Welcome home to this stunning 4-bedroom, 3-bathroom pool home tucked inside a sought-after gated community! Offering 2,650 square feet of thoughtfully designed living space, this home is perfect for both everyday comfort and entertaining. The versatile 4th bedroom is ideal as a mother-in-law suite, guest quarters, or home office — perfect for multi-generational living. The spacious primary suite offers a peaceful retreat with abundant natural light throughout.
Major updates are already done for you, with a new roof (2022) and new AC (2025) providing lasting peace of mind. Step outside to your private, screened-in, solar-heated pool overlooking a premium pond-view lot — an ideal setting for morning coffee, evening relaxation, or year-round Florida entertaining. The generous patio space makes indoor-outdoor living effortless.
This exclusive gated community offers exceptional amenities, including a private dock and boat ramp, a fishing pier for peaceful weekend mornings, tennis courts for staying active, and a playground for family fun — the perfect blend of recreation and privacy.
The location is unbeatable: close to all major highways for an easy commute, just minutes from downtown Winter Garden’s vibrant dining and shopping scene, and only 25 minutes from Disney and Universal Studios. A grocery store is less than a mile away, and nature lovers will love having Oakland Nature Preserve nearby for hiking and wildlife viewing.
This home combines luxury, comfort, and convenience in one of the area’s most desirable communities. Schedule your private showing today — this one won’t last long!
Major updates are already done for you, with a new roof (2022) and new AC (2025) providing lasting peace of mind. Step outside to your private, screened-in, solar-heated pool overlooking a premium pond-view lot — an ideal setting for morning coffee, evening relaxation, or year-round Florida entertaining. The generous patio space makes indoor-outdoor living effortless.
This exclusive gated community offers exceptional amenities, including a private dock and boat ramp, a fishing pier for peaceful weekend mornings, tennis courts for staying active, and a playground for family fun — the perfect blend of recreation and privacy.
The location is unbeatable: close to all major highways for an easy commute, just minutes from downtown Winter Garden’s vibrant dining and shopping scene, and only 25 minutes from Disney and Universal Studios. A grocery store is less than a mile away, and nature lovers will love having Oakland Nature Preserve nearby for hiking and wildlife viewing.
This home combines luxury, comfort, and convenience in one of the area’s most desirable communities. Schedule your private showing today — this one won’t last long!
Property Details
Price:
$639,000
MLS #:
O6419615
Status:
Active
Beds:
4
Baths:
3
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
JOHNS LANDING PH 02 48 138
Neighborhood:
34787wintergardenoakland
Listed Date:
Jun 24, 2026
Finished Sq Ft:
2,650
Total Sq Ft:
2,650
Lot Size:
9,375 sqft / 0.22 acres (approx)
Year Built:
2004
See this Listing
Schools
Elementary School:
Tildenville Elem
Middle School:
Lakeview Middle
High School:
West Orange High
Interior
Appliances
Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Refrigerator, Washer
Bathrooms
3 Full Bathrooms
Cooling
Central Air
Flooring
Carpet, Luxury Vinyl, Tile
Heating
Central
Interior Features
Eating Space In Kitchen, High Ceilings, Living Room/Dining Room Combo, Open Floorplan, Split Bedroom, Walk-In Closet(s), Window Treatments
Laundry Features
Laundry Room
Levels
One
Exterior
Association Amenities
Pickleball Court(s), Playground, Security, Tennis Court(s)
Attached Garage YN
1
Community Features
Dock, Fishing, Private Boat Ramp, Water Access, Gated Community – No Guard, Playground, Tennis Court(s)
Construction Materials
Block, Stucco
Covered Spaces
2
Direction Faces
West
Exterior Features
Awning(s), Irrigation System, Private Mailbox, Sidewalk, Sliding Doors, Sprinkler Metered
Garage Spaces
2
Roof
Built-Up, Shingle
Security Features
Smoke Detector(s)
Window Features
Blinds
Financial
HOA Fee
$575
HOA Fee Frequency
Semi-Annually
HOA Includes
Common Area Taxes, Maintenance Grounds, Security
HOA Name
Southwest Property Management/Jenna
HOA Phone
407-656-1081
Tax Year
2025
Taxes
$3,911
Map
Community
- Address529 JOHNS LANDING WAY OAKLAND FL
- SubdivisionJOHNS LANDING PH 02 48 138
- CityOAKLAND
- CountyOrange
- Zip Code34787
Subdivisions in OAKLAND
- BRILEY FARM
- GROVE AT THE HARVEST DISTRICT
- HULL ISLAND ESTATES FIRST ADD
- JOHNS LANDING
- JOHNS LANDING PH 01 44/47
- JOHNS LANDING PH 02 48 138
- JOHNS LANDING PHASE 1
- LONGLEAF
- LONGLEAF AT OAKLAND
- LONGLEAF/OAKLAND
- LONGLEAF/OAKLAND REP
- OAKLAND PARK
- OAKLAND PK UN 7 NORTH
- OAKLAND TOWN
- OAKLAND TRAILS
- OAKLAND TRAILS PH 1
- OAKLAND TRLS PH 1
- OAKLAND TRLS PH 2
- RYAN COURT
- THE GROVE AT OAKLAND
- WINTERS LNDG PH 01 A D F & G
Market Summary
Current real estate data for Single Family in OAKLAND as of Jul 02, 2026
29
Single Family Listed
96
Avg DOM
353
Avg $ / SqFt
$1,258,868
Avg List Price
Property Summary
- Located in the JOHNS LANDING PH 02 48 138 subdivision, 529 JOHNS LANDING WAY OAKLAND FL is a Single Family for sale in OAKLAND, FL, 34787. It is listed for $639,000 and features 4 beds, 3 baths, and has approximately 2,650 square feet of living space, and was originally constructed in 2004. The current price per square foot is $241. The average price per square foot for Single Family listings in OAKLAND is $353. The average listing price for Single Family in OAKLAND is $1,258,868. To schedule a showing of MLS#o6419615 at 529 JOHNS LANDING WAY in OAKLAND, FL, contact your Charles Rutenberg Realty agent at (407) 619-0129.
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Courtesy of REAL BROKER, LLC. 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 Charles Rutenberg Realty include the name of the listing broker. Neither the listing company nor Charles Rutenberg Realty 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. 529 JOHNS LANDING WAY
OAKLAND, FL

