The Reserve at Cypress Point
Gated estate community with guard gate, tennis court, and luxury home pricing.
Live the MaxLife.
$1.4M
Median Price
$800K – $2.2M
120
Homes
$175–$250
Monthly HOA
1997
Established
Dr. Phillips Elementary (A-rated)
School Zone
Background
A brief history
The Reserve at Cypress Point was developed in the mid-to-late 1990s as a gated, estate-focused alternative to the massive master-planned communities like Vizcaya and Orange Tree. Built between 1997 and 2003, the community platted approximately 120 custom-home homesites on quarter-to-half-acre lots, with a guard gatehouse and security infrastructure from opening. The neighborhood attracted move-up families and early retirees seeking gate security and custom home flexibility without the overwhelming size of the mega-communities.
The feel
What it's like to live here
The Reserve at Cypress Point feels like a private gated enclave with upscale single-family homes. Custom architectural styles dominate — Mediterranean, transitional, and traditional designs. Homes typically 3,900–6,900 square feet with 4–6 bedrooms and 3-car garages. Quarter-to-half-acre lots offer privacy and room for upgrades. The community has a quiet, low-traffic feel with professional landscaping throughout. Guard gate and security presence are the defining lifestyle element — residents enjoy drive-through gate access and controlled visitor entry.
The details
What to expect
Architecture & Lots
Custom estate homes built 1997–2003. 3,900–6,900 square feet, 4–6 bedrooms, 3-car garages. Quarter-to-half-acre lots. Mediterranean, transitional, and traditional styles. Pools and screen rooms are standard. Gated entrance presence and security features standard.
Lifestyle & Amenities
24-hour guard gatehouse with vehicle verification and guest management. Tennis court and playground. Professionally maintained landscaping and common areas. Walking distance to Restaurant Row (2 miles). Proximity to The Marketplace at Dr. Phillips and theme parks.
HOA Rules & Fees
Mandatory HOA with guard-gate security — $175–$250/month (varies by lot size and amenities). Architectural review required for any exterior changes, landscaping modifications, or additions. Short-term rentals prohibited. Gate maintenance and security are substantial HOA costs.
Schools
Zoned for Dr. Phillips Elementary (A-rated), Southwest Middle School, and Dr. Phillips High School (VPA Magnet). Private option: The First Academy ~20 minutes.
Access & Commute
Located in central Dr. Phillips. I-4 access via Sand Lake Road (2 miles). 15 minutes to Disney, 12 to Universal, 25 to MCO. Restaurant Row dining 2 minutes away. Downtown Orlando 25–30 minutes off-peak.
Community
Amenities
- 24-hour guard gatehouse and security
- Tennis court
- Playground and park areas
- Professional landscaping and common area maintenance
- Private community feel with controlled access
- Proximity to Restaurant Row and The Marketplace at Dr. Phillips
Know Before You Buy
HOA rules worth knowing
- Mandatory HOA with guard-gate security — $175–$250/month
- Strict architectural review for all exterior changes
- Short-term rentals prohibited
- Guest gate registration required
- Boat storage and modification policies apply
Education
School assignments
- Dr. Phillips Elementary (A-rated)
- Southwest Middle School
- Dr. Phillips High School (VPA Magnet)
- The First Academy (private, ~20 min)
School zone assignments change. Verify with Orange County Public Schools before purchase.
Market Commentary
What the market is doing
Reserve at Cypress Point homes trade in the $800K–$2.2M range, with most sales clustering $1.1M–$1.6M. Homes built in the late 1990s with original floor plans command lower premiums; extensively updated homes (kitchen, bath, pool renovations) trade at the higher end. Price per square foot averages $315–$350, reflecting the guard-gate positioning and estate-tier home sizes. Days-on-market typically 60–90 days, slower than comparable non-gated alternatives due to the specialized buyer profile.
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The Reserve at Cypress Point
Gated estate community with guard gate, tennis court, and luxury home pricing.
$800K – $2.2M · 120 homes
Explore The Reserve at Cypress Point →
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Information on this page is compiled from public records, MLS data, community associations, and broker observation. Price ranges, HOA fees, school assignments, and community amenities change — verify all details with MaxLife Realty and the relevant community association before making a purchase decision. Ryan Solberg, Broker, License #BK3354351. MaxLife Realty, 321.373.3536.