Winter Garden, FL Real Estate Guide

Winter Garden Homes for SaleWinter Garden Condos for SaleWinter Garden Homes for RentWinter Garden Condos for RentSell My Home

Featured Listings in Winter Garden

See every home for sale →
13377 LAKE BUTLER BOULEVARD, WINTER GARDEN, FL 34787
124 Days on Market

House for Sale

$5,995,000

5 bd · 6 ba · 6,000 sqft

13377 LAKE BUTLER BOULEVARD, WINTER GARDEN, FL 34787

13542 SUNSET LAKES CIRCLE, WINTER GARDEN, FL 34787
14 Days on Market

House for Sale

$3,799,000

5 bd · 6 ba · 5,450 sqft

13542 SUNSET LAKES CIRCLE, WINTER GARDEN, FL 34787

14168 LARKSPUR LAKE DRIVE, WINTER GARDEN, FL 34787
Newly Listed

House for Sale

$2,985,000

6 bd · 8 ba · 6,442 sqft

14168 LARKSPUR LAKE DRIVE, WINTER GARDEN, FL 34787

7301 WILD BLACKBERRY TRAIL, WINTER GARDEN, FL 34787
Newly Listed

House for Sale

$2,860,000

6 bd · 6 ba · 5,403 sqft

7301 WILD BLACKBERRY TRAIL, WINTER GARDEN, FL 34787

Winter Garden Market Snapshot

Every figure below is computed from closed MLS transactions in Winter Garden over the trailing twelve months — what buyers and tenants actually paid, not asking prices — and refreshes continuously.

1,542
Homes sold, last 12 months
$585K
Median sale price
$253
Median price per sqft
31 days
Median time on market
893
Leases signed, last 12 months
$2,850/mo
Median rent achieved
$1
Median rent per sqft
29 days
Median time to lease
Homes Sold per Month
116Oct146Nov179Dec107Jan120Feb163Mar159Apr168May186Jun169Jul28Aug1Sep
Median Sale Price per Month
$620K$560KOctNovDecJanFebMarAprMayJunJulAugSep
Median Sale Price by Bedrooms
BedroomsSalesMedian price
1 bd3$212,500
2 bd80$293,000
3 bd558$476,750
4 bd552$650,000
5+ bd349$845,000
Sales by Property Type
TypeSalesMedian price
Single Family Residence1,204$675,000
Townhouse285$433,990
Condominium25$257,000
Condo - Hotel16$188,500
Villa10$392,500
12-Month Sales Trend
MonthHomes soldMedian price
Oct 2025116$574,995
Nov 2025146$583,082
Dec 2025179$580,109
Jan 2026107$575,000
Feb 2026120$576,495
Mar 2026163$620,000
Apr 2026159$560,000
May 2026168$565,500
Jun 2026186$611,000
Jul 2026169$620,000
Aug 202628$610,000
Sep 20261$588,000
Median Rent by Bedrooms
BedroomsLeasesMedian rent
1 bd6$1,600/mo
2 bd52$1,825/mo
3 bd422$2,700/mo
4 bd327$3,100/mo
5+ bd86$4,378/mo

Buying a Home in Winter Garden

A smart Winter Garden purchase begins with knowing what moves its market. Use the bedroom and property-type tables above to benchmark the segment you're shopping, then open the live map search to see what's on the market right now — every listing links through to full photos, details and a direct line to a licensed Florida broker.

In Florida, a financed purchase generally closes in 30 to 45 days, while an all-cash deal can wrap in as little as two weeks. A condo adds a board-approval step, and anything near the water carries insurance questions worth pricing before you write an offer — both are routine parts of a Winter Garden transaction when you plan for them early.

Renting in Winter Garden

Rentals turn over faster than sales — a well-priced Winter Garden unit is often under lease within weeks, and most annual leases ask for first month, last month and a security deposit up front. The rent tables above show what tenants actually committed to by bedroom count over the past year, and the live rental search lists every home and condo on offer today.

Talk to a local agent

Buying, selling or renting in Winter Garden?

We work Winter Garden every day — tell us what you need and we'll send listings, pricing and a plan within the day.

Matthew Gromadzki, Real Estate Broker
Matthew Gromadzki
Real Estate Broker
(786) 370-8570
Send a message

We reply the same day.

By submitting you agree to be contacted about your inquiry. No spam, ever.

Winter Garden Real Estate FAQ

Is Winter Garden a good place to buy a home?

Let the figures on this page make the case for Winter Garden — real closed sales, the median sale price, and how long homes sat before selling over the trailing twelve months.

What is the median home price in Winter Garden?

The snapshot above reports the current 12-month median sale price for Winter Garden, together with price per square foot and medians split out by bedroom count and property type. Every figure is calculated from closed MLS sales and refreshed continuously — not lifted from a report that's already months old.

Condo or house in Winter Garden — which should I buy?

The property-type table above breaks Winter Garden sales into condos, single-family homes and townhomes, and shows where each segment's median landed over the past year. A condo brings monthly association dues and a board-approval step; a house carries its own insurance and upkeep. Each property type has its own live search page linked below.

Where can I see every home for sale in Winter Garden?

Open the Winter Garden map search — it shows every active MLS listing in the city, updated continuously, with the city boundary traced on the map and filters for property type, bedrooms and price.

Discover Your Perfect Home

Select Property Type
Winter Garden Condos for Sale by Type & Price
Show more (1)
Bedroom Size Homes in Winter Garden
Show more (1)
Homes by Price in Winter Garden
Show more (7)
Lifestyle & New in Winter Garden
Rentals in Winter Garden
New Developments in Winter Garden
Show more (1)
Selling a Home?
Homes Nearby Winter Garden: Neighborhoods
Show more (10)
Homes Nearby Winter Garden: Cities
Show more (10)