Winter Garden Homes $500K–$750K for Sale
Every home priced $500K–$750K 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.
Live market brief ·
As of November 12, 2026, 198 homes $500K–$750K are listed for sale in Winter Garden (ZIP 34787, which includes Horizon West and Oakland), from $500,000 to $749,990, with a median list price of about $600,000 (about $257 per square foot). That count includes 180 single-family homes, 18 townhomes or villas; single-family homes alone have a median list price of $605,000. Listings have been up a median of 50 days; 19 came on the market in the last 7 days; 96 (48%) have cut the asking price, by a median of 3.7%; 100 more are already under contract. Source: active listings on Stellar MLS via MLS GRID.
- for sale
- 198
- median list price
- $600,000
- median price / sq ft
- $257
- median days listed
- 50 days
- new in last 7 days
- 19
- price reductions
- 96 (48%)
- under contract
- 100
Active listings on Stellar MLS via MLS GRID in ZIP 34787, which includes Horizon West and Oakland, including condos and townhomes, updated automatically. List prices are asking prices, not sale prices.
Highest-priced 24 of 198 Homes $500K–$750K in the Winter Garden area
$749,990
17431 Water Hemlock Rd
Winter Garden, FL 34787
4 bd · 3 ba · 2,908 sqft
Lake Star At Ovation
MLS ID #O6439017, KELLER WILLIAMS ADVANTAGE REALTY.
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
$749,000
1349 Castleport Rd
Winter Garden, FL 34787
5 bd · 4 ba · 3,673 sqft
Stoneybrook West 44/134
MLS ID #O6449173, WRA BUSINESS & REAL ESTATE.
Listing provided by Stellar MLS
$748,999
15149 Canoe Pl
Winter Garden, FL 34787
4 bd · 4 ba · 3,081 sqft
Lakeshore Preserve Ph 2
MLS ID #O6412776, RE/MAX ASSURED.
Listing provided by Stellar MLS
$748,018
6129 Flowering Cherry Bnd
Winter Garden, FL 34787
4 bd · 3 ba · 2,235 sqft
Avalon Woods
MLS ID #G5119730, OLYMPUS EXECUTIVE REALTY INC.
Listing provided by Stellar MLS
$745,000
8900 Sonoma Coast Dr
Winter Garden, FL 34787
3 bd · 3 ba · 2,348 sqft
Waterleigh Ph 3b 3c & 3d
MLS ID #S5160445, LA ROSA REALTY LLC.
Listing provided by Stellar MLS
$740,000
3275 Buoy Cir
Winter Garden, FL 34787
5 bd · 5 ba · 3,663 sqft
Lakeview Preserve
MLS ID #O6449571, REDFIN CORPORATION.
Listing provided by Stellar MLS
$735,186
11857 Shine View Ln
Winter Garden, FL 34787
4 bd · 3 ba · 2,113 sqft
Waterleigh
MLS ID #O6419967, DR HORTON REALTY OF CENTRAL FLORIDA LLC.
Listing provided by Stellar MLS
$735,000
1809 Delafield Dr
Winter Garden, FL 34787
4 bd · 3 ba · 3,605 sqft
Emerald Ridge
MLS ID #O6444401, DALTON WADE INC.
Listing provided by Stellar MLS
$735,000
7922 Winter Wren St
Winter Garden, FL 34787
4 bd · 4 ba · 3,391 sqft
Block Q Summerlake Pd Ph 1b
MLS ID #O6406681, YORK MILLS REALTY LLC.
Listing provided by Stellar MLS
$730,000
15628 Gentle Rain Dr
Winter Garden, FL 34787
3 bd · 3 ba · 2,614 sqft
Osprey Ranch-Ph 1
MLS ID #O6456870, COMPASS FLORIDA, LLC.
Listing provided by Stellar MLS
$730,000
2470 Standing Rock Cir
Oakland, FL 34787
5 bd · 3 ba · 3,430 sqft
Oakland Trails
MLS ID #O6443027, HOMEVEST REALTY.
Listing provided by Stellar MLS
$730,000
11221 Carding Mill Ln
Winter Garden, FL 34787
3 bd · 3 ba · 2,085 sqft
Esplanade At Mckinnon Groves
MLS ID #O6415572, TAYLOR MORRISON REALTY OF FLORIDA INC.
Listing provided by Stellar MLS
$730,000
1818 Juniper Hammock St
Winter Garden, FL 34787
6 bd · 4 ba · 4,204 sqft
Mcallister Lndg
MLS ID #S5159396, NUMBER 1 BROKER, LLC.
Listing provided by Stellar MLS
$729,990
13344 Peaceful Melody Dr
Winter Garden, FL 34787
5 bd · 4 ba · 3,065 sqft
Serenade At Ovation
MLS ID #G5118297, OLYMPUS EXECUTIVE REALTY INC.
