$514,913
$15K PRICE DROP

2755 Bobcat Chase Blvd Oakland, FL 34787

Estimated payment $3,489/month

Total Views 16,183
3 Beds
2.5 Baths
1,822 Sq Ft
$283 Price per Sq Ft

Highlights

  • Loft
  • Great Room
  • Community Pool
  • West Orange High School Rated A
  • Granite Countertops
  • 2 Car Attached Garage

About This Home

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.

Listing Agent

Tania Matthews

KELLER WILLIAMS ELITE PARTNERS III REALTY Brokerage Phone: 321-527-5111 License #3232332 Listed on: 07/01/2025

KELLER WILLIAMS ELITE PARTNERS III REALTY

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $4,899

Year Built

  • Built in 2020

Lot Details

  • 4,800 Sq Ft Lot
  • Southeast Facing Home
  • Fenced
  • Property is zoned PUD

HOA Fees

  • $276 Monthly HOA Fees

Parking

  • 2 Car Attached Garage

Home Design

  • Slab Foundation
  • Metal Roof
  • Stucco

Interior Spaces

  • 1,822 Sq Ft Home
  • 2-Story Property
  • Ceiling Fan
  • Sliding Doors
  • Great Room
  • Family Room Off Kitchen
  • Dining Room
  • Loft

Kitchen

  • Breakfast Bar
  • Range
  • Microwave
  • Dishwasher
  • Granite Countertops
  • Disposal

Flooring

  • Carpet
  • Laminate
  • Tile

Bedrooms and Bathrooms

  • 3 Bedrooms
  • Bathtub With Separate Shower Stall
  • Shower Only

Laundry

  • Laundry Room
  • Laundry in Kitchen
  • Washer and Electric Dryer Hookup

Outdoor Features

  • Private Mailbox

Utilities

  • Central Heating and Cooling System
  • Electric Water Heater
  • Cable TV Available

Listing and Financial Details

Community Details

Overview

  • Association fees include pool
  • Triad Assoc. Mgt / Martha Ledford Association, Phone Number (352) 602-4803
  • Longleaf/Oakland Rep Subdivision
  • Association Owns Recreation Facilities
  • The community has rules related to deed restrictions

Amenities

  • Community Mailbox

Recreation

  • Community Playground
  • Community Pool
  • Park

Home Details

Home Type

Single Family

Est. Annual Taxes

$4,899

Year Built

Built in 2020

Lot Details

0

HOA Fees

$276 per month

Parking

2

Listing Details

  • HOA Fee Includes: Pool
  • Property Type: Residential
  • Property Sub Type: Single Family Residence
  • Construction Materials: Stucco
  • Fireplace: No
  • Living Area: 1822
  • Lot Size Acres: 0.11
  • New Construction: No
  • Year Built: 2020
  • Building Area Total: 2585
  • Lot Size Sq Ft: 4800
  • Directions to Property: 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
  • Status: Active
  • Ownership: Fee Simple
  • Available for Lease YN: 1
  • Escrow City: WINTER GARDEN
  • Escrow Postal Code: 34787
  • Escrow State: FL
  • Escrow Street Name: W PLANT ST
  • Escrow Street Number: 100
  • List Office Head Office Key Nume: 203884503
  • Minimum Lease: 8-12 Months
  • RATIO Current Price By Calculate: 282.61
  • Total Acreage: 0 to less than 1/4
  • Unit Number YN: 0
  • Water Access YN: 0
  • Amenities Additional Fees: AMENITIES WITH ADDITIONAL FEES HAVE NOT BEEN VERIFIED. THE BUYER IS TO VERIFY ANY ADDITIONAL FEES WITH THE HOA.
  • MFR_InLawSuiteYN: 0
  • Attribution Contact: 321-527-5111
  • Tax Year: 2024
  • Special Features: None

Interior Features

  • Living Area Units: Square Feet
  • Flooring: Carpet, Laminate, Tile
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Interior Amenities: Ceiling Fans(s), Kitchen/Family Room Combo
  • Appliances Included: Dishwasher, Disposal, Electric Water Heater, Microwave, Range, Refrigerator
  • Foundation Details: Slab
  • Total Bedrooms: 3
  • Levels: Two
  • Stories: 2
  • Street Number Modifier: 2755
  • Living Area Meters: 169.27
  • Room Count: 10

