Winter Park
29,929 people live in Winter Park, where the median age is 44.2 and the average individual income is $78,652. Data provided by the U.S. Census Bureau.
Total Population
Median Age
Population Density Population Density This is the number of people per square mile in a neighborhood.
Average individual Income
A Quaint and Elegant City with Rich History and Scenic Charm
Winter Park, located in Orange County, Florida, is a picturesque and affluent city just north of Orlando. Known for its stunning parks, beautiful tree-lined streets, and historic charm, Winter Park offers an idyllic lifestyle with a blend of modern convenience and cultural sophistication. The city is home to upscale shopping, world-class dining, prestigious educational institutions, and a thriving arts scene, making it a premier destination for residents seeking elegance and tranquility amidst the hustle and bustle of Central Florida. With its rich history and stunning natural beauty, Winter Park is one of the most desirable places to live in the Greater Orlando area.
Known for its upscale neighborhoods, lakeside estates, and vibrant cultural scene, Winter Park offers one of Central Florida’s most desirable residential lifestyles. Located just north of downtown Orlando, Winter Park blends historic charm with modern refinement—featuring brick-lined streets, boutique shops, scenic parks, and a stunning chain of lakes that appeals to families, professionals, and luxury buyers seeking elegance and convenience.
Winter Park is admired for its lush tree canopy, walkable downtown, and a thriving arts community anchored by Rollins College and the Morse Museum. Residents enjoy year-round recreation across its lakes, botanical gardens, golf courses, and picturesque parks. With convenient access to I-4, Orlando Avenue, and a SunRail station, Winter Park seamlessly blends small-town charm with metropolitan accessibility. Whether you're seeking a lakefront estate, a historic home near Park Avenue, or a newly built contemporary residence, Winter Park offers enduring value and an exceptional quality of life.
| Key Facts about Winter Park, FL | |
|---|---|
| Area | ~10.4 sq mi |
| County | Orange County |
| Established | 1887 (founded as a winter resort community) |
| Population (recent est.) | ~30,800 residents |
| Notable Districts | Park Avenue • Hannibal Square • Rollins College Area • Winter Park Chain of Lakes |
| Signature Attractions | Park Avenue shopping & dining • Morse Museum • Mead Botanical Garden • Scenic Boat Tour • Central Park • Farmers’ Market |
| Main Roads | US-17/92 (Orlando Ave) • I-4 • Fairbanks Ave • Aloma Ave |
Winter Park offers a refined lifestyle defined by natural beauty, cultural richness, and architectural character—making it one of Central Florida’s most sought-after places to live, invest, and experience elevated lakeside living.
Winter Park is located in Central Florida just northeast of downtown Orlando, known for its walkable streets, lakeside parks, cultural institutions, and luxury residential neighborhoods. The city centers around Park Avenue, Rollins College, and a chain of interconnected lakes, offering a scenic and convenient lifestyle. Most travel is car-based, though Winter Park is one of the region’s most walkable cities with excellent local mobility options.
Residents benefit from proximity to Orlando’s major highways, the regional SunRail commuter line, and easy access to Orlando International Airport. With tree-lined streets, bike-friendly paths, and a compact downtown core, Winter Park blends ease of movement with the charm of a historic community.
| Connectivity & Transportation — Winter Park, FL | |
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| Location Map & City Overview | Winter Park sits just northeast of downtown Orlando and is known for its lakes, parks, historic architecture, and vibrant cultural scene. The city centers around Park Avenue, Rollins College, and the Winter Park Chain of Lakes. Mobility is supported by car travel, walkable districts, bike-friendly routes, and SunRail access. |
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*Varies by traffic & time of day
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| Parking | Public lots, garages, and street parking available throughout Park Avenue, Hannibal Square, and Rollins College areas. Some zones include timed or paid parking during peak hours. |
| Walking & Cycling | Winter Park is one of Central Florida’s most walkable cities, with pedestrian-friendly streets, lakeside paths, and bike routes connecting parks, neighborhoods, and cultural spots. |
| Taxi & Ride Apps | Uber and Lyft widely available. Local shuttle services and private drivers available for events and airport transfers. |
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| Accessibility & EV | Many public spaces and cultural venues offer ADA accessibility. EV charging stations available in public parking lots, shopping districts, and residential areas. |
Winter Park delivers exceptional connectivity, from walkable town centers to regional transit links—making it one of Central Florida’s most convenient and desirable places to live, explore, and invest.
