6615 HELMSLEY CIRCLE WINDERMERE FL 34786 MLS #O6406997

6615 HELMSLEY CIRCLE
WINDERMERE, FL, 34786
$690,000
5 Beds
3.5 Baths
3,390 SqFt
0.14 Acres
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MLS #O6406997 image #0
Open House May 16, 2026
12:00 – 03:00
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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.

Property Details

Price:
$690,000
MLS #:
O6406997
Status:
Active
Beds:
5
Baths:
3.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
PRESTON SQUARE
Neighborhood:
34786windermere
Listed Date:
May 14, 2026
Finished Sq Ft:
3,390
Total Sq Ft:
4,480
Lot Size:
6,165 sqft / 0.14 acres (approx)
Year Built:
2011
Pool34786 – Windermere34786windermerePreston SquareSunset Park ElemHorizon West Middle SchoolWindermere High SchoolBuyer Is Responsible For Verifying With Hoa, City And/or County Ordinances Regarding All Leasing Restrictions.No MinimumPets Allowed

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Schools

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

Interior

Appliances
Dishwasher, Disposal, Electric Water Heater, Microwave, Range, Refrigerator
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Ceramic Tile, Luxury Vinyl, Porcelain Tile
Heating
Central, Electric
Interior Features
Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Open Floorplan, Solid Surface Counters, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s)
Laundry Features
Laundry Room
Levels
Two

Exterior

Association Amenities
Basketball Court, Park, Playground, Pool, Recreation Facilities, Trail(s)
Attached Garage YN
1
Community Features
Park, Playground, Pool, Sidewalks
Construction Materials
Block, Stucco
Covered Spaces
2
Direction Faces
South
Exterior Features
Balcony, French Doors, Irrigation System, Lighting, Private Mailbox, Sidewalk
Garage Spaces
2
Lot Features
Flag Lot, In County, Landscaped, Sidewalk
Open Parking YN
1
Parking Features
Covered, Driveway, Ground Level
Patio And Porch Features
Covered, Front Porch, Patio, Rear Porch
Roof
Shingle

Financial

HOA Fee
$99
HOA Fee Frequency
Monthly
HOA Includes
Community Pool, Pool Maintenance, Recreational Facilities
HOA Name
Jedi Management
HOA Phone
689-204-2057
Tax Year
2025
Taxes
$605

Map

Community

Subdivisions in WINDERMERE

Market Summary

Current real estate data for Single Family in WINDERMERE as of May 15, 2026
284
Single Family Listed
98
Avg DOM
477
Avg $ / SqFt
$2,428,772
Avg List Price

Property Summary

    Located in the PRESTON SQUARE subdivision, 6615 HELMSLEY CIRCLE WINDERMERE FL is a Single Family for sale in WINDERMERE, FL, 34786. It is listed for $690,000 and features 5 beds, 4 baths, and has approximately 3,390 square feet of living space, and was originally constructed in 2011. The current price per square foot is $204. The average price per square foot for Single Family listings in WINDERMERE is $477. The average listing price for Single Family in WINDERMERE is $2,428,772. To schedule a showing of MLS#o6406997 at 6615 HELMSLEY CIRCLE in WINDERMERE, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.

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6615 HELMSLEY CIRCLE
WINDERMERE, FL