Highlands Elementary School, Winter Springs, FL, Real Estate

Highlands Elementary School is a PK, KG-5 school in the Seminole School District school district, and is located at 1600 Shepard Rd in Winter Springs, FL. The school services all or some of: Longwood and Winter Springs. Highlands Elementary School currently has 12 single family homes for sale with an average list price of $374,866.50, 5 townhouses for sale with an average list price of $260,400, and 8 condos for sale with an average list price of $190,499.88 that attend the school. The average annual property tax for homes that attend Highlands Elementary School is $2,611.64.

Current Homes for Sale

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Subdivisions

Subdivisions Median Price
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Baytree Village

Baytree Village is a condo community in Winter Springs, Florida, built between 1977 and 1978. It currently has 1 condo for sale with a list price of $160,000. The homes range in size from 710 ft2 to 1,400 ft2. The HOA fees range from $25 to $350 per month. The average annual property tax for Baytree Village is $1,141.81. It is located in Seminole County. Baytree Village offers residents a tranquil suburban retreat within the larger Highlands community, where lush oak and pine canopies create a picturesque backdrop for everyday living. This welcoming condominium neighborhood emphasizes community and leisure, boasting an array of amenities designed to foster relaxation and recreation. Highlights include a sparkling community pool for leisurely swims, a clubhouse perfect for social gatherings or quiet evenings, tennis courts for friendly matches, and a volleyball area to keep things lively. Families and active residents alike appreciate the dedicated playground and play areas, while scenic walking and bike trails wind through the natural surroundings, inviting daily strolls. Additional perks such as a park with grills and picnic tables encourage outdoor barbecues and casual meetups, all maintained with care to ensure a hassle-free lifestyle amid Florida's gentle climate. ... Read more
Median Price: $183,000
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Chelsea Place

Chelsea Place is a single-family home community in Longwood, Florida, built between 1994 and 1999. It currently has no homes for sale. The homes range in size from 1,366 ft2 to 2,232 ft2. The HOA fees range from $28 to $33 per month. The average annual property tax for Chelsea Place is $2,555.03. It is located in Seminole County. ... Read more
Median Price: $420,000
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Cypress Club

Cypress Club is a townhouse community in Winter Springs, Florida, built between 1986 and 1995. It currently has 2 townhouses for sale with an average list price of $244,500. The homes range in size from 1,002 ft2 to 1,460 ft2. The HOA fees range from $29 to $398 per month. The average annual property tax for Cypress Club is $1,642.64. Cypress Club offers residents a serene and inviting townhome community nestled in the peaceful west side of the city, just north of SR 434 and off Sheoah Boulevard. As part of a mandatory homeowners association, the neighborhood provides exclusive access to thoughtfully designed amenities that enhance everyday living, including a private swimming pool for refreshing laps or lounging under the Florida sun, and a welcoming clubhouse perfect for social gatherings, community events, or casual relaxation. The HOA also covers essential maintenance services such as structural upkeep, pest control, insurance, trash removal, and escrow reserves, fostering a well-kept environment where neighbors can connect amid lush greenery and a strong sense of camaraderie. ... Read more
Median Price: $282,000
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Greenspointe

Greenspointe is a single-family home community in Winter Springs, Florida, built between 1984 and 2021. It currently has 1 single family home for sale with a list price of $390,000. The homes range in size from 1,200 ft2 to 2,000 ft2. The HOA fees range from $29 to $385 per month. The average annual property tax for Greenspointe is $2,682.56. It is located in Seminole County. ... Read more
Median Price: $420,000
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Highland Village

Highland Village is a single-family home community in Winter Springs, Florida, built between 1981 and 1992. It currently has 1 single family home for sale with a list price of $299,000. The homes range in size from 974 ft2 to 1,962 ft2. The HOA fees range from $5 to $36 per month. The average annual property tax for Highland Village is $2,547.40. It is located in Seminole County. Highland Village offers residents an idyllic blend of suburban tranquility and natural beauty, surrounded by ancient oaks, pines, and cypress trees that create a lush, environmental haven. As part of the larger Highlands community, this charming subdivision boasts an array of inviting amenities designed to foster leisure and connection, including scenic nature trails for leisurely strolls, tennis courts for friendly matches, sparkling lakes and playgrounds for family fun, and a welcoming community center complete with family-friendly pools and picnic areas perfect for gatherings. The vibrant community spirit shines through in organized events and a serene setting that encourages outdoor exploration, all while providing convenient access to top-rated schools, shopping centers, and the natural wonders of nearby parks, making everyday living feel effortlessly enriching. ... Read more
Median Price: $311,000
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Real Estate News

Homes Just Sold That Attend Highlands Elementary School: November 18th to November 24th

Homes Just Sold That Attend Highlands Elementary School: November 18th to November 24th - November 25, 2025

The Highlands Elementary School area had 2 sales during the week of Tuesday, November 18 to Monday, November 24, including including 1 single family home for sale with a list ... continue reading
New Homes For Sale This Week That Attend Highlands Elementary School: November 14th to November 20th

New Homes For Sale This Week That Attend Highlands Elementary School: November 14th to November 20th - November 21, 2025

The Highlands Elementary School area had only 1 new home for sale during the week of Friday, November 14 to Thursday, November 20, including and it was a townhouse for ... continue reading
Homes Just Sold That Attend Highlands Elementary School: October 28th to November 3rd

Homes Just Sold That Attend Highlands Elementary School: October 28th to November 3rd - November 4, 2025

The Highlands Elementary School area had only 1 sale during the week of Tuesday, October 28 to Monday, November 3, including and it was a single family home for sale ... continue reading
New Homes For Sale This Week That Attend Highlands Elementary School: October 24th to October 30th

New Homes For Sale This Week That Attend Highlands Elementary School: October 24th to October 30th - October 31, 2025

The Highlands Elementary School area had only 1 new home for sale during the week of Friday, October 24 to Thursday, October 30, including and it was a single family ... continue reading
Homes Just Sold That Attend Highlands Elementary School: October 14th to October 20th

Homes Just Sold That Attend Highlands Elementary School: October 14th to October 20th - October 21, 2025

The Highlands Elementary School area had only 1 sale during the week of Tuesday, October 14 to Monday, October 20, including and it was a townhouse for sale with a ... continue reading
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