Market Report · 4th Quarter 2026 · As of October 6, 2026

MLS data updated Oct 6, 2026

Winter Garden

Historic Charm Meets Modern Growth West of Orlando

Winter Garden, FL

A thriving city west of Orlando with a beloved historic downtown, Hamlin Town Center, and master-planned communities drawing buyers from across Central Florida.

612
For Sale
$752K
Avg. List Price
20
Under Contract
$650K
Median Sold (12 mo)
1,976
Homes Sold (12 mo)

Median sold: $650K ·  Median days on market: 28 ·  Sold-to-list: 97.7% ·  Source: Stellar MLS

Seller's Market
3.7
months of inventory

About 3.7 months of inventory — homes are selling faster than new ones come on the market, so sellers hold the leverage (under 4 months = seller's market).

Median Sale Price
$650K
1976 sold / yr
1-Yr Appreciation
—
median price
Days on Market
28
median
Sale-to-List
97.7%
of asking
Sales Pace
164.7/mo
last 12 mo
Active Listings
612
for sale now

Aggregate statistics from recent Stellar MLS closed sales and live MLS inventory. A market read, not an appraisal of any home or a listing of individual sales.

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Ryan's Take on Winter Garden

Winter Garden splits into two distinct markets, and knowing which one a buyer wants is half the job. There's the Plant Street historic core — Craftsman bungalows under heritage oaks, the West Orange Trail running right through the downtown median, Crooked Can and Axum Coffee a walk from the front porch. Then there's Hamlin and the Horizon West villages like Waterleigh and Oakland Park, where the appeal is new construction, Lake Hancock's town center, and amenity density. They share a ZIP and almost nothing else.

What ties it together is the SR-429 run to Disney in about twenty minutes, which is why buyers from across the metro target this area. Much of it is in the West Orange High area, but assignment follows the street address, so check each home in OCPS Find My School. Demand stays tight in the desirable tiers, and trail-adjacent homes near Plant Street carry a real premium because that half-mile is the most competitive stretch in West Orange County. Buyers weighing Winter Garden usually also look at Windermere for Butler Chain lakefront or Clermont for a lower entry point.

— Ryan Solberg, Broker/Owner, MaxLife Realty

Under Contract

20 homes pending in Winter Garden · Avg. $925K

Winter Garden pending
Pending
$919,990
5 bd4 ba3,731 sqft
Winter Garden pending
Pending
$789,000
3 bd2 ba1,978 sqft
Winter Garden pending
Pending
$577,063
4 bd3 ba2,235 sqft
Winter Garden pending
Pending
$685,645
4 bd3 ba2,235 sqft
Winter Garden pending
Pending
$699,520
5 bd4 ba2,704 sqft
Winter Garden pending
Pending
$767,985
4 bd3 ba2,102 sqft
Market Snapshot

Winter Garden · 4th Quarter 2026

1976 sales · Stellar MLS · last 12 mo

$650K

Median Sale Price

28 days

Median Days on Market

97.7%

Sold-to-List

$255

Median $/sqft

Sold-to-List Gauge · 90% → 100% → 105%+97.7%
90%95%100%105%+

Recent Sales Map

60 recent individual sales in and around Winter Garden · FL public records · no addresses published

Approximate sale locations — dots are offset ±1 home for privacy

BedsBathsSq FtListedSold ▼List PriceSold Price$/Sq FtDOM
——5,390—12/1/25—$2,340,000$434—
——4,679—12/1/25—$2,300,000$492—
——4,092—12/1/25—$2,165,000$529—
——3,524—12/1/25—$1,950,000$553—
——2,790—12/1/25—$1,400,100$502—
——3,623—12/1/25—$1,330,000$367—
——4,293—12/1/25—$1,140,000$266—
——3,113—12/1/25—$1,125,000$361—
——3,104—12/1/25—$1,095,000$353—
——3,881—12/1/25—$1,070,000$276—
——3,616—12/1/25—$1,070,000$296—
——4,857—12/1/25—$1,025,000$211—
——3,248—12/1/25—$960,000$296—
——2,325—12/1/25—$929,500$400—
——3,101—12/1/25—$900,000$290—
——2,061—12/1/25—$888,000$431—
——3,145—12/1/25—$865,000$275—
——2,700—12/1/25—$860,000$319—
——2,935—12/1/25—$850,000$290—
——2,992—12/1/25—$845,000$282—
——3,598—12/1/25—$835,000$232—
——3,599—12/1/25—$820,000$228—
——3,742—12/1/25—$811,000$217—
——2,499—12/1/25—$810,000$324—
——2,683—12/1/25—$809,100$302—
——3,316—12/1/25—$800,000$241—
——2,750—12/1/25—$800,000$291—
——3,367—12/1/25—$799,000$237—
——3,097—12/1/25—$780,000$252—
——3,140—12/1/25—$775,000$247—
——2,637—12/1/25—$775,000$294—
——3,668—12/1/25—$775,000$211—
——3,074—12/1/25—$775,000$252—
——3,472—12/1/25—$760,000$219—
——4,258—12/1/25—$755,000$177—
——4,686—12/1/25—$755,000$161—
——4,247—12/1/25—$750,000$177—
——3,157—12/1/25—$749,000$237—
——3,074—12/1/25—$740,000$241—
——3,316—12/1/25—$740,000$223—
——3,493—12/1/25—$737,500$211—
——3,517—12/1/25—$730,000$208—
——2,347—12/1/25—$720,000$307—
——3,690—12/1/25—$715,000$194—
——3,046—12/1/25—$710,000$233—
——2,970—12/1/25—$705,000$237—
——2,889—12/1/25—$700,000$242—
——2,840—12/1/25—$689,000$243—
——2,617—12/1/25—$685,000$262—
——3,336—12/1/25—$665,000$199—
——2,903—12/1/25—$660,000$227—
——2,191—12/1/25—$649,000$296—
——2,117—12/1/25—$645,000$305—
——2,889—12/1/25—$645,000$223—
——2,010—12/1/25—$638,000$317—
——1,844—12/1/25—$615,000$334—
——2,409—12/1/25—$606,000$252—
——2,218—12/1/25—$600,000$271—
——2,508—12/1/25—$585,200$233—
——2,893—12/1/25—$580,000$200—
Showing the 60 most recent of 100 sales · FL Dept. of Revenue public records · past 12 months · no addresses published · tap any column to sort

