6615 HELMSLEY CIRCLE, Windermere, FL 34786

• 5 beds |
• 4 baths |
• 3,390 sqft

Property Description

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.

Listing Status:

Active

Date Added:

May 14, 2026

Data Last Updated:

May 17, 2026 at 1:23PM

Listing Office:

EXP REALTY LLC : 407-305-4300

Listing Agent:

Kathryn West : 321-277-1999

MLS ID:

O6406997

Interior

• General: Ceiling Fans(s)Eat-in KitchenHigh CeilingsKitchen/Family Room ComboOpen FloorplanSolid Surface CountersSplit BedroomStone CountersThermostatWalk-In Closet(s)
• Appliances: DishwasherDisposalElectric Water HeaterMicrowaveRangeRefrigerator
• Laundry: Laundry Room
• Flooring: Ceramic TileLuxury VinylTile
• A/C: Central Air
• Heating: CentralElectric

Exterior

• General: BalconyFrench DoorsLightingPrivate MailboxSidewalk
• Other Structures: Front PorchRear PorchPatioCovered
• Parking: CoveredDrivewayGround Level

Construction

• Roofing: Shingle
• General: BlockStuccoTwoSlab

Location

• Road/Access: AsphaltPaved
• HOA Amenities: Basketball CourtParkPlaygroundPoolRecreation FacilitiesTrail(s)PoolRecreational Facilities99.45Monthly
• Originating MLS: Stellar MLS
• County: Orange

Lot

• Zoning: P-DPRESTON SQUARE 71/19 LOT 2025-23-27-6226-00-200

Utilities

• Utilities: BB/HS Internet AvailableCable AvailableElectricity ConnectedSewer ConnectedWater Connected
• Water: Public
• Sewer: Public Sewer

Financial

• Source: Stellar MLS
• Ownership: Fee Simple