Winter Garden, FL, Real Estate

Winter Garden, Florida, is a charming city in Orange County, just west of Orlando, known for its historic downtown and vibrant community spirit. Once a hub for citrus groves, it has transformed into a thriving destination with a blend of small-town charm and modern amenities. The downtown area, centered around Plant Street, features the bustling Winter Garden Farmers Market, boutique shops, diverse restaurants, and the iconic West Orange Trail, popular for biking and walking. With a rich history reflected in preserved buildings and cultural events like the Winter Garden Music Festival, the city attracts families and visitors seeking a welcoming, pedestrian-friendly atmosphere amidst Florida’s sunny landscapes.

Winter Garden currently has 715 single family homes for sale with an average list price of $828,254.67, 137 townhouses for sale with an average list price of $450,276.37, 30 condos for sale with an average list price of $280,780, and 44 lots for sale with an average list price of $1,422,176.96. The average annual property tax for Winter Garden is $4,197.79.

Current Homes for Sale

Schools

School District Level Grades
Avalon Elementary Orange Elementary PK, KG-5
Bay Lake Elementary Orange Elementary PK, KG-5
Bay Meadows Elementary Orange Elementary K-5
Blankner K-8 Orange Elementary PK, KG-8
Castle Creek Elementary Orange Elementary PK, KG-5
Castleview Elementary Orange Elementary K-5
Dillard Street Elementary Orange Elementary PK, KG-5
Grassy Lake Elementary School Lake Elementary PK, KG-5
Hamlin Elementary School Orange Elementary PK-5
Independence Elementary Orange Elementary K-5
Keenes Crossing Elementary Orange Elementary PK, KG-5
Killarney Elementary Orange Elementary PK, KG-5
Lake Whitney Elementary Orange Elementary PK, KG-5
Lost Lake Elementary School Lake Elementary PK, KG-5
Maxey Elementary School Orange Elementary K-5
Oak Hill Elementary Orange Elementary PK, KG-5
Sand Lake Elementary Orange Elementary PK, KG-5
Spring Lake Elementary Orange Elementary PK, KG-5
Summerlake Elementary Orange Elementary K-5
Sunridge Elementary School Orange Elementary K-5
Sunrise Elementary School Orange Elementary PK, KG-5
Sunset Park Elementary Orange Elementary K-5
Tildenville Elementary Orange Elementary PK, KG-5
Water Spring Elementary Orange Elementary PK, KG-5
Waterbridge Elementary Orange Elementary PK, KG-5
Westbrooke Elementary Orange Elementary PK, KG-5
Whispering Oak Elementary Orange Elementary PK, KG-5
William Frangus Elementary Orange Elementary PK, KG-5
Windermere Elementary Orange Elementary PK, KG-5
Bridgewater Middle School Orange Middle 6-8
East Ridge Middle School Lake Middle 6-8
Hamlin Middle School Orange Middle 6-8
Horizon West Middle School Orange Middle 6-8
Lake Nona Middle School Orange Middle 6-8
Lakeview Middle School Orange Middle 6-8
Ocoee Middle School Orange Middle 6-8
Sunridge Middle School Orange Middle 6-8
Water Spring Middle Orange Middle 6-8
Windy Hill Middle School Lake Middle 6-8
Dr. Phillips High School Orange High 9-12
East Ridge High School Lake High 9-12
Horizon High School Orange High 9-12
Lake Minneola High Lake High 9-12
Lake Nona High School Orange High 9-12
Ocoee High School Orange High 9-12
West Orange High School Orange High 9-12
Windermere High School Orange High 9-12
Winter Park High School Orange High 9-12
Show all 48 schools

Schools

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Absorption Report

Using the absorption rate, we can determine how long it's taking for homes to sell and which price points are selling the fastest in Winter Garden, i.e. what's hot and what's not.

See What's Hot & What's Not in Winter Garden

Neighborhoods

Neighborhood Median Price
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Hamlin

Hamlin is a neighborhood in Winter Garden, Florida, built between 1977 and 2025. It currently has 51 single family homes for sale with an average list price of $684,252.55 and 27 townhouses for sale with an average list price of $457,813.89. The homes range in size from 1,523 ft2 to 4,630 ft2. The average annual property tax for Hamlin is $3,424.01. ... Read more
Median price: $529,000
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Johns Lake Pointe

Johns Lake Pointe is a neighborhood in Winter Garden, Florida, built between 2008 and 2023. It currently has 11 single family homes for sale with an average list price of $724,163.64. The homes range in size from 1,673 ft2 to 5,501 ft2. The average annual property tax for Johns Lake Pointe is $6,614.20. ... Read more
Median price: $810,000
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Oakland Park

