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 |
|---|---|---|---|
143 Roseville RoadWestport, CTNestled in peaceful seclusion yet just moments to town's shops, restaurants and amenities,... |
4 beds | 5 baths | 4,100 sq.ft. |
$4,375,000 |
Airbnb cash on cash: -0.94%
|
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: -2.79%
|
41 Richmondville Avenue #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. |
$1,999,000 |
Airbnb cash on cash: -2.52%
|
61 Clapboard Hill RoadWestport, CTLocated in prestigious Greens Farms, this European-inspired Colonial offers a rare opportu... |
4 beds | 4 baths | 3,418 sq.ft. |
$3,850,000 |
Airbnb cash on cash: -1.28%
|
3 Laurel LaneWestport, CTWelcome to this new construction project which is currently underway, with an expected com... |
4 beds | 6 baths | 4,204 sq.ft. |
$3,785,000 |
Airbnb cash on cash: -2.8%
|
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: -1.35%
|
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: -2.64%
|
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: -1.21%
|
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: -0.67%
|
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: -0.64%
|
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: 0.94%
|
2 Charcoal LaneWestport, CTLocated in the highly sought-after Charcoal Hill neighborhood, this home sits on 2+ privat... |
3 beds | 3 baths | 3,810 sq.ft. |
$2,198,000 |
Airbnb cash on cash: -0.54%
|
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: -1.06%
|
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: -1.18%
|
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. |
$985,000 |
Airbnb cash on cash: -0.15%
|
10 Winding LaneWestport, CTExperience the pinnacle of luxury living in this exceptional 4,600 sq ft, 5-bedroom home, ... |
5 beds | 5 baths | 4,602 sq.ft. |
$3,550,000 |
Airbnb cash on cash: -1.03%
|
55 Center StreetWestport, CTLocated in Westport's coveted Greens Farms neighborhood, this light-filled home is perfect... |
5 beds | 5 baths | 4,922 sq.ft. |
$2,850,000 |
Airbnb cash on cash: -0.83%
|
19 Half Mile CommonWestport, CTBeautifully renovated split level situated on a centrally located cul-de-sac. This sun-fil... |
4 beds | 4 baths | 2,340 sq.ft. |
$1,199,000 |
Airbnb cash on cash: -0.64%
|
104 Harvest Commons #104Westport, CTTasteful turn-key townhome with main level primary suite, open plan and two private outdoo... |
2 beds | 3 baths | 2,161 sq.ft. |
$1,495,000 |
Airbnb cash on cash: -0.62%
|
52 Partrick RoadWestport, CTDiscover the perfect balance of comfort and convenience with this unique split-level resid... |
5 beds | 6 baths | 5,095 sq.ft. |
$1,699,000 |
Airbnb cash on cash: -0.33%
|
119 Kings Highway NWestport, CTWelcome to 119 Kings Highway North, located in the beautiful Old Hill section of Westport.... |
2 beds | 2 baths | 1,400 sq.ft. |
$1,250,000 |
Airbnb cash on cash: -0.48%
|
119 Long Lots RoadWestport, CTIn Westport's coveted Long Lots neighborhood, this residence makes a striking first impres... |
5 beds | 5 baths | 5,616 sq.ft. |
$3,250,000 |
Airbnb cash on cash: -0.83%
|
24 Blue Ribbon DriveWestport, CT**PLEASE SUBMIT ALL OFFERS BY TUESDAY MAY 5TH AT NOON** Classic charm meets modern comfort... |
4 beds | 4 baths | 3,584 sq.ft. |
$2,349,000 |
Airbnb cash on cash: -1.04%
|
21 Covlee DrWestport, CT21 Covlee Dr, Westport, CT 06880 | Single Family Residential |
4 beds | 4 baths | 4,444 sq.ft. |
$6,875,000 |
Airbnb cash on cash: -2.95%
|
11 Wake Robin RoadWestport, CTJust completed and ready for immediate occupancy, this beautifully crafted new constructio... |
5 beds | 6 baths | 7,583 sq.ft. |
$4,799,000 |
Airbnb cash on cash: -2.62%
|
1 Greystone Farm LaneWestport, CTExperience the perfect harmony of sophisticated architecture and bucolic charm in this Col... |
5 beds | 6 baths | 5,182 sq.ft. |
$4,199,000 |
Airbnb cash on cash: -0.98%
|
19 E Horseshoe LaneWestport, CTLocated on a quiet cul de sac only one mile from Metro North Train Station/I95 and two mil... |
5 beds | 5 baths | 5,476 sq.ft. |
$3,300,000 |
Airbnb cash on cash: -0.54%
|
3 Stonewall LaneWestport, CTTucked away on a coveted Westport lane, 3 Stonewall Ln. offers an exceptional blend of sop... |
5 beds | 7 baths | 8,694 sq.ft. |
$4,000,000 |
Airbnb cash on cash: -1.13%
|
4 Charcoal LaneWestport, CTA rare offering indeed! Welcome to 4 Charcoal Lane, an unrivaled multi-generational estate... |
5 beds | 5 baths | 6,015 sq.ft. |
$3,675,000 |
Airbnb cash on cash: -0.97%
|
462 Riverside AvenueWestport, CTHistoric Landmark Queen Anne Victorian House C.1899 w/beautiful architectural detail. The ... |
3 beds | 3 baths | 2,235 sq.ft. |
$1,875,000 |
Airbnb cash on cash: -0.51%
|
3 Cedar Pond RoadWestport, CTTucked away at the end of a long private drive, this exceptional property offers rare priv... |
4 beds | 4 baths | 3,046 sq.ft. |
$1,990,000 |
Airbnb cash on cash: -0.91%
|
30 Pequot TrailWestport, CTCoveted Old Hill neighborhood! This stone and shingle 10 room colonial is detailed with cu... |
5 beds | 4 baths | 3,156 sq.ft. |
$1,675,000 |
Airbnb cash on cash: -0.3%
|
32 Whitney Glen #32Westport, CTWhitney Glen, one of Westport's sought-after communities, is surrounded by mature trees & ... |
1 beds | 2 baths | 949 sq.ft. |
$459,000 |
Airbnb cash on cash: -0.31%
|
4 Cardinal LaneWestport, CTWelcome to 4 Cardinal Lane ~ a beautifully expanded and thoughtfully updated home set on t... |
4 beds | 4 baths | 4,651 sq.ft. |
$2,250,000 |
Airbnb cash on cash: -1.15%
|
Real Estate investment in Westport, CT
There are 35 properties for sale in the city of Westport . The median list price in Westport is $2,695,000 and the average price per square foot is $625. In May 2026, the average monthly cash on cash return in Westport is 1.00%. The average monthly rental income in Westport is $7,071.