LIVING IN DR PHILLIPS & WINDERMERE
Live Where Orlando Unwinds
Dr. Phillips & Windermere Homes for Sale
Tree-lined streets, chain-of-lakes views, championship golf, Restaurant Row, and homes designed for indoor-outdoor living. This is Southwest Orlando at its best — elegant, relaxed, and built for people who want space without leaving the action.
251 Featured Properties for Sale
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
- 1/30 30
Open 7/5 11AM-2PM$750,000
4 Beds3 Baths2,701 SqFt5415 BAY SIDE DR, Orlando, FL 32819
Single Family Home
Listed by Jason Asa LPT REALTY, LLC
- 3D
Open 7/5 11AM-4PM$574,900
3 Beds2 Baths2,099 SqFt8146 JAILENE DR, Windermere, FL 34786
Single Family Home
Listed by Chris Bunnell EXP REALTY LLC
- 1/42 42
Open 7/5 11AM-2PM$519,990
3 Beds2 Baths1,616 SqFt8176 TERRAZA CT, Orlando, FL 32836
Single Family Home
Listed by Linda O'Grady PREMIER SOTHEBYS INT'L REALTY
- 1/59 59
Open 7/5 2PM-4PM$1,375,000
4 Beds4 Baths4,178 SqFt9223 HIDDEN BAY LN, Orlando, FL 32819
Single Family Home
Listed by Brian Teach COLDWELL BANKER REALTY
- 1/55 55
Open 7/5 12PM-2:30PM$630,000
4 Beds3 Baths2,575 SqFt6558 HELMSLEY CIR, Windermere, FL 34786
Single Family Home
Listed by Sue Webb WATSON REALTY CORP.
- 1/99 99
Open Thu 1PM-4PM$2,599,000
5 Beds6 Baths5,323 SqFt9222 TIBET POINTE CIR, Windermere, FL 34786
Single Family Home
Listed by Khadija Webber EPIQUE REALTY, INC.
- 1/38 38
Open 7/5 12PM-1PM$550,000
3 Beds2 Baths1,638 SqFt8558 CEDAR COVE DR, Orlando, FL 32819
Single Family Home
Listed by Shirley Botansky RE/MAX PRIME PROPERTIES
- 1/32 32
Open 7/5 12PM-3PM$1,390,000
6 Beds5 Baths4,999 SqFt17538 BLACK RAIL ST, Windermere, FL 34786
Single Family Home
Listed by Elaine Garcia GARCIA REALTY GROUP
- 1/34 34
New$599,990
3 Beds3 Baths2,489 SqFt7174 REGINA WAY, Orlando, FL 32819
Townhouse
Listed by Xiao Fang DALTON WADE INC
- 1/41 41
New$935,000
4 Beds3 Baths2,582 SqFt5741 BAY SIDE DR, Orlando, FL 32819
Single Family Home
Listed by Shannon Christian EXP REALTY LLC
- 1/30 30
New$539,999
3 Beds2 Baths1,619 SqFt8052 S CADIZ CT, Orlando, FL 32836
Single Family Home
Listed by Maria Pagan DEAL MAKERS REALTY TEAM CORP
- 1/46 46
New$679,000
3 Beds2 Baths1,638 SqFt8156 CARAWAY DR, Orlando, FL 32819
Single Family Home
Listed by Steven Luppert COMPASS FLORIDA LLC
- 3D
New$650,000
5 Beds4 Baths2,966 SqFt12912 DROXFORD RD, Windermere, FL 34786
Single Family Home
Listed by Phat Nguyen LPT REALTY, LLC
- 1/34 34
New$444,900
3 Beds3 Baths1,642 SqFt7060 VENTNOR DR, Windermere, FL 34786
Townhouse
Listed by Lidia Barberini AGENT TRUST REALTY CORPORATION
- 1/56 56
New$995,000
2 Beds3 Baths2,591 SqFt6028 LEXINGTON PARK #69, Orlando, FL 32819
Single Family Home
Listed by George Stringer COLDWELL BANKER REALTY
- 3D
New$565,000
3 Beds2 Baths1,706 SqFt13219 CHARFIELD ST, Windermere, FL 34786
Single Family Home
Listed by Patricia Schraiber DENIZ REALTY PARTNERS LLC
- 1/32 32
New$330,000
3 Beds2 Baths1,442 SqFt11446 JASPER KAY TER #103, Windermere, FL 34786
Condo
Listed by Jay Stewart SOUTHERN REALTY GROUP LLC
- 1/30 30
New$1,499,000
3 Beds2 Baths2,188 SqFt20 OAKDALE ST, Windermere, FL 34786
Single Family Home
Listed by Darrell Nunnelley VINTAGE REALTY GROUP LLC
- 3D
New$595,000
3 Beds3 Baths1,945 SqFt7043 CARRICKBEND LN, Orlando, FL 32819
Townhouse
Listed by Chris Creegan CREEGAN GROUP
- 1/46 46
New$560,000
3 Beds2 Baths1,948 SqFt13137 PENSHURST LN, Windermere, FL 34786
Single Family Home
Listed by Jauquese Knowles MORRIS WILLIAMS REALTY
- 1/17 17
New$325,000
3 Beds2 Baths1,455 SqFt8168 BOAT HOOK LOOP #724, Windermere, FL 34786
Condo
Listed by Brian LeMay ROMAN REALTY GROUP, LLC
- 3D
New$2,960,000
5 Beds6 Baths5,935 SqFt6417 LAKE BURDEN VIEW DR, Windermere, FL 34786
Single Family Home
Listed by Susan Wilkinson ORANGE TREE REALTY
- 1/65 65
New$595,000
3 Beds2 Baths2,256 SqFt6193 VALERIAN BLVD, Orlando, FL 32819
Single Family Home
Listed by David Plasencia, LLC COLDWELL BANKER REALTY
- 1/9 9
New$435,000
3 Beds3 Baths1,672 SqFt7057 CADIZ BLVD, Orlando, FL 32819
Townhouse
Listed by Aline Reboucas LA ROSA REALTY CW PROPERTIES L
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