Currently For Sale

50 active listings in Winter Garden

BedsBathsSq FtList Price$/Sq FtDOMPoolWaterfrontView
443,101$1,075,000$34725✓——
433,605$735,000$20412✓——
331,626$395,000$2434———
331,772$670,000$3781———
431,838$495,000$2692———
331,786$610,000$3421———
331,751$449,900$2577———
322,144$560,000$2615———
543,874$790,000$2047———
331,620$339,900$21033———
421,778$425,000$23970———
533,382$584,000$17389———
231,998$430,000$215146———
542,823$785,000$2788———
443,041$835,000$27539———
553,501$840,000$24042———
443,037$850,000$280123———
542,670$781,000$293139———
331,560$390,000$25076———
331,717$430,000$25027———
443,267$700,000$21481———
331,698$429,900$25319———
332,372$589,000$24825———
331,704$384,900$22615———
665,403$2,400,000$44464✓✓Hancock Lake
443,327$779,900$23426———
543,525$1,195,000$339103———
654,451$1,298,000$29241———
331,817$464,990$25653———
331,567$464,500$2968———
331,817$482,500$2668———
331,817$482,500$2668———
331,567$459,500$2938———
331,567$459,990$2948———
331,817$487,500$26843———
443,327$927,281$27964———
542,866$840,000$293103———
553,225$863,626$268103———
564,977$1,589,900$319149—✓Lake Star
443,327$974,706$2938———
553,225$956,826$29711———
443,327$969,016$29161———
432,113$770,141$364103———
553,225$902,116$28011———
542,866$860,511$30061———
432,113$798,391$37862———
553,225$887,066$27584———
542,866$850,621$29789———
443,327$912,961$2748———
553,225$947,591$29411———
All 50 active listings in Winter Garden · live Stellar MLS · no addresses published

Winter Garden Market — Common Questions

Is Winter Garden a buyer's or seller's market in 2026?+

Winter Garden is currently a seller's market with about 3.7 months of inventory. About 3.7 months of inventory — homes are selling faster than new ones come on the market, so sellers hold the leverage (under 4 months = seller's market).

What is the median home sale price in Winter Garden?+

Based on Florida Department of Revenue public records over the last 6 months, the median sale price in Winter Garden is approximately $650K.

How many homes are for sale in Winter Garden?+

There are currently 612 active listings in Winter Garden, with homes selling at roughly 164.7 per month. That works out to about 3.7 months of inventory.

Free · No Obligation

What Is Your Winter Garden Home Worth?

I analyze active competition, recent sales, and neighborhood trends to give you a precise estimate of what your home is worth right now — no automated Zestimate, a real analysis from a local expert.

Explore the full Winter Garden neighborhood guide
Ryan Solberg, MaxLife Realty

Ryan Solberg

MaxLife Realty

321.373.3536

5.0 ★ · 42 reviews

What clients say

All 42 reviews on Zillow

“We would strongly suggest working with Joshua Rueckert and Ryan Solberg. He was very knowledgeable and got our home sold quickly. He always took our calls too — what a great experience.”

Verified Zillow review · Seller

“Highly organized. Moves very quickly. Broad reaching resources, up-to-date advertising methods. Hard working, has all the materials for staging on hand — and sold in less than 30 days.”

Verified Zillow review · Seller · sold in <30 days

Report generated October 6, 2026 at 9:40 AM ET · Powered by Stellar MLS

MLS Data:Active and pending listing data is sourced from the Stellar MLS as distributed by 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. The MLS GRID does not guarantee the accuracy of this data, which may not reflect all real estate activity in the area.

Sold Data: Sales analysis is derived from Florida Department of Revenue public property records (arm's-length transactions). Ryan Solberg and MaxLife Realty LLC are not affiliated with Winter Gardenor its HOA. This report is not intended to solicit properties already listed for sale nor to cause a breach of an existing agency relationship. Data should be independently verified. E&OE.

Based on information submitted to the MLS GRID as of October 6, 2026 at 9:02 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.

Moving to Winter Garden

Utilities & Services

Winter Garden is in Orange County, Florida. Here's who to call to get power, water, and trash service set up in your name before closing.

Electric

Orlando Utilities Commission (OUC) · (407) 423-9018City of Orlando and parts of unincorporated Orange County. OUC also provides water in its territory.

Duke Energy Florida · (800) 700-8744Most of unincorporated Orange County, plus Winter Garden, Apopka, and Ocoee.

Water & Sewer

Orange County Utilities · (407) 836-5515Unincorporated Orange County (water & sewer).

OUC — Water (City of Orlando) · (407) 423-9018City of Orlando — OUC provides both water and electric.

Full Orange County utilities & services guide →

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 October 6, 2026 at 9:02 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