$690,000
6615 Helmsley Circle
Windermere, FL 34786
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
About this home
Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Save Big: 1% lender credit (based on loan amount) toward closing costs or rate buy-down with seller’s preferred lender. Ask for details! This expansive two-story residence offers beautifully connected gathering spaces, multiple private retreats, and flexible rooms that adapt to your lifestyle. As you arrive, a welcoming entry and foyer set the tone for the home’s inviting layout. Just off the entrance, a dedicated office provides the ideal work-from-home space, library, or quiet study. Beyond the foyer, the floor plan opens into a spacious formal living room that creates a warm first impression and offers a natural transition into the heart of the home. At the center of the first floor, the kitchen is perfectly positioned for both daily life and entertaining, complete with a walk-in pantry, a generously sized island for seating, and a seamless connection to a separate dining room, providing an elegant setting for holidays, celebrations, and dinner parties. Natural lighting streams through multiple windows in the breakfast nook, which overlooks the outdoor living area, offering the perfect spot for casual morning coffee or relaxed meals. The family room creates an open concept gathering space where conversation flows effortlessly and allows for easy entertaining. A thoughtfully placed half bath with access to the outdoor patio area adds easy accessibility for guests and family alike, and the attached garage offers convenient parking and direct entry into the living space, enhancing both functionality and comfort. Upstairs, the home continues to impress with a thoughtfully designed second floor. The private primary suite is a true retreat, featuring generous proportions, multiple closet spaces, and a spa-inspired bath designed for relaxation. Two bedrooms provide comfort and privacy for siblings and share a Jack and Jill bathroom. An additional bedroom is ideal for family or guests with access to a covered balcony, creating a private outdoor escape to enjoy Florida evenings. A spacious flex room offers endless possibilities to create a home theater, game room, fitness studio, second office, or guest retreat to fit your needs. Completing the upper level is a third full bathroom with a walk-in shower and a laundry room, adding everyday convenience right where you need it most. Step outside to one of the home’s standout features, an oversized covered lanai and expansive brick-paver patio designed for true Florida outdoor living. Ample space for multiple seating and dining areas, this private backyard retreat is ideal for entertaining, weekend gatherings, outdoor dining, or simply relaxing under the shade of mature trees. Lush landscaping, privacy fencing, and natural greenery create a peaceful setting with room to enjoy year-round outdoor living. Residents enjoy a beautifully designed central gathering area featuring the community’s amenity center, resort-style pool, basketball court, playground, expansive open green space, and connected sidewalks for walking. The location is convenient, with nearby shopping, dining, and everyday essentials just minutes away at Westside Shoppes, Lakeside Village, and Windermere Village, plus additional retail and dining options throughout the surrounding Windermere area.
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 history12 days on market
- Status: PendingMay 27, 2026
- Listed$690,000May 14, 2026
- Price increased$690,000
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Pending
- Days on market
- 12
- Cumulative DOM
- 172
- Subdivision
- Preston Square
- County
- Orange
- Year built
- 2011
- Living area
- 3,390 sq ft
- Price/sq ft
- $204
- Building area
- 4,480 sq ft (Public Records)
- Lot size
- 6,165 sq ft
- Lot category
- 0 to less than 1/4
- Flood zone
- X (12095C0385F)
- Garage
- 2 spaces
- Annual taxes
- $605 (2025)
- Parcel #
- 25-23-27-6226-00-200
- Zoning
- P-D
- MLS #
- O6406997
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Interior Details
- Bedrooms
- 5
- Full bathrooms
- 3
- Half bathrooms
- 1
- Flooring
- Ceramic Tile, Luxury Vinyl, Tile
- Appliances
- Dishwasher, Disposal, Electric Water Heater, Microwave, Range, Refrigerator
- Interior features
- Ceiling Fans(s), Eat-in Kitchen, High Ceilings, Kitchen/Family Room Combo, Open Floorplan, Solid Surface Counters, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s)
- Laundry
- Laundry Room
- Stories / Levels
- Two
- Direction faces
- South
Heating & Cooling
- Heating
- Central, Electric
- Cooling
- Central Air
Parking
- Garage spaces
- 2
- Attached garage
- Yes
- Parking features
- Covered, Driveway, Ground Level
HOA & Financial
- HOA fee
- $99 / Monthly
- Monthly HOA
- $99/mo
- Total monthly fees
- $99/mo
- Total annual fees
- $1,193
- HOA name
- Jedi Management
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- No Minimum
- Listing terms
- Cash, Conventional, FHA
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- No
- Additional lease restrictions
- Buyer is responsible for verifying with HOA, city and/or county ordinances regarding all leasing restrictions.
Exterior & Construction
- Exterior features
- Balcony, French Doors, Lighting, Private Mailbox, Sidewalk
- Construction materials
- Block, Stucco
- Roof
- Shingle
- Foundation
- Slab
- Road surface
- Asphalt, Paved
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- BB/HS Internet Available, Cable Available, Electricity Connected, Sewer Connected, Water Connected
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 |
|---|---|---|
| Office | First | 10x13 |
| Living Room | First | 17x12 |
| Kitchen | First | 9x18 |
| Dining Room | First | 12x12 |
| Family Room | First | 11x18 |
| Dinette | First | 10x8 |
| Loft | Second | 10x7 |
| Bonus Room | Second | 17x19 |
| Primary Bedroom | Second | 13x25 |
| Primary Bathroom | Second | 11x9 |
| Bedroom 2 | Second | 15x11 |
| Bathroom 2 | Second | 4x8 |
| Bedroom 3 | Second | 14x11 |
| Bathroom 3 | Second | 9x14 |
| Bedroom 4 | Second | 13x15 |
Listing Details
- Listing date
- 2026-05-14
- On market date
- 2026-05-14
- Original list price
- $690,000
- Occupant type
- Vacant
- MLS area
- 34786 - Windermere
- Listing AOR
- Orlando Regional
- Status changed
- 2026-05-27
- Tax legal description
- PRESTON SQUARE 71/19 LOT 20
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
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.
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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 3, 2026 at 5:22 PM 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.
Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA