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$799,900

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 3,390 Sq. Ft.
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Beautifully remodeled and impeccably maintained, this spacious 3,390 sq. ft. two-story home offers 5 bedrooms, 3.5 bathrooms, an office, and an attached 2-car garage in the highly desirable community of Preston Square in Windermere. Perfectly situated on a premium lot with no rear neighbors, the home features a charming front porch and covered balcony overlooking the serene, tree-lined neighborhood. The updated kitchen is a showstopper, featuring quartz countertops, all new stainless steel appliances, a huge island perfect for gatherings, a cozy breakfast nook, and a separate formal dining room (or flexible bonus space). The open floor plan offers immaculate interiors designed for both comfort and entertaining, complemented by beautiful new flooring throughout. Upstairs, you'll find a spacious primary suite, laundry room, and four additional bedrooms, offering plenty of space for family and guests. A private fenced courtyard provides an inviting outdoor retreat. Residents of Preston Square enjoy outstanding amenities including a community swimming pool, sport court, playground, and lushly landscaped green spaces. Conveniently located near top-rated schools, restaurants, and shopping, this move-in ready home is truly a rare find in one of Windermere's most sought-after communities.

Full Property Details for 6615 Helmsley Cir

General

  • Price: $799,900
  • HOA FEE: $129/month
  • Taxes: $491 (2024)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: G5104075
  • Updated: 11/22/2025
  • Added to Site: 70 day(s) ago

Rental Information

  • Min. Lease: No Minimum

Interior

  • Number of Rooms: 9
  • Interior Features: Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Kitchen and Family Room Combination, Open Floorplan, Solid Surface Counters, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s)
  • Appliances: Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
  • Flooring: Ceramic Tile, Luxury Vinyl, Porcelain Tile

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 5

Other Rooms

  • Laundry: Laundry Room

Additional Information

  • Shared Amenities: Park, Playground, Pool, Recreation Facilities

Exterior

  • Exterior Features: Balcony, French Doors, Irrigation System, Lighting, Private Mailbox, Sidewalk

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2

Location

  • Area: 34786 - Windermere
  • County: Orange
  • Development Name: 34786 - Windermere
  • Subdivision: PRESTON SQUARE
  • Driving Directions: From Chase Rd, make a Left on 535 SR, Right to Overstreet, Left to Preston Square, first community on your left side, make a Left on Helmsley, house will be on the cul-de-sac.
  • Direction Faces: South

School Information

  • Elementary School: Sunset Park Elem
  • Middle School: Horizon West Middle School
  • High School: Windermere High School

Community

  • Community Name: 34786 - Windermere
  • Optional Amenities: Park, Playground, Pool, Recreation Facilities
  • Association: Yes
  • Assoc. Name: Jedi Management
  • Assoc. Fees Include: Community Pool, Pool Maintenance
  • Pet Restrictions: Verify with HOA

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central, Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: BB/HS Internet Available, Cable TV Available, Electricity Connected, Water Connected

Structural Information

  • Exterior Const.: Block, Stucco
  • Roof: Shingle
  • Stories/Levels: Two
  • Square Feet: 3,390
  • Sq. Ft. Source: Public Records
  • Year Built: 2011

Lot Features

  • Lot Size (Acres): 0.14
  • Lot Size (Sq. Ft.): 6,165
  • Lot Size: 6165
  • Street/Road Desc.: Asphalt, Paved

Financial Considerations

  • Association Fee: $129
  • Assoc Fee Freq.: Monthly
  • Assoc Fee Desc.: Required
  • Tax Amount: $491.66
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: PRESTON SQUARE 71/19 LOT 20
  • Flood Zone Info: X
  • APN: 252327622600200
  • Property ID: 252327622600200
  • Block/Lot/Section: 00/200

Listed by Keller Williams Elite Partners Iii Realty

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Listing agents

— 6615 Helmsley Cir —

  • Keller Williams Elite Partners Iii Realty

  • Keller Williams Elite Partners Iii Realty

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 6615 Helmsley Cir

School District:Orange County School District
NameGradesDistance
Sunset Park Elementary School, Windermere, FL
12050 Overstreet Road, Windermere, FL 34786
K-50.2 mi
Horizon West Middle School
8200 Tattant Boulevard, Windermere, FL 34786
6-80.7 mi
Windermere High School
5523 Winter Garden Vineland Road, Windermere, FL 34786
9-121.9 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 6615 Helmsley Cir Get Price Alerts and Save Property

Date
Details
Price
Change
Source
11/22/2025
Price Reduced
$799,900
-4.01%
MLS
11/06/2025
Listed
$833,333
172.33%
MLS
1/25/2012
Sold
$306,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 6615 Helmsley Cir

Year
Property Taxes
Change
Tax Assessment
Change
2024
$492
—
$412,976
3%
2024
$492
-92%
$401,337
3%
2023
$5,898
5%
$389,648
6%
2021
$5,604
-1%
$367,281
-3%
2022
$5,687
1%
$378,299
4%
2021
$5,604
-12%
$362,210
-1%
2019
$6,397
9%
$367,130
12%
2018
$5,883
1%
$328,794
2%
2017
$5,804
2%
$321,476
4%
2016
$5,704
—
$310,274
3%
2015
$5,691
2%
$302,063
5%
2014
$5,566
6%
$288,487
6%
2013
$5,249
—
$272,087
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Keller Williams Elite Partners Iii Realty

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6615 Helmsley Circle, Windermere, FL 34786 (MLS# G5104075) is a Single Family property with 5 bedrooms, 3 full bathrooms and 1 partial bathroom. 6615 Helmsley Circle is currently listed for $799,900 and was received on November 06, 2025. Want to learn more about 6615 Helmsley Circle? Do you have questions about finding other Single Family real estate for sale in Windermere? You can browse all Windermere real estate or contact a Coldwell Banker agent to request more information.

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