Welcome to this inviting 3-Bedroom, 2-Bath single-story home in a DESIRABLE LOCATION near Winter Garden, offering a spacious CORNER LOT, NO HOA and plenty of room to make the most of Florida living! - 1444 KENNY CT, WINTER GARDEN
The OPEN FLOOR PLAN allows the Living Room, Dining Room and Kitchen to flow together seamlessly. - 1444 KENNY CT, WINTER GARDEN
Inside, BEAUTIFUL LVP FLOORING and NEW LEVELOR BLINDS throughout, create a fresh, cohesive look. - 1444 KENNY CT, WINTER GARDEN
A window above the Kitchen sink brings in NATURAL LIGHT and provides a view of the backyard. - 1444 KENNY CT, WINTER GARDEN
A RECENTLY UPDATED TILE BACKSPLASH adds a stylish finishing touch, while STAINLESS STEEL APPLIANCES—including a GAS STOVE—make meal preparation a pleasure. - 1444 KENNY CT, WINTER GARDEN
The Kitchen offers plenty of SOLID WOOD WHITE CABINETRY, solid-surface countertops and a center island with breakfast bar seating. - 1444 KENNY CT, WINTER GARDEN
The Kitchen offers plenty of SOLID WOOD WHITE CABINETRY, solid-surface countertops and a center island with breakfast bar seating. - 1444 KENNY CT, WINTER GARDEN
The Kitchen island provides extra prep space and room for counter-height seating. - 1444 KENNY CT, WINTER GARDEN
NATURAL LIGHT fills the space, enhancing the bright and airy feel in the Dining Room. - 1444 KENNY CT, WINTER GARDEN
The Dining Room is a welcoming space for daily dining or special gatherings. - 1444 KENNY CT, WINTER GARDEN
The OPEN FLOOR PLAN allows the Living Room, Dining Room and Kitchen to flow together seamlessly. - 1444 KENNY CT, WINTER GARDEN
The Living Room provides a comfortable gathering space. - 1444 KENNY CT, WINTER GARDEN
The Living Room provides a comfortable gathering space. - 1444 KENNY CT, WINTER GARDEN
Down the hallway, you’ll find THREE BEDROOMS, each featuring a STYLISH CEILING FAN and WALK-IN CLOSET for comfortable living and convenient storage. Primary Bedroom - 1444 KENNY CT, WINTER GARDEN
The Primary Bedroom. - 1444 KENNY CT, WINTER GARDEN
The Primary Suite presents a private retreat with its own en suite Bath and walk-in closet. - 1444 KENNY CT, WINTER GARDEN
The Primary en suite is complete with a MODERN VANITY and TILED WALK-IN SHOWER. - 1444 KENNY CT, WINTER GARDEN
Perfectly sized, Bedroom 2 can easily serve as a guest bedroom or be transformed into an office or creative retreat. - 1444 KENNY CT, WINTER GARDEN
A SECOND FULL BATH with a modern vanity and tub/shower combination, is conveniently located near the additional Bedrooms. - 1444 KENNY CT, WINTER GARDEN
Bedroom 3 provides the ideal space for visitors or can be customized as a home office or hobby space. - 1444 KENNY CT, WINTER GARDEN
The Kitchen provides access to the backyard, where there's an OPPORTUNITY to create an outdoor space that reflects your own style. - 1444 KENNY CT, WINTER GARDEN
The Kitchen provides access to the backyard, where there's an OPPORTUNITY to create an outdoor space that reflects your own style. - 1444 KENNY CT, WINTER GARDEN
With its GENEROUS CORNER LOT, mature shade trees and NO HOA, there’s room to make this property your own. - 1444 KENNY CT, WINTER GARDEN
Set on NEARLY A QUARTER ACRE, the property features MATURE SHADE TREES, a large driveway with ample parking and a welcoming setting. - 1444 KENNY CT, WINTER GARDEN
Enjoy a GREAT LOCATION, just 2 miles from Winter Garden Village. - 1444 KENNY CT, WINTER GARDEN
Winter Garden Village - 1444 KENNY CT, WINTER GARDEN
Explore the shops and restaurants in the charming Winter Garden Village. - 1444 KENNY CT, WINTER GARDEN
With its thoughtful updates, GENEROUS LOT and convenient access to everything WINTER GARDEN has to offer, this home is FULL OF POTENTIAL and ready for its next chapter. - 1444 KENNY CT, WINTER GARDEN
Welcome Home! - 1444 KENNY CT, WINTER GARDEN
29 photos