Listing provided by Stellar MLS
$729,900
16082 Hampton Crossing Dr
Winter Garden, FL 34787
4 bd · 3 ba · 2,240 sqft
Waterleigh Phase 1c
MLS ID #O6420606, WEICHERT REALTORS HALLMARK PRO.
Listing provided by Stellar MLS
$729,900
13163 Lakeshore Grove Dr
Winter Garden, FL 34787
5 bd · 3 ba · 3,249 sqft
Wintermere Harbor
MLS ID #G5114337, LPT REALTY, LLC.
Listing provided by Stellar MLS
$729,000
12349 Westfield Lakes Cir
Winter Garden, FL 34787
5 bd · 3 ba · 2,777 sqft
Westfield Lakes Ph 04 A-F
MLS ID #O6445527, KELLER WILLIAMS ADVANTAGE REALTY.
Listing provided by Stellar MLS
$725,000
15512 Fountain Cove Ct
Winter Garden, FL 34787
5 bd · 4 ba · 3,227 sqft
Waterleigh Ph 1a
MLS ID #O6425554, WRA BUSINESS & REAL ESTATE.
Listing provided by Stellar MLS
$724,990
13368 Peaceful Melody Drs
Winter Garden, FL 34787
4 bd · 3 ba · 3,038 sqft
Serenade At Ovation
MLS ID #G5118291, OLYMPUS EXECUTIVE REALTY INC.
Listing provided by Stellar MLS
$724,121
11923 Shine View Ln
Winter Garden, FL 34787
4 bd · 3 ba · 2,113 sqft
Waterleigh
MLS ID #O6430277, DR HORTON REALTY OF CENTRAL FLORIDA LLC.
Listing provided by Stellar MLS
$722,222
17326 Wild Daisy Dr
Winter Garden, FL 34787
4 bd · 3 ba · 2,235 sqft
Hamlin Meadows At Hamlin
MLS ID #G5118742, OLYMPUS EXECUTIVE REALTY INC.
Listing provided by Stellar MLS
$719,900
1692 Highbanks Cir
Winter Garden, FL 34787
4 bd · 4 ba · 2,848 sqft
Roper Reserve
MLS ID #O6408620, VESTI LLC.
Listing provided by Stellar MLS
$715,000
8199 Gray Kingbird Dr
Winter Garden, FL 34787
4 bd · 3 ba · 3,074 sqft
Summerlake Pd Ph 4b
MLS ID #O6454974, CORCORAN PREMIER REALTY.
Listing provided by Stellar MLS
More Winter Garden Homes for Sale
All Winter Garden homes $500K and up, with the live market brief →
Winter Garden buyer questions
How many homes $500K–$750K are for sale in Winter Garden right now?+
As of November 12, 2026, 198 homes $500K–$750K are listed for sale in Winter Garden (ZIP 34787, which includes Horizon West and Oakland), priced from $500,000 to $749,990; the middle half are listed between $560,000 and $675,000. That count includes 180 single-family homes, 18 townhomes or villas; single-family homes alone have a median list price of $605,000. This updates automatically from the Stellar MLS.
What is the median list price for homes $500K–$750K in Winter Garden?+
The median list price is about $600,000, roughly $257 per square foot (active listings in Winter Garden, November 12, 2026). List price is what sellers are asking, not what homes sell for; Ryan can walk you through what comparable homes have actually closed for in a private consultation.
Are sellers cutting prices on homes $500K–$750K in Winter Garden?+
96 (48%) of the active homes $500K–$750K in Winter Garden are listed below their original asking price, by a median of 3.7%, as of November 12, 2026. A price cut is a negotiating signal worth asking your agent about, along with how long the home has been listed.
How long have homes $500K–$750K in Winter Garden been on the market?+
As of November 12, 2026, the homes $500K–$750K for sale in Winter Garden have been listed a median of 50 days, and 19 came on the market in the last 7 days. This measures how long current listings have been up, not how long homes take to sell.
How many homes $500K–$750K in Winter Garden are already under contract?+
100 homes $500K–$750K in Winter Garden show as pending or under contract as of November 12, 2026, alongside 198 still active. A home can come back on the market if a contract falls through, so it is worth setting an alert.
How do mortgage rates affect what I can afford in Winter Garden?+
Your monthly payment depends on the price, your down payment, your loan type and your rate, plus Florida taxes, insurance and any HOA dues. See this week's national rate averages and a payment calculator on the mortgage rates page, or ask Ryan, who is a licensed mortgage loan originator (NMLS #1784218, Mortgageinc NMLS #2028516) as well as the broker, for a personal quote. You are never required to use his lending services.
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 12, 2026 at 9:37 PM 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
Buying in Winter Garden?
Tour with the broker. Ask about financing in the same conversation.
Ryan Solberg is the broker-owner of MaxLife Realty and a licensed mortgage loan originator (NMLS #1784218, Mortgageinc NMLS #2028516), so he can coordinate your home search and your financing. You are never required to use his lending services to work with him as your agent.
Freddie Mac U.S. weekly average, not a quote or an offer to lend.