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 44 single family homes for sale with an average list price of $1,000,163.07, 2 townhouses for sale with an average list price of $401,950, and 11 lots for sale with an average list price of $566,981.82. The average annual property tax for Oakland is $4,461.00.

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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 between 2025 and 2026. It currently has 1 single family home for sale with a list price of $2,995,000 and 3 lots for sale with an average list price of $1,013,333.33. The homes range in size from 5,144 ft2 to 6,428 ft2. The HOA fees range from $150 to $150 per month. The average annual property tax for Briley Farm is $5,015. 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 between 2025 and 2026. 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 $150 per month. The average annual property tax for Grove at the Harvest District is $399. It is located in Orange County. ... Read more
Median Price: $2,675,000
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Hull Island at Oakland

Hull Island at Oakland is a single-family home community in Oakland, Florida, built between 1983 and 2022 by M/I Homes. It currently has 2 single family homes for sale with an average list price of $807,500. The homes range in size from 1,857 ft2 to 3,562 ft2. The HOA fees range from $130 to $165 per month. The average annual property tax for Hull Island at Oakland is $2,913.77. 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: $648,000
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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 no homes for sale. 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

Homes Just Sold in Oakland: November 18th to November 24th

Homes Just Sold in Oakland: November 18th to November 24th - November 25, 2025

Oakland had only 1 sale during the week of Tuesday, November 18 to Monday, November 24, including and it was a single family home for sale with a list price ... continue reading
New Homes For Sale This Week in Oakland: November 14th to November 20th

New Homes For Sale This Week in Oakland: November 14th to November 20th - November 21, 2025

Oakland had 4 new homes for sale during the week of Friday, November 14 to Thursday, November 20, including including 4 single family homes for sale with an average list ... continue reading
New Construction Homes For Sale This Week in Oakland: November 12th to November 18th

New Construction Homes For Sale This Week in Oakland: November 12th to November 18th - November 19, 2025

Oakland had only 1 new construction home during the week of Wednesday, November 12 to Tuesday, November 18, and it was a single family home for sale with a list ... continue reading
New Homes with In-ground Swimming Pools in Oakland: November 9th to November 15th

New Homes with In-ground Swimming Pools in Oakland: November 9th to November 15th - November 16, 2025

Oakland had new homes for sale with an in-ground swimming pool during the month of Sunday, November 9 to Saturday, November 15, including 3 single family homes for sale ... continue reading
New Homes For Sale This Week in Oakland: November 7th to November 13th

New Homes For Sale This Week in Oakland: November 7th to November 13th - November 14, 2025

Oakland had only 1 new home for sale during the week of Friday, November 7 to Thursday, November 13, including and it was a single family home for sale with ... continue reading
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