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SOUTHWEST ORLANDO 30 DAY

MARKET SNAPSHOT

(APR 19, 2026 - MAY 19, 2026)

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2K Properties

2,001 Properties Available

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1/15 15

3 Beds 3 Baths 1,683 SqFt

$2,650
Active

6331 BREEZE FILLED LN, Winter Garden, FL 34787

Listed by Anna Snyder CFL REAL ESTATE LLC

Townhouse
1/29 29

3 Beds 3 Baths 1,793 SqFt

$2,600
Active

16347 PRAIRIE SCHOOL DR, Winter Garden, FL 34787

Listed by Carey Sauer DEFINITIVE GROUP LLC

Townhouse
1/39 39

3 Beds 2 Baths 1,706 SqFt

$2,600
Active

5513 SOMERSBY RD, Windermere, FL 34786

Listed by Jennifer Linton METRO CITY REALTY

Townhouse
1/19 19

2 Beds 3 Baths 1,236 SqFt

$2,159
Active

13349 HARBOR SHORE LN, Winter Garden, FL 34787

Listed by Steven Simpson 407 PROPERTIES

Townhouse
1/24 24

2 Beds 2 Baths 1,161 SqFt

$2,150
Active

11564 MIZZON DR #109, Windermere, FL 34786

Listed by Nicholas Wild GATE PROPERTIES & MANAGEMENT INC

Condo
1/18 18

3 Beds 2 Baths 1,412 SqFt

$2,100
Active

3338 ROBERT TRENT JONES DR #210, Orlando, FL 32835

Listed by Alejandra Silva METROPOLITAN R.E SOLUTIONS INC

Condo
1/17 17

3 Beds 2 Baths 1,247 SqFt

$1,875
Active

3326 ROBERT TRENT JONES DR #20302, Orlando, FL 32835

Listed by Ken Warren PREMIER MANAGEMENT GROUP INC

Condo
1/12 12

2 Beds 2 Baths 999 SqFt

$1,800
Active

5967 WINDHOVER DR #7D, Orlando, FL 32819

Listed by Bruna Sereno SELECTA REALTY LLC

Condo
1/16 16

1 Bed 1 Bath 671 SqFt

$1,395
Active

8813 LATREC AVE #206, Orlando, FL 32819

Listed by Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY

Condo
3D

5 Beds 6 Baths 5,696 SqFt

$2,500,000
Active

105 PINE STREET, Windermere, FL 34786

Listed by Tiffany Pantozzi ALIGN REAL ESTATE LLC

Single Family Home
3D

4 Beds 4 Baths 3,844 SqFt

$1,460,000
Active

2509 RIDGEWIND WAY, Windermere, FL 34786

Listed by Hilary Hall COMPASS FLORIDA LLC

Single Family Home
1/68 68

5 Beds 4 Baths 3,910 SqFt

$1,374,990
Active

9827 BEACH PORT DR, Winter Garden, FL 34787

Listed by Silvia Kinkela, PA SERHANT

Single Family Home
1/60 60

4 Beds 3 Baths 3,079 SqFt

$1,050,000
Active

5207 TIMBERVIEW TER, Orlando, FL 32819

Listed by tanya Fei AAA GLOBAL VENTURES PA

Single Family Home
1/48 48

5 Beds 5 Baths 3,299 SqFt

$949,000
Active

17828 ADRIFIT, Winter Garden, FL 34787

Listed by Leonardo Pereira KAZA REAL ESTATE LLC

Single Family Home
1/33 33

4 Beds 4 Baths 3,012 SqFt

$899,900
Active

897 LANDRUM DR, Winter Garden, FL 34787

Listed by Matthew McKee COMPASS FLORIDA LLC

Single Family Home
3D

4 Beds 3 Baths 2,742 SqFt

$689,000
Active

5139 LAKE HAMLIN TRL, Winter Garden, FL 34787

Listed by Chun Cai SPRING REALTY ONE LLC

Single Family Home
3D

4 Beds 4 Baths 2,840 SqFt

$679,000
Active

10187 MERRYMEETING BAY DR, Winter Garden, FL 34787

Listed by Chun Cai SPRING REALTY ONE LLC

Single Family Home
1/55 55

4 Beds 3 Baths 2,804 SqFt

$555,000
Active

7806 SAINT GILES PL, Orlando, FL 32835

Listed by Valerie Beck MILLENNIUM REALTY

Single Family Home
3D

4 Beds 4 Baths 2,477 SqFt

$548,000
Active

16754 OAKBORO ST, Winter Garden, FL 34787

Listed by Chun Cai SPRING REALTY ONE LLC

Single Family Home
1/24 24

4 Beds 3 Baths 2,113 SqFt

$545,000
Active

7190 ENCHANTED LAKE DR, Winter Garden, FL 34787

Listed by Mark Gardner STOCKWORTH REALTY GROUP

Single Family Home
3D

3 Beds 2 Baths 1,971 SqFt

$529,900
Active

1968 PANTHEON DR, Winter Garden, FL 34787

Listed by Greer Kunkle KUNKLE REALTY GROUP

Single Family Home
1/40 40

3 Beds 2 Baths 1,684 SqFt

$498,000
Active

8971 ANGELICA DR, Orlando, FL 32836

Listed by Laura Jackson FLORIDA REALTY INVESTMENTS

Single Family Home
1/37 37

4 Beds 3 Baths 2,060 SqFt

$495,000
Active

9231 GRAND ISLAND WAY, Winter Garden, FL 34787

Listed by Diller de Abreu Junior ELITE INTERNATIONAL REALTY INC

Single Family Home
3D

2 Beds 2 Baths 1,574 SqFt

$455,900
Active

15157 AQUA SOL LN, Winter Garden, FL 34787

Listed by Jason Price RE/MAX SELECT GROUP

Single Family Home