Exterior Features

  • Direction Faces: Southeast
  • Exterior Features: Private Mailbox, Sliding Doors
  • Roof: Metal
  • Pool Private: No
  • Waterfront: No
  • Road Surface Type: Asphalt
  • Water Extras YN: 0
  • Water View YN: 0
  • Waterfront Feet Total: 0
  • Flood Zone Date: 2021-09-24
  • Flood Zone Panel: 12095C0200H

Garage/Parking

  • Attached Garage: Yes
  • Carport Y N: No
  • Garage Spaces: 2
  • Garage Yn: Yes

Utilities

  • Utilities: Cable Connected, Electricity Connected, Public, Sewer Connected
  • Cooling: Central Air
  • Heating: Central
  • Laundry Features: Electric Dryer Hookup, In Kitchen, Laundry Room, Washer Hookup
  • Sewer: Public Sewer
  • Water Source: Public

Condo/Co-op/Association

  • Community Features: Association Recreation - Owned, Community Mailbox, Deed Restrictions, Park, Playground, Pool, Sidewalks
  • Association Fee: 276
  • Association Fee Frequency: Monthly
  • Association Name: Triad Assoc. Mgt / Martha Ledford
  • Phone: 352-602-4803
  • Association: Yes
  • Senior Community: No
  • Association 2 YN: 0
  • Association Approval Required YN: 0
  • Pet Restrictions: Buyer to verify HOA GUIDELINES FOR ANY PET RESTRICTIONS as well as any City/County GUIDELINES FOR ANY PET RESTRICTIONS
  • Association Fee Requirement: Required
  • Association Email: martha@triadassocmgmt.com

Fee Information

  • Total Annual Fees: 3312.00
  • Total Monthly Fees: 276.00
  • Monthly HOA Amount: 276.00

Lot Info

  • Zoning: PUD
  • Parcel Number: 20-22-27-5101-00-600
  • Additional Parcels: No
  • Fencing: Fenced, Other
  • Flood Zone Code: X
  • Homestead YN: 1
  • Lot Size Square Meters: 446
  • Zoning Compatible YN: 1

Green Features

  • Green Verification Count: 0

Rental Info

  • Pets Allowed: Yes
  • Lease Restrictions YN: 0
  • Additional Lease Restrictions: Leasing restrictions have not been verified. The buyer must verify leasing restrictions with the HOA, City, and/or County.

Tax Info

  • Tax Annual Amount: 4899.34
  • Tax Block: 5101 00
  • Tax Book Number: PB 99 PG 1
  • Tax Lot: 60

Multi Family

  • Approval Process: Buyer to call and verify with HOA

Map

Range of Values:

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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $4,899 $320,011 -- --
2024 $4,622 $320,011 -- --
2023 $4,622 $301,934 $0 $0
2022 $4,482 $293,140 $0 $0
2021 $4,430 $284,602 $95,000 $189,602
2020 $1,324 $75,000 $75,000 $0
2019 $840 $45,000 $45,000 $0
Source: Public Records

Property History

Date Event Price Change Sq Ft Price
07/29/2025 07/29/25 Price Changed $514,913 -2.8% $283 / Sq Ft
07/01/2025 07/01/25 For Sale $529,500 -- $291 / Sq Ft
Source: Stellar MLS

Purchase History

Date Type Sale Price Title Company
Quit Claim Deed $100 None Listed On Document
Special Warranty Deed $347,700 Pgp Title
Source: Public Records

About the Listing Agent

Tania Matthews

KELLER WILLIAMS ELITE PARTNERS III REALTY

(321) 495-8074

Section Image

At the Tania Matthews Team, they provide personal attention to each client's needs and build trust through transparency. They aim to make your real estate purchase or sale experience effortless. Their mission is to serve first and provide first-class services and expertise to discerning buyers locally and around the world. Tania's strong work ethic, negotiating skills, integrity, and commitment to protecting her client's best interest is what has made her one of the top agents in the Orlando

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Source: Stellar MLS

MLS Number: G5098929

Stellar MLS

APN: 20-2227-5101-00-600