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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 the 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. Situated 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. Stepping 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 floorplan is a brilliant response to the modern need for both 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 total 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 the stresses of the day dissolve. Life here is defined by the proximity to the West Orange Trail. This is your private gateway to the best of Winter Garden. Within minutes, you can be cycling toward the historic charm of Plant Street or exploring 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 that 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 most 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.
| DAYS ON MARKET | 1 | LAST UPDATED | 3/5/2026 |
|---|---|---|---|
| TRACT | OAKLAND PARK | YEAR BUILT | 2022 |
| COMMUNITY | 34787 - Winter Garden/Oakland | GARAGE SPACES | 2.0 |
| COUNTY | Orange | STATUS | Active |
| PROPERTY TYPE(S) | Single Family |
| Elementary School | Tildenville Elem |
|---|---|
| Jr. High School | Lakeview Middle |
| High School | West Orange High |
| ADDITIONAL DETAILS | |
| AIR | Central Air |
|---|---|
| AIR CONDITIONING | Yes |
| APPLIANCES | Cooktop, Dishwasher, Disposal, Microwave, Refrigerator, Tankless Water Heater |
| AREA | 34787 - Winter Garden/Oakland |
| CONSTRUCTION | Block, Cement Siding, Frame |
| EXTERIOR | Other |
| GARAGE | Yes |
| HEAT | Electric, Heat Pump |
| HOA DUES | 1202.95 |
| INTERIOR | High Ceilings, Open Floorplan, Walk-In Closet(s) |
| LOT | 3049 sq ft |
| LOT DESCRIPTION | Corner Lot |
| PARKING | Alley Access, Driveway, Attached |
| SEWER | Public Sewer |
| STORIES | 2 |
| SUBDIVISION | OAKLAND PARK |
| TAXES | 9637 |
| UTILITIES | Cable Available, Sewer Connected |
| WATER | Public |
MORTGAGE CALCULATOR
TOTAL MONTHLY PAYMENT
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Listing provided by Sean Spencer, PREMIER SOTHEBYS INT'L REALTY, 407-333-1900
The information contained herein has been provided by My Florida Regional MLS DBA Stellar MLS. IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. Listings last updated 3/5/26 2:47 PM PST.
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