To schedule a showing of 6558 Helmsley Circle, Windermere, Florida, Call David Shippey at 863-521-4517 TODAY!
$635,000 | 4 beds | 3 full baths | N/A half baths | 2,575 sqft
Windermere, FL 34786
- 4Beds
- 3.00Total Baths
- 3 Full, 0 HalfBaths
- 2,575SqFt
- 2009Year Built
- 0.13Acres
- MLS# S5151342
- Residential
- SingleFamilyResidence
- Active
- Approx Time on Market3 days
- Area34786 - Windermere
- CountyOrange
- Subdivision Preston Square
Overview
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 Floridas 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!
Agriculture / Farm
Association Fees / Info
Community Features: Clubhouse, Playground, Park, Pool, StreetLights, Sidewalks
Pets Allowed: Yes
Hoa Frequency Rate: 128.5
Association: Yes
Association Amenities: Clubhouse, Playground, Park, Pool
Hoa Fees Frequency: Monthly
Association Fee Includes: Pools, RecreationFacilities
Bathroom Info
Total Baths: 3.00
Fullbaths: 3
Building Info
Window Features: WindowTreatments
Roof: Shingle
Building Area Source: PublicRecords
Buyer Compensation
Exterior Features
Pool Features: Association, Community
Exterior Features: SprinklerIrrigation
Fees / Restrictions
Financial
Original Price: $635,000
Disclosures: CovenantsRestrictionsDisclosure
Fencing: Vinyl
Garage / Parking
Attached Garage: Yes
Garage: Yes
Green / Env Info
Interior Features
Floors: Carpet, Tile
Levels: Two
Laundry Features: LaundryRoom
Interior Features: BuiltInFeatures, TrayCeilings, CeilingFans, CrownMolding, EatInKitchen, HighCeilings, KitchenFamilyRoomCombo, MainLevelPrimary, SplitBedrooms, SolidSurfaceCounters, WalkInClosets, WoodCabinets, WindowTreatments
Appliances: Dryer, Dishwasher, Disposal, Microwave, Range, Refrigerator, SolarHotWater, WaterPurifier, Washer
Lot Info
Direction Remarks: From Winter Garden Vineland Road 535 turn onto Overstreet Road, left on Preston Square, left on Helmsley Circle. House on right
Lot Size Units: Acres
Lot Size Acres: 0.13
Lot Sqft: 5,500
Misc
Other
Equipment: IrrigationEquipment
Special Conditions: None
Other Rooms Info
Property Info
Section: 25
Class Type: SingleFamilyResidence
Property Sub Type: SingleFamilyResidence
Construction Materials: Block, Stucco
Stories: 2
Foundation: Slab
Room Info
Total Rooms: 9
Sqft Info
Sqft: 2,575
Bulding Area Sqft: 3,293
Living Area Units: SquareFeet
Living Area Source: PublicRecords
Tax Info
Tax Year: 2,025
Tax Lot: 75
Tax Legal Description: PRESTON SQUARE 71/19 LOT 75
Tax Block: 00/750
Tax Annual Amount: 4553
Tax Book Number: 71-19
Unit Info
Utilities / Hvac
Heating: Central, Electric
Water Source: Public
Sewer: PublicSewer
Cool System: CentralAir, Zoned, CeilingFans
Cooling: Yes
Heating: Yes
Utilities: CableAvailable, ElectricityConnected
Waterfront / Water
Directions
From Winter Garden Vineland Road 535 turn onto Overstreet Road, left on Preston Square, left on Helmsley Circle. House on rightThis listing courtesy of Watson Realty Corp.
MLS# S5150801 
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MLS IDX data last updated on 06-14-2026 8:04 PM EST.
If you have any questions on 6558 Helmsley Circle, Windermere, Florida, please call David Shippey at 863-521-4517.
MLS# S5151342 located at 6558 Helmsley Circle, Windermere, Florida is brought to you by David Shippey REALTOR®
6558 Helmsley Circle, Windermere, Florida has 4 Beds, 3 Full Bath, and 0 Half Bath.
The MLS Number for 6558 Helmsley Circle, Windermere, Florida is S5151342.
The price for 6558 Helmsley Circle, Windermere, Florida is $635,000.
The status of 6558 Helmsley Circle, Windermere, Florida is Active.
The subdivision of 6558 Helmsley Circle, Windermere, Florida is Preston Square.
The home located at 6558 Helmsley Circle, Windermere, Florida was built in 2026.