WINTER GARDEN, FL 34787 855 OAKLAND PARK BOULEVARD

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Presented By: HOMEVEST REALTY with 407-897-5400. - 407-897-5400
  • MLS# O6383325
  • 02/18/2026
  • Request Tour
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Disclaimer: The information contained in this listing has not been verified by Homepride Group at EXP Realty and should be verified by the buyer.
  • Beds • 4
  • Full/Half Baths • 2 / 1
  • SQFT • 2,553
  • Garage • 2

Home Details

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.
Presented By: HOMEVEST REALTY with 407-897-5400. - 407-897-5400

Interior Features for 855 OAKLAND PARK BOULEVARD

Bedrooms

Total Bedrooms4

Bathrooms

Half Baths1
Total Baths3

Other Interior Features

LivingAreaSourcePublic Records
Air Conditioning Y/NYes
Fireplace Y/NNo
FlooringLuxury Vinyl, Tile
Furnished Y/NUnfurnished
Heating Y/NYes
Interior AmenitiesBuilt-in Features, Ceiling Fan(s), Eating Space 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
Laundry FeaturesGas Dryer Hookup, Inside
Window FeaturesBlinds, Double Pane Windows, ENERGY STAR Qualified Windows, Window Treatments

General for 855 OAKLAND PARK BOULEVARD

Additional Parcels Y/NNo
Additional RoomsBonus Room, Den/Library/Office, Family Room, Loft, Media Room, Storage Rooms
AppliancesDishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Other, Range, Refrigerator, Trash Compactor, Washer
Architectural StyleElevated
Assoc Fee Paid PerQuarterly
Association AmenitiesClubhouse, Park, Playground, Pool, Spa/Hot Tub, Trail(s)
Association Fee IncludesCommunity Pool, Manager, Pool Maintenance, Recreational Facilities
Association NameOakland Park Association, INC.
Attached Garage No
Building Area UnitsSquare Feet
Carport Y/NNo
CityWINTER GARDEN
Community FeaturesClubhouse, Deed Restrictions, Dog Park, Golf Carts OK, Park, Playground, Pool, Sidewalks
Construction MaterialsStucco
CoolingCentral Air
CountyOrange
DirectionsFrom 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.
Elementary SchoolTildenville Elem
Energy EfficientInsulation
Facing DirectionWest
Flood Zone CodeX
Flood Zone Code XY
Full Baths2
Garage Spaces2
Garage Y/NYes
HOA Fee$625
HeatingCentral, Natural Gas
High SchoolWest Orange High
Home Warranty Y/NYes
Land Lease Y/NNo
Lease Considered Y/NNo
Legal DescriptionOAKLAND PARK UNIT 1B - 1A 76/8 LOT 73
LevelsTwo
Listing TermsCash, Conventional, FHA, VA Loan
Living Area UnitsSquare Feet
Lot Size Square Feet7002
Lot Size UnitsSquare Feet
MLS Area34787 - Winter Garden/Oakland
Middle/Junior High SchoolLakeview Middle
Minimum Lease8-12 Months
Monthly HOA Amount208.33
New ConstructionNo
Occupancy TypeOwner
OwnershipFee Simple
Patio/Porch FeaturesCovered, Enclosed, Front Porch, Patio, Porch
Pets AllowedYes
Property SubtypeSingle Family Residence
Property TypeResidential
RoofShingle
STELLAR_InLawSuiteYNNo
Security FeaturesSecurity System
Senior Community Y/NNo
SewerPublic Sewer
Standard StatusPending
StatusPending
Subdivision NameOAKLAND PARK UT 1B - 1A
Tax Annual Amount6405
Tax Lot73
Tax Year2025
Total Rooms4
UtilitiesCable Available, Electricity Connected, Natural Gas Connected, Public, Street Lights, Underground Utilities, Water Connected
ViewWater
Water Access Y/NNo
Water ViewPond
Water View Y/NYes
Year Built2014
ZoningPUD

Exterior for 855 OAKLAND PARK BOULEVARD

Building Area Total3566
Covered Spaces2
Exterior AmenitiesGarden, Irrigation System, Lighting, Other, Rain Gutters, Sidewalk
FencingFenced
Foundation DetailsSlab
Lot FeaturesCleared, City Lot, Irregular Lot, Landscaped
Lot Size Acres0.16
Lot Size Area7002
Parking FeaturesGarage Door Opener, Golf Cart Parking, Guest, Off Street, Oversized
Private PoolNo
Road Surface TypeAsphalt, Paved
SpaNo
VegetationOak Trees, Trees/Landscaped
Water SourcePublic
Waterfront Y/NNo

Additional Details

Price History

Steven Pugh

Broker Associate | Team Leader
Price $875,000
MLS#O6383325
List Date 02/18/2026
Property Type Single Family
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