2755 BOBCAT CHASE, OAKLAND, FL 34787
$529,500
Beds: 3
Baths: 2 Full / 1 Half
Sq. Ft.: 1,822 Sq. Ft.
Year Built: 2020
Lot Size: 0.11 Acres
Garage: 2
Pool: No
DOM: 14


































Property Overview
Status: Active
Property Type: Residential
MLS #: d08e8e0c1b38dc7e19c3e5ac8b89022d
Subdivision: LONGLEAF/OAKLAND REP
County: Orange
HOA Fee: $276 (Monthly)
Year Built: 2020
Construction: Stucco
Foundation: Slab
Roof: Metal
Cooling: Central Air
Heating: Central
Sewer: Public Sewer
Water Source: Public
Zoning: PUD
Tax Amount: $4,899.34 (2024)
Listed On: Jun 30, 2025
Description
Live just minutes from the charm of Downtown Winter Garden in the desirable Oakland community, where you'll find a modern 3-bedroom home with a bonus room—built in 2020, filled with upgrades and situated on a quiet cul-du-sac street. Located in Oakland, one of Central Florida’s most quaint and desirable small towns, 2755 Bobcat Chase offers a rare blend of peaceful living with unbeatable convenience. Oakland is known for its tree-lined streets, welcoming community feel and commitment to preserving nature—while still being just minutes from the shops, restaurants and year-round events of historic Downtown Winter Garden. Step inside this well-designed home to find an open-concept main level that connects your living, dining and kitchen areas seamlessly. The kitchen is a standout with quartz countertops, stainless steel appliances and a large pantry—perfect for entertaining or everyday use. Upstairs, enjoy a flexible bonus room that can serve as a home office, playroom or media space. The spacious primary suite offers a walk-in closet and private bath with dual vanities, while two additional bedrooms share a full bath. A convenient half-bath is located downstairs for guests. Built in 2020, this home features energy-efficient construction, an inside laundry room, a two-car garage, screened in lanai and a fully fenced backyard ready for pets or outdoor enjoyment. Outdoor enthusiasts will love the neighborhood’s prime location—situated just across the street from both the Oakland Nature Preserve and easy access to the West Orange Trail. The Oakland Nature Preserve offers over 100 acres of preserved land with scenic boardwalks, hiking trails and educational programs that immerse you in Florida’s native wildlife and habitats. Meanwhile, the West Orange Trail—a 22-mile paved pathway—provides a scenic route for walking, running, biking and skating, connecting you to downtown Winter Garden, local parks and other trail systems throughout Orange County.This rare combination of natural beauty and connectivity makes it easy to enjoy the outdoors just steps from your front door. With quick access to the Florida Turnpike, commuting to downtown Orlando, the airport or Disney is simple—making this location both practical and peaceful.Don’t miss your opportunity to own a modern, move-in-ready home in Oakland—where charm, community and convenience come together. Schedule your private tour today.
Exterior Features
Private Mailbox, Sliding Doors
Directions
State Rte 50 E/E Hwy 50, Turn left onto W Oakland Ave, At the traffic circle, take the 1st exit and stay on W Oakland Ave, Turn right onto Sansparilla Rd, Turn right onto Bobcat Chase Blvd, Destination will be on the right
School Information
Elementary: N/A
Middle: N/A
High: N/A
Location
Get Directions View on Google MapsMortgage Estimator
*Estimate includes Principal & Interest (P&I) only. It does not include taxes, insurance, HOA fees, or PMI. Rates and payments may vary. Consult a lender for accurate figures.
Listing Information
Provided Courtesy of:
KELLER WILLIAMS ELITE PARTNERS III REALTY
Listing Agent: Tania Matthews
Information is deemed reliable but not guaranteed. Information provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Data last updated: July 27, 2025, 6:33 pm UTC
MLS Source: Stellar MLS Copyright © 2025
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