Quail Hollow in Winter Park

Quail Hollow
Homes for Sale in Winter Park, FL

All 337 homes for sale in WINTER PARK, FL · median $664,900 · 150 homes for sale in 32789 · Orange County homes for sale

Community in Winter Park · Orange County · ZIP 32789
118 homesBuilt 1955–1988
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True comps, carrying-cost math, and listings before the portals.

Built fromLive Stellar MLS data22 years of closingsFL DOR public recordsUpdated twice daily

As of September 2026, Quail Hollow in Winter Park, FL has 1 home for sale. As of September 2026, the MLS records 45 closed sales in Quail Hollow in Winter Park, FL since 2004, the most recent in April 2024. Recorded prices across those 45 sales ran from $255,900 to $1,210,000 (median $460,000), on homes of 1,884 to 5,000 sq ft. Across Winter Park as a whole, 494 homes closed in the last 12 months at a median of $459,450, 34 median days on market, with 124 homes for sale today. At that median and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $7,670 ($7,000 with the full homestead exemption).

Live · Quail Hollow Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Tempo
0%
Under contract
Orange: 26% (2,054 of 7,927)
1 · 0
For sale · pending
live counts, refreshed twice daily
Ownership and context
77%
Owner-occupied · Quail Hollow
92 of 119 parcels homesteaded (FL DOR 2025)
23%
Non-owner-occupied · Quail Hollow
incl. 11% trust or LLC-held · 100% out-of-state
33%
Cash buyers · Quail Hollow
1 of 3 sales, 12 mo ending June 2024
118
Homes in the community
plus 1 vacant residential lots · 119 residential parcels (FL DOR 2025)
Track record · 22 years of records
Est. 1955
Community established
homes built 1955-1988, median 1974 (FL DOR 2025)
0
Failed listings · 2025
peaked at 4 in 2009

The market around Quail Hollow

Quail Hollow is a small community — 30 recorded sales on file, most recently in 2025 — too few for its own price trend. Here is the market around it.

In ZIP 32789, 243 homes are on the market and 28% are under contract — a steady corner of Winter Park.

Across Orange County, 5,873 homes are active and 2,054 pending (26% under contract).

The housing mix here is 96% single family residence, 4% half duplex.

ZIP and county figures describe the wider market, not Quail Hollow specifically. Momentum Research analysis of MLS records.

Homes For Sale Right Now in Quail Hollow

Live MLS inventory for Quail Hollow. Every active listing, what is under contract right now, and the last 12 months of closed sales, refreshed twice a day. Closed comps beat an algorithm's guess every time.

Active and pending Quail Hollow listings as of 2026-07-08, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2004 through 2024. Tap any home to ask about it.

Schools

In short
  • Orange County Public Schools
  • Verify the zoned schools by address
  • Magnet and choice options may be available
  • Audubon Park K8 · Elementary
  • Audubon Park K-8 · Middle
  • Winter Park High · High

Zoned schools reflect the assignments reported on recent Quail Hollow listings and can change; always confirm with Orange County Public Schools for a specific address.

Buying with schools in mind? We can confirm the exact zoned schools for any Quail Hollow address.

If we were buying in Quail Hollow today, this is the order of operations we would run for our clients.

1

Underwrite the condition first. Price the roof, HVAC, and systems honestly before judging any list price; condition swings value here more than square footage alone.

2

Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.

3

Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.

4

Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.

5

Keep an agent in your corner. The listing agent works for the seller; we represent you and prepare a hand-built valuation before any offer in Quail Hollow.

A closer look at the Quail Hollow market

The housing stock is 118 homes built between 1955 and 1988, and 77% of parcels are homesteaded — the owner-occupancy proxy in the Florida DOR assessment roll.

The location and the amenities are priced into every listing in Quail Hollow. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

HOA, CDD & Fees

In short
  • HOA status not on record. Verify any dues before you offer
  • Any club/amenity membership is billed separately

Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.

The takeaway

Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Quail Hollow sales matched to your home.

What is your Quail Hollow home worth?

Get a no-obligation home value based on real comparable sales in Quail Hollow, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.

See homes for sale in Quail Hollow on the map →

Real comps, not an automated estimate.

