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$875,000
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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. Check out the virtual tour video!
Full Property Details
Full Property Details for 931 Kylee Aly
General
- Price: $875,000
- HOA FEE: $401/month
- HOA FEE FREQ.: Quarterly
- Taxes: $9,637 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6387922
- Updated: 3/13/2026
- Added to Site: 9 day(s) ago
Rental Information
- Min. Lease: 8-12 Months
Interior
- Number of Rooms: 6
- Interior Features: Ceiling Fan(s), High Ceilings, Open Floorplan, Solid Surface Counters, Walk-In Closet(s), Window Treatments
- Appliances: Built-In Oven, Cooktop, Dishwasher, Disposal, Microwave, Refrigerator, Tankless Water Heater
- Furnishings: Unfurnished
- Flooring: Carpet, Ceramic Tile, Recycled/Composite Flooring
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 4
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: Electric Dryer Hookup
Additional Information
- Security/Safety: Smoke Detector(s)
Exterior
- Exterior Features: Other
- Deck/Patio: Covered, Front Porch, Porch
- Porch/Patio/Deck: Covered, Front Porch, Porch
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
- Parking Features: Alley Access, Driveway
Location
- Area: 34787 - Winter Garden/Oakland
- County: Orange
- Development Name: 34787 - Winter Garden/Oakland
- Subdivision: OAKLAND PARK
- Driving Directions: Merge onto W Colonial Dr 0.6 mi Turn left onto S Tubb St 0.3 mi Turn right onto E Oakland Ave 0.7 mi Turn right onto McKinnon Sq 472 ft Turn right onto Kylee Aly.
- Direction Faces: North
School Information
- Elementary School: Tildenville Elem
- Middle School: Lakeview Middle
- High School: West Orange High
Community
- Community Name: 34787 - Winter Garden/Oakland
- Association: Yes
- Assoc. Name: Leland Management - Edward Rios
- Pet Restrictions: To Be Verified
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Electric, Heat Pump
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: BB/HS Internet Available, Cable TV Available, Fire Hydrant, Sewer Connected, Sprinkler Meter, Street Lights
Structural Information
- Builder: David Weekly
- Exterior Const.: Block, Cement Siding, Wood Frame
- Roof: Shingle
- Windows: Double Pane Windows, Low-Emissivity Windows, Shutters, Window Treatments
- Stories/Levels: Two
- Square Feet: 2,831
- Sq. Ft. Source: Public Records
- Year Built: 2022
Lot Features
- Lot Size (Acres): 0.07
- Lot Size (Sq. Ft.): 3,039
- Lot Size: 3039
- Street/Road Desc.: Asphalt
Financial Considerations
- Association Fee: $1,203
- Assoc Fee Freq.: Quarterly
- Assoc Fee Desc.: Required
- Tax Amount: $9,637
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: OAKLAND PARK UNIT 5 101/73 LOT 435
- Flood Zone Info: X
- APN: 212227610004350
- Property ID: 212227610004350
Listed by Premier Sothebys Int'l Realty
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Schools
Schools serving 931 Kylee Aly
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Tildenville Elementary School 1221 Brick Road, Winter Garden, FL 34787 | PK-5 | 0.6 mi |
Lakeview Middle School 1200 West Bay Street, Winter Garden, FL 34787 | 6-8 | 1.1 mi |
West Orange High School 1625 Beulah Road, Winter Garden, FL 34787 | 9-12 | 3.1 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 931 Kylee Aly
Date
Details
Price
Change
Source
3/05/2026
Listed
$875,000
21.66%
MLS
6/14/2022
Sold
$719,200
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 931 Kylee Aly
Year
Property Taxes
Change
Tax Assessment
Change
2024
$9,162
—
$631,969
3%
2024
$9,162
4%
$614,158
3%
2023
$8,852
1456%
$596,270
1604%
2021
$569
-44%
$35,000
-65%
2022
$1,012
78%
$100,000
1043%
2021
$569
—
$8,750
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 931 Kylee Aly
931 Kylee Alley, Winter Garden, FL 34787 (MLS# O6387922) is a Single Family property with 4 bedrooms and 4 full bathrooms. 931 Kylee Alley is currently listed for $875,000 and was received on March 05, 2026. Want to learn more about 931 Kylee Alley? Do you have questions about finding other Single Family real estate for sale in Winter Garden? You can browse all Winter Garden real estate or contact a Coldwell Banker agent to request more information.

