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 51 single family homes for sale with an average list price of $867,864.67, 2 townhouses for sale with an average list price of $403,950, and 19 lots for sale with an average list price of $642,357.90. The average annual property tax for Oakland is $4,440.21.

Current Homes for Sale

Schools

School District Level Grades
Tildenville Elementary Orange Elementary PK, KG-5
Lakeview Middle School Orange Middle 6-8
Lake Minneola High Lake High 9-12
West Orange High School Orange High 9-12
Windermere High School Orange High 9-12

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 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 $1,800 to $1,800 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 5 single family homes for sale with an average list price of $738,580. 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 $4,844.79. It is located in Orange County. ... Read more
Median Price: $658,500
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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 3 single family homes for sale with an average list price of $1,066,329.67. The homes range in size from 2,465 ft2 to 6,065 ft2. The HOA fees range from $600 to $1,889 per month. The average annual property tax for John's Cove is $9,465.11. It is located in Orange County. ... Read more
Median Price: $620,000
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Subdivisions

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Market Trends

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Real Estate News

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

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

Oakland had only new homes for sale with an in-ground swimming pool during the month of Sunday, August 24 to Saturday, August 30, and it was a single family ... continue reading
New Homes For Sale This Week in Oakland: August 22nd to August 28th

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

Oakland had only 1 new home for sale during the week of Friday, August 22 to Thursday, August 28, including and it was a single family home for sale with ... continue reading
Homes Just Sold in Oakland: August 19th to August 25th

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

Oakland had 2 sales during the week of Tuesday, August 19 to Monday, August 25, including including 2 single family homes for sale with an average list price of $542,495. $439,990 2405 ... continue reading
New Homes with In-ground Swimming Pools in Oakland: August 17th to August 23rd

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

Oakland had new homes for sale with an in-ground swimming pool during the month of Sunday, August 17 to Saturday, August 23, including 3 single family homes for sale ... continue reading
New Homes For Sale This Week in Oakland: August 15th to August 21st

New Homes For Sale This Week in Oakland: August 15th to August 21st - August 22, 2025

Oakland had 4 new homes for sale during the week of Friday, August 15 to Thursday, August 21, including including 3 single family homes for sale with an average list ... continue reading
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Real Estate News

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