Dr. Phillips · 32836 · Gated Executive Enclave

The Estates at Cypress Landing

A gated executive enclave in the heart of the Dr. Phillips corridor — larger lots, private entry, and the coveted Dr. Phillips High School address.

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Live the MaxLife.

$600K – $1M+

Price Range

Gated, single-family

Community Type

Mandatory

HOA

Dr. Phillips High (A)

Top School

Overview

The Estates at Cypress Landing is a gated single-family community located in the Dr. Phillips area of Orlando. Positioned in the 32836 zip code, the community offers a private, controlled-access entry that distinguishes it from the adjacent non-gated Cypress Landing neighborhood. Homes are built on larger lots than the standard Dr. Phillips tract and feature the executive-scale floor plans — typically 2,500 to 4,500 square feet — that define the upper tier of the Dr. Phillips market. The gated setting and larger lot sizes appeal to buyers who want the Dr. Phillips lifestyle and school zone without the price point of the waterfront communities along the Butler Chain corridor.

Community Character

The Estates at Cypress Landing is a smaller, more intimate community than many Dr. Phillips gated neighbors, giving it a quieter character with lower traffic density. The gated entry provides a meaningful privacy and security layer. Homes feature mature landscaping consistent with the broader Dr. Phillips canopy — a hallmark of communities developed during the peak of the area's 1990s build-out. The HOA maintains common areas and enforces architectural standards, preserving the community's cohesive curb appeal over time.

Schools

The Estates at Cypress Landing falls within Orange County Public Schools and is zoned for one of the strongest high school feeders in Central Florida. The typical assignment routes students through Sand Lake Elementary to Southwest Middle to Dr. Phillips High School, which has maintained an A rating from the Florida Department of Education consistently. Confirm school zoning for any specific address at the OCPS Find My School tool. Private options within close reach include The First Academy (A+), Cornerstone Charter, and several faith-based K-8 programs in the Dr. Phillips corridor.

Location & Commute

The community's Dr. Phillips/32836 address provides fast access to the full range of the area's lifestyle amenities. Restaurant Row on Sand Lake Road — one of Florida's densest concentrations of sit-down dining — is within 5–10 minutes. The Mall at Millenia is approximately 15 minutes northeast. Walt Disney World is 15–20 minutes south via the Florida Turnpike or I-4. Universal Orlando is about 15 minutes via I-4 west. Orlando International Airport is 25–30 minutes east via SR-528. I-4, SR-528, SR-408, and the Florida Turnpike are all within a few minutes' drive.

Real Estate Market

The Estates at Cypress Landing occupies a value-oriented segment of the Dr. Phillips gated market — offering a controlled-access address at a price point meaningfully below the lakefront and trophy communities that define the top end of the 32836 market. Buyers typically trade up to this community from non-gated Dr. Phillips neighborhoods or from the outlying suburbs. Homes with updated kitchens, screened pools, and preserved exterior condition sell fastest. The community's limited size means new listings attract immediate attention from active buyers.

What Makes The Estates at Cypress Landing Special

Gated, controlled-access community in the heart of Dr. Phillips
Executive-scale homes typically 2,500–4,500 sq ft on larger lots
Dr. Phillips High School (OCPS A-rated) feeder
5–10 min to Restaurant Row · 15 min to Disney · 15 min to Universal
No CDD-heavy overhead — HOA-only carrying costs
Mature Dr. Phillips landscaping and privacy-focused streetscape

Around The Estates at Cypress Landing

The Estates at Cypress Landing entrance sign, Dr. Phillips, Orlando, FL

The Estates at Cypress Landing FAQ

How is The Estates at Cypress Landing different from Cypress Landing?

Cypress Landing is a non-gated community in the adjacent 32835 zip. The Estates at Cypress Landing is a gated community in the 32836 zip, generally featuring larger lots and a private entrance. Both share the Dr. Phillips lifestyle corridor, but the Estates carries a gated premium and is typically priced above standard Cypress Landing homes.

What schools serve The Estates at Cypress Landing?

The standard OCPS feeder is Sand Lake Elementary → Southwest Middle → Dr. Phillips High School (A-rated). Always confirm the exact zoning for your specific address at ocps.net before committing to a purchase.

Is this a good community for families?

Yes. The gated entry, larger lots, and proximity to top-rated schools make The Estates at Cypress Landing popular with families relocating to the Dr. Phillips area. The community's quiet character suits buyers prioritizing school quality, privacy, and a central Orlando address over resort-style amenities.

Recent Work

Recent sales in The Estates at Cypress Landing

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Nearby Neighborhoods

Neighborhood

Dr. Phillips

Luxury estates, OCPS schools, and Sand Lake Chain waterfront living — minutes from Restaurant Row, Bay Hill, and Central Florida's finest attractions.

Explore Dr. Phillips→

Neighborhood

Windermere

Picturesque lakefront estates, tree-lined streets, and the true small-town feel of Central Florida's most coveted address on the Butler Chain of Lakes.

Explore Windermere→

Neighborhood

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.

Explore Cypress Landing→

Neighborhood

Wingrove Estates

An established Dr. Phillips neighborhood of 79 homes on the Conroy Windermere Road corridor — Florida and Contemporary architecture, mandatory HOA, and the Grand Oaks Village plaza immediately to the east.

Explore Wingrove Estates→

Neighborhood

Isleworth

An exclusive golf and waterfront community offering world-class amenities, architectural excellence, and unrivaled prestige — one of Florida's most coveted addresses.

Explore Isleworth→

Before making an offer

Verify key facts with official sources

All information on this page reflects market data and research as of April 2026. Markets change, HOA bylaws are updated, school assignments shift, and flood maps are revised. Before making an offer or relying on any of the following for a purchase decision, confirm directly with official sources:

•School zones & ratings: Verify current assignment at OCPS.net (Orange County) or your local district
•HOA fees & rules: Request current documentation from the HOA or property manager; fee schedules can change annually
•Flood zones & elevation: Check FEMA's Flood Map Service Center for current designations
•Market statistics: These reflect recent closed sales; verify with current MLS data before negotiating
•Zoning & restrictions: Confirm with Orange County Property Appraiser and county zoning records

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