Virtually Staged. 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. NEW ROOF 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!
For sale
Price cut: $5K (6/29)
$630,000
6558 Helmsley Cir, Windermere, FL 34786
4beds
2,575sqft
Single Family Residence
Built in 2009
5,500 Square Feet Lot
$610,200 Zestimate®
$245/sqft
$129/mo HOA
What's special
En suite bathroomGranite countertopsPlantation shuttersSpacious screened patioCrown moldingUpgraded appliances
- 23 days |
- 1,184 |
- 60 |
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Sue Webb 407-361-6425,
WATSON REALTY CORP. 407-589-1600
Source: Stellar MLS,MLS#: S5151342
Originating MLS: Osceola
Originating MLS: Osceola
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 3
Rooms
- Room types: Bonus Room
Primary bedroom
- Features: Ceiling Fan(s), Walk-In Closet(s)
- Level: First
- Area: 192 Square Feet
- Dimensions: 16x12
Bedroom 2
- Features: Built-In Shelving, Ceiling Fan(s), Built-in Closet
- Level: First
- Area: 220 Square Feet
- Dimensions: 10x22
Bedroom 3
- Features: Ceiling Fan(s), Built-in Features, Built-in Closet
- Level: First
- Area: 120 Square Feet
- Dimensions: 12x10
Bedroom 4
- Features: Ceiling Fan(s), Built-in Closet
- Level: Second
- Area: 160 Square Feet
- Dimensions: 10x16
Primary bathroom
- Features: Bath With Whirlpool, Dual Sinks, Garden Bath, Granite Counters, Tub with Separate Shower Stall
- Level: First
- Area: 120 Square Feet
- Dimensions: 12x10
Bonus room
- Features: Ceiling Fan(s), No Closet
- Level: Second
- Area: 252 Square Feet
- Dimensions: 12x21
Family room
- Features: Ceiling Fan(s)
- Level: First
- Area: 308 Square Feet
- Dimensions: 14x22
Kitchen
- Features: Breakfast Bar, Granite Counters, Pantry
- Level: First
- Area: 198 Square Feet
- Dimensions: 9x22
Living room
- Features: Ceiling Fan(s)
- Level: First
- Area: 240 Square Feet
- Dimensions: 16x15
Heating
- Central, Electric
Cooling
- Central Air, Zoned
Appliances
- Included: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Solar Hot Water Owned, Washer, Water Filtration System
- Laundry: Laundry Room
Features
- 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)
- Flooring: Carpet, Tile
- Doors: Sliding Doors
- Windows: Window Treatments
- Has fireplace: No
Interior area
- Total structure area: 3,293
- Total interior livable area: 2,575 sqft
Video & virtual tour
Property
Parking
- Total spaces: 2
- Parking features: Garage - Attached
- Attached garage spaces: 2
Features
- Levels: Two
- Stories: 2
- Exterior features: Irrigation System, Sidewalk, Sprinkler Metered
- Fencing: Vinyl
Lot
- Size: 5,500 Square Feet
Details
- Parcel number: 252327622600750
- Zoning: P-D
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Block, Stucco
- Foundation: Slab
- Roof: Shingle
Condition
- New construction: No
- Year built: 2009
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Available, Electricity Connected, Sprinkler Recycled, Street Lights
Community & HOA
Community
- Features: Clubhouse, Deed Restrictions, Park, Playground, Pool
- Pet fee: $0 monthly
- Subdivision: PRESTON SQUARE
HOA
- Has HOA: Yes
- Amenities included: Clubhouse, Park, Playground, Pool
- Services included: Community Pool, Recreational Facilities
- HOA fee: $129 monthly
- HOA name: Vanguard Mgt Group - Nadia Reveron
- HOA phone: 813-930-8036
Location
- Region: Windermere
Financial & listing details
- Price per square foot: $245/sqft
- Tax assessed value: $527,848
- Annual tax amount: $4,553
- Date on market: 6/11/2026
- Cumulative days on market: 24 days
- Listing terms: Cash,Conventional,VA Loan
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Asphalt
Estimated market value
$610,200
$580,000 - $641,000
$3,319/mo
Price history
| Date | Event | Price |
|---|---|---|
| 6/29/2026 | Price change | $630,000-0.8%$245/sqft |
Source:  Stellar MLS #S5151342 Report a problem | ||
| 6/11/2026 | Listed for sale | $635,000+2.4%$247/sqft |
Source: Stellar MLS #S5151342 Report a problem | ||
| 4/24/2025 | Sold | $620,000$241/sqft |
Source: Stellar MLS #O6277279 Report a problem | ||
| 3/31/2025 | Pending sale | $620,000$241/sqft |
Source: Stellar MLS #O6277279 Report a problem | ||
| 3/26/2025 | Price change | $620,000-6.1%$241/sqft |
Source: Stellar MLS #O6277279 Report a problem | ||
| 3/12/2025 | Price change | $660,000-1.5%$256/sqft |
Source: Stellar MLS #O6277279 Report a problem | ||
| 2/4/2025 | Listed for sale | $670,000+97.6%$260/sqft |
Source: Stellar MLS #O6277279 Report a problem | ||
| 11/10/2018 | Listing removed | $339,000$132/sqft |
Source: EXP REALTY LLC #O5723261 Report a problem | ||
| 10/17/2018 | Price change | $339,000-2.9%$132/sqft |
Source: EXP REALTY LLC #O5723261 Report a problem | ||
| 8/30/2018 | Price change | $349,000-2.8%$136/sqft |
Source: EXP REALTY LLC #O5723261 Report a problem | ||
| 7/28/2018 | Listed for sale | $359,000+16.3%$139/sqft |
Source: EXP REALTY LLC #O5723261 Report a problem | ||
| 3/18/2009 | Sold | $308,800$120/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $4,320 +7.4% | $273,549 +3% |
| 2023 | $4,021 +4.1% | $265,582 +3% |
| 2022 | $3,863 +1.6% | $257,847 +3% |
| 2021 | $3,802 +0.7% | $250,337 +1.4% |
| 2020 | $3,774 +1.3% | $246,881 +2.3% |
| 2019 | $3,726 +0.8% | $241,330 +1.9% |
| 2018 | $3,694 | $236,830 -12.6% |
| 2017 | $3,694 +1.7% | $270,933 +2.5% |
| 2016 | $3,634 +0.8% | $264,307 +6.1% |
| 2015 | $3,603 -3.1% | $249,062 +6.9% |
| 2014 | $3,717 +2.1% | $232,998 +5.7% |
| 2013 | $3,642 -4% | $220,510 -3% |
| 2012 | $3,795 -6.1% | $227,258 -5.4% |
| 2011 | $4,043 -2.2% | $240,203 -4.7% |
| 2010 | $4,133 | $251,961 +287.6% |
| 2009 | -- | $65,000 +93.5% |
| 2008 | $944 | $33,600 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 34786
Nearby schools
GreatSchools rating
- 9/10Sunset Park Elementary SchoolGrades: K-5Distance: 0.3 mi
- 8/10Horizon West Middle SchoolGrades: 6-8Distance: 0.6 mi
- 7/10Windermere High SchoolGrades: 9-12Distance: 1.9 mi
A local agent can set up tours, give advice and negotiate with sellers.
- Florida
- Orange County
- Windermere
- 34786
- 6558 Helmsley Cir
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Nearby neighborhoods
Nearby zip codes
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