6588 HELMSLEY CIRCLE Windermere, FL $ 635,000
6588 HELMSLEY CIRCLE
$ 635,000
Recently Listed
Open House 6/13 12pm - 2:30pm
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6588 HELMSLEY CIRCLE

Windermere, FL, 34786
$ 635,000
Bedrooms4 Baths3.0 Sq 2,575

Monthly Estimate*

$ 3,910

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Single Family Home for sale in Windermere, FL

for $635,000 with 4 bedrooms and 3 full baths. This 2,575 square foot home was built in 2009 on a lot size of 0.13.

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!

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Open House

6/13/2026 12:00 PM - 2:30 PM
6588 HELMSLEY CIRCLE Windermere, FL
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 635,000

Bedrooms

4

Full Bath

3

Property Type

Single Family

Taxes

$ 4,553

Style

Single Family Residence

Lot Size

0.13

Year Built

2009

Town/City

Windermere

County/Region

Orange

MLS | Web ID

S5151342

Features
General
Sewer Public Sewer
Heating Central Electric
Cooling Central Air Zoned
Utilities Cable Available Electricity Connected Sprinkler Recycled Street Lights
Roof Shingle
Appliances Dishwasher Disposal Dryer Microwave Range Refrigerator Solar Hot Water Owned Washer Water Filtration System
Zoning P-D
HOA Fee 128.5
Garage Spaces 2
Association Fee Includes Community Pool Recreational Facilities
Construction Materials Block Stucco
Pets Allowed Yes
Year Built 2009
Levels Two
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
Community Features Clubhouse Deed Restrictions Park Playground Pool
Assoc Fee Paid Per Monthly
County Orange
New Construction false
Property Type Residential
Association Amenities Clubhouse Park Playground Pool
Attached Garage true
Subdivision Name PRESTON SQUARE
Facing Direction North
Garage Y/N true
Total Rooms 9
Full Baths 3
Status Active
Directions From Winter Garden Vineland Road 535 turn onto Overstreet Road left on Preston Square left on Helmsley Circle. House on right
City WINDERMERE
Association Name Vanguard Mgt Group - Nadia Reveron
Senior Community Y/N false
MLS Area 34786 - Windermere
Lot Size Units Square Feet
Lot Size Square Feet 5500
Carport Y/N false
Listing Terms Cash Conventional VA Loan
Land Lease Y/N false
Tax Annual Amount 4553
Additional Parcels Y/N false
Lease Considered Y/N true
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
Tax Lot 75
Legal Description PRESTON SQUARE 71/19 LOT 75
Minimum Lease 8-12 Months
Water Access Y/N false
Monthly HOA Amount 128.5
Additional Rooms Bonus Room
Water View Y/N false
Flood Zone Code X
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Interior
Interior Amenities Ceiling 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
Flooring Carpet Tile
Furnished Y/N Unfurnished
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N false
Half Baths 0
Laundry Features Laundry Room
Total Bedrooms 4
Total Baths 3
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Exterior
Exterior Amenities Irrigation System Sidewalk Sliding Doors Sprinkler Metered
Fencing Vinyl
Water Source Public
Lot Size Area 5500
Foundation Details Slab
Building Area Total 3293
Lot Size Acres 0.13
Road Surface Type Asphalt
Private Pool false
Waterfront Y/N false
Covered Spaces 2
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* Excluded Features
List By
Watson Realty Corp.

Broker

suewebb@watsonrealtycorp.com

Email

Affordability Calculator

$4,289
Per Month
91%
9%
0%
Monthly Principal & Interest
$3,910
Monthly Property Taxes
$379
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4827338 Elementary School
4827337 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
6/11/2026$635,000 Listed Price

Map


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6588 HELMSLEY CIRCLE, Windermere, FL, 34786 is a Single Family Home for sale at $635,000 with 2,575 sqft and a lot size of 0.13. 6588 HELMSLEY CIRCLE has 4 bedrooms, 3.0 baths, and was built in 2009. The property's zip code is 34786 which is in Windermere, FL