Stonehurst Estates
Homes for Sale in Winter Park, FL
True comps, carrying-cost math, and listings before the portals.
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.
The 60-Second Overview
Stonehurst Estates market snapshot (as of July 15, 2026): the median sale price is about $2.91M ($663 per sq ft over the trailing 12 months of closed sales), and a median 0 days on market for closed sales.
Stonehurst Estates is a community of 59 homes in Winter Park, Orange County, built between 1947 and 2024 (median 1990), with a median living area of about 2,755 square feet. 80% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
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.
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
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending July 15 of each year, from record-level Stellar MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($2.91M) IS the median in the snapshot above.
Windows contain 0 to 3 sales each (3 in the current window); every figure carries its sample size, and thin markets swing on single closings. Based on Stellar MLS data distributed by MLS GRID for the period %s through %s. Deemed reliable but not guaranteed.
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.
HOA, CDD & Fees
- Mandatory HOA — confirm current dues
- 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.
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.
See homes for sale in Stonehurst Estates on the map →
Frequently Asked Questions
What is the median home price in Stonehurst Estates?
How long do homes in Stonehurst Estates take to sell?
How many homes are in Stonehurst Estates?
What share of Stonehurst Estates is owner-occupied?
When were the homes in Stonehurst Estates built?
Do cash buyers compete in Stonehurst Estates?
Who is the best real estate agent for Stonehurst Estates?
How do I find a top Winter Park real estate agent who knows Stonehurst Estates?
Can Momentum Realty connect me with an agent for Stonehurst Estates?
Should you buy in Stonehurst Estates?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Community market stats | Stellar MLS closed sales, 12-month windows ending July 15, 2026 |
| Housing stock & ownership | Florida DOR 2025 assessment roll (street-list match (2 streets, ZIP 32789)) |
| Under-contract shares | Stellar MLS records, as of 2026-07-12 |
| 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.
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.
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