$3,749
6621 Helmsley Circle
Windermere, FL 34786
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
About this home
Welcome home! This 4-bedroom, 3.5-bath home is available for immediate move-in! This property features a comfortable layout with well-apportioned bedrooms and bathrooms, a lovely kitchen with lots of counter and cabinet space, and many desirable features. Enjoy the large back yard and a screened-in patio!! Upstairs features a large loft area and a lovely porch to relax! You will also have access to the gorgeous community swimming pool, playground, and basketball court which are all located just steps from the house. Act now! This one won't last long! All applicants are required to do a credit and background check.Renters insurance is required. All residents are automatically enrolled in a master renters insurance policy for $11.95 per month. Residents can opt out of the master policy by providing proof of their own policy that meets minimum requirements. Lawn care is included with rent!
Local Insight
At $1/sqft for a 2011 four-bedroom in Preston Square, this is objectively cheap for Windermere—you're likely looking at a distressed sale or title issue, so dig into the disclosure and condition carefully before assuming you've found a deal in one of Central Florida's priciest zip codes. The 0.25-acre lot is tight for the area where lakefront and golf-community estates dominate, so this property is banking on being a solid family home rather than an investment play or primary residence upgrade for typical Windermere buyers. If the property is sound, location-wise you're getting Windermere's prestige and schools without the lakefront premium, but you'll want to understand why the pricing is so far below market before signing anything.
AI-generated insight based on listing data and neighborhood context. Verify independently.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history2 days on market
- Status: PendingJun 5, 2026
- Listed$3,749Jun 3, 2026
- Price increased$3,749
Virtual Tour
Facts & features
- Property type
- Residential Lease
- Sub type
- Single Family Residence
- Status
- Pending
- Days on market
- 2
- Subdivision
- Preston Square
- County
- Orange
- Year built
- 2011
- Living area
- 2,897 sq ft
- Price/sq ft
- $1
- Building area
- 3,423 sq ft (Public Records)
- Lot size
- 11,048 sq ft
- Garage
- 2 spaces
- Parcel #
- 25-23-27-6226-00-210
- MLS #
- O6405961
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Interior Details
- Bedrooms
- 4
- Full bathrooms
- 3
- Half bathrooms
- 1
- Appliances
- Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
- Interior features
- Ceiling Fans(s), Open Floorplan, Walk-In Closet(s)
- Laundry
- Inside
- Stories / Levels
- Two
Heating & Cooling
- Heating
- Central
- Cooling
- Central Air
Parking
- Garage spaces
- 2
- Attached garage
- No
HOA & Financial
- Total monthly fees
- $0/mo
- Total annual fees
- $0
- HOA name
- Preston Square
Exterior & Construction
- Road surface
- Concrete
Community
- Pets allowed
- Yes
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Living Room | First | 20x20 |
Listing Details
- Listing date
- 2026-06-03
- On market date
- 2026-06-03
- Original list price
- $3,749
- Occupant type
- Vacant
- MLS area
- 34786 - Windermere
- Listing AOR
- Orlando Regional
- Status changed
- 2026-06-05
Location
Directions
Get on FL-417 Toll S from University Blvd Continue on FL-417 Toll S. Take FL-408 W to Stoneybrook W Pkwy in Winter Garden. Take exit 19 from FL-429 S Follow Winter Garden Vineland Rd to Helmsley Cir
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of June 5, 2026 at 9:29 AM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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