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$299,500 Just Listed

  • For Sale
  • Active
  • Single Family
  • 2 Beds
  • 2 Full Baths
  • 1,100 Sq. Ft.
  • Updated 2 hours ago
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If you've been searching for charm, character, and convenience, this is it. This fully updated bungalow exudes a cozy cottage feel with modern finishes throughout, creating the perfect blend of comfort and style. As soon as you walk in, you'll notice how open and airy the space feels, making it perfect for both everyday living and entertaining. This home truly has all the upgrades you can think of, including Corian countertops, a durable metal roof, a beautiful electric fireplace, a whole-home water filtration system, a well, and a septic tank that was flushed just two months ago. The windows have been upgraded to double pane windows. The roof and windows were replaced in 2019, and the A/C was replaced in 2026, offering added peace of mind. Situated on a quiet, established street, it provides a peaceful retreat while still being just minutes from Lake Nona, St. Cloud, Orlando International Airport, major highways, and the area's top attractions, plus it's conveniently located near Austin-Tindall Sports Complex. From the moment you pull into the paver driveway, you'll feel right at home.

Full Property Details for 2695 Holiday Woods Dr

General

  • Price: $299,500
  • Taxes: $1,429 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: S5147602
  • Updated: Today (4/16/2026)
  • Added to Site: Today

Rental Information

  • Min. Lease: 8-12 Months

Interior

  • Number of Rooms: 3
  • Interior Features: Solid Surface Counters, Thermostat
  • Fireplace: Yes
  • Fireplace(s): Electric
  • Appliances: Dishwasher, Dryer, Range, Refrigerator, Washer
  • Furnishings: Unfurnished
  • Flooring: Tile

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 2

Other Rooms

  • Laundry: Laundry Room

Exterior

  • Exterior Features: French Doors, Private Yard, Rain Gutters
  • Deck/Patio: Deck
  • Porch/Patio/Deck: Deck

Location

  • Area: 34744 - Kissimmee
  • County: Osceola
  • Development Name: 34744 - Kissimmee
  • Subdivision: HOLIDAY WOODS
  • Driving Directions: Turn left onto south Narcoossee Rd heading from St Cloud, turn left onto Boggy Creek Rd and a left onto Holiday Woods Dr with the home located on the left.
  • Direction Faces: North

Community

  • Community Name: 34744 - Kissimmee

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Electric

Utilities

  • Sewer: None, Septic Tank
  • Water: None
  • Utility Description: Electricity Connected, Water Connected

Structural Information

  • Architectural Info: Bungalow
  • Architectural Style: Bungalow
  • Exterior Const.: Vinyl Siding
  • Roof: Metal
  • Windows: Blinds
  • Stories/Levels: One
  • Square Feet: 1,100
  • Sq. Ft. Source: Appraiser
  • Year Built: 1981

Additional Structures

  • Other Structures: Shed(s)

Lot Features

  • Property View: Trees/Woods
  • Lot Size (Acres): 0.24
  • Lot Size (Sq. Ft.): 10,846
  • Lot Size: 10846
  • Frontage: Street One Way
  • Street/Road Desc.: Asphalt

Financial Considerations

  • Tax Amount: $1,429
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: HOLIDAY WOODS PB 2 PG 007 LOT 19
  • Flood Zone Info: X
  • APN: 112530344000010190
  • Property ID: 112530344000010190
  • Block/Lot/Section: 1

Listed by Century 21 Wolf's Crossing Realty

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Listing agent

— 2695 Holiday Woods Dr —

  • Century 21 Wolf's Crossing Realty

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 2695 Holiday Woods Dr

School District:Osceola County School District
NameGradesDistance
East Lake Elementary School, Kissimmee, FL
4001 Boggy Creek Road, Kissimmee, FL 34744
PK-50.4 mi
Tohopekaliga High School
3675 Boggy Creek Road, Kissimmee, FL 34744
9-120.7 mi
Narcoossee Middle School
2700 N Narcoossee Rd, St. Cloud, FL 34771
6-82.9 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 2695 Holiday Woods Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/16/2026
Listed
$299,500
198.6%
MLS
11/05/2019
Sold
$100,300
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 2695 Holiday Woods Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$1,429
9%
$92,579
3%
2024
$1,316
3%
$89,970
3%
2023
$1,281
9%
$87,350
6%
2021
$1,177
-2%
$82,336
-3%
2022
$1,201
2%
$84,806
4%
2021
$1,177
-30%
$81,200
2%
2019
$1,687
9%
$79,700
7%
2018
$1,546
—
$74,500
2%
2017
$1,551
-1%
$73,300
-1%
2016
$1,567
—
$73,900
2%
2015
$1,563
5%
$72,300
4%
2014
$1,491
2%
$69,700
2%
2013
$1,464
—
$68,100
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 2695 Holiday Woods Dr

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NMLS#: 1598647

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Listed by Century 21 Wolf's Crossing Realty

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2695 Holiday Woods Drive, Kissimmee, FL 34744 (MLS# S5147602) is a Single Family property with 2 bedrooms and 2 full bathrooms. 2695 Holiday Woods Drive is currently listed for $299,500 and was received on April 16, 2026. Want to learn more about 2695 Holiday Woods Drive? Do you have questions about finding other Single Family real estate for sale in Kissimmee? You can browse all Kissimmee real estate or contact a Coldwell Banker agent to request more information.

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