$504,995
2755 BOBCAT CHASE BOULEVARD
OAKLAND, FL, 34787
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.
Property Details
Price:
$504,995
MLS #:
G5098929
Status:
Active
Beds:
3
Baths:
2.5
Address:
2755 BOBCAT CHASE BOULEVARD
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
LONGLEAF/OAKLAND REP
Neighborhood:
34787wintergardenoakland
City:
OAKLAND
Listed Date:
Jul 1, 2025
State:
FL
Finished Sq Ft:
1,822
Total Sq Ft:
2,585
ZIP:
34787
Lot Size:
4,800 sqft / 0.11 acres (approx)
Year Built:
2020
Schools
Interior
Appliances
Dishwasher, Disposal, Electric Water Heater, Microwave, Range, Refrigerator
Bathrooms
2 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Carpet, Laminate, Tile
Heating
Central
Laundry Features
Electric Dryer Hookup, In Kitchen, Laundry Room, Washer Hookup
Exterior
Community Features
Association Recreation – Owned, Community Mailbox, Deed Restrictions, Park, Playground, Pool, Sidewalks
Construction Materials
Stucco
Exterior Features
Private Mailbox, Sliding Doors
Roof
Metal
Financial
HOA Fee
$276
HOA Frequency
Monthly
HOA Includes
Community Pool
HOA Name
Triad Assoc. Mgt / Martha Ledford
Tax Year
2024
Taxes
$4,899
Mortgage Calculator
Map
Similar Listings Nearby
- 16445 ARROWHEAD TRAIL
CLERMONT, FL$649,999
2.69 miles away
- 1085 CHASE DRIVE
WINTER GARDEN, FL$649,999
4.30 miles away
- 326 LARGOVISTA DRIVE
OAKLAND, FL$649,900
0.63 miles away
- 15452 FIRELIGHT DRIVE
WINTER GARDEN, FL$649,900
3.31 miles away
- 15331 SOARING BLUFF DRIVE
MONTVERDE, FL$649,160
4.43 miles away
- 6333 WILD PERSIMMON WAY
WINTER GARDEN, FL$638,765
4.92 miles away
- 1343 ZEEK RIDGE STREET
CLERMONT, FL$635,000
4.99 miles away
- 17300 SUMMER SUN COURT
CLERMONT, FL$629,900
2.04 miles away
- 113 W DIVISION STREET
WINTER GARDEN, FL$629,900
3.49 miles away
- 813 MARSH REED DRIVE
WINTER GARDEN, FL$629,000
2.32 miles away
Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than Treasured Home Collection include the name of the listing broker. Neither the listing company nor Treasured Home Collection shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2025. Orlando/Tampa – FL. All rights reserved. 2755 BOBCAT CHASE BOULEVARD
OAKLAND, FL
LIGHTBOX-IMAGES





































































































































































































































































































































































































































































































