Real Estate Investments for Sale in Westport, CT With High ROI
Are you looking for a vacation rental in Westport, CT? Look no further! We have a wide variety of vacation available for sale, including beachfront condos, mountain single-family homes, townhouses, vacation homes and everything in between.
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 |
|---|---|---|---|
15 Newtown TurnpikeWestport, CTDiscover this exquisite colonial in Westport's Old Hill, set on 2 acres with stone accents... |
5 beds | 4 baths | 4,222 sq.ft. |
$1,295,000 |
Airbnb cash on cash: -1.67%
|
6 Brookside PlaceWestport, CTINVESTORS and 1031 EXCHANGE BUYERS TAKE NOTE....Welcome to a dream investment opportunity ... |
3 beds | 2 baths | 1,344 sq.ft. |
$775,000 |
Airbnb cash on cash: 5.05%
|
8 Cunningham PlaceWestport, CTLocation, location, location! In-town and at the end of a double cul-de-sac! This unique p... |
2 beds | 3 baths | 1,614 sq.ft. |
$895,000 |
Airbnb cash on cash: 1.32%
|
10 Davenport AvenueWestport, CTBeatiful Colonial 2 family with lots of value potential! Flat lot with covered patio, nice... |
3 beds | 2 baths | 3,152 sq.ft. |
$815,000 |
Airbnb cash on cash: N/A
|
12 North AvenueWestport, CTAbsolute charmer - post-and-beam lovers, look no further! This 1880 Saltbox has been subst... |
4 beds | 3 baths | 3,038 sq.ft. |
$1,680,000 |
Airbnb cash on cash: 2.48%
|
3 Robert LaneWestport, CTThis charming open-floor-plan home is nestled into a gorgeous level lot with impressive la... |
3 beds | 2 baths | 2,912 sq.ft. |
$949,000 |
Airbnb cash on cash: 3.8%
|
60 Wilton Road #Penthouse 4CWestport, CTNestled along the Saugatuck River comes a collection of twelve refined, private homes desi... |
2 beds | 3 baths | 2,437 sq.ft. |
$3,999,000 |
Airbnb cash on cash: -2.44%
|
60 Wilton Road #Penthouse 4AWestport, CTNestled along the Saugatuck River comes a collection of twelve refined, private homes desi... |
2 beds | 3 baths | 2,437 sq.ft. |
$4,750,000 |
Airbnb cash on cash: -2.55%
|
60 Wilton Road #Penthouse 4BWestport, CTNestled along the Saugatuck River comes a collection of twelve refined, private homes desi... |
2 beds | 3 baths | 2,437 sq.ft. |
$3,880,000 |
Airbnb cash on cash: -2.41%
|
60 Wilton Road #3BWestport, CTNEARING COMPLETION!Nestled along the Saugatuck River comes a collection of 12 refined, pri... |
2 beds | 3 baths | 2,437 sq.ft. |
$2,850,000 |
Airbnb cash on cash: -2.15%
|
60 Wilton Road #2BWestport, CTFully completed and ready for occupancy!!Unit 2B is the largest 2 bedroom + den unit in th... |
2 beds | 3 baths | 2,437 sq.ft. |
$2,625,000 |
Airbnb cash on cash: -2.07%
|
41 Richmondville Avenue #109Westport, CTWelcome to this 1 bed + den with 2-baths and historic details at The Mill Westport! As you... |
2 beds | 2 baths | 1,300 sq.ft. |
$1,495,000 |
Airbnb cash on cash: -2.32%
|
32 Webb RoadWestport, CTNestled at the end of a prime cul de sac, where tranquility meets convenience, lies an enc... |
4 beds | 3 baths | 3,238 sq.ft. |
$1,475,000 |
Airbnb cash on cash: 1.62%
|
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: -3.03%
|
76 Valley RoadWestport, CTCustom-built Contemporary home with walls of glass and full of light. Peaceful, remarkable... |
3 beds | 3 baths | 2,124 sq.ft. |
$1,150,000 |
Airbnb cash on cash: 1.5%
|
5 Rose LaneWestport, CTThis meticulously maintained architect custom designed 5-bedroom modern colonial was exten... |
5 beds | 5 baths | 5,003 sq.ft. |
$1,799,000 |
Airbnb cash on cash: -2.96%
|
279 Saugatuck AvenueWestport, CTSpectacular direct waterfront estate offering unobstructed views of Long Island Sound. Mar... |
4 beds | 7 baths | 8,246 sq.ft. |
$12,500,000 |
Airbnb cash on cash: -2.57%
|
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: -1.23%
|
5 Daniel CourtWestport, CTMinutes away from all amenities, this modern colonial architectural masterpiece is located... |
4 beds | 5 baths | 6,068 sq.ft. |
$2,599,000 |
Airbnb cash on cash: -0.5%
|
20 Covlee DriveWestport, CTLocation, location, location, this magnificent Colonial, located in prestigious Saugatuck ... |
