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855 Oakland Park Boulevard, Winter Garden, FL 34787

$875,000

42 Total Photos [Click to View All]

Property Description

Welcome to Oakland Park, one of Winter Garden's most desirable communities. Thoughtfully built by David Weekley Homes, this beautifully maintained 4-bedroom, 2.5-bath Oakland Park Boulevard home features a First-Floor primary suite, First-Floor home office, and a peaceful water view with no rear neighbors. Stylish updates include Luxury Vinyl Plank flooring, modernized kitchen cabinetry with new backsplash, and a freshly painted exterior (December 2024). Additional highlights include a whole-house 22kW generator, NEW A/C (October 2025), and an EV charging station. Ideally situated within the golf cart district, enjoy direct access to the West Orange Trail and an easy ride to Downtown Winter Garden. Oakland Park residents love the resort-style amenities-two community pools, scenic walking and biking trails, multiple parks, playgrounds, and a clubhouse-offering the perfect blend of luxury, comfort, and community living.

855 Oakland Park Boulevard | MLS# O6383325

This single family home located at 855 Oakland Park Boulevard, Winter Garden, FL 34787 is currently listed for sale with an asking price of $875,000. This property was built in 2014 and has 4 bedrooms and 2 full and 1 partial baths with 2553 sq. ft. Oakland Park Boulevard is located in the OAKLAND PARK UT 1B - 1A subdivision. Search OAKLAND PARK UT 1B - 1A real estate on www.signwithsanford.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central Air
Fenced: Yes
Garage: 2
Heating: Central, Natural Gas
Home Style: Elevated
Lot Size: 0.16 Acres
Roof Type: Shingle
Stories: 2.0
Taxes: $6,405
Year Built: 2014
Square Feet: 2,553

Amenities

Built-in Features
Ceiling Fans(s)
Eat-in Kitchen
High Ceilings
Kitchen/Family Room Combo
Living Room/Dining Room Combo
Open Floorplan
Other
Primary Bedroom Main Floor
Smart Home
Solid Surface Counters
Solid Wood Cabinets
Split Bedroom
Stone Counters
Walk-In Closet(s)
Window Treatments
Garden
Lighting
Other
Rain Gutters
Sidewalk

Feature Descriptions

Additional Rooms: Bonus Room, Den/Library/Office, Family Room, Loft, Media Room, Storage Rooms
Appliances: Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Other, Range, Refrigerator, Trash Compactor, Washer
Association Amenities: Clubhouse, Park, Playground, Pool, Spa/Hot Tub, Trail(s)
Community Features: Clubhouse, Deed Restrictions, Dog Park, Golf Carts OK, Park, Playground, Pool, Sidewalks, Street Lights
Days on Site: 12
Directions: From the turnpike take exit 267B and stay left on ramp heading towards Clermont and travel 3 miles on SR 50 to tildenville school road then turn right. Go to the first light. Oakland Ave/Plant street and turn left onto Oakland Ave. Community is on the R.
Energy Efficient: Insulation
Exterior: Stucco
Fencing: Fenced
Flood Zone Code: X
Flooring: Luxury Vinyl, Tile
Foundation: Slab
HOA Fee: 625/ Quarterly
HOA Y/N: Yes
Home Warranty Y/N: Yes
Hot Tub: Yes
Listing Terms: Cash, Conventional, FHA, VA Loan
Lot: Cleared, City Limits, Irregular Lot, Landscaped
Lot Dimensions: 0.16
Other Equipment: Irrigation Equipment
Ownership: Fee Simple
Parking: Garage Door Opener, Golf Cart Parking, Guest, Off Street, Oversized
Parking Notes: Garage Door Opener, Golf Cart Parking, Guest, Off Str
Patio/Porch: Covered, Enclosed, Front Porch, Patio, Porch
Pets Allowed: Yes
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Security: Security System
Sewer: Public Sewer
Showing Instructions: Sentri Lock Box, Appointment Only, ShowingTime
Special Sale Provisions: None
Utilities: Cable Available, Electricity Connected, Natural Gas Connected, Public, Underground Utilities, Water Connected
Vegetation: Oak Trees, Trees/Landscaped
Water: Public
Water Access Y/N: No
Water View: Pond
Windows: Blinds, Double Pane Windows, ENERGY STAR Qualified Windows, Window Treatments
Zoning: PUD

Room Sizes

Loft: 15x10
Primary Bedroom: 13.5x14
Living Room: 11x16.5
Kitchen: 11x18

Local Schools

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

Listed By / Shown By

Listed By

Agency Name: HOMEVEST REALTY
Agency Contact: 407-897-5400

Shown By

Agent Name: The Sanford Group
Agent Phone: Cell: (904) 868-9651
Agency Title: Watson Realty Corp., REALTORS ®

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Estimate Your Payment

Estimated Payment

$ 5,008.34 per month $4,219.38 Principal & Interest $533.75 Property Tax $255.21 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 03/02/2026. The listing information on this page last changed on 03/02/2026. 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 Mon 03/02/2026 11:26:32 AM EST) or GAMLS (last updated Mon 03/02/2026 11:15:11 AM EST) or Stellar MLS (last updated Mon 03/02/2026 11:16:10 AM EST) or SPC MLS (last updated Mon 03/02/2026 11:19:52 AM EST) or Martin MLS (last updated Mon 03/02/2026 11:23:44 AM EST) or Indian River MLS (last updated Mon 03/02/2026 11:20:49 AM EST) or Daytona MLS (last updated Mon 03/02/2026 11:16:51 AM EST) or Northeast Florida MLS (last updated Mon 03/02/2026 11:21:22 AM EST) or Beaches MLS (last updated Mon 03/02/2026 11:17:20 AM EST) or BORMLS (last updated Mon 03/02/2026 11:25:25 AM EST) or Golden Isles MLS (last updated Mon 03/02/2026 11:16:32 AM EST) or Amelia/Nassau MLS (last updated Mon 03/02/2026 11:20:30 AM EST) or Dixie Gilchrist Levy MLS (last updated Mon 03/02/2026 11:22:37 AM 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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