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SOUTHWEST ORLANDO 30 DAY

MARKET SNAPSHOT

(MAY 21, 2026 - JUN 20, 2026)

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2.1K Properties

2,069 Properties Available

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1/28 28

4 Beds 4 Baths 3,435 SqFt

$750,000
Active

9669 WESTOVER CLUB CIR, Windermere, FL 34786

Listed by Regina Ferdinand FIRST WORLD REALTY GROUP

Single Family Home
1/55 55

5 Beds 4 Baths 2,840 SqFt

$749,500
Active

9459 JAYWOOD RD, Winter Garden, FL 34787

Listed by Fanny Stollmeyer LIFESTYLE INTERNATIONAL REALTY

Single Family Home
1/45 45

3 Beds 2 Baths 2,097 SqFt

$699,000
Active

5048 SHOREWAY LOOP #404, Orlando, FL 32819

Listed by Kris Hoeylaerts RADIUS REALTY GROUP LLC

Condo
1/63 63

4 Beds 2 Baths 2,125 SqFt

$625,000
Active

1075 CHASE DR, Winter Garden, FL 34787

Listed by Katie Bray MAINFRAME REAL ESTATE

Single Family Home
3D

4 Beds 3 Baths 2,149 SqFt

$575,000
Active

4642 PRAIRIE CREEK ST, Winter Garden, FL 34787

Listed by Shanta Navarro KELLER WILLIAMS ADVANTAGE III

Single Family Home
1/52 52

4 Beds 3 Baths 2,547 SqFt

$570,000
Active

13118 SUNKISS LOOP, Windermere, FL 34786

Listed by Desmond Garcia LLC ONE LUXURY INTERNATIONAL LLC

Single Family Home
1/62 62

3 Beds 3 Baths 1,725 SqFt

$434,900
Active

8113 RED STOPPER LN, Winter Garden, FL 34787

Listed by Kassandra Lopez, LLC EXP REALTY LLC

Townhouse
1/38 38

3 Beds 3 Baths 1,628 SqFt

$420,000
Active

14095 TITLE WAY, Winter Garden, FL 34787

Listed by Leidy Sanquiz ROMAN'S PRO REALTY LLC

Townhouse
1/40 40

5 Beds 5 Baths 2,812 SqFt

$699,990
Active

16271 HONEY HARVEST ST, Winter Garden, FL 34787

Listed by Rafael Heredia SALVAMERICA, LLC

Single Family Home
1/21 21

1 Bed 1 Bath 591 SqFt

$139,000
Active

5741 PEREGRINE AVE #28A, Orlando, FL 32819

Listed by Jose Zapata, LLC OLYMPUS EXECUTIVE REALTY INC

Condo
1/64 64

4 Beds 4 Baths 3,087 SqFt

$920,000
Active

9218 HOLLISTON CREEK PL, Winter Garden, FL 34787

Listed by Gustavo Carneiro WRA BUSINESS & REAL ESTATE

Single Family Home
1/42 42

4 Beds 4 Baths 2,474 SqFt

$632,000
Active

11021 BOSTWICK ALY, Winter Garden, FL 34787

Listed by Marcos Paulo Nero, LLC LA ROSA REALTY KISSIMMEE

Single Family Home
1/21 21

3 Beds 3 Baths 1,712 SqFt

$460,000
Active

5706 CYPRESS HILL RD, Winter Garden, FL 34787

Listed by Mariana Nossa WRA BUSINESS & REAL ESTATE

Townhouse
1/13 13

1 Bed 1 Bath 466 SqFt

$124,000
Active

7601 CANADA AVE #325, Orlando, FL 32819

Listed by Jean Dadam WRA BUSINESS & REAL ESTATE

Condo
1/30 30

2 Beds 2 Baths 1,107 SqFt

$1,585
Active

6412 QUEENS BOROUGH AVE #209, Orlando, FL 32835

Listed by Stephanie Alicea INTEGRITY REAL ESTATE GROUP, LLC

Condo
1/89 89

3 Beds 4 Baths 3,281 SqFt

$1,399,000
Active

8358 VIA VITTORIA WAY, Orlando, FL 32819

Listed by Ricardo Torres PREMIER SOTHEBYS INT'L REALTY

Single Family Home
1/46 46

4 Beds 3 Baths 2,211 SqFt

$664,000
Active

13184 DENDY WAY, Winter Garden, FL 34787

Listed by Gail Higley RE/MAX SELECT GROUP

Single Family Home
3 Beds 2 Baths 1,396 SqFt

$220,000
Active

14501 GROVE RESORT AVE #3611, Winter Garden, FL 34787

Listed by Michele Ranjbar COLDWELL BANKER REALTY

Condo
1/39 39

2 Beds 2 Baths 918 SqFt

$200,000
Active

87 WINDTREE LN #K, Winter Garden, FL 34787

Listed by Mendy Bacon BONJORN REAL ESTATE

Condo
1/8 8

2 Beds 1 Bath 933 SqFt

$185,000
Active

2528 ROBERT TRENT JONES DR #1625, Orlando, FL 32835

Listed by Marino Sanchez MAXI ESTATE REALTY INC

Condo
1/27 27

2 Beds 2 Baths 1,139 SqFt

$1,695
Active

5842 PEREGRINE AVE #C01, Orlando, FL 32819

Listed by Jonathan Schmucke ROMAN'S PRO REALTY LLC

Condo
3D

6 Beds 7 Baths 7,349 SqFt

$4,995,000
Active

5070 DOWN POINT LN, Windermere, FL 34786

Listed by Isis Sarcos EXP REALTY LLC

Single Family Home
1/19 19

5 Beds 4 Baths 5,516 SqFt

$2,500,000
Active

6606 SAWYER SHORES LN, Windermere, FL 34786

Listed by Nick Khela PREMIUM PROPERTIES R.E. SERVICE

Single Family Home
1/47 47

4 Beds 3 Baths 2,053 SqFt

$639,994
Active

13013 OVERSTREET RD, Windermere, FL 34786

Listed by Omar Andreasen EXP REALTY LLC

Single Family Home