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  4. Upside Real Estate Inc

Upside Real Estate Inc

2810 Middlesex

Orlando, FL

Team Members

Amanda Black

Jason Black

Judy Black

Maureen Coonrod

Sarah Carlson

Ann Wargo

Deedee Sherman

Judy Plett

Linnae Williams

Michael Copeland

Amanda Black Pa

Amanda Black Pa

Kathia Rodrigues

Jordan Youngblood

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 (30)

Active Rental Sold

For Sale (10)

Address Bed / Bath Listing Price
Picture of 6800 SE 12TH PLACE
6800 SE 12TH PLACE OCALA, FL
Living Area: 3065 Sqft.
4 Beds, 3 Baths
$439,000
Picture of 9802 6TH STREET
9802 6TH STREET WINDERMERE, FL
-, 0 Baths
$575,000
Picture of 16437 GOOD HEARTH BOULEVARD
16437 GOOD HEARTH BOULEVARD CLERMONT, FL
Living Area: 2724 Sqft.
3 Beds, 3 Baths
$745,000
Picture of 3315 FLAMBOROUGH DRIVE
3315 FLAMBOROUGH DRIVE ORLANDO, FL
Living Area: 2040 Sqft.
3 Beds, 2 Baths
$465,000
Picture of 2550 VENETIAN WAY
2550 VENETIAN WAY WINTER PARK, FL
Living Area: 5051 Sqft.
4 Beds, 5 Baths
$2,399,000
Picture of 420 PERDITA AVENUE
420 PERDITA AVENUE EDGEWATER, FL
Living Area: 1176 Sqft.
3 Beds, 1 Bath
$225,000
Picture of 9751 QUIET LANE
9751 QUIET LANE WINTER GARDEN, FL
Living Area: 3041 Sqft.
3 Beds, 4 Baths
$2,799,000
Picture of 109 E 12TH AVENUE
109 E 12TH AVENUE WINDERMERE, FL
Living Area: 2791 Sqft.
4 Beds, 4 Baths
$1,198,000
Picture of 4470 NW 5TH COURT
4470 NW 5TH COURT OCALA, FL
Living Area: 2517 Sqft.
4 Beds, 2 Baths
$450,000
Picture of 9663 SW 76TH LANE ROAD
9663 SW 76TH LANE ROAD OCALA, FL
Living Area: 1425 Sqft.
2 Beds, 2 Baths
$250,000

Rentals (2)

Address Bed / Bath Listing Price
Picture of 3636 LAKE BUYNAK ROAD
3636 LAKE BUYNAK ROAD WINDERMERE, FL
Living Area: 1855 Sqft.
2 Beds, 2 Baths
$3,500
Picture of 1761 DELAFIELD DRIVE
1761 DELAFIELD DRIVE WINTER GARDEN, FL
Living Area: 2400 Sqft.
3 Beds, 2 Baths
$3,000

Sold (18)

Address Sold date Last List Price Represented
Picture of 409 W 2ND AVENUE
409 W 2ND AVENUE WINDERMERE, FL
Living Area: 4688 Sqft.
06/04/2026 $2,375,000 Colisting
Picture of 8 OCEAN DUNES DRIVE
8 OCEAN DUNES DRIVE ORMOND BEACH, FL
Living Area: 1715 Sqft.
06/04/2026 $1,230,000 Colisting
Picture of 7869 SW 125TH COURT ROAD
7869 SW 125TH COURT ROAD DUNNELLON, FL
Living Area: 3000 Sqft.
06/04/2026 $474,000 Selling
Picture of 8592 SW 60TH COURT
8592 SW 60TH COURT OCALA, FL
Living Area: 1857 Sqft.
06/04/2026 $1,650 Selling
Picture of 823 E AMELIA STREET
823 E AMELIA STREET ORLANDO, FL
Living Area: 1838 Sqft.
06/04/2026 $599,000 Listing
Picture of 12716 LANGSTAFF DRIVE
12716 LANGSTAFF DRIVE WINDERMERE, FL
Living Area: 1181 Sqft.
06/04/2026 $345,000 Listing
Picture of 416 MAGNOLIA STREET
416 MAGNOLIA STREET WINDERMERE, FL
Living Area: 2115 Sqft.
06/04/2026 $885,000 Colisting
Picture of 7028 VENTNOR DRIVE
7028 VENTNOR DRIVE WINDERMERE, FL
Living Area: 1980 Sqft.
06/04/2026 $485,000 Selling
Picture of 17309 MARSH ROAD
17309 MARSH ROAD WINTER GARDEN, FL
Living Area: 1685 Sqft.
06/04/2026 $790,000 Listing
Picture of 214 HIGHBROOKE BLVD
214 HIGHBROOKE BLVD OCOEE, FL
Living Area: 2208 Sqft.
06/04/2026 $645,000 Colisting
Picture of 7333 DUXBURY LANE
7333 DUXBURY LANE WINTER GARDEN, FL
Living Area: 1813 Sqft.
06/04/2026 $410,000 Selling
Picture of 414 E 5TH AVENUE
414 E 5TH AVENUE WINDERMERE, FL
Living Area: 2521 Sqft.
06/04/2026 $1,200,000 Selling
Picture of 357 KIRKHILL STREET
357 KIRKHILL STREET OCOEE, FL
Living Area: 1876 Sqft.
06/04/2026 $489,900 Colisting
Picture of 1018 GREEN GATE BOULEVARD
1018 GREEN GATE BOULEVARD GROVELAND, FL
Living Area: 1506 Sqft.
06/04/2026 $325,000 Listing
Picture of 9751 QUIET LANE
9751 QUIET LANE WINTER GARDEN, FL
Living Area: Sqft.
06/04/2026 $2,799,000 Colisting
Picture of 5138 REBECCA COURT
5138 REBECCA COURT ORLANDO, FL
Living Area: 1197 Sqft.
06/04/2026 $275,000 Selling
Picture of 7680 GREEN MOUNTAIN WAY
7680 GREEN MOUNTAIN WAY WINTER GARDEN, FL
Living Area: 2385 Sqft.
06/04/2026 $658,900 Listing
Picture of 5086 NW 35TH PLACE
5086 NW 35TH PLACE OCALA, FL
Living Area: 2057 Sqft.
06/04/2026 $385,000 Listing

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Service Areas

OCALA, FL
WINDERMERE, FL
CLERMONT, FL
ORLANDO, FL
WINTER PARK, FL
EDGEWATER, FL
WINTER GARDEN, FL
ORMOND BEACH, FL
DUNNELLON, FL
OCOEE, FL
GROVELAND, FL

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