Winter Park’s real estate market reflects its status as one of Central Florida’s most desirable residential communities, with a refined mix of historic homes, modern single-family residences, luxury lakefront estates, and upscale condos near Park Avenue. As of 2025, the broader Winter Park area sees a median sale price in the mid–$700,000s to low–$800,000s, with price per sq. ft. often in the $380–$430 range, depending on proximity to the lakes, schools, and downtown core. Well-priced homes can move quickly, while premium lakefront and estate properties may spend longer on the market due to their rarity. Strong demand from families, professionals, and out-of-state buyers continues to support both end-user purchases and long-term investment potential.
| Property Type | Median Price (USD) | Price per Sq.Ft (USD) | Average Rent (USD/month) | Rental Yield |
|---|---|---|---|---|
| 2BR Condo / In-Town Residence | $480,000 (est.) | $380 | $2,300 | 5.7% (est.) |
| 2–3BR Townhome | $575,000 (est.) | $390 | $2,700 | 5.6% (est.) |
| 3BR Single-Family Home | $850,000 (est.) | $410 | $3,600 | 5.1% (est.) |
| 4BR Lakefront / Estate Home | $1,750,000 (est.) | $430 | $6,500 | 4.5% (est.) |
Methodology & Notes: Median price and price-per-sq.ft. estimates are based on 2025 Winter Park area sales trends and applied to typical size ranges for each property type. Rental figures reflect average asking rents for well-located properties near schools, parks, and core amenities. Yields are illustrative only and will vary by neighborhood, renovation level, lake access, and overall property condition.
Life in Winter Park blends historic charm with lakeside luxury living. Just northeast of downtown Orlando, the city is known for tree-lined streets, brick-paved avenues, cultural institutions, and a vibrant downtown centered around Park Avenue. Boutique shops, fine dining, galleries, parks, and scenic lakes create a refined yet relaxed everyday rhythm for residents.
Central Florida city just northeast of downtown Orlando, centered around the Winter Park Chain of Lakes, Park Avenue, and Rollins College, with convenient access to I-4 and major Orlando corridors.
Upscale, close-knit community with a small-town feel. Residents enjoy walkable streets, neighborhood parks, long-standing local businesses, and an active calendar of art shows, festivals, and community events.
Park Avenue and its surrounding blocks feature chef-driven restaurants, wine bars, cafés, and bakeries. From fine dining to casual brunch spots, the city offers an elevated yet approachable food scene.
Served by well-regarded public and private schools, along with Rollins College, a renowned liberal arts institution. Families have access to strong academic programs, arts, athletics, and enrichment opportunities.
Mix of historic bungalows, brick homes, townhomes, modern infill builds, and luxury lakefront estates. Premiums are placed on walkability, lake access, school zones, and proximity to Park Avenue and Rollins College.
Day-to-day travel is primarily by car, supported by I-4, US-17/92, Fairbanks Avenue, and Aloma Avenue. The SunRail station and local bus routes offer regional connectivity, with highly walkable pockets around downtown.
Humid subtropical climate with warm, long summers and mild winters. Afternoon thunderstorms are common in summer, while cooler, drier months invite outdoor dining, festivals, and lakefront activities.
Residents enjoy boutique shopping, museums, theaters, golf courses, boat ramps, parks, and gardens. Everyday conveniences—from groceries to specialty shops—are located within a short drive or walk of most neighborhoods.
Blend of long-time locals, professionals, families, students, and retirees. Many residents are drawn by schools, culture, and lakefront living, with a strong presence of healthcare, education, creative, and professional sectors.
Walkable, charming downtown; access to arts and culture; top-rated schools; scenic lakes; proximity to downtown Orlando and major employers; strong long-term desirability and real estate stability.
Higher home prices compared to many surrounding areas; competitive market for prime locations; traffic congestion at peak times; and considerations around floodplains or lakefront insurance on certain properties.
Lakeside boating and paddleboarding, walking and jogging paths, golf, tennis, farmers’ markets, scenic boat tours, and frequent outdoor events in Central Park and along Park Avenue.
