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Phillips Oaks Homes for Sale

6629 Winder Oaks Boulevard, Orlando image
6629 Winder Oaks Boulevard, Orlando $524,900

Are you ready to add the most important key to your keychain?  Conveniently located in the heart of Dr. Phillips, minutes from the infamous Restaurant Row, Universal Stud...

  • 4 Beds
  • 2 Baths
  • Phillips Oaks SubDv.
  • 32819 Zip Code
Home › Dr. Phillips › Phillips Oaks
📋 What's on This Page
  • About Phillips Oaks Neighborhood
  • Location & Connections
  • Neighborhood Amenities & Lifestyle
  • How Phillips Oaks Compares
  • HOA Information
  • Frequently Asked Questions
  • Available Homes

Phillips Oaks Homes for Sale

Dr. Phillips, FL 32819 | Established Centex Community Steps from Shadow Bay Park

Phillips Oaks is a well-established residential neighborhood in Dr. Phillips, offering 103 single-family homes built by Centex Homes between 1999 and 2001. Situated at the corner of Conroy Windermere Road and Turkey Lake Road, the community is one of the few in Dr. Phillips with a public park — Shadow Bay Park — directly across the street, giving residents immediate access to nature trails, tennis courts, basketball courts, and picnic areas at no cost. View Available Homes

✔ Information verified current as of March 2026

About Phillips Oaks Neighborhood

Phillips Oaks is a non-gated, single-family neighborhood tucked into the northern edge of Dr. Phillips, accessed from both Conroy Windermere Road and Turkey Lake Road. Centex Homes developed the community in the late 1990s, delivering 103 homes in a concentrated two-year build-out from 1999 to 2001. This focused construction timeline means neighbors share a consistent architectural character — Contemporary and Florida-style homes with 3 to 4 bedrooms, 2-car garages, and well-established landscaping that has had over two decades to mature.

Homes in Phillips Oaks typically range from approximately 1,750 to 2,350 square feet, reflecting the production-home footprints common to Centex's late-1990s designs. The community sits in the 32819 zip code, positioning it squarely in the heart of the Dr. Phillips corridor — north of Sand Lake Road's Restaurant Row and southwest of the Turkey Lake Road commercial district. Residents benefit from two street entrances, improving flow and reducing the bottleneck common in single-entrance communities.

What distinguishes Phillips Oaks from other similarly sized Dr. Phillips neighborhoods is the direct adjacency to Shadow Bay Park. This Orange County park sits directly across the street from the neighborhood's Conroy Windermere Road entrance, effectively functioning as an extension of the community's outdoor recreation without HOA maintenance costs. The park features nature trails weaving through native Florida habitat, full-service tennis courts, basketball courts, a baseball field, and shaded picnic areas — amenities many nearby neighborhoods pay significant HOA fees to maintain internally.

Bill Frederick Park at Turkey Lake is also within a few minutes' drive along Turkey Lake Road, offering 183 acres of additional outdoor recreation including fishing, boating, playgrounds, and pavilion rentals on the shores of Turkey Lake. Between these two parks, Phillips Oaks residents enjoy some of the most accessible public outdoor recreation of any neighborhood in the northern Dr. Phillips area.

📊 Quick Facts
Property Style(s):Single-Family Homes (Contemporary, Florida)
Home Sizes:Approx. 1,750 – 2,350 sq ft
Bedrooms:3 – 4 bedrooms typical
Year Built:1999 – 2001 (Centex Homes)
HOA Fee:Contact us for current fee (mandatory HOA)
CDD Fee:No
Total Homes:103 single-family homes
Zip Code:32819
Gated:No (non-gated community)
🏡 Community Character

Phillips Oaks attracts buyers who value the Dr. Phillips address and school zones without the premium price tags of the larger gated communities further south. The Centex construction era produced solid block-and-stucco homes with consistent quality, and many have been updated with new kitchens, bathrooms, and flooring over the past two decades. The neighborhood has a settled, family-oriented feel — most residents are long-term homeowners with children in the Windy Ridge K-8 and Chain of Lakes Middle School zones.

The dual entrance from both Conroy Windermere Road and Turkey Lake Road is a practical advantage that goes beyond convenience — it means residents rarely feel boxed in during peak morning commute hours. The proximity to Bill Frederick Park at Turkey Lake and Shadow Bay Park gives the neighborhood an outdoor-focused quality of life that larger, more amenity-heavy communities often charge several hundred dollars per month to replicate.

↑ Back to Top | View Available Homes →

Phillips Oaks Location & Connections

Phillips Oaks sits at the northern edge of Dr. Phillips, bounded by Conroy Windermere Road to the north and Turkey Lake Road to the east. This positioning places the neighborhood at a natural gateway into the broader Dr. Phillips corridor — residents can reach Sand Lake Road's Restaurant Row in under five minutes, while the Conroy Road interchange provides a direct westward connection toward the Florida Turnpike and the I-4 system.

