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 16 single family homes for sale with an average list price of $411,084.13, 7 townhouses for sale with an average list price of $263,400, and 6 condos for sale with an average list price of $198,333.33 that attend the school. The average annual property tax for homes that attend Highlands Elementary School is $2,809.58.

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Subdivisions

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Baytree Village

Baytree Village is a condo and townhouse community in Winter Springs, Florida, built between 1977 and 1978. It currently has 4 condos for sale with an average list price of $204,750. 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 $1,374.36. 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: $400,000
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Country Club Heights

Country Club Heights is a single-family home community in Longwood, Florida, built between 1961 and 1981. It currently has 1 single family home for sale with a list price of $354,900. The homes range in size from 897 ft2 to 2,089 ft2. The average annual property tax for Country Club Heights is $1,951.69. It is located in Seminole County. ... Read more
Median Price: $242,500
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Crystal Creek

Crystal Creek is a single-family home community in Longwood, Florida, built between 1989 and 1995. It currently has 1 single family home for sale with a list price of $400,000. The homes range in size from 1,262 ft2 to 2,399 ft2. The HOA fees range from $25 to $33 per month. The average annual property tax for Crystal Creek is $2,846.74. It is located in Seminole County. ... Read more
Median Price: $429,500
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Cypress Club

Cypress Club is a townhouse community in Winter Springs, Florida, built between 1986 and 1995. It currently has 3 townhouses for sale with an average list price of $250,633.33. The homes range in size from 1,002 ft2 to 1,460 ft2. The HOA fees range from $29 to $520 per month. The average annual property tax for Cypress Club is $1,840.30. 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: $264,750
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Market Trends

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Real Estate News

New Homes For Sale This Week That Attend Highlands Elementary School: February 20th to February 26th

New Homes For Sale This Week That Attend Highlands Elementary School: February 20th to February 26th - February 27, 2026

The Highlands Elementary School area had only 1 new home for sale during the week of Friday, February 20 to Thursday, February 26, including and it was a single family ... continue reading
Homes Just Sold That Attend Highlands Elementary School: February 17th to February 23rd

Homes Just Sold That Attend Highlands Elementary School: February 17th to February 23rd - February 24, 2026

The Highlands Elementary School area had 2 sales during the week of Tuesday, February 17 to Monday, February 23, including including 1 single family home for sale with a list ... continue reading
New Homes with In-ground Swimming Pools That Attend Highlands Elementary School: February 15th to February 21st

New Homes with In-ground Swimming Pools That Attend Highlands Elementary School: February 15th to February 21st - February 22, 2026

The Highlands Elementary School area had only new homes for sale with an in-ground swimming pool during the month of Sunday, February 15 to Saturday, February 21, and it ... continue reading
New Homes For Sale This Week That Attend Highlands Elementary School: February 13th to February 19th

New Homes For Sale This Week That Attend Highlands Elementary School: February 13th to February 19th - February 20, 2026

The Highlands Elementary School area had 3 new homes for sale during the week of Friday, February 13 to Thursday, February 19, including including 3 single family homes for sale ... continue reading
New Construction Homes For Sale This Week That Attend Highlands Elementary School: February 11th to February 17th

New Construction Homes For Sale This Week That Attend Highlands Elementary School: February 11th to February 17th - February 18, 2026

The Highlands Elementary School area had only 1 new construction home during the week of Wednesday, February 11 to Tuesday, February 17, and it was a condo for sale with ... continue reading
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