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$500,000

  • Sold
  • Closed
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 1,811 Sq. Ft.
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Welcome to your peaceful retreat in the heart of Oakland! Nestled within the highly sought-after Longleaf at Oakland community, this impeccably maintained 3-bedroom, 2 1/2-bathroom residence offers the perfect blend of 2020 construction and timeless Florida charm. Step inside to discover 1,811 square feet of bright, open-concept living space designed for both effortless entertaining and cozy family nights. The chef-inspired kitchen serves as the centerpiece, boasting sleek quartz countertops and modern stainless appliances, flowing seamlessly into the dining and living areas. Touches of refinement extend throughout the home, including elegant marble sinks in every bathroom. What truly sets this property apart is its rare positioning, with no neighbors directly in front or behind, providing an incredible sense of privacy especially as you enjoy morning coffee or an evening glass of wine on the screened lanai that provides a forest like feel of trees that are continuing to grow and provide a peaceful and private retreat. The details matter here, from the stylish paver driveway to the two-car attached garage featuring a professionally finished floor coating and recently replaced garage door springs. Living in Longleaf at Oakland means more than just a beautiful home; it's a lifestyle. Residents enjoy access to a community pool, playground and beautifully maintained landscaping. The location offers the ultimate Central Florida convenience, situated just minutes from the historic charm of Downtown Winter Garden, the West Orange Trail, and the Oakland Nature Preserve, with easy access to Highway 50, SR-429, and the Florida Turnpike. Don't miss your chance to own a piece of Oakland's finest-schedule your private showing today!

Full Property Details for 2660 Bobcat Chase Blvd

General

  • Sold For: $500,000
  • HOA FEE: $286/month
  • Taxes: $4,937 (2024)
  • Status: Closed
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: G5109325
  • Added to Site: 113 day(s) ago

Rental Information

  • Min. Lease: 8-12 Months

Interior

  • Number of Rooms: 10
  • Interior Features: Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Kitchen and Family Room Combination, Open Floorplan, PrimaryBedroom Upstairs, Solid Surface Counters, Thermostat, Tray Ceiling(s), Walk-In Closet(s)
  • Appliances: Dishwasher, Electric Water Heater, Microwave, Refrigerator
  • Furnishings: Unfurnished
  • Flooring: Carpet, Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup

Exterior

  • Exterior Features: Irrigation System, Rain Gutters, Sidewalk, Sliding Doors, Sprinkler Metered

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2

Location

  • Area: 34787 - Winter Garden/Oakland
  • County: Orange
  • Development Name: 34787 - Winter Garden/Oakland
  • Subdivision: LONGLEAF/OAKLAND REP
  • Driving 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 2660 Bobcat Chase, Oakland FL 34787
  • Direction Faces: North

Community

  • Community Name: 34787 - Winter Garden/Oakland
  • Community Features: Association Recreation - Owned, Community Mailbox, Deed Restrictions, Park
  • Association: Yes
  • Assoc. Name: Triad Association Management / MARTHA
  • Assoc. Fees Include: Community Pool, Maintenance Grounds, Maintenance Repairs
  • Pet Restrictions: Buyer to verify HOA GUIDELINES FOR ANY PET RESTRICTIONS as well as any City/County GUIDELINES FOR ANY PET RESTRICTIONS
  • Adult Community: Yes

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable Connected, Electricity Connected, Sewer Connected

Structural Information

  • Exterior Const.: Stucco, Wood Siding
  • Roof: Shingle
  • Stories/Levels: Two
  • Square Feet: 1,811
  • Sq. Ft. Source: Public Records
  • Living Area: 1,811 Sq. Ft.
  • Year Built: 2020

Lot Features

  • Lot Size (Acres): 0.12
  • Lot Size (Sq. Ft.): 5,297
  • Lot Size: 5297
  • Street/Road Desc.: Asphalt

Financial Considerations

  • Association Fee: $286
  • Assoc Fee Freq.: Monthly
  • Assoc Fee Desc.: Required
  • Tax Amount: $4,937.78
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: LONGLEAF AT OAKLAND, A REPLAT 99/17 LOT42
  • Flood Zone Info: X
  • APN: 202227510100420
  • Property ID: 202227510100420
  • Block/Lot/Section: 5101/00

Meet the selling agent

Meet the selling agent
— 2660 Bobcat Chase Blvd —

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 2660 Bobcat Chase Blvd

School District:Orange County School District
NameGradesDistance
Tildenville Elementary School
1221 Brick Road, Winter Garden, FL 34787
PK-51.9 mi
Lakeview Middle School
1200 West Bay Street, Winter Garden, FL 34787
6-82.3 mi
West Orange High School
1625 Beulah Road, Winter Garden, FL 34787
9-124.4 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 2660 Bobcat Chase Blvd

Date
Details
Price
Change
Source
5/05/2026
Sold
$500,000
-4.76%
MLS
3/11/2026
Listed
$525,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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2660 Bobcat Chase Boulevard, Oakland, FL 34787 (MLS# G5109325) is a Single Family property that was sold at $500,000 on May 05, 2026. This property was sold by Dayse Grillo from our Southwest Orlando Office.Want to learn more about 2660 Bobcat Chase Boulevard? Do you have questions about finding other Single Family real estate for sale in Oakland? You can browse all Oakland real estate or contact a Coldwell Banker agent to request more information.