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. Enjoy tranquil pond views from your backyard, which features a scenic water feature area that offers an open and tranquil setting. 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 resort-style community pool, playground, dedicated dog park, 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!
What truly sets this property apart is its rare positioning, with no neighbors directly in front or behind, providing an incredible sense of privacy. Enjoy tranquil pond views from your backyard, which features a scenic water feature area that offers an open and tranquil setting. 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 resort-style community pool, playground, dedicated dog park, 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!
Property Details
Price:
$525,000
MLS #:
G5109325
Status:
Active
Beds:
3
Baths:
2.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
LONGLEAF/OAKLAND REP
Neighborhood:
34787wintergardenoakland
Listed Date:
Mar 11, 2026
Finished Sq Ft:
1,811
Total Sq Ft:
2,547
Lot Size:
5,297 sqft / 0.12 acres (approx)
Year Built:
2020
See this Listing
Schools
Interior
Appliances
Dishwasher, Electric Water Heater, Microwave, Refrigerator
Bathrooms
2 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Carpet, Hardwood
Heating
Central
Laundry Features
Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup
Exterior
Community
55+
Community Features
Association Recreation – Owned, Community Mailbox, Deed Restrictions, Park
Construction Materials
Stucco, Wood Siding
Exterior Features
Irrigation System, Rain Gutters, Sidewalk, Sliding Doors, Sprinkler Metered
Roof
Shingle
Financial
HOA Fee
$286
HOA Frequency
Monthly
HOA Includes
Community Pool, Maintenance Grounds, Maintenance Repairs
HOA Name
Triad Association Management / MARTHA
Tax Year
2024
Taxes
$4,938
Map
Community
- Address2660 BOBCAT CHASE BOULEVARD OAKLAND FL
- SubdivisionLONGLEAF/OAKLAND REP
- CityOAKLAND
- CountyOrange
- Zip Code34787
Subdivisions in OAKLAND
- BRILEY FARM
- GROVE AT THE HARVEST DISTRICT
- HULL ISLAND
- HULL ISLAND AT OAKLAND
- HULL ISLAND/OAKLAND
- JOHNS COVE 43/104
- JOHNS LANDING
- JOHNS LANDING PH 01 44/47
- JOHNS LANDING PH 02 48 138
- JOHNS LANDING PHASE 1
- LONGLEAF/OAKLAND REP
- OAKLAND
- OAKLAND HEIGHTS
- OAKLAND PARK
- OAKLAND PK UN 7 NORTH
- OAKLAND TOWN
- OAKLAND TRAILS
- OAKLAND TRAILS PH 1
- OAKLAND TRAILS PH 2
- OAKLAND TRLS PH 1
- OAKLAND TRLS PH 2
- SOUTHERN OAKS AT OAKLAND SHORES
- THE GROVE
- THE GROVE AT OAKLAND
- TOWN/OAKLAND
- W 150 FT OF N 180 FT OF SW1¼ OF SW1¼
Market Summary
Current real estate data for Single Family in OAKLAND as of Mar 14, 2026
28
Single Family Listed
82
Avg DOM
330
Avg $ / SqFt
$1,066,935
Avg List Price
Property Summary
- Located in the LONGLEAF/OAKLAND REP subdivision, 2660 BOBCAT CHASE BOULEVARD OAKLAND FL is a Single Family for sale in OAKLAND, FL, 34787. It is listed for $525,000 and features 3 beds, 3 baths, and has approximately 1,811 square feet of living space, and was originally constructed in 2020. The current price per square foot is $290. The average price per square foot for Single Family listings in OAKLAND is $330. The average listing price for Single Family in OAKLAND is $1,066,935. To schedule a showing of MLS#g5109325 at 2660 BOBCAT CHASE BOULEVARD in OAKLAND, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.
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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 CENTURY 21 Carioti include the name of the listing broker. Neither the listing company nor CENTURY 21 Carioti 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 2026. Orlando/Tampa – FL. All rights reserved. 2660 BOBCAT CHASE BOULEVARD
OAKLAND, FL