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8 Winters Landing Drive
Oakland, FL
Listing Details
- $875,000
- MLS# O6385221
- Type Residential - Single Family
- Status Pending
Description
One or more photo(s) has been virtually staged. Welcome to your own private retreat in one of West Orange County's most sought-after areas. This completely renovated 4-bedroom, 3-bathroom home offering 2,850 square feet of beautifully updated living space, with a new roof (2025), and drain field (2024), located in the heart of Oakland is just minutes from downtown Winter Garden.From the moment you step inside, you'll appreciate the thoughtful design and elevated finishes throughout. This spacious home features a dedicated office, formal dining room, and formal living room-perfect for entertaining or creating flexible living spaces to fit... Read more
Key Features
- Sidewalk
- Ceiling Fans(s)
- Crown Molding
- Dry Bar
- Eat-in Kitchen
- High Ceilings
- Kitchen/Family Room Combo
- Open Floorplan
- Primary Bedroom Main Floor
- Stone Counters
- Thermostat
- Walk-In Closet(s)
- Window Treatments
- Street Lights
Gallery
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Luxury Homes Specialist
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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated 05/13/2026. The listing information on this page last changed on 05/13/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Wed 05/13/2026 12:01:35 AM EST) or Miami MLS (last updated Tue 05/12/2026 11:58:57 PM EST) or Stellar MLS (last updated Tue 05/12/2026 11:44:10 PM EST) or SPC MLS (last updated Tue 05/12/2026 11:21:18 PM EST) or Martin MLS (last updated Tue 05/12/2026 11:38:09 PM EST) or Indian River MLS (last updated Tue 05/12/2026 11:30:17 PM EST) or Northeast Florida MLS (last updated Tue 05/12/2026 11:59:08 PM EST) or Beaches MLS (last updated Tue 05/12/2026 11:58:38 PM EST) or Naples MLS (last updated Tue 05/12/2026 11:40:25 PM EST) or PBI MLS (last updated Tue 05/12/2026 11:21:22 PM EST) or Florida Keys MLS (last updated Tue 05/12/2026 8:29:46 PM EST). Real estate listings held by brokerage firms other than Illustrated Properties may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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Member Participants (and their affiliated licensees, if applicable) shall indicate on their websites that IDX information is provided exclusively for consumers’ personal non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, that the data is deemed reliable but is not guaranteed by MLS GRID, and that the use of the MLS GRID Data may be subject to an end user license agreement prescribed by the Member Participant’s applicable MLS if any and as amended from time to time. MLS GRID may, at its discretion, require use of other disclaimers as necessary to protect Member Participant, and/or their MLS from liability.
Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated 05/13/2026. The listing information on this page last changed on 05/13/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Wed 05/13/2026 12:01:35 AM EST) or Miami MLS (last updated Tue 05/12/2026 11:58:57 PM EST) or Stellar MLS (last updated Tue 05/12/2026 11:44:10 PM EST) or SPC MLS (last updated Tue 05/12/2026 11:21:18 PM EST) or Martin MLS (last updated Tue 05/12/2026 11:38:09 PM EST) or Indian River MLS (last updated Tue 05/12/2026 11:30:17 PM EST) or Northeast Florida MLS (last updated Tue 05/12/2026 11:59:08 PM EST) or Beaches MLS (last updated Tue 05/12/2026 11:58:38 PM EST) or Naples MLS (last updated Tue 05/12/2026 11:40:25 PM EST) or PBI MLS (last updated Tue 05/12/2026 11:21:22 PM EST) or Florida Keys MLS (last updated Tue 05/12/2026 8:29:46 PM EST). Real estate listings held by brokerage firms other than Illustrated Properties may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
Member Participants (and their affiliated licensees, if applicable) shall indicate on their websites that IDX information is provided exclusively for consumers’ personal non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, that the data is deemed reliable but is not guaranteed by MLS GRID, and that the use of the MLS GRID Data may be subject to an end user license agreement prescribed by the Member Participant’s applicable MLS if any and as amended from time to time. MLS GRID may, at its discretion, require use of other disclaimers as necessary to protect Member Participant, and/or their MLS from liability.
Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
Privacy Policy / DMCA Notice / ADA Accessibility
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All Property Features
- Property Type: Residential - Single Family
- Accessibility Features: Accessible Entrance
- Additional Rooms: Attic, Den/Library/Office, Family Room, Formal Dining Room Separate, Formal Living Room Separate
- Appliances: Bar Fridge, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Freezer, Microwave, Range, Range Hood, Refrigerator, Washer
- Community Features: Street Lights
- Cooling: Central Air
- Days on Site: 48
- Directions: Head west from downtown Orlando toward West Colonial Drive (State Road 50).Continue on West Colonial Drive (SR 50) heading west toward Winter Garden.SR 50 is the main east-west road that goes all the way from Orlando into Winter Garden/Oakland.Stay on SR
- Exterior: Block, Stucco
- Exterior Features: Sidewalk
- Fenced: Yes
- Fencing: Fenced, Other
- Flood Zone Code: X
- Flooring: Brick, Carpet, Ceramic Tile
- Foundation: Slab
- Garage: 3 car attached
- Heating: Central
- HOA Fee: 220/ Quarterly
- HOA Y/N: Yes
- Home Style: Florida
- Home Warranty Y/N: No
- Interior Features: Ceiling Fans(s), Crown Molding, Dry Bar, Eat-in Kitchen, High Ceilings, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Stone Counters, Thermostat, Walk-In Closet(s), Window Treatments
- Listing Terms: Cash, Conventional, FHA, VA Loan
- Lot Description: Conservation Area, Sidewalk, Paved
- Lot Dimensions: 0.32
- Lot Size: 0.32 Acres
- Number of Septics: 1
- Other Equipment: Irrigation Equipment
- Ownership: Fee Simple
- Parking: Driveway, Garage Door Opener
- Parking Notes: Driveway, Garage Door Opener
- Patio/Porch: Front Porch, Patio, Rear Porch
- Pets Allowed: Yes
- Property Attached Y/N: No
- Property Sub-Type: Single Family Residence
- Roof Type: Shingle
- Security: Fire Alarm
- Sewer: Septic Tank
- Showing Instructions: Sentri Lock Box,24 Hour Notice, Appointment Only
- Special Sale Provisions: None
- Stories: 1.0
- Taxes: $3,979
- Utilities: Cable Available, Electricity Available, Fire Hydrant, Natural Gas Available, Sprinkler Recycled
- Vegetation: Mature Landscaping, Trees/Landscaped
- Water: Public
- Water Access Y/N: No
- Windows: Shutters
- Year Built: 2005
- Zoning: R-1A