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$949,900
2 Days On Site

1024 KERSHAW DRIVE
WINTER GARDEN, FL 34787

For Sale|Single Family Residence|Active
4
Beds
4
Total Baths
3
Full Baths
1
Partial Bath
2,461
SqFt
$386
/SqFt
2019
Built
Subdivision:
OAKLAND PARK
County:
Orange
Call Now: 407-495-2546
Is this the listing for you? We can help make it yours.
407-495-2546
1024 KERSHAW DRIVE1024 KERSHAW DRIVE1024 KERSHAW DRIVE1024 KERSHAW DRIVE
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Monthly Payment (Est.)

$4,334
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Welcome to Oakland Park, where nature and architectural charm collide creating a colorful canvas that looks like majestic live oak trees, shady front porches, grassy open spaces and breathtaking golden hours. This Florida Vernacular two story home is nestled in the heart of 258 acres and overlooks a Conservation Green Space. This Shoreline "B" was constructed by David Weekley and is occupied by the original owners. The floor plan delivers 4 Bedrooms with the Primary Bedroom location on level one, Private Office, Dining Room with Custom Built-In Features, Gourmet Kitchen with Stainless Steel Appliances, Backsplash, Farmhouse Sink, Designer Upgrades and Quartz Counters, Living Room with Custom Shiplap accent wall, Laundry Room with Built In Cabinets and a Spacious Bonus Room. All additional Bedrooms and Bonus Room are located on level two. Bedroom Two and Three have optimal privacy with En-Suite Bathrooms. Bedroom Four is currently being used as a home exercise platform, it has a closet. The Primary Bedroom was thoughtfully designed with Coffer Ceilings, Custom Walk-In Closet and an En-Suite Bathroom with Dual Sinks, Quartz Counters, A bathtub worthy of a Lush Bathbomb and Large seperate shower. Throughout the home you will find Plantation Shutters, Upgraded Interior Lighting, Designer Mirrors and Fans, Built-In and thoughtful Features such as Coat Closet, Drop Spot with Benches and organization System. A full exterior painting and sealing was performed in 2025. Enjoy a cozy screened porch that overlooks a fenced yard with fresh sod, Einstien Lighting and BBQ grill. The alleyway detached garage includes a 40 amp circuit and receptacle for a Tesla charger, Garage shelving, Cabinets and Refrigerator. The Hoa covers all the main areas of Oakland Park, Green Spaces, Parks, Clubhouse, Trails, Fields, Pathways, Playgrounds 2 Pool and Amenities. Each homeowner is responsible for maintaining their property. All mechanicals are 2019. On the shore of Lake Brim, the West Orange Trail entices residents to explore the outdoors—walk, jog, bike, skate or take a drive in a golf cart. There are 22 miles of walkways, trails and preserved wetlands that connect residents to nature, local shopping (including the nationally heralded Farmers Market), dining, culture and entertainment in charming Winter Garden. I invite you to take a moment on our front porch and believe that a dream can turn into reality.

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Listing Snapshot
Price 
$949,900
Days On Site 
2 Days
Bedrooms 
4
Inside Area (SqFt) 
2,461 sqft
Total Baths 
4
Full Baths 
3
Partial Baths 
1
Lot Size 
0.13 Acres
Year Built 
2019
MLS® Number 
O6375448
Status 
Active
Property Tax 
$6,141
HOA/Condo/Coop Fees 
$208.33 monthly
Sq Ft Source 
Appraiser
Friends & Family
Recent Activity
yesterdayListing updated with changes from the MLS®
3 days agoListing first seen on site
General Features
Acres 
0.13
Direction Faces 
East
Foundation 
Slab
Garage 
Yes
Garage Spaces 
2
Levels 
Two
Number Of Stories 
2
Parking 
Alley AccessDeededDrivewayElectric Vehicle Charging Station(s)Garage Door OpenerGarage Faces Rear
Pets 
Yes
Property Sub Type 
Single Family Residence
Security 
Security LightsSecurity SystemSmoke Detector(s)
Sewer 
Public Sewer
SqFt Total 
5844
Utilities 
Cable AvailableNatural Gas AvailableCable ConnectedElectricity AvailableElectricity ConnectedNatural Gas ConnectedPhone AvailableSewer AvailableSewer ConnectedUnderground UtilitiesWater AvailableWater Connected
Water Source 
Public
Zoning 
PUD
Interior Features
Appliances 
DishwasherDisposalExhaust FanGas Water HeaterMicrowaveRangeRange HoodRefrigeratorTankless Water Heater
Cooling 
Central Air
Flooring 
CarpetHardwoodLaminateTile
Furnished 
Unfurnished
Heating 
CentralElectric
Interior 
Built-in FeaturesCathedral Ceiling(s)Coffered Ceiling(s)Crown MoldingHigh CeilingsOpen FloorplanOtherSmart HomeStone CountersWalk-In Closet(s)
Laundry Features 
Electric Dryer HookupGas Dryer HookupInsideLaundry RoomWasher Hookup
Window Features 
ENERGY STAR Qualified WindowsLow Emissivity WindowsShutters
Balcony/Porch/Lanai 
Dimensions - 19x7Level - First
Bedroom 2 
Dimensions - 11x12Level - SecondFeatures - Ceiling Fan(s), Stone Counters
Bedroom 3 
Dimensions - 11x11Level - SecondFeatures - Ceiling Fan(s), Double Vanity, Stone Counters
Bedroom 4 
Dimensions - 11x11Level - SecondFeatures - Ceiling Fan(s)
Bonus Room 
Dimensions - 10x14Level - SecondFeatures - Ceiling Fan(s)
Dining Room 
Dimensions - 15x12Level - FirstFeatures - Stone Counters
Kitchen 
Dimensions - 10x14Level - FirstFeatures - Breakfast Bar, Pantry, Stone Counters
Laundry 
Level - First
Living Room 
Dimensions - 18x15Level - FirstFeatures - Ceiling Fan(s)
Master Bedroom 
Dimensions - 15x14Level - FirstFeatures - Ceiling Fan(s), Double Vanity, Stone Counters
Office 
Dimensions - 11x11Level - FirstFeatures - Ceiling Fan(s)
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Exterior Features
Construction Details 
BlockOtherFrame
Exterior 
LightingOtherOutdoor GrillPrivate EntrancePrivate YardRain Gutters
Fencing 
FencedVinyl
Lot Features 
GreenbeltLandscapedPaved
Patio And Porch 
CoveredFront PorchPatioPorchRear PorchScreened
Roof 
Shingle
View 
Park/Greenbelt
Waterfront Features 
Lake Privileges
Waterview 
Park/Greenbelt
Windows/Doors 
ENERGY STAR Qualified WindowsLow Emissivity WindowsShutters
Community Features
Association Amenities 
ClubhouseParkPlaygroundPoolRecreation FacilitiesTrail(s)
Association Dues 
625
Community Features 
ClubhouseParkPlaygroundPoolSidewalksStreet Lights
Financing Terms Available 
CashConventionalFHAVA Loan
HOA Fee Frequency 
Quarterly
MLS Area 
34787 - Winter Garden/Oakland
Roads 
AsphaltPaved
Township 
22
Schools
School District
Unknown
Elementary School
Tildenville Elem
Middle School
Lakeview Middle
High School
West Orange High
Listing courtesy of COLDWELL BANKER RESIDENTIAL RE (321) 231-2262



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-02-02 03:01 AM EST

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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