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2755 Bobcat Chase Boulevard

Oakland, FL 34787

Name: Open House: 10am-2pm
Start: 2025-07-06T10:00:00
End: 2025-07-06T14:00:00
Location: 2755 Bobcat Chase Boulevard

3 beds
3 baths
1,822 sqft
4,800 sqft lot
$290 per sqft
2020 build
– on site

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 courtesy of STELLAR_MLS / KELLER WILLIAMS ELITE PARTNERS III REALTY

Last checked: Checking… • Last updated Jul 1, 2025 •

MLS# G5098929 —

Upcoming Open Houses

Saturday, 7/5
11am-3pm
Sunday, 7/6
10am-2pm

The Building

Year Built:

2020
New Construction:

false
Construction Materials:

Stucco
Levels:

Two
Stories Total:

2
Roof:

Shingle
Foundation Details:

Slab
Building Area Total:

2585
Building Area Units:

Square Feet
Building Area Source:

Public Records

Interior

Interior Features:

Ceiling Fan(s)
Flooring:

Carpet
Fireplace:

false

Room Dimensions

Living Area:

1822
Living Area Units:

Square Feet
Living Area Source:

Public Records

Location

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
Latitude:

28.550679
Longitude:

-81.639789
Coordinates:

-81.639789, 28.550679

The Property

Parcel Number:

202227510100600
Property Type:

Residential
Property Subtype:

Single Family Residence
Lot Size Acres:

0.11
Lot Size Area:

4800
Lot Size SqFt:

4800
Lot Size Units:

Square Feet
Total Acres:

0 to less than 1/4
Zoning:

PUD
Direction Faces:

Southeast
View:

false
Exterior Features:

Private Mailbox
Fencing:

Fenced
Water Source:

Public
Road Surface Type:

Asphalt
Flood Zone Code:

X
Flood Zone Panel:

12095C0200H
Additional Parcels:

false
Homestead:

true
Lease Restrictions:

false
Land Lease:

false

Listing Agent

Contact info:

Taxes

Tax Year:

2024
Tax Lot:

60
Tax Block:

5101 00
Tax Legal Description:

LONGLEAF AT OAKLAND, A REPLAT 99/17 LOT60
Tax Book Number:

PB 99 PG 1
Tax Annual Amount:

$4,899.34

Beds

Bedrooms Total:

3

Baths

Total Baths:

2.5
Total Baths:

3
Full Baths:

2
Half Baths:

1

The Listing

Special Listing Conditions:

None

Heating & Cooling

Heating:

Central
Heating:

true
Cooling:

Central Air
Cooling:

true

Utilities

Utilities:

Cable Connected
Sewer:

Public Sewer

Appliances

Appliances:

Dishwasher
Laundry Features:

Electric Dryer Hookup

The Community

Subdivision Name:

LONGLEAF/OAKLAND REP
Senior Community:

false
Waterview:

false
Water Access:

false
Waterfront:

false
Pool Private:

false
Pets Allowed:

Yes
Pet Restrictions:

Buyer to verify HOA GUIDELINES FOR ANY PET RESTRICTIONS as well as any City/County GUIDELINES FOR ANY PET RESTRICTIONS
Association:

true
Association Fee:

276
Association Fee Frequency:

Monthly
Association Fee Requirement:

Required
Monthly HOA Amount:

276
Amenities Additional Fees:

AMENITIES WITH ADDITIONAL FEES HAVE NOT BEEN VERIFIED. THE BUYER IS TO VERIFY ANY ADDITIONAL FEES WITH THE HOA.
Ownership:

Fee Simple
Association Approval Required:

false

Parking

Garage:

true
Attached Garage:

true
Garage Spaces:

2
Carport:

false
Covered Spaces:

2

Monthly cost estimate

Asking price

$529,500

Expense	Monthly cost
Mortgage	$2,835
Taxes	$408
Insurance	$145
HOA fees	$276
Utilities	$162 See report
Total	$3,826/mo.^*
	^*This is an estimate

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Sale history

Date	Event	Source	Price	% Change
7/1/25 Jul 1, 2025	Listed / Active	STELLAR_MLS	$529,500

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This house located in Oakland, FL 34787 is currently for sale for $529,500. 2755 Bobcat Chase Boulevard is a 1,822 square foot house with 3 beds and 3 baths that has been on Estately for 0 days. This house is in the attendance area of Cornerstone Charter Academy High School, Lakeview Middle School, West Orange High School, Cornerstone Charter Academy K-8, and Tildenville Elementary School.

Listing Courtesy of: STELLAR_MLS and KELLER WILLIAMS ELITE PARTNERS III REALTY.

Based on information from the My Florida Regional MLS DBA Stellar MLS 2025.

All information provided is deemed reliable but is not guaranteed and should be independently verified. Stellar MLS, Estately and their affiliates provide the MLS and all content therein “AS IS” and without any warranty, express or implied. The information included in this listing is provided exclusively 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. The information on each listing is furnished by the owner and deemed reliable to the best of his/her knowledge, but should be verified by the purchaser. Stellar MLS and Estately assume no responsibility for typographical errors, misprints or misinformation. This property is offered without respect to any protected classes in accordance with the law. For any questions please call (407) 499-8911.

2755 Bobcat Chase Boulevard

Oakland, FL 34787