$3,200,000
Active
1d
$3,200,000
131 Ojibway
Islamorada, FL 33070
4 bd4 ba3,715 sqft
Indian Waterways
Islamorada, FL
Homes with Pool in Islamorada
Single-family homes with private pool in Islamorada, Florida. Browse active MLS listings and communities with List & Sell FL.
0
Communities
Islamorada
City
1%
Listing Fee
Active Listings
21 active listings
$2,450,000
Active
$2,450,000
179 Azalea
Islamorada, FL 33070
4 bd4 ba1,800 sqft
Plantation Key Colony 1st
$1,700,000
Active
21d
$1,700,000
133 Anglers
Islamorada, FL 33036
2 bd2.5 ba1,170 sqft
Anglers Reef
$2,950,000
Active
34d
$2,950,000
80902 OLD
Islamorada, FL 33036
4 bd3 ba3,550 sqft
Coral Cove
$4,899,000
Active
14d
$4,899,000
115 Villa Bella
Islamorada, FL 33036
4 bd4 ba2,476 sqft
Venetian Shores
$18,499,000
Active
31d
$18,499,000
87429 Old
Islamorada, FL 33036
6 bd8 ba6,692 sqft
Plantation Beach
$24,995,000
Active
22d
$24,995,000
82719 Old
Islamorada, FL 33036
7 bd10.5 ba10,182 sqft
Strattons Subd
$3,750,000
Active
85d
$3,750,000
74049 Overseas
Islamorada, FL 33036
4 bd4 ba2,596 sqft
Lower Matecumbe Beach
$10,950,000
Active
67d
$10,950,000
77350 Overseas
Islamorada, FL 33036
6 bd6.5 ba6,577 sqft
Matecumbe Ocean Bay Sec 2
$2,500,000
Active
113d
$2,500,000
107 Valencia
Islamorada, FL 33036
3 bd2.5 ba1,632 sqft
Venetian Shores No 2
$29,000,000
Active
128d
$29,000,000
75090 Overseas
Islamorada, FL 33036
4 bd5.5 ba8,194 sqft
Matecumbe Ocean Bay (75.0)
$699,000
Active
139d
$699,000
81801 Overseas Highway #714
Islamorada, FL 33036
1 bd1 ba550 sqft
Hotel Condominium At Cheeca Lodge, Bldgs 1 8 (6
$25,000,000
Active
126d
$25,000,000
82768 Overseas
Islamorada, FL 33036
7 bd10 ba8,288 sqft
Islamorada
$5,999,000
Active
185d
$5,999,000
1101 Mastic
Islamorada, FL 33036
8 bd6 ba3,649 sqft
Strattons Subdivision Pb2-
$5,999,999
Active
196d
$5,999,999
137 Sapodilla
Islamorada, FL 33036
5 bd5.5 ba5,456 sqft
Matecumbe Sandy Beach
$3,799,999
Active
220d
$3,799,999
77340 Overseas
Islamorada, FL 33036
2 bd2 ba928 sqft
Matecumbe Ocean Bay Sec 2
$14,990,000
Active
219d
$14,990,000
88351 Old
Islamorada, FL 33070
6 bd9 ba7,590 sqft
Pearl City
$15,950,000
Active
210d
$15,950,000
20 Avacado
Islamorada, FL 33036
6 bd7 ba6,680 sqft
Islamorada, Townsite Of
$22,500,000
Active
266d
$22,500,000
81486 Overseas
Islamorada, FL 33036
7 bd7.5 ba0 sqft
Upper Matecumbe
$4,750,000
Active
236d
$4,750,000
44 Plaza Del Lago
Islamorada, FL 33036
4 bd4.5 ba4,464 sqft
Port Antigua Plat No 2
$7,950,000
Active
526d
$7,950,000
162 Bayview
Islamorada, FL 33036
8 bd8.5 ba5,392 sqft
Safety Harbor Sec 1
Information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data deemed reliable but not guaranteed. © 2026 Beaches MLS, Inc.
About Homes with Pool in Islamorada
Homes with Pool in Islamorada, FL
Looking for homes with pool in Islamorada? Here is what to know about this part of the County market. Homes with a private pool are a natural fit for the Islamorada climate, where a screened lanai and pool see use most of the year. Pool homes span every price point across County and command a premium over comparable homes without one.
Inspect the pool and its equipment, the pump, heater, and screen enclosure, since repairs are costly. Confirm the home meets Florida's residential pool safety requirements, and get an insurance quote, as a pool can affect liability coverage. Budget for ongoing maintenance, whether you do it yourself or hire a service.
Frequently Asked Questions
Homes with Pool in Islamorada FAQ
How much does pool maintenance cost in Islamorada?+
A service typically runs a modest monthly fee, and equipment like a pump or heater will need replacement over time. Factor both into your ownership budget.
Does a pool affect home insurance in Islamorada?+
It can. A pool may raise liability considerations, and Florida has residential pool safety requirements. Get an insurance quote and confirm safety compliance before closing.
Are heated pools common in Islamorada?+
Many pool homes include a heater, which extends comfortable use through the cooler months. Listings note whether the pool is heated, and we can filter for it.
Do pool homes hold their value in County?+
In Florida a well-maintained pool is a desirable feature that usually supports resale, especially for family buyers. Condition is what matters most at resale.