Get away from it all at your idyllic waterfront retreat. Nestled on the serene southwestern shoreline of Whoopee Bay located on the private island of Useppa, this charming property delivers breathtaking sunset views from the balcony, living room and master bedroom with convenient direct waterfront access to the the Intracoastal Waterway and Cabbage Key, Cayo Costa, Boca Grande Pass and beyond. The home offers a perfect blend of functionality and comfort, featuring two primary suites on the main level. Upstairs, the bright and light living and dining space is accented by warm hardwood flooring, vaulted ceilings, a functional fireplace perfect for cozy evenings, and newly updated impact sliders and windows accentuating the sweeping views of the bay and intracoastal. The screened porch is the perfect place to unwind, opening up to the gorgeous views and gentle gulf breezes. The fully equipped kitchen features granite countertops, as well as ample space for all your needs. Additionally, upstairs there are also double doors leading to a den, currently outfitted with bunk beds, which is a perfect space for accommodating additional guests or children. Recent updates include all windows and sliders replaced with PGT hurricane impact systems in 2023 as well as brand new HVAC system in 2025. Directly out front of the property is a protected area with a private shared dock, one/third ownership, providing dedicated use of a boat slip which is a tremendous amenity on the island and enables free and easy access to the pristine waterways. The location is truly ideal, with an under 5 minute boat ride to iconic Cabbage Key, and just a 15 minute ride to Boca Grande for dining, shopping and world class Tarpon fishing. Also, included is a transferable boat lift at nearby Safe Harbor Pineland Marina, perfect for quick assess to Useppa as your personal shore port. The Useppa Island Club & Marina is undergoing a transformative modernization and restoration project of the infrasturcture and shared areas, led by the new homeowner-led ownership group. First class amenities include the marina, historic Collier Inn, beaches, paths, landscaping and more—positioning Useppa as an even more exclusive, resilient and elevated paradise in the years ahead. Ownership on Useppa Island does require a resident membership with the Useppa Island Club & Marina and buyers should verify and complete all due diligence as to the club's operations and fees etc. . Whether you’re seeking a peaceful family escape, a fisherman’s haven, or a savvy investment in one of Florida’s most exclusive private islands amid major upgrades, this Bay Harbor Bungalow delivers unparalleled tranquility, convenience, and unprecedented Old Florida charm. Embrace the revitalized Useppa lifestyle—contact us today to schedule a viewing!
#303-B is a 2-bedroom, 2.5 bath waterfront attached-villa on Useppa's western shoreline. Only a short distance from the Intracoastal Waterway, this home is positioned to witness Florida's most spectacular waterfront sunsets while the area's finest boating and fishing lingers just outside the door. The cottage is tastefully decorated with maritime antiques and hints of Old Florida, making it already well-tuned to the island environment. The two bedrooms are on the first floor, with the Master overlooking the private cove and shared dock, where manatees and dolphin are regularly found. Upstairs is all entertainment and living-space, complete with fireplace, powder room, vaulted ceilings and screened porch, creating a perfectly comfortable environment for nearly any occasion. A recently added den/study is tucked in next to the kitchen, offering a convenient workspace or alternate sleeping area for guests. This cottage offers comfortable living in a private location, with full focus of the water and accessible dockage right outside the door. It covers the bases of “island living” quite well and would make a fantastic fulltime or seasonal retreat.
Public Records
Nov 28, 1995
Sold
$165,000
$113/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$8,978 (+6.7%)
$261,074 + $315,027
$576,101
2024
$8,414 (−1.8%)
$261,074 + $315,027
$576,101
2023
$8,564 (+122.0%)
$268,705 + $271,511
$540,216
2022
$3,858 (+9.5%)
2021
$3,524 (−1.0%)
2020
$3,559 (+1.6%)
2019
$3,503 (+1.1%)
2018
$3,465 (−0.8%)
2017
$3,495 (+0.9%)
2016
$3,462 (−2.6%)
2015
$3,555 (−0.4%)
2014
$3,570
Public record
Beds
2
Baths
3
Stories
2
Lot width
—
Lot depth
—
Lot size
3,311 Sq. Ft.
Year renovated
1981
Finished Sq. Ft.
1,459
Unfinished Sq. Ft.
—
Total Sq. Ft.
1,459
Year built
1981
Style
Single Family Residential
County
Lee County
APN
09442101000030030
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Sep 25, 2026.
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
10/10 Heat Factor
7 days above 113° expected this year, 24 days in 30 years
10/10 Wind Factor
99% chance of strong winds in next 30 years
3/10 Air Factor
2 unhealthy days expected this year, 2 days in 30 years
Provided by First Street
Historical weather
Captiva, FL • 33924
Average low and high temperatures (°F)
69
55
73
60
77
65
81
70
85
76
88
78
90
80
89
79
87
77
85
73
80
66
75
61
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
96/ 100
Exceptional sunlight
Sunscore
This home receives average direct sun exposure in Captiva. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
9.2 hrs
7.1 hrs
JuneDecember
Provided by Shadowmap
Redfin Estimate for 303 Useppa
$930,234
$65K under list price of $995K
Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $475K to $1.5M.