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 |
|---|---|---|---|
12 Harbor RoadWestport, CTNestled in the tranquil waterfront community of Saugatuck Shores, this home offers a priva... |
3 beds | 2 baths | 2,438 sq.ft. |
$1,699,000 |
Airbnb cash on cash: 0.81%
|
41 Richmondville Avenue #303Westport, CTShowing daily by appointment. IMMEDIATE OCCUPANCY! Only 5 homes remain!! A third floor 1... |
2 beds | 2 baths | 1,300 sq.ft. |
$1,825,000 |
Airbnb cash on cash: -2.24%
|
1 Crestwood RoadWestport, CTTO BE BUILT. Home has never been more important. A place that can fit all needs at all tim... |
5 beds | 7 baths | 5,700 sq.ft. |
$2,899,000 |
Airbnb cash on cash: -2.69%
|
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%
|
260 Hillspoint RoadWestport, CTExperience the unparalleled luxury of this exquisite Compo Beach seaside home,a masterpiec... |
5 beds | 8 baths | 10,800 sq.ft. |
$10,800,000 |
Airbnb cash on cash: -3.02%
|
87 Red Coat RoadWestport, CTMOST UNIQUE HOUSE IN WESTPORT LARGE LOG HOME ON THE RIVER THAT IS STOCKED WITH TROUT. INGR... |
4 beds | 4 baths | 4,636 sq.ft. |
$4,600,000 |
Airbnb cash on cash: -2.58%
|
61 Edgewater Commons LaneWestport, CTCOMPO BEACH NEIGHBORHOOD * WATER VIEWS * ROOM FOR A POOL This coastal gem sits on one of t... |
4 beds | 4 baths | 3,397 sq.ft. |
$1,749,000 |
Airbnb cash on cash: -1.69%
|
489 Main StreetWestport, CTSingle Family with legal accessory apartment. New 5 bedroom septic system- just installed ... |
5 beds | 4 baths | 2,192 sq.ft. |
$950,000 |
Airbnb cash on cash: -1.79%
|
61 Clapboard Hill RoadWestport, CTLocated in prestigious Greens Farms, this European-inspired Colonial captures the timeless... |
4 beds | 5 baths | 3,500 sq.ft. |
$3,899,000 |
Airbnb cash on cash: -2.49%
|
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: -2.47%
|
41 Richmondville Avenue #Duplex 2Westport, CTThis impressive home has floor-to-ceiling windows, wood floors and a linear gas fireplace.... |
2 beds | 3 baths | 1,760 sq.ft. |
$2,550,000 |
Airbnb cash on cash: -2.53%
|
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. |
$3,485,000 |
Airbnb cash on cash: -2.77%
|
10 Twin Falls LaneWestport, CTBeyond Beautiful - Welcome to 10 Twin Falls Lane, a striking property and home filled with... |
4 beds | 3 baths | 4,231 sq.ft. |
$2,249,000 |
Airbnb cash on cash: -2.01%
|
26 Hitchcock RoadWestport, CTWe're back! Can you believe it? So, we're excited to reintroduce this stunning home-nothin... |
5 beds | 5 baths | 4,549 sq.ft. |
$2,639,000 |
Airbnb cash on cash: -2.65%
|
11 Beachside CommonWestport, CTA true Westport icon, 11 Beachside Common is one of the most architecturally distinctive h... |
5 beds | 8 baths | 14,038 sq.ft. |
$5,950,000 |
Airbnb cash on cash: -2.92%
|
7 Buena Vista DriveWestport, CTLocation, Location, Location! 7 Buena Vista Drive, is a rare and exceptional property in o... |
4 beds | 3 baths | 1,838 sq.ft. |
$2,495,000 |
Airbnb cash on cash: -2.12%
|
4 Pin Oak CourtWestport, CTDiscover the possibilities with this 4-bedroom, 3 1/2 -bath Cape set on a flat and spaciou... |
4 beds | 4 baths | 2,359 sq.ft. |
$899,000 |
Airbnb cash on cash: -0.36%
|
18 Sherwood DriveWestport, CTThis Nantucket-style turnkey retreat has been reimagined and extensively renovated to crea... |
4 beds | 2 baths | 2,158 sq.ft. |
$2,195,000 |
Airbnb cash on cash: -1.98%
|