The immediate area around Phillips Oaks is a mix of residential neighborhoods, Orange County parkland, and light commercial along Turkey Lake Road and Conroy Windermere Road. The neighborhood's northern boundary along Conroy Windermere Road provides quick access to the Marketplace at Dr. Phillips shopping center and the broader Kirkman Road commercial corridor. Universal Studios Florida is approximately 3 miles to the northeast via Turkey Lake Road, and Walt Disney World is roughly 10–12 miles south — a commute many Dr. Phillips families make routinely for annual pass visits.

🏘️ Adjacent Neighborhoods & Areas
  • Shadow Bay Park (Orange County park — nature trails, tennis courts, basketball courts, baseball field, picnic areas — directly across Conroy Windermere Road)
  • Landsbrook Terrace — residential neighborhood to the east along Conroy Windermere Road
  • Marbella Woods — Mediterranean-inspired neighborhood nearby in the Dr. Phillips corridor
  • Conroy Windermere Road — major east-west artery forming the northern border, connecting to I-4 and the Turnpike
  • Chain of Lakes Middle School — serves the northern Dr. Phillips area; campus at 8700 Conroy Windermere Rd
🚗 Detailed Commute Times
  • Downtown Orlando: Approx. 20–25 minutes (12 miles) via I-4 or Conroy/Orange Blossom Trail
  • UCF Campus: Approx. 30–35 minutes (22 miles) via I-4 East
  • Walt Disney World: Approx. 15–20 minutes (10 miles) via Turkey Lake Road South or I-4
  • Universal Orlando: Approx. 8–12 minutes (3 miles) via Turkey Lake Road North
  • SeaWorld Orlando: Approx. 15–20 minutes (9 miles) via I-4 South
  • Cocoa Beach: Approx. 65–70 minutes (65 miles) via the Beachline (SR-528)
  • Sand Lake Road / Restaurant Row: Approx. 5–7 minutes (3 miles) south on Turkey Lake Road
  • International Drive: Approx. 8–10 minutes (4 miles) via Conroy Road East
✈️ Airport Access
  • Orlando International Airport (MCO): Approx. 25–30 minutes (20 miles) via the Beachline (SR-528) East — a tourist-traffic-free route for most of the drive
  • Orlando Sanford International Airport (SFB): Approx. 45–55 minutes (35 miles) via I-4 North

↑ Back to Top | View Available Homes →

Phillips Oaks Amenities & Lifestyle

Life in Phillips Oaks revolves around the remarkable combination of park access, theme park proximity, and Restaurant Row dining that makes northern Dr. Phillips a perennial favorite with families. Shadow Bay Park across the street effectively gives residents a front-yard park experience — an amenity that most comparably priced communities simply cannot offer. From morning walks on the nature trails to evening tennis matches, the park functions as a natural community gathering space without the HOA overhead of a privately maintained facility.

Beyond the immediate neighborhood, residents tap into the full Dr. Phillips lifestyle — world-class dining on Sand Lake Road's Restaurant Row, convenient shopping at the Marketplace at Dr. Phillips and the Mall at Millenia, and the kind of theme-park-neighbor lifestyle that makes annual passes to Universal Orlando feel like a neighborhood perk rather than a splurge.

🏊 Neighborhood Amenities

Phillips Oaks has no private internal community amenities — no HOA-maintained pool, clubhouse, or fitness center. This is intentionally offset by the immediate proximity of Shadow Bay Park directly across Conroy Windermere Road, which provides:

  • Nature trails and walking paths through native Florida habitat
  • Full-service tennis courts
  • Basketball courts
  • Baseball field
  • Shaded picnic areas and pavilions
  • Open green space for informal recreation

The absence of HOA-maintained amenities is also reflected in generally lower HOA fees compared to communities with resort-style facilities — a trade-off many buyers in this price point specifically seek out.

🛍️ Shopping & Services

Phillips Oaks residents have excellent everyday retail within minutes: The Marketplace at Dr. Phillips (Phillips Boulevard and Sand Lake Road) hosts 65+ retailers including grocery, dining, and personal services — accessible in under 10 minutes. Turkey Lake Road and Conroy Road provide access to Publix, Walmart Neighborhood Market, Walmart Supercenter, and Target, while the Mall at Millenia — Orlando's premier luxury shopping destination with Bloomingdale's, Neiman Marcus, and Louis Vuitton — is approximately 7 minutes east via Sand Lake Road. Vineland Pointe shopping is also within easy reach to the south.

For comprehensive shopping information: View our Dr. Phillips Shopping Guide →

🍽️ Restaurants

Restaurant Row on Sand Lake Road — one of the highest concentrations of restaurants per square mile in Central Florida — is approximately 5 minutes south of Phillips Oaks. With 150+ dining options ranging from fine dining to international cuisine and casual family restaurants, residents enjoy a culinary variety that neighborhoods in most other cities simply cannot match. The Sand Lake Road / Restaurant Row corridor is a genuine neighborhood dining institution, and Phillips Oaks sits at the northern edge of convenient access to it.

For comprehensive restaurant information: View our Dr. Phillips Restaurants Guide →

🎭 Arts & Culture

The Dr. Phillips area is home to a rich cultural scene rooted in its citrus heritage and performing arts legacy. The Dr. Phillips Center for the Performing Arts in downtown Orlando is approximately 20–25 minutes away and hosts Broadway touring productions, concerts, and local performances year-round. The annual Taste of Dr. Phillips community event and Rotary Club gatherings reflect a strong civic culture. The citrus heritage of the namesake Dr. Phillip Phillips adds a unique historical character to the broader community.

For comprehensive arts & culture information: View our Dr. Phillips Arts & Culture Guide →

🏃 Health & Wellness

Orlando Health Dr. P. Phillips Hospital on Turkey Lake Road is the primary healthcare anchor for this part of Dr. Phillips — providing 24-hour emergency care, surgical specialties, and outpatient services within 5–8 minutes of Phillips Oaks. The Rosen Aquatic & Fitness Center on International Drive offers Olympic-caliber swimming and fitness programming just minutes away, while the Dr. Phillips YMCA Family Center provides soccer fields, fitness equipment, swimming, and youth programming approximately 3.5 miles from the neighborhood.

For comprehensive health & wellness information: View our Dr. Phillips Health & Wellness Guide →

🌳 Parks & Recreation

Shadow Bay Park directly across Conroy Windermere Road is the immediate recreation hub for Phillips Oaks residents, with nature trails, sports courts, and picnic facilities. Bill Frederick Park at Turkey Lake — a 183-acre park along Turkey Lake Road — offers fishing, boating, playgrounds, and pavilion rentals just minutes away. Dr. P. Phillips Community Park on Big Sand Lake is a short drive south and features a splash pad, dog park, walking trails, and beautiful waterfront access.

For comprehensive parks information: View our Dr. Phillips Parks & Recreation Guide →

⚽ Sports & Athletics

The sports infrastructure around Phillips Oaks is exceptional. Shadow Bay Park's courts provide daily tennis and basketball access. The Rosen Aquatic & Fitness Center nearby hosts national swim meets and public lap swimming. Multiple golf courses are within a few miles, including the private Orange Tree Country Club and Metro West Golf Club to the east. The Arnold Palmer Invitational at Bay Hill Club — one of the PGA Tour's most prestigious events — takes place annually in the broader Dr. Phillips community.

For comprehensive sports information: View our Dr. Phillips Sports & Athletics Guide →

🎉 Fun Things to Do

Universal Orlando is approximately 3 miles northeast via Turkey Lake Road — close enough that many Phillips Oaks families treat it as a weekend hangout rather than a major trip. Walt Disney World is a 15–20 minute drive south. ICON Park on International Drive (400-foot observation wheel, aquarium, entertainment venues) is also within 10 minutes. The Butler Chain of Lakes offers boating, paddleboarding, and waterfront exploration accessible from various Dr. Phillips launch points.

For comprehensive activities information: View our Dr. Phillips Events & Things To Do Guide →

🎓 Schools

Phillips Oaks is served by Orange County Public Schools:

  • K-8: Windy Ridge K-8 (3900 Beech Tree Dr, Orlando — approximately 1–2 miles)
  • Middle: Chain of Lakes Middle School (8700 Conroy Windermere Rd — directly accessible via Conroy Windermere Road)
  • High: Dr. Phillips High School (approximately 1 mile south on Turkey Lake Road)

Note: School zone assignments are subject to change. Always verify current zoning with Orange County Public Schools before purchasing.

For comprehensive school information: View our Dr. Phillips Schools & Education Guide →

↑ Back to Top | View Available Homes →

How Phillips Oaks Compares

Phillips Oaks occupies an interesting niche in the Dr. Phillips market: a solidly built, well-located Centex community with no CDD fees, a mandatory HOA, and the rare advantage of a public park directly across the street — all at a price point that typically comes in below the gated Dr. Phillips alternatives. For buyers who want the Dr. Phillips school zones and community character without resort HOA overhead, Phillips Oaks offers a compelling value proposition.

The comparison below reflects how Phillips Oaks stacks up against two nearby alternatives that buyers in this price range frequently consider together.

