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  4. Lakeside Realty Windermere Inc

Lakeside Realty Windermere Inc

430 Main St

Windermere, FL

Team Members

Raymond Glenn

Channing Harrison

Francisco Orchilles

Karen Harden

Corey Mathias

Kevin Sullivan

Jeanay Adamich

Anna Mcintyre

Christopher Siegfried

Nitza Geiger

Sean Hooke

Nicholas Leloudis

Melissa Tyrcha

Emily Lewis

Richard Lewis

Nicholas Leloudis

W. Channing Harrison

Jennifer Coon

Carina Davis

Channing Harrison

Emma Walker

Emma Walker

Kevin Sullivan

Disclaimer: This page displays real estate agents and offices generated from active and closed MLS listings affiliated with this office. While we make every effort to provide accurate information, there may be inaccuracies due to factors such as fluctuating staff, office name changes, changes of address, and other varying circumstances. If you are the owner of the office or an agent listed here and would like to advertise, please fill out the form at https://www.realty.com/advertise.

Listings & Recent Sales (93)

Active Rental Sold

For Sale (36)

Address Bed / Bath Listing Price
Picture of 3569 BELLINGTON DRIVE
3569 BELLINGTON DRIVE ORLANDO, FL
Living Area: 3398 Sqft.
5 Beds, 4 Baths
$898,000
Picture of NUTMEG AVENUE
NUTMEG AVENUE EUSTIS, FL
-, 0 Baths
$150,000
Picture of 2016 NEWTOWN ROAD
2016 NEWTOWN ROAD GROVELAND, FL
Living Area: 1808 Sqft.
3 Beds, 2 Baths
$249,000
Picture of US-27
US-27 LAKE WALES, FL
-, 0 Baths
$799,000
Picture of 2531 US HIGHWAY 27
2531 US HIGHWAY 27 CLERMONT, FL
-, 0 Baths
$1,150,000
Picture of 0 USA
0 USA WINDERMERE, FL
Living Area: 1250 Sqft.
-, 0 Baths
$900,000
Picture of 8774 LAKE TIBET COURT
8774 LAKE TIBET COURT ORLANDO, FL
Living Area: 7043 Sqft.
5 Beds, 8 Baths
$7,500,000
Picture of 2610 LODI CIRCLE 106
2610 LODI CIRCLE 106 KISSIMMEE, FL
Living Area: 1296 Sqft.
3 Beds, 2 Baths
$229,500
Picture of 12235 MONTALCINO CIRCLE
12235 MONTALCINO CIRCLE WINDERMERE, FL
Living Area: 4550 Sqft.
4 Beds, 5 Baths
$1,899,924
Picture of 3862 BEACON RIDGE WAY
3862 BEACON RIDGE WAY CLERMONT, FL
Living Area: 2252 Sqft.
3 Beds, 3 Baths
$504,900
Picture of 16098 MANGROVE ROAD
16098 MANGROVE ROAD WINTER GARDEN, FL
Living Area: 2472 Sqft.
4 Beds, 4 Baths
$575,000
Picture of 1925 S ATLANTIC AVENUE 502
1925 S ATLANTIC AVENUE 502 DAYTONA BEACH, FL
Living Area: 2927 Sqft.
4 Beds, 3 Baths
$1,350,000
Picture of 7832 FREESTYLE LANE
7832 FREESTYLE LANE WINTER GARDEN, FL
Living Area: 2650 Sqft.
4 Beds, 3 Baths
$1,075,000
Picture of TUSCANOOGA ROAD
TUSCANOOGA ROAD MASCOTTE, FL
-, 0 Baths
$280,000
Picture of 112 OLYMPUS DRIVE
112 OLYMPUS DRIVE OCOEE, FL
Living Area: 2763 Sqft.
4 Beds, 3 Baths
$700,000
Picture of 313 S ATLANTIC AVENUE 2090
313 S ATLANTIC AVENUE 2090 DAYTONA BEACH, FL
Living Area: 343 Sqft.
1 Bed, 1 Bath
$139,990
Picture of 441 COURTLEA OAKS BOULEVARD
441 COURTLEA OAKS BOULEVARD WINTER GARDEN, FL
Living Area: 4001 Sqft.
5 Beds, 5 Baths
$1,199,900
Picture of 1849 WATERMERE LANE
1849 WATERMERE LANE WINDERMERE, FL
Living Area: 3934 Sqft.
5 Beds, 4 Baths
$1,299,000
Picture of 15950 SPLENDID OAKS LANE
15950 SPLENDID OAKS LANE TAVARES, FL
Living Area: 3119 Sqft.
4 Beds, 3 Baths
$899,000
Picture of 650 SETTING SUN DRIVE
650 SETTING SUN DRIVE WINTER GARDEN, FL
Living Area: 3605 Sqft.
5 Beds, 3 Baths
$740,000
Picture of 20 NW MAGNOLIA CIRCLE
20 NW MAGNOLIA CIRCLE CRYSTAL RIVER, FL
-, 0 Baths
$150,000
Picture of 4472 WINDERLAKES DRIVE
4472 WINDERLAKES DRIVE ORLANDO, FL
Living Area: 2118 Sqft.
3 Beds, 2 Baths
$565,000
Picture of 7416 LITTLE POND COURT
7416 LITTLE POND COURT ORLANDO, FL
Living Area: 1301 Sqft.
3 Beds, 2 Baths
$275,000
Picture of 7644 RIPPLEPOINTE WAY
7644 RIPPLEPOINTE WAY WINDERMERE, FL
Living Area: 1881 Sqft.
3 Beds, 3 Baths
$435,000
Picture of 4346 CYPRESS GLADES LANE
4346 CYPRESS GLADES LANE ORLANDO, FL
Living Area: 1965 Sqft.
4 Beds, 3 Baths
$475,000
Picture of 11226 MACAW COURT
11226 MACAW COURT WINDERMERE, FL
Living Area: 4549 Sqft.
4 Beds, 5 Baths
$1,825,000
Picture of 8738 BECKINGHAM PLACE
8738 BECKINGHAM PLACE ORLANDO, FL
Living Area: 3754 Sqft.
5 Beds, 4 Baths
$1,150,000
Picture of 3554 GRETCHEN DRIVE
3554 GRETCHEN DRIVE OCOEE, FL
Living Area: 2406 Sqft.
4 Beds, 2 Baths
$529,900
Picture of 1837 MOORINGS COURT
1837 MOORINGS COURT CLERMONT, FL
Living Area: 2914 Sqft.
3 Beds, 4 Baths
$825,000
Picture of 13958 MAGNOLIA RIDGE LOOP
13958 MAGNOLIA RIDGE LOOP WINTER GARDEN, FL
Living Area: 2075 Sqft.
3 Beds, 2 Baths
$600,000
Picture of 8328 CROSSWICKS DRIVE
8328 CROSSWICKS DRIVE ORLANDO, FL
Living Area: 2697 Sqft.
4 Beds, 3 Baths
$649,900
Picture of 627 DUNBLANE DRIVE
627 DUNBLANE DRIVE WINTER PARK, FL
Living Area: 2086 Sqft.
4 Beds, 3 Baths
$899,000
Picture of 1101 EAGLES PASS WAY
1101 EAGLES PASS WAY WINTER GARDEN, FL
Living Area: 4104 Sqft.
6 Beds, 5 Baths
$1,699,999
Picture of 159 SE 26TH AVENUE
159 SE 26TH AVENUE BOYNTON BEACH, FL
Living Area: 1562 Sqft.
3 Beds, 2 Baths
$679,000
Picture of 159 SE 26th Avenue
159 SE 26th Avenue Boynton Beach, FL
Living Area: 1562 Sqft.
3 Beds, 2 Baths
$679,000
Picture of 1757 FRITWELL COURT
1757 FRITWELL COURT OCOEE, FL
Living Area: 1251 Sqft.
2 Beds, 3 Baths
$269,000

Rentals (5)

