Stonehurst Estates in Winter Park

Stonehurst Estates
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
59 homesBuilt 1947–2024
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Photo via Stellar MLS

Built fromLive Stellar MLS data21 years of closingsFL DOR public recordsUpdated twice daily

As of November 2026, the MLS records 12 closed sales in Stonehurst Estates in Winter Park, FL since 2005, the most recent in December 2025. 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 $8,320 ($7,650 with the full homestead exemption).

Live · Stonehurst Estates Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Tempo
0 · 0
For sale · pending
live counts, refreshed twice daily
Ownership and context
80%
Owner-occupied · Stonehurst Estates
48 of 60 parcels homesteaded (FL DOR 2025)
20%
Non-owner-occupied · Stonehurst Estates
incl. 17% trust or LLC-held · 100% out-of-state
59
Homes in the community
plus 1 vacant residential lots · 60 residential parcels (FL DOR 2025)
Track record · 21 years of records
5
Recorded sales · 2025-2025
median $1.65M · qualified sales on the county roll (FL DOR 2025)
1947–2024
Years homes were built
median 1990 · county roll (FL DOR 2025)
Jon Brooks, Co-Founder of Momentum Realty
Jon's Read · written July 14, 2026

Price here is driven by condition and lot, not by any single product type. With homes built anywhere from 1947 to 2024 and a median build year of 1990, Stonehurst Estates is a mix of original mid-century houses, later infill, and new construction — so the median price of $2,910,000 and median $662.92 per square foot reflect a wide spread, not a uniform market. Two homes of similar size can price very differently depending on whether you are buying land-plus-renovation or a finished new build.

The market posture is fast and thin. A median of essentially zero days on market across a small window of closings tells you the well-prepared listings are trading almost immediately, and with only 59 homes total, inventory is scarce. Sellers who present a finished, correctly priced home hold real leverage; buyers should expect to move decisively and lean on comparable analysis rather than list-price anchoring.

Figures in this note are as of July 14, 2026. The live market numbers elsewhere on this page update nightly and are newer.

Nearby homes for sale

No active listings inside Stonehurst Estates right now. These are the 6 closest homes on the market, by straight-line distance from the community's center; some may sit just outside its boundary.

555 E LAKE SUE AVENUE
$2M · 0.1 mi away
4 bd · 4 ba · 3,776 sqft
555 E LAKE SUE AVENUE
Listed by KELLER WILLIAMS WINTER PARK
620 VIRGINIA DRIVE
$3.89M · 0.2 mi away
6 bd · 5 ba · 4,677 sqft
620 VIRGINIA DRIVE
Listed by ONE LUXURY INTERNATIONAL LLC
1951 WINTER PARK ROAD
$1.95M · 0.2 mi away
4 bd · 3.5 ba · 3,479 sqft
1951 WINTER PARK ROAD
Listed by KELLER WILLIAMS WINTER PARK
541 VIRGINIA DRIVE
$5.70M · 0.2 mi away
4 bd · 3.5 ba · 4,725 sqft
541 VIRGINIA DRIVE
Listed by EXP REALTY LLC
2119 HOWARD DRIVE
$3.19M · 0.3 mi away
5 bd · 5.5 ba · 4,139 sqft
2119 HOWARD DRIVE
Listed by CORCORAN PREMIER REALTY
150 E READING WAY
$1.35M · 0.3 mi away
3 bd · 2.5 ba · 2,080 sqft
150 E READING WAY
Listed by FANNIE HILLMAN & ASSOCIATES

Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.

The 60-Second Overview

Stonehurst Estates is a small, established enclave in Winter Park where the housing stock spans nearly eight decades, meaning value tracks the individual home far more than any neighborhood-wide number. The high homestead share suggests most owners hold and occupy rather than turn over quickly.

Stellar MLS sales records identify 12 homes in Stonehurst Estates that have changed hands since 2012, built between 1955 and 2017 (median 1963), with a median living area of about 3,681 sq ft and a typical 4-bedroom, 3.5-bath layout; 100% are single-family homes. Source: Stellar MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.

County records show 5 qualified sales in Stonehurst Estates across 2025–2025, median $1.65M — the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.

Pre-construction details are compiled from public records, builder announcements and builder listings, and are subject to change without notice; figures are deemed reliable but not guaranteed. Momentum Research figures are our own analysis. This page describes homes, pricing and community attributes, not residents.

Best for

  • Buyers with a high-end budget who value an established Winter Park location over new-build uniformity
  • Buyers willing to take on a renovation or teardown-to-rebuild on an existing lot
  • Buyers who can move decisively when a well-prepared home hits the market

Probably not for

  • Buyers who need a range of listings to compare before committing
  • Buyers wanting a consistent, predictable price per square foot across the community
  • Buyers on a timeline that requires waiting out a slow, methodical search

The market around Stonehurst Estates

Stonehurst Estates is too small for its own price trend, so here is the market around it.

In ZIP 32789, 239 homes are on the market and 23% are under contract — a steady corner of Winter Park.

Across Orange County, 5,774 homes are active and 1,755 pending (23% under contract).

