Winter Garden Pool Homes for Sale

Every pool home currently for sale in Winter Garden — pulled live from the Stellar MLS and updated continuously. Pair this with the free Winter Garden market report to see what's actually selling, days on market, and sold-to-list ratios before you make an offer.

24+ Pool Homes in the Winter Garden area

Winter Garden, FLWinter Garden, FL
Stellar MLS
ActiveCondominium360°

$155,000

Winter Garden, FL 34787

2 bd · 2 ba · 1,265 sqft

Grove Residence & Spa Hotel Condo Ii

MLS ID #O6456209, WELCOME HOME REALTY GROUP LLC.

Listing provided by Stellar MLS

10732 Petrillo Way, FL10732 Petrillo Way, FL
Stellar MLS
ActiveSingle Family Residence360°

$899,990

10732 Petrillo Way

Winter Garden, FL 34787

5 bd · 6 ba · 4,014 sqft

Winding Bay Ph 1b

MLS ID #S5160989, CHARLES RUTENBERG REALTY ORLANDO.

Listing provided by Stellar MLS

17778 Sedona St, FL17778 Sedona St, FL
Stellar MLS
ActiveSingle Family Residence360°

$814,139

17778 Sedona St

Winter Garden, FL 34787

3 bd · 4 ba · 2,903 sqft

Esplanade At Mckinnon Groves

MLS ID #O6455189, TAYLOR MORRISON REALTY OF FLORIDA INC.

Listing provided by Stellar MLS

11371 Bourbon Rose Cir, FL11371 Bourbon Rose Cir, FL
Stellar MLS
ActiveSingle Family Residence360°

$1,000,000

11371 Bourbon Rose Cir

Winter Garden, FL 34787

6 bd · 6 ba · 4,009 sqft

Esplanade At Mckinnon Groves

MLS ID #O6454960, TAYLOR MORRISON REALTY OF FLORIDA INC.

Listing provided by Stellar MLS

13228 Tollcross Way, FL13228 Tollcross Way, FL
Stellar MLS
ActiveSingle Family Residence360°

$1,450,000

13228 Tollcross Way

Winter Garden, FL 34787

5 bd · 5 ba · 3,545 sqft

Westhaven/Ovation

MLS ID #S5159976, USA DREAMS REALTY CORP..

Listing provided by Stellar MLS

14169 Avenue Of The Grvs, FL14169 Avenue Of The Grvs, FL
Stellar MLS
ActiveTownhouse360°

$369,000

14169 Avenue Of The Grvs

Winter Garden, FL 34787

2 bd · 3 ba · 1,476 sqft

Signature Lks-Pcl 01d Ph 01

MLS ID #O6444697, THE SIMON SIMAAN GROUP.

Listing provided by Stellar MLS

15348 Firelight Dr, FL15348 Firelight Dr, FL
Stellar MLS
ActiveSingle Family Residence

$860,000

15348 Firelight Dr

Winter Garden, FL 34787

6 bd · 4 ba · 3,877 sqft

Belle Meade Ph 02 H

MLS ID #O6456009, LPT REALTY, LLC.

Listing provided by Stellar MLS

6208 Aralia Ivy Ln, FL6208 Aralia Ivy Ln, FL
Stellar MLS
ActiveTownhouse360°

$375,000

6208 Aralia Ivy Ln

Winter Garden, FL 34787

3 bd · 3 ba · 1,560 sqft

Hamilton Gardens

MLS ID #O6427212, WEICHERT REALTORS HALLMARK PROPERTIES.

Listing provided by Stellar MLS

12632 Clear Sapphire Drive, FL12632 Clear Sapphire Drive, FL
Stellar MLS
ActiveSingle Family Residence360°

$563,000

12632 Clear Sapphire Drive

Winter Garden, FL 34787

4 bd · 3 ba · 2,148 sqft

Osprey Ranch

MLS ID #S5152652, MAKTUB REALTY.

Listing provided by Stellar MLS

Winter Garden, FLWinter Garden, FL
Stellar MLS
ActiveSingle Family Residence360°

$1,200,000

Winter Garden, FL 34787

5 bd · 4 ba · 3,856 sqft

Panther View

MLS ID #O6448906, EXP REALTY LLC.

Listing provided by Stellar MLS

1707 Fullers Oak Loop, FL1707 Fullers Oak Loop, FL
Stellar MLS
ActiveSingle Family Residence360°

$795,000

1707 Fullers Oak Loop

Winter Garden, FL 34787

6 bd · 4 ba · 4,181 sqft

Fullers Oak

MLS ID #S5157229, NUMBER 1 BROKER, LLC.

Listing provided by Stellar MLS

17590 Japonica Bloom Dr, FL17590 Japonica Bloom Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$824,000

17590 Japonica Bloom Dr

Winter Garden, FL 34787

4 bd · 4 ba · 3,077 sqft

Northlake At Ovation

MLS ID #O6449585, OLYMPUS EXECUTIVE REALTY INC.

