11296 CYPRESS LEAF DRIVE, ORLANDO, FL, 32825
Active8 days on marketListed Aug 26, 2026MLS #S5156410
About this home
11296 CYPRESS LEAF DRIVE
Virtually Staged. Welcome to 11296 Cypress Leaf Drive, a 4-bedroom, 2.5-bath, two-story pool home offering 2,105 heated square feet in the Sturbridge community of East Orlando. Set on approximately 0.23 acres, this property offers generous living space, a private screened in-ground pool, outdoor living area, and attached 2-car garage in Orlando's 32825 area. Recent improvements include a new A/C system installed in July 2026, roof replaced in 2023, gutters installed in 2023, new windows throughout the home, and a new sliding glass door installed in October 2025. These major updates add value and peace of mind for today's Florida homeowner. Inside, the home offers multiple living and gathering spaces with a flexible floor plan for everyday living, entertaining, a home office, guest accommodations, hobbies, or storage. The kitchen features white cabinetry and ample counter space, while ceramic tile and laminate flooring extend throughout key areas. Four bedrooms, two full bathrooms, and one half bath provide plenty of options throughout the two-story layout. Step outside to a private screened in-ground pool and dedicated outdoor living area. The screened pool enclosure provides space for poolside seating, outdoor dining, entertaining, and enjoying Central Florida's sunshine. Mature landscaping adds greenery and shade, creating an inviting setting for indoor-outdoor Florida living. The attached 2-car garage provides convenient parking and additional storage space. Buyers searching for a 4-bedroom home in East Orlando, private pool home, screened pool home, two-story home, home with a 2-car garage, or property in Orlando's 32825 zip code can find these features together at 11296 Cypress Leaf Drive. Sturbridge is positioned in the East Orlando corridor with access to SR-408 and SR-417, providing connections throughout Orlando and Central Florida. Shopping, restaurants, healthcare, schools, grocery stores, retail centers, and everyday services are accessible throughout East Orlando. Lawton Chiles Elementary is approximately 0.9 miles away, while Legacy Middle School is approximately 1.1 miles away. The location also provides access to University Boulevard, Waterford Lakes, UCF, Valencia College, and East Colonial Drive, expanding options for shopping, dining, education, employment, healthcare, recreation, and entertainment. Major roadway access makes it convenient to connect with Downtown Orlando and other Central Florida destinations. Whether your home search includes a private pool, screened pool enclosure, 4 bedrooms, 2.5 bathrooms, 2,105 heated square feet, new A/C installed in July 2026, 2023 roof and gutters, new windows, new sliding glass door, two-story floor plan, 2-car garage, approximately 0.23-acre lot, East Orlando location, Sturbridge community, or Orlando 32825 address, this property brings many sought-after features together. 11296 Cypress Leaf Drive offers the opportunity to personalize a spacious East Orlando home while benefiting from significant recent improvements, plus a private screened pool and dedicated outdoor living space. Enjoy the combination of indoor comfort, outdoor entertaining, and convenient access to everything East Orlando has to offer. Schedule your private showing today and discover the potential of this well-located East Orlando pool home. Professional photos coming soon! EASY SHOWING. SHOWINGS ARE BY APPOINTMENT ONLY. Please verify property information.
Facts & features
The home at a glance
4
Bedrooms
2.5
Bathrooms
2,105
Sqft
0.23 ac
Lot size
2
Garage
1990
Year built
Two
Levels
$218
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.
$3,358 /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
$3,358/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
−9.7%
$/sqft vs Orlando actives
$218 vs $248
Days on market
8 vs 42 typical
Where $218/sqft sits among the 400 Orlando 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 Sturbridge
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Orlando. See the full Orlando guide →
Sturbridge — neighborhood snapshot
Population
717
Median age
40
Median income
$67,313
Median home value
$337,100
Avg household
3
Households w/ children
36%
For the school run
Orange County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Orlando market
$400K → $395K
Orlando median sold, yr/yr
97.0%
Sale-to-list ratio (12 mo)
218 of 400
Orlando actives have cut their price
Median sold price, Orlando, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 33% above the ORLANDO 32825 median. See the full Orlando market guide →
Paper trail
This home's history
Reality check
What actually sold near 11296 CYPRESS LEAF 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$415,000
11145 CYPRESS LEAF DRIVE · same community
3 bd · 2 ba · 2,009 sqft · $207/sqft · 12 DOM
Sold · May ’26$370,000
1433 PON PON COURT · same community
4 bd · 2 ba · 1,663 sqft · $222/sqft · 19 DOM
Sold · Feb ’26$335,000
11252 CYPRESS LEAF DRIVE · same community
3 bd · 2 ba · 1,332 sqft · $252/sqft · 12 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
Anthony Richardson
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 11296 CYPRESS LEAF DRIVE — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 11296 CYPRESS LEAF DRIVE — before you fall in love.
See it in person
Schedule a tour
Live availability from Anthony's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
11296 CYPRESS LEAF DRIVE FAQs
What would the monthly payment be for 11296 CYPRESS LEAF DRIVE?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $3,358/mo — principal and interest, the actual property-tax bill, the $45/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 11296 CYPRESS LEAF DRIVE?+
The association fee works out to $45 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 11296 CYPRESS LEAF DRIVE?+
The most recent tax bill on record (2025) was $2,936. 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 11296 CYPRESS LEAF 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 Orlando?+
At $459,500, this home is listed about 19% above the Orlando median of $385,250. The market section on this page shows how the area is trending.
Which schools are assigned to 11296 CYPRESS LEAF DRIVE?+
Lawton Chiles Elementary (elementary), University High (high), Legacy Middle (middle) — Orange County School District. Always verify school assignments with the district before relying on them.
Keep looking
Similar homes nearby
Listing courtesy of LA ROSA REALTY KISSIMMEE · Maria Fernan Castro, PA. MLS #S5156410.
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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