Real Estate Investment Properties for Sale in Westbrook, CT
Looking for investment property in Westbrook, CT with high ROI ?
Explore a variety of short-term homes & houses in Westbrook, CT. Invest wisely with VRBO & Westbrook, 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 Westbrook, CT
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
6 Leeway DrWestbrook, CTCompletely renovated contemporary home in prestigious Pilot's Point Beach community. Beau... |
3 beds | 3 baths | 2,475 sq.ft. |
$1,275,000 |
Airbnb cash on cash: 0.85%
|
79 Wesley AveWestbrook, CTApproach the exterior and be greeted by the authentic rural and rustic theme and style of ... |
2 beds | 2 baths | 1,320 sq.ft. |
$500,000 |
Airbnb cash on cash: 0.09%
|
452 Essex RdWestbrook, CTWelcome to 452 Essex Rd renovated and like new just for you! This turn of the century Colo... |
3 beds | 2 baths | 2,028 sq.ft. |
$589,900 |
Airbnb cash on cash: 4.79%
|
41 Trolley RdWestbrook, CT41 Trolley Rd, Westbrook, CT 06498 | Single Family Residential |
2 beds | 1 baths | 573 sq.ft. |
$275,000 |
Airbnb cash on cash: 0.16%
|
29 Salt Island RdWestbrook, CT29 Salt Island Rd, Westbrook, CT 06498 | Multi Family |
4 beds | 2 baths | 1,665 sq.ft. |
$375,000 |
Airbnb cash on cash: -0.71%
|
Boston Post RdWestbrook, CTBoston Post Rd, Westbrook, CT 06498 | Other |
N/A beds | N/A baths | N/A |
$195,000 |
Airbnb cash on cash: N/A
|
44 Linden Ave NWestbrook, CT44 Linden Ave N, Westbrook, CT 06498 | Single Family Residential |
2 beds | 1 baths | 672 sq.ft. |
$114,900 |
Airbnb cash on cash: -1.11%
|
53 Oakridge DrWestbrook, CTDiscover your own private oasis, this expansive custom-built home built on over 8 acres of... |
4 beds | 3 baths | 4,937 sq.ft. |
$1,295,000 |
Airbnb cash on cash: -0.69%
|
46 School Hill LaneWestbrook, CTWelcome to 46 School Hill Ln, a spacious 4-bedroom, 2.5-bath home offering 2,594 sq ft of ... |
4 beds | 3 baths | 2,594 sq.ft. |
$553,000 |
Airbnb cash on cash: 0.73%
|
41 Roberts RoadWestbrook, CTWelcome to 41 Roberts Road, a wonderful opportunity to create your ideal shoreline retreat... |
4 beds | 2 baths | 1,664 sq.ft. |
$399,900 |
Airbnb cash on cash: 1.43%
|
449 Seaside AveWestbrook, CTA rare combination of privacy, functionality, and sweeping water views distinguishes this ... |
3 beds | 3 baths | 4,303 sq.ft. |
$1,565,000 |
Airbnb cash on cash: 0.66%
|
340 Toby Hill RdWestbrook, CT340 Toby Hill Rd, Westbrook, CT 06498 | Single Family Residential |
3 beds | 2 baths | 3,141 sq.ft. |
$750,000 |
Airbnb cash on cash: 1.85%
|
34 Quotonset LnWestbrook, CT34 Quotonset Ln, Westbrook, CT 06498 | Single Family Residential |
3 beds | 1 baths | 1,320 sq.ft. |
$639,900 |
Airbnb cash on cash: 2.69%
|
170 Dennison RdWestbrook, CT170 Dennison Rd, Westbrook, CT 06498 | Single Family Residential |
3 beds | 2 baths | 1,711 sq.ft. |
$675,000 |
Airbnb cash on cash: 2.39%
|
10 Chestnut DrWestbrook, CT10 Chestnut Dr, Westbrook, CT 06498 | Single Family Residential |
2 beds | 1 baths | 868 sq.ft. |
$150,000 |
Airbnb cash on cash: -2%
|
11 Old Forge RdWestbrook, CT11 Old Forge Rd, Westbrook, CT 06498 | Single Family Residential |
2 beds | 1 baths | 792 sq.ft. |
$189,000 |
Airbnb cash on cash: -2.35%
|
67 Winterberry CirWestbrook, CT67 Winterberry Cir, Westbrook, CT 06498 | Single Family Residential |
3 beds | 3 baths | 2,445 sq.ft. |
$499,900 |
Airbnb cash on cash: 4.31%
|
18 Broadway NWestbrook, CT18 Broadway N, Westbrook, CT 06498 | Single Family Residential |
2 beds | 1 baths | 924 sq.ft. |
$159,900 |
Airbnb cash on cash: -2.07%
|
513 Essex RdWestbrook, CT513 Essex Rd, Westbrook, CT 06498 | Single Family Residential |
3 beds | 1 baths | 1,172 sq.ft. |
$349,000 |
Airbnb cash on cash: 7.49%
|
5 Cook TerWestbrook, CT5 Cook Ter, Westbrook, CT 06498 | Single Family Residential |
2 beds | 1 baths | 672 sq.ft. |
$126,000 |
Airbnb cash on cash: -4.38%
|
448 Grove Beach Rd NWestbrook, CT448 Grove Beach Rd N, Westbrook, CT 06498 | Single Family Residential |
3 beds | 2 baths | 2,728 sq.ft. |
$1,195,000 |
Airbnb cash on cash: 0%
|
Brainard RdWestbrook, CTBrainard Rd, Westbrook, CT 06498 | Other |
N/A beds | N/A baths | N/A |
$199,000 |
Airbnb cash on cash: N/A
|
382 Cold Spring DrWestbrook, CTMove right into this beautifully maintained 3-bedroom, 1.5-bath home set on a large, level... |
3 beds | 1 baths | 1,668 sq.ft. |
$515,000 |
Airbnb cash on cash: 5.25%
|
3 Mohican RoadWestbrook, CTWelcome to your ultimate seaside retreat at 3 Mohican Road, nestled in the highly sought-a... |
3 beds | 2 baths | 1,787 sq.ft. |
$895,000 |
Airbnb cash on cash: 2.46%
|
35 Windy Hill RoadWestbrook, CTWestbrook Ranch with In-Law Potential - Just 1.7 Miles from the Beach! Opportunity awaits ... |
3 beds | 2 baths | 1,339 sq.ft. |
$389,000 |
Airbnb cash on cash: 7.59%
|
Real Estate investment in Westbrook, CT
There are 28 properties for sale in the city of Westbrook . The median list price in Westbrook is $452,000 and the average price per square foot is $312. In September 2026, the average monthly cash on cash return in Westbrook is 4.00%. The average monthly rental income in Westbrook is $2,375.