | Single Family Residential |
3 beds | 2 baths | 3,288 sq.ft. |
$1,295,000 |
Airbnb cash on cash: -2.62%
|
Real Estate investment in Glastonbury, CT
There are 37 properties for sale in the city of Glastonbury . The median list price in Glastonbury is $689,900 and the average price per square foot is $247. In May 2026, the average monthly cash on cash return in Glastonbury is 2.00%. The average monthly rental income in Glastonbury is $2,764.