Non-gated Dr. Phillips neighborhood with Mediterranean-style homes and mature oak trees.
Cypress Landing is a mature residential neighborhood in the heart of Dr. Phillips, Orange County’s well established address for buyers and professionals. Built between 1994 and 2000 by developer Reiche Silliman, the community encompasses approximately 200 single-family homes ranging from 2,300 to 3,900 square feet. Most properties sit on quarter- to half-acre lots, providing privacy while maintaining the neighborhood’s established character. The architectural palette includes Spanish/Mediterranean, traditional, contemporary, and Florida-style designs, with block and stucco construction and shingle or tile roofs.
Located just north of Conroy-Windermere Road between Apopka Vineland and Dr. Phillips Boulevard, Cypress Landing positions residents within 11 miles of downtown Orlando and 5 miles of Walt Disney World. Universal Studios is minutes away, while I-4 and the Florida Turnpike provide quick access throughout Central Florida. The Grand Oaks Shopping Plaza sits directly across the street, and Restaurant Row dining is a short drive away. Shadow Bay Park and Bill Frederick Park offer additional recreational opportunities nearby.
The community maintains modest HOA fees of approximately $50 per month, which cover maintenance of the neighborhood’s tennis courts, half-court basketball facility, and playground. While not gated, Cypress Landing draws appeal from its established, residential character and convenient location. Homes feature standard amenities including screened covered lanais, lush landscaping, and some include private swimming pools. Gourmet kitchens with upgraded cabinetry, split floor plans, and spa-style ensuite bathrooms characterize newer renovations throughout the community.
Buyers note Cypress Landing’s proximity to the Orange County Public Schools campuses that serve the neighborhood. The community’s central location near both theme park employment and the professional corridors of Orlando makes it attractive to buyers. Cypress Landing remains a established neighborhood for buyers seeking established residential character, modern home features, and proximity to metro Orlando’s principal attractions-all without premium gated-community pricing.
Home prices in Cypress Landing typically range from $450,000 to $650,000, though this varies based on home age, size, and recent updates. Market conditions and specific property features influence final prices. Contact a Market Connect Realty agent for current comparable sales and exact pricing on available listings.
No, Cypress Landing is a non-gated neighborhood open to all residents. The community features traditional neighborhood amenities including tennis courts, basketball, and a playground, with modest HOA fees of approximately $50 per month.
Cypress Landing falls within the Orange County Public Schools system, which serves this part of southwest Orange County. The community sits within proximity to three zoned schools at the elementary, middle, and high school levels. Confirm specific school assignments with Orange County Schools or contact a Market Connect Realty agent for current zoning details.
HOA fees in Cypress Landing are approximately $50 per month, or $600 annually, with a matching maintenance fee. These fees cover community amenities including the playground, tennis courts, and half-court basketball facility. Contact the HOA or a local agent for current fee schedules.
Community amenities include tennis courts, a half-court basketball facility, and a playground. Many individual homes feature screened covered lanais, swimming pools, mature landscaping, and lush tree-lined streets. The neighborhood is located near Shadow Bay Park and Bill Frederick Park for additional recreation.
Cypress Landing contains approximately 200 single-family homes. The neighborhood was developed between 1994 and 2000 by Reiche Silliman, with homes ranging from 2,300 to 3,900 square feet. The exact current count may vary due to renovations and ownership changes.
Information on short-term rental policies in Cypress Landing is not publicly available. Rental restrictions vary by property covenant and HOA rules. Prospective buyers should contact the Cypress Landing HOA or a Market Connect Realty agent to confirm rental policies before purchasing.
Cypress Landing was developed between 1994 and 2000. The majority of homes were built from 1994 to 1998 by developer Reiche Silliman. The community represents a well-established neighborhood with mature landscaping and established infrastructure.