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Estancia Homes for Sale

1316 Estancia Woods Loop, Windermere image
1316 Estancia Woods Loop, Windermere $2,290,000 ▼

Elegant and spacious home in the highly sought after Estancia at Windermere community, offering the perfect blend of luxury, comfort, and prime Central Florida living. Bu...

  • 5 Beds
  • 7 Baths
  • Estancia/Windermere SubDv.
  • 34786 Zip Code
1118 Estancia Woods Loop, Windermere image
1118 Estancia Woods Loop, Windermere $2,099,995 ▼

A Masterpiece of Luxury Living in Windermere Welcome to an extraordinary custom estate in the prestigious gated community of Estancia at Windermere, where timeless eleg...

  • 5 Beds
  • 5 Baths
  • Estancia/Windermere SubDv.
  • 34786 Zip Code
Home › Windermere › Estancia Windermere
📋 What's on This Page
  • About Estancia Windermere Neighborhood
  • Location & Connections
  • Neighborhood Amenities & Lifestyle
  • How Estancia Windermere Compares
  • HOA Information
  • Frequently Asked Questions
  • Available Homes

Estancia Windermere Homes for Sale

Windermere, FL 34786 | Intimate Taylor Morrison Estate Community Off Conroy-Windermere Road

Estancia Windermere is a small, low-density estate community of roughly 50 single-family homes built by Taylor Morrison along the Conroy-Windermere Road corridor in Windermere. The neighborhood is enclosed by a perimeter privacy wall, served by a single entrance and a single internal street, and sits within easy reach of the Butler Chain of Lakes, top-rated Orange County schools, and the SR 408 / SR 429 connector network. View Available Homes

✔ Information verified current as of April 30, 2026

About Estancia Windermere Neighborhood

Estancia Windermere is built off the north side of Conroy-Windermere Road in central Windermere, positioned between the established Reserve at Belmere community to the north and Willows at Lake Rhea to the west. Taylor Morrison developed Estancia as one of its smaller, higher-end Orange County offerings — the entire community fits along a single residential street with cul-de-sac bulbs, which produces virtually no through-traffic and a quieter day-to-day rhythm than most production-builder communities of similar age.

Homes here are large single-family residences in the 3,000–5,000+ square foot range with the design language Taylor Morrison applied across its mid-2010s Florida portfolio: tile or stacked-stone exterior accents, three-car garages, screened lanais, and floor plans built around great-rooms and oversized primary suites. Lot sizes are generous for a non-rural Windermere community — typically a quarter acre or larger — and most homes have private pools, summer kitchens, or both.

The community is enclosed by a perimeter privacy wall rather than guard-gated entry, and a single controlled entrance off Conroy-Windermere Road keeps pass-through traffic off the internal street. The trade-off Estancia offers buyers is real: lower density and larger square footage than most newer 34786 production communities, without the price premium of guard-gated Butler Chain-frontage neighborhoods like Casabella or Bellaria.

📊 Quick Facts
Property Style:Single-Family Estate Homes
Home Sizes:Approximately 3,000–5,000+ sq ft
Bedrooms:4–5 typical
Bathrooms:3–5 typical
Year Built:Approximately 2014–2017
Builder:Taylor Morrison
HOA Fee:Contact us for current fee
CDD Fee:No CDD
Total Homes:Approximately 50
Community Layout:Single internal street, perimeter privacy wall, single controlled entrance

Builder, year-built range, and home count are based on plat-era research and should be verified by the publisher against Orange County property records before publication.

🏠 Typical Home Features
  • Three-car garages standard
  • Tile or stacked-stone exterior accents typical of Taylor Morrison's mid-2010s Florida designs
  • Open great-room layouts with eat-in kitchens and oversized islands
  • Screened lanais and many homes with private pools and summer kitchens
  • Generous primary suites with dual walk-in closets and spa-style baths
  • Tile flooring in main living areas, carpet or wood in bedrooms
  • Energy-efficient windows and HVAC systems consistent with code in the build years

↑ Back to Top | View Available Homes →

Estancia Windermere Location & Connections

Estancia Windermere sits in central Windermere off Conroy-Windermere Road, the town's primary east–west artery. From this position the community has direct access to downtown Windermere and Town Square to the east, the SR 429 Western Beltway connector to the west, and Sand Lake Road's commercial and dining corridor a short drive south. Major employment centers from downtown Orlando to the airport and Lake Nona are reachable via I-4 or the SR 408/429 connector network.

