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 47 single family homes for sale with an average list price of $997,484.60, 1 townhouse for sale with a list price of $414,900, and 11 lots for sale with an average list price of $521,072.73. The average annual property tax for Oakland is $4,898.41.

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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 2 single family homes for sale with an average list price of $3,285,000 and 2 lots for sale with an average list price of $1,072,500. 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 $4,738.60. It is located in Orange County. ... Read more
Median Price: $3,779,119.50
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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 1 single family home for sale with a list price of $2,300,000. The homes range in size from 3,902 ft2 to 4,561 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 $799,500. 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 $3,440.90. 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 2003 and 2023 by M/I Homes. It currently has 3 single family homes for sale with an average list price of $811,000. The homes range in size from 1,857 ft2 to 4,277 ft2. The HOA fees range from $130 to $188 per month. The average annual property tax for Hull Island at Oakland is $6,515.04. 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 1 single family home for sale with a list price of $2,160,000. The homes range in size from 2,465 ft2 to 6,141 ft2. The HOA fees range from $100 to $157 per month. The average annual property tax for John's Cove is $10,159.19. It is located in Orange County. ... Read more
Median Price: $1,075,000
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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: January 9th to January 15th

New Homes For Sale This Week in Oakland: January 9th to January 15th - January 16, 2026

Oakland had 5 new homes for sale during the week of Friday, January 9 to Thursday, January 15, including including 5 single family homes for sale with an average list ... continue reading
New Construction Homes For Sale This Week in Oakland: January 7th to January 13th

New Construction Homes For Sale This Week in Oakland: January 7th to January 13th - January 14, 2026

Oakland had 2 new construction homes during the week of Wednesday, January 7 to Tuesday, January 13, including 2 single family homes for sale with an average list price of ... continue reading
Homes Just Sold in Oakland: January 6th to January 12th

Homes Just Sold in Oakland: January 6th to January 12th - January 13, 2026

Oakland had only 1 sale during the week of Tuesday, January 6 to Monday, January 12, including and it was a single family home for sale with a list price ... continue reading
New Homes with In-ground Swimming Pools in Oakland: January 4th to January 10th

New Homes with In-ground Swimming Pools in Oakland: January 4th to January 10th - January 11, 2026

Oakland had new homes for sale with an in-ground swimming pool during the month of Sunday, January 4 to Saturday, January 10, including 2 single family homes for sale ... continue reading
New Homes For Sale This Week in Oakland: January 2nd to January 8th

New Homes For Sale This Week in Oakland: January 2nd to January 8th - January 9, 2026

Oakland had 3 new homes for sale during the week of Friday, January 2 to Thursday, January 8, including including 3 single family homes for sale with an average list ... continue reading
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