$375,000
1255 Wispy Cypress Drive
Kissimmee, FL 34746
Listing updated: June 4, 2026 at 6:53 AM ET
Property type
Year built
Lot size
Price / sq ft
HOA dues
Day on market
Garage spaces
Flood zone
About this home
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.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history1 days on market
- Status: ActiveJun 3, 2026
- Listed$375,000Jun 3, 2026
- Price increased$375,000
Facts & features
- Property type
- Residential
- Sub type
- Townhouse
- Status
- Active
- Days on market
- 1
- Subdivision
- Cypress Hammock Ph 1
- County
- Osceola
- Year built
- 2022
- Living area
- 1,918 sq ft
- Price/sq ft
- $196
- Building area
- 2,427 sq ft (Public Records)
- Lot size
- 3,485 sq ft
- Lot category
- 0 to less than 1/4
- Flood zone
- X (12097C0065G)
- Garage
- 2 spaces
- Annual taxes
- $4,397 (2025)
- Parcel #
- 35-25-28-3503-0001-3990
- Zoning
- PUD
- MLS #
- V4948931
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Interior Details
- Bedrooms
- 4
- Full bathrooms
- 2
- Half bathrooms
- 1
- Flooring
- Carpet, Ceramic Tile
- Appliances
- Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
- Interior features
- Ceiling Fans(s), Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, PrimaryBedroom Upstairs, Walk-In Closet(s)
- Laundry
- Inside
- Stories / Levels
- Two
- Direction faces
- Northwest
Heating & Cooling
- Heating
- Central, Electric
- Cooling
- Central Air
Parking
- Garage spaces
- 2
- Attached garage
- Yes
HOA & Financial
- HOA fee
- $355 / Monthly
- Monthly HOA
- $355/mo
- Total monthly fees
- $355/mo
- Total annual fees
- $4,262
- HOA name
- Sentry Management
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- 7 Months
- Listing terms
- Cash, Conventional, FHA, VA Loan
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- Yes
- Additional lease restrictions
- Buyer and buyer agent to verify leasing restrictions with local municipalities and HOA.
- Approval process
- Buyer and buyer agent to verify leasing restrictions with local municipalities and HOA.
Exterior & Construction
- Exterior features
- Sidewalk, Sliding Doors
- Construction materials
- Block, Stucco, Frame
- Roof
- Shingle
- Foundation
- Slab
- Road surface
- Paved
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- Electricity Connected, Sewer Connected, Water Connected
Community
- Pets allowed
- Yes
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Kitchen | First | 16.5x10.5 |
| Living Room | First | 16.5x14.5 |
| Primary Bedroom | Second | 18x17 |
| Bedroom 2 | Second | 11x13.5 |
| Bedroom 3 | Second | 11.5x13 |
| Bedroom 4 | Second | 10x11.5 |
| Dining Room | First | 16.5x7 |
Listing Details
- Listing date
- 2026-05-05
- On market date
- 2026-06-03
- Original list price
- $375,000
- Occupant type
- Owner
- MLS area
- 34746 - Kissimmee (West of Town)
- Listing AOR
- West Volusia
- Status changed
- 2026-06-03
- Tax legal description
- CYPRESS HAMMOCK PH 1 PB 30 PGS 67-73 LOT 399
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
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.
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively 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.
Based on information submitted to the MLS GRID as of June 4, 2026 at 6:53 AM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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