230 Saugatuck Avenue #U-6Westport, CTWelcome to Indian River Green! Located in a private community of 20 Townhouse Style Units ... |
2 beds | 3 baths | 1,200 sq.ft. |
$734,900 |
Airbnb cash on cash: -1.99%
|
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: -2.49%
|
56 Charcoal Hill RoadWestport, CTA rare offering, this remarkable Frazier Peters stone home is a masterful blend of histori... |
5 beds | 3 baths | 3,072 sq.ft. |
$2,495,000 |
Airbnb cash on cash: -2.62%
|
9 Clinton AvenueWestport, CTFull of character and cottage-style comfort, this farmhouse offers an inviting blend of vi... |
3 beds | 2 baths | 1,450 sq.ft. |
$1,050,000 |
Airbnb cash on cash: 0.84%
|
17 Clover LaneWestport, CTSOPHISTICATED CONTEMPORARY RETREAT - CLOVER LANE Exciting opportunity to own a beautifully... |
5 beds | 4 baths | 3,000 sq.ft. |
$2,195,000 |
Airbnb cash on cash: -2.55%
|
111 Sturges HighwayWestport, CTWelcome to 111 Sturges Highway, the pinnacle of refined elegance and timeless design. A ci... |
5 beds | 8 baths | 7,359 sq.ft. |
$3,750,000 |
Airbnb cash on cash: -2.79%
|
195 Hillspoint RoadWestport, CTThis pristine 3-bedroom, 2.5-bath waterfront home offers the ultimate coastal lifestyle wi... |
3 beds | 3 baths | 2,549 sq.ft. |
$2,499,000 |
Airbnb cash on cash: -1.46%
|
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%
|
4 Highland RoadWestport, CTWelcome to this timeless Colonial in sought-after Coleytown, where modern living meets cla... |
4 beds | 3 baths | 2,556 sq.ft. |
$1,495,000 |
Airbnb cash on cash: -1.44%
|
42 Kings Highway SouthWestport, CTBeautifully renovated 4-bedroom, 3-bath single-family home in the heart of Westport, CT, o... |
4 beds | 4 baths | 3,074 sq.ft. |
$1,749,000 |
Airbnb cash on cash: -1.69%
|
118 Roseville RoadWestport, CTA sexy modernist concrete retreat designed by Frank Lloyd Wright protege Francis Barry Byr... |
3 beds | 3 baths | 4,243 sq.ft. |
$3,100,000 |
Airbnb cash on cash: -1.79%
|
8 Canal RoadWestport, CTIncredible opportunity to own a coastal retreat with sweeping water views of Saugatuck Har... |
2 beds | 3 baths | 1,787 sq.ft. |
$1,395,000 |
Airbnb cash on cash: -2%
|
24 Tupelo RoadWestport, CTNestled on a quiet cul-de-sac, this private oasis is truly move-in ready! Set on over an a... |
4 beds | 3 baths | 3,705 sq.ft. |
$1,595,000 |
Airbnb cash on cash: -1.55%
|
6 Sunny Acres LaneWestport, CTWelcome to "The Village" as this lovely neighborhood in Westport is known by long time hom... |
4 beds | 1 baths | 1,196 sq.ft. |
$700,000 |
Airbnb cash on cash: 0.46%
|
5 Minard DriveWestport, CTSet in the coveted Saugatuck Shores enclave, this 5BR/4BA Colonial offers timeless design ... |
5 beds | 4 baths | 2,732 sq.ft. |
$2,300,000 |
Airbnb cash on cash: -2.58%
|
40 Maple Avenue NorthWestport, 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: -0.68%
|
33 Burnham HillWestport, CTBeach Living Awaits at 33 Burnham Hill Road, Westport. Build or reimagine the home of your... |
4 beds | 2 baths | 2,290 sq.ft. |
$2,695,000 |
Airbnb cash on cash: -2.2%
|
Real Estate investment in Westport, CT
There are 37 properties for sale in the city of Westport . The median list price in Westport is $2,495,000 and the average price per square foot is $671. In October 2025, the average monthly cash on cash return in Westport is N/A%. The average monthly rental income in Westport is $5,896.