1595 SHADY OAK DRIVE, KISSIMMEE, FL 34744
Home value
$434,800
$400,000 - $470,000
$2,735/mo
Owner options
$2,735/mo
Rent Zestimate®
Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.
$2,735/mo
Rent Zestimate®
$2,906/mo
Est. payment
Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.
$2,906/mo
Est. payment
Explore your selling options
Work with a Zillow partner agent
Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.
Get startedList with your own agent
Get your home in front of millions of buyers by listing it on Zillow.
Learn how to do itSell it yourself
Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).
List your homeWhat's special
Zillow last checked:
Listing updated:
Tricia Jenkins 407-791-8679,
LPT REALTY, LLC 877-366-2213
Luis Prado, Jr, 3342435
LA ROSA REALTY LLC

Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 3
Primary bedroom
- Features: Ceiling Fan(s), En Suite Bathroom, Walk-In Closet(s)
- Level: First
- Area: 280 Square Feet
- Dimensions: 20x14
Bedroom 2
- Features: Built-in Closet
- Level: First
- Area: 168 Square Feet
- Dimensions: 14x12
Bedroom 3
- Features: En Suite Bathroom, Shower No Tub, Walk-In Closet(s)
- Level: Second
- Area: 255 Square Feet
- Dimensions: 17x15
Bedroom 4
- Features: Built-in Closet
- Level: Second
- Area: 286 Square Feet
- Dimensions: 22x13
Dining room
- Level: First
- Area: 132 Square Feet
- Dimensions: 12x11
Kitchen
- Features: Granite Counters, Kitchen Island, Pantry
- Level: First
- Area: 155.1 Square Feet
- Dimensions: 14.1x11
Living room
- Features: Ceiling Fan(s), Other
- Level: First
- Area: 361 Square Feet
- Dimensions: 19x19
Heating
- Central, Electric
Cooling
- Central Air
Appliances
- Included: Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Washer
- Laundry: Electric Dryer Hookup, In Garage, Washer Hookup
Features
- Ceiling Fan(s), Chair Rail, High Ceilings, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Stone Counters, Vaulted Ceiling(s), Walk-In Closet(s)
- Flooring: Carpet, Laminate
- Doors: Sliding Doors
- Windows: Skylight(s)
- Has fireplace: Yes
- Fireplace features: Living Room, Wood Burning
Interior area
- Total structure area: 2,934
- Total interior livable area: 2,116 sqft
Property
Parking
- Total spaces: 2
- Parking features: Driveway, Garage Door Opener, Off Street, RV Access/Parking
- Attached garage spaces: 2
- Has uncovered spaces: Yes
Features
- Levels: Two
- Stories: 2
- Exterior features: Lighting, Private Mailbox, Rain Gutters
Lot
- Size: 0.34 Acres
Details
- Parcel number: 022629479400010140
- Zoning: ORS1
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Vinyl Siding, Wood Frame
- Foundation: Slab
- Roof: Shingle
Condition
- New construction: No
- Year built: 1981
Utilities & green energy
- Sewer: Septic Tank
- Water: Public
- Utilities for property: BB/HS Internet Available, Cable Available, Electricity Connected, Phone Available, Water Connected
Community & HOA
Community
- Security: Security System, Smoke Detector(s)
- Pet fee: $0 monthly
- Subdivision: REGAL OAK SHORES UNIT 6
HOA
- Has HOA: No
Location
- Region: Kissimmee
Financial & listing details
- Price per square foot: $206/sqft
