Winter Garden Homes Over $2M for Sale
Every home priced over $2M 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, 24 homes over $2M are listed for sale in Winter Garden (ZIP 34787, which includes Horizon West and Oakland), from $2,050,000 to $5,995,000, with a median list price of about $2,500,000 (about $553 per square foot). Listings have been up a median of 106 days; 2 came on the market in the last 7 days; 7 (29%) have cut the asking price, by a median of 5.3%; 3 more are already under contract. Source: active listings on Stellar MLS via MLS GRID.
- for sale
- 24
- median list price
- $2,500,000
- median price / sq ft
- $553
- median days listed
- 106 days
- new in last 7 days
- 2
- price reductions
- 7 (29%)
- under contract
- 3
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.
24 Homes Over $2M in Winter Garden
$5,995,000
13377 Lake Butler Blvd
Winter Garden, FL 34787
5 bd · 6 ba · 6,000 sqft
None
MLS ID #O6325350, BLUE MAGNOLIA REALTY LLC.
Listing provided by Stellar MLS
$4,300,000
15614 Espalier Way
Winter Garden, FL 34787
6 bd · 7 ba · 6,601 sqft
Signature Lakes Ph 2
MLS ID #O6445414, WRA BUSINESS & REAL ESTATE.
Listing provided by Stellar MLS
$3,799,000
13542 Sunset Lakes Cir
Winter Garden, FL 34787
5 bd · 6 ba · 5,450 sqft
Sunset Lakes
MLS ID #O6402896, STOCKWORTH REALTY GROUP.
Listing provided by Stellar MLS
$2,790,000
4004 Rex Dr
Winter Garden, FL 34787
4 bd · 2 ba · 1,804 sqft
Lake Avalon Groves Rep
MLS ID #O6395737, HAMLIN REALTY.
Listing provided by Stellar MLS
$2,700,000
15522 Shorebird Ln
Winter Garden, FL 34787
7 bd · 7 ba · 6,400 sqft
Lakeshore Preserve Ph 4
MLS ID #O6402632, EAST PEARL REALTY.
Listing provided by Stellar MLS
$2,615,320
1152 Prado Ln
Oakland, FL 34787
6 bd · 7 ba · 4,658 sqft
Grove/Oakland
MLS ID #O6413825, REGENCY REAL ESTATE LLC.
Listing provided by Stellar MLS
$2,600,000
7301 Wild Blackberry Trl
Winter Garden, FL 34787
6 bd · 6 ba · 5,403 sqft
Signature Lks-Pcl 01d Ph 02 - Independence
MLS ID #O6430097, BERKSHIRE HATHAWAY FLORIDA REA.
Listing provided by Stellar MLS
$2,600,000
7693 Green Mountain Way
Winter Garden, FL 34787
6 bd · 6 ba · 5,115 sqft
Summerlake Pd Ph 3a
MLS ID #O6432738, KELLER WILLIAMS REALTY AT THE PARKS.
Listing provided by Stellar MLS
$2,575,000
1155 Prado Ln
Oakland, FL 34787
5 bd · 7 ba · 4,210 sqft
Grove/Oakland
MLS ID #O6415007, REGENCY REAL ESTATE LLC.
Listing provided by Stellar MLS
$2,550,000
812 Johns Point Dr
Oakland, FL 34787
5 bd · 6 ba · 4,373 sqft
Johns Cove 43/104
MLS ID #O6393574, WRA BUSINESS & REAL ESTATE.
Listing provided by Stellar MLS
$2,500,000
13377 Lake Butler Blvd
Winter Garden, FL 34787
4 bd · 5 ba · 4,961 sqft
None
MLS ID #O6303366, BLUE MAGNOLIA REALTY LLC.
Listing provided by Stellar MLS
$2,500,000
15505 Shorebird Ln
Winter Garden, FL 34787
6 bd · 7 ba · 5,287 sqft
Lakeshore Preserve Ph 4
MLS ID #O6410839, WRA BUSINESS & REAL ESTATE.
