Winter Garden Homes for Sale with a Pool
Homes with a private pool on the lot, from the MLS private-pool field. Community pools are not counted.
- For sale now
- 88
- Median list price
- $958K
- Median $ / sq ft
- $303
- Median days listed
- 70
Newest 24 of 88 pool homes in Winter Garden
$515,000
324 E Fullers Cross Rd
Winter Garden, FL 34787
3 bd · 2 ba · 1,924 sqft
Magnolia Wood Third Addition
MLS ID #G5118974, DENIZ REALTY PARTNERS LLC.
Listing provided by Stellar MLS
$550,000
906 Woodson Hammock Cir
Winter Garden, FL 34787
4 bd · 2 ba · 2,487 sqft
Fullers Crossing Ph 01 44/14
MLS ID #O6456260, RE/MAX 200 REALTY.
Listing provided by Stellar MLS
$2,195,000
949 Celadon St
Winter Garden, FL 34787
5 bd · 5 ba · 3,846 sqft
Oakland Parka
MLS ID #O6453216, OAK AVENUE REAL ESTATE LLC.
Listing provided by Stellar MLS
$679,000
922 Marsh Reed Dr
Winter Garden, FL 34787
5 bd · 3 ba · 3,021 sqft
Johns Lake Pointe A & S
MLS ID #O6456784, UPWELL REALTY LLC.
Listing provided by Stellar MLS
$2,695,000
7723 Green Mountain Way
Winter Garden, FL 34787
6 bd · 7 ba · 5,174 sqft
Summerlake Pd Ph 3a
MLS ID #O6453713, ALIGN REAL ESTATE LLC.
Listing provided by Stellar MLS
$649,900
13728 Fox Glove St
Winter Garden, FL 34787
5 bd · 4 ba · 3,391 sqft
Stoneybrook West Ut 04 48 48
MLS ID #O6457151, CRYSTAL CLEAR REALTY LLC.
Listing provided by Stellar MLS
$675,000
580 First Cape Coral Dr
Winter Garden, FL 34787
4 bd · 3 ba · 2,834 sqft
Black Lake Park Ph 01
MLS ID #O6456186, COLDWELL BANKER REALTY.
Listing provided by Stellar MLS
$639,000
725 Tranquil Trl
Winter Garden, FL 34787
5 bd · 3 ba · 2,834 sqft
Black Lake Park Ph 02
MLS ID #O6449702, MANSION REALTY, INC.
Listing provided by Stellar MLS
$2,249,999
557 Lake Cove Pointe Cir
Winter Garden, FL 34787
5 bd · 5 ba · 4,176 sqft
Lake Cove Pointe Ph 02
MLS ID #O6447759, HOMEVEST REALTY.
Listing provided by Stellar MLS
$860,000
9218 Holliston Creek Pl
Winter Garden, FL 34787
4 bd · 4 ba · 3,087 sqft
Watermark Ph 2b
MLS ID #O6456443, WRA BUSINESS & REAL ESTATE.
Listing provided by Stellar MLS
$1,675,000
14253 Country Estate Dr
Winter Garden, FL 34787
5 bd · 5 ba · 5,504 sqft
Country Lakes
MLS ID #O6453112, ONE LUXURY INTERNATIONAL LLC.
Listing provided by Stellar MLS
$2,399,000
15675 Panther Lake Dr
Winter Garden, FL 34787
5 bd · 5 ba · 4,213 sqft
Lakeshore Preserve Ph 2
MLS ID #O6433000, NOBSKA REAL ESTATE LLC.
Listing provided by Stellar MLS
$2,149,900
234 N Lakeview Ave
Winter Garden, FL 34787
5 bd · 4 ba · 3,350 sqft
Cooper & Sewell Add
MLS ID #O6449366, GECKO REALTY, INC.
Listing provided by Stellar MLS
$1,325,000
17077 Wingspread Loop
Winter Garden, FL 34787
5 bd · 5 ba · 4,680 sqft
Hawksmoor-Phase 1
MLS ID #O6437444, HOMEVEST REALTY.
