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1595 SHADY OAK DRIVE
KISSIMMEE, FL, 34744
$457,000
4 Beds
3 Baths
2,116 SqFt
0.34 Acres
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MLS #S5144261 image #0
**** BRING THE BOAT! – Seller to pay $5000 credit to Buyer’s closing costs with a Full Price Offer. No HOA! ****

Such a Cute Charming Country-style home with 4 Bedrooms, 3 Full Bathrooms, a large yard and oversized circular driveway offering plenty of room for up to 7 vehicles and all of your Recreational Toys! – Boat, Jet skis, trailers and RV ****
From the moment you enter the Home, you’re greeted by soaring Vaulted Ceilings with Exposed Wood Beams, a wooden Staircase & Catwalk Railing, and a traditional Brick Wood-Burning Fireplace that creates a warm, welcoming feel to YOUR NEW HOME! Waterproof laminate wood flooring flows seamlessly throughout the entire first floor, continues up the staircase, and into the Second Primary Bedroom, creating a cohesive and stylish look. ****
The Open Floorplan is designed for both everyday living and entertaining. The Kitchen is truly the Heart of the Home featuring the 98”x50” Butcher-block Island, Granite Countertops, Stainless Steel Appliances and large windows overlooking the Lanai & Backyard.

Dark blue Ship-lap lines the walls in the Dining Area surrounding the Sliding glass doors that lead to the expansive screened lanai measuring 11’7” x 29’7”. Outside of the lanai is the oversized back yard, blending indoor and outdoor living beautifully, allowing you to enjoy the oversized backyard complete with a storage shed and plenty of room for a cookout, gardening, kickball or game of catch. ****
The Primary Suite is a stylish retreat featuring decorative wall trim, ceiling fan and a sliding Barn Door that leads to the beautifully designed ensuite bathroom with unique tile flooring, a dual-sink vanity, Walk-in Closet and a grand tiled walk-in shower enhanced by a skylight for natural light. ****
Adding to this home’s charm, the Living Room has a delightful, little window alcove, perfect for enjoying your morning coffee or curling up with a good book in the middle of the afternoon. Marble windowsills adorn the other windows in the home. You will also find on the first floor a second Bedroom and renovated Hall bathroom with a walk-in tiled shower and a door providing convenient access to the lanai.
Upstairs, a second Primary Bedroom features a vaulted ceiling with Wood Beams as well as its own modernized Ensuite Bathroom complete with decorative beadboard, a stylish Vanity, and a Skylight—an ideal private space for In laws or Guests. ****
The air-conditioned Garage (with its own split A/C) adds versatility for a Workshop, Gym, or climate-controlled Storage. To add to your peace of mind, the Roof(approx. 2021), A/C(2017) were replaced. The Shed in the backyard is included ****
The Fish Camp is less than a mile and Kissimmee’s Lakefront Marina and Boat Ramp on Lake Toho, is just 5 miles down the road. For those that love to play Tourist – it is short drive to Disney, Universal’s Epic Universe, Sea World, the Orlando Area Attractions and the East Coast Beaches.

Property Details

Price:
$457,000
MLS #:
S5144261
Status:
Active
Beds:
4
Baths:
3
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
REGAL OAK SHORES UNIT 6
Neighborhood:
34744kissimmee
Listed Date:
Feb 26, 2026
Finished Sq Ft:
2,116
Total Sq Ft:
2,934
Lot Size:
14,810 sqft / 0.34 acres (approx)
Year Built:
1981
Primary Bedroom Main Floor34744 – Kissimmee34744kissimmeeRegal Oak Shores Unit 6Buyer To Check With Osceola County For Any Leasing Instructions & License Requirements1-7 DaysPets Allowed

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Schools

Interior

Appliances
Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Washer
Bathrooms
3 Full Bathrooms
Cooling
Central Air
Flooring
Carpet, Laminate
Heating
Central, Electric
Interior Features
Ceiling Fan(s), Chair Rail, High Ceilings, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Skylight(s), Stone Counters, Vaulted Ceiling(s), Walk-In Closet(s)
Laundry Features
Electric Dryer Hookup, In Garage, Washer Hookup
Levels
Two

Exterior

Attached Garage YN
1
Construction Materials
Vinyl Siding, Wood Frame
Covered Spaces
2
Direction Faces
South
Exterior Features
Lighting, Private Mailbox, Rain Gutters, Sliding Doors
Garage Spaces
2
Open Parking YN
1
Parking Features
Driveway, Garage Door Opener, Off Street, RV Parking
Roof
Shingle
Security Features
Security System, Smoke Detector(s)

Financial

Tax Year
2025
Taxes
$4,757

Map

Community

Subdivisions in KISSIMMEE

Market Summary

Current real estate data for Single Family in KISSIMMEE as of Apr 23, 2026
2,400
Single Family Listed
156
Avg DOM
220
Avg $ / SqFt
$479,160
Avg List Price

Property Summary

    Located in the REGAL OAK SHORES UNIT 6 subdivision, 1595 SHADY OAK DRIVE KISSIMMEE FL is a Single Family for sale in KISSIMMEE, FL, 34744. It is listed for $457,000 and features 4 beds, 3 baths, and has approximately 2,116 square feet of living space, and was originally constructed in 1981. The current price per square foot is $216. The average price per square foot for Single Family listings in KISSIMMEE is $220. The average listing price for Single Family in KISSIMMEE is $479,160. To schedule a showing of MLS#s5144261 at 1595 SHADY OAK DRIVE in KISSIMMEE, FL, contact your Preferred Real Estate Brokers agent at 4076987254.

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