Home in 1595 Shady Oak Dr Kissimmee for sale with MLS# S5144261

• BRING THE BOAT! - $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.

📅 View days on the market

Days on the market

1595 Shady Oak Dr, Kissimmee, FL 34744

Price
Price:
$457,000.00
Original List Price:
$457,000.00
List Price per Sq Ft (Calculated, Approx.):
$215.97
Property Status and Type
Listing Type:
For Sale
Status:
Active
Listing Category:
Residential
Property Type:
Single Family House
MLS Number:
S5144261
Rooms Distribution
Bedrooms:
4
Bathrooms Total:
3
Full Bath:
3
Measures
Living Area:
2,116 Sqft
Built-Up Area:
2,934 Sqft
Lot Area:
14,810 Sqft
Building Area Source:
Public Records
Living Area Source:
Public Records
Lot Size Acres:
0.34
Property Features
Waterfront:
No
Security:
Smoke Detector(s), Security System
Furnished:
Unfurnished
Appliances:
Dryer, Dishwasher, Microwave, Washer, Electric Water Heater, Range
Interior:
High Ceilings, Walk-In Closet(s), Vaulted Ceiling(s), Ceiling Fans(s), Living Room/dining Room Combo, Open Floorplan, Stone Counters, Chair Rail, Primary Bedroom Main Floor
Exterior:
Lighting, Private Mailbox, Sliding Doors, Rain Gutters
Windows:
Skylight(s), Skylight(s)
Laundry:
In Garage, Washer Hookup, Electric Dryer Hookup
Fireplace
Fireplace:
Living Room, Wood Burning
Air Conditioning System:
Central Air
Heating System:
Central, Electric
Property Entrance Faces:
South
Road Responsibility:
Public Maintained Road
Construction
Year Built:
1981
Roof:
Shingle
Levels:
Two
Construction Materials:
Frame, Vinyl Siding
Flooring:
Carpet, Laminate
Foundation Details:
Slab
Flood Zone Code:
X
Taxes and Expenses
Tax Annual Amount:
$4,757.00
Tax Year:
2025
Parking
Garage
Garage Spaces:
2
Attached Garage
Parking Features:
Driveway, Garage Door Opener, Rv Access/parking, Off Street
Utilities
Sewer:
Septic Tank
Utilities Available:
Cable Available, Phone Available, Electricity Connected, Water Connected, Broadband/High Speed Internet Available
Water Source:
Public
Community
Minimum Lease Term:
1-7 Days
Pets Allowed?
Subdivision Name:
REGAL OAK SHORES UNIT 6
Senior Community:
No
Terms
Listing Terms Considered by Seller:
Cash, Conventional, FHA
Occupant Type:
Vacant
Buyer Possession:
Close Of Escrow
Lease Considered:
Yes
Zoning and Legal
Tax Legal Description:
REGAL OAK SHORES UNIT 6 PB 2 PG 251 LOT 14
Real Estate Folio Number (Parcel Number):
02-26-29-4794-0001-0140
Zoning:
ORS1
Title to the property is held by owner as:
Fee Simple
Listing History
Originally published on:
February 26, 2026 12:44 pm
Active on the market since:
February 26, 2026
Listing Agreement executed on:
February 21, 2026
Listing Status Last Changed On:
February 26, 2026 12:44 pm
Photos updated on:
April 2, 2026 2:14 pm
Last Modified:
April 13, 2026 10:09 pm
Additional Information
Courtesy of:
LPT REALTY, LLC
Attribution:
877-366-2213
Road Surface Type:
Paved
Location
Street Name:
SHADY OAK
Street Number:
1595
City:
KISSIMMEE
State:
Florida
Zip Code:
34744
County:
Osceola
Latitude:
N28° 15' 14.2''
Longitude:
W82° 37' 16.1''
Property Map

Neighborhood Stats

Source: U.S. Census Bureau, ACS 5-Year Estimates

Median Household Income $69,837
Median Home Value $326,700
Median Rent $1,426/mo
Median Age 37
Population 62,756

Want to schedule an in-person or virtual tour? Have questions?

Want to schedule an in-person or virtual tour? Have questions?
Schedule a Tour or Ask a Question


Mortgage Calculator

Please note: Monthly HOA / Condo Fees Not Included. The calculator shows the listing price as home value. Update all fields at your convenience.

Calculate Your Mortgage Payment

$.00
$.00
6.5
30

Taxes and Insurance

$.00
$.00
%

Financial Analysis

%

%

$

$

$

$

$
Ver la Propiedad Ver la propiedad 1595 Shady Oak Dr
Association of REALTORS®
Disclaimer: IDX listing information is presented by Rebonus Brokerage LLC for consumer informational purposes only. 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. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House information, if any, 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 or agent presenting the information. The data is deemed reliable but is not guaranteed by MLS GRID. Use of MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS and as amended from time to time. Some IDX listings have been excluded from this website. This page presents structured listing information sourced directly from the MLS via the RESO Web API feed. Rebonus prioritizes maximum field coverage and data completeness, displaying the most granular MLS-provided attributes available. Based on information submitted to MLS GRID as of April 13, 2026, 10:09 PM.