Windermere
3,034 people live in Windermere, where the median age is 52.7 and the average individual income is $101,291. Data provided by the U.S. Census Bureau.
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Median Age
Population Density Population Density This is the number of people per square mile in a neighborhood.
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A Serene Lakeside Oasis in the Heart of Central Florida
Windermere, located in Orange County, Florida, is a picturesque lakeside town known for its natural beauty, luxury living, and charming small-town atmosphere. Nestled among the stunning Butler Chain of Lakes, Windermere is a tranquil escape from the hustle and bustle of nearby Orlando, yet still close to world-class attractions, shopping, and entertainment. With its tree-lined streets, upscale homes, and focus on preserving the town’s natural beauty, Windermere offers residents a peaceful, elegant lifestyle.
Set on the pristine Butler Chain of Lakes in southwest Orange County, Windermere blends small-town charm with lakeside luxury. Residents prize boating, paddle sports, and sunset cruises across 13 interconnected lakes, plus quick access to Orlando’s dining, shopping, and attractions. Leafy streets, historic civic buildings, and premier private golf communities like Isleworth and Keene’s Pointe make Windermere a favorite for buyers seeking privacy, water access, and enduring value close to the city.
Within minutes of Walt Disney World and downtown Orlando, Windermere offers a refined outdoor lifestyle anchored by the Outstanding Florida Waters–designated Butler Chain. Weekend rhythms revolve around the water, miles of nearby nature trails at Tibet-Butler Preserve, and tee times at private clubs. Whether your vision is a lakefront estate with a private dock or a quiet in-town residence, Windermere pairs natural beauty with convenience and a tight-knit community feel.
| Key Facts about Windermere, FL | |
|---|---|
| Area | ~1.93 sq mi land (town limits); ~2.69 sq mi total |
| County | Orange County |
| Incorporated | February 2, 1925 |
| Population (2020 Census) | 3,030 (town) |
| Signature Setting | Butler Chain of Lakes (13 connected lakes; Outstanding Florida Waters designation) |
| Nature & Parks | Tibet-Butler Preserve • R.D. Keene Park (public boat ramp to Butler Chain) |
| Golf & Private Clubs | Isleworth Golf & Country Club • The Golden Bear Club at Keene’s Pointe (Jack Nicklaus Signature) |
| Main Roads | Conroy-Windermere Rd • Winter Garden Vineland Rd (CR 535) • Apopka-Vineland Rd |
| ZIP / Area Codes | 34786 • 407 / 689 |
From serene lakefront estates to gated golf enclaves, Windermere delivers a rare balance of privacy, prestige, and natural beauty—backed by exceptional outdoor recreation and proximity to Orlando’s best amenities.
Windermere sits on the Butler Chain of Lakes in southwest Orange County, minutes from Orlando’s dining, shopping, and world-class attractions. Its tree-lined streets and village core are supported by nearby corridors such as Conroy-Windermere Road, Winter Garden Vineland Road (CR 535), and Apopka-Vineland Road. Day-to-day mobility is primarily by car, complemented by golf carts in some neighborhoods, cycling around lakeside lanes, and ride-share.
For regional and long-haul access, residents rely on Orlando International Airport (MCO), Orlando Executive (ORL) for private/business aviation, and Sanford (SFB) for select carriers. Major expressways including Florida’s Turnpike, SR 408, and SR 429 connect Windermere to the wider metro.
| Connectivity & Transportation — Windermere, FL | |
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| Location Map & Area Overview in Windermere | Southwest Orange County town surrounded by the Butler Chain of Lakes. Minutes to Orlando’s premier shopping/dining, golf clubs, and world-famous theme parks. Primary local spines include Conroy-Windermere Rd, Winter Garden Vineland Rd (CR 535), and Apopka-Vineland Rd. |
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| Typical Drive Times* in Windermere |
*Subject to traffic, season, and event schedules
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| Parking in Windermere | Street parking around Windermere’s town center (time limits may apply). Ample on-site parking at parks, clubs, and retail centers; resort/attraction areas may require paid parking. |
| Walking & Cycling in Windermere | Walkable village core; lakeside lanes popular for cycling and golf-cart use in select neighborhoods. Multi-use trails and preserves nearby for hiking/birding. |
| Taxi & Ride Apps in Windermere | Uber and Lyft operate widely. Local black-car and chauffeured services are common for special events and airport runs. |
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| Accessibility & EV Notes in Windermere | Newer retail, hotels, and attractions are generally ADA-friendly; confirm specifics ahead. EV drivers will find Level 2 and DC fast chargers at area shopping centers, resorts, and public lots across the metro. |
Windermere combines effortless regional access with lakeside serenity—scenic drives, golf-cart-friendly streets, preserved natural areas, and convenient air links make it an exceptional base for luxury living in Greater Orlando.
