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 724 single family homes for sale with an average list price of $809,113.20, 144 townhouses for sale with an average list price of $444,073.45, 30 condos for sale with an average list price of $279,080, and 35 lots for sale with an average list price of $1,529,651.40. The average annual property tax for Winter Garden is $4,221.16.

Current Homes for Sale

Schools

School District Level Grades
Bay Lake Elementary Orange School District Elementary PK, KG-5
Bay Meadows Elementary Orange School District Elementary K-5
Blankner K-8 Orange School District Elementary PK, KG-8
Castle Creek Elementary Orange School District Elementary PK, KG-5
Castleview Elementary Orange School District Elementary K-5
Dillard Street Elementary Orange School District Elementary PK, KG-5
Grassy Lake Elementary School Lake School District Elementary PK, KG-5
Hamlin Elementary School Orange School District Elementary PK-5
Independence Elementary Orange School District Elementary K-5
Keenes Crossing Elementary Orange School District Elementary PK, KG-5
Killarney Elementary Orange School District Elementary PK, KG-5
Lake Whitney Elementary Orange School District Elementary PK, KG-5
Lost Lake Elementary School Lake School District Elementary PK, KG-5
Maxey Elementary School Orange School District Elementary K-5
Oak Hill Elementary Orange School District Elementary PK, KG-5
Sand Lake Elementary Orange School District Elementary PK, KG-5
Spring Lake Elementary Orange School District Elementary PK, KG-5
Summerlake Elementary Orange School District Elementary K-5
Sunridge Elementary School Orange School District Elementary K-5
Sunrise Elementary School Orange School District Elementary PK, KG-5
Sunset Park Elementary Orange School District Elementary K-5
Tildenville Elementary Orange School District Elementary PK, KG-5
Water Spring Elementary Orange School District Elementary PK, KG-5
Waterbridge Elementary Orange School District Elementary PK, KG-5
Westbrooke Elementary Orange School District Elementary PK, KG-5
Whispering Oak Elementary Orange School District Elementary PK, KG-5
William Frangus Elementary Orange School District Elementary PK, KG-5
Windermere Elementary Orange School District Elementary PK, KG-5
Bridgewater Middle School Orange School District Middle 6-8
East Ridge Middle School Lake School District Middle 6-8
Hamlin Middle School Orange School District Middle 6-8
Horizon West Middle School Orange School District Middle 6-8
Lake Nona Middle School Orange School District Middle 6-8
Lakeview Middle School Orange School District Middle 6-8
Ocoee Middle School Orange School District Middle 6-8
Sunridge Middle School Orange School District Middle 6-8
Water Spring Middle Orange School District Middle 6-8
Windy Hill Middle School Lake School District Middle 6-8
Dr. Phillips High School Orange School District High 9-12
East Ridge High School Lake School District High 9-12
Horizon High School Orange School District High 9-12
Lake Minneola High Lake School District High 9-12
Lake Nona High School Orange School District High 9-12
Ocoee High School Orange School District High 9-12
West Orange High School Orange School District High 9-12
Windermere High School Orange School District High 9-12
Winter Park High School Orange School District High 9-12
Show all 47 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 50 single family homes for sale with an average list price of $699,103.10 and 26 townhouses for sale with an average list price of $453,706.73. The homes range in size from 1,523 ft2 to 4,630 ft2. The average annual property tax for Hamlin is $3,444.11. ... Read more
Median price: $520,000
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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 $720,027.27. The homes range in size from 1,673 ft2 to 5,501 ft2. The average annual property tax for Johns Lake Pointe is $6,630.08. ... Read more
Median price: $756,000
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Oakland Park

Oakland Park is a neighborhood in Winter Garden, Florida, built between 1919 and 2025. It currently has 15 single family homes for sale with an average list price of $1,225,255.33. 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
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Stoneybrook West

Stoneybrook West is a neighborhood in Winter Garden, Florida, built between 2000 and 2023. It currently has 23 single family homes for sale with an average list price of $612,569.57 and 6 townhouses for sale with an average list price of $392,416.67. The homes range in size from 1,313 ft2 to 4,725 ft2. The average annual property tax for Stoneybrook West is $5,299.92. Stoneybrook West is a premier gated community nestled in Winter Garden, Florida, offering residents a resort-style lifestyle with stunning lakefront views and a strong emphasis on family-friendly living. The neighborhood boasts an impressive array of amenities, including a championship 18-hole golf course designed by Arthur Hills, a luxurious clubhouse featuring a restaurant, a junior Olympic-sized swimming pool complete with a kids' splash zone, a state-of-the-art fitness center, multiple lighted tennis courts, basketball and volleyball courts, an inline skating rink, and a spacious playground for children. ... Read more
Median price: $552,500

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 $574,900. 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 $104 to $147 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 lot for sale with a list price of $975,000. The homes range in size from 1,008 ft2 to 1,734 ft2. The average annual property tax for Arrowhead Lakes is $2,631.05. 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 $1,305,000. 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 166 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 For Sale This Week in Winter Garden: October 10th to October 16th

New Homes For Sale This Week in Winter Garden: October 10th to October 16th - October 17, 2025

Winter Garden had 33 new homes for sale during the week of Friday, October 10 to Thursday, October 16, including including 20 single family homes for sale with an average ... continue reading
New Construction Homes For Sale This Week in Winter Garden: October 8th to October 14th

New Construction Homes For Sale This Week in Winter Garden: October 8th to October 14th - October 15, 2025

Winter Garden had 11 new construction homes during the week of Wednesday, October 8 to Tuesday, October 14, including 6 single family homes for sale with an average list price ... continue reading
Homes Just Sold in Winter Garden: October 7th to October 13th

Homes Just Sold in Winter Garden: October 7th to October 13th - October 14, 2025

Winter Garden had 25 sales during the week of Tuesday, October 7 to Monday, October 13, including including 19 single family homes for sale with an average list price of ... continue reading
New Homes with In-ground Swimming Pools in Winter Garden: October 5th to October 11th

New Homes with In-ground Swimming Pools in Winter Garden: October 5th to October 11th - October 12, 2025

Winter Garden had new homes for sale with an in-ground swimming pool during the month of Sunday, October 5 to Saturday, October 11, including 3 single family homes for ... continue reading
New Homes For Sale This Week in Winter Garden: October 3rd to October 9th

New Homes For Sale This Week in Winter Garden: October 3rd to October 9th - October 10, 2025

Winter Garden had 42 new homes for sale during the week of Friday, October 3 to Thursday, October 9, including including 32 single family homes for sale with an average ... continue reading
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Real Estate News

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