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 |
|---|---|---|---|
10 Charcoal Hill RoadWestport, CTA rare offering in Westport, this antique stone home blending timeless character with mode... |
4 beds | 4 baths | 3,279 sq.ft. |
$2,250,000 |
Airbnb cash on cash: -0.65%
|
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 StreetWestport, CTSingle Family with legal accessory apartment. New 5 bedroom septic system- just installed ... |
5 beds | 4 baths | 2,192 sq.ft. |
$872,000 |
Airbnb cash on cash: -0.76%
|
86 Maple Avenue SWestport, CTRenovated, refreshed, and move-in ready, this sunfilled Greens Farms gem offers the perfec... |
4 beds | 4 baths | 3,218 sq.ft. |
$2,345,000 |
Airbnb cash on cash: -0.56%
|
3 Laurel LaneWestport, CTDiscover the epitome of elegance and sophistication on a quiet street, in a coveted area i... |
4 beds | 5 baths | 4,204 sq.ft. |
$3,785,000 |
Airbnb cash on cash: -0.52%
|
16 Burr School RoadWestport, CTA masterful full renovation by acclaimed Coastal Luxury Homes, this extraordinary modern r... |
5 beds | 5 baths | 5,056 sq.ft. |
$3,450,000 |
Airbnb cash on cash: -1.18%
|
11 Edgewater HillsideWestport, CTCOMPO BEACH WATER VIEWS at this picture-perfect beach house. Edgewater Hillside is the bes... |
4 beds | 5 baths | 4,693 sq.ft. |
$3,899,000 |
Airbnb cash on cash: -1.02%
|
1 Coastal CourtWestport, CTIntroducing 1 Coastal Court, a rare opportunity to own in Westport's only gated community,... |
5 beds | 7 baths | 5,550 sq.ft. |
$4,995,000 |
Airbnb cash on cash: -2.88%
|
40 Maple Avenue NWestport, CTPrime location a few houses down from the Hunt Club Four bedrooms with one additional room... |
3 beds | 2 baths | 3,171 sq.ft. |
$1,699,900 |
Airbnb cash on cash: 0.93%
|
23 Bridge StreetWestport, CTSet in the heart of Westport, 23 Bridge Street offers a rare opportunity to own a characte... |
4 beds | 3 baths | 2,622 sq.ft. |
$1,185,000 |
Airbnb cash on cash: 0.52%
|
123 Greens Farms RoadWestport, CTClassic Greens Farms Colonial - Timeless Elegance Meets Modern Comfort ~ Nestled in one of... |
4 beds | 5 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 2Westport, CTIMMEDIATE OCCUPANCY! The FInal opportunity to own at The Mill Westport! This impressive ho... |
2 beds | 3 baths | 1,760 sq.ft. |
$2,495,000 |
Airbnb cash on cash: -1.65%
|
4 Woods Grove RoadWestport, CTHUGE OPPORTUNITY. PROPERTY TO BE SOLD AS-IS, WHERE IS WITH NO REPRESENTATIONS AS TO CONDIT... |
4 beds | 3 baths | 2,133 sq.ft. |
$999,000 |
Airbnb cash on cash: 0.6%
|
25 Old RoadWestport, CTSet in Westport's sought-after Hunt Club neighborhood, this European-inspired Colonial off... |
5 beds | 5 baths | 6,330 sq.ft. |
$2,200,000 |
Airbnb cash on cash: -1.18%
|
2 Fairport RoadWestport, CTExperience a new standard of modern elegance in this brand new luxury home in the heart of... |
5 beds | 5 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 Road NWestport, CTIdeally located in the heart of Westport and close to all schools, this exceptional Contem... |
4 beds | 3 baths | 3,244 sq.ft. |
$1,980,000 |
Airbnb cash on cash: -0.32%
|
69 Grove Point RoadWestport, CTInviting 2-bedroom, 1.5-bath FEMA compliant coastal cottage offering the perfect blend of ... |
2 beds | 2 baths | 1,394 sq.ft. |
$1,200,000 |
Airbnb cash on cash: -0.49%
|
13 Rockyfield RoadWestport, CTThis pristine Colonial offers timeless Westport elegance and effortless living, set on 1.1... |
5 beds | 7 baths | 7,409 sq.ft. |
$3,990,000 |
Airbnb cash on cash: -1.36%
|
65 W Parish RoadWestport, CTBright, beautifully maintained home in Westport's desirable Greens Farms neighborhood. Sun... |
3 beds | 2 baths | 1,183 sq.ft. |
$975,000 |
Airbnb cash on cash: 2.65%
|
44 Pumpkin Hill RoadWestport, CTSet in one of Westport's most sought-after central neighborhoods, this gracious 5+ bedroom... |
5 beds | 9 baths | 7,040 sq.ft. |
$3,950,000 |
Airbnb cash on cash: -1.45%
|
503 Bradley Lane unit: 503Westport, CTWelcome to Bradley Commons - a private, gated enclave in the heart of Westport's coveted S... |
2 beds | 3 baths | 1,756 sq.ft. |
$999,000 |
Airbnb cash on cash: -1.03%
|
7 Rowland PlaceWestport, CTCharming, Light-Filled, Beach Cottage In Saugatuck Shores; A few steps From The Water, Kit... |
2 beds | 1 baths | 948 sq.ft. |
$1,125,000 |
Airbnb cash on cash: -0.12%
|
41 Richmondville Avenue unit: Duplex 1Westport, CTA new opportunity to own in The Mill, now completely sold out, this is the first resale op... |
2 beds | 2 baths | 1,450 sq.ft. |
$2,150,000 |
Airbnb cash on cash: -1.53%
|
Real Estate investment in Westport, CT
There are 25 properties for sale in the city of Westport . The median list price in Westport is $2,420,000 and the average price per square foot is $584. In March 2026, the average monthly cash on cash return in Westport is 1.00%. The average monthly rental income in Westport is $6,482.