Address Bed / Bath Listing Price
Picture of 4913 CROMEY ROAD
4913 CROMEY ROAD NORTH PORT, FL
Living Area: 1531 Sqft.
3 Beds, 2 Baths
$1,950
Picture of 143 SOUTHERN PECAN CIRCLE 201
143 SOUTHERN PECAN CIRCLE 201 WINTER GARDEN, FL
Living Area: 1453 Sqft.
3 Beds, 2 Baths
$2,400
Picture of 214 FAIRLANE AVENUE
214 FAIRLANE AVENUE ORLANDO, FL
Living Area: 2028 Sqft.
2 Beds, 1 Bath
$1,400
Picture of 3412 ARMEN DRIVE
3412 ARMEN DRIVE MERRITT ISLAND, FL
Living Area: 2100 Sqft.
3 Beds, 2 Baths
$3,300
Picture of 6022 WESTGATE DRIVE 102
6022 WESTGATE DRIVE 102 ORLANDO, FL
Living Area: 894 Sqft.
2 Beds, 1 Bath
$1,450

Sold (52)

Address Sold date Last List Price Represented
Picture of 1719 Poinsettia Drive
1719 Poinsettia Drive Fort Lauderdale, FL
Living Area: 2110 Sqft.
06/04/2026 $1,475,000 Listing
Picture of 1800 N Bayshore Drive 3901
1800 N Bayshore Drive 3901 Miami, FL
Living Area: 2189 Sqft.
06/04/2026 $1,150,000 Listing
Picture of 13910 MAX HOOKS ROAD
13910 MAX HOOKS ROAD CLERMONT, FL
Living Area: 2301 Sqft.
06/04/2026 $899,000 Selling
Picture of 1757 BRUSH CHERRY PLACE
1757 BRUSH CHERRY PLACE OCOEE, FL
Living Area: 2061 Sqft.
06/04/2026 $475,000 Selling
Picture of 711 BURCH AVENUE
711 BURCH AVENUE WINTER GARDEN, FL
Living Area: 1154 Sqft.
06/04/2026 $400,000 Listing
Picture of 17556 DEER ISLE CIRCLE
17556 DEER ISLE CIRCLE WINTER GARDEN, FL
Living Area: 3214 Sqft.
06/04/2026 $1,225,000 Listing
Picture of 16309 CASTLE PARK TERRACE
16309 CASTLE PARK TERRACE LAKEWOOD RANCH, FL
Living Area: 2475 Sqft.
06/04/2026 $1,274,990 Selling
Picture of 702 ELEANORE AVENUE
702 ELEANORE AVENUE NEW SMYRNA BEACH, FL
Living Area: 1275 Sqft.
06/04/2026 $2,600 Listing
Picture of 6844 VALHALLA WAY
6844 VALHALLA WAY WINDERMERE, FL
Living Area: 5339 Sqft.
06/04/2026 $15,000 Selling
Picture of 3710 CALVERT AVENUE
3710 CALVERT AVENUE ORLANDO, FL
Living Area: 5478 Sqft.
06/04/2026 $1,375,000 Listing
Picture of 12923 WATER POINT BOULEVARD
12923 WATER POINT BOULEVARD WINDERMERE, FL
Living Area: 5005 Sqft.
06/04/2026 $2,750,000 Listing
Picture of 3280 SOHO STREET 104
3280 SOHO STREET 104 ORLANDO, FL
Living Area: 1035 Sqft.
06/04/2026 $1,600 Selling
Picture of 1803 GLENBAY COURT
1803 GLENBAY COURT WINDERMERE, FL
Living Area: 3040 Sqft.
06/04/2026 $825,000 Listing
Picture of 1700 OLD APOPKA ROAD
1700 OLD APOPKA ROAD APOPKA, FL
Living Area: Sqft.
06/04/2026 $125,000 Selling
Picture of 8774 LAKE TIBET COURT
8774 LAKE TIBET COURT ORLANDO, FL
Living Area: Sqft.
06/04/2026 $3,100,000 Selling
Picture of 1534 E SPRING RIDGE CIRCLE
