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$779,900 Just Listed
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Property Description
Welcome to this exceptional 4-bedroom, 4-bath residence with a private office, expansive loft, and 2,831 square feet of beautifully designed living space in the highly sought-after McKinnon Square at Oakland Park, nestled within Winter Garden's coveted golf cart district. Perfectly positioned on a private corner end lot, this stunning home is complemented by a welcoming front porch and showcases timeless architecture, upscale designer finishes, and exceptional attention to detail. Step inside to discover soaring ceilings, abundant natural light, and beautiful white oak luxury vinyl plank flooring throughout the main living areas. A private office just off the foyer provides the ideal work-from-home space or flex room, while custom window treatments, plantation shutters, designer wallpaper, elegant accent walls, and custom built-ins create a warm yet sophisticated atmosphere. At the heart of the home, the gourmet chef's kitchen features custom cabinetry with upgraded hardware, quartz countertops, an oversized island with designer pendant lighting, a gas cooktop, custom vent hood, built-in wall oven, decorative tile backsplash, and abundant storage. The open-concept design flows effortlessly into the spacious family room, where custom built-ins create the perfect gathering space for entertaining or relaxing. The thoughtfully designed floor plan includes a private first-floor guest suite with a full bath, ideal for guests or multigenerational living. Upstairs, an expansive loft offers flexible living space perfect for a media room, game room, or second family room. The luxurious primary suite is privately situated away from the secondary bedrooms and offers tray ceilings, designer accent walls, a spacious walk-in closet, and a spa-inspired en-suite bath featuring dual quartz vanities, a soaking garden tub, and a separate walk-in shower. Two additional upstairs bedrooms each feature walk-in closets, with one offering its own private en-suite bath, while another full bath serves the remaining bedroom and loft. Even the laundry room has been elevated with designer wallpaper, quartz folding countertops, and an included washer and dryer. Outside, the private corner homesite enhances both curb appeal and privacy, offering additional green space and a peaceful setting to enjoy the Florida lifestyle. Living in Oakland Park means embracing one of Winter Garden's most desirable lifestyles. This award-winning, master-planned community of Oakland Park features tree-lined streets, scenic parks, resort-style pools, playgrounds, and miles of walking and biking trails, including direct access to the renowned West Orange Trail. Residents enjoy a true neighborhood atmosphere just a golf cart ride from Historic Downtown Winter Garden, where you'll find award-winning restaurants, boutique shopping, breweries, coffee shops, live entertainment, and the nationally recognized Winter Garden Farmers Market. With convenient access to Florida's Turnpike, SR-429, downtown Orlando, and Central Florida's world-famous attractions, this exceptional residence offers the perfect blend of luxury, convenience, community, and lifestyle.
Full Property Details
Full Property Details for 944 Kylee Aly
General
- Price: $779,900
- HOA FEE: $401/month
- HOA FEE FREQ.: Quarterly
- Taxes: $11,438 (2026)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6425976
- Updated: 7/18/2026
- Added to Site: 2 day(s) ago
Rental Information
- Min. Lease: 8-12 Months
Interior
- Number of Rooms: 14
- Interior Features: Built-in Features, Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Kitchen and Family Room Combination, Open Floorplan, PrimaryBedroom Upstairs, Solid Wood Cabinets, Stone Counters, Thermostat, Tray Ceiling(s), Walk-In Closet(s), Window Treatments
- Appliances: Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range Hood, Refrigerator, Tankless Water Heater, Washer
- Furnishings: Unfurnished
- Flooring: Carpet, Tile, Vinyl
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 4
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: Gas Dryer Hookup, Inside, Laundry Room, Upper Level, Washer Hookup
Additional Information
- Shared Amenities: Clubhouse, Fence Restrictions, Playground, Pool
- Security/Safety: Smoke Detector(s)
Exterior
- Exterior Features: Irrigation System, Lighting, Sidewalk, Sprinkler Metered
- Deck/Patio: Covered, Front Porch, Patio, Side Porch
- Porch/Patio/Deck: Covered, Front Porch, Patio, Side Porch
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
- Parking Features: Alley Access, Garage Door Opener, Garage Faces Rear
Location
- Area: 34787 - Winter Garden/Oakland
- County: Orange
- Development Name: 34787 - Winter Garden/Oakland
- Subdivision: OAKLAND PARK
- Driving Directions: Oakland Avenue to McKinnon Square, park along the street. Walk down the path in front of the houses in front of Kylee Ally. House is down on the end corner unit on your right.
- Direction Faces: South
School Information
- Elementary School: Tildenville Elem
- Middle School: Lakeview Middle
- High School: West Orange High
Community
- Community Name: 34787 - Winter Garden/Oakland
- Community Features: Clubhouse, Community Mailbox, Deed Restrictions, Dog Park, Golf Carts OK, Park, Playground, Pool, Sidewalks
- Optional Amenities: Clubhouse, Fence Restrictions, Playground, Pool
- Association: Yes
- Assoc. Name: Erin Lewis
- Assoc. Fees Include: Community Pool, Maintenance Structure, Pool Maintenance, Recreational Facilities
- Pet Restrictions: REFER TO HOA RULES & REGULATIONS
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Cable TV Available, Electricity Connected, Natural Gas Connected, Public, Sewer Connected, Sprinkler Recycled, Street Lights, Water Connected
Structural Information
- Exterior Const.: Block, Concrete, Stucco, Wood Siding
- Roof: Shingle
- Windows: Double Pane Windows, Drapes, Rods, Shutters, Window Treatments
- Stories/Levels: Two
- Square Feet: 2,831
- Sq. Ft. Source: Public Records
- Year Built: 2022
Lot Features
- Lot Size (Acres): 0.08
- Lot Size (Sq. Ft.): 3,420
- Lot Size: 3420
- Frontage: Street Paved
- Street/Road Desc.: Paved, Asphalt
- Fencing (Description): Other
Financial Considerations
- Association Fee: $1,203
- Assoc Fee Freq.: Quarterly
- Assoc Fee Desc.: Required
- Tax Amount: $11,438
- Tax Year: 2026
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: OAKLAND PARK UNIT 5 101/73 LOT 431
- Flood Zone Info: X
- APN: 212227610004310
- Property ID: 212227610004310
Listed by The Real Estate Collection Llc
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Schools
Schools serving 944 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 944 Kylee Aly
Date
Details
Price
Change
Source
7/18/2026
Listed
$779,900
-48.31%
MLS
3/15/2021
Sold
$1,508,885
—
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 944 Kylee Aly
Year
Property Taxes
Change
Tax Assessment
Change
2025
$11,439
—
$696,010
-1%
2025
$11,439
13%
$703,930
11%
2024
$10,162
7%
$637,034
7%
2023
$9,487
1567%
$596,270
1604%
2021
$569
-64%
$35,000
-65%
2022
$1,597
181%
$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 944 Kylee Aly
944 Kylee Aly, Winter Garden, FL 34787 (MLS# O6425976) is a Single Family property with 4 bedrooms and 4 full bathrooms. 944 Kylee Aly is currently listed for $779,900 and was received on July 18, 2026. Want to learn more about 944 Kylee Aly? 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.

