944 Kylee Aly, Winter Garden, FL 34787
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Property image
FOR SALE
NEW - 2 DAYS AGO
3D VIEW

944 Kylee Aly
Winter Garden, FL 34787

  • 4 Beds
  • 4 Baths
  • 2,831 sqft

$779,900

Est. Mortgage $5,738/mo*
Get Pre-Qualified

$779,900

Est. Mortgage $5,738/mo*
Get Pre-Qualified
4 Beds
4 Baths
2,831 sqft
We estimate this home will sell faster than 82% nearby.

Local Information

  • Map ViewExplore the area around 944 Kylee Aly.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

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.
We estimate this home will sell faster than 82% nearby.

Home Highlights

Parking
2 Car Garage
Outdoor
Porch, Patio
View
No Info
HOA
$401/Monthly
Price/Sqft
$275
Listed
2 days ago

Home Details for 944 Kylee Aly

Interior Features

Interior Details
Number of Rooms: 14Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Primary Bathroom, Bathroom 2, Bathroom 3, Bathroom 4, Den, Dining Room, Kitchen, Laundry, Living Room, Loft
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 4
Dimensions and Layout
Living Area: 2831 Square Feet
Appliances & Utilities
Utilities: Cable Available, Electricity Connected, Natural Gas Connected, Public, Sewer Connected, Sprinkler Recycled, Street Lights, Water ConnectedAppliances: Oven, Cooktop, Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range Hood, Refrigerator, Tankless Water Heater, WasherDishwasherDisposalDryerLaundry: Gas Dryer Hookup,Inside,Laundry Room,Upper Level,Washer HookupMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
No FireplaceNo Spa
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Window: Window TreatmentsFlooring: Carpet, Tile, Vinyl
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoFloors: Carpet, Tile, Vinyl
View
No View
Security
Security: Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Covered, Front Porch, Patio, Side PorchFencing: OtherVegetation: Trees/LandscapedExterior: Irrigation System, Lighting, Sidewalk, Sprinkler MeteredFoundation: SlabNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Alley Access,Garage Door Opener,Garage Faces Rear
Frontage
Responsible for Road Maintenance: Public Maintained RoadRoad Surface Type: Paved, AsphaltNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 1Days on Market: 2

Property Information

Year Built
Year Built: 2022
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Block, Concrete, Stucco, Wood SidingNot a New ConstructionAttached To Another StructureNo Additional Parcels
Property Information
Parcel Number: 212227610004310

Price & Status

Price
List Price: $779,900Price Per Sqft: $275
Status Change & Dates
Possession Timing: Close Of Escrow

Active Status

MLS Status: Active

Media

Location

Direction & Address
City: WINTER GARDENCommunity: OAKLAND PARK
School Information
Elementary School: Tildenville ElemJr High / Middle School: Lakeview MiddleHigh School: West Orange High

Agent Information

Listing Agent
Listing ID: O6425976

Building

Building Area
Building Area: 3603 Square Feet

Community

Community Features: Clubhouse, Community Mailbox, Deed Restrictions, Dog Park, Golf Carts OK, Park, Playground, Pool, SidewalksNot Senior Community
Other
Playground

HOA

HOA Fee Includes: Community Pool, Maintenance Structure, Pool Maintenance, Recreational FacilitiesHOA Name: Erin LewisHOA Phone: 407-447-9955Association for this Listing: Orlando RegionalHas an HOAHOA Fee: $401/Monthly

Lot Information

Lot Area: 3420 sqft

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional, VA Loan

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: O6425976Showing Requirements: Appointment Only, ShowingTimeUniversal Property Id: US-12095-N-212227610004310-R-N

Additional Information

HOA Amenities: Clubhouse,Fence Restrictions,Playground,Pool
Last check for updates: about 3 hours ago
Listing Provided by: Erica Sadelfeld, (407) 427-0398
THE REAL ESTATE COLLECTION LLC, (407) 656-7814
Kimberly Beach Byerly, (407) 516-7780
THE REAL ESTATE COLLECTION LLC, (407) 656-7814
Originating MLS: Orlando Regional
Source: Stellar MLS, MLS#O6425976
Also Listed on Stellar MLS.
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511

Market trends in Winter Garden

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$588K
$4.17KMoM
Sale-to-List Price
98.4%
0.1%MoM
Price per sq ft
$251
$3MoM
Available listings
762
18MoM

Price History for 944 Kylee Aly

DatePriceEventSource
07/18/2026$779,900Listed For SaleStellar MLS #O6425976
07/28/2022$734,000Sold
N/A

