Dr. Phillips · 32835 · Conroy Road Corridor
Cypress Landing
A well-established Dr. Phillips neighborhood of executive-style homes — spacious floor plans, mature landscaping, community amenities, and quick access to Restaurant Row and the theme park corridor.

Dr. Phillips Executive Living
Cypress Landing is a single-family home community in the Dr. Phillips area of Orlando, located off Conroy Road in the 32835 zip code. The neighborhood was developed between 1994 and 1998 by Reiche Silliman, with homes featuring Spanish/Mediterranean, Traditional, Contemporary, and Florida architectural styles. Floor plans run from approximately 2,300 to 3,900 square feet with 2 to 3 bedrooms and two- to three-car garages.
The community is non-gated and open to through-traffic but maintains strong curb appeal through its active HOA. Cypress Landing sits roughly 11 miles from Downtown Orlando and approximately 5 miles from Walt Disney World, placing it at the heart of the Dr. Phillips lifestyle corridor.
Community Highlights
- ✦ HOA ~$600/year — No CDD fees
- ✦ Tennis court & basketball — Active HOA amenities
- ✦ Mature landscaping — Tree-lined streets
- ✦ Dr. Phillips High (A) — Top OCPS schools
- ✦ 5 min to Disney — Theme park proximity
The Cypress Landing Lifestyle
Community Amenities
Cypress Landing's HOA — approximately $600 per year — funds a community park, playground, basketball half-court, and tennis court. The amenities are modest compared to guard-gated neighbors but serve the neighborhood well for casual recreation. The tree-lined streets and well-maintained common areas reflect active HOA oversight.
Location & Daily Life
The Conroy Road address puts Cypress Landing in ideal position for the Dr. Phillips lifestyle. Restaurant Row is 5–8 minutes away. The Mall at Millenia is 10 minutes northeast on I-4. Universal Orlando is approximately 10–15 minutes. Walt Disney World is about 15–20 minutes via Conroy Road.
Schools
Cypress Landing falls within Orange County Public Schools. The typical feeder pattern routes students from Palm Lake Elementary to Chain of Lakes Middle to Dr. Phillips High School, which has consistently earned an A rating from the Florida Department of Education.
Real Estate Market
Cypress Landing homes have appreciated steadily alongside the broader Dr. Phillips market. The 2,300–3,900 sq ft executive floor plans attract move-up buyers, professionals working in the theme park corridor, and families prioritizing Dr. Phillips High School.
Nearby Dr. Phillips Communities
Nearby: Dr. Phillips
$350K–$5M+
Central Orlando luxury with Restaurant Row, Bay Hill, Sand Lake waterfront, and OCPS's best schools.
Nearby: Windermere
$1M–$4M+
Butler Chain of Lakes exclusive communities — Isleworth, Balmoral, Harbor Isle, and lakefront estates.
Nearby: Willow Wood
$500K–$1.2M
Non-gated Dr. Phillips neighborhood similar to Cypress Landing with competitive HOA and schools.
Nearby: Wingrove Estates
$450K–$950K
Gated executive community in the Conroy corridor with modern amenities and Dr. Phillips High.
Homes for Sale in Cypress Landing, FL
Live Stellar MLS listings · ZIP 32835
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Cypress Landing, FL — FAQ
Is Cypress Landing gated?
No — Cypress Landing is a non-gated neighborhood. The community is open to through-traffic but is maintained to a high standard through an active HOA. Buyers who want a gated Dr. Phillips address may also consider neighboring communities, though Cypress Landing's lower HOA and carrying costs are a meaningful trade-off.
What are the HOA fees in Cypress Landing?
The HOA runs approximately $600 per year (roughly $150/quarter), which covers the park, playground, tennis and basketball court maintenance, and common area upkeep. There are no CDD fees in Cypress Landing, making total carrying costs competitive relative to newer communities.
What schools serve Cypress Landing?
The standard OCPS feeder is Palm Lake Elementary → Chain of Lakes Middle → Dr. Phillips High School. Dr. Phillips High is one of Orange County's consistently A-rated comprehensive high schools. Always confirm the exact school assignment for your specific address at ocps.net before purchase.
How does Cypress Landing compare to gated Dr. Phillips communities?
Cypress Landing offers the same Dr. Phillips school zone and location advantages as gated neighbors at a lower HOA cost and without gate-access constraints. The homes are similarly sized executive floor plans from the mid-1990s. Trade-offs are the absence of a guardhouse and the lower land values relative to fully gated or lakefront communities.