$350,000

1444 KENNY CT
WINTER GARDEN, FL 34787
Listed by Jenny Wemert · WEMERT GROUP REALTY LLC
Bedrooms
3
Bathrooms
2
Living area
1,352 sqft
Year built
1983

About this home

Welcome to this inviting 3-Bedroom, 2-Bath single-story home in a DESIRABLE LOCATION near Winter Garden, offering a spacious CORNER LOT, NO HOA and plenty of room to make the most of Florida living! Set on NEARLY A QUARTER ACRE, the property features MATURE SHADE TREES, a large driveway with ample parking and a welcoming setting. Inside, BEAUTIFUL LVP FLOORING and NEW LEVELOR BLINDS throughout, create a fresh, cohesive look, while NEW AC (2026) and a ROOF REPLACED IN 2022 add peace of mind. The OPEN FLOOR PLAN allows the Living Room, Dining Room and Kitchen to flow together seamlessly, creating a comfortable setting, while NATURAL LIGHT fills the space, enhancing the bright and airy feel. The Kitchen offers plenty of SOLID WOOD WHITE CABINETRY, solid-surface countertops and a center island with breakfast bar seating. A RECENTLY UPDATED TILE BACKSPLASH adds a stylish finishing touch, while STAINLESS STEEL APPLIANCES—including a GAS STOVE—make meal preparation a pleasure. A window above the sink brings in NATURAL LIGHT and provides a view of the backyard, and a CONVENIENT LAUNDRY ROOM is located just off the Kitchen. Down the hallway, you’ll find THREE BEDROOMS, each featuring a STYLISH CEILING FAN and WALK-IN CLOSET for comfortable living and convenient storage. The Primary Suite presents a private retreat with its own en suite Bath, complete with a MODERN VANITY AND TILED WALK-IN SHOWER. A SECOND FULL BATH with a modern vanity and tub/shower combination, is conveniently located near the additional Bedrooms.The Kitchen provides access to the backyard, where there's an OPPORTUNITY to create an outdoor space that reflects your own style, whether you envision a GARDEN, entertaining area or a place to relax under the Florida sunshine. With its GENEROUS CORNER LOT, mature shade trees and NO HOA, there’s room to make this property your own. Enjoy a GREAT LOCATION, just 2 miles from the charm and character of HISTORIC DOWNTOWN WINTER GARDEN, where you can explore local shops and restaurants, browse the popular PLANT STREET MARKET, visit the SATURDAY FARMERS MARKET or catch a show at the GARDEN THEATRE. Outdoor enthusiasts will appreciate the nearby WEST ORANGE TRAIL, ideal for biking, jogging and leisurely strolls, and with CONVENIENT ACCESS to Florida's Turnpike and SR-429, you can easily reach Orlando’s WORLD-FAMOUS THEME PARKS. Families will appreciate the nearby GREAT SCHOOLS including, A-RATED William Maxey Elementary and West Orange High School, adding to the appeal. With its thoughtful updates, GENEROUS LOT and convenient access to everything WINTER GARDEN has to offer, this home is FULL OF POTENTIAL and ready for its next chapter. Call and schedule your private tour today!

Property details

MLS
Stellar MLS
MLS #
MFRO6448407
Property type
Single Family Residence
Subdivision
KENNY COURT
Status
Active
Days on market
N/A
On market date
October 16, 2026
Stories
N/A
Total bathrooms
2
Garage spaces
N/A
Parking spaces
N/A
Lot size
0.23 acres
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

Elementary
WILLIAM S MAXEY ELEMENTARY
0.85 mi away · Grades -1-5
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
423
Student:teacher ratio
14.6:1
District
ORANGE
Middle
OCOEE MIDDLE
1.28 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,240
Student:teacher ratio
20.0:1
District
ORANGE
High
ORANGE TECHNICAL COLLEGE WESTSIDE CAMPUS
0.56 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
0
Student:teacher ratio
0.0:1
District
ORANGE

Walkability

Blended score for WINTER GARDEN's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

74
Walkable
out of 100
EPA National Walkability Index
11.2 / 20 -- Above average walkable
Google Places amenity density
100 / 100
Restaurants & cafes20
Grocery stores6
Parks3
Schools9
Transit stops20
Pharmacies2

Market position

How this listing compares to current activity in WINTER GARDEN, from live MLS data.

On the market 0 days -- 76 fewer days than WINTER GARDEN's current average of 76 days.
For reference, the median list price across 1,095 active listings in WINTER GARDEN right now is $495,090.

Mortgage calculator

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Est. monthly payment
$2,258/mo
$70,000 down
$280,000 loan
Principal & interest$1,816
Property tax (est.)$292
Home insurance (est.)$150

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Data source: Listing information provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last updated 23 hr ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.