Winter Park High School, Winter Park, FL, Real Estate

Winter Park High School is a 9-12 school in the Orange School District school district, and is located at 2100 Summerfield Road in Winter Park, FL. The school services all or some of: Orlando, Maitland, and Winter Park. Winter Park High School currently has 197 single family homes for sale with an average list price of $1,866,589.45, 10 townhouses for sale with an average list price of $816,369.90, 58 condos for sale with an average list price of $508,115.29, and 22 lots for sale with an average list price of $1,400,636.36 that attend the school. The average annual property tax for homes that attend Winter Park High School is $7,759.43.

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Adams Grove

Adams Grove is a single-family home community in Maitland, Florida, built between 1952 and 1991. It currently has 1 single family home for sale with a list price of $10,450,000. The homes range in size from 5,397 ft2 to 8,174 ft2. The average annual property tax for Adams Grove is $53,581.45. It is located in Orange County. Adams Grove is a small, exclusive neighborhood tucked away in Maitland, Florida, offering a serene and prestigious residential enclave along the northern shore of Lake Maitland. It features a limited number of expansive, high-value single-family homes—many with luxurious modern updates, generous lots, and classic Florida-inspired architecture—that command some of the area's most impressive price tags, often in the multi-million-dollar range. Residents enjoy prime waterfront proximity for boating and scenic views, while benefiting from Maitland's charming, tree-lined streets, top-rated schools, nearby parks, and convenient access to Orlando's amenities. Without prominent signage, Adams Grove maintains a discreet, hidden-gem feel, appealing to those seeking privacy and refined lakeside living in one of Central Florida's most desirable locales. ... Read more
Median Price: $3,500,000
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Alabama Condominiums

Alabama Condominiums is a condo community in Winter Park, Florida, built between 1921 and 1981. It currently has 1 condo for sale with a list price of $1,195,000. The homes range in size from 993 ft2 to 2,709 ft2. The HOA fees range from $975 to $1,600 per month. The average annual property tax for Alabama Condominiums is $9,897.97. It is located in Orange County. Nestled along the serene shores of Lake Maitland, Florida, Alabama Condominiums offers a timeless lakeside retreat that captures the essence of historic elegance and modern comfort. This intimate community, comprising just 22 distinctive residences, invites residents to embrace a lifestyle of refined leisure with its array of thoughtfully curated amenities, including a sparkling lakeside pool perfect for unwinding under the sun, a state-of-the-art fitness center for maintaining wellness routines, and a renovated clubhouse ideal for hosting intimate gatherings or quiet evenings with neighbors. Secure key-required lobby access ensures peace of mind, while the meticulously landscaped grounds provide tranquil pathways for leisurely strolls amid lush greenery. Boating enthusiasts will delight in the rentable boat docks and private slips, granting effortless access to the shimmering waters of the lake for leisurely cruises or sunset views. Beyond the grounds, the location places upscale boutiques, fine dining, and cultural vibrancy of Park Avenue just steps away, blending secluded sophistication with the lively pulse of Winter Park. ... Read more
Median Price: $2,288,215
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Allison Oakes

Allison Oakes is a single-family home community in Winter Park, Florida, built between 1989 and 1993. It currently has no homes for sale. The homes range in size from 916 ft2 to 1,180 ft2. The average annual property tax for Allison Oakes is $1,969.72. It is located in Orange County. ... Read more
Median Price: $230,000
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Aloma

Aloma is a single-family home and townhouse community in Winter Park, Florida, built between 1948 and 2021. It currently has 2 single family homes for sale with an average list price of $499,000. The homes range in size from 897 ft2 to 3,167 ft2. The HOA fees range from $207 to $207 per month. The average annual property tax for Aloma is $3,520.07. It is located in Orange County. ... Read more
Median Price: $500,000
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Aloma Estates

Aloma Estates is a single-family home community in Orlando, Florida, built between 1984 and 1985. It currently has 2 single family homes for sale with an average list price of $492,000. The homes range in size from 1,820 ft2 to 2,706 ft2. The HOA fees range from $7 to $7 per month. The average annual property tax for Aloma Estates is $2,786.46. It is located in Orange County. ... Read more
Median Price: $517,000
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Real Estate News

New Homes For Sale This Week That Attend Winter Park High School: April 10th to April 16th

New Homes For Sale This Week That Attend Winter Park High School: April 10th to April 16th - April 17, 2026

The Winter Park High School area had 18 new homes for sale during the week of Friday, April 10 to Thursday, April 16, including including 13 single family homes for ... continue reading
New Construction Homes For Sale This Week That Attend Winter Park High School: April 8th to April 14th

New Construction Homes For Sale This Week That Attend Winter Park High School: April 8th to April 14th - April 15, 2026

The Winter Park High School area had only 1 new construction home during the week of Wednesday, April 8 to Tuesday, April 14, and it was a single family home ... continue reading
Homes Just Sold That Attend Winter Park High School: April 7th to April 13th

Homes Just Sold That Attend Winter Park High School: April 7th to April 13th - April 14, 2026

The Winter Park High School area had 5 sales during the week of Tuesday, April 7 to Monday, April 13, including including 4 single family homes for sale with an ... continue reading
New Homes with In-ground Swimming Pools That Attend Winter Park High School: April 5th to April 11th

New Homes with In-ground Swimming Pools That Attend Winter Park High School: April 5th to April 11th - April 12, 2026

The Winter Park High School area had new homes for sale with an in-ground swimming pool during the month of Sunday, April 5 to Saturday, April 11, including 4 ... continue reading
New Homes For Sale This Week That Attend Winter Park High School: April 3rd to April 9th

New Homes For Sale This Week That Attend Winter Park High School: April 3rd to April 9th - April 10, 2026

The Winter Park High School area had 12 new homes for sale during the week of Friday, April 3 to Thursday, April 9, including including 9 single family homes for ... continue reading
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