Date
Details
Price
Change
Source
6/03/2026
Listed
$375,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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$375,000 Just Listed
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Property Description
Welcome to 1255 Wispy Cypress Drive, a beautifully maintained 4 bedroom, 2.5 bathroom townhome with a 2-car garage located in the desirable Cypress Hammock community of Kissimmee. Built by Hanover Family Builders, this Allendale floor plan offers 1,918 square feet of living space with an open first-floor layout, spacious great room, dining area, covered rear lanai, and all bedrooms conveniently located upstairs. The kitchen features warm-tone finishes, quartz countertops, stainless steel appliances, a large island, and additional floor-to-ceiling cabinetry added in 2025 for extra storage and functionality. The home also includes thoughtful upgrades such as Hunter ceiling fans with LED lighting and remote controls in each bedroom and the living area, Ring security cameras at the entrance and patio, a remote-controlled garage door opener with digital keypad, Samsung refrigerator, Samsung washer and dryer, and blinds throughout the home. Cypress Hammock offers resort-style amenities including a community pool, playground, recreation areas, and wetland preserve views, while the location provides easy access to shopping, dining, major commuter routes, and Central Florida attractions including Disney Springs, Animal Kingdom, Hollywood Studios, EPCOT, and Magic Kingdom. With a spacious layout, modern finishes, added storage, community amenities, and a prime Kissimmee location, this townhome is move-in ready and offers the convenience of low-maintenance Florida living.
Full Property Details
Full Property Details for 1255 Wispy Cypress Dr
General
- Price: $375,000
- HOA FEE: $355/month
- Taxes: $4,397 (2025)
- Status: Active
- Type: Townhouse
- Source: MidFloridaRegionalMLS
- MLS ID: V4948931
- Updated: Today (6/3/2026)
- Added to Site: Today
Rental Information
- Min. Lease: 7 Months
Interior
- Number of Rooms: 7
- Interior Features: Ceiling Fan(s), Kitchen and Family Room Combination, Living Room/Dining Room Combo, Open Floorplan, PrimaryBedroom Upstairs, Walk-In Closet(s)
- Appliances: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
- Furnishings: Unfurnished
- Flooring: Carpet, Ceramic Tile
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 2
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: Inside
Additional Information
- Shared Amenities: Playground, Recreation Facilities
Exterior
- Exterior Features: Irrigation System, Sidewalk, Sliding Doors
- Deck/Patio: Rear Porch
- Porch/Patio/Deck: Rear Porch
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
Location
- Area: 34746 - Kissimmee (West of Town)
- County: Osceola
- Development Name: 34746 - Kissimmee (West of Town)
- Subdivision: CYPRESS HAMMOCK PH 1
- Driving Directions: From US-192 West Irlo Bronson Memorial Highway, turn south onto South Poinciana Boulevard and proceed approximately two and a half miles, then turn right onto Royal Point Avenue, make an immediate left onto Regal King Drive, turn left onto Conifer Cone Drive, and finally turn right onto Wispy Cypress Drive where the property will be located on the left.
- Direction Faces: Northwest
Community
- Community Name: 34746 - Kissimmee (West of Town)
- Community Features: Dock, Community Mailbox, Irrigation-Reclaimed Water, Park, Playground, Sidewalks
- Optional Amenities: Playground, Recreation Facilities
- Association: Yes
- Assoc. Name: Sentry Management
- Assoc. Fees Include: Community Pool, Maintenance Structure, Maintenance Grounds, Recreational Facilities
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central, Electric
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Electricity Connected, Sewer Connected, Water Connected
Structural Information
- Builder: Hanover Family Builders A.K.A. Risewell Home Build
- Exterior Const.: Block, Stucco, Wood Frame
- Roof: Shingle
- Common Walls: Corner Unit
- Windows: Double Pane Windows, Shades
- Stories/Levels: Two
- Square Feet: 1,918
- Sq. Ft. Source: Public Records
- Year Built: 2022
Lot Features
- Lot Size (Acres): 0.08
- Lot Size (Sq. Ft.): 3,485
- Lot Size: 3485
- Frontage: Street Paved
- Street/Road Desc.: Paved
Financial Considerations
- Association Fee: $355
- Assoc Fee Freq.: Monthly
- Assoc Fee Desc.: Required
- Tax Amount: $4,397.36
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: CYPRESS HAMMOCK PH 1 PB 30 PGS 67-73 LOT 399
- Flood Zone Info: X
- APN: 352528350300013990
- Property ID: 352528350300013990
Listed by Keller Williams Heritage Realty
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Listing agent
— 1255 Wispy Cypress Dr —
Keller Williams Heritage Realty
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Schools
Schools serving 1255 Wispy Cypress Dr
School District:Osceola County School District
| Name | Grades | Distance |
|---|---|---|
Poinciana High School 2300 South Poinciana Boulevard, Kissimmee, FL 34758 | 9-12 | 2.6 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 1255 Wispy Cypress Dr
Tax History
Tax History for 1255 Wispy Cypress Dr
Year
Property Taxes
Change
Tax Assessment
Change
2025
$4,397
1%
$318,900
-1%
2024
$4,348
-4%
$321,700
—
2023
$4,538
1492%
$320,600
1519%
2021
$285
-67%
$19,800
—
2022
$853
—
$19,800
—
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
Estimate the Cost for 1255 Wispy Cypress Dr
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1255 Wispy Cypress Drive, Kissimmee, FL 34746 (MLS# V4948931) is a Townhouse property with 4 bedrooms, 2 full bathrooms and 1 partial bathroom. 1255 Wispy Cypress Drive is currently listed for $375,000 and was received on June 03, 2026. Want to learn more about 1255 Wispy Cypress Drive? Do you have questions about finding other Townhouse real estate for sale in Kissimmee? You can browse all Kissimmee real estate or contact a Coldwell Banker agent to request more information.