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8 Winters Landing Drive , Oakland, FL 34787

$885,000

47 Total Photos [Click to View All]

Property 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 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 your lifestyle. The open-concept layout seamlessly connects the kitchen and family room, complete with a cozy breakfast nook ideal for casual dining.The fully renovated interior showcases wood-look tile throughout the main living areas and plush carpet in all bedrooms. Shiplap accent walls and plantation shutters add warmth, character, and timeless charm. Each of the three bathrooms has been uniquely designed, offering its own distinct style and personality.Step outside to your private, fully fenced backyard that backs to a conservation area-ensuring no rear neighbors, ever. Enjoy peaceful views and added privacy in a serene natural setting. This home is less than a 2-minute walk to Oakland Avenue Charter School and sits within the highly desirable golf cart district of downtown Winter Garden-making it easy to enjoy local shops, dining, and community events. **Some of these photos have been virtually staged**

8 Winters Landing Drive | MLS# O6385221

This single family home located at 8 Winters Landing Drive , Oakland, FL 34787 is currently listed for sale with an asking price of $885,000. This property was built in 2005 and has 4 bedrooms and 3 full baths with 2850 sq. ft. Winters Landing Drive is located in the WINTERS LNDG subdivision. Search WINTERS LNDG real estate on cheryld.watsonrealtycorp.com today.

Upcoming Open Houses

Open House Saturday March 28th, 11:00am - 2:00pm
Open House Sunday March 29th, 12:00pm - 3:00pm

Property Features

Property Type: Residential - Single Family
Cooling: Central Air
Fenced: Yes
Garage: 3 car attached
Heating: Central
Home Style: Florida
Lot Size: 0.32 Acres
Roof Type: Shingle
Stories: 1.0
Taxes: $3,979
Year Built: 2005
Square Feet: 2,850

Amenities

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
Sidewalk

Feature Descriptions

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
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
Fencing: Fenced, Other
Flood Zone Code: X
Flooring: Brick, Carpet, Ceramic Tile
Foundation: Slab
HOA Fee: 220/ Quarterly
HOA Y/N: Yes
Home Warranty Y/N: No
Listing Terms: Cash, Conventional, FHA, VA Loan
Lot: Conservation Area, Sidewalk, Paved
Lot Dimensions: 0.32
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
Security: Fire Alarm
Sewer: Septic Tank
Showing Instructions: Sentri Lock Box,24 Hour Notice, Appointment Only
Special Sale Provisions: None
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
Zoning: R-1A

Room Sizes

Primary Bedroom: 12.5x24
Bedroom 1: 10x11.5
Bedroom 2: 10.5x10.5
Family Room: 13.5x21.5
Dining Room: 10.5x20.5
Living Room: 10x13
Office: 12x14

Local Schools

High School: West Orange High
Middle School: Lakeview Middle
Elementary School: Tildenville Elem

Listed By / Shown By

Listed By

Agency Name: REGENCY REAL ESTATE LLC
Agency Contact: 407-469-5021

Shown By

Agent Name: Cheryl Dziurzynski
Agent Phone: (904) 377-6986
Agency Title: Watson Realty Corp., REALTORS ®

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Estimate Your Payment

Estimated Payment

$ 4,857.31 per month $4,267.60 Principal & Interest $331.58 Property Tax $258.13 Homeowner's Insurance

Change Payment 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 03/26/2026. The listing information on this page last changed on 03/26/2026. 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 Thu 03/26/2026 12:33:23 AM EST) or GAMLS (last updated Wed 03/25/2026 11:14:58 PM EST) or Stellar MLS (last updated Thu 03/26/2026 12:29:02 AM EST) or SPC MLS (last updated Wed 03/25/2026 11:20:28 PM EST) or Martin MLS (last updated Wed 03/25/2026 11:38:11 PM EST) or Indian River MLS (last updated Wed 03/25/2026 11:30:25 PM EST) or Daytona MLS (last updated Wed 03/25/2026 11:36:52 PM EST) or Northeast Florida MLS (last updated Thu 03/26/2026 12:18:43 AM EST) or Beaches MLS (last updated Thu 03/26/2026 12:26:45 AM EST) or BORMLS (last updated Wed 03/25/2026 11:15:44 PM EST) or Golden Isles MLS (last updated Wed 03/25/2026 11:26:33 PM EST) or Amelia/Nassau MLS (last updated Wed 03/25/2026 11:25:17 PM EST) or Dixie Gilchrist Levy MLS (last updated Wed 03/25/2026 11:42:17 PM EST) or NFLMLS (last updated Wed 03/25/2026 9:05:30 PM EST). Real estate listings held by brokerage firms other than Watson Realty Corp., REALTORS ® 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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