🏘️ Adjacent Neighborhoods & Areas
  • North: Reserve at Belmere
  • South: Conroy-Windermere Road corridor and surrounding individual homes
  • East: Conroy-Windermere Road frontage, individual homes, and access to downtown Windermere
  • West: Willows at Lake Rhea
  • Nearby Lake System: Butler Chain of Lakes (a short drive east via Conroy-Windermere Road)
🚗 Detailed Commute Times
  • Downtown Orlando: Approximately 20–25 minutes (12–14 miles) via Conroy Road and I-4
  • UCF Campus: Approximately 35–45 minutes (24–28 miles) via SR 408
  • Walt Disney World: Approximately 15–20 minutes (8–10 miles) via SR 429 or CR 535
  • Universal Orlando: Approximately 15–20 minutes (8–10 miles) via Conroy Road
  • SeaWorld Orlando: Approximately 15–20 minutes (8–10 miles) via Sand Lake Road
  • Disney Springs: Approximately 15–20 minutes (9–11 miles) via SR 429 and I-4
  • Lake Nona Medical City: Approximately 35–45 minutes (25–28 miles) via SR 528 (BeachLine)
  • Cocoa Beach: Approximately 70–80 minutes (60–65 miles) via SR 528
✈️ Airport Access
  • Orlando International Airport (MCO): Approximately 25–30 minutes (18–20 miles) via SR 528
  • Orlando Sanford International Airport (SFB): Approximately 50–60 minutes (35–40 miles) via SR 429 and I-4
  • Orlando Executive Airport (ORL): Approximately 25–30 minutes (15–17 miles) via SR 408
🛣️ Highway & Rail Access
  • Interstate 4 (I-4): Reachable in approximately 10–15 minutes via Conroy Road or SR 408
  • SR 429 Western Beltway: Approximately 5–10 minutes west, providing toll access to Disney, the Turnpike, and Apopka
  • Florida Turnpike: Accessible via SR 429 north or south interchanges
  • SunRail: Closest station is Florida Hospital Health Village or downtown Orlando, approximately 20–25 minutes east

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Estancia Windermere Amenities & Lifestyle

Estancia Windermere is a residential-only community without onsite amenities such as a pool, clubhouse, or playground — by design. The trade-off is more square footage and larger lots for the price point. Residents draw their lifestyle amenities from Windermere's broader inventory of public parks, the historic Town Square, the Butler Chain of Lakes' public boat ramps, and the Conroy-Windermere Road / Sand Lake Road retail and dining corridors.

🏊 Neighborhood Amenities

Estancia Windermere is intentionally a residential-only neighborhood with no onsite amenities. The community provides:

  • Perimeter privacy wall enclosing the community
  • Single controlled entrance for low through-traffic
  • Single internal street with limited access points
  • HOA-maintained landscaping at the entrance and common-area perimeter

Buyers seeking community pools, clubhouses, or fitness centers should look at master-planned alternatives within Windermere such as Summerport, Windermere Trails, or Providence.

🛍️ Shopping & Services

Estancia residents are within a short drive of multiple shopping clusters: The Grove at Isleworth for upscale retail and dining, Cornerstone at Summerport for grocery and family services on CR 535, and Winter Garden Village a short drive north for an 80-store outdoor center. The Mall at Millenia is the closest luxury mall, roughly 15 minutes east.

For comprehensive shopping information: Discover even more shopping options with our comprehensive Windermere shopping guide.