Windermere’s real estate market reflects its reputation as one of Central Florida’s most desirable luxury enclaves. Known for lakefront estates, exclusive golf community homes, and family-friendly neighborhoods, the market remains competitive. As of mid–late 2025, the median sale price is around $1.05M, with a median price per sq. ft. near $360. Homes typically spend 45–60 days on market, while trophy estates on the Butler Chain of Lakes may take longer to sell due to their exclusivity. Rental demand is strong among relocating professionals and families, supported by proximity to Disney, downtown Orlando, and top-rated schools.
| Property Type (Windermere) | Median Price (USD) | Price per Sq.Ft (USD) | Average Rent (USD/month) | Rental Yield |
|---|---|---|---|---|
| 2BR Condo / Townhome (Windermere) | $420,000 (est.) | $275 | $2,300 | 6.5% (est.) |
| 3BR Single-Family Home (Windermere) | $750,000 (est.) | $325 | $3,200 | 5.1% (est.) |
| 4BR Golf Community Home (Windermere) | $1,200,000 (est.) | $360 | $4,800 | 4.8% (est.) |
| Lakefront Luxury Estate (Windermere) | $3,750,000 (est.) | $520 | $9,500 | 3.0% (est.) |
Methodology & Notes: Median sale price ($1.05M) and $360/sq.ft. reflect mid-2025 Windermere market trackers. Segment medians were derived by applying price-per-foot to typical property sizes. Rental data represents late summer 2025 averages for Windermere, adjusted for luxury weighting and proximity to lakes/golf. Yield estimates vary significantly based on lake frontage, gated community amenities, and property updates.
Life in Windermere blends lakeside serenity with proximity to Orlando’s world-class amenities. The town is nestled among the Butler Chain of Lakes, offering boating, fishing, paddleboarding, and sunset cruises. Residents enjoy tree-lined streets, a charming walkable town center, and access to exclusive golf and country clubs. With major shopping, dining, and entertainment districts just minutes away, Windermere provides a rare mix of privacy, natural beauty, and convenience.
Situated in southwest Orange County, Windermere is surrounded by the Butler Chain of Lakes. Minutes to Orlando’s dining, shopping, and theme parks, while retaining a peaceful small-town feel.
Close-knit and family-oriented, with neighborhood events, farmers’ markets, and a historic downtown. Streets are lined with oaks and Spanish moss, creating an inviting village atmosphere.
Local cafés, wine bars, and eateries anchor the town center. Upscale dining options expand into nearby Dr. Phillips’ Restaurant Row, and world-class cuisine is just a short drive into Orlando.
Served by Orange County Public Schools, with top-rated public and charter programs. Access to prestigious private schools nearby, plus enrichment in arts, STEM, and athletics.
Includes townhomes, family neighborhoods, golf community residences, and luxury lakefront estates. Homes with private docks and lake views command premium pricing.
Primarily car-dependent, with golf carts common in certain neighborhoods. Quick access via Conroy-Windermere Rd, CR 535, and Apopka-Vineland Rd to Orlando’s expressways and downtown.
Humid subtropical: hot summers, mild winters, and abundant sunshine. Afternoon storms in summer; hurricane-season precautions apply. Lakes provide natural cooling breezes.
Parks, playgrounds, and lake access throughout town. Exclusive amenities in gated communities include golf, tennis, and fitness centers. Nearby shopping districts add convenience.
A blend of professionals, executives, athletes, and families seeking privacy. Strong emphasis on quality of life, education, and community involvement.
Lakeside living, prestigious golf communities, proximity to Orlando and Disney, top-rated schools, and a serene small-town atmosphere.
Higher housing costs for lakefront properties, limited public transportation, and seasonal tourist traffic on nearby roads.
Boating, fishing, kayaking, paddleboarding, and golf. Nature trails at Tibet-Butler Preserve and family recreation at R.D. Keene Park.
Windermere’s lifestyle combines lakeside tranquility with urban convenience—offering outdoor recreation, family-friendly neighborhoods, and easy access to Greater Orlando’s premier amenities.
Windermere offers a premier mix of amenities—from lakeside parks and fitness clubs to boutique shopping, dining, and pet-friendly services. Below are highlights that make Windermere one of Central Florida’s most desirable places to live.
Families in Windermere are served by Orange County Public Schools (OCPS), including highly regarded elementary, middle, and high schools. In addition, there are top-ranked charter and private schools in the surrounding area. Many parents choose Windermere for its strong focus on education, small-town setting, and access to both public and private options.
Programs emphasize college-prep rigor, STEM enrichment, performing arts, athletics, and global learning. Always confirm current attendance zones, magnet programs, and admission requirements before enrolling.