Winter Park offers a highly livable mix of amenities—from quality healthcare and boutique shopping to fitness centers, parks, and pet-friendly spaces. Below are some of the everyday conveniences and lifestyle touchpoints that make Winter Park one of Central Florida’s most desirable places to call home.
Families in Winter Park are primarily served by Orange County Public Schools (OCPS), along with a range of respected private and independent options. Popular choices span neighborhood elementary schools, well-regarded middle schools, and competitive college-preparatory high schools, as well as early childhood programs and preschools with strong reputations in the community.
Many campuses emphasize college readiness, honors/AP coursework, arts, athletics, and leadership, alongside specialty programs and magnet-style offerings. Always confirm current attendance zones, magnet admissions, and program availability directly with the district or each school before enrolling.
| School / Preschool | Type | Location | Highlights |
|---|---|---|---|
| Lakemont Elementary School | Public (K–5) — OCPS | Winter Park | Neighborhood elementary with strong community involvement, arts and enrichment opportunities, and convenient access to nearby parks and homes. |
| Brookshire Elementary School | Public (K–5) — OCPS | Winter Park | Well-regarded K–5 campus with a focus on foundational literacy, STEM-related learning experiences, and supportive student services. |
| Dommerich Elementary School | Public (K–5) — OCPS | Maitland / Winter Park area | Established elementary option that often feeds into nearby Maitland and Winter Park middle/high schools; strong parent and community engagement. |
| Glenridge Middle School | Public (6–8) — OCPS | Winter Park | Comprehensive middle school with honors courses, electives in arts and technology, and an active athletics and activities program. |
| Maitland Middle School | Public (6–8) — OCPS | Maitland | Serves portions of the Winter Park/Maitland area with a mix of core academics, arts, and extracurriculars; common feeder to Winter Park High. |
| Winter Park High School (Main Campus) | Public (9–12) — OCPS | Winter Park | Flagship high school with robust AP and honors offerings, a well-known arts and music program, competitive athletics, and multiple student clubs. |
| Winter Park High School (Ninth Grade Center) | Public (9) — OCPS | Winter Park | Dedicated campus for ninth-grade students to ease the transition to high school with focused supports, core academics, and introductory electives. |
| Nearby Magnet & Specialty Programs | Public — Magnet / Choice | Greater Orlando area | Orange County Public Schools offers various magnet and choice programs (STEM, arts, IB-style pathways) that may be available to eligible Winter Park residents. |
| Trinity Preparatory School | Private (6–12) | Winter Park area | College-preparatory independent school with rigorous academics, AP courses, arts, athletics, and student leadership opportunities. |
| Lake Highland Preparatory School | Private (PreK–12) | Nearby Orlando | Highly regarded private school offering a full PreK–12 continuum, advanced coursework, arts, and extensive extracurricular programs. |
| Park Maitland School | Private (Preschool–Grade 6) | Maitland / Winter Park area | Independent school known for a strong early childhood and elementary program with a focus on academics, character, and enrichment. |
| Winter Park Day Nursery | Preschool / Early Learning | Winter Park | Long-standing early childhood center with play-based learning, a focus on social-emotional development, and community support. |
| Local Montessori & Faith-Based Preschools | Private Preschool | Winter Park & nearby | A variety of Montessori and church-affiliated programs offer early learning with small class sizes, values-based education, and flexible schedules. |
District: Orange County Public Schools (OCPS). Tip: Attendance boundaries, magnet options, transportation, and admissions criteria can change—always verify school zones, availability, and enrollment steps directly with OCPS or each individual school.
Winter Park is one of Central Florida’s most stable and consistently high-performing real estate markets, known for its historic charm, premium location, and strong economic fundamentals. With highly rated schools, tree-lined neighborhoods, a lively arts and cultural scene, and close proximity to Downtown Orlando, the area attracts families, professionals, and long-term investors alike. Home values have shown steady appreciation, and demand remains strong due to limited inventory, desirable lakefront districts, and continued growth across the Orlando metro.