🍽️ Restaurants

Dining options span historic Main Street cafes in downtown Windermere, casual neighborhood restaurants at The Grove at Isleworth, and the dense fine-dining cluster on Sand Lake Road's Restaurant Row, which is roughly 10 minutes south via Conroy-Windermere Road. The location balances quick access to walkable downtown dining with the broader Dr. Phillips and Sand Lake commercial corridors.

For comprehensive restaurant information: Explore dining options in our complete Windermere restaurants and dining guide.

🎭 Arts & Culture

Windermere's cultural anchors include the 1890 Windermere Schoolhouse (Orange County's first one-room school), the Isleworth sculpture collection featuring Henry Moore and Dali pieces, and the annual Windermere Fine Art Show at Town Square. The Dr. Phillips Center for the Performing Arts in downtown Orlando is the closest major performing arts venue.

For comprehensive arts & culture information: Explore more area arts & culture options in our comprehensive Windermere arts and culture guide.

🏃 Health & Wellness

Healthcare is well covered: Orlando Health Medical Pavilion Summerport on CR 535 is the local multispecialty hub, Orlando Health Horizon West Hospital is the nearest full-service hospital, and Dr. P. Phillips Hospital is a short drive south for specialty care. Urgent care, primary care, and pediatric practices are clustered along the Conroy-Windermere Road and CR 535 corridors.

For comprehensive health & wellness information: For a complete directory of healthcare providers, visit our comprehensive Windermere health and wellness guide.

🌳 Parks & Recreation

Public access to the Butler Chain of Lakes is a short drive away through Fernwood Park (Lake Butler boat ramp) and R.D. Keene Park (52 acres of soccer fields, playgrounds, and a Butler Chain boat ramp). Tibet-Butler Preserve on CR 535 offers 3.6 miles of nature trails for hiking and wildlife viewing.

For comprehensive parks & recreation information: Discover more parks, trails, and outdoor recreation in our detailed Windermere parks and recreation guide.

⚽ Sports & Athletics

Windermere is home to two signature-architect golf courses: Isleworth Golf & Country Club (Arnold Palmer–designed) and The Golden Bear Club at Keene's Pointe (Jack Nicklaus signature). Bay Hill Club & Lodge, host of the PGA Tour's Arnold Palmer Invitational, is also nearby. Watersports on the Butler Chain include wakeboarding, water skiing, and tubing.

For comprehensive sports & athletics information: Find complete information on golf, fitness, and recreation in our detailed Windermere sports and athletics guide.

🎉 Fun Things to Do

Town Square is the hub of community life: the Friday Farmers Market, monthly Food Truck Night, and seasonal events like Light Up Windermere, the Halloween Costume Parade, and PetFest. The location also offers Disney fireworks views from many Windermere parks.

For comprehensive events & activities information: Find even more things to do in our complete Windermere entertainment guide.

🎓 Schools

Estancia Windermere is served by Orange County Public Schools (OCPS):

  • Elementary: Thornebrooke Elementary (typical zoning for the Conroy-Windermere Road corridor)
  • Middle: Gotha Middle School
  • High: Olympia High School

Note: School assignments are subject to change. Publisher action item: Confirm zoning for the specific Estancia Windermere parcel address with the Orange County Public Schools attendance-zone lookup before publication. Estancia is not explicitly listed in any school-zone mapping in the community hub data.

For comprehensive school information: For detailed school ratings and educational resources, visit our comprehensive Windermere schools and education guide.

↑ Back to Top | View Available Homes →

How Estancia Windermere Compares

Estancia occupies a specific market position: larger lots and larger homes than typical newer 34786 production communities, no CDD, and a non-guard-gated layout that keeps assessment costs lower than the high-end gated alternatives. The table below illustrates how it compares to two common alternative buyer considerations.

