$399,990
1188 Woody Cypress Drive
Kissimmee, FL 34746
Listing updated: June 7, 2026 at 6:47 AM ET
Property type
Year built
Lot size
Price / sq ft
HOA dues
Day on market
Garage spaces
Flood zone
About this home
Fully Furnished and Move-In Ready! Welcome to your dream home in the highly desirable Cypress Hammock community! This beautifully designed 4-bedroom, 2.5-bath residence offers the perfect blend of comfort, style, and convenience—allowing you to settle in from day one. Step inside to discover a spacious open-concept floor plan featuring a bright and inviting Great Room that seamlessly flows into the covered lanai, creating the ideal space for entertaining guests or enjoying Florida’s outdoor lifestyle year-round. The gourmet kitchen is a true centerpiece, showcasing elegant granite countertops, 42-inch cabinetry with crown molding, a large center island, stainless steel appliances, and ample storage space for all your culinary needs. Thoughtful upgrades throughout the home include ceramic tile flooring in the main living areas, bathrooms, and laundry room, as well as a convenient drop zone located just off the garage entry. Curb appeal shines with a brick-paver driveway, lush landscaping, and a full irrigation system. Built with energy efficiency in mind, this High-Performance Home includes smart-home technology and features designed to promote comfort, savings, and a healthier lifestyle. Enjoy resort-style living with outstanding community amenities including a sparkling pool, splash pad, playground, multi-sports field, picnic areas, BBQ grills, and scenic walking trails. Conveniently located near shopping, dining, major highways, and just 20 minutes from Walt Disney World, this home offers the perfect combination of location, lifestyle, and value. Whether you're looking for a primary residence, vacation home, or investment opportunity, this turnkey property is ready for its next owner. Schedule your private showing today and experience everything this exceptional home has to offer!
Local Insight
At $214/sqft for a brand-new 4-bed townhouse, this is solid value for the Kissimmee market, especially compared to the $280K–$420K range typical of the US-192 corridor—you're getting recent construction and three full baths in a newer subdivision without paying premium pricing. The AE flood zone designation is a real consideration that'll affect insurance costs and resale appeal, so factor that into your true monthly carrying costs beyond the $355 HOA fee. The tight 0.06-acre lot and townhouse density are typical trade-offs here, but proximity to theme park jobs (15–20 minutes to Disney) makes this particularly appealing for workers or investors banking on the employment anchor that drives Kissimmee's rental market.
AI-generated insight based on listing data and neighborhood context. Verify independently.
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 6, 2026
- Listed$399,990Jun 6, 2026
- Price increased$399,990
Virtual Tour
Facts & features
- Property type
- Residential
- Sub type
- Townhouse
- Status
- Active
- Days on market
- 1
- Subdivision
- Cypress Hammock Ph 2
- County
- Osceola
- Year built
- 2024
- Living area
- 1,868 sq ft
- Price/sq ft
- $214
- Building area
- 2,383 sq ft (Builder)
- Lot size
- 2,614 sq ft
- Lot category
- 0 to less than 1/4
- Flood zone
- AE (12097C0065G)
- Garage
- 2 spaces
- Annual taxes
- $5,143 (2025)
- Parcel #
- 35-25-28-3504-0001-4860
- Zoning
- X
- MLS #
- O6413386
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Interior Details
- Bedrooms
- 4
- Full bathrooms
- 2
- Half bathrooms
- 1
- Flooring
- Ceramic Tile
- Appliances
- Dishwasher, Dryer, Range, Refrigerator, Washer
- Interior features
- Open Floorplan
- Laundry
- Laundry Closet
- Stories / Levels
- Two
- Direction faces
- Southeast
Heating & Cooling
- Heating
- Central
- 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
- Min lease term
- 7 Months
- 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
- Construction materials
- Block
- Roof
- Shingle
- Foundation
- Block
- Road surface
- Paved
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- Public
Community
- Pets allowed
- Breed Restrictions
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Great Room | First | 15x21 |
| Kitchen | First | 15x12 |
| Primary Bedroom | Second | |
| Bedroom 2 | Second | |
| Bathroom 3 | Second | |
| Bedroom 4 | Second |
Listing Details
- Listing date
- 2026-06-03
- On market date
- 2026-06-06
- Original list price
- $399,990
- Occupant type
- Vacant
- MLS area
- 34746 - Kissimmee (West of Town)
- Listing AOR
- Osceola
- Status changed
- 2026-06-06
- Tax legal description
- CYPRESS HAMMOCK PH 2 PB 31 PGS 144-149 LOT 486
Flood risk
FEMA Special Flood Hazard Area (1% annual-chance / “100-year” floodplain). Flood insurance is generally required by mortgage lenders.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
: From 192 take Poinciana Blvd south, Community will be on the right side before the Sunrail Station.
Property sale history
Public records1188 WOODY CYPRESS DR, KISSIMMEE 34746
- Jan 2025$385,000
2,132 sq ft · Built 2024 · 0.0600 acres
Sale data from Florida public records (Department of Revenue / county property appraiser). Deemed reliable but not guaranteed; may not reflect current market or MLS status. Not Stellar MLS data.
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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 7, 2026 at 6:47 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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