- Tax assessed value: $332,800
- Annual tax amount: $4,757
- Date on market: 2/26/2026
- Cumulative days on market: 130 days
- Listing terms: Cash,Conventional,FHA
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Paved
Price history
| Date | Event | Price |
|---|---|---|
| 7/1/2026 | Sold | $435,000-3.3%$206/sqft |
Source: | ||
| 6/15/2026 | Pending sale | $450,000$213/sqft |
Source: | ||
| 5/1/2026 | Price change | $450,000-1.5%$213/sqft |
Source: | ||
| 2/26/2026 | Listed for sale | $457,000-1.5%$216/sqft |
Source: | ||
| 2/17/2026 | Listing removed | $464,000$219/sqft |
Source: | ||
| 2/12/2026 | Price change | $464,000-3.1%$219/sqft |
Source: | ||
| 1/27/2026 | Listed for sale | $479,000+18.3%$226/sqft |
Source: | ||
| 8/13/2024 | Sold | $405,000-2.4%$191/sqft |
Source: | ||
| 7/12/2024 | Pending sale | $414,900$196/sqft |
Source: | ||
| 6/22/2024 | Price change | $414,900-2.4%$196/sqft |
Source: | ||
| 5/29/2024 | Price change | $424,900-2.3%$201/sqft |
Source: | ||
| 5/17/2024 | Listed for sale | $434,900+222.1%$206/sqft |
Source: | ||
| 12/10/1999 | Sold | $135,000+14.9%$64/sqft |
Source: Public Record Report a problem | ||
| 6/5/1996 | Sold | $117,500$56/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $4,757 +142.8% | $332,800 +8.1% |
| 2024 | $1,959 +2.6% | $307,900 +8.1% |
| 2023 | $1,910 +2% | $284,900 +21.9% |
| 2022 | $1,873 +1.3% | $233,700 +9.8% |
| 2021 | $1,849 +2.6% | $212,800 +8.8% |
| 2020 | $1,802 +2.2% | $195,500 +5.2% |
| 2019 | $1,764 | $185,800 +51.6% |
| 2018 | $1,764 +5.7% | $122,549 +2.1% |
| 2017 | $1,670 +0.5% | $120,029 +2.1% |
| 2016 | $1,661 +1.7% | $117,561 +0.7% |
| 2015 | $1,634 +1.8% | $116,744 +0.8% |
| 2014 | $1,605 | $115,818 +1.5% |
| 2013 | -- | $114,107 +1.7% |
| 2012 | -- | $112,200 -13.9% |
| 2011 | -- | $130,300 -5.3% |
| 2010 | -- | $137,600 -18.5% |
| 2009 | -- | $168,800 -32.2% |
| 2008 | -- | $249,100 -3.1% |
| 2007 | -- | $257,200 +16% |
| 2006 | -- | $221,700 +27.8% |
| 2005 | -- | $173,500 +19.6% |
| 2004 | -- | $145,100 |
| 2003 | -- | $145,100 +8.7% |
| 2002 | $1,770 -16.8% | $133,454 +2.3% |
| 2001 | $2,129 +5.8% | $130,490 +8.1% |
| 2000 | $2,012 | $120,672 |
Neighborhood: 34744
Nearby homes
- $505,5003 bd2 ba2.7k sqft1581 Shady Oak Dr, Kissimmee, FL 34744Off Market
- $506,1003 bd3 ba3.3k sqft1601 Shady Oak Dr, Kissimmee, FL 34744Off Market

- $553,3003 bd2 ba2.6k sqft1596 Compass Ct, Kissimmee, FL 34744Off Market

- $545,3004 bd3 ba3.2k sqft1592 Compass Ct, Kissimmee, FL 34744Off Market
- $405,3004 bd3 ba1.9k sqft1598 Compass Ct, Kissimmee, FL 34744Off Market
- $417,2003 bd2 ba1.9k sqft1579 Shady Oak Dr, Kissimmee, FL 34744Off Market
- $389,0003 bd2 ba1.9k sqft1592 Shady Oak Dr, Kissimmee, FL 34744Off Market
- $450,8003 bd2 ba2.4k sqft1611 Shady Oak Dr, Kissimmee, FL 34744Off Market
Nearby schools
GreatSchools rating
- 4/10Partin Settlement Elementary SchoolGrades: PK-5Distance: 3.5 mi
- 7/10Neptune Middle SchoolGrades: 6-8Distance: 2.7 mi
- 4/10Osceola High SchoolGrades: 9-12Distance: 3.7 mi
Get a cash offer in 3 minutes
Get a cash offer in 3 minutes
- Florida
- Osceola County
- Kissimmee
- 34744
- 1595 SHADY OAK DRIVE