Winter Garden

There are 901 properties for sale, the median listing price is $489,990 and properties spend an estimated 32 days on the market before selling.

Stats last updated 04/05/2026

901
Properties Available
32
Average Days on Market
$489,990
Median List Price

Our agents are here to help.

Receive email notifications when new properties in this area become available

Search saved!

You'll be the first to know when new homes hit the market.

Click and drag to draw your search.

Map types

Street Map Street
Satellite Map Satellite

Properties for sale

900 Results

Sort:

Newest
Newest Price (low to high) Price (high to low) Square FeetLot SizePrice/sq. ft.
2 days on market
Property photo of 10432 Austrina Oak Loop, Winter Garden, FL 34787
Active - Single Family Residence
$2,800

3 beds

2.5 baths

1,745 sqft

10432 Austrina Oak Loop, Winter Garden, FL 34787

allux real estate llc MLS info watermark

10432 Austrina Oak Loop, Winter Garden, Fl 34787
2 days on market
Property photo of 4004 Rex Drive, Winter Garden, FL 34787
Active - Single Family Residence
$2,900,000

4 beds

2 baths

1,804 sqft

4004 Rex Drive, Winter Garden, FL 34787

hamlin realty MLS info watermark

4004 Rex Drive, Winter Garden, Fl 34787
2 days on market
Property photo of 1220 Priory Circle, Winter Garden, FL 34787
Active - Townhouse
$3,000

3 beds

2.5 baths

1,971 sqft

1220 Priory Circle, Winter Garden, FL 34787

folio realty llc MLS info watermark

1220 Priory Circle, Winter Garden, Fl 34787
2 days on market
Property photo of 16434 Hamlin Hills Road, Winter Garden, FL 34787
Active - Townhouse
$480,000

3 beds

2.5 baths

1,729 sqft

16434 Hamlin Hills Road, Winter Garden, FL 34787

wra business & real estate MLS info watermark

16434 Hamlin Hills Road, Winter Garden, Fl 34787
2 days on market
Property photo of 16085 Scarpetta Street, Winter Garden, FL 34787
Active - Single Family Residence
$2,850

3 beds

2 baths

1,689 sqft

16085 Scarpetta Street, Winter Garden, FL 34787

florida connexion properties MLS info watermark

16085 Scarpetta Street, Winter Garden, Fl 34787
2 days on market
Property photo of 12025 Encore At Ovation Way, Winter Garden, FL 34787
Active - Single Family Residence
$1,325,000

5 beds

4 baths

4,321 sqft

12025 Encore At Ovation Way, Winter Garden, FL 34787

nona legacy powered by la rosa MLS info watermark

12025 Encore At Ovation Way, Winter Garden, Fl 34787
2 days on market
Property photo of 14255 Hampshire Bay Circle, Winter Garden, FL 34787
Active - Single Family Residence
$1,300,000

5 beds

4.5 baths

4,625 sqft

14255 Hampshire Bay Circle, Winter Garden, FL 34787

wemert group realty llc MLS info watermark

14255 Hampshire Bay Circle, Winter Garden, Fl 34787
2 days on market
Property photo of 18123 Cider Mill Lane, Winter Garden, FL 34787
Active - Townhouse
$2,550

3 beds

2.5 baths

1,567 sqft

18123 Cider Mill Lane, Winter Garden, FL 34787

keller williams classic MLS info watermark

18123 Cider Mill Lane, Winter Garden, Fl 34787
2 days on market
Property photo of 12043 Holystone Street, Winter Garden, FL 34787
Active - Townhouse
$2,450

3 beds

2.5 baths

1,568 sqft

12043 Holystone Street, Winter Garden, FL 34787

wra business & real estate MLS info watermark

12043 Holystone Street, Winter Garden, Fl 34787
2 days on market
Property photo of 4004 Rex Drive, Winter Garden, FL 34787
Active - Agriculture
$2,900,000

— bed

— bath

1,804 sqft

4004 Rex Drive, Winter Garden, FL 34787

hamlin realty MLS info watermark

4004 Rex Drive, Winter Garden, Fl 34787
2 days on market
Property photo of 12118 Plumpton Drive, Winter Garden, FL 34787
Active - Townhouse
$2,750

3 beds

2.5 baths

1,567 sqft

12118 Plumpton Drive, Winter Garden, FL 34787

call it closed intl realty MLS info watermark

12118 Plumpton Drive, Winter Garden, Fl 34787
2 days on market
Property photo of 15518 Honey Mandarin Way, Winter Garden, FL 34787
Active - Single Family Residence
$869,900

