Hickory Hammock vs Summerport
Two Orange communities, compared on the numbers that decide it — price, pace, and supply — from live MLS data as of 2026-11-12.
| Metric | Hickory Hammock | Summerport |
|---|---|---|
| Median sale price | $638K | $557K |
| Price per sq ft | $253 | $249 |
| Avg days on market | 42 days | 107 days |
| Months of supply | 1.5 mo | 1.6 mo |
| Market | Seller's Market (limited data) | Seller's Market |
| 1-year price change | False | False |
| Recent closings | 33 | 38 |
The verdict
Hickory Hammock carries the higher median price — about 15% above Summerport. Homes in Hickory Hammock sell faster (42 days on market vs 107). Hickory Hammock is the tighter market on inventory (1.5 months of supply).
Where each one is
Hickory Hammock and Summerport are about 3 miles apart (straight-line, center to center) and share Orange County.
| Hickory Hammock | Summerport | |
|---|---|---|
| County | Orange County, FL | Orange County, FL |
| City / area | Winter Garden | Windermere |
| ZIP | 34787 | 34786 |
| FEMA flood zones (sampled parcels) | all 13 sampled homes outside a flood zone | 94% of 18 homes outside a flood zone (Zone X) |
Distances are straight-line; driving distance is usually 15 to 30 percent more. Flood-zone shares come from FEMA flood maps matched to sampled parcels; always check the exact address before you close.
What is for sale today
| Hickory Hammock | Summerport | |
|---|---|---|
| Homes for sale now | 4 | 5 |
| Under contract | 1 | 3 |
| Asking prices today | $473K to $2M | $560K to $1.1M |
| Property types listed | Single Family Residence, Townhouse | Single Family Residence |
Live MLS counts, refreshed with every listing pull. Browse them: Hickory Hammock homes for sale · Summerport homes for sale.
The homes themselves
| Hickory Hammock | Summerport | |
|---|---|---|
| Homes (parcels) | 262 | 301 |
| Built | 2014–2020 (median 2016) | 2004–2016 (median 2006) |
| Typical living area | 2,513 sq ft | 2,618 sq ft |
| Homesteaded (owner-occupied) share | 63% | 65% |
Housing-stock figures from the Florida Department of Revenue 2025 assessment roll (public records).
How each one trades
| Hickory Hammock | Summerport | |
|---|---|---|
| Sale-to-original-list | 96.7% | 95.0% |
| New-construction share of sales | 0% | 0% |
| Typical sold home | 2,227 sq ft | 2,190 sq ft |
Last 12 months of recorded closings; sale-to-original-list is the share of the first asking price sellers actually got.
Schools the listings are zoned for
| Hickory Hammock | Summerport | |
|---|---|---|
| Elementary | Whispering Oak Elem | Keene Crossing Elementary |
| Middle | Hamlin Middle | Bridgewater Middle |
| High school | West Orange High | Windermere High School |
The school most often recorded on each community's MLS listings. Always confirm a specific address with the district.
Which one fits
On budget alone, Summerport is the lower entry point (median $557K vs $638K). Buyers who want newer construction (fewer near-term roof, HVAC and re-plumb items, and easier insurance quotes in Florida) will find it in Hickory Hammock; Summerport trades that for a more established street and, typically, larger lots. Sellers get a faster sale in Hickory Hammock (42 days on market on average); buyers get more negotiating room where homes sit longer.
Neither number set decides it: drive both on a weekday evening, check the HOA documents and the flood zone for the exact street, and price the insurance before you write an offer. A Momentum agent who works both communities can pull the comparable sales for any two specific homes.
Questions people ask
Is Hickory Hammock more expensive than Summerport?
Yes, on recent sales: the median sale price in Hickory Hammock is $638,000 versus $557,000 in Summerport, about 15% higher.
How far apart are Hickory Hammock and Summerport?
About 3 miles straight-line, center to center, both in Orange County; driving distance is usually 15 to 30 percent more.
Which has newer homes, Hickory Hammock or Summerport?
Hickory Hammock: its homes were built 2014–2020 with a median year of 2016, versus a median of 2006 in Summerport (Florida DOR assessment roll).
Where do sellers get closer to asking price?
Hickory Hammock — sellers there received 96.7% of the original list price over the last 12 months versus 95.0% in Summerport.
What high schools serve Hickory Hammock and Summerport?
Listings in Hickory Hammock most often report West Orange High; listings in Summerport report Windermere High School. Zoning is set by the district and can change - verify by address.
Go deeper on each: Hickory Hammock homes, photos & schools · Summerport homes, photos & schools
Figures are aggregates from realMLS / DBAAR, updated regularly. Thinking about either? Talk to Momentum Realty.