Dr. Phillips · 32835 · Conroy Windermere Road

Willow Wood

A well-established Dr. Phillips community with 130 homes on half- to full-acre lots — mature oak canopy, community tennis, a nature trail, and a quiet residential character between Restaurant Row and Windermere.

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Live the MaxLife.

$450K – $700K

Price Range

½ to 1+ acre

Lot Sizes

$405/year

HOA

Dr. Phillips High (A)

Top School

Overview

Willow Wood is a deed-restricted residential community of 130 single-family homes in the Dr. Phillips area of Orlando, located off Conroy Windermere Road at Hutchinson Road in the 32835 zip code. The community was developed between 1978 and 1989, making it one of the older established neighborhoods in this stretch of west Orange County. Homes range from approximately 2,115 to 5,000 square feet and sit on lots ranging from a half acre to over an acre — large-lot standards that are increasingly rare in the broader Orlando metro. The combination of lot size, mature landscaping, and low annual HOA makes Willow Wood one of the more compelling value propositions in the Dr. Phillips/Windermere corridor for buyers who prioritize land and privacy.

Community Amenities & Character

Willow Wood's HOA collects $405 per year — among the lowest annual fees in the Dr. Phillips market — covering a community tennis court, a nature trail, grounds maintenance, and trash and recycling services. The community's 117 unique family homes on half- to full-acre lots give the neighborhood an uncrowded, residential feel that contrasts with the more tightly packed communities developed in the 1990s and 2000s. Mature oak canopy is one of Willow Wood's most distinctive physical characteristics — tall trees arch over the streets and provide a shaded, old-Florida aesthetic that newer communities simply cannot replicate. The Balmoral community sits nearby, as does the Havencrest community to the south.

Schools

Willow Wood is served by Orange County Public Schools and is zoned for the Dr. Phillips High School feeder. The typical assignment routes students from Palm Lake Elementary to Chain of Lakes Middle to Dr. Phillips High School, which has maintained consistent A ratings from the Florida Department of Education. Dr. Phillips High has one of the strongest performing arts programs in Orange County in addition to competitive athletics and above-average college placement rates. Confirm the exact school assignment for any specific address at ocps.net.

Location & Lifestyle

Willow Wood's Conroy Windermere Road address positions residents neatly between two lifestyle centers: Restaurant Row's dining district on Sand Lake Road is approximately 8–12 minutes east, and Downtown Windermere with its boutique retail and lakefront charm is approximately 5–8 minutes north. Walt Disney World is 15–20 minutes south via SR-535 or the Florida Turnpike. Universal Orlando is 15–20 minutes east via I-4. I-4 and SR-408 are both within 10–15 minutes, supporting commutes to Downtown Orlando, the I-Drive corridor, and the International Airport.

Real Estate Market

Willow Wood competes favorably in the Dr. Phillips market for buyers who prioritize lot size and mature landscaping over newer construction or guard-gate amenities. Homes have traded in the $450,000–$700,000 range, with updated homes on the larger lots commanding the top of that band. The $405/year HOA is a compelling cost advantage for buyers sensitive to total carrying cost — for a comparable address, gated neighbors can run $2,000–$6,000+ annually in HOA fees. The community's 1978–1989 vintage means buyers should budget appropriately for system updates, but the large-lot premium and established canopy provide strong intrinsic value that does not depreciate.

What Makes Willow Wood Special

130 homes on ½ to 1+ acre lots — large-lot standard rare in this corridor
Mature oak canopy and old-Florida landscaping built over 40+ years
HOA only $405/year — one of the lowest-overhead addresses in Dr. Phillips
Community tennis court and nature trail
Dr. Phillips High School (OCPS A-rated) feeder
8–12 min to Restaurant Row · 15–20 min to Disney · 5 min to Windermere
Built 1978–1989 — established character; large lot premium vs. newer tract communities

Around Willow Wood

Willow Wood community entrance, Dr. Phillips, Orlando, FL

Willow Wood FAQ

Is Willow Wood gated?

Willow Wood is a deed-restricted community but not a gated community. Some sources have conflictingly described it as gated due to its controlled character, but it does not have a physical gate or guardhouse. The deed restrictions and active HOA maintain neighborhood standards in lieu of a gate.

What are the HOA fees in Willow Wood?

Annual HOA dues are approximately $405 per year — one of the lowest fees among active HOA communities in the Dr. Phillips corridor. This covers the tennis court, nature trail, grounds maintenance, and trash and recycling services. There are no CDD fees.

What is the lot size range in Willow Wood?

Lots range from approximately half an acre to just over an acre, which is significantly larger than the typical Dr. Phillips subdivision lot built in the 1990s and later. The large lot standard is one of Willow Wood's most compelling differentiators and contributes meaningfully to the community's privacy and canopy character.

Are Willow Wood homes a good value in the Dr. Phillips market?

For buyers who prioritize lot size, mature landscaping, and low carrying costs over newer construction or guarded-gate amenities, Willow Wood represents one of the stronger value propositions in the corridor. The $405/year HOA is a fraction of the cost of gated neighbors, and the large-lot standard offers a land premium that appreciates with the broader market. Buyers should budget for system updates in homes built 1978–1989.

Recent Work

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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

Balmoral

One of Windermere's most intimate gated estate enclaves — just 32 custom homes on expansive half-acre lots, with a private tennis court, no CDD fees, and a coveted Windermere address.

Explore Balmoral→

Neighborhood

Havencrest

A modern Taylor Morrison gated community of 77 homes nestled between Dr. Phillips and Windermere — newer construction, resort-style interiors, a central pond, and a coveted school-zone address.

Explore Havencrest→

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→

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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