


$350,000
1444 Kenny CourtWinter Garden, FL 34787
Listing updated: October 21, 2026 at 6:55 AM ET
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
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
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
- Status: ActiveOct 16, 2026
- Listed$350,000Oct 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
Ask about this home
Have a question? Ask the broker directly.
Ryan Solberg answers personally — no call center, no spam. Your question goes straight to him.
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
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
| Room | Level | Dimensions |
|---|---|---|
| Kitchen | 18x12 | |
| Living Room | 12x18 | |
| Dining Room | 15x10 | |
| Primary Bedroom | 13x11 | |
| Primary Bathroom | 8x6 | |
| Bedroom 2 | 9x9 | |
| Bedroom 3 | 12x9 | |
| Bathroom 2 | 8x5 | |
| Laundry | 11x7 |
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-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.
More homes like this

$399,900
2137 Velvet Leaf Dr
Ocoee, FL 34761
3 bd · 3 ba · 1,958 sqft
Villages/Wesmere N
MLS ID #O6439982, NATIONAL REAL ESTATE.
Listing provided by Stellar MLS

$489,000
7517 Quail Run Ct
Orlando, FL 32819
3 bd · 3 ba · 1,623 sqft
Shadow Bay Spgs
MLS ID #O6440738, THE SIMON SIMAAN GROUP.
Listing provided by Stellar MLS

$379,000
1221 Priory Cir
Winter Garden, FL 34787
3 bd · 3 ba · 1,675 sqft
Stoneybrook West I
MLS ID #S5155802, AROD PARTNERS REALTY.
Listing provided by Stellar MLS

$423,900
474 Sandpiper Ridge Dr
Orlando, FL 32835
3 bd · 2 ba · 1,324 sqft
Westmoor Ph 04d
MLS ID #O6442976, COMPASS FLORIDA LLC.
Listing provided by Stellar MLS
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.
Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA