Stonehurst Estates
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
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Built fromLive Stellar MLS data21 years of closingsUpdated twice daily

As of September 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, 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 $7,660 ($6,990 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
Jon Brooks, founder of Momentum Realty
Jon's Current Read

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.

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.

1840 LAUREL ROAD
$2.30M · 0.1 mi away
5 bd · 5 ba · 2,868 sqft
1840 LAUREL ROAD
Listed by CORCORAN PREMIER REALTY
361 E KINGS WAY
$3.20M · 0.2 mi away
4 bd · 4.5 ba · 3,737 sqft
361 E KINGS WAY
Listed by ONE LUXURY INTERNATIONAL LLC
341 E READING WAY
$1.56M · 0.2 mi away
4 bd · 4 ba · 3,723 sqft
341 E READING WAY
Listed by FANNIE HILLMAN & ASSOCIATES
1661 LAUREL ROAD
$1.88M · 0.2 mi away
3 bd · 3 ba · 3,127 sqft
1661 LAUREL ROAD
Listed by VAN DEN BERG REAL ESTATE GROUP
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
2111 MALLARD CIRCLE
$1.20M · 0.2 mi away
4 bd · 3 ba · 2,667 sqft
2111 MALLARD CIRCLE
Listed by BREC PROPERTIES INC

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.

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, 244 homes are on the market and 25% are under contract — a steady corner of Winter Park.

Across Orange County, 5,909 homes are active and 1,877 pending (24% under contract).

In ZIP 32789 (Winter Park), 394 homes closed in the last 12 months at a median of $635K ($396/sq ft), up 7.4% year over year, with a median 40 days on market. Right now 88 active and 21 pending listings put supply at about 4.9 months — a balanced 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.

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 Stonehurst Estates sales matched to your home.

What is your Stonehurst Estates home worth?

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Real comps, not an automated estimate.
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: September 14, 2026)
Under-contract sharesStellar MLS records, as of 2026-09-08
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. Momentum sells for 1.25% above the Stellar MLS member average and 8 days faster, and we’ll price yours against live local comps.

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Common questions about Stonehurst Estates

Where is Stonehurst Estates?

Stonehurst Estates is a community in Winter Park, Orange County, Florida, ZIP 32789.

Are there homes for sale in Stonehurst Estates right now?

No active listings inside Stonehurst Estates at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.

Does Stonehurst Estates have an HOA or CDD?

No HOA is on record for Stonehurst Estates in our data. Verify dues, what they cover, and any special assessment for a specific address before you offer.

Answers are generated from county property records, MLS feeds and the figures on this page, as of the page date; deemed reliable but not guaranteed.

Nearby Communities

Explore more neighborhoods near Stonehurst Estates with Momentum Realty’s local guides.

Timberlane Shores0.2 mi away · median $1.12M, 3 sales/12 moQuail Hollow0.2 mi away · 118 homes, built 1955–88, 1 for saleCharmont0.3 mi away · median $1.48M, 12 sales/12 moLake Virginia0.3 mi awayEllno Willo0.3 mi away · 1 for saleWindsong Knowles Place0.4 mi awayForest Hills0.4 mi away · median $3.18M, 6 sales/12 moWindsong Preserve Point0.5 mi away

Browse all neighborhood guides →

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Stonehurst Estates Market Scorecard

No active listings

Stonehurst Estates is currently a no active listings market. Limited supply, a median asking price of n/a.

n/a
Months supply
n/a
Median list
$3,050,000
Median sold
n/a
Per sqft
n/a
Days on mkt
0/0/2
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: realMLS, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.