The real cost & risk here

Before the list price, the Florida math the portals skip. These are Orange County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.

$2,447/mo
Orange County typical true cost to own
$117/mo
Orange County typical home insurance
Check CDD
Confirm before you offer

County typicals from Momentum’s Florida housing data (Zillow & Realtor.com aggregates, Census, FRED), updated monthly; insurance modeled. Flood zone is property-specific — always confirm via FEMA.

QUAIL HOLLOW Market Scorecard

Thin data

QUAIL HOLLOW is currently a thin data market. Limited supply, a median asking price of $1,199,000, and homes go under contract in about 68 days.

n/a
Months supply
$1,199,000
Median list
n/a
Median sold
$450
Per sqft
68
Days on mkt
1/0/0
Active/Pend/Sold

Typical home value in the 32789 ZIP is $809,773, about 61.9% above the Florida norm (Zillow Home Value Index).

Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.

Live data: Stellar MLS, distributed by MLS GRID, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.

Frequently Asked Questions

How many homes are in Quail Hollow?
The Florida DOR 2025 assessment roll shows 118 homes plus 1 vacant residential lots in Quail Hollow (public records).
What share of Quail Hollow is owner-occupied?
77% of Quail Hollow parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Quail Hollow built?
Homes in Quail Hollow were built between 1955 and 1988, with a median year built of 1974.0 (FL DOR 2025 roll).
Do cash buyers compete in Quail Hollow?
Cash buyers took 33% of Quail Hollow sales in the 12 months ending June 2024 (1 of 3 closings, Stellar MLS).
Who is the best real estate agent for Quail Hollow?
The best agent for Quail Hollow is one who actively works Winter Park and knows the community's pricing, fees, and current inventory. Tell us what you're looking for in the form on this page and Momentum Realty will match you with a local specialist for Quail Hollow.
How do I find a top Winter Park real estate agent who knows Quail Hollow?
Share a few details in the form on this page. Momentum Realty has 320+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Quail Hollow and the wider Winter Park area.
Can Momentum Realty connect me with an agent for Quail Hollow?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Quail Hollow purchase or sale - no call center and no pressure.

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: July 8, 2026)
Housing stock & ownershipFlorida DOR assessment roll (street-list match (8 streets, ZIP 32789/32825))
Under-contract sharesStellar MLS records, as of 2026-08-01
Historical depthClosed-sale records back to 2004 (45 transactions analyzed)

Verify the primary sources yourself: Florida DOR · U.S. Census · FEMA flood maps · Citizens Property Insurance.

Momentum Research figures are our own analysis of Stellar MLS records; MLS data is deemed reliable but not guaranteed. Methodology: how Momentum market scores are computed. Market metrics describe homes for sale and recent sales, not residents.

Own a home here?

You just read the data. Now see what your home is worth.

The numbers on this page move markets in the aggregate. The number that matters to you is what a buyer pays for your address. Momentum sells for 1.25% above the Stellar MLS member average and 8 days faster, and we’ll price yours against live your area comps.

Looking to buy here? Search homes for sale →

What’s your home worth in your area?

A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.

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More Winter Park & Orlando & Orange County guides

Compare before you commit - every guide covers pricing, HOA/CDD, insurance posture, and fit. Browse all of Orlando & Orange County or the full Neighborhood Finder.

Thinking of selling in QUAIL HOLLOW? See the Orange County sell-now-or-wait data, what made 201,552 Florida listings fail in the last 12 months, or compare a cash offer vs. listing. Compiled from MLS records; deemed reliable but not guaranteed.

Nearby Communities

Explore more neighborhoods near Quail Hollow with Momentum Realty’s local guides.

SEStonehurst Estates0.2 mi awayCharmont0.3 mi away · median $1.48M, 12 sales/12 moLFLake Forest Park0.3 mi awayLake Forest Park0.3 mi away · median $1.97M, 5 sales/12 moWindsong Knowles Place0.4 mi awayTimberlane Shores0.4 mi away · median $1.12M, 3 sales/12 moForest Hills0.4 mi away · median $3.18M, 6 sales/12 mo

Browse all neighborhood guides →

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