1188 WOODY CYPRESS DRIVE, KISSIMMEE, FL, 34746
Active74 days on marketListed Jun 6, 2026MLS #O6413386
About this home
1188 WOODY CYPRESS DRIVE
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!
Facts & features
The home at a glance
4
Bedrooms
2.5
Bathrooms
1,868
Sqft
0.06 ac
Lot size
2
Garage
2024
Year built
Two
Levels
$209
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
The numbers
What it really costs
Built from this home's actual numbers — the most recent property-tax bill on record and the real association fee — not generic estimates.
$3,412 /mo · 3.5% down FHA, 30-yr fixed at 6%
The assumptions
FHA is the default here because it gets you in the door with just 3.5% down. Switch to Conventional or VA below.
These numbers assume a generic buyer — your credit, down payment and loan program change them. Get the real quote in minutes:
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Run your own numbers
Estimated payment
$3,412/mo
Includes FHA mortgage insurance and the financed 1.75% upfront premium. Taxes reflect the most recent bill on record; insurance is a typical-Florida estimate. Your lender’s numbers will differ. CENTURY 21 Edge partners with Florida’s best lenders.
Value check
Is the price right?
The internet’s favorite home-value number comes from a single automated model that has never seen the street, the finishes, or the view — which is why it routinely misses by tens of thousands of dollars. The edgeAI estimate combines multiple independent data sources with our team’s on-the-ground expertise in this exact market.
vs edgeAI estimate
+13.4%
$/sqft vs Kissimmee actives
$209 vs $208
Days on market
74 vs 55 typical
Where $209/sqft sits among the 400 Kissimmee actives
The edgeAI estimate is a starting point, not an appraisal or a broker price opinion. It is generated from public records, listing data and market modeling, and is subject to change once a licensed real estate professional personally inspects the property. Condition, floor, view and lot are not fully captured by any model — ask us for a full comparative market analysis.
Where it sits
Inside Kissimmee
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Kissimmee. See the full Kissimmee guide →
KISSIMMEE 34746 — neighborhood snapshot
Population
57,181
Median age
37.6
Median income
$67,677
Median home value
$328,500
Avg household
3.13
Households w/ children
5,929
For the school run
Osceola County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Kissimmee market
$365K → $354K
Kissimmee median sold, yr/yr
97.3%
Sale-to-list ratio (12 mo)
197 of 400
Kissimmee actives have cut their price
Median sold price, Kissimmee, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 13% above the KISSIMMEE 34746 median. See the full Kissimmee market guide →
Paper trail
This home's history
Reality check
What actually sold near 1188 WOODY CYPRESS DRIVE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · May ’26$385,756
4585 GOLDEN KNIGHT BOULEVARD
4 bd · 2 ba · 1,936 sqft · $199/sqft · 42 DOM
Sold · Jun ’26$396,000
4567 GOLDEN KNIGHT BOULEVARD
4 bd · 2 ba · 1,936 sqft · $205/sqft · 8 DOM
Sold · May ’26$398,756
4603 GOLDEN KNIGHT BOULEVARD
4 bd · 2 ba · 1,936 sqft · $206/sqft · 3 DOM
Closed-sale data from the MLS, last 12 months, selected for similarity in size and location. No two homes are identical — ask us for a full comparative analysis.
Your home team
The pros in your corner
Buying a home is two conversations — the home and the money. Here’s who handles each, side by side, already working together.
Your agent
Dan Schriver
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 1188 WOODY CYPRESS DRIVE — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 1188 WOODY CYPRESS DRIVE — before you fall in love.
See it in person
Schedule a tour
Pick a day that works — this goes straight to Dan's phone and CRM.
Straight answers
1188 WOODY CYPRESS DRIVE FAQs
What would the monthly payment be for 1188 WOODY CYPRESS DRIVE?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $3,412/mo — principal and interest, the actual property-tax bill, the $355/mo association fee and typical Florida insurance. The payment calculator on this page lets you switch loan type (FHA, Conventional, VA) and adjust the down payment, rate and term.
How much are the HOA fees at 1188 WOODY CYPRESS DRIVE?+
The association fee works out to $355 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 1188 WOODY CYPRESS DRIVE?+
The most recent tax bill on record (2025) was $5,143. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
Are pets allowed at 1188 WOODY CYPRESS DRIVE?+
The listing reports pets: Breed Restrictions. Communities often layer on breed or weight rules — we'll verify the specifics with the association before you commit.
How does the price compare to other homes in Kissimmee?+
At $389,990, this home is listed about 3% above the Kissimmee median of $379,000. The market section on this page shows how the area is trending.
Which schools are assigned to 1188 WOODY CYPRESS DRIVE?+
Kissimmee Middle School (middle), Flora Ridge Elementary School (elementary), Celebration High School (high) — Osceola County School District. Always verify school assignments with the district before relying on them.
The brief
Three things that matter here
01Positioned at the premium end
$389,990 runs 13% above the KISSIMMEE 34746 median.
02Move-in furnished
The furniture conveys — a genuine head start for a second home or rental, and one less five-figure line item after closing.
03The price has already moved
Listed at $399,990, now $389,990 — a $10K cut. The full history is in the market section below.
Keep looking
Similar homes nearby
Listing courtesy of MY REALTY GROUP, LLC. · Kerlin Torre Wesson. MLS #O6413386.
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. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.
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