Windsor Cay Pool Homes for Sale
Every pool home currently for sale in Windsor Cay — pulled live from the Stellar MLS and updated continuously. Pair this with the free Windsor Cay market report to see what's actually selling, days on market, and sold-to-list ratios before you make an offer.
20 Pool Homes in Windsor Cay
$610,000
1288 Blue Paradise Way
Clermont, FL 34714
5 bd · 5 ba · 2,281 sqft
Windsor Cay Ph 1
MLS ID #O6440690, LPT REALTY, LLC.
Listing provided by Stellar MLS
$1,349,000
16016 Sandy Cliffs Dr
Clermont, FL 34714
10 bd · 8 ba · 4,376 sqft
Windsor Cay Ph 1
MLS ID #O6384007, LOKATION.
Listing provided by Stellar MLS
$531,000
1264 Blue Island Dr
Clermont, FL 34714
5 bd · 5 ba · 2,281 sqft
Windsor Cay Ph 1
MLS ID #O6427431, CHARLES RUTENBERG REALTY ORLANDO.
Listing provided by Stellar MLS
$529,900
1286 Shoreside St
Clermont, FL 34714
5 bd · 5 ba · 2,281 sqft
Windsor Cay
MLS ID #O6445146, CHARLES RUTENBERG REALTY ORLANDO.
Listing provided by Stellar MLS
$1,040,000
16364 Saint Kitts Cir
Clermont, FL 34714
8 bd · 6 ba · 4,026 sqft
Windsor Cay Resort
MLS ID #O6398658, THE CAVALIERI GROUP REALTY LLC.
Listing provided by Stellar MLS
$649,000
1248 Blue Island Dr
Clermont, FL 34714
5 bd · 5 ba · 2,281 sqft
Windsor Cay Resort
MLS ID #O6445212, LA ROSA REALTY LLC.
Listing provided by Stellar MLS
$685,000
1256 Blue Paradise Dr
Clermont, FL 34714
5 bd · 5 ba · 2,269 sqft
Windsor Cay
MLS ID #S5149536, NEWKEY REAL ESTATE LLC.
Listing provided by Stellar MLS
$770,000
16205 Saint Kitts Cir
Clermont, FL 34714
5 bd · 6 ba · 2,605 sqft
Windsor Cay
MLS ID #S5153317, RE/MAX HERITAGE.
Listing provided by Stellar MLS
$670,000
1287 Blue Paradise Way
Clermont, FL 34714
5 bd · 5 ba · 2,269 sqft
Windsor Cay
MLS ID #O6445133, CHARLES RUTENBERG REALTY ORLANDO.
Listing provided by Stellar MLS
$615,000
16129 Palm Frond Ave
Clermont, FL 34714
5 bd · 5 ba · 2,281 sqft
Windsor Cay Ph 2
MLS ID #O6426142, CHARLES RUTENBERG REALTY ORLANDO.
Listing provided by Stellar MLS
$628,000
1236 Blue Island Dr
Clermont, FL 34714
5 bd · 5 ba · 2,281 sqft
Windsor Cay Phase 1
MLS ID #O6372620, WRA BUSINESS & REAL ESTATE.
Listing provided by Stellar MLS
$1,500,000
16175 Coastal Cove Ln
Clermont, FL 34714
10 bd · 8 ba · 4,376 sqft
Windsor Cay Ph 2
MLS ID #O6438475, MS LAND & BUILDING LLC.
Listing provided by Stellar MLS
$919,000
16225 Saint Kitts Cir
Clermont, FL 34714
7 bd · 6 ba · 3,286 sqft
Windsor Cay Ph 1
MLS ID #O6398779, SELECTA REALTY LLC.
Listing provided by Stellar MLS
$550,000
1274 Shoreside St
Clermont, FL 34714
5 bd · 5 ba · 2,281 sqft
Windsor Cay Ph 1
MLS ID #S5155987, LA ROSA REALTY ORLANDO LLC.
Listing provided by Stellar MLS
$1,058,000
16208 Saint Martin St
Clermont, FL 34714
8 bd · 6 ba · 4,026 sqft
Windsor Cay Resort
MLS ID #O6437652, MS LAND & BUILDING LLC.
Listing provided by Stellar MLS
$1,196,000
15961 Cape Coral Loop
Clermont, FL 34714
8 bd · 6 ba · 4,026 sqft
Windsor Cay Ph 1
MLS ID #O6367185, MS LAND & BUILDING LLC.
Listing provided by Stellar MLS
$1,125,000
16231 Trinidad Way
Clermont, FL 34714
7 bd · 6 ba · 3,274 sqft
Windsor Cay Resort
MLS ID #O6412995, WRA BUSINESS & REAL ESTATE.
Listing provided by Stellar MLS
$1,299,000
16276 Saint Martin St
Clermont, FL 34714
10 bd · 8 ba · 4,376 sqft
Windsor Cay
MLS ID #O6425429, INTEREALTY SERVICE.
Listing provided by Stellar MLS
$885,000
1261 Emerald Row St
Clermont, FL 34714
7 bd · 6 ba · 3,274 sqft
Windsor Cay
MLS ID #O6376027, GROUND LEVEL GROUP.
Listing provided by Stellar MLS
$1,196,000
15969 Cape Coral Loop
Clermont, FL 34714
8 bd · 6 ba · 4,026 sqft
Windsor Cay Ph 1
MLS ID #O6381442, MS LAND & BUILDING LLC.
Listing provided by Stellar MLS
More Windsor Cay Homes for Sale
Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX 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.
Based on information submitted to the MLS GRID as of November 4, 2026 at 10:52 AM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.
Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA