Cypress Point Homes for Sale

About Cypress Point Neighborhood

Cypress Point is a prestigious guard-gated community tucked along Point Cypress Drive in the southwestern reaches of Dr. Phillips, just south of Sand Lake Road off S. Apopka Vineland Road. The neighborhood sits directly on the shores of Lake Tibet (1,198 acres) and Lake Sheen (565 acres), both part of the renowned Butler Chain of Lakes, giving residents some of the most coveted waterfront addresses in all of Southwest Orlando.

The majority of homes in Cypress Point were built between 1990 and 2000 by Ray Coudriet Homes, with additional construction extending through 2006. The community showcases an impressive collection of Custom, Spanish/Mediterranean, and Traditional architectural style homes featuring 4 to 7 bedrooms, 2 to 4 car garages, and tile roofs. Home sizes range from approximately 4,300 to 9,300 square feet of living space, with most lots averaging a half to one full acre — providing exceptional privacy and room for pools, outdoor entertaining, and lakeside living.

Community amenities go well beyond the gated entry. Cypress Point features a community dock and boat ramp providing direct access to the Butler Chain, a community beach and gazebo, tennis courts, a basketball court, a clubhouse, and beautifully lighted ponds throughout the neighborhood. The combination of large lots, mature landscaping, canopy shade trees, and premium lake access makes this one of the defining luxury addresses in the Dr. Phillips corridor.

The Orange County Sportsmen's Association on Lake Sheen is a notable neighbor, and Bay Meadows Elementary School sits just half a mile from the community entrance — making Cypress Point particularly attractive to families seeking both luxury living and top-rated schools in close proximity.

Cypress Point Location & Connections

Cypress Point is situated off Point Cypress Drive in Dr. Phillips, just west of S. Apopka Vineland Road and south of Sand Lake Road (Restaurant Row). The community's western and southern borders rest directly on Lake Tibet and Lake Sheen — two of the finest lakes on the Butler Chain of Lakes — while Kilgore Road defines the western perimeter near the Orange County Sportsmen's Association on Lake Sheen.

The location balances serene lakeside privacy with exceptional access to Dr. Phillips' most prized amenities. Restaurant Row on Sand Lake Road is just minutes north, Walt Disney World is approximately 5 miles to the south, and Universal Studios is fewer than 2 miles to the east via Turkey Lake Road. The Florida Turnpike and I-4 are both easily accessible, making daily commutes to Downtown Orlando, the theme park employment corridor, and the airport straightforward.

Cypress Point Amenities & Lifestyle

Life in Cypress Point is defined by the unique intersection of lakefront luxury and practical urban convenience. Residents step out of their guard-gated enclave to find Restaurant Row's 150+ dining options just minutes away, yet return home to the tranquility of Butler Chain of Lakes frontage and one of the most private residential settings in Southwest Orlando.

The community draws professionals, families, and retirees who prioritize space, water access, and the prestige of one of Dr. Phillips' most recognized addresses. Many residents maintain boats at the community dock, take full advantage of the tennis and basketball courts, and gather at the clubhouse and community beach year-round.

How Cypress Point Compares

Cypress Point occupies a rare niche in the Dr. Phillips market: guard-gated luxury with direct Butler Chain of Lakes access, full-acre lots, and custom homes exceeding 4,000 square feet — all without a CDD fee. Comparable gated communities in the area either lack direct lakefront access, carry significant CDD assessments, or offer smaller lot sizes.

For buyers seeking the combination of maximum privacy, Butler Chain boating access, and proximity to Restaurant Row and the theme park corridor, Cypress Point represents one of the strongest value propositions in Southwest Orlando's luxury segment.

Cypress Point HOA & CDD Information

Cypress Point operates under a mandatory Homeowners Association that governs the guard-gated entry, community amenities, landscaping of common areas, and architectural standards throughout the neighborhood. The HOA maintains the community dock and boat ramp, tennis and basketball courts, clubhouse, community beach, and the lighted ponds that enhance the neighborhood's natural beauty.

Cypress Point does not carry a Community Development District (CDD) fee — a meaningful financial advantage over many newer gated communities in Orange County that include CDD assessments in addition to HOA dues. Buyers should review deed restrictions with their agent, particularly regarding architectural modifications and rental policies.

Frequently Asked Questions