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$875,000
New Listing

855 OAKLAND PARK BOULEVARD
WINTER GARDEN, FL 34787

For Sale|Single Family Residence|Active
4
Beds
3
Total Baths
2
Full Baths
1
Partial Bath
2,553
SqFt
$343
/SqFt
2014
Built
Subdivision:
OAKLAND PARK UT 1B - 1A
County:
Orange
Call Now: 407-706-5000
Is this the listing for you? We can help make it yours.
407-706-5000
Upcoming Open Houses
Sat, Feb 21, 12:00 PM - 2:00 PM
855 OAKLAND PARK BOULEVARD855 OAKLAND PARK BOULEVARD855 OAKLAND PARK BOULEVARD855 OAKLAND PARK BOULEVARD
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Mortgage Calculator

Monthly Payment (Est.)

$3,992
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

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.

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Listing Snapshot
Price 
$875,000
Days On Site 
0 Days
Bedrooms 
4
Inside Area (SqFt) 
2,553 sqft
Total Baths 
3
Full Baths 
2
Partial Baths 
1
Lot Size 
0.16 Acres
Year Built 
2014
MLS® Number 
O6383325
Status 
Active
Property Tax 
$6,405
HOA/Condo/Coop Fees 
$208.33 monthly
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
10 hours agoListing updated with changes from the MLS®
10 hours agoListing first seen on site
General Features
Acres 
0.16
Direction Faces 
West
Foundation 
Slab
Garage 
Yes
Garage Spaces 
2
Green Energy Efficient 
Insulation
Home Warranty 
Yes
Levels 
Two
Parking 
Garage Door OpenerGuestOff StreetOversized
Pets 
Yes
Property Condition 
Under Construction
Property Sub Type 
Single Family Residence
Security 
Security System
Sewer 
Public Sewer
SqFt Total 
3566
Style 
Elevated
Utilities 
Natural Gas AvailableCable AvailableElectricity ConnectedNatural Gas ConnectedUnderground UtilitiesWater Connected
Water Source 
Public
Zoning 
PUD
Interior Features
Appliances 
DishwasherDisposalDryerGas Water HeaterMicrowaveOtherRangeRefrigeratorTrash CompactorWasher
Cooling 
Central Air
Flooring 
Tile
Furnished 
Unfurnished
Heating 
CentralNatural Gas
Interior 
Built-in FeaturesEat-in KitchenHigh CeilingsOpen FloorplanOtherSmart HomeStone CountersWalk-In Closet(s)
Laundry Features 
Gas Dryer HookupInside
Window Features 
Window CoveringsBlindsDouble Pane WindowsENERGY STAR Qualified WindowsWindow Treatments
Kitchen 
Dimensions - 11x18Level - First
Living Room 
Dimensions - 11x16.5Level - First
Loft 
Dimensions - 15x10Level - Second
Master Bedroom 
Dimensions - 13.5x14Level - First
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Exterior Features
Construction Details 
Stucco
Exterior 
GardenLightingOtherRain Gutters
Fencing 
Fenced
Lot Features 
ClearedIrregular LotLandscaped
Patio And Porch 
CoveredEnclosedFront PorchPatioPorch
Roof 
Shingle
View 
PondWater
Waterview 
PondWater
Windows/Doors 
Window CoveringsBlindsDouble Pane WindowsENERGY STAR Qualified WindowsWindow Treatments
Community Features
Association Amenities 
ClubhouseParkPlaygroundPoolSpa/Hot TubTrail(s)
Association Dues 
625
Community Features 
ClubhouseParkPlaygroundPoolSidewalksStreet Lights
Financing Terms Available 
CashConventionalFHAVA Loan
HOA Fee Frequency 
Quarterly
MLS Area 
34787 - Winter Garden/Oakland
Roads 
AsphaltPaved
Township 
22
Schools
School District
Unknown
Elementary School
Tildenville Elem
Middle School
Lakeview Middle
High School
West Orange High
Listing courtesy of HOMEVEST REALTY (407) 897-5400



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for 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 is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-02-19 03:02 AM EST

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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