Listing provided by Stellar MLS

17422 Honeybell Tangelo Ct, FL17422 Honeybell Tangelo Ct, FL
Stellar MLS
ActiveSingle Family Residence360°

$781,000

17422 Honeybell Tangelo Ct

Winter Garden, FL 34787

5 bd · 4 ba · 2,670 sqft

Northlake At Ovation

MLS ID #O6409619, OLYMPUS EXECUTIVE REALTY INC.

Listing provided by Stellar MLS

14501 Grove Resort Ave #3239, FL14501 Grove Resort Ave #3239, FL
Stellar MLS
ActiveCondo - Hotel360°

$165,000

14501 Grove Resort Ave #3239

Winter Garden, FL 34787

2 bd · 2 ba · 1,375 sqft

Grove Resort And Spa Hotel Condominium

MLS ID #S5160379, FLARE PROPERTIES LLC.

Listing provided by Stellar MLS

9561 Waterway Passage Dr, FL9561 Waterway Passage Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$649,900

9561 Waterway Passage Dr

Winter Garden, FL 34787

4 bd · 4 ba · 3,267 sqft

Waterleigh Ph 2b

MLS ID #O6426027, KELLER WILLIAMS CLASSIC.

Listing provided by Stellar MLS

16431 Olive Hill Dr, FL16431 Olive Hill Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$560,000

16431 Olive Hill Dr

Winter Garden, FL 34787

3 bd · 3 ba · 2,008 sqft

Hawksmoor-Ph 1

MLS ID #O6454787, HOMEVEST REALTY.

Listing provided by Stellar MLS

14501 Grove Resort Ave #1516, FL14501 Grove Resort Ave #1516, FL
Stellar MLS
ActiveCondo - Hotel360°

$283,800

14501 Grove Resort Ave #1516

Winter Garden, FL 34787

3 bd · 2 ba · 1,396 sqft

Grove Resort And Spa Hotel

MLS ID #S5160899, SACKS REALTY GROUP, INC..

Listing provided by Stellar MLS

14501 Grove Resort Ave #3618, FL14501 Grove Resort Ave #3618, FL
Stellar MLS
ActiveCondo - Hotel360°

$430,000

14501 Grove Resort Ave #3618

Winter Garden, FL 34787

3 bd · 3 ba · 1,544 sqft

Grove Resort And Spa Hotel

MLS ID #S5160518, SACKS REALTY GROUP, INC..

Listing provided by Stellar MLS

14501 Grove Resort Ave #1535, FL14501 Grove Resort Ave #1535, FL
Stellar MLS
ActiveCondo - Hotel360°

$247,990

14501 Grove Resort Ave #1535

Winter Garden, FL 34787

3 bd · 2 ba · 1,396 sqft

Grove Resort And Spa Hotel Condominium 1

MLS ID #S5150001, SACKS REALTY GROUP, INC..

Listing provided by Stellar MLS

14501 Grove Resort Ave #1203, FL14501 Grove Resort Ave #1203, FL
Stellar MLS
ActiveCondo - Hotel360°

$249,000

14501 Grove Resort Ave #1203

Winter Garden, FL 34787

3 bd · 2 ba · 1,396 sqft

Grove Resort And Spa Hotel Condominium

MLS ID #S5144506, SACKS REALTY GROUP, INC..

Listing provided by Stellar MLS

14501 Grove Resort Ave #1443, FL14501 Grove Resort Ave #1443, FL
Stellar MLS
ActiveCondo - Hotel360°

$241,000

14501 Grove Resort Ave #1443

Winter Garden, FL 34787

2 bd · 2 ba · 1,375 sqft

Grove Resort And Spa Hotel

MLS ID #S5144504, SACKS REALTY GROUP, INC..

Listing provided by Stellar MLS

14501 Grove Resort Ave #3535, FL14501 Grove Resort Ave #3535, FL
Stellar MLS
ActiveCondo - Hotel360°

$239,990

14501 Grove Resort Ave #3535

Winter Garden, FL 34787

2 bd · 2 ba · 1,434 sqft

Grove Resort And Spa Hotel Condominium 3

MLS ID #S5138632, SACKS REALTY GROUP, INC..

Listing provided by Stellar MLS

14501 Grove Resort Ave #1637, FL14501 Grove Resort Ave #1637, FL
Stellar MLS
ActiveCondo - Hotel360°

$235,100

14501 Grove Resort Ave #1637

Winter Garden, FL 34787

2 bd · 2 ba · 1,375 sqft

Grove Resort And Spa Hotel Condominium 1

MLS ID #S5095151, SACKS REALTY GROUP, INC..

Listing provided by Stellar MLS

15613 Boggy Oak Cir #110a, FL15613 Boggy Oak Cir #110a, FL
Stellar MLS
ActiveCondominium360°

$279,000

15613 Boggy Oak Cir #110a

Winter Garden, FL 34787

2 bd · 2 ba · 1,216 sqft

Tucker Oaks Condo

MLS ID #O6450253, COLEDEV REAL ESTATE LLC.

Listing provided by Stellar MLS

More Winter Garden Homes for Sale

All Winter Garden homes $500K and up, with the live market brief →

MLS GRID

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 10, 2026 at 6:48 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