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
True comps, carrying-cost math, and listings before the portals.
Photo via Stellar MLS
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).

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.
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.
Who Stonehurst Estates is best for.
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.
The Stonehurst Estates buying strategy.
If we were buying in Stonehurst Estates today, this is the order of operations we would run for our clients.
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.
Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.
Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.
Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.
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.
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.
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.
Tools for a Stonehurst Estates buy.
Free calculators to pressure-test the real cost before you tour.
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.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Stonehurst Estates, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
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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| Location | Winter Park, Orange County, FL · ZIP 32789 |
|---|---|
| Homes in the community | 59 (FL DOR 2025 assessment roll) |
| Years built | 1947–2024 (median 1990) |
| Typical living area | 2,755 sq ft (median) |
| For sale right now | 0 active, 0 pending |
| Owner-occupied (homestead) share | 80% |
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.
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.
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- ZIP 32789 housing scorecard
Winter Park guides & data
- Market data
- Cost of living
- Best neighborhoods
- Flood zones
- Property taxes (Orange County)
- Homestead exemption (Orange County)
- Home insurance cost
- New construction
Florida buyer guides
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- Florida flood insurance calculator
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Frequently Asked Questions
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Should you buy in Stonehurst Estates?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: November 12, 2026) |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (2 streets, ZIP 32789)) |
| Under-contract shares | Stellar MLS records, as of 2026-09-20 |
| Historical depth | Closed-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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