Townhouse at 1255 WISPY CYPRESS DR, KISSIMMEE
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39 photos

$375,000

1255 WISPY CYPRESS DR
KISSIMMEE, FL 34746
Listed by Charlie Peterson · KELLER WILLIAMS HERITAGE REALTY
Bedrooms
4
Bathrooms
2.5
Living area
1,918 sqft
Year built
2022

About this home

Welcome to 1255 Wispy Cypress Drive, a beautifully maintained 4 bedroom, 2.5 bathroom townhome with a 2-car garage and no flood zone 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.

Property details

MLS
Stellar MLS
MLS #
MFRV4948931
Property type
Townhouse
Subdivision
CYPRESS HAMMOCK PH 1
Status
Active
Days on market
92
On market date
June 3, 2026
Stories
N/A
Total bathrooms
2.5
Garage spaces
2
Parking spaces
N/A
Lot size
0.08 acres
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

ElementaryCharter
MATER PALMS ACADEMY
1.18 mi away · Grades 0-8
Nearest school -- attendance-zone data not available here
1.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
858
Student:teacher ratio
858.0:1
District
OSCEOLA
Middle
HORIZON MIDDLE SCHOOL
2.18 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
3.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,325
Student:teacher ratio
17.9:1
District
OSCEOLA
High
POINCIANA HIGH SCHOOL
2.61 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
2,442
Student:teacher ratio
22.0:1
District
OSCEOLA

Walkability

Blended score for KISSIMMEE's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

19
Very car-dependent
out of 100
EPA National Walkability Index
6.2 / 20 -- Below average walkable
Google Places amenity density
0 / 100
Restaurants & cafes0
Grocery stores0
Parks0
Schools0
Transit stops0
Pharmacies0

Market position

How this listing compares to current activity in KISSIMMEE, from live MLS data.

On the market 92 days -- 9 fewer days than KISSIMMEE's current average of 101 days.
For reference, the median list price across 5,325 active listings in KISSIMMEE right now is $315,000.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

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Est. monthly payment
$2,408/mo
$75,000 down
$300,000 loan
Principal & interest$1,946
Property tax (est.)$313
Home insurance (est.)$150

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Data source: Listing information provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last updated September 3, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.