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Property Tax and Assessment

Year2024
Tax$10,162
Assessment$637,034
Home facts updated by county records

Comparable Sales for 944 Kylee Aly

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
934 McKinnon Sq, Winter Garden, FL
0.04
Single-Family Home
$795,500
01/06/26
3
2.5
2,536
908 Tilden Oaks Trl, Winter Garden, FL
0.24
Single-Family Home
$915,000
08/15/25
4
3.5
2,683
936 Kylee Aly, Winter Garden, FL
0.01
Single-Family Home
$675,000
06/24/26
3
2.5
1,772
883 Tilden Oaks Trl, Winter Garden, FL
0.21
Single-Family Home
$1,075,000
04/30/26
4
3.5
2,811
873 Gayle Mill Dr, Winter Garden, FL
0.31
Single-Family Home
$905,000
01/21/26
4
3.5
2,677
855 Oakland Park Blvd, Winter Garden, FL
0.35
Single-Family Home
$875,000
03/26/26
4
2.5
2,553
912 Landrum Dr, Winter Garden, FL
0.23
Single-Family Home
$1,295,000
06/30/26
4
3
2,834
8 Winters Landing Dr, Oakland, FL
0.30
Single-Family Home
$850,000
05/27/26
4
3
2,850
862 Oakland Park Blvd, Winter Garden, FL
0.34
Single-Family Home
$915,000
11/26/25
4
2.5
3,095
1034 Huntspoint St, Winter Garden, FL
0.60
Single-Family Home
$770,000
11/03/25
4
3.5
2,219

Nearby homes

Get a sense of prices in the area by checking nearby homes.
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Assigned Schools

These are the assigned schools for 944 Kylee Aly.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Winter Garden

At least 511 Trulia users voted on each feature.