Listing provided by Stellar MLS
$780,000
2242 Wintermere Pointe Dr
Winter Garden, FL 34787
5 bd · 4 ba · 3,381 sqft
Wintermere Pointe
MLS ID #G5117774, NEXTHOME BEST RESULTS REAL ESTATE.
Listing provided by Stellar MLS
$749,900
637 Grassy Stone Dr
Winter Garden, FL 34787
5 bd · 3 ba · 3,241 sqft
Covington Chase Ph 2b
MLS ID #O6427944, HOMEVEST REALTY.
Listing provided by Stellar MLS
$925,000
17839 Gourd Neck Loop
Winter Garden, FL 34787
7 bd · 4 ba · 4,704 sqft
Verde Park Ph 2
MLS ID #O6448930, WINDERMERE INTERNATIONAL REALTY.
Listing provided by Stellar MLS
$1,185,000
10048 Beach Port Dr
Winter Garden, FL 34787
5 bd · 4 ba · 3,910 sqft
Waterleigh Ph 2b
MLS ID #O6446829, CHARLES RUTENBERG REALTY ORLANDO.
Listing provided by Stellar MLS
$1,200,000
205 Surprise Dr
Winter Garden, FL 34787
4 bd · 3 ba · 2,171 sqft
Winter Garden Shores Rep
MLS ID #O6365188, RE/MAX PRIME PROPERTIES.
Listing provided by Stellar MLS
$800,000
13092 Sunrise Harvest Dr
Winter Garden, FL 34787
4 bd · 4 ba · 2,993 sqft
Harvest/Ovation
MLS ID #O6417386, REDFIN CORPORATION.
Listing provided by Stellar MLS
$997,500
17336 Lake Star Rd
Winter Garden, FL 34787
4 bd · 4 ba · 3,101 sqft
Northlake At Ovation
MLS ID #O6435581, PREMIER SOTHEBYS INT'L REALTY.
Listing provided by Stellar MLS
$825,000
3413 Turningwind Ln
Winter Garden, FL 34787
4 bd · 3 ba · 2,917 sqft
Windward Cay
MLS ID #O6445840, FOLIO REALTY LLC.
Listing provided by Stellar MLS
$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
$995,000
15579 Hamlin Blossom Ave
Winter Garden, FL 34787
5 bd · 4 ba · 3,577 sqft
Hickory Hammock Ph 2a
MLS ID #O6455492, PRISTINE INTERNATIONAL REALTY LLC.
Listing provided by Stellar MLS
Search all Winter Garden listings on the map →
Winter Garden pool homes by price
- Under $300K1
- $300K–$500K2
- $500K–$750K16
- $750K–$1M28
- $1M+41
Neighborhoods with the most pool homes for sale
- Lakeshore Preserve9 listed
- Watermark4 listed
- Waterleigh4 listed
- Summerlake Pd3 listed
- Black Lake Park3 listed
- Signature Lakes3 listed
- Windward Cay2 listed
- Hickory Hammock2 listed
- Winding Bay2 listed
- Panther View2 listed
Winter Garden pool homes: quick answers
How many pool homes are for sale in Winter Garden?+
88 pool homes are listed for sale in Winter Garden, FL right now, 9 of them new in the last 7 days. Homes with a private pool on the lot, from the MLS private-pool field. Community pools are not counted.
What do pool homes cost in Winter Garden?+
The median list price is $958K (about $303 per square foot), with listings from $289K to $6M.
How long do pool homes in Winter Garden stay on the market?+
The listings for sale now have been on the market a median of 70 days.
Which Winter Garden neighborhoods have the most pool homes for sale?+
Lakeshore Preserve (9), Watermark (4), Waterleigh (4), Summerlake Pd (3), Black Lake Park (3).
More Winter Garden homes for sale
Pool Homes in other cities
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 13, 2026 at 11:16 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