Real Estate Investment Properties for Sale in Westport, MA
Looking for investment property in Westport, MA with high ROI ?
Explore a variety of short-term homes & houses in Westport, MA. Invest wisely with VRBO & Westport, MA 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 Westport, MA
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
25 Valentine LnWestport, MAIMMACULATE 3 BEDROOM COLONIAL with IN LAW APARTMENT in SOUTH LEE on a quiet cul de sac. Zo... |
4 beds | 3 baths | 1,636 sq.ft. |
$629,000 |
Airbnb cash on cash: 1.72%
|
332 Division RdWestport, MA332 Division Rd, Westport, MA 02748 | Single Family Residential |
4 beds | 3 baths | 4,049 sq.ft. |
$1,095,000 |
Airbnb cash on cash: -0.27%
|
111 Slades Corner RdWestport, MA111 Slades Corner Rd, Westport, MA 02748 | Single Family Residential |
4 beds | 4 baths | 3,926 sq.ft. |
$5,995,000 |
Airbnb cash on cash: -1.87%
|
128 Old Bedford RdWestport, MASpace, comfort, and flexibility come together in this inviting home designed to accommodat... |
4 beds | 2 baths | 2,182 sq.ft. |
$674,900 |
Airbnb cash on cash: 1.71%
|
20 Faulkner StWestport, MAWelcome to 20 Faulkner Street in beautiful Westport, MA! This home is full of potential an... |
3 beds | 1 baths | 1,472 sq.ft. |
$556,000 |
Airbnb cash on cash: 0.96%
|
2 Olin Howland WayWestport, MA2 Olin Howland Way, Westport, MA 02790 | Single Family Residential |
4 beds | 2 baths | 3,644 sq.ft. |
$1,250,000 |
Airbnb cash on cash: -0.51%
|
441 Old County RdWestport, MA441 Old County Rd, Westport, MA 02790 | Single Family Residential |
3 beds | 2 baths | 3,505 sq.ft. |
$849,999 |
Airbnb cash on cash: -0.64%
|
920 Drift RdWestport, MAWelcome to a stunning new construction contemporary colonial offering the perfect blend of... |
5 beds | 3 baths | 4,152 sq.ft. |
$1,249,000 |
Airbnb cash on cash: -0.13%
|
51 Newton StWestport, MA51 Newton St, Westport, MA 02790 | Single Family Residential |
4 beds | 2 baths | 1,430 sq.ft. |
$599,999 |
Airbnb cash on cash: 1.32%
|
0 Hertitage AcresWestport, MA0 Hertitage Acres, Westport, MA 02790 | Other |
N/A beds | N/A baths | N/A |
$4,500,000 |
Airbnb cash on cash: -1.99%
|
218 American Legion HwyWestport, MA218 American Legion Hwy, Westport, MA 02790 | Other |
N/A beds | N/A baths | N/A |
$635,000 |
Airbnb cash on cash: -0.54%
|
214 Sawdy DrWestport, MA214 Sawdy Dr, Westport, MA 02790 | Single Family Residential |
4 beds | 2 baths | 2,232 sq.ft. |
$479,900 |
Airbnb cash on cash: 2.2%
|
1 Puddingstone CirWestport, MA1 Puddingstone Cir, Westport, MA 02790 | Single Family Residential |
4 beds | 3 baths | 3,798 sq.ft. |
$2,150,000 |
Airbnb cash on cash: -1.23%
|
1680 H Drift RdWestport, MADon't miss this rare opportunity to become part of the Winding Lane Association, with your... |
1 beds | 1 baths | 1,931 sq.ft. |
$1,200,000 |
Airbnb cash on cash: -0.37%
|
70 Third StreetWestport, MATucked away, 70 Third Street feels both private and unexpectedly special, where thoughtful... |
3 beds | 3 baths | 3,262 sq.ft. |
$2,275,000 |
Airbnb cash on cash: -0.79%
|
1263 Drift RdWestport, MAOwn a piece of Westport history with the William Kirby House, a classic antique Cape that ... |
3 beds | 3 baths | 2,023 sq.ft. |
$1,225,000 |
Airbnb cash on cash: -0.35%
|
32 First StWestport, MA32 First St, Westport, MA 02790 | Single Family Residential |
1 beds | 1 baths | 980 sq.ft. |
$475,000 |
Airbnb cash on cash: 0.42%
|
19 Majocka DrWestport, MA19 Majocka Dr, Westport, MA 02790 | Single Family Residential |
3 beds | 2 baths | 1,512 sq.ft. |
$599,000 |
Airbnb cash on cash: 0.02%
|
41 Watuppa RdWestport, MA41 Watuppa Rd, Westport, MA 02790 | Single Family Residential |
4 beds | 4 baths | 2,324 sq.ft. |
$875,000 |
Airbnb cash on cash: 0.21%
|