  • 92 % Say it's dog friendly

  • 88 % Say there are sidewalks

  • 86 % Say car is needed

  • 83 % Say parking is easy

  • 81 % Say there's holiday spirit

  • 78 % Say kids play outside

  • 76 % Say it's quiet

  • 75 % Say streets are well-lit

  • 74 % Say people would walk alone at night

  • 72 % Say yards are well-kept

  • 61 % Say they plan to stay for at least 5 years

  • 54 % Say neighbors are friendly

  • 54 % Say there's wildlife

  • 50 % Say it's walkable to grocery stores

  • 47 % Say it's walkable to restaurants

  • 43 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • jhp331
    "A rated schools and lots to do for families "
    0
    Flag
  • Trulia User
    "Its great to live this area we have market and restauran near us . We can walk when we want in our neighboorhood. We have parks schools near us …"
    0
    Flag
  • Amanda
    "Great safe area for all ages and diversity. Good schools, lots of shopping, dining, nearby and more coming."
    0
    Flag
  • Ypgs9v7hpd
    "It is a nice area and the schools are nice. It is good area to raise children away from the tourists area and the city ."
    0
    Flag
  • Ypgs9v7hpd
    "The only thing that is unique about this neighborhood is the people that are friendly and the kids get along great. The only downside of living here in Wintergarden is it’s not enough places to go out to eat and it is not enough places for kids to hang out or teenagers to hang out and the closest place for teenagers to hang out is at the Wintergarden Grove area where you have to take off the exit 9, which I think that’s a bit too far for them to hang out when they can remain closer, it would be better if they had a place to hang out within the neighborhood. Also, Price is over here for a living is very high so if you’re not making a decent amount of money, it is expensive even the apartments that are surrounding it. It’s expensive.."
    0
    Flag
  • Emilye Chasen
    "Downtown events occur all the time. Christmas, Halloween, 4th of July etc. Santa comes down my street"
    1
    Flag
  • Ypgs9v7hpd
    "I’ve living here for the last 3 yrs. It’s nice area, people are nice. It’s nice area to raise your family there."
    0
    Flag
  • Heather Kotyk
    "I work near the airport and the commute using the turnpike and I4 is about 25-30 minutes. Traffic is usually manageable and continuously is moving "
    0
    Flag
  • Erin
    "There are many families in the neighborhood, a great playground and an A rated school nearby. There’s also a grocery store and pharmacy conveniently within a mile. "
    0
    Flag
  • Maria Rojas
    "Great place to have a family, lots of parks and activities for kids. Amazing schools and the community is very united. Most communities have hoa "
    0
    Flag
  • Rosa Aguilar
    "There’s lots of places, activities, parks, trails to take kids. There’s also lots of churches with daycare and city programs for children to take part in."
    0
    Flag
  • Andres.toro
    "Mostly all good schools. A lot of parks (and a few others upcoming) and services are increasing in availability. "
    0
    Flag
  • Logan Mahalek
    "The historic area of downtown winter garden boasts local shops and restaurants and also hosts a farmers market every weekend. There is also plenty of name brands within 15 minutes "
    0
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  • Cfbranf3rd
    "I’m don’t have a commute, as I’m retired. I’m in Cypress Reserve, and Avalon Road can be a nightmare at school drop off/pick up times."
    0
    Flag
  • Kelly
    "Beautiful, safe & friendly area. Winter Garden is a great place to raise a family! This is a very active area with tons of activities. Lots of wildlife & opportunities to get in touch with nature. Big, beautiful Florida birds and animals all around. Great restaurants too! "
    0
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  • Geisha
    "In Winter Garden for the area's of Horizon West, Hamlin, Summerlake, Waterleight, The Grove is amazing is like living in a perfect community bubble completely recomend"
    0
    Flag
  • Catherine Law
    "There is a private lake side park and a bbq area. Dogs poop trash and bags available. Dogs need to be on leash all the time. No many houses are fenced. "
    0
    Flag
  • Vanessaasantini
    "Wonderful , Safe, beatiful, peaceful, very good, clean, good school, nice and bog city Close to supermarket, gas station "
    2
    Flag
  • Aj2636
    "Halloween costume parties for kids. Community Easter egg hunts. Santa Claus visits on a fire truck. Community watch parties for football games. A soccer field, tennis courts, pickleball courts and basketball courts that allow the neighborhood to enjoy each other’s company. During COVID, we had live music performances in the park."
    0
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  • Cara Conley
    "The area is established and offers. Great amenities within 15 minutes. Clean and safe and welcoming."
    1
    Flag
  • Isaac Peterson
    "Very friendly and helpful neighbors, and the schools are awesome. Very safe "
    2
    Flag
  • Aj2636
    "I’ve lived here for 11 years. It’s close to shopping. The neighborhood feels comfortable with homes far apart from each other. Nice lakes nearby that most neighborhoods have access to. Hospital close-by for emergencies."
    1
    Flag
  • Felton.amanda
    "I lived here for 10 years and just now moving this month. The neighborhood is safe not a lot of crime just a few thieves here and there that steal packages from ppls door steps occasionally."
    1
    Flag
  • Dismiki24
    "Lots of dogs in our neighborhood but many don’t pick up after their dogs. There is a dog park nearby "
    0
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  • Jason M.
    "We see people walk their dogs all the time. The neighborhood has dog stations for easy to dispose of waste. "
    0
    Flag
  • Megan E.
    "You will love it! Lots of dog owners and very kind. Lots of doggy poop bag stations as we all know! Great dog parks and trails to go on lovely long walks. "
    13
    Flag
  • Zimmiac
    "Everything is very nice ,and the persons are very nice ,very quite area and the schools are good also,parks and events as well very nice"
    0
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  • Lil D.
    "The people and shops are great. Love all the bike tails as well. Every Saturday they have the farmers market and quite enjoyable to go to and walk around. "
    0
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  • John D. H.
    "average, plenty of bus access, no major traffic issues. normal boring vanilla winter garden. lahdeedah"
    0
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  • Hollister M.
    "Lots of dogs. Most people are very polite about their dogs. People with cats do not keep them indoors and they roam the streets a lot. Most people pick up after their dogs and keep them on leashes."
    0
    Flag
  • Jim
    "It’s an amazing place to love. Doesn’t feel like living in Florida. I love living the country and still being close to Disney"
    6
    Flag
  • Cathy
    "Great it is safe and very homey the people are friendly and irs all clean. Very close to shopping places to eat and nice bars "
    5
    Flag
  • Jonathancrespo21
    "We have a neighborhood Facebook page open to everyone and we use this to communicate with each other regularly. We participate in food drives, raise money for special causes, and even sponsor dinners for our local police, firefighters, and nurses."
    0
    Flag
  • Chuckfink
    "Farmers market every Saturday. Monthly events downtown, car shows, Christmas party, local community theater. Things to do almost every week."
    0
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  • Valerie
    "Weekend Farmers Market. Beautiful downtown area. Older historic feeling. Very convenient with shops food and stores. Best city I've lived in since being here in Florida."
    0
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  • jay j
    "People love dogs. They are loving animals that make everyone happy when they see them. Most people now a days have dogs"
    0
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  • Nicola O.
    "Some neighbors don’t clean up after their pets or leave their pets on the balcony barking all night long, but there is a lot of open grass fields and dog stations all throughout. "
    0
    Flag
  • Candy H.
    "Winter Garden Farmer’s Market and shows going on at the Garden Theatre, along with more dog friendly mom and pop places."
    0
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  • Ryanm1995
    "They will love this neighborhood. Bright open space to walk around. We also have a lot of friendly dog in our neighborhood. "
    0
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LGBTQ Local Legal Protections

Erica Sadelfeld, THE REAL ESTATE COLLECTION LLC, (407) 656-7814
Agent Phone: (407) 427-0398
944 Kylee Aly, Winter Garden, FL 34787 is a 4 bedroom, 4 bathroom, 2,831 sqft single-family home built in 2022. This property is currently available for sale and was listed by Stellar MLS on Jul 18, 2026. The MLS # for this home is MLS# O6425976.