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Overview

4 bd3 ba1,918 sqft2 car garageTownhouse
TypeTownhouse
HOA$355.14/mo
Built2022
Lot3,485 sqft
Living area1,918 sqft
Price / sqft$196
Garage2 car

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About this home

Ceiling Fans(s)Kitchen/Family Room ComboLiving Room/Dining Room ComboOpen FloorplanPrimarybedroom UpstairsWalk-in Closet(s)SidewalkCommunity Mailbox

1255 Wispy Cypress Dr is a 2022-built home in Cypress Hammock Ph 1, Kissimmee. Inside you'll find 4 bedrooms, 3 bathrooms, and 1,918 square feet of living space. Listed at $375,000 (about $196/sqft), 161 days on market. Flood zone X - outside the FEMA high-risk areas, which keeps insurance manageable. HOA runs $355.14 monthly.

From the listing

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.

The essentials

Built
2022
Price / sqft
$196
On market
161 days
Annual tax
$4,397
HOA
$355.14/mo
Flood zone
X · Low risk
Lot
3,485 sqft
Type
Townhouse

At a glance

Townhouse
Built 2022
2 car garage
3,485 sqft lot
Lot size
1,918 sqft
Living area

Payment

Est. monthly payment
$2,865/mo
Down payment (20%)
$75,000
Property taxes
$366/mo
HOA
$355.14/mo
Rate assumed
6.8% · 30 yr
View full breakdown

Details

Type
Townhouse
Year Built
2022
Lot
3,485 sqft
Cooling
Central Air
Heating
Central, Electric
Parking
-
Days on Market
161
Ceiling Fans(s)
Kitchen/Family Room Combo
Living Room/Dining Room Combo
Open Floorplan
Primarybedroom Upstairs
Walk-in Closet(s)
Sidewalk
Community Mailbox
Irrigation-reclaimed Water
Park
Playground
Sidewalks
Dishwasher
Dryer
Microwave
Range
Refrigerator
Washer
Homestead exemption on file Flood Zone X
Annual Tax (2025)
$4,397
Parcel #
35-25-28-3503-0001-3990

Taxes reflect the most recent assessment in the MLS feed. Actual tax owed can vary, so confirm with the county property appraiser before closing.

Subdivision
Cypress Hammock Ph 1
County
Osceola
MLS Area
34746 - Kissimmee (West of Town)
Lot Size
3,485 sqft
Corner LotSidewalkPaved
HOA
$355.14/mo
Sentry Management

Price history

Date
Event
Price
5/5/2026
Listed for sale
Source: Stellar MLS #V4948931
$375,000
$196/sqft

Neighborhood

1255 Wispy Cypress Dr
Kissimmee, FL, 34746 · 34746 - Kissimmee (West of Town)

Market insights

Offer Insights

Choose an offer strength

List price: $375,000
$370,000 – $375,000
98.8% – 100% of listTops out right at the list price
80% of listList price
86 of the last 170 townhouse or villa closings in 34746 landed at this number or higher (51%). The median one sat 56 days before it went under contract, and this one is on day 161.

Sample: 170 closed townhouse or villa sales in 34746 over the last 8 months, Stellar MLS. A starting point, not a guarantee.

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Calculator

Est. monthly payment
$2,865/mo
Principal & interest$1,956
Property taxes$366
Insurance$188
HOA$355
Down payment20% · $75,000
Interest rate6.80%
Loan term

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Property taxes are this home's actual annual bill from the MLS, divided by twelve. Insurance estimated at 0.60%. HOA includes any condo dues reported on the listing. Rate defaults to 6.8% on a 30-year fixed. Tap a pencil to use your own numbers. Estimates only, not a loan quote.

Quick answers.

Price

$375,000

$196 per sq ft

Beds and baths

4 beds, 3 baths

Size

1,918 sq ft

Time on market

161 days

Year built

2022

Monthly payment

About $2,865/mo

That is 20% down on a 30-year fixed at 6.8%, plus the home's $4,397 annual tax bill, insurance, and the $355.14/mo HOA fee.

HOA fee

$355.14/mo

Managed by Sentry Management.

Flood zone

Zone X

That is outside the high-risk areas, so flood insurance is usually optional rather than required by a lender.

Offer

What should I offer?

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Brokered byKELLER WILLIAMS HERITAGE REALTYListing agent: Charlie PetersonListing data from Stellar MLS, MLS# V4948931.

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