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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

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 (28)

Active Rental Sold

For Sale (13)

Address Bed / Bath Listing Price
Picture of 409 W 2ND AVENUE
409 W 2ND AVENUE WINDERMERE, FL
Living Area: 4688 Sqft.
5 Beds, 5 Baths
$2,375,000
Picture of 8 OCEAN DUNES DRIVE
8 OCEAN DUNES DRIVE ORMOND BEACH, FL
Living Area: 1715 Sqft.
3 Beds, 2 Baths
$1,230,000
Picture of 6800 SE 12TH PLACE
6800 SE 12TH PLACE OCALA, FL
Living Area: 3065 Sqft.
4 Beds, 3 Baths
$439,000
Picture of 7869 SW 125TH COURT ROAD
7869 SW 125TH COURT ROAD DUNNELLON, FL
Living Area: 3000 Sqft.
4 Beds, 3 Baths
$474,000
Picture of 8592 SW 60TH COURT
8592 SW 60TH COURT OCALA, FL
Living Area: 1857 Sqft.
3 Beds, 2 Baths
$1,650
Picture of 823 E AMELIA STREET
823 E AMELIA STREET ORLANDO, FL
Living Area: 1838 Sqft.
3 Beds, 3 Baths
$599,000
Picture of 9802 6TH STREET
9802 6TH STREET WINDERMERE, FL
-, 0 Baths
$550,000
Picture of 12716 LANGSTAFF DRIVE
12716 LANGSTAFF DRIVE WINDERMERE, FL
Living Area: 1181 Sqft.
2 Beds, 3 Baths
$345,000
Picture of 416 MAGNOLIA STREET
416 MAGNOLIA STREET WINDERMERE, FL
Living Area: 2115 Sqft.
2 Beds, 2 Baths
$885,000
Picture of 7028 VENTNOR DRIVE
7028 VENTNOR DRIVE WINDERMERE, FL
Living Area: 1980 Sqft.
4 Beds, 3 Baths
$499,000
Picture of 17309 MARSH ROAD
17309 MARSH ROAD WINTER GARDEN, FL
Living Area: 1685 Sqft.
4 Beds, 2 Baths
$800,000
Picture of 4060 W ALAMO DRIVE
4060 W ALAMO DRIVE BEVERLY HILLS, FL
-, 0 Baths
$49,000
Picture of 16437 GOOD HEARTH BOULEVARD
16437 GOOD HEARTH BOULEVARD CLERMONT, FL
Living Area: 2724 Sqft.
3 Beds, 3 Baths
$745,000

Sold (15)

Address Sold date Last List Price Represented
Picture of 6919 FOREST CITY ROAD
6919 FOREST CITY ROAD ORLANDO, FL
Living Area: 2240 Sqft.
01/28/2026 $599,999 Selling
Picture of 6925 FOREST CITY ROAD
6925 FOREST CITY ROAD ORLANDO, FL
Living Area: 2240 Sqft.
01/28/2026 $599,999 Selling
Picture of 420 BOUCHELLE DRIVE 204
420 BOUCHELLE DRIVE 204 NEW SMYRNA BEACH, FL
Living Area: 1602 Sqft.
01/28/2026 $449,900 Selling
Picture of 860 N ORANGE AVENUE 429
860 N ORANGE AVENUE 429 ORLANDO, FL
Living Area: 774 Sqft.
01/28/2026 $1,500 Selling
Picture of 7346 JOHN HANCOCK DRIVE
7346 JOHN HANCOCK DRIVE WINTER GARDEN, FL
Living Area: 4092 Sqft.
01/28/2026 $2,225,000 Colisting
Picture of 1610 E JEFFERSON STREET
1610 E JEFFERSON STREET ORLANDO, FL
Living Area: 1585 Sqft.
01/28/2026 $475,000 Colisting
Picture of 5086 NW 35TH PLACE
5086 NW 35TH PLACE OCALA, FL
Living Area: 2065 Sqft.
01/28/2026 $419,999 Listing
Picture of 7757 SUGAR BEND DRIVE 7757
7757 SUGAR BEND DRIVE 7757 ORLANDO, FL
Living Area: 1212 Sqft.
01/28/2026 $2,000 Selling
Picture of 720 MAIN STREET
720 MAIN STREET WINDERMERE, FL
Living Area: 2778 Sqft.
01/28/2026 $925,000 Listing
Picture of 9310 ISLEWORTH GARDENS DRIVE
9310 ISLEWORTH GARDENS DRIVE WINDERMERE, FL
Living Area: 4333 Sqft.
01/28/2026 $3,700,000 Selling
Picture of 9792 SW 46TH COURT
9792 SW 46TH COURT OCALA, FL
Living Area: 2097 Sqft.
01/28/2026 $469,900 Listing
Picture of 10417 LAKE LOUISA ROAD
10417 LAKE LOUISA ROAD CLERMONT, FL
Living Area: 3442 Sqft.
01/28/2026 $1,395,000 Selling
Picture of 299 W 4TH AVENUE
299 W 4TH AVENUE WINDERMERE, FL
Living Area: 2410 Sqft.
01/28/2026 $895,000 Selling
Picture of 8483 BAY HILL BOULEVARD
8483 BAY HILL BOULEVARD ORLANDO, FL
Living Area: 3362 Sqft.
01/28/2026 $927,000 Listing
Picture of 1209 MAIN STREET
1209 MAIN STREET WINDERMERE, FL
Living Area: 2095 Sqft.
01/28/2026 $945,000 Selling

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Service Areas

WINDERMERE, FL
ORMOND BEACH, FL
OCALA, FL
DUNNELLON, FL
ORLANDO, FL
WINTER GARDEN, FL
BEVERLY HILLS, FL
CLERMONT, FL
NEW SMYRNA BEACH, FL

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