Real Estate Investment Properties for Sale in Westport, CT
Looking for investment property in Westport, CT with high ROI ?
Explore a variety of short-term homes & houses in Westport, CT. Invest wisely with VRBO & Westport, 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 Westport, CT
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
32 Edgewater HillsideWestport, CTA breathtaking waterfront retreat where architecture, craftsmanship, and setting unite in ... |
3 beds | 4 baths | 3,236 sq.ft. |
$4,495,000 |
Airbnb cash on cash: -0.76%
|
110 Long Lots RdWestport, CTInvest with success and buy through Auction.com. This foreclosure investment property is a... |
5 beds | 7 baths | 7,809 sq.ft. |
$4,795,000 |
Airbnb cash on cash: -2.87%
|
14 Strathmore Ln #14Westport, CTSought after Strathmore Lane Complex. 2 bedroom 2 1/2 bath unit is looking for your specia... |
2 beds | 2 baths | 1,440 sq.ft. |
$440,000 |
Airbnb cash on cash: -0.83%
|
60 Wilton Road #2CWestport, CTFully completed and ready for occupancy. Unit 2C is the ONLY 4 BEDROOM unit in the buildin... |
4 beds | 4 baths | 3,460 sq.ft. |
$3,699,000 |
Airbnb cash on cash: -2.45%
|
489 Main StWestport, CTSingle Family with legal accessory apartment. New 5 bedroom septic system- just installed ... |
5 beds | 4 baths | 2,192 sq.ft. |
$900,000 |
Airbnb cash on cash: -0.77%
|
86 Maple Ave SWestport, CTRenovated, refreshed, and move-in ready, this sunfilled Greens Farms gem offers the perfec... |
4 beds | 2 baths | 3,218 sq.ft. |
$2,450,000 |
Airbnb cash on cash: -0.58%
|
3 Laurel LnWestport, CTDiscover the epitome of elegance and sophistication on a quiet street, in a coveted area i... |
4 beds | 4 baths | 4,204 sq.ft. |
$3,785,000 |
Airbnb cash on cash: -0.52%
|
16 Burr School RdWestport, CTA masterful full renovation by acclaimed Coastal Luxury Homes, this extraordinary modern r... |
5 beds | 4 baths | 5,056 sq.ft. |
$3,450,000 |
Airbnb cash on cash: -1.18%
|
11 Old Hill RoadWestport, CTNestled in the heart of Westport's coveted Old Hill neighborhood, this home offers the cha... |
4 beds | 5 baths | 3,935 sq.ft. |
$2,527,000 |
Airbnb cash on cash: -0.85%
|
17 Clover LaneWestport, CTSOPHISTICATED CONTEMPORARY RETREAT - CLOVER LANE Exciting opportunity to own a beautifully... |
5 beds | 4 baths | 2,994 sq.ft. |
$2,095,000 |
Airbnb cash on cash: -0.89%
|
1 Coastal CtWestport, CTIntroducing 1 Coastal Court, a rare opportunity to own in Westport's only gated community,... |
5 beds | 5 baths | 5,550 sq.ft. |
$4,995,000 |
Airbnb cash on cash: -2.88%
|
40 Maple Ave NWestport, CTPrime location a few houses down from the Hunt Club three bedrooms with two additional bou... |
3 beds | 2 baths | 3,171 sq.ft. |
$1,699,900 |
Airbnb cash on cash: 0.93%
|
123 Greens Farms RdWestport, CTClassic Greens Farms Colonial - Timeless Elegance Meets Modern Comfort ~ Nestled in one of... |
4 beds | 3 baths | 5,207 sq.ft. |
$2,695,000 |
Airbnb cash on cash: -0.74%
|
116 Roseville RoadWestport, CTTucked away on a picturesque property with a peaceful pond and complete privacy, this cust... |
5 beds | 7 baths | 5,771 sq.ft. |
$3,950,000 |
Airbnb cash on cash: -1.29%
|
41 Richmondville Avenue unit: Duplex 2 #Duplex 2Westport, CTIMMEDIATE OCCUPANCY! Only TWO homes remain at The Mill Westport! This impressive home has ... |
2 beds | 3 baths | 1,760 sq.ft. |
$2,495,000 |
Airbnb cash on cash: -1.65%
|
29 Guyer RoadWestport, CTLocated on highly desirable Guyer Road, this 3-bedroom, 2-bath plus bonus room home is bei... |
3 beds | 2 baths | 1,080 sq.ft. |
$790,000 |
Airbnb cash on cash: 3.32%
|
5 Over Rock LaneWestport, CTA rare offering providing the best of both worlds! Enter through stone pillars to find thi... |
3 beds | 3 baths | 2,107 sq.ft. |
$1,500,000 |
Airbnb cash on cash: 0.92%
|
25 Old RdWestport, CTSet in Westport's sought-after Hunt Club neighborhood, this European-inspired Colonial off... |
5 beds | 4 baths | 6,330 sq.ft. |
$2,550,000 |
Airbnb cash on cash: -1.15%
|
9 Victoria LaneWestport, CTHighest and Best offers to be submitted by Wednesday, 1/14 at 5pm. Perfectly positioned at... |
5 beds | 4 baths | 3,228 sq.ft. |
$1,900,000 |
Airbnb cash on cash: -1.13%
|
1 Boxwood LaneWestport, CTWelcome to 1 Boxwood Lane, a private estate where timeless design meets a lifestyle center... |
5 beds | 8 baths | 7,359 sq.ft. |
$3,500,000 |
Airbnb cash on cash: -1.54%
|
60 Clinton AveWestport, CTA GREAT OPPORTUNITY TO MOVE IN, EXPAND, OR CREATE YOUR DREAM HOME. Just minutes from downt... |
3 beds | 2 baths | 1,670 sq.ft. |
$1,300,000 |
Airbnb cash on cash: 1.65%
|
2 Fairport RdWestport, CTExperience a new standard of modern elegance in this brand new luxury home in the heart of... |
5 beds | 4 baths | 4,288 sq.ft. |
$2,600,000 |
Airbnb cash on cash: -2.64%
|
1 Dexter RoadWestport, CTThe sale of this home is subjected to probate court approval. The property is being sold i... |
3 beds | 1 baths | 1,121 sq.ft. |
$819,900 |
Airbnb cash on cash: 3.34%
|
28 Turkey Hill Rd NWestport, CTIdeally located in the heart of Westport and close to all schools, this exceptional Contem... |
4 beds | 3 baths | 3,244 sq.ft. |
$2,100,000 |
Airbnb cash on cash: -0.36%
|
Real Estate investment in Westport, CT
There are 46 properties for sale in the city of Westport . The median list price in Westport is $2,538,500 and the average price per square foot is $606. In February 2026, the average monthly cash on cash return in Westport is 1.00%. The average monthly rental income in Westport is $6,934.