2755 BOBCAT CHASE BLVD

Oakland, FL 142

Price: $529,500

3 beds | 3 baths | 2 garages
Living area: 1822 sq ft
Year built: 2020

Financial Information

Taxes: $4,899.34 (2024)
Total Monthly Assoc. Fees: $276
CDD: No

Subdivision Name: LONGLEAF/OAKLAND REP
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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.

Land, Site, and Tax Information

Legal description: LONGLEAF AT OAKLAND, A REPLAT 99/17 LOT60
Parcel ID: 202227510100600
Lot size: 0.11 acres
Zoning: PUD
Front exposure: Southeast
Water access: No-
Water name:

Interior Information

Utilities: Cable Connected, Electricity Connected, Public, Sewer Connected
Flooring covering: , ,
A/C: Central Air
Heat/Fuel: Central
Water: Public
Sewer: Public Sewer
Room type Dimensions Level Length Width
Primary Bedroom 16x12 Second 12 16
Kitchen 13x16 First 16 13
Primary Bathroom 9x9 Second 9 9
Great Room 19x15 First 15 19
Loft 11x10 Second 10 11
Dining Room 10x12 First 12 10
Bathroom 2 First
Bedroom 2 12x10 Second 10 12
Bedroom 3 12x10 Second 10 12
Bathroom 3 Second

Exterior Information

Ext construction:
Roof: ,
Foundation:
Architectural style:
Ext features: Private Mailbox, Sliding Doors
Patio And Porch Features:
Private pool: No
Pool features:

Community Information

Association: Yes
HOA fee: $276
HOA fee frequency: Monthly
Fee includes:
Community features:
Association amenities:
Elementary school:
Middle school:
High school:

Open House History

  • 07/05/2503:00 PM to 07:00 PM
  • 07/06/2502:00 PM to 06:00 PM

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