| School / Preschool | Type | Location | Highlights |
|---|---|---|---|
| Windermere Elementary | Public (K–5) — OCPS | Downtown Windermere | Historic neighborhood school with strong academics, arts, and community involvement. |
| Bay Lake Elementary | Public (K–5) — OCPS | Near Horizon West | Modern campus with STEM initiatives, digital learning, and diverse enrichment programs. |
| Keenes Crossing Elementary | Public (K–5) — OCPS | Windermere area | Popular with local families; strong parent engagement and academic support programs. |
| Bridgewater Middle School | Public (6–8) — OCPS | Windermere | Large middle school with STEM electives, athletics, and arts; highly rated academics. |
| Windermere Preparatory Middle | Private (6–8) | Windermere | International Baccalaureate curriculum with small class sizes, arts, and athletics. |
| Windermere High School | Public (9–12) — OCPS | Horizon West / Windermere area | Comprehensive AP, athletics, and career pathways; serves a growing suburban population. |
| Olympia High School | Public (9–12) — OCPS | Dr. Phillips / MetroWest | AP/Honors programs, athletics, and arts; serves students from nearby Windermere neighborhoods. |
| Windermere Preparatory School | Private (K–12) | Windermere | IB World School; strong arts, athletics, and global learning emphasis; highly ranked private option. |
| Imagine Schools at South Lake | Charter (K–8) | Nearby Clermont | Charter option with focus on character education, STEM, and individualized learning. |
| Foundation Academy | Private (K–12) | Winter Garden | Christian college-prep; athletics and faith-based curriculum; multiple campuses near Windermere. |
| Windermere Union Preschool | Private Preschool | Windermere | Play-based early learning with strong parent involvement and community roots. |
| Primrose School of Windermere | Private Preschool / Kindergarten | Windermere | Accredited preschool offering balanced curriculum with focus on academics and social development. |
| Montessori World School | Private Preschool / Elementary | Dr. Phillips | Montessori-based learning; independence, hands-on exploration, and bilingual programs. |
District: Orange County Public Schools (OCPS). Tip: Attendance zones and program offerings can shift—verify current boundaries, magnet programs, and admissions details directly with OCPS or each private school before enrollment.
Windermere is one of Greater Orlando’s most coveted luxury submarkets, centered on the Butler Chain of Lakes and premier golf communities. Scarcity of true lakefront parcels, gated-club amenities, and proximity to Orlando’s employment and entertainment hubs support long-term desirability and value.
Why Windermere? Lakeside living, top-tier schools, private-club lifestyle (Isleworth, Keene’s Pointe), and easy access to Disney and downtown Orlando. Limited lakefront inventory and strong executive relocation demand make Windermere compelling for both primary residences and investment properties. Note: Short-term rental (STR) regulations vary by municipality and HOA—verify before purchase.
Luxury Homes: $7,500–$15,000+/mo
4BR Golf Community: $4,500–$7,500/mo
3BR SFR: $3,200–$4,800/mo
Ranges vary by lake frontage, club membership, updates, and school zoning.
Windermere’s blend of lakes, clubs, and location advantages supports resilient demand across market cycles—especially for updated homes with outdoor living and water access.
Nestled among the Butler Chain of Lakes, Windermere offers a lifestyle of lakeside luxury and small-town charm. Residents enjoy boating, fishing, paddleboarding, and sunset views, all while being minutes from Orlando’s world-class attractions and employment centers.
Housing options range from lakefront estates with private docks and golf course residences to family neighborhoods and modern townhomes. Properties in Isleworth, Keene’s Pointe, and other gated communities command premiums for privacy, amenities, and access to top schools.
Daily life in Windermere balances outdoor recreation with modern conveniences. Residents frequent R.D. Keene Park, Tibet-Butler Preserve, and nearby golf clubs, while also enjoying easy access to shopping, dining, and cultural destinations in Dr. Phillips and Winter Garden. Top-rated schools and excellent healthcare further enhance the appeal.
With its blend of prestige, lakeside beauty, and accessibility, Windermere is one of Central Florida’s most desirable locations for full-time living, vacation homes, and investment properties.
Explore Windermere Real Estate →Windermere offers a rare combination of natural beauty, luxury amenities, and family-focused living, making it one of Central Florida’s most distinctive communities.
Windermere has 1,217 households, with an average household size of 2.49. Data provided by the U.S. Census Bureau. Here’s what the people living in Windermere do for work — and how long it takes them to get there. Data provided by the U.S. Census Bureau. 3,034 people call Windermere home. The population density is 1,569.42 and the largest age group is Data provided by the U.S. Census Bureau.
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There's plenty to do around Windermere, including shopping, dining, nightlife, parks, and more. Data provided by Walk Score and Yelp.
Explore popular things to do in the area, including Henko Cafe, CrossFit WaterSide Windermere, and Iron Shamrock.
| Name | Category | Distance | Reviews |
Ratings by
Yelp
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|---|---|---|---|---|
| Dining · $$ | 3.69 miles | 8 reviews | 5/5 stars | |
| Active | 2.1 miles | 6 reviews | 5/5 stars | |
| Active | 3.89 miles | 9 reviews | 5/5 stars | |
| Active | 0.54 miles | 23 reviews | 5/5 stars | |
| Beauty | 4.33 miles | 6 reviews | 5/5 stars | |
| Beauty | 1.96 miles | 12 reviews | 5/5 stars | |
| Beauty | 4.86 miles | 5 reviews | 5/5 stars | |
| Beauty | 4.56 miles | 10 reviews | 5/5 stars | |
| Beauty | 4.76 miles | 8 reviews | 5/5 stars | |
| Beauty | 3.49 miles | 5 reviews | 5/5 stars | |
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