Quail Hollow in Winter Park

Quail Hollow
Homes for Sale in Winter Park, FL

All 394 homes for sale in Winter Park, FL · median $636,250 · 169 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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Built fromLive Stellar MLS data22 years of closingsFL DOR public recordsUpdated twice daily

As of November 2026, Quail Hollow in Winter Park, FL has 1 home for sale. As of November 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, 887 homes closed in the last 12 months at a median of $499,000, 37 median days on market, with 326 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
1955–1988
Years homes were built
median 1974 · county roll (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.

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
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.

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Real comps, not an automated estimate.

Recently off market in QUAIL HOLLOW

Homes in QUAIL HOLLOW that recently left the market. Each address opens its public-record profile: county-recorded value, property taxes, the last recorded sale, community sales history, and what is for sale nearby now. 1 on record.

Quail Hollow key facts
LocationWinter Park, Orange County, FL · ZIP 32789
Homes in the community118 (FL DOR 2025 assessment roll)
Years built1955–1988 (median 1974.0)
Typical living area2,289 sq ft (median)
For sale right now1 active, 0 pending · median asking $1,199,000
Owner-occupied (homestead) share77%

Data as of August 2, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2004 through 2024; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Quail Hollow key facts,” movewithmomentum.com/neighborhoods/quail-hollow-winter-park, data as of August 2, 2026.

Housing distress & ownership in QUAIL HOLLOW, Winter Park

Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.

Active inventory in distress
0.0%
0 of 5 listings
Distress share trend - 0.0% now (2026-09-14 → 2026-11-08)

Source: Momentum Realty Research. Ownership & parcels from the FL DOR 2025 tax roll; distress from MLS active-listing status/remarks; price from MLS closed sales. Based on Stellar MLS data distributed by MLS GRID for the period November 2026 through November 2026. Deemed reliable but not guaranteed.

Email me new listings in Quail Hollow

One e-mail a day, only when a home lists here, with price, beds, baths and a link to every listing. Straight from the MLS feed; no account needed.

Equal Housing Opportunity. Every community is open to everyone; alerts are about homes, never about who lives here.

Ask an agent about Quail Hollow

Have a question about the homes, fees, rules or commute here? A Momentum agent who works Quail Hollow will answer, and the answer is published on this page for the next buyer.

Property facts only: homes, fees, rules, commute. Every community is open to everyone; agents do not answer questions about who lives here.

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.
Where is Quail Hollow, and what county is it in?
Quail Hollow is in Winter Park, Orange County, FL, ZIP 32789.

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. A Momentum agent can price yours against live local comps.

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Nearby Communities

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

SEStonehurst Estates0.2 mi away · 59 homes, built 1947–24Charmont0.3 mi away · median $1.99M, 6 sales/12 moLake Forest Park0.3 mi away · median $1.97M, 5 sales/12 moLFLake Forest Park0.3 mi awayWindsong Knowles Place0.4 mi away · 23 homes, built 2008–16Timberlane Shores0.4 mi away · 193 homes, built 1925–24, 1 for saleWLWindsong Lookout Landing0.4 mi away

Browse all neighborhood guides →

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