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Jamie Deihl
REALTOR®
(719) 468-9744
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1595 Shady Oak Drive, Kissimmee, FL 34744

$457,000
BEDS4 BATHS3 full SQUARE FEET2,116 MLS#S5144261
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1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744

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1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744
1595 Shady Oak Drive, Kissimmee, FL 34744

Property Description

**** $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 98x50 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) and the Septic drainfield(2020) were replaced. **** 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.

1595 Shady Oak Drive | MLS# S5144261

This single family home located at 1595 Shady Oak Drive, Kissimmee, FL 34744 is currently listed for sale with an asking price of $457,000. This property was built in 1981 and has 4 bedrooms and 3 full baths with 2116 sq. ft. Shady Oak Drive is located in the REGAL OAK SHORES subdivision. Search REGAL OAK SHORES real estate on jamiedeihl.watsonrealtycorp.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central Air
Garage: 2 car attached
Heating: Central, Electric
Lot Size: 0.34 Acres
Roof Type: Shingle
Stories: 2.0
Taxes: $4,757
Year Built: 1981
Square Feet: 2,116

Amenities

Ceiling Fans(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)
Lighting
Private Mailbox
Rain Gutters
Sliding Doors

Feature Descriptions

Appliances: Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Washer
Days on Site: 12
Directions: from OSCeola Realtors office - Partin Settlement road south, turn right onto Neptune Rd, turn left onto Kings Hwy, right onto Pine Island, left Harbor Blvd, Right onto Shady Oak Dr, home on the right
Exterior: Vinyl Siding, Frame
Fireplace: Living Room, Wood Burning
Fireplace Y/N: Yes
Flood Zone Code: X
Flooring: Carpet, Laminate
Foundation: Slab
Home Warranty Y/N: No
Listing Terms: Cash, Conventional, FHA
Lot Dimensions: 0.34
Ownership: Fee Simple
Parking: Driveway, Garage Door Opener, Off Street, RV Access/Parking
Parking Notes: Driveway, Garage Door Opener, Off Street, RV Access/P
Pets Allowed: Yes
Pets Restrictions: Buyer to check with Osceola county for any restrictions
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Security: Security System, Smoke Detector(s)
Sewer: Septic Tank
Showing Instructions: Lockbox - Other, ShowingTime
Special Sale Provisions: None
Utilities: BB/HS Internet Available, Cable Available, Electricity Connected, Phone Available, Water Connected
Water: Public
Water Access Y/N: No
Windows: Skylight(s)
Zoning: ORS1

Room Sizes

Living Room: 19x19
Primary Bedroom: 20x14
Dining Room: 12x11
Kitchen: 14.1x11
Bedroom 2: 14x12
Bedroom 3: 17x15
Bedroom 4: 22x13

Listed By / Shown By

Listed By

Agency Name: LPT REALTY, LLC
Agency Contact: 877-366-2213

Shown By

Agent Name: Jamie Deihl
Agent Phone: (719) 468-9744
Agency Title: Watson Realty Corp., REALTORS ®

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Estimated Payment

$ 2,733.43 per month $2,203.72 Principal & Interest $396.42 Property Tax $133.29 Homeowner's Insurance

Change Payment Information

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated 03/10/2026. The listing information on this page last changed on 03/10/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Tue 03/10/2026 12:42:09 AM EST) or GAMLS (last updated Mon 03/09/2026 11:14:58 PM EST) or Stellar MLS (last updated Tue 03/10/2026 12:29:11 AM EST) or SPC MLS (last updated Mon 03/09/2026 11:20:30 PM EST) or Martin MLS (last updated Mon 03/09/2026 11:38:19 PM EST) or Indian River MLS (last updated Mon 03/09/2026 11:30:27 PM EST) or Daytona MLS (last updated Mon 03/09/2026 11:36:51 PM EST) or Northeast Florida MLS (last updated Tue 03/10/2026 12:18:46 AM EST) or Beaches MLS (last updated Tue 03/10/2026 12:35:40 AM EST) or BORMLS (last updated Mon 03/09/2026 11:15:20 PM EST) or Golden Isles MLS (last updated Mon 03/09/2026 11:26:41 PM EST) or Amelia/Nassau MLS (last updated Mon 03/09/2026 11:25:21 PM EST) or Dixie Gilchrist Levy MLS (last updated Mon 03/09/2026 11:42:28 PM EST). Real estate listings held by brokerage firms other than Watson Realty Corp., REALTORS ® may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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