118 listings

Pool Homes for Sale in Winter Park, FL

Explore 118 pool homes in Winter Park, Florida. Updated every 15 minutes from Stellar MLS.

363 N PHELPS AVE
$1.25M
363 N PHELPS AVE, Winter Park
4 bd 3 ba 2,871 sqft
27 days on market
2111 MALLARD CIR
$1.25M
2111 MALLARD CIR, Winter Park
4 bd 3 ba 2,667 sqft
61 days on market
1600 S PENNSYLVANIA AVE
$1.20M
1600 S PENNSYLVANIA AVE, Winter Park
3 bd 2 ba 2,158 sqft
4 days on market
1448 LAKE FLORENCE WAY
$1.15M
1448 LAKE FLORENCE WAY, Winter Park
5 bd 5 ba 3,652 sqft
21 days on market
2232 BANCHORY ROAD
$1.12M
2232 BANCHORY ROAD, Winter Park
4 bd 3 ba 2,597 sqft
19 days on market
616 BRECHIN DR
$1.05M
616 BRECHIN DR, Winter Park
4 bd 5 ba 2,638 sqft
37 days on market
241 W LAKE SUE AVE
$999K
241 W LAKE SUE AVE, Winter Park
3 bd 3 ba 2,304 sqft
18 days on market
1800 MAGNOLIA AVE
$995K
1800 MAGNOLIA AVE, Winter Park
4 bd 3 ba 2,431 sqft
104 days on market
269 E CANTON AVE #269
$990K
269 E CANTON AVE #269, Winter Park
1 bd 2 ba 1,109 sqft
23 days on market
1507 GOLFSIDE DR
$899K
1507 GOLFSIDE DR, Winter Park
3 bd 2 ba 2,003 sqft
87 days on market
338 BLUE HERON DR
$865K
338 BLUE HERON DR, Winter Park
3 bd 3 ba 2,017 sqft
21 days on market
1521 HERON WOOD PL
$860K
1521 HERON WOOD PL, Winter Park
4 bd 2 ba 3,950 sqft
119 days on market
739 ROUGHBEARD RD
$800K
739 ROUGHBEARD RD, Winter Park
5 bd 3 ba 2,194 sqft
12 days on market
275 N RANGER BLVD
$775K
275 N RANGER BLVD, Winter Park
4 bd 3 ba 1,950 sqft
5 days on market
2344 WOODCREST DR
$730K
2344 WOODCREST DR, Winter Park
4 bd 2 ba 1,764 sqft
7 days on market
2333 WESTMINSTER CT
$699K
2333 WESTMINSTER CT, Winter Park
4 bd 2 ba 1,877 sqft
19 days on market
2215 WOODCREST DR
$695K
2215 WOODCREST DR, Winter Park
4 bd 2 ba 1,688 sqft
31 days on market
715 S RANGER BLVD
$695K
715 S RANGER BLVD, Winter Park
4 bd 3 ba 2,312 sqft
2 days on market
2708 LION HEART RD
$618K
2708 LION HEART RD, Winter Park
3 bd 2 ba 1,785 sqft
103 days on market
4353 STEED TER
$615K
4353 STEED TER, Winter Park
4 bd 2 ba 2,275 sqft
2 days on market
2758 BANCHORY RD
$598K
2758 BANCHORY RD, Winter Park
3 bd 3 ba 1,539 sqft
267 days on market
4053 COOL WATER CT
$549K
4053 COOL WATER CT, Winter Park
3 bd 2 ba 1,930 sqft
2 days on market
1232 VALLEY CREEK RUN
$535K
1232 VALLEY CREEK RUN, Winter Park
3 bd 3 ba 2,071 sqft
9 days on market
2217 SUSSEX RD
$520K
2217 SUSSEX RD, Winter Park
4 bd 2 ba 2,092 sqft
193 days on market