Winter Garden Homes $750K–$1M for Sale
Every home priced $750K–$1M 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 October 2, 2026, 151 homes $750K–$1M are listed for sale in Winter Garden (ZIP 34787, which includes Horizon West and Oakland), from $750,000 to $999,000, with a median list price of about $850,000 (about $279 per square foot). That count includes 146 single-family homes, 4 townhomes or villas and 1 condominium; single-family homes alone have a median list price of $850,000. Listings have been up a median of 70 days; 18 came on the market in the last 7 days; 80 (53%) have cut the asking price, by a median of 2.9%; 58 more are already under contract. Source: active listings on Stellar MLS via MLS GRID.
- for sale
- 151
- median list price
- $850,000
- median price / sq ft
- $279
- median days listed
- 70 days
- new in last 7 days
- 18
- price reductions
- 80 (53%)
- under contract
- 58
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 151 Homes $750K–$1M in Winter Garden
$999,000
13181 Toolcross Way
Winter Garden, FL 34787
5 bd · 4 ba · 3,310 sqft
Westhaven At Ovation
MLS ID #O6410984, FLORIDA CONNEXION PROPERTIES.
Listing provided by Stellar MLS
$999,000
17552 Lake Star Rd
Winter Garden, FL 34787
4 bd · 4 ba · 2,605 sqft
Northlake/Ovation Ph 1
MLS ID #O6344668, WRA BUSINESS & REAL ESTATE.
Listing provided by Stellar MLS
$995,900
219 Largovista Dr
Oakland, FL 34787
5 bd · 4 ba · 3,951 sqft
Johns Landing
MLS ID #O6401756, NOVARE REAL ESTATE LLC.
Listing provided by Stellar MLS
$995,000
20 E Division St
Winter Garden, FL 34787
4 bd · 3 ba · 2,729 sqft
Winter Garden Shores First Add
MLS ID #O6413659, CHARLES RUTENBERG REALTY ORLANDO.
Listing provided by Stellar MLS
$989,000
9493 Emerald Berry Dr
Winter Garden, FL 34787
4 bd · 4 ba · 3,211 sqft
Summerlake Reserve
MLS ID #O6325653, WRA BUSINESS & REAL ESTATE.
Listing provided by Stellar MLS
$975,000
17242 Lake Star Rd
Winter Garden, FL 34787
4 bd · 4 ba · 3,101 sqft
Northlake/Ovation Ph 1
MLS ID #O6419512, SANMO REALTY, INC.
Listing provided by Stellar MLS
$974,706
11851 Shine View Ln
Winter Garden, FL 34787
4 bd · 4 ba · 3,327 sqft
Waterleigh
MLS ID #O6445304, DR HORTON REALTY OF CENTRAL FLORIDA LLC.
Listing provided by Stellar MLS
$969,270
289 Crystal Wood Drive
Winter Garden, FL 34787
4 bd · 4 ba · 3,370 sqft
Winter Grove
MLS ID #O6433103, PULTE REALTY OF NORTH FLORIDA LLC.
Listing provided by Stellar MLS
$969,016
11845 Shine View Ln
Winter Garden, FL 34787
4 bd · 4 ba · 3,327 sqft
Waterleigh
MLS ID #O6431413, DR HORTON REALTY OF CENTRAL FLORIDA LLC.
Listing provided by Stellar MLS
$969,000
14140 Country Estate Dr
Winter Garden, FL 34787
3 bd · 3 ba · 2,346 sqft
Country Lakes
MLS ID #O6397262, CHARLES RUTENBERG REALTY ORLANDO.
Listing provided by Stellar MLS
$967,500
15066 Canopy Cover Dr
Winter Garden, FL 34787
3 bd · 4 ba · 2,955 sqft
Dell Webb Oasis
MLS ID #O6445249, IAD REAL ESTATE.
Listing provided by Stellar MLS
$965,000
128 N Highland Ave
Winter Garden, FL 34787
4 bd · 3 ba · 2,325 sqft
Cooper & Sewell Add
MLS ID #O6442723, DENIZ REALTY PARTNERS LLC.
Listing provided by Stellar MLS
$960,000
10007 Little Alcove Loop
Winter Garden, FL 34787
4 bd · 4 ba · 2,921 sqft
Waterleigh Ph 2b
MLS ID #S5132434, MBT REALTY LLC.