5 beds

4.5 baths

3,640 sqft

15518 Honey Mandarin Way, Winter Garden, FL 34787

wra business & real estate MLS info watermark

15518 Honey Mandarin Way, Winter Garden, Fl 34787
2 days on market
Property photo of 632 Dharma Circle, Winter Garden, FL 34787
Active - Single Family Residence
$380,000

3 beds

2 baths

1,315 sqft

632 Dharma Circle, Winter Garden, FL 34787

la rosa rty winter garden llc MLS info watermark

632 Dharma Circle, Winter Garden, Fl 34787
3 days on market
Property photo of 6154 Hamlin Reserve Boulevard, Winter Garden, FL 34787
Active - Single Family Residence
$5,000

4 beds

3.5 baths

3,087 sqft

6154 Hamlin Reserve Boulevard, Winter Garden, FL 34787

allux real estate llc MLS info watermark

6154 Hamlin Reserve Boulevard, Winter Garden, Fl 34787
3 days on market
Property photo of 6168 Glory Bower Drive, Winter Garden, FL 34787
Active - Single Family Residence
$2,800

3 beds

2.5 baths

2,128 sqft

6168 Glory Bower Drive, Winter Garden, FL 34787

wendy morris realty MLS info watermark

6168 Glory Bower Drive, Winter Garden, Fl 34787
3 days on market
Property photo of 15126 Aqua Sol Lane, Winter Garden, FL 34787
Active - Townhouse
$399,500

2 beds

2 baths

1,579 sqft

15126 Aqua Sol Lane, Winter Garden, FL 34787

charles rutenberg realty orlando MLS info watermark

15126 Aqua Sol Lane, Winter Garden, Fl 34787
3 days on market
Property photo of 17006 Seville Orange Road, Winter Garden, FL 34787
Active - Single Family Residence
$718,799

4 beds

3 baths

2,224 sqft

17006 Seville Orange Road, Winter Garden, FL 34787

ashton woods florida realty llc MLS info watermark

17006 Seville Orange Road, Winter Garden, Fl 34787
3 days on market
Property photo of 16336 Honey Harvest Street, Winter Garden, FL 34787
Active - Single Family Residence
$3,100

3 beds

3.5 baths

2,248 sqft

16336 Honey Harvest Street, Winter Garden, FL 34787

florida real estate places, llc MLS info watermark

16336 Honey Harvest Street, Winter Garden, Fl 34787
3 days on market
Property photo of 15494 Murcott Blossom Boulevard, Winter Garden, FL 34787
Active - Single Family Residence
$3,100

4 beds

3.5 baths

2,842 sqft

15494 Murcott Blossom Boulevard, Winter Garden, FL 34787

re/max titanium group MLS info watermark

15494 Murcott Blossom Boulevard, Winter Garden, Fl 34787
3 days on market
Property photo of 15226 Groveside Road, Winter Garden, FL 34787
Active - Townhouse
$2,900

3 beds

2.5 baths

1,881 sqft

15226 Groveside Road, Winter Garden, FL 34787

wendy morris realty MLS info watermark

15226 Groveside Road, Winter Garden, Fl 34787
3 days on market
Property photo of 7230 Duxbury Lane, Winter Garden, FL 34787
Active - Townhouse
$400,000

2 beds

2.5 baths

1,456 sqft

7230 Duxbury Lane, Winter Garden, FL 34787

orange slice properties MLS info watermark

7230 Duxbury Lane, Winter Garden, Fl 34787
3 days on market
Property photo of 419 Winter Grove Boulevard, Winter Garden, FL 34787
Active - Single Family Residence
$874,990

5 beds

3.5 baths

2,650 sqft

419 Winter Grove Boulevard, Winter Garden, FL 34787

pulte realty of north florida llc MLS info watermark

419 Winter Grove Boulevard, Winter Garden, Fl 34787
3 days on market
Property photo of 14680 Black Cherry Trail, Winter Garden, FL 34787
Active - Single Family Residence
$629,000

3 beds

2.5 baths

2,233 sqft

14680 Black Cherry Trail, Winter Garden, FL 34787

revel realty llc MLS info watermark

14680 Black Cherry Trail, Winter Garden, Fl 34787
4 days on market
Property photo of 14790 Tullamore Loop, Winter Garden, FL 34787
Active - Single Family Residence
$699,999

4 beds

2.5 baths

3,410 sqft

14790 Tullamore Loop, Winter Garden, FL 34787

florida realty investments MLS info watermark

14790 Tullamore Loop, Winter Garden, Fl 34787
4 days on market
Property photo of 5778 Laurel Cherry Avenue, Winter Garden, FL 34787
Active - Single Family Residence
$540,000