Listing provided by Stellar MLS
$2,495,000
1134 Prado Ln
Oakland, FL 34787
5 bd · 8 ba · 4,433 sqft
Grove/Oakland
MLS ID #O6413035, REGENCY REAL ESTATE LLC.
Listing provided by Stellar MLS
$2,495,000
907 Celadon St
Winter Garden, FL 34787
6 bd · 6 ba · 5,036 sqft
Oakland Parka
MLS ID #O6420982, THE AGENCY FL.
Listing provided by Stellar MLS
$2,400,000
7747 Green Mountain Way
Winter Garden, FL 34787
6 bd · 7 ba · 5,572 sqft
Summerlake Pd Ph 3a
MLS ID #O6445847, BELLA VIEW REALTY 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
$2,380,160
1173 Prado Ln
Oakland, FL 34787
5 bd · 6 ba · 4,204 sqft
Grove At The Harvest District
MLS ID #O6359359, REGENCY REAL ESTATE LLC.
Listing provided by Stellar MLS
$2,310,600
1146 Prado Ln
Oakland, FL 34787
5 bd · 6 ba · 3,992 sqft
Grove At The Harvest District
MLS ID #O6359354, REGENCY REAL ESTATE LLC.
Listing provided by Stellar MLS
$2,250,000
16870 Sanctuary Dr
Winter Garden, FL 34787
5 bd · 5 ba · 4,132 sqft
Sanctuary/Twin Waters
MLS ID #O6437883, WRA BUSINESS & REAL ESTATE.
Listing provided by Stellar MLS
$2,150,000
7701 Summerlake Pointe Blvd
Winter Garden, FL 34787
5 bd · 5 ba · 4,072 sqft
Summerlake Pd Ph 2a & 2b
MLS ID #O6391690, WRA BUSINESS & REAL ESTATE.
Listing provided by Stellar MLS
$2,125,000
15475 Shorebird Ln
Winter Garden, FL 34787
5 bd · 6 ba · 4,253 sqft
Lakeshore Preserve Ph 4
MLS ID #O6433381, REAL BROKER, LLC.
Listing provided by Stellar MLS
$2,099,000
16038 Johns Lake Overlook Dr
Winter Garden, FL 34787
5 bd · 5 ba · 4,139 sqft
Hickory Hammock Ph 1d
MLS ID #O6426648, COMPASS FLORIDA LLC.
Listing provided by Stellar MLS
$2,050,000
9056 Morgana Ct
Winter Garden, FL 34787
5 bd · 5 ba · 4,832 sqft
Avalon Cove
MLS ID #O6432897, CORCORAN PREMIER REALTY.
Listing provided by Stellar MLS
$2,050,000
9940 Black Bear Ln
Winter Garden, FL 34787
4 bd · 5 ba · 3,110 sqft
Acreage & Unrec
MLS ID #O6309917, HAMLIN 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 over $2M are for sale in Winter Garden right now?+
As of October 2, 2026, 24 homes over $2M are listed for sale in Winter Garden (ZIP 34787, which includes Horizon West and Oakland), priced from $2,050,000 to $5,995,000; the middle half are listed between $2,310,000 and $2,615,000. This updates automatically from the Stellar MLS.
What is the median list price for homes over $2M in Winter Garden?+
The median list price is about $2,500,000, roughly $553 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 over $2M in Winter Garden?+
7 (29%) of the active homes over $2M in Winter Garden are listed below their original asking price, by a median of 5.3%, 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 over $2M in Winter Garden been on the market?+
As of October 2, 2026, the homes over $2M for sale in Winter Garden have been listed a median of 106 days, and 2 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 over $2M in Winter Garden are already under contract?+
3 homes over $2M in Winter Garden show as pending or under contract as of October 2, 2026, alongside 24 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 6:40 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.