About Westchester Neighborhood
Tucked into the northwest corner of MetroWest, Westchester sits just off Hiawassee Road, with the subdivision entered from Haughton Lane and laced by interior streets such as Piccadilly Lane and Saint Edmunds Lane. It is roughly half a mile east of Lake Hiawassee and a short drive from the public MetroWest Golf Club.
The neighborhood was started in 1987 and largely built out within about two years, giving it a cohesive, mature feel that distinguishes it from the denser condo and gated communities that came to the area later. Homes are predominantly one-story single-family residences with vaulted ceilings, two-car garages, and lots in the quarter-acre range, typically ranging from about 1,440 to 2,100 square feet.
Westchester is built around two internal community ponds, and around twenty homes enjoy direct waterfront views. As a non-gated community with sidewalks and an established tree canopy, it tends to appeal to buyers who want a settled, walkable single-family street rather than the lock-and-leave condo lifestyle found elsewhere in the area.
📊 Quick Facts
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Westchester Location & Connections
Westchester is located in the northwest quadrant of MetroWest, with quick access to the community's main north-south artery. Most daily errands, dining, and commuting routes connect through Hiawassee Road, which links the neighborhood south toward the golf club and shopping and north toward the West Colonial retail corridor.
Its position on the western side of MetroWest puts downtown Orlando roughly six miles east, the tourist corridor minutes south, and the Mall at Millenia a short hop east via Conroy Road.
🏘️ Adjacent Neighborhoods & Areas
- Cinnamon Bay — a nearby gated MetroWest community (the one true adjacent neighborhood from the supplied list)
- MetroWest Golf Club — the public Robert Trent Jones Sr. course woven through the community (amenity, not a neighborhood)
- Lake Hiawassee — about half a mile west (nearby lake, not a border)
- South Hiawassee Road — the corridor the neighborhood connects to (road, not a neighborhood)
- Veranda Park — the mixed-use town center at MetroWest Blvd & Hiawassee Rd (nearby area; not an FNR neighborhood page)
Note: Of the items originally supplied as "bordering," only Cinnamon Bay is an adjacent neighborhood. Lake Hiawassee, the golf club, and Hiawassee Road are nearby features rather than neighbors; Piccadilly Lane and the community ponds are internal to Westchester and are covered above in the About section.
🚗 Detailed Commute Times
Drive times are approximate and depend on traffic.
- Downtown Orlando: ~15 minutes (~6 miles) via SR-408
- Valencia College West Campus: ~6 minutes (~2 miles)
- Mall at Millenia: ~10 minutes (~4 miles) via Conroy Road
- Universal Orlando: ~12 minutes (~5 miles) via Kirkman Road
- SeaWorld Orlando: ~15 minutes (~7 miles)
- Walt Disney World: ~20 minutes (~12 miles) via I-4
- UCF: ~30 minutes (~20 miles)
- Cocoa Beach: ~70 minutes (~62 miles)
✈️ Airport Access
- Orlando International Airport (MCO): ~20 minutes (~12 miles)
- Orlando Sanford International Airport (SFB): ~35 minutes (~22 miles)
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Westchester Amenities & Lifestyle
Life in Westchester is defined less by resort-style amenities and more by the quiet, established character of a fully built-out 1980s street grid. Mature trees, sidewalks, and two interior ponds set the tone, while the wider MetroWest master plan puts golf, dining, and shopping within a few minutes' drive.
Because the neighborhood is non-gated and centrally located, residents lean on the surrounding community for recreation and services — most notably the public MetroWest Golf Club and the Hiawassee Road retail corridor.
🏊 Neighborhood Amenities
Amenities found within Westchester:
- Two internal community ponds, with roughly 20 waterfront homes
- Mature tree canopy and tree-lined interior streets
- Sidewalks throughout a walkable, low-traffic layout
- Non-gated, single-family setting with quarter-acre-range lots
Westchester does not have a community pool or clubhouse; recreation centers on the surrounding MetroWest amenities described below.
🛍️ Shopping & Services
Everyday shopping centers on the Publix-anchored MetroWest Village and the nearby Metro West Shoppes, with luxury retail at the Mall at Millenia a short drive east.