Why Winter Park? As of 2025, median home prices in the Winter Park area often range from the high $600Ks to over $1 million+, with lakefront homes and properties near Park Avenue commanding significant premiums. Investors benefit from the area’s strong rental demand, driven by Rollins College, local medical centers, and a steady influx of relocating professionals. Limited land availability, historic districts, and restrictive zoning further support long-term appreciation.
| Market Segment | Median Price | YOY Change | Days on Market |
|---|---|---|---|
| Winter Park | $850K–$1.2M | +6.0% | 18 days |
| Maitland | $650K–$900K | +5.5% | 20 days |
| Downtown Orlando Condos | $370K–$550K | +4.0% | 22 days |
| Winter Park Lakefront | $2M–$6M+ | +5.0% | 15 days |
Winter Park remains a highly competitive and inventory-restricted market, with many desirable homes receiving multiple offers and selling above asking price. Lakefront and historic-district properties, in particular, show consistently strong demand and long-term value retention.
Key Investment Highlights:
Whether investing in lakefront estates, historic homes, or stable income-producing condos near major employment hubs, Winter Park offers exceptional long-term value, strong demand drivers, and one of the most desirable quality-of-life environments in Central Florida.
In the heart of Central Florida, Winter Park offers a lifestyle that blends historic small-town charm with lakeside luxury. Brick-lined streets, a vibrant Park Avenue shopping and dining district, and a rich arts and cultural scene create an inviting everyday rhythm, all just minutes from Downtown Orlando.
Housing options range from charming bungalows and historic homes to modern new-builds and luxury lakefront estates. Premiums rise with lake access, walkability to Park Avenue, and proximity to top-rated schools. Buying in Winter Park often means securing a place in one of Central Florida’s most consistently desirable markets.
Daily life centers around outdoor dining, lakeside recreation, and community events in Central Park. Residents enjoy boating and paddleboarding on the Chain of Lakes, strolling through Mead Botanical Garden, and experiencing concerts, markets, and art festivals throughout the year. Excellent healthcare, boutique retailers, and convenient access to I-4 and SunRail make Winter Park both elegant and highly practical.
With its blend of location, lifestyle, and long-term value, Winter Park remains one of Central Florida’s most sought-after destinations for full-time living, second homes, and real estate investment.
Explore Winter Park Real Estate →Winter Park blends historic charm, lakeside living, and everyday convenience—a community where lifestyle, location, and long-term value come together.
Winter Park has 12,653 households, with an average household size of 2.19. Data provided by the U.S. Census Bureau. Here’s what the people living in Winter Park do for work — and how long it takes them to get there. Data provided by the U.S. Census Bureau. 29,929 people call Winter Park home. The population density is 3,415.21 and the largest age group is Data provided by the U.S. Census Bureau.
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Population Density Population Density This is the number of people per square mile in a neighborhood.
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There's plenty to do around Winter Park, including shopping, dining, nightlife, parks, and more. Data provided by Walk Score and Yelp.
Explore popular things to do in the area, including Lacastro Store, VinceFit, and Winners Fitness.
| Name | Category | Distance | Reviews |
Ratings by
Yelp
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|---|---|---|---|---|
| Shopping | 3.01 miles | 5 reviews | 5/5 stars | |
| Active | 2.56 miles | 5 reviews | 5/5 stars | |
| Active | 4.4 miles | 6 reviews | 5/5 stars | |
| Active | 3.45 miles | 9 reviews | 5/5 stars | |
| Active | 3.05 miles | 8 reviews | 5/5 stars | |
| Nightlife | 4.42 miles | 10 reviews | 5/5 stars | |
| Beauty | 1.26 miles | 7 reviews | 5/5 stars | |
| Beauty | 3.78 miles | 5 reviews | 5/5 stars | |
| Beauty | 1.32 miles | 19 reviews | 5/5 stars | |
| Beauty | 3.25 miles | 7 reviews | 5/5 stars | |
| Beauty | 4.22 miles | 10 reviews | 5/5 stars | |
| Beauty | 1.45 miles | 5 reviews | 5/5 stars | |
| Beauty | 3.08 miles | 5 reviews | 5/5 stars | |
| Beauty | 3.14 miles | 5 reviews | 5/5 stars | |
| Beauty | 3.04 miles | 5 reviews | 5/5 stars | |
| Beauty | 3.07 miles | 9 reviews | 5/5 stars | |
| Beauty | 2.71 miles | 16 reviews | 5/5 stars | |
| Beauty | 0.78 miles | 11 reviews | 5/5 stars | |
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