1444 Kenny Court, FL1444 Kenny Court, FL1444 Kenny Court, FL
Stellar MLS
1 / 29

$350,000

1444 Kenny CourtWinter Garden, FL 34787

Listing updated: October 21, 2026 at 6:55 AM ET

Active
Stellar MLSListing courtesy of Wemert Group Realty Llc · Jenny Wemert · MLS #O6448407 · Active · 407-743-8356
3
Beds
2
Baths
1,352
Sq Ft
0.23
Acres
1983
Built
◆$259/sqft
Single Family Residence

Property type

1983

Year built

9,880 sqft

Lot size

$259

Price / sq ft

No HOA

HOA dues

5

Days on market

X

Flood zone

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!

Estimated monthly payment

Principal & interest$1,770
Property taxes$350
Home insurance (est.)$160

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history5 days on market

  1. Status: Active
    Oct 16, 2026
  2. Listed$350,000
    Oct 16, 2026

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Active
Days on market
5
Subdivision
Kenny Court
County
Orange
Year built
1983
Living area
1,352 sq ft
Price/sq ft
$259
Building area
1,372 sq ft (Public Records)
Lot size
9,880 sq ft
Lot category
0 to less than 1/4
Flood zone
X (12095C0205H)
Annual taxes
$4,194 (2025)
Parcel #
24-22-27-4150-00-250
Zoning
R-4
MLS #
O6448407

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Interior Details

Bedrooms
3
Full bathrooms
2
Flooring
Luxury Vinyl, Tile
Appliances
Convection Oven, Dishwasher, Disposal, Microwave, Range, Refrigerator
Interior features
Ceiling Fans(s), Eat-in Kitchen, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Thermostat, Walk-In Closet(s), Window Treatments
Laundry
Laundry Room
Stories / Levels
One
Direction faces
East

Heating & Cooling

Heating
Electric
Cooling
Central Air

Parking

Garage spaces
0
Parking features
Driveway, On Street

HOA & Financial

Total monthly fees
None
Total annual fees
None
CDD
No
Min lease term
8-12 Months
Listing terms
Cash, Conventional, FHA, VA Loan
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
No
Additional lease restrictions
Buyer to verify leasing restrictions with city/county
Approval process
Buyer to verify any approval process with city/county

Exterior & Construction

Exterior features
Lighting, Sidewalk
Construction materials
Block, Concrete
Roof
Shingle
Foundation
Slab
Road surface
Asphalt, Paved

Utilities

Sewer
Public Sewer
Water source
Public
Utilities
Cable Available, Electricity Connected, Public, Sewer Connected, Water Connected

Community

Pets allowed
Yes

Schools

ElementaryMaxey ElemGreatSchools ↗
MiddleBLakeview MiddleGreatSchools ↗
High SchoolAWest Orange HighGreatSchools ↗

Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.

Room Details

RoomLevelDimensions
Kitchen18x12
Living Room12x18
Dining Room15x10
Primary Bedroom13x11
Primary Bathroom8x6
Bedroom 29x9
Bedroom 312x9
Bathroom 28x5
Laundry11x7

Listing Details

Listing date
2026-10-07
On market date
2026-10-16
Original list price
$350,000
Occupant type
Owner
MLS area
34787 - Winter Garden/Oakland
Listing AOR
Orlando Regional
Status changed
2026-10-16
Tax legal description
KENNY COURT 11/35 LOT 25

Flood risk

Minimal riskFEMA Zone XPanel 12095C0205H

Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

Directions

From FL-438 W, continue onto Plant St, turn left onto SW Crown Point Rd, turn left onto E Bay St, turn right onto Bethune Ave, turn left onto Kenny Ct, Home will be on the right.

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Listings courtesy of Stellar MLS as distributed by MLS GRID

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Based on information submitted to the MLS GRID as of October 21, 2026 at 6:55 AM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.

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