4 beds

3.5 baths

2,524 sqft

5778 Laurel Cherry Avenue, Winter Garden, FL 34787

premier sothebys int'l realty MLS info watermark

5778 Laurel Cherry Avenue, Winter Garden, Fl 34787
4 days on market
Property photo of 14501 Grove Resort Avenue 1110, Winter Garden, FL 34787
Active - Condominium
$185,000

2 beds

2 baths

1,265 sqft

14501 Grove Resort Avenue 1110, Winter Garden, FL 34787

dalton wade inc MLS info watermark

14501 Grove Resort Avenue 1110, Winter Garden, Fl 34787
4 days on market
Property photo of 13147 Suburban Terrace, Winter Garden, FL 34787
Active - Single Family Residence
$245,000

2 beds

2 baths

1,479 sqft

13147 Suburban Terrace, Winter Garden, FL 34787

realteam realty inc. MLS info watermark

13147 Suburban Terrace, Winter Garden, Fl 34787
4 days on market
Property photo of 14834 Bahama Swallow Boulevard, Winter Garden, FL 34787
Active - Single Family Residence
$545,000

4 beds

2 baths

2,049 sqft

14834 Bahama Swallow Boulevard, Winter Garden, FL 34787

serhant MLS info watermark

14834 Bahama Swallow Boulevard, Winter Garden, Fl 34787
4 days on market
Property photo of 514 Dunbar Avenue, Winter Garden, FL 34787
Active - Single Family Residence
$295,000

3 beds

2 baths

1,162 sqft

514 Dunbar Avenue, Winter Garden, FL 34787

charles rutenberg realty orlando MLS info watermark

514 Dunbar Avenue, Winter Garden, Fl 34787
4 days on market
Property photo of 15070 Summer Harvest Street, Winter Garden, FL 34787
Active - Single Family Residence
$745,000

5 beds

4.5 baths

2,931 sqft

15070 Summer Harvest Street, Winter Garden, FL 34787

365 realty, inc. MLS info watermark

15070 Summer Harvest Street, Winter Garden, Fl 34787
5 days on market
Property photo of 16242 Outlook Shore Alley, Winter Garden, FL 34787
Active - Single Family Residence
$3,100

3 beds

2.5 baths

2,014 sqft

16242 Outlook Shore Alley, Winter Garden, FL 34787

keller williams advantage realty MLS info watermark

16242 Outlook Shore Alley, Winter Garden, Fl 34787
5 days on market
Property photo of 1421 Fettler Way, Winter Garden, FL 34787
Active - Townhouse
$170,000

2 beds

2 baths

1,076 sqft

1421 Fettler Way, Winter Garden, FL 34787

premium realty advisors llc MLS info watermark

1421 Fettler Way, Winter Garden, Fl 34787
5 days on market
Property photo of 15501 Hamlin Park Drive, Winter Garden, FL 34787
Active - Townhouse
$609,990

3 beds

3.5 baths

2,072 sqft

15501 Hamlin Park Drive, Winter Garden, FL 34787

ashton woods florida realty llc MLS info watermark

15501 Hamlin Park Drive, Winter Garden, Fl 34787
5 days on market
Property photo of 15221 Sunrise Grove Court, Winter Garden, FL 34787
Active - Townhouse
$2,800

3 beds

2.5 baths

1,844 sqft

15221 Sunrise Grove Court, Winter Garden, FL 34787

realty one specialists llc MLS info watermark

15221 Sunrise Grove Court, Winter Garden, Fl 34787
5 days on market
Property photo of 5637 Water Rose Rd Road, Winter Garden, FL 34787
Active - Townhouse
$2,600

3 beds

2.5 baths

1,617 sqft

5637 Water Rose Rd Road, Winter Garden, FL 34787

florida connexion properties MLS info watermark

5637 Water Rose Rd Road, Winter Garden, Fl 34787
5 days on market
Property photo of 8112 Summerlake Groves Street, Winter Garden, FL 34787
Active - Single Family Residence
$2,800

4 beds

2 baths

1,872 sqft

8112 Summerlake Groves Street, Winter Garden, FL 34787

alfano property management MLS info watermark

8112 Summerlake Groves Street, Winter Garden, Fl 34787

Ready to speak with a local real estate agent?

We’re local experts who know how to help you win in today’s market.

Connect With a Local Expert

Get connected with an agent

Answer a few quick questions and we’ll connect you with a local agent to discuss your options — no pressure, no obligation.

Forms
First Name *
Last Name *
Email *
Phone Number *
Message

Join or sign in

Forms
First Name *
Last Name *
Phone Number *
Registration form *

Don’t have an account?Sign up!