Listing provided by Stellar MLS
$956,826
11839 Shine View Ln
Winter Garden, FL 34787
5 bd · 5 ba · 3,225 sqft
Waterleigh
MLS ID #O6444983, DR HORTON REALTY OF CENTRAL FLORIDA LLC.
Listing provided by Stellar MLS
$953,817
6261 Flowering Cherry Bnd
Winter Garden, FL 34787
6 bd · 4 ba · 4,236 sqft
Avalon Woods
MLS ID #G5110034, OLYMPUS EXECUTIVE REALTY INC.
Listing provided by Stellar MLS
$950,000
16260 Silver Grove Blvd
Winter Garden, FL 34787
5 bd · 5 ba · 3,979 sqft
Silverleaf Reserve/Hamlin Ph 2
MLS ID #O6437986, ORCHARD BROKERAGE, LLC.
Listing provided by Stellar MLS
$950,000
16773 Wingspread Loop
Winter Garden, FL 34787
5 bd · 4 ba · 3,752 sqft
Hawksmoor Ph 4
MLS ID #O6440424, COLDWELL BANKER REALTY.
Listing provided by Stellar MLS
$949,000
17828 Adrifit
Winter Garden, FL 34787
5 bd · 5 ba · 3,299 sqft
Waterleigh
MLS ID #O6405778, KAZA REAL ESTATE LLC.
Listing provided by Stellar MLS
$947,591
11935 Shine View Ln
Winter Garden, FL 34787
5 bd · 5 ba · 3,225 sqft
Waterleigh
MLS ID #O6444950, DR HORTON REALTY OF CENTRAL FLORIDA LLC.
Listing provided by Stellar MLS
$945,000
9567 Meadow Hunt Way
Winter Garden, FL 34787
4 bd · 5 ba · 4,305 sqft
Watermark
MLS ID #O6422408, INTEREALTY SERVICE.
Listing provided by Stellar MLS
$943,000
5150 Citrus Leaf Blvd
Winter Garden, FL 34787
5 bd · 5 ba · 3,461 sqft
Silverleaf Reserve/Hamlin Ph 2
MLS ID #O6404827, MS LAND & BUILDING LLC.
Listing provided by Stellar MLS
$929,990
17943 Lake Star Rd
Winter Garden, FL 34787
5 bd · 5 ba · 3,825 sqft
Lake Star At Ovation
MLS ID #O6438874, KELLER WILLIAMS ADVANTAGE REALTY.
Listing provided by Stellar MLS
$927,281
11833 Shine View Ln
Winter Garden, FL 34787
4 bd · 4 ba · 3,327 sqft
Waterleigh
MLS ID #O6430326, DR HORTON REALTY OF CENTRAL FLORIDA LLC.
Listing provided by Stellar MLS
$925,000
5416 Golden Apple Dr
Winter Garden, FL 34787
5 bd · 4 ba · 3,104 sqft
Wincey Grvs Ph 2
MLS ID #O6444053, RE/MAX PRIME PROPERTIES.
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 $750K–$1M are for sale in Winter Garden right now?+
As of October 2, 2026, 151 homes $750K–$1M are listed for sale in Winter Garden (ZIP 34787, which includes Horizon West and Oakland), priced from $750,000 to $999,000; the middle half are listed between $800,000 and $900,000. That count includes 146 single-family homes, 4 townhomes or villas and 1 condominium; single-family homes alone have a median list price of $850,000. This updates automatically from the Stellar MLS.
What is the median list price for homes $750K–$1M in Winter Garden?+
The median list price is about $850,000, roughly $279 per square foot (active listings in Winter Garden, October 2, 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 $750K–$1M in Winter Garden?+
80 (53%) of the active homes $750K–$1M in Winter Garden are listed below their original asking price, by a median of 2.9%, as of October 2, 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 $750K–$1M in Winter Garden been on the market?+
As of October 2, 2026, the homes $750K–$1M for sale in Winter Garden have been listed a median of 70 days, and 18 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 $750K–$1M in Winter Garden are already under contract?+
58 homes $750K–$1M in Winter Garden show as pending or under contract as of October 2, 2026, alongside 151 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 October 2, 2026 at 3:35 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.