Feature Estancia Windermere New Production (Lakeside / Windermere Trails) Guard-Gated Luxury (Casabella / Bellaria)
Typical Lot Size ~0.25 acre or larger 0.10–0.20 acre 0.30–1+ acre
Typical Home Size 3,000–5,000+ sq ft 2,000–3,500 sq ft 4,500–8,000+ sq ft
Year Built ~2014–2017 2010–present 2005–present
Builder Type Taylor Morrison estate plans Production builders Custom and semi-custom
CDD Fee No Often Yes Usually No
Gated Entry Privacy wall, single controlled entrance (no guard) Usually no 24/7 guard gate
Onsite Amenities None (residential-only) Pool, clubhouse, parks, trails Often include lake access, marina, club

💡 Value Proposition: Estancia targets buyers who want estate-scale square footage and lot size in central Windermere without paying the assessment premium of guard-gated lakefront alternatives. The trade-off is no community amenities — buyers who want pools and clubhouses on-site should look at a master-planned alternative.

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Estancia Windermere HOA & CDD Information

Estancia Windermere is a deed-restricted community governed by a homeowners association. The HOA maintains the perimeter privacy wall, the entrance landscaping, and the common-area frontage along Conroy-Windermere Road, and enforces architectural review and exterior-modification guidelines that are typical for Taylor Morrison estate communities of the era.

Importantly, Estancia Windermere is not subject to a Community Development District (CDD) assessment, which is unusual for newer 34786 communities — most master-planned neighborhoods built in the same window carry CDD bonds that meaningfully change long-term carrying cost. The absence of a CDD here is one of Estancia's clearest differentiators.

💰 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
  • Perimeter privacy wall maintenance
  • Entrance landscaping and signage
  • Common-area landscaping and irrigation
  • Street lighting at the entrance
  • Architectural review board administration
  • Master insurance for common-area improvements
  • HOA management company fees and reserves

Coverage varies by HOA budget and year. Contact us for the current detailed coverage list.

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Frequently Asked Questions

What is the HOA fee for Estancia Windermere?
Please contact us for the current HOA fee, payment schedule, and HOA management company contact information. HOA fees in Estancia Windermere cover perimeter wall maintenance, entrance landscaping, common-area upkeep, and HOA administration. We can also confirm for you whether any special assessments are currently in effect or anticipated.
Is there a CDD fee in Estancia Windermere?
No. Estancia Windermere does not have a Community Development District (CDD) assessment. This is a meaningful differentiator from many newer 34786 communities, where CDD bonds can add several thousand dollars per year to total carrying costs.
Is Estancia Windermere a gated community?
Estancia Windermere is enclosed by a perimeter privacy wall and has a single controlled entrance, but it is not staffed with a guard gate. The single-street layout and limited entrance keep through-traffic minimal and create a private feel without the cost of 24/7 staffing.
Who built Estancia Windermere?
Estancia Windermere was developed by Taylor Morrison, a national homebuilder with a strong Central Florida estate-home portfolio. The community was constructed in approximately 2014–2017. Builder attribution should be verified by the publisher against Orange County property records before publication.
How many homes are in Estancia Windermere?
Estancia Windermere contains approximately 50 single-family estate homes arranged along a single internal street with cul-de-sac terminations. The intentionally low density is one of the community's primary selling points.
What schools serve Estancia Windermere?
Estancia Windermere falls within the Orange County Public Schools system. Based on the Conroy-Windermere Road corridor's typical zoning, students are likely zoned for Thornebrooke Elementary, Gotha Middle School, and Olympia High School — but Estancia is not explicitly listed in the community hub's school-zone mapping. Buyers should verify the exact assignment for any specific parcel address with the OCPS attendance-zone lookup.
Are there community amenities like a pool or clubhouse?
No. Estancia Windermere is intentionally a residential-only community with no onsite pool, clubhouse, fitness center, or playground. Many homes include private pools and outdoor living spaces, and residents draw broader recreational amenities from Windermere's public parks, the Butler Chain of Lakes, and nearby private clubs.
How close is Estancia Windermere to the theme parks?
Walt Disney World, Universal Orlando, and SeaWorld are all reachable in approximately 15–20 minutes from Estancia Windermere via SR 429, CR 535, or Sand Lake Road. The location balances quick theme-park access with the residential character of central Windermere.
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Your Windermere Neighborhood Expert
Call/Text: 407.801.3286
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Windermere Neighborhoods

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