1534 E SPRING RIDGE CIRCLE WINTER GARDEN, FL
Living Area: 1688 Sqft.
06/04/2026 $554,000 Listing
Picture of 6022 WESTGATE DRIVE 101
6022 WESTGATE DRIVE 101 ORLANDO, FL
Living Area: 894 Sqft.
06/04/2026 $1,450 Selling
Picture of 1055 KENSINGTON PARK DRIVE 113
1055 KENSINGTON PARK DRIVE 113 ALTAMONTE SPRINGS, FL
Living Area: 1637 Sqft.
06/04/2026 $239,900 Selling
Picture of 9733 CARILLON PARK DRIVE
9733 CARILLON PARK DRIVE WINDERMERE, FL
Living Area: 7600 Sqft.
06/04/2026 $5,250,000 Listing
Picture of 2731 VERDE TERRACE
2731 VERDE TERRACE NORTH PORT, FL
Living Area: 1212 Sqft.
06/04/2026 $1,950 Selling
Picture of 615 PENNYWORT STREET
615 PENNYWORT STREET LAKE ALFRED, FL
Living Area: 2168 Sqft.
06/04/2026 $335,000 Selling
Picture of 1101 EAGLES PASS WAY
1101 EAGLES PASS WAY WINTER GARDEN, FL
Living Area: 4104 Sqft.
06/04/2026 $1,799,000 Listing
Picture of 7578 PURPLE FINCH STREET
7578 PURPLE FINCH STREET WINTER GARDEN, FL
Living Area: 3975 Sqft.
06/04/2026 $915,000 Selling
Picture of 1601 LAKE VILLA DRIVE
1601 LAKE VILLA DRIVE TAVARES, FL
Living Area: 2003 Sqft.
06/04/2026 $464,000 Selling
Picture of 1804 MAPLE LEAF DRIVE
1804 MAPLE LEAF DRIVE WINDERMERE, FL
Living Area: 2971 Sqft.
06/04/2026 $1,025,000 Listing
Picture of 2273 MENOMONEE COURT 2273
2273 MENOMONEE COURT 2273 ORLANDO, FL
Living Area: 957 Sqft.
06/04/2026 $1,500 Selling
Picture of 5119 LAZY LAKE CIRCLE
5119 LAZY LAKE CIRCLE ORLANDO, FL
Living Area: 1612 Sqft.
06/04/2026 $395,000 Listing
Picture of 5226 2ND STREET
5226 2ND STREET ORLANDO, FL
Living Area: 1072 Sqft.
06/04/2026 $1,500 Selling
Picture of 732 ENSENADA DRIVE
732 ENSENADA DRIVE ORLANDO, FL
Living Area: 3552 Sqft.
06/04/2026 $629,900 Selling
Picture of 945 SHERRINGTON ROAD
945 SHERRINGTON ROAD ORLANDO, FL
Living Area: 1147 Sqft.
06/04/2026 $325,000 Selling
Picture of 9495 WESTOVER CLUB CIRCLE
9495 WESTOVER CLUB CIRCLE WINDERMERE, FL
Living Area: 2773 Sqft.
06/04/2026 $849,000 Selling
Picture of 308 FOREST HAVEN DRIVE
308 FOREST HAVEN DRIVE WINTER GARDEN, FL
Living Area: 3534 Sqft.
06/04/2026 $1,180,000 Selling
Picture of 1127 CELADON STREET
1127 CELADON STREET WINTER GARDEN, FL
Living Area: 2730 Sqft.
06/04/2026 $1,490,000 Selling
Picture of 456 SONJA CIRCLE
456 SONJA CIRCLE DAVENPORT, FL
Living Area: 1398 Sqft.
06/04/2026 $350,000 Selling
Picture of 3019 LEGACY VILLAS DRIVE 3019
3019 LEGACY VILLAS DRIVE 3019 MAITLAND, FL
Living Area: 1280 Sqft.
06/04/2026 $1,800 Listing
Picture of 7280 WESTPOINTE BOULEVARD 813
7280 WESTPOINTE BOULEVARD 813 ORLANDO, FL