Feature Phillips Oaks Landsbrook Terrace Marbella Woods
Year Built 1999 – 2001 Various Various
Builder Centex Homes Various Various
Home Size ~1,750–2,350 sq ft Varies Varies
Total Homes 103 Smaller Varies
Gated No No No
CDD Fee No No No
Park Access Shadow Bay Park directly across street Area parks nearby Area parks nearby
Middle School Chain of Lakes Middle — adjacent Chain of Lakes Middle Chain of Lakes Middle

💡 Value Proposition: Phillips Oaks offers the rare combination of a uniform Centex build-quality, no CDD fees, and a public park literally across the street — making it one of the most practical buys for families seeking the Dr. Phillips school zone at accessible price points in the northern part of the community.

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Phillips Oaks HOA & CDD Information

Phillips Oaks has a mandatory Homeowners Association (HOA) that maintains deed restrictions and community standards throughout the neighborhood. The HOA plays an important role in preserving property values in a non-gated community — ensuring consistent upkeep standards and architectural harmony across the 103-home development. There is no Community Development District (CDD) fee in Phillips Oaks, which is a meaningful financial advantage compared to many newer communities in the broader Dr. Phillips corridor.

Because Phillips Oaks has no shared amenities (pool, clubhouse, etc.), HOA fees are primarily directed toward common area maintenance, deed restriction enforcement, and reserve funds — typically resulting in more modest fees compared to amenity-rich alternatives. The HOA management company and fee schedule may change over time; always verify current details before closing.

💰 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
  • Common area landscaping and maintenance (entrances, buffers)
  • Deed restriction enforcement and architectural review
  • Community signage and lighting at entrances
  • Reserve fund contributions for long-term capital needs
  • HOA management company administrative services

For more information on how HOAs work, visit our What's an HOA? guide.

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Frequently Asked Questions — Phillips Oaks

What is the HOA fee for Phillips Oaks?
Please contact us for the current HOA fee, payment schedule, and HOA management company contact information. Phillips Oaks has a mandatory HOA; because there are no shared amenities like a pool or clubhouse, fees are generally focused on common area upkeep, entrance maintenance, and reserve contributions. We can also check for any current or upcoming special assessments.
Is there a CDD fee in Phillips Oaks?
No, Phillips Oaks does not have a Community Development District (CDD) fee. This is a financial advantage compared to many newer construction communities in the Dr. Phillips area that carry CDD assessments on top of HOA dues. For context on what CDDs are and how they affect homeownership costs, see our What's a CDD? guide.
What schools serve Phillips Oaks?
Phillips Oaks is served by Orange County Public Schools. Students are typically zoned for Windy Ridge K-8 (Pre-K through 8th grade), Chain of Lakes Middle School (located directly on Conroy Windermere Road adjacent to the neighborhood), and Dr. Phillips High School approximately 1 mile south on Turkey Lake Road. School zone assignments can change — always verify directly with Orange County Public Schools before purchasing. See our Dr. Phillips Schools Guide for more detail.
Is Phillips Oaks a gated community?
No, Phillips Oaks is a non-gated community with two street entrances — one from Conroy Windermere Road and one from Turkey Lake Road. The dual entrance is a practical advantage for daily commuting. Buyers seeking gated Dr. Phillips communities nearby may also want to explore Marbella Woods or other adjacent options.
What park is across the street from Phillips Oaks?
Shadow Bay Park, an Orange County-maintained public park, sits directly across Conroy Windermere Road from the Phillips Oaks entrance. It features nature trails, tennis courts, basketball courts, a baseball field, and picnic areas — all free to use. This is one of the most unique location advantages of Phillips Oaks compared to similarly sized Dr. Phillips neighborhoods. Bill Frederick Park at Turkey Lake is also a short drive away for additional outdoor recreation.
Who built the homes in Phillips Oaks?
The majority of homes in Phillips Oaks were built by Centex Homes, a national production builder, between 1999 and 2001. The homes feature Contemporary and Florida architectural styles with 3 to 4 bedrooms, 2-car garages, and block/stucco construction. The focused two-year build window means the neighborhood has a consistent character and build quality throughout all 103 homes.
How close is Phillips Oaks to Universal Studios?
Phillips Oaks is approximately 3 miles from Universal Studios Florida, accessible in about 8–12 minutes via Turkey Lake Road North. This proximity is one of the standout lifestyle advantages of the northern Dr. Phillips location — many residents take advantage of annual passes for frequent visits without the traffic inconvenience that tourists experience from farther afield.
What are typical home sizes in Phillips Oaks?
Homes in Phillips Oaks typically range from approximately 1,750 to 2,350 square feet of living space, with 3 to 4 bedrooms and 2-car garages. Many homes have been updated since original construction in 1999–2001, with renovated kitchens, bathrooms, and flooring being common improvements. Lot sizes are generally in the quarter-acre range, consistent with Centex's late-1990s production home footprints in this area.
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Realtor David MyersDavid Myers
Your Dr Phillips Real Estate Expert
Call/Text: 407.801.3286
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