Kensington Park Homes for Sale

About Kensington Park Neighborhood

Kensington Park is one of the standout gated communities in Dr. Phillips, offering an elevated level of luxury living that has made it consistently desirable in the Southwest Orlando market since its development at the turn of the millennium. Set behind a secure gate on Conroy Windermere Road, the community's 129 custom homes feature the Mediterranean and Spanish-inspired architectural hallmarks that define the area — tile roofs, stucco exteriors, stone accents, and private screened pool enclosures on beautifully manicured lots.

The homes were primarily constructed between 1999 and 2003 by Reiche Silliman Homes, with construction spanning through approximately 2003. Architectural styles blend custom Florida designs with contemporary, Spanish/Mediterranean, and colonial influences. Most homes are built of block, stone, and stucco and feature tile roofs — durable, low-maintenance construction well-suited to the Florida climate. Interior layouts typically offer four to five bedrooms with three to four car garages, and floor plans frequently include bonus rooms, dens or library offices, formal dining rooms, formal living rooms, and inside utility areas.

One of Kensington Park's most distinguishing features is its relationship with water: 45 of the community's 128 interior homes sit directly on one of three scenic pond homesites within the neighborhood, each anchored by an attractive fountain that provides a gentle waterscape and enhances the community's overall ambiance. These pond-front lots are among the most desirable in the community and command premium pricing when available. The entire community has had time since early 2000s construction to develop a beautiful mature tree canopy, adding natural charm to the streetscapes and home sites.

Community amenities are well-rounded for a neighborhood of this size and price point: a playground for families, tennis courts, a basketball court, and sidewalks throughout provide active recreation options within the gates. Chain of Lakes Middle School sits directly in front of the neighborhood on Conroy Windermere Road, and The Cascades at Isleworth shopping center is just around the corner — making day-to-day errands and school drop-offs exceptionally convenient.

Kensington Park Location & Connections

Kensington Park sits in the northwestern edge of Dr. Phillips, fronting Conroy Windermere Road just east of South Apopka Vineland Road. This position places the community at one of the most strategically convenient addresses in the 32819 zip code — close enough to the Windermere and Isleworth corridors to benefit from that area's prestige, yet with full access to Dr. Phillips' Restaurant Row dining, top-rated schools, and theme park proximity.

Conroy Windermere Road provides direct east-west connectivity to both South Apopka Vineland Road (SR 535) and Dr. Phillips Boulevard, making it straightforward to reach Sand Lake Road, Interstate 4, and the Florida Turnpike within minutes. Universal Studios Florida is only about two miles east, Walt Disney World is approximately five miles south, and Downtown Orlando is roughly 11 miles away — placing Kensington Park at the center of Central Florida's most important employment, entertainment, and lifestyle corridors.

Kensington Park Amenities & Lifestyle

Kensington Park offers a refined, resort-adjacent lifestyle that is hard to replicate at its price point in the Southwest Orlando market. Behind the gate, residents enjoy a quiet, beautifully maintained community with manicured streets, mature trees, and the gentle visual backdrop of three landscaped pond fountains. The community's density — 129 homes across the development — keeps the neighborhood intimate and personal rather than sprawling, and long-term homeowners contribute to a strong sense of community identity.

Outside the gates, Kensington Park residents enjoy one of the best-positioned addresses in Dr. Phillips for access to both everyday conveniences and luxury lifestyle amenities. The Cascades at Isleworth shopping center is steps away for quick errands, Restaurant Row's 150+ dining options are a short drive east, and the Butler Chain of Lakes is accessible via the broader Dr. Phillips and Windermere area for boating, kayaking, and waterfront recreation.

How Kensington Park Compares

Kensington Park occupies a specific and well-defined position in the Dr. Phillips luxury market: it offers gated security, Mediterranean custom construction, pond-front views, and on-site recreation amenities at a price point that is typically more accessible than communities like Vizcaya or Phillips Landing while delivering a comparable quality of life experience. Buyers comparing gated communities in the 32819 zip code will find Kensington Park compelling for its combination of home size, community scale, and location relative to schools and shopping.

The community's 1999–2003 construction vintage means homes have modern layouts and systems while also benefiting from more than two decades of mature landscaping growth — a combination that newer communities simply cannot replicate. The absence of a CDD fee is also a meaningful advantage over some newer Dr. Phillips developments.

Kensington Park HOA & CDD Information

Kensington Park is governed by a mandatory homeowners association (HOA) that maintains the community's gated entry, common areas, landscaping standards, and deed restrictions. The HOA ensures that the neighborhood's attractive appearance and high standards are maintained over time, protecting property values and preserving the aesthetic quality that makes Kensington Park so desirable.

There is no Community Development District (CDD) fee in Kensington Park. This distinction matters financially: unlike many newer Dr. Phillips developments where CDD assessments can add significant annual costs on top of HOA dues, Kensington Park homeowners pay only the HOA fee. The HOA includes a mandatory maintenance fee as well, which funds ongoing common area upkeep including the community's attractive pond and fountain features, playground, tennis and basketball courts, and entryway landscaping.

Frequently Asked Questions