Oakland, FL, Real Estate

Oakland, Florida, is a small, historic town in Orange County, just west of Orlando, with a population of approximately 3,500 as of the 2020 census. Nestled along the shores of Lake Apopka, Oakland boasts a serene, small-town atmosphere with tree-lined streets and a rich history dating back to its founding in 1887. The town is home to the Oakland Nature Preserve, a 128-acre sanctuary offering trails and wildlife viewing, perfect for outdoor enthusiasts. Its proximity to Orlando’s attractions, combined with its quaint charm and community events like the annual Oakland Heritage Festival, makes it a hidden gem in Central Florida.

Oakland currently has 41 single family homes for sale with an average list price of $883,722.15, 3 townhouses for sale with an average list price of $393,300, and 17 lots for sale with an average list price of $622,164.71. The average annual property tax for Oakland is $4,463.28.

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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 Oakland, i.e. what's hot and what's not.

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Recent Sales

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Subdivisions

Subdivisions Median Price
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Briley Farm

Briley Farm is a single-family home community in Oakland, Florida, built in 2026. It currently has 9 lots for sale with an average list price of $820,000. The homes have an average size of 6,428 ft2. The HOA fees range from $150 to $150 per month. The average annual property tax for Briley Farm is $4,711. It is located in Orange County. ... Read more
Median Price: $3,175,000
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Grove at the Harvest District

Grove at the Harvest District is a single-family home community in Oakland, Florida, built in 2025. It currently has 3 single family homes for sale with an average list price of $2,148,333.33. The homes range in size from 3,596 ft2 to 4,859 ft2. The HOA fees range from $150 to $1,800 per month. The average annual property tax for Grove at the Harvest District is $399. It is located in Orange County. ... Read more
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Hull Island at Oakland

Hull Island at Oakland is a single-family home community in Oakland, Florida, built in 2022 by M/I Homes. It currently has no homes for sale. The homes have an average size of 3,562 ft2. The HOA fees range from $130 to $130 per month. The average annual property tax for Hull Island at Oakland is $1,551.22. It is located in Orange County. ... Read more
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Hull Island at Oakland

Hull Island at Oakland is a single-family home community in Winter Garden (Oakland), Florida, built between 2002 and 2023 by M/I Homes. It currently has 2 single family homes for sale with an average list price of $892,000. The homes range in size from 1,857 ft2 to 4,277 ft2. The HOA fees range from $122 to $188 per month. The average annual property tax for Hull Island at Oakland is $4,830.08. It is located in Orange County. ... Read more
Median Price: $641,500
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John's Cove

John's Cove is a single-family home community in Oakland, Florida, built between 2001 and 2020. It currently has 1 single family home for sale with a list price of $729,999. The homes range in size from 2,465 ft2 to 6,065 ft2. The HOA fees range from $100 to $157 per month. The average annual property tax for John's Cove is $9,295.40. It is located in Orange County. ... Read more
Median Price: $1,440,000
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Subdivisions

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Market Trends

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Real Estate News

New Homes For Sale This Week in Oakland: October 10th to October 16th

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

Oakland had 3 new homes for sale during the week of Friday, October 10 to Thursday, October 16, including including 2 single family homes for sale with an average list ... continue reading
Homes Just Sold in Oakland: October 7th to October 13th

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

Oakland had 3 sales during the week of Tuesday, October 7 to Monday, October 13, including including 3 single family homes for sale with an average list price of $882,996.67. $1,649,990 812 ... continue reading
New Construction Homes For Sale This Week in Oakland: September 24th to September 30th

New Construction Homes For Sale This Week in Oakland: September 24th to September 30th - October 1, 2025

Oakland had only 1 new construction home during the week of Wednesday, September 24 to Tuesday, September 30, and it was a single family home for sale with a list ... continue reading
Homes Just Sold in Oakland: September 23rd to September 29th

Homes Just Sold in Oakland: September 23rd to September 29th - September 30, 2025

Oakland had 6 sales during the week of Tuesday, September 23 to Monday, September 29, including including 3 single family homes for sale with an average list price of $934,844 ... continue reading
Homes Just Sold in Oakland: September 16th to September 22nd

Homes Just Sold in Oakland: September 16th to September 22nd - September 23, 2025

Oakland had 2 sales during the week of Tuesday, September 16 to Monday, September 22, including including 2 single family homes for sale with an average list price of $570,000. $495,000 312 ... continue reading
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