931 KYLEE ALLEY, Winter Garden, FL 34787

• 4 beds |
• 4 baths |
• 2,831 sqft

Property Description

There is a specific frequency to life in Oakland Park that exists nowhere else in Central Florida. It is a rare, rhythmic harmony between the nostalgia of Old Florida and the crisp, clean lines of modern luxury. As you cross into the community, the atmosphere shifts. The air feels lighter, filtered through the canopy of ancient oaks and manicured greenery of a village designed for connection. This is not just a residential development. It is an intentional ecosystem where the 22-mile West Orange Trail serves as the community’s main artery, pumping vitality into every cul-de-sac and alleyway. At 931 Kylee Alley, this lifestyle reaches its peak. On a commanding corner lot, the David Weekley Stoneybrook residence stands as a testament to timeless architecture. One of the greatest luxuries of this exterior is what you do not have to do. In Oakland Park, your time is reclaimed. The homeowners association provides comprehensive landscaping maintenance and care, ensuring your estate remains in a perpetual state of magazine-ready perfection. Imagine the freedom of a Saturday morning where the scent of freshly cut grass is a sensory delight rather than a chore on a list. Going across the threshold, you are greeted by a masterclass in sightlines. Built in 2022, the home possesses a groundedness that only thoughtful design can provide. The soaring ceilings act as a canvas for the Florida sun, which pours through windows dressed in custom plantation shutters. The heart of the home is the gourmet kitchen. The oversized central island is topped with solid-surface counters that feel like cool silk to the touch. It serves as the natural gathering point for evening wine tastings or slow Sunday brunches. The floor plan is a brilliant response to the modern need for connection and solitude. On the main floor, the layout offers a sophisticated executive wing feel. Whether you utilize the first-floor bedroom as a guest en-suite or a high-powered home office, the separation of space ensures privacy. Ascending to the second level, you enter the private quarters. The primary owner’s retreat is a voluminous space anchored by a spa-inspired en suite where stresses of the day dissolve. Life here is defined by proximity to the West Orange Trail. This is your private gateway to the best of Winter Garden. Within minutes, you can cycle toward the historic charm of Plant Street or explore the renowned Saturday Farmers Market. Back within the gates, the amenities rival those of a five-star resort. Three sparkling swimming pools, a social clubhouse, and a dog park ensure every member of the family enjoys a sense of belonging. This is a lock-and-leave lifestyle in its purest form. The Investment Thesis. From an investment perspective, 931 Kylee Alley represents a blue-chip asset. Oakland Park is recognized as one of the stable and appreciating communities in the region. As Winter Garden evolves into a premier luxury destination, the scarcity of newer construction on premium corner lots creates a natural ceiling for appreciation. This is a strategic land-hold in a community where demand consistently outpaces supply.

Listing Status:

Active

Date Added:

March 5, 2026

Data Last Updated:

March 11, 2026 at 6:21AM

Listing Office:

PREMIER SOTHEBYS INT'L REALTY : 407-333-1900

Listing Agent:

Barbara Vance PA : 407-947-6236

MLS ID:

O6387922

Interior

• General: Ceiling Fans(s)High CeilingsOpen FloorplanSolid Surface CountersWalk-In Closet(s)Window Treatments
• Rooms: Bonus RoomGreat RoomInside Utility
• Appliances: Built-In OvenCooktopDishwasherDisposalMicrowaveRefrigeratorTankless Water Heater
• Laundry: Electric Dryer Hookup
• Flooring: CarpetCeramic TileRecycled/Composite Flooring
• A/C: Central Air
• Heating: ElectricHeat Pump

Exterior

• General: Other
• Other Structures: PorchFront PorchCovered
• Parking: Alley AccessDriveway

Construction

• Roofing: Shingle
• Windows: Double Pane WindowsLow-Emissivity WindowsShuttersWindow Treatments
• General: BlockCement SidingFrameTwoStem Wall

Location

• Road/Access: Asphalt
• HOA Amenities: 1202.95Quarterly
• Originating MLS: Stellar MLS
• County: Orange

Lot

• Zoning: PUDOAKLAND PARK UNIT 5 101/73 LOT 43521-22-27-6100-04-350

Utilities

• Utilities: BB/HS Internet AvailableCable AvailableFire HydrantSewer ConnectedSprinkler Meter
• Water: Public
• Sewer: Public Sewer

Financial

• Source: Stellar MLS
• Ownership: Fee Simple