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1595 SHADY OAK DRIVE Kissimmee, FL $ 479,000
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1595 SHADY OAK DRIVE
$ 479,000
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1595 SHADY OAK DRIVE

Kissimmee, FL, 34744
$ 479,000
Bedrooms4 Baths3.0 Sq 2,116

Monthly Estimate*

$ 2,949

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Single Family Home for sale in Kissimmee, FL

for $479,000 with 4 bedrooms and 3 full baths. This 2,116 square foot home was built in 1981 on a lot size of 0.35.

Welcome to Harbor Oaks! This is not your cookie-cutter, already dated new build. Come make this classic vintage country cottage your new home. In a highly sought-after part of Kissimmee, Harbor Oaks is the perfect neighborhood for long, quiet walks, bike riding down the shaded streets, or a quick ride downtown. 1595 Shady Oak Dr. features 2 stories, 4 bedrooms, 3 full bathrooms, a huge fireplace, an open kitchen with a giant island, air conditioned garage, and an amazing backyard. The flooring upstairs and downstairs is brand new, along with freshly painted walls, cabinets, bedrooms, and bathrooms. There is a great shed in the back yard, all appliances are included, and the roof is only 3 years old! The home has 2 brand new (2025) renovated bathrooms as well. Don’t buy a house where you can touch your neighbors out your window, or where everything is grey and white. This cozy cottage will be your oasis under a roof, no matter if you are in your golden years, have an overflowing family, or just starting out! We hope you love it here!

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Single Family Active

Price

$ 479,000

Bedrooms

4

Full Bath

3

Property Type

Single Family

Taxes

$ 4,757

Style

Single Family Residence

Lot Size

0.35

Year Built

1981

Town/City

Kissimmee

County/Region

Osceola

MLS | Web ID

TB8467744
Features
General
Sewer Septic Tank
Heating Central Electric
Cooling Central Air
Utilities BB/HS Internet Available Cable Available Electricity Connected Street Lights Underground Utilities Water Connected
Roof Shingle
Appliances Convection Oven Cooktop Dishwasher Disposal Dryer Electric Water Heater Exhaust Fan Freezer Ice Maker Microwave Refrigerator Washer
Zoning ORS1
Garage Spaces 2
Patio/Porch Features Covered Rear Porch Screened
Security Features Security System Security System Owned
Construction Materials Vinyl Siding Wood Frame
Year Built 1981
Levels Two
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
County Osceola
New Construction false
Property Type Residential
Attached Garage true
Subdivision Name REGAL OAK SHORES UNIT 6
Facing Direction South
Garage Y/N true
Other Structures Shed(s)
Total Rooms 11
Full Baths 3
Status Active
Directions Turn onto Shady Oak Drive pull in the roundabout driveway on either side.
City KISSIMMEE
Senior Community Y/N false
MLS Area 34744 - Kissimmee
Lot Size Units Square Feet
Lot Size Square Feet 15115
Carport Y/N false
Listing Terms Cash Conventional FHA VA Loan
Property Attached Y/N false
Land Lease Y/N false
Tax Annual Amount 4757.42
Home Warranty Y/N false
Additional Parcels Y/N false
Lease Considered Y/N false
Virtual Tour https://www.propertypanorama.com/instaview/stellar/TB8467744
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Vacant
Tax Lot 14
Legal Description REGAL OAK SHORES UNIT 6 PB 2 PG 251 LOT 14
Water Access Y/N false
Additional Rooms Attic
Water View Y/N false
Flood Zone Code X
DockY/N false
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Interior
Interior Amenities Ceiling Fan(s) Crown Molding Eating Space In Kitchen High Ceilings Skylight(s) Solid Surface Counters Thermostat Vaulted Ceiling(s) Walk-In Closet(s)
Flooring Laminate Tile
Furnished Y/N Unfurnished
Fireplace Features Living Room
Total Stories 2
Air Conditioning Y/N true
Heating Y/N true
Window Features Blinds
Fireplace Y/N true
Half Baths 0
Laundry Features In Garage
Total Bedrooms 4
Total Baths 3
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Exterior
Exterior Amenities Sliding Doors Storage
Vegetation Oak Trees
Parking Features Circular Driveway Driveway Garage Door Opener
Lot Features In County
Water Source Public
Lot Size Area 15115
Foundation Details Slab
Spa false
Building Area Total 2608
Lot Dimensions 100 x 149
Lot Size Acres 0.35
Road Surface Type Paved
Private Pool false
Waterfront Y/N false
Covered Spaces 2
Road Frontage Type Street Paved
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* Excluded Features
List By
Flat Fee Mls Realty

Broker

Team@flatfeemlsrealty.com

Email

Affordability Calculator

$3,346
Per Month
88%
12%
0%
Monthly Principal & Interest
$2,949
Monthly Property Taxes
$396
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4827338 Elementary School
4827337 Middle School
Unknown High School High School
See complete school information
Pricing History
DatePricePrice ChangeDescription
1/27/2026$479,000 Listed Price

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1595 SHADY OAK DRIVE, Kissimmee, FL, 34744 is a Single Family Home for sale at $479,000 with 2,116 sqft and a lot size of 0.35. 1595 SHADY OAK DRIVE has 4 bedrooms, 3.0 baths, and was built in 1981. The property's zip code is 34744 which is in Kissimmee, FL

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