70 ThirdWestport, MA70 Third, Westport, MA 02790 | Single Family Residential |
3 beds | 2 baths | 3,262 sq.ft. |
$2,275,000 |
Airbnb cash on cash: -1.63%
|
3 Richmond PondWestport, MA3 Richmond Pond, Westport, MA 02790 | Single Family Residential |
3 beds | 3 baths | 3,061 sq.ft. |
$2,998,000 |
Airbnb cash on cash: -1.77%
|
169 Atlantic AveWestport, MA169 Atlantic Ave, Westport, MA 02790 | Single Family Residential |
5 beds | 5 baths | 4,343 sq.ft. |
$8,125,000 |
Airbnb cash on cash: -2%
|
115 Howland RdWestport, MA115 Howland Rd, Westport, MA 02790 | Single Family Residential |
5 beds | 3 baths | 3,928 sq.ft. |
$2,450,000 |
Airbnb cash on cash: -1.46%
|
217BB Tickle RdWestport, MA217BB Tickle Rd, Westport, MA 02790 | Single Family Residential |
2 beds | 1 baths | 1,048 sq.ft. |
$400,000 |
Airbnb cash on cash: 0.19%
|
99 Sylvia LnWestport, MA99 Sylvia Ln, Westport, MA 02790 | Single Family Residential |
2 beds | 1 baths | 804 sq.ft. |
$850,000 |
Airbnb cash on cash: -1.1%
|
54 Robert StWestport, MA54 Robert St, Westport, MA 02790 | Single Family Residential |
3 beds | 3 baths | 3,794 sq.ft. |
$875,000 |
Airbnb cash on cash: -0.69%
|
1775 Drift RdWestport, MA1775 Drift Rd, Westport, MA 02790 | Single Family Residential |
3 beds | 2 baths | 937 sq.ft. |
$875,000 |
Airbnb cash on cash: -0.69%
|
222 Blossom RdWestport, MA222 Blossom Rd, Westport, MA 02790 | Single Family Residential |
3 beds | 1 baths | 2,286 sq.ft. |
$799,000 |
Airbnb cash on cash: -0.54%
|
178 Pine Hill RdWestport, MA178 Pine Hill Rd, Westport, MA 02790 | Single Family Residential |
4 beds | 2 baths | 3,690 sq.ft. |
$1,350,000 |
Airbnb cash on cash: -0.64%
|
100 O DrWestport, MA100 O Dr, Westport, MA 02790 | Single Family Residential |
3 beds | 1 baths | 1,132 sq.ft. |
$524,900 |
Airbnb cash on cash: 0.33%
|
1680 H Drift Rd #HWestport, MA1680 H Drift Rd #H, Westport, MA 02790 | Single Family Residential |
1 beds | 1 baths | 1,931 sq.ft. |
$1,050,000 |
Airbnb cash on cash: -1.06%
|
94 HowlandWestport, MA94 Howland, Westport, MA 02790 | Single Family Residential |
5 beds | 4 baths | 4,861 sq.ft. |
$1,950,000 |
Airbnb cash on cash: -1.27%
|
41 Drift RdWestport, MA41 Drift Rd, Westport, MA 02790 | Single Family Residential |
3 beds | 2 baths | 1,628 sq.ft. |
$989,000 |
Airbnb cash on cash: -0.86%
|
29 Oak AveWestport, MA29 Oak Ave, Westport, MA 02790 | Single Family Residential |
3 beds | 3 baths | 1,943 sq.ft. |
$659,900 |
Airbnb cash on cash: -0.19%
|
129 Cross RdWestport, MA129 Cross Rd, Westport, MA 02790 | Single Family Residential |
4 beds | 2 baths | 1,696 sq.ft. |
$1,250,000 |
Airbnb cash on cash: -0.51%
|
38 Bayberry DrWestport, MA38 Bayberry Dr, Westport, MA 02790 | Single Family Residential |
4 beds | 3 baths | 2,826 sq.ft. |
$769,999 |
Airbnb cash on cash: 0.54%
|
225 Hixbridge RdWestport, MA225 Hixbridge Rd, Westport, MA 02790 | Single Family Residential |
4 beds | 3 baths | 4,710 sq.ft. |
$1,299,900 |
Airbnb cash on cash: -0.58%
|
171 Pine Hill RdWestport, MA171 Pine Hill Rd, Westport, MA 02790 | Single Family Residential |
4 beds | 2 baths | 2,936 sq.ft. |
$2,175,000 |
Airbnb cash on cash: -1.24%
|
3 Diane WayWestport, MA3 Diane Way, Westport, MA 02790 | Single Family Residential |
3 beds | 2 baths | 2,634 sq.ft. |
$950,000 |
Airbnb cash on cash: -0.81%
|
Lot 6A/6B American Legion HwyWestport, MALot 6A/6B American Legion Hwy, Westport, MA 02790 | Other |
N/A beds | N/A baths | N/A |
$299,999 |
Airbnb cash on cash: 1.32%
|
Real Estate investment in Westport, MA
There are 62 properties for sale in the city of Westport . The median list price in Westport is $659,605 and the average price per square foot is $164. In September 2026, the average monthly cash on cash return in Westport is 1.00%. The average monthly rental income in Westport is $2,588.