This page tracks what homes in The Highlands actually sold for over the last twelve months, how long they took, and what moved the price. It is built from 30 verified closed sales in the Stellar MLS feed, not from public estimates. Every figure is a net-of-concessions number, which is explained at the bottom. Updated August 2026.
What homes sold for in The Highlands
$303,000Median sale price
$188.43Median per square foot
58 daysMedian days to contract
30Homes sold in 12 months
Sale prices ran from $121,250 to $553,700, which is a wide spread and the reason a single neighborhood median is a starting point rather than an answer.
By size
| Home size | Sales | Median price | Median $/sq ft | Median days |
|---|
| Under 2,000 sq ft | 26 | $272,500 | $170.66 | 46 days |
| 2,000 to 3,000 sq ft | 4 | $451,255 | $215.39 | 97 days |
Larger homes usually show a lower price per square foot. That is normal and it is why a price per foot taken from the whole neighborhood should never be applied straight to one house.
Condition moves the price more than anything else
Median price per square foot by the condition each listing described.
Renovated or updated 9 sales, 75 days to contract$193.14
Sold as is or dated 14 sales, 44 days to contract$188.43
$4.71More per square foot, renovated over dated
$7,061On a 1,500 sq ft home
$11,769On a 2,500 sq ft home
Condition is inferred from how each listing described itself, so treat it as a strong signal rather than an inspection. The two bars above look close because they are drawn from zero; the gap between them is the part worth acting on.
Notice that the dated homes sold faster, in a median 44 days against 75 days. Selling quickly and selling high are not the same thing. Homes needing work are priced to move and are picked up quickly by buyers who intend to renovate, while a finished home waits for the buyer willing to pay for the finish. If you are deciding whether to improve before listing, the price column matters more than the days column.
Homes priced right sold far faster
Median days to go under contract. Shorter is better.
Never reduced 12 sales, closed at 98.2% of asking18 days
Reduced at least once 18 sales, closed at 96.5% of the reduced price82 days
Sellers who priced correctly and held their number went under contract in a median 18 days. Sellers who had to reduce took 82 days and still closed at 96.5% of their already reduced price, after a typical cut of $22,500. Opening high costs time and money, in that order.
Seller concessions
60%Of sales included a seller credit
$7,495Typical credit when there was one
18 of 30Sales carrying a credit
A seller credit covers part of the buyer's closing costs and comes off the seller's proceeds, so the headline sale price overstates what the seller kept. Budget for it if you are selling, and ask for it if you are buying.
How buyers paid
Conventional 17 sales55%
Cash 8 sales26%
FHA 5 sales16%
VA 1 sales3%
Cash was 26% of purchases. A high cash share means a seller has buyers who do not depend on an appraisal, and a buyer using a loan is competing against offers that can close faster.
What is around The Highlands
Drive times below are measured on the road network from the center of The Highlands, not straight-line distance, in free-flowing traffic. Treat them as the floor rather than the school-run average.
| Driving to | Time | Miles |
|---|
| Downtown Orlando | 29 min | 16.0 |
| Orlando International Airport | 37 min | 31.0 |
| Winter Park | 25 min | 10.2 |
| Heathrow and Lake Mary offices | 25 min | 9.2 |
Schools nearby- Highlands Elementary School 0.6 mi
- Tuanis Volleyball Academy 0.7 mi
- Winter Springs Elementary School 0.8 mi
- MAGAL Hebrew School 0.9 mi
Parks and recreation- Sunshine Park 0.4 mi
- Audubon Park 0.4 mi
- Wildwood Homes Dog Park 0.5 mi
- Soldiers Creek Park 0.8 mi
Groceries and errands- Fancy Fruit & Produce, Grocery Store Longwood 1.0 mi
- Winn-Dixie 1.0 mi
- Las americas grocery and deli 1.1 mi
- Shiraz Market & Grill 1.2 mi
Nearest is not the same as zoned. The schools above are the closest ones to The Highlands by distance. School attendance zones are set by the district, change from year to year, and can differ street to street inside one neighborhood. Confirm the assignment for a specific address with Seminole County Public Schools before it matters to a decision.
Places and drive times from Google, checked 30 August 2026. Businesses open and close; if something here has changed, tell me and I will correct it.
Homes for sale in The Highlands right now
Current listings appear below and update automatically as homes come on and off the market. If nothing is showing, there is nothing available in The Highlands today, which happens in a neighborhood this size.
About this data. Source is the Stellar MLS feed for The Highlands in Winter Springs, Seminole County, covering closed sales from 4 September 2025 through 30 August 2026, refreshed monthly and current as of August 2026. Prices are net of seller concessions, so they reflect what the seller actually received rather than the headline number. One record was excluded as off-market transfers rather than open market sales. Condition is inferred from listing descriptions. Data believed accurate but not guaranteed; listings and closings change daily.
Questions about a specific home in The Highlands, or want to know what yours would sell for? Call or text Brenden Rendo at 407-616-9019 or send a message.