Oakland Park is a neighborhood in Winter Garden, Florida, built between 1919 and 2025. It currently has 14 single family homes for sale with an average list price of $1,344,416.43. The homes range in size from 1,632 ft2 to 5,754 ft2. The average annual property tax for Oakland Park is $6,935.99. Oakland Park is a charming residential community nestled in the heart of Winter Garden, FL. Located just minutes from downtown Winter Garden, this community offers a peaceful retreat from the hustle and bustle of city life while still providing easy access to all the amenities of a major metropolitan area. The homes in Oakland Park are beautifully designed and built with high-quality materials, featuring a variety of architectural styles that add character and charm to the neighborhood. The community is well-manicured, with lush green lawns, mature trees, and colorful flowers adding to its natural beauty. Oakland Park offers a range of amenities for residents to enjoy, including a large community pool, fitness center, playground, and sports fields. The community also features scenic walking trails and plenty of open green space, perfect for picnics, outdoor games, and relaxation. One of the unique features of Oakland Park is its location next to the West Orange Trail, a popular multi-use trail that spans 22 miles and connects Winter Garden to other nearby communities. This trail is perfect for jogging, biking, or leisurely strolls, and provides easy access to local shops, restaurants, and other attractions. Overall, Oakland Park is a wonderful place to call home for anyone looking for a peaceful, family-friendly community with plenty of amenities and easy access to all that Winter Garden has to offer. ... Read more
Median price: $980,000

Neighborhoods

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Subdivisions/Buildings

Subdivisions/Buildings Median Price
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Alexander Ridge

Alexander Ridge is a single-family home community in Winter Garden, Florida, built between 2014 and 2016 by Lennar. It currently has 1 single family home for sale with a list price of $599,900. The homes range in size from 1,957 ft2 to 3,773 ft2. The HOA fees range from $180 to $207 per month. The average annual property tax for Alexander Ridge is $5,306.79. It is located in Orange County. ... Read more
Median Price: $632,500
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Amberleigh

Amberleigh is a single-family home community in Winter Garden, Florida, built between 2001 and 2003. It currently has 1 single family home for sale with a list price of $544,900. The homes range in size from 1,892 ft2 to 3,239 ft2. The HOA fees range from $123 to $1,407 per month. The average annual property tax for Amberleigh is $3,425.47. It is located in Orange County. ... Read more
Median Price: $585,000
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Arrowhead Lakes

Arrowhead Lakes is a single-family home community in Winter Garden, Florida, built between 1950 and 2002. It currently has 1 single family home for sale with a list price of $695,000 and 1 lot for sale with a list price of $975,000. The homes range in size from 1,008 ft2 to 3,392 ft2. The average annual property tax for Arrowhead Lakes is $3,362.96. It is located in Orange County. ... Read more
Median Price: $490,000
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Avalon Cove

Avalon Cove is a single-family home community in Winter Garden, Florida, built between 2020 and 2022 by Jones Homes USA. It currently has 1 single family home for sale with a list price of $2,475,000. The homes range in size from 2,867 ft2 to 5,705 ft2. The HOA fees range from $161 to $310 per month. The average annual property tax for Avalon Cove is $6,139.99. It is located in Orange County. ... Read more
Median Price: $2,100,000
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Avalon Estates

Avalon Estates is a single-family home community in Winter Garden, Florida, built between 1999 and 2021. It currently has 2 single family homes for sale with an average list price of $1,331,000. The homes range in size from 1,700 ft2 to 4,718 ft2. The average annual property tax for Avalon Estates is $3,854.71. It is located in Lake County. ... Read more
Median Price: $857,000
Show all 143 Subdivisions/Buildings

Subdivisions/Buildings

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Market Trends

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Nearby Golf Courses

West Orange Country Club

3300 W Orange Country Club Dr, Winter Garden, FL 34787
Par 71 • 71 holes • 6418 yards

Nearby Golf Courses

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Real Estate News

New Homes with In-ground Swimming Pools in Winter Garden: August 24th to August 30th

New Homes with In-ground Swimming Pools in Winter Garden: August 24th to August 30th - August 31, 2025

Winter Garden had new homes for sale with an in-ground swimming pool during the month of Sunday, August 24 to Saturday, August 30, including 6 single family homes for ... continue reading
New Homes For Sale This Week in Winter Garden: August 22nd to August 28th

New Homes For Sale This Week in Winter Garden: August 22nd to August 28th - August 29, 2025

Winter Garden had 37 new homes for sale during the week of Friday, August 22 to Thursday, August 28, including including 32 single family homes for sale with an average ... continue reading
New Construction Homes For Sale This Week in Winter Garden: August 20th to August 26th

New Construction Homes For Sale This Week in Winter Garden: August 20th to August 26th - August 27, 2025

Winter Garden had 16 new construction homes during the week of Wednesday, August 20 to Tuesday, August 26, including 12 single family homes for sale with an average list price ... continue reading
Homes Just Sold in Winter Garden: August 19th to August 25th

Homes Just Sold in Winter Garden: August 19th to August 25th - August 26, 2025

Winter Garden had 42 sales during the week of Tuesday, August 19 to Monday, August 25, including including 33 single family homes for sale with an average list price of ... continue reading
New Homes with In-ground Swimming Pools in Winter Garden: August 17th to August 23rd

New Homes with In-ground Swimming Pools in Winter Garden: August 17th to August 23rd - August 24, 2025

Winter Garden had new homes for sale with an in-ground swimming pool during the month of Sunday, August 17 to Saturday, August 23, including 7 single family homes for ... continue reading
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