Momentum Housing Data · Home Values · Seminole County

GRAYSON SQUARE Home Values: What Homes Actually Sell For

GRAYSON SQUARE (WINTER PARK, FL): 4 recorded closings in the 12 months ending 2026-08-02, a 4-year price record, and sales split by price band and home size — every number from recorded MLS closings, none from an estimate model.

Median sold price
$407,750
-9.8% vs prior year · window ending 2026-08-02
Median $/sqft
$214
4 recorded closings
Median days to sell
86
from list to contract-to-close record

In the current window, sellers accepted a median 92.7% of original asking; the median sale took 86 days; new construction was 25.0% of recorded sales — builder pricing competes with resales here (window ending 2026-08-02).

The 4-year recorded price history

20232026
YearMedian soldMedian $/sqftMedian DOMSold ÷ original askSales
2026$407,750$2148692.7%4
2025$452,090$2379100.0%7
2024$441,490$2387100.0%49
2023$417,840$2272499.5%4

Over the recorded series, GRAYSON SQUARE’s median sold price moved from $417,840 (2023) to $407,750 (12 months ending 2026-08-02) — -2% over that span, with every year’s figure from recorded closings, not a model.

What actually trades here: 100% townhouse, with a median of 1,907 sq ft and a median price per square foot of $214 in the current window.

Where GRAYSON SQUARE sales actually landed, 2024–2026

Of the 36 recorded GRAYSON SQUARE closings since 2024, half landed between $429,798 and $466,040 (the middle two quartiles); the lowest recorded sale was $399,000 and the highest $479,000. If your home sits outside the middle band, the reason usually shows up in the size table below before it shows up in condition.

Sold price bandShare of closingsSales
Under $425,000
5 (14%)
$425,000 – $441,667
8 (22%)
$441,667 – $458,333
10 (28%)
$458,333 – $475,000
10 (28%)
None and up
3 (8%)

What homes of your size have sold for in GRAYSON SQUARE

The same recorded closings, split into thirds by living area. Find the row your home falls in: the $/sqft figure times your square footage is the recorded-sales bracket for homes like yours here — a starting range from real closings, not a valuation of your specific property. Smaller homes here have been selling at a higher price per square foot than larger ones ($262 vs $235) — the usual pattern, since lot, kitchen and baths do not scale with floor area.

Size groupMedian $/sqftMedian soldSold rangeSales
Smaller homes
1,782–1,782 sq ft
$262$467,095$423,900 – $479,00012
Mid-size homes
1,907–1,907 sq ft
$224$428,095$399,000 – $467,99012
Larger homes
1,907–1,907 sq ft
$235$449,095$427,490 – $469,19012

At GRAYSON SQUARE’s $407,750 median and Seminole County’s adopted 15.18 mills (FY2025-26), a home assessed at that price carries roughly $6,190 a year in property tax before exemptions, or about $5,590 with the full Florida homestead exemption — a buyer’s first-year figure; a long-time owner’s Save Our Homes cap can be far lower, which is one reason resale taxes jump at closing. Municipal and special-district millage varies inside the county; see the Seminole County tax page.

Selling in GRAYSON SQUARE right now: what the record says

Since 2022, 23 GRAYSON SQUARE listings were withdrawn, canceled, or expired without selling (6 so far in 2026) — overpricing is the recurring cause statewide. Over the recorded years, an average of 52% of GRAYSON SQUARE listings ended without selling (withdrawn/canceled/expired); in 2026 that rate was 75%.

Cash bought 67% of recorded GRAYSON SQUARE sales in the window ending 2026-06 (2 of 3) — a fact worth knowing before assuming every buyer needs an appraisal to close. The table above is the closed-sale record to price a GRAYSON SQUARE home against; asking prices are an opening position, recorded closings are the value.

What would YOUR GRAYSON SQUARE home sell for?

We don’t publish algorithm guesses for specific homes — they can’t see condition, upgrades, or your lot. A local agent will prepare a records-based valuation from the same closed-sale data on this page, adjusted for your home. Free, no obligation.

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How GRAYSON SQUARE compares with its neighbors

Communities buyers shopping GRAYSON SQUARE are also weighing (same ZIP), each on its own recorded 12-month closings. A median well above the neighbors is a ceiling to price against; well below is where the value argument lives.

CommunityMedian soldMedian $/sqftMedian DOMSales
COUNTRY LANE$388,500$2611012
SUBURBAN HOMES$387,500$25286
ENCLAVE AT HAWKS CREST$445,000$2194511
CASA ALOMA$447,500$221229

More GRAYSON SQUARE: full community guide & homes for sale · choosing an agent here · should you sell now (statewide data) · what selling costs · cash offer vs. listing

Based on Stellar MLS data distributed by MLS GRID for the period 2023 through 2026. Compiled from recorded MLS closings; deemed reliable but not guaranteed. Figures are medians for the stated windows and change as new sales record; individual homes vary widely. No automated valuation for any specific property appears on this page. Equal Housing Opportunity. © 2026 Move With Momentum LLC — brokerage licensed in FL and GA. Disclosures