Living Area: 1133 Sqft.
06/04/2026 $1,800 Selling
Picture of 16824 RIDGEWOOD AVENUE
16824 RIDGEWOOD AVENUE MONTVERDE, FL
Living Area: 2325 Sqft.
06/04/2026 $635,000 Selling
Picture of 10931 BOCA POINTE DRIVE
10931 BOCA POINTE DRIVE ORLANDO, FL
Living Area: 3925 Sqft.
06/04/2026 $995,000 Selling
Picture of 3405 BURBERRY PLACE
3405 BURBERRY PLACE ST CLOUD, FL
Living Area: 3349 Sqft.
06/04/2026 $699,900 Listing
Picture of 1428 HARVEY CIRCLE
1428 HARVEY CIRCLE APOPKA, FL
Living Area: 1000 Sqft.
06/04/2026 $290,000 Listing
Picture of 8408 ABBOTSBURY DRIVE
8408 ABBOTSBURY DRIVE WINDERMERE, FL
Living Area: 2343 Sqft.
06/04/2026 $2,950 Selling
Picture of 1996 MAGIES COURT
1996 MAGIES COURT OVIEDO, FL
Living Area: 2063 Sqft.
06/04/2026 $535,000 Listing
Picture of 3560 BELLAND CIRCLE C
3560 BELLAND CIRCLE C CLERMONT, FL
Living Area: 1374 Sqft.
06/04/2026 $2,050 Selling
Picture of 914 N APPALACHIAN TERRACE
914 N APPALACHIAN TERRACE CRYSTAL RIVER, FL
Living Area: 1232 Sqft.
06/04/2026 $2,400 Selling
Picture of 4055 SUNNY DAY WAY
4055 SUNNY DAY WAY KISSIMMEE, FL
Living Area: 1654 Sqft.
06/04/2026 $2,200 Selling
Picture of 7119 ROLLING LEAF ROAD
7119 ROLLING LEAF ROAD GROVELAND, FL
Living Area: 3230 Sqft.
06/04/2026 $510,749 Selling
Picture of 1713 KALEYWOOD COURT
1713 KALEYWOOD COURT ORLANDO, FL
Living Area: 2873 Sqft.
06/04/2026 $775,000 Listing
Picture of 3814 CALVERT AVENUE
3814 CALVERT AVENUE ORLANDO, FL
Living Area: Sqft.
06/04/2026 $280,000 Listing
Picture of 13243 CHARFIELD STREET
13243 CHARFIELD STREET WINDERMERE, FL
Living Area: 2794 Sqft.
06/04/2026 $699,000 Selling
Picture of 456 SILVERDALE AVENUE
456 SILVERDALE AVENUE WINTER GARDEN, FL
Living Area: 1844 Sqft.
06/04/2026 $3,100 Selling
Picture of 2616 LODI CIRCLE 106
2616 LODI CIRCLE 106 KISSIMMEE, FL
Living Area: 1296 Sqft.
06/04/2026 $229,500 Listing
Picture of 376 DOUGLAS WAY 73
376 DOUGLAS WAY 73 WINTER GARDEN, FL
Living Area: 930 Sqft.
06/04/2026 $1,650 Selling

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Service Areas

ORLANDO, FL
EUSTIS, FL
GROVELAND, FL
LAKE WALES, FL
CLERMONT, FL
WINDERMERE, FL
KISSIMMEE, FL
NORTH PORT, FL
WINTER GARDEN, FL
DAYTONA BEACH, FL
MASCOTTE, FL
OCOEE, FL
TAVARES, FL
CRYSTAL RIVER, FL
MERRITT ISLAND, FL
WINTER PARK, FL
BOYNTON BEACH, FL
Boynton Beach, FL
Fort Lauderdale, FL
Miami, FL
LAKEWOOD RANCH, FL
NEW SMYRNA BEACH, FL
APOPKA, FL
ALTAMONTE SPRINGS, FL
LAKE ALFRED, FL
DAVENPORT, FL
MAITLAND, FL
MONTVERDE, FL
ST CLOUD, FL
OVIEDO, FL

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