The story of this market
The typical home in Winter Garden, Florida sells for about $588,180, or $242 per square foot.
Prices are up +6.5% from a year ago, so sellers still have some momentum. Homes take about 33 days to sell. HUD's fair market rent for a two-bedroom is $2,897 a month.
Monthly price momentum
Home values since 2015
+1%
FL · past 12 months
Freddie Mac House Price Index, single-family homes, monthly through 2026-08. Each line starts at 100 in January 2015, so a reading of 180 means prices are up 80% since then.
Winter Garden, Florida
Winter Garden's housing market remains robust, characterized by steady price appreciation and high demand from families and professionals. The city's strong school system and vibrant historic downtown continue to drive property values, despite broader market fluctuations. Inventory remains available but competitive, reflecting the area's ongoing appeal as a premier suburban destination in Central Florida.
No ARED county foreclosure postings attributed to Winter Garden yet — the verified ledger covers every county the foreclosure ingest has read, attributed by published city area. Key-figure check: no independent anchor retained yet — first-researched cycles establish the anchor baseline this pass.
Deterministic aggregate of 1 researched ZIP reports — sales_count-weighted (population fallback); per point, children lacking the value or its weight are excluded. Tax rates, sentiment and context notes are tier-native and never roll.
Median prices moved down 1.4% year over year.
Homes spend a median of 37 days on market with 3.2 months of supply — a fast-moving market.
29% of listings have cut prices · homes sell at 98.5% of asking — demand is running ahead of supply.
no recorded foreclosure-ledger notices (0.0 per 10,000 residents) · unemployment 3.2% · poverty 9.9% — a stable, low-distress profile.
- Universal Studios Florida4.79.3 mi
- Walt Disney World® Resort4.713 mi
- Magic Kingdom Park4.610.1 mi
- Epcot4.713.2 mi
- SeaWorld Orlando4.413.1 mi
- Kia Center4.612.4 mi
- Orange County Convention Center4.512 mi
- Camping World Stadium4.311.3 mi
- Westgate Lakes Resort & Spa4.311.7 mi
- Rosen Shingle Creek4.613.3 mi
- Disney Springs4.714.1 mi
- Universal Studios Florida4.79.3 mi
- Magic Kingdom Park4.610.1 mi
- Epcot4.713.2 mi
- SeaWorld Orlando4.413.1 mi
- Orlando Science Center4.613.2 mi
- Crayola Experience Orlando4.414.4 mi
- Dezerland Park Orlando4.510.7 mi
- Harry P Leu Gardens4.713.9 mi
- Titanic: The Artifact Exhibition4.510.3 mi
- Kelly Park - Rock Springs4.714.2 mi
- Wekiwa Springs State Park4.613.6 mi
- Lake Apopka Wildlife Drive4.87.4 mi
- Lake Eola Park4.713.2 mi
- Harry P Leu Gardens4.713.9 mi
- ADA Travels Agencia de Viajes en Orlando Florida4.98.1 mi
- Lake Apopka4.54.7 mi
- Topgolf Orlando4.511.6 mi
- Evermore Orlando Resort4.611.6 mi
- Orange County National Golf Center and Lodge4.48.8 mi
- Shingle Creek Golf Club4.513.3 mi
- Dubsdread Golf Course4.612.1 mi
- Disney Springs4.714.1 mi
- The Florida Mall4.514.2 mi
- Orlando Vineland Premium Outlets4.513.6 mi
- Orlando International Premium Outlets4.610.3 mi
- The Mall at Millenia4.610.9 mi
- Orlando International Airport4.119.4 mi
- Orlando Sanford International Airport4.225.8 mi
- The Club MCO Terminal A4.418.8 mi
- Napoli Italian Pizzeria4.717.1 mi
- Jones Brothers Air & Seaplane Adventures4.918.4 mi
Theme parks, venues, golf, airports, museums, water and shopping across the area from Google Maps, ranked by popularity within the radius shown.
The amenity base that shapes daily life and property demand in this city — what residents actually live with, and what the pipeline is adding.
A 22-mile paved trail that serves as a central artery for recreation, connecting historic downtown to surrounding communities and attracting significant foot traffic.