4 beds | 6 baths | 6,012 sq.ft. |
$2,995,000 |
Airbnb cash on cash: -0.79%
|
1 Valley Field RoadWestport, CTWelcome to Valley Field Farm! This enchanting residence boasts exposed wood beams, dramati... |
4 beds | 4 baths | 3,300 sq.ft. |
$1,499,000 |
Airbnb cash on cash: 1.57%
|
41 Richmondville Avenue #210Westport, CTWelcome to this inviting 2-bedroom, 2.5 bathroom corner residence with historic details at... |
2 beds | 3 baths | 1,630 sq.ft. |
$2,195,000 |
Airbnb cash on cash: -2.76%
|
329 Lansdowne #329Westport, CTWelcome to Lansdowne, Westport's premier gated community, where sophisticated living meets... |
2 beds | 2 baths | 2,450 sq.ft. |
$1,375,000 |
Airbnb cash on cash: -1.6%
|
41 Richmondville Avenue #Duplex 1Westport, CTThis impressive home has floor-to-ceiling windows, wood floors and a linear gas fireplace.... |
2 beds | 2 baths | 1,450 sq.ft. |
$2,250,000 |
Airbnb cash on cash: -2.67%
|
4 Ivanhoe LaneWestport, CTThis gem in an ideal Westport location was recently updated and is waiting for you to drop... |
5 beds | 4 baths | 2,582 sq.ft. |
$1,639,000 |
Airbnb cash on cash: -2.95%
|
443 Riverside AvenueWestport, CTLovely 2900++ sf waterfront on .49 flat acres sitting on the Saugatuck River. Includes lar... |
4 beds | 4 baths | 2,947 sq.ft. |
$3,000,000 |
Airbnb cash on cash: -0.78%
|
50 Compo Mill CoveWestport, CTPRIVATE WATERFRONT PARADISE! Tranquil location offers unrivaled access to Panoramic Ocean ... |
5 beds | 7 baths | 3,955 sq.ft. |
$13,500,000 |
Airbnb cash on cash: -3.13%
|
12 Covlee DriveWestport, CTBeach living at its best! An SIR Signature Home originally built by SIR Development, a wel... |
5 beds | 6 baths | 4,630 sq.ft. |
$3,299,000 |
Airbnb cash on cash: -3.05%
|
41 Richmondville Avenue #PH WestWestport, CTPH West features 3 beds den and private terrace. The corner living room spans 36+ ft w flo... |
3 beds | 3 baths | 2,400 sq.ft. |
$3,495,000 |
Airbnb cash on cash: -2.44%
|
5 Fieldcrest RoadWestport, CTA home offering such a desirable lifestyle in coveted Westport CT is near impossible to fi... |
4 beds | 3 baths | 2,840 sq.ft. |
$1,850,000 |
Airbnb cash on cash: 0.68%
|
7 Harbor RoadWestport, CTDramatic and spacious Saugatuck Shores contemporary is bathed in sunlight. Owners have upd... |
4 beds | 5 baths | 3,508 sq.ft. |
$1,895,000 |
Airbnb cash on cash: 0.59%
|
3 Short StreetWestport, CTProperty Note: 3 & 5 SHORT ST is a side by side duplex, only the left half (3 short St) is... |
2 beds | 1 baths | 1,100 sq.ft. |
$795,000 |
Airbnb cash on cash: N/A
|
41 Richmondville Avenue #PH EastWestport, CTAn inviting 2-bedroom, 2-bath home with historic details & private terrace! Beyond the... |
2 beds | 2 baths | 1,630 sq.ft. |
$2,365,000 |
Airbnb cash on cash: -2.79%
|
124 Imperial AvenueWestport, CTThis stunning custom-built Victorian home is in a prime location, built by a renowned West... |
4 beds | 6 baths | 5,547 sq.ft. |
$2,799,000 |
Airbnb cash on cash: -0.61%
|
8 Clover LaneWestport, CTHIDDEN GEM CLOSE TO ALL WESTPORT AMENITIES Center Hall Colonial with flowing layout in a u... |
4 beds | 3 baths | 3,004 sq.ft. |
$1,699,000 |
Airbnb cash on cash: 1.01%
|
6 Lazy Brook LaneWestport, CTThis meticulously maintained colonial is best described as one of Greens Farms hidden gems... |
4 beds | 5 baths | 3,202 sq.ft. |
$1,699,000 |
Airbnb cash on cash: 1.01%
|
6 Pan Handle LaneWestport, CTThis Custom Built Adirondack Estate boasts over 10,000 incredible square feet of living sp... |
5 beds | 9 baths | 7,435 sq.ft. |
$5,499,000 |
Airbnb cash on cash: -3.08%
|
41 Richmondville Avenue #306Westport, CT306 is a 2 bed corner with dual exposure, historic brick & beams, fireplace, ceilings reac... |
2 beds | 2 baths | 1,530 sq.ft. |
$2,250,000 |
Airbnb cash on cash: -2.72%
|
Real Estate investment in Westport, CT
There are 38 properties for sale in the city of Westport . The median list price in Westport is $2,222,500 and the average price per square foot is $677. In April 2024, the average monthly cash on cash return in Westport is 2.00%. The average monthly rental income in Westport is $6,559.