Neighborhood · Longwood, Florida
Highland Hills
A quiet Longwood pocket close to everything
Highland Hills sits in the heart of Longwood in Seminole County, an established residential corner where established streets and mature landscaping set the tone. It shares its zip code with well-known neighbors like Sweetwater Oaks, The Springs, and Wildmere, and the commute math is friendly — downtown Orlando is about 23 minutes away, Universal roughly 33, and MCO around 42. Students here are assigned to Woodlands Elementary, Rock Lake Middle, and Lyman High School.
This is a low-turnover neighborhood, and the numbers reflect that: there are no active listings right now, with just three homes sold in the past 12 months. Those sales landed at a median of $410,000, and sellers collected 99% of their asking price on average — a sign that when a home does hit the market here, it moves close to full price. If you're set on Highland Hills specifically, patience and a ready pre-approval matter; it's worth also watching nearby Longwood homes for sale and communities like Sweetwater Club while you wait for the right listing.
Highland Hills is a community in Longwood, Florida.
Quick facts
3 sold in 12 months
Drive times
On the market now
Homes for sale in Highland Hills
Nothing active right now.
Set an alert below and we’ll email you the moment something lists here.
Every active listing inside the Highland Hills boundary
Open full map search →The numbers that matter
The Highland Hills market
3
Sold, last 12 months
$410,000
Median sold price
99%
Sale-to-list ratio
What sellers actually get vs asking
10 days
Median time to sell
Highland Hills vs Longwood
Live Stellar MLS data — every listing and closed sale inside the Highland Hills boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Highland Hills is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
Population
1,621
Median age
39
Median income
$98,462
Median home value
$314,000
Beyond the listings
Living in Highland Hills
Food & Drink
Top 1% in the U.S.Hops & Brews
Thirst isn't the only reason this population looks for a good brew. From beer drinkers on a budget to the millennial craft beer enthusiast, these men and women are passionate about different kinds of beer and how it's made.
Hobbies & Interests
Top 1% in the U.S.Handcrafted
The only thing more beautiful than handmade decor? The hands that made it. This population appreciates the time and care put into one-of-a-kind pieces.
Attitudes
Top 1% in the U.S.Deal Seekers
These people are hunting discounts, contests, and promotions. The population loves a good sale, and they can't wait to share their bargain finds and winnings with friends and family.
Active
Top 1% in the U.S.Yoga Advocates
Improving flexibility, strength, and overall well-being is the yogi's aim. This population is looking for the right community, instruction, and accessories.
Relationships
Top 2% in the U.S.Family Time
Family time is always a good time for these folks. Whether it's a family vacation or making ice cream sundaes at home, this population loves spending time with the people closest to them.
Attitudes
Top 2% in the U.S.Volunteering & Giving
Expressing a desire to give back and do good for the community, this behavior emphasizes charity. Common activities include volunteering, fundraisers, and donations.
Straight answers
Highland Hills FAQs
Is Highland Hills a good place to live?+
It's an established residential neighborhood in central Longwood with easy access to Orlando — about 23 minutes to downtown and 33 to Universal. Families appreciate that it's assigned to Woodlands Elementary, Rock Lake Middle, and Lyman High. Its low turnover, with just three sales in the past year, tells you people tend to settle in and stay.
Is Highland Hills expensive?+
Recent sales point to a median around $410,000, which sits in a comfortable mid-range for Seminole County. Because inventory is so tight and sellers are getting 99% of asking, you should budget close to list rather than expect discounts. It's worth comparing with the broader Longwood homes for sale to gauge value across the area.
What do homes cost in Highland Hills?+
Over the last 12 months, homes here sold at a median of $410,000. With only three closings in that window, the sample is small, so pricing can shift meaningfully from one sale to the next. Your agent can help you read individual comps rather than lean on a single median.
How is the market in Highland Hills right now?+
There are currently zero active listings, so this is a wait-and-watch neighborhood. When homes do sell they close near full price — 99% of asking on average across three sales last year. Setting up alerts and looking at adjacent communities like Wildmere keeps your options open.
What about HOA fees and property taxes?+
Specific HOA and property tax figures for Highland Hills aren't available in the current data. As a Seminole County neighborhood, taxes follow the county's standard millage and any applicable homestead exemption. Once a listing becomes active, we can pull the exact HOA and tax details for that property before you write an offer.
Keep exploring
More Longwood neighborhoods
Neighborhood boundary by edgeAI; listings matched to the polygon. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.
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