Listings

WINDERMERE, FL 34786 6558 HELMSLEY CIRCLE

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Presented By: WATSON REALTY CORP. with 407-589-1600. - 407-589-1600
  • MLS# S5151342
  • 06/11/2026
  • Request Tour
  • Request Info
  • Beds • 4
  • Baths • 3
  • SQFT • 2,575
  • Garage • 2

Home Details

Immaculately maintained, move in ready, 4 bed, 3 bath family home in the highly sought after Preston Square community, an established Windermere community. The home feels warm and welcoming, but also luxurious with the 10ft ceilings, crown molding and plantation shutters. The kitchen features a dining area and boasts upgraded appliances, granite countertops and 42" cabinets. The primary bedroom is conveniently located on the first floor, a lovely refuge with tray ceiling, large walk in closet with built ins and en suite bathroom. The large upstairs bedroom, bathroom and bonus room would make a great teenager space, in law suite or entertainment area. Roof was replaced in 2022 and to save on high power bills, a complete, FULLY PAID, solar system installed in 2023!! Other upgrades include new interior paint and light fixtures in 2025, exterior painted in 2019 and a water purification system. For easy maintenance, the sod in the back yard has been replace with turf, is fully fenced and has a spacious screened patio - a serene, private place to relax with your favorite coffee or cocktail! Located in a top-rated school district and zoned for Windermere High School, this home combines luxury, convenience, and peace of mind in one of Central Florida’s most desirable communities. square has a charming atmosphere and features its own community pool, park, playground and sport court, all located just minutes from shopping, dining, and theme parks. A short drive to historic Windermere Town with its weekly farmers market, monthly food carts, historic town hall and old school house. Don't miss the opportunity to live the Florida lifestyle in this gorgeous home located within a great school district!
Presented By: WATSON REALTY CORP. with 407-589-1600. - 407-589-1600

Interior Features for 6558 HELMSLEY CIRCLE

Bedrooms

Total Bedrooms4

Bathrooms

Half Baths0
Total Baths3

Other Interior Features

LivingAreaSourcePublic Records
Air Conditioning Y/NYes
Fireplace Y/NNo
FlooringCarpet, Tile
Furnished Y/NUnfurnished
Heating Y/NYes
Interior AmenitiesCeiling Fan(s), Crown Molding, Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Tray Ceiling(s), Walk-In Closet(s), Window Treatments
Laundry FeaturesLaundry Room

General for 6558 HELMSLEY CIRCLE

Additional Parcels Y/NNo
Additional RoomsBonus Room
AppliancesDishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Solar Hot Water Owned, Washer, Water Filtration System
Assoc Fee Paid PerMonthly
Association AmenitiesClubhouse, Park, Playground, Pool
Association Fee IncludesCommunity Pool, Recreational Facilities
Association NameVanguard Mgt Group - Nadia Reveron
Attached Garage Yes
Building Area UnitsSquare Feet
Carport Y/NNo
CityWINDERMERE
Community FeaturesClubhouse, Deed Restrictions, Park, Playground, Pool
Construction MaterialsBlock, Stucco
CoolingCentral Air, Zoned
CountyOrange
DirectionsFrom Winter Garden Vineland Road 535 turn onto Overstreet Road, left on Preston Square, left on Helmsley Circle. House on right
Facing DirectionNorth
Flood Zone CodeX
Flood Zone Code XY
Full Baths3
Garage Spaces2
Garage Y/NYes
HOA Fee$128.5
HeatingCentral, Electric
Land Lease Y/NNo
Lease Considered Y/NYes
Legal DescriptionPRESTON SQUARE 71/19 LOT 75
LevelsTwo
Listing TermsCash, Conventional, VA Loan
Living Area UnitsSquare Feet
Lot Size Square Feet5500
Lot Size UnitsSquare Feet
MLS Area34786 - Windermere
Minimum Lease8-12 Months
Monthly HOA Amount128.5
New ConstructionNo
Occupancy TypeOwner
OwnershipFee Simple
Pets AllowedYes
Property SubtypeSingle Family Residence
Property TypeResidential
RoofShingle
STELLAR_InLawSuiteYNNo
Senior Community Y/NNo
SewerPublic Sewer
Standard StatusActive
StatusActive
Subdivision NamePRESTON SQUARE
Tax Annual Amount4553
Tax Lot75
Tax Year2025
Total Rooms9
UtilitiesCable Available, Electricity Connected, Sprinkler Recycled, Street Lights
Virtual TourClick here
Water Access Y/NNo
Water View Y/NNo
Year Built2009
ZoningP-D

Exterior for 6558 HELMSLEY CIRCLE

Building Area Total3293
Covered Spaces2
Exterior AmenitiesIrrigation System, Sidewalk, Sliding Doors, Sprinkler Metered
FencingVinyl
Foundation DetailsSlab
Lot Size Acres0.13
Lot Size Area5500
Private PoolNo
Road Surface TypeAsphalt
Water SourcePublic
Waterfront Y/NNo

Additional Details

Price History

Schools

High School Hubert H Humphrey Middle School
Middle School N/A
Elementary School Big Hollow Elementary School

Cindy Gonzalez

Price $635,000
MLS#S5151342
List Date 06/11/2026
Property Type Single Family
Phone 239.243.2743
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