For comprehensive shopping information: View our MetroWest Shopping Guide →
🍽️ Restaurants
The Hiawassee Road corridor is MetroWest's dining spine, anchored by local institution Teak Neighborhood Grill and a notable mix of Brazilian, Lebanese, and Mediterranean spots.
For comprehensive restaurant information: View our MetroWest Restaurants Guide →
🎭 Arts & Culture
MetroWest's public-art signature is the Quattro Cavalli fountain on MetroWest Boulevard, while Achilles Art Café pairs an art gallery with a European-style coffeehouse.
For comprehensive arts & culture information: View our MetroWest Arts & Culture Guide →
🏃 Health & Wellness
Day-to-day urgent care sits inside the community at the CareSpot urgent-care clinic, with full-service hospitals a short drive south.
For comprehensive health & wellness information: View our MetroWest Health & Wellness Guide →
🌳 Parks & Recreation
The 183-acre Bill Frederick Park at Turkey Lake is MetroWest's effective backyard, while Lake Hiawassee sits just west of the neighborhood.
For comprehensive parks & recreation information: View our MetroWest Parks & Recreation Guide →
⚽ Sports & Athletics
The community's recreational anchor is the public MetroWest Golf Club, a Robert Trent Jones Sr. design with tennis and the course-side Sundance Tavern.
For comprehensive sports & athletics information: View our MetroWest Sports & Athletics Guide →
🎉 Fun Things to Do
Beyond the theme parks minutes south, the community's signature seasonal event is MetroWest WinterFest, a neighborhood-wide holiday tradition.
For comprehensive events & activities information: View our MetroWest Events & Things To Do Guide →
🎓 Schools
Westchester is likely zoned for (verify with OCPS):
- Elementary: MetroWest Elementary
- Middle: Chain of Lakes Middle School
- High: Olympia High School
Some MetroWest addresses are instead served by the K-8 Windy Ridge K-8. School assignments change; always confirm current zoning per-address with Orange County Public Schools.
For comprehensive school information: View our MetroWest Schools Guide →
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How Westchester Compares
Westchester's pitch within MetroWest is value and space: single-family homes on quarter-acre-range lots, no gate to maintain, and an established 1980s build — a different proposition from the area's newer gated condos and townhomes, and from new construction farther out.
| Feature | Westchester | Newer MetroWest Gated Condos | New Construction (Outer Suburbs) |
|---|---|---|---|
| Home Type | Single-family | Condo / townhome | Single-family |
| Typical Lot Size | ~0.25 acre | Attached / minimal | 0.10–0.20 acre |
| Home Age | 1987–1990 | 1990s–2000s | New |
| Gated | No | Often yes | Varies |
| CDD Fee | No | No | Often yes |
| Downtown commute | ~15 min | ~15 min | 30–45 min |
💡 Value Proposition: For buyers who want a detached single-family home with a real yard, no CDD, and a sub-15-minute drive to downtown, Westchester offers a rare combination at an attainable price point — trading new-build finishes and gated amenities for space, location, and an established setting.
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Westchester HOA & CDD Information
Westchester is governed by a homeowners association that maintains the neighborhood's common areas, including the entrance and the two internal ponds. As an established 1980s subdivision, it is not encumbered by Community Development District (CDD) financing, so there is no separate CDD assessment on top of the HOA.
The HOA does permit pets, with certain breed restrictions; confirm the current pet policy and any architectural guidelines directly before purchasing.
💰 HOA Fees & Management Contact
HOA fees and management company information often change. Please contact us and we will be happy to provide you with the current HOA fee, payment schedule, and direct contact information for the HOA management company. We can also check for you to see if there are any current or upcoming special assessments.
📋 What HOA Fees Typically Cover
- Maintenance of the community entrance and signage
- Upkeep of the two internal community ponds
- Common-area landscaping and irrigation
- Street-edge and common-area lighting
- Administration and reserve funding for the association
Exact inclusions vary; please contact us to confirm what the current Westchester HOA fee covers.
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