Greystone
Homes for Sale in Winter Garden, FL
True comps, carrying-cost math, and listings before the portals.
Over the 12 months ending 2026-09-12, 4 recorded sales closed at a median of $762,500, $263 per square foot, a median 60 days on market, sellers accepting 98% of original asking. At the median price and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $12,710 ($12,040 with the full homestead exemption).
Greystone Ph 01 is a small, tightly built pocket of Winter Garden — all 45 homes went up in 2006 or 2007, so the housing stock reads as a single generation of construction rather than a mix of eras. With a median living area around 2,825 square feet and a median price of $762,500, the per-square-foot math (about $263) puts this squarely in larger-home territory rather than entry-level product.
Median days on market is running just over 60, which signals a market that moves with some deliberation rather than urgency. With only four closings in the recent window, pricing here should be read as directional rather than a tight statistical curve — each sale carries real weight in what the 'market' looks like at any given moment.
Nearby homes for sale
No active listings inside Greystone Ph 01 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
Greystone market snapshot (as of September 12, 2026): the median sale price is about $762K ($263 per sq ft over the trailing 12 months of closed sales), and a median 61 days on market for closed sales.
In ZIP 34787 (Winter Garden), 2,162 homes closed in the last 12 months at a median of $595K ($251/sq ft), down 0.6% year over year, with a median 36 days on market. Right now 357 active and 169 pending listings put supply at about 3.8 months — a balanced market. See the live ZIP 34787 housing market and the Orange County market.
Stellar MLS sales records identify 10 homes in Greystone that have changed hands since 2015, built between 2006 and 2007 (median 2007), with a median living area of about 2,944 sq ft and a typical 4-bedroom, 4-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.
Greystone Ph 01 is a compact, single-era enclave in Winter Garden built out in 2006 and 2007, with homes trending toward larger living areas than typical newer construction nearby.
Who Greystone is best for.
Best for
- Buyers wanting a larger home (median near 2,825 sqft) built in a single, consistent construction era
- Move-up buyers comfortable with a median price point around $762,500 and condition-driven variation between listings
- Buyers who can be patient with a thinner resale pipeline (four recent closings) and a median marketing time just over 60 days
Probably not for
- Buyers prioritizing on-site community amenities, since none are identified from current MLS listings
- Buyers wanting the newest possible construction, since this stock dates to 2006-2007
- Buyers needing a fast transaction in a high-turnover market, given the limited recent closing volume
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending September 12 of each year, from record-level Stellar MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($762K) IS the median in the snapshot above.
Windows contain 0 to 4 sales each (4 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 2015 through 2026. Deemed reliable but not guaranteed.
30% of homes for sale in ZIP 34787 are already under contract (under contract ÷ under contract + active listings) — a read on how much of the available inventory buyers have already claimed. Source: MLS data (2026-09-08).
The Greystone buying strategy.
If we were buying in Greystone 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 Greystone.
One build era, one price story
Because every home in Greystone Ph 01 was built within the same two-year window, the community doesn't have the layered pricing you see in neighborhoods built in phases over a decade or more. What differentiates one listing from the next is largely condition, updates, and lot specifics rather than construction era — a meaningful distinction for buyers trying to gauge whether a given price reflects the home or just the address.
The homestead share sits close to 78%, suggesting a meaningful portion of these homes are owner-occupied primary residences rather than turned over as rentals or investment holds. Combined with a low closing count in the current window, this is a market where inventory can be thin at any given time — patience and preparation matter more than speed.
The location and the amenities are priced into every listing in Greystone. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a community this small, with only a handful of closings feeding the comps, pricing a home correctly — or evaluating whether an asking price holds up — takes more than pulling an average. We track the actual listings and closings in Greystone Ph 01 directly, not a zip-code-wide blend, so the guidance reflects this specific pocket of Winter Garden.
Greystone in 15 seconds.
HOA, CDD & Fees
- 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.
Tools for a Greystone 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 Greystone sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Greystone, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Greystone home worth?
Get a no-obligation home value based on real comparable sales in Greystone, 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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Frequently Asked Questions
What is the median home price in Greystone?
How long do homes in Greystone take to sell?
Who is the best real estate agent for Greystone?
How do I find a top Winter Garden real estate agent who knows Greystone?
Can Momentum Realty connect me with an agent for Greystone?
Should you buy in Greystone?
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 September 12, 2026 |
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| Historical depth | Closed-sale records back to 2015 (10 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 local comps.
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See how Greystone Ph 01 fits the bigger picture — live prices, inventory, and Momentum Scores:
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