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 773 single family homes for sale with an average list price of $795,165.84, 151 townhouses for sale with an average list price of $454,167.95, 43 condos for sale with an average list price of $280,160.28, and 27 lots for sale with an average list price of $1,644,992.52. The average annual property tax for Winter Garden is $4,769.66.

Current Homes for Sale

Homes 773 for sale

Condos 43 for sale

Townhouses 151 for sale

Multi-unit 1 for sale

Lots/Land 27 for sale

Manufactured 2 for sale

Foreclosures 1 for sale

New Construction 412 for sale

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
	Hamlin Hamlin is a neighborhood in Winter Garden, Florida, built between 1965 and 2026. It currently has 74 single family homes for sale with an average list price of $707,640.66 and 29 townhouses for sale with an average list price of $475,464.66. The homes range in size from 1,008 ft2 to 4,630 ft2. The average annual property tax for Hamlin is $3,596.44. ... Read more	Median price: $529,990
	Johns Lake Pointe Johns Lake Pointe is a neighborhood in Winter Garden, Florida, built between 2007 and 2016. It currently has 6 single family homes for sale with an average list price of $785,645. The homes range in size from 1,673 ft2 to 5,501 ft2. The average annual property tax for Johns Lake Pointe is $7,315.81. ... Read more	Median price: $665,000
	Oakland Park Oakland Park is a neighborhood in Winter Garden, Florida, built between 2008 and 2025. It currently has 7 single family homes for sale with an average list price of $1,230,261.43. The homes range in size from 1,651 ft2 to 5,754 ft2. The average annual property tax for Oakland Park is $8,402.20. 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: $915,000
	Stoneybrook West Stoneybrook West is a neighborhood in Winter Garden, Florida, built between 2000 and 2018. It currently has 19 single family homes for sale with an average list price of $635,925.79 and 2 townhouses for sale with an average list price of $402,250. The homes range in size from 1,313 ft2 to 4,450 ft2. The average annual property tax for Stoneybrook West is $5,545.17. 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: $558,000
	Waterleigh Waterleigh is a neighborhood in Winter Garden, Florida, built between 2015 and 2026. It currently has 89 single family homes for sale with an average list price of $724,912.52 and 15 townhouses for sale with an average list price of $435,363. The homes range in size from 1,567 ft2 to 5,705 ft2. The average annual property tax for Waterleigh is $4,405.35. ... Read more	Median price: $656,995

Neighborhoods

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Subdivisions/Buildings

	Subdivisions/Buildings	Median Price
	Alexander Ridge Alexander Ridge is a single-family home community in Winter Garden, Florida, built between 2014 and 2026 by Lennar. It currently has 13 single family homes for sale with an average list price of $649,260.08 and 2 townhouses for sale with an average list price of $440,992.50. The homes range in size from 1,640 ft2 to 5,390 ft2. The HOA fees range from $23 to $514 per month. The average annual property tax for Alexander Ridge is $4,221.92. It is located in Orange County. ... Read more	Median Price: $662,894
	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 $615,000. The homes range in size from 1,713 ft2 to 3,239 ft2. The HOA fees range from $104 to $147 per month. The average annual property tax for Amberleigh is $3,777.12. It is located in Orange County. ... Read more	Median Price: $535,000
	Arrowhead Lakes Arrowhead Lakes is a single-family home community in Winter Garden, Florida, built between 1950 and 2002. It currently has 2 single family homes for sale with an average list price of $632,000. The homes range in size from 1,008 ft2 to 3,392 ft2. The average annual property tax for Arrowhead Lakes is $3,743.72. It is located in Orange County. ... Read more	Median Price: $490,000
	Avalon Cove Avalon Cove is a single-family home community in Winter Garden, Florida, built between 2021 and 2022 by Jones Homes USA. It currently has 1 single family home for sale with a list price of $2,190,000. The homes range in size from 2,867 ft2 to 5,705 ft2. The HOA fees range from $167 to $423 per month. The average annual property tax for Avalon Cove is $10,464.85. It is located in Orange County. ... Read more	Median Price: $2,152,000
	Avalon Estates Avalon Estates is a single-family home community in Winter Garden, Florida, built between 1999 and 2003. It currently has 2 single family homes for sale with an average list price of $1,624,500. The homes range in size from 1,700 ft2 to 6,400 ft2. The average annual property tax for Avalon Estates is $6,370.30. It is located in Lake County. ... Read more	Median Price: $1,053,000

Show all 174 Subdivisions/Buildings

Subdivisions/Buildings

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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

View golf courses near Avalon Estates

Real Estate News

	Homes Just Sold in Winter Garden: April 21st to April 27th - April 28, 2026 Winter Garden had 33 sales during the week of Tuesday, April 21 to Monday, April 27, including including 29 single family homes for sale with an average list price of ... continue reading
	New Homes with In-ground Swimming Pools in Winter Garden: April 19th to April 25th - April 26, 2026 Winter Garden had new homes for sale with an in-ground swimming pool during the month of Sunday, April 19 to Saturday, April 25, including 7 single family homes for ... continue reading
	New Homes For Sale This Week in Winter Garden: April 17th to April 23rd - April 24, 2026 Winter Garden had 58 new homes for sale during the week of Friday, April 17 to Thursday, April 23, including including 46 single family homes for sale with an average ... continue reading
	New Construction Homes For Sale This Week in Winter Garden: April 15th to April 21st - April 22, 2026 Winter Garden had 21 new construction homes during the week of Wednesday, April 15 to Tuesday, April 21, including 18 single family homes for sale with an average list price ... continue reading
	Homes Just Sold in Winter Garden: April 14th to April 20th - April 21, 2026 Winter Garden had 34 sales during the week of Tuesday, April 14 to Monday, April 20, including including 29 single family homes for sale with an average list price of ... continue reading

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Real Estate News

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