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This home sold for $925,700
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1024 KERSHAW DRIVE
WINTER GARDEN, FL, 34787·OAKLAND PARK
MLS# O6375448
$925,700
Listed at $949,900
4
Beds
3.5
Baths
2,461
Sq Ft
Description
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.
Property Overview
Bedrooms & Bathrooms
Structure
Size & Lot
Utilities
Additional Features
Contact Agent
Holiday Realty LLC
Central Florida Real Estate Experts
(800) 936-1754
Our team typically responds within 1 hour during business hours.
Neighborhood
About OAKLAND PARK
1024 KERSHAW DRIVE is located in the OAKLAND PARK community in WINTER GARDEN, FL. Part of Orange County.
The OAKLAND PARK neighborhood offers convenient access to local schools, shopping, dining, parks, and major commute routes.
HOA & Tax Information
HOA, Community & Pets
HOA & Recurring Fees
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Listing courtesy of COLDWELL BANKER RESIDENTIAL RE · Erin Tompkins
Properties displayed may be listed or sold by various participants in the MLS.
Frequently Asked Questions
What is the asking price for 1024 KERSHAW DRIVE?
The listing price for 1024 KERSHAW DRIVE is $949,900.
How many bedrooms and bathrooms does 1024 KERSHAW DRIVE have?
This property features 4 bedrooms and 3 full bathrooms plus 1 half bath(s).
What is the square footage of 1024 KERSHAW DRIVE?
The living area is approximately 2,461 square feet.
What community is 1024 KERSHAW DRIVE located in?
This property is located in the OAKLAND PARK community in WINTER GARDEN, FL. The neighborhood offers convenient access to local schools, shopping, dining, and parks.
When was 1024 KERSHAW DRIVE built?
This property was built in 2019.
What schools are near 1024 KERSHAW DRIVE?
WINTER GARDEN is served by the Orange County Public Schools district. Contact us for details on nearby elementary, middle, and high schools, including ratings and enrollment information.
How do I schedule a showing for 1024 KERSHAW DRIVE?
You can schedule a private showing by clicking "Schedule a Showing" on this page or calling us at (800) 936-1754.
Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of 2026-03-10. All data is obtained from various sources and may not have been verified by broker or MLS GRID.
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