The city's cultural heart, featuring preserved architecture, local boutiques, and a variety of restaurants that drive tourism and local property value.
A major natural feature providing extensive waterfront access, birdwatching, and recreational opportunities that enhance the city's environmental appeal.
Winter Garden is an ideal fit for family buyers seeking high-quality schools and a community-focused lifestyle, as well as commuters who value suburban space within reach of Orlando. Investors find value in the city's consistent appreciation and strong rental demand, while downsizers are attracted to the walkable historic downtown.
The city is served by the Orange County Public Schools system, which is generally well-regarded and includes several high-performing campuses. Schools in the area are a primary driver for family-oriented housing demand, with consistent investment in facilities and academic programs.
Transportation is heavily reliant on personal vehicles, with major access provided by the Florida Turnpike and SR 429. Infrastructure planning focuses on managing traffic flow as the population continues to expand.
The city features a robust amenity base, anchored by the popular West Orange Trail and the historic downtown district. Residents enjoy extensive access to parks, lakefront activities on Lake Apopka, and a variety of local shopping and dining options.
The rental market is characterized by high demand and limited vacancy, driven by the city's desirability for families and professionals. Rent trajectories have remained stable, with a mix of single-family rentals and modern apartment complexes catering to a diverse tenant base.
The economy is anchored by a mix of retail, tourism, and professional services, benefiting from its location within the Orlando metropolitan area. Momentum is driven by steady population growth and the expansion of local commercial hubs.
Winter Garden has experienced significant economic momentum, transitioning from its citrus roots to a thriving suburban hub. Major development is centered around the expansion of residential and commercial infrastructure, supported by its proximity to Orlando's employment centers.
Development is focused on balancing new residential growth with the preservation of the city's historic character. Major projects include mixed-use infill and infrastructure upgrades to support the increasing density.
Parcels are subject to Orange County Public Schools district taxes and various municipal service assessments. Some newer developments may be part of community development districts (CDDs) for infrastructure financing.
Winter Garden experiences typical suburban crime levels for the Orlando metro area, with local law enforcement actively managing public safety. Recent reports include isolated incidents, but the city maintains a focus on community policing to preserve its historic and family-oriented character.
The area is subject to standard Florida climate risks, including potential for heavy rainfall and tropical storm activity. Residents typically maintain comprehensive insurance coverage, and the city enforces building codes designed to mitigate wind and flood damage.
Property insurance premiums are influenced by Florida's broader market conditions, including hurricane risk and reinsurance costs. Homeowners are encouraged to maintain updated wind mitigation inspections to manage costs.
Composed from the ARED governance burden registry — tier-native tax structure (state + county + city + special districts), never averaged. State (Florida) — Statewide Uniform Property Tax Lien Priority & Tax Deed Sale Enforcement: Unpaid real ad valorem and non-ad valorem taxes become a first-priority sovereign lien on January 1 of the tax year, superior to all mortgages and private liens. If unpaid by April 1 following the tax year, tax certificates are sold via competitive bidding under § 197.432. State (Florida) — Community Development District (CDD) Special Assessment & Financing Lien Mandate: Binds the parcel to non-ad valorem assessments levied directly by the CDD board to fund infrastructure bonds (capital assessments) and operations/maintenance (O&M assessments). State (Florida) — Florida Constitutional Homestead Exemption & Save Our Homes (SOH) Assessment Cap: Reduces taxable value by up to $50,000: base $25,000 exemption applies to all taxing authorities (including school districts); second $25,000 exemption applies to assessed value between $50,000 and $75,000 for non-school millage. State (Florida) — Florida Ad Valorem Real Property Assessment & Tax Mechanics: Parcels are assessed annually at 100% just value (market value) as of January 1 by county property appraisers. Tax formula: Tax Bill = (Taxable Value / 1,000) * Total Levied Millage Rate. Assessed Value = Just Value - Assessment Limitations.
Researched annual trajectory for this city, from published historical series
Solid: researched ten-year history · dotted: 1 / 3 / 5-year projection extended from the historical 9.3%/yr trend — a deterministic estimate, not a published forecast or guarantee.
Data retrieved from US Census Bureau QuickFacts and Census Reporter.