In ZIP 32789 (Winter Park), 111 homes closed in the last 12 months at a median of $627K ($396/sq ft), down 21.6% year over year, with a median 42 days on market. Right now 34 active and 4 pending listings put supply at about 3.7 months — a buyer's market. See the live ZIP 32789 housing market and the Orange County market.

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

If we were buying in Stonehurst Estates 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 Stonehurst Estates.

Best Buy
Buyers seeking an established Winter Park address who will judge each home individually.
Biggest Risk
Thin inventory and near-instant sales leave little room to shop or deliberate.
Sweet Spot
A finished or well-renovated home priced against true condition-matched comps.
Avoid If
You need selection, a slow decision timeline, or a predictable price-per-foot.

A condition-driven market on a small footprint

With 59 homes and a build range from 1947 to 2024, this is not a subdivision with a repeatable floor plan — it is a collection of individual properties. The median living area of roughly 2,755 square feet is a useful midpoint, but the real question on any given house is where it sits on the spectrum from original to rebuilt. That is what moves the per-square-foot figure, and it is why a single median price tells you less here than in a uniform community.

Roughly 80% of homes carry a homestead exemption, which points to owner-occupancy and slow turnover. Combine that with the tiny closing count and near-instant days on market, and you get a market where good inventory is rare and moves quickly. Pricing discipline matters on both sides: sellers who over-improve for the block can overshoot, and buyers who wait for a range of options may simply not get one.

“

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

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

In a market this small and this varied, the median number is a starting point, not an answer. We underwrite each home on its own terms — age, condition, lot, and finish level — because with a build range spanning 1947 to 2024, comps have to be chosen carefully rather than averaged. When listings clear in essentially zero days, having someone ready to evaluate and act fast is the difference between closing and watching it go.

Stonehurst Estates in 15 seconds.

Best forBuyers seeking an established Winter Park address who will judge each home individually.
Biggest advantageA small, owner-held enclave with a wide range of home vintages and finish levels.
Biggest riskThin inventory and near-instant sales leave little room to shop or deliberate.
Sweet spotA finished or well-renovated home priced against true condition-matched comps.
Avoid ifYou need selection, a slow decision timeline, or a predictable price-per-foot.
The takeaway

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

What is your Stonehurst Estates home worth?

Get a no-obligation home value based on real comparable sales in Stonehurst Estates, 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.
Stonehurst Estates key facts
LocationWinter Park, Orange County, FL · ZIP 32789
Homes in the community59 (FL DOR 2025 assessment roll)
Years built1947–2024 (median 1990)
Typical living area2,755 sq ft (median)
For sale right now0 active, 0 pending
Owner-occupied (homestead) share80%

Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2005 through 2025; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Stonehurst Estates key facts,” movewithmomentum.com/neighborhoods/stonehurst-estates, data as of September 20, 2026.

Housing distress & ownership in Stonehurst Estates, 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 9 listings
Distress share trend — 0.0% now (2026-09-14 → 2026-11-06)

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 Stonehurst Estates

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 Stonehurst Estates

Have a question about the homes, fees, rules or commute here? A Momentum agent who works Stonehurst Estates 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 Stonehurst Estates?
The Florida DOR 2025 assessment roll shows 59 homes plus 1 vacant residential lots in Stonehurst Estates (public records).
What share of Stonehurst Estates is owner-occupied?
80% of Stonehurst Estates parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Stonehurst Estates built?
Homes in Stonehurst Estates were built between 1947 and 2024, with a median year built of 1990 (FL DOR 2025 roll).
Who is the best real estate agent for Stonehurst Estates?
The best agent for Stonehurst Estates 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 Stonehurst Estates.
How do I find a top Winter Park real estate agent who knows Stonehurst Estates?
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 Stonehurst Estates and the wider Winter Park area.
Can Momentum Realty connect me with an agent for Stonehurst Estates?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Stonehurst Estates purchase or sale - no call center and no pressure.
Where is Stonehurst Estates, and what county is it in?
Stonehurst Estates is in Winter Park, Orange County, FL, ZIP 32789.
Buyers with a high-end budget who value an established Winter Park location over new-build uniformityExcellent fit
Buyers willing to take on a renovation or teardown-to-rebuild on an existing lotExcellent fit
Buyers who can move decisively when a well-prepared home hits the marketExcellent fit
Buyers who need a range of listings to compare before committingProbably not
Buyers wanting a consistent, predictable price per square foot across the communityProbably not
Buyers on a timeline that requires waiting out a slow, methodical searchProbably not

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: November 12, 2026)
Housing stock & ownershipFlorida DOR assessment roll (street-list match (2 streets, ZIP 32789))
Under-contract sharesStellar MLS records, as of 2026-09-20
Historical depthClosed-sale records back to 2005 (12 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.

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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 Stonehurst Estates with Momentum Realty’s local guides.

Timberlane Shores0.2 mi away · 193 homes, built 1925–24, 1 for saleQuail Hollow0.2 mi away · 118 homes, built 1955–88, 1 for saleCharmont0.2 mi away · median $1.99M, 6 sales/12 moLake Virginia0.3 mi awayEllno Willo0.3 mi away · 104 homes, built 1921–24, 1 for saleWLWindsong Lookout Landing0.3 mi awayWindsong Knowles Place0.4 mi away · 23 homes, built 2008–16Forest Hills0.4 mi away · 3 for sale

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