1595 SHADY OAK DR, KISSIMMEE, FL 34744
$414,900 Was $424,900
Beds: 4
Baths: 3 Full
Sq. Ft.: 2,116 Sq. Ft.
Year Built: 1981
Lot Size: 0.34 Acres
Garage: 2
Pool: No
DOM: 56

Property Overview
Status: Closed
Property Type: Residential
MLS #: 2209f5f1c72963c232ecc08a75db85eb
Subdivision: REGAL OAK SHORES UNIT 6
County: Osceola
HOA Fee: N/A
Year Built: 1981
Construction: Brick, Vinyl Siding, Wood Frame
Foundation: Slab
Roof: Shingle
Cooling: Central Air, Mini-Split Unit(s)
Heating: Central, Electric
Sewer: Septic Tank
Water Source: Public
Zoning: ORS1
Tax Amount: $1,910.00 (2023)
Date Sold: Aug 13, 2024
Sold Price: $405,000
Listed On: May 16, 2024
Description
One or more photo(s) has been virtually staged. Nestled in one of the most desirable custom home neighborhoods in Kissimmee/St. Cloud, this rare 4-bedroom residence blends charm, comfort, and longevity. Surrounded by mature oaks on expansive lots, this home features two master suites—one upstairs and one downstairs—perfect for multigenerational living. The walls of this house have witnessed countless family milestones and celebrations, and are ready to embrace the new memories you will create. Recent updates ensure peace of mind: the roof was replaced three years ago, the drainfield was redone four years ago, and the home was fully replumbed with PEX piping in 2011. A transferable termite bond adds an extra layer of security for the new homeowners. The backyard is a private paradise, boasting exotic fruit trees that provide a serene retreat. Located off the desirable King’s Highway, this home offers tranquility with easy access to vibrant downtown Kissimmee, the Brightway highspeed rail, and scenic Lake Toho on the Kissimmee Chain of Lakes. Whether hosting large family gatherings or enjoying a quiet morning amidst the lush backyard, this home is ready to be the backdrop for a lifetime of happiness. Embrace the chance to be part of this exclusive community.
Exterior Features
Sliding Doors
Directions
From downtown Kissimmee take Neptune Road to Kings Hwy and turn right, go to Pine Island Road and turn right, then left onto Harbor Blvd, and right on Shady Oak Drive. Home will be 2nd house on right.
School Information
Elementary: N/A
Middle: N/A
High: N/A
Location
Get Directions View on Google MapsMortgage Estimator
*Estimate includes Principal & Interest (P&I) only. It does not include taxes, insurance, HOA fees, or PMI. Rates and payments may vary. Consult a lender for accurate figures.
Listing Information
Provided Courtesy of:
KEYSTONE RESIDENTIAL GROUP LLC
Listing Agent: Lisa Bertossa
Information is deemed reliable but not guaranteed. Information provided is 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.
Data last updated: August 4, 2025, 8:30 am UTC
MLS Source: Stellar MLS Copyright © 2025
Similar Active Listings Nearby

248 MIRAMAR, DAVENPORT
REGAL PALMS AT HIGHLAND RESERVE
4 Beds / 3 Baths
1,856 Sq. Ft.
Courtesy of ELITE REALTY, LLC

2720 BUSHMAN, KISSIMMEE
REGAL OAKS AT OLD TOWN
4 Beds / 3 Baths
1,852 Sq. Ft.
Courtesy of BETTER HOMES & GARDENS LIFESTYLES REALTY

343 GRAND ROYAL, WINTER GARDEN
REGAL POINTE
4 Beds / 2 Baths
2,260 Sq. Ft.
Courtesy of RE/MAX PRIME PROPERTIES
Similar Recently Sold Listings Nearby

1760 CHERYL, KISSIMMEE
REGAL OAK SHORES UNIT 8
3 Beds / 2 Baths
2,336 Sq. Ft.
Courtesy of BHHS RESULTS REALTY

2701 IMPALA, KISSIMMEE
REGAL OAKS AT OLD TOWN
4 Beds / 3 Baths
1,852 Sq. Ft.
Courtesy of KYLIN REALTY LLC

1595 SHADY OAK DR, KISSIMMEE
REGAL OAK SHORES UNIT 6
4 Beds / 3 Baths
2,116 Sq. Ft.
Courtesy of KEYSTONE RESIDENTIAL GROUP LLC