Momentum Housing Data · Home Values · Seminole County

Winding Hollow Winter Springs Home Values: What Homes Actually Sell For

Winding Hollow Winter Springs (WINTER SPRINGS, FL): 12 recorded closings in the 12 months ending 2026-07-15, a 12-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
$600,000
+1.7% vs prior year · window ending 2026-07-15
Median $/sqft
$238
12 recorded closings
Median days to sell
17
from list to contract-to-close record

In the current window, sellers accepted a median 97.5% of original asking; the median sale took 17 days (window ending 2026-07-15).

The 12-year recorded price history

20122026
YearMedian soldMedian $/sqftMedian DOMSold ÷ original askSales
2026$600,000$2381797.5%12
2025$590,000$2434194.7%9
2024$636,250$2451498.4%14
2023$622,500$231599.6%4
2022$510,000$2005100.6%14
2018$375,000$1415896.0%3
2017$335,000$1481694.2%9
2016$345,500$1294996.7%22
2015$305,000$1204596.4%19
2014$295,000$1134593.2%7
2013$293,000$1134395.6%7
2012$289,000$1122396.9%6

Over the recorded series, Winding Hollow Winter Springs’s median sold price moved from $289,000 (2012) to $600,000 (12 months ending 2026-07-15) — +108% over that span, with every year’s figure from recorded closings, not a model.

The last decade in Winding Hollow Winter Springs, briefly

The recorded series starts in 2012 at $289,000. Against the 2024 peak of $636,250, the current median stands at -6%. Annual sales volume here has ranged from 0 to 22 closings a year (10-yr average 6.8). With roughly 6.8 closings a year, Winding Hollow Winter Springs’s medians move in steps, not curves — a handful of unusual sales can swing a year, which is why the sales count sits next to every figure above.

What actually trades here: 100% single-family residence, 0% ?, with a median of 2,371 sq ft and a median price per square foot of $238 in the current window.

Where Winding Hollow Winter Springs sales actually landed, 2024–2026

Of the 30 recorded Winding Hollow Winter Springs closings since 2024, half landed between $571,750 and $638,625 (the middle two quartiles); the lowest recorded sale was $525,000 and the highest $775,000. 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 $550,000
2 (7%)
$550,000 – $600,000
9 (30%)
$600,000 – $650,000
13 (43%)
$650,000 – $700,000
2 (7%)
None and up
4 (13%)

What homes of your size have sold for in Winding Hollow Winter Springs

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 ($270 vs $218) — the usual pattern, since lot, kitchen and baths do not scale with floor area.

Size groupMedian $/sqftMedian soldSold rangeSales
Smaller homes
2,100–2,321 sq ft
$270$595,000$525,000 – $637,50010
Mid-size homes
2,321–2,501 sq ft
$243$583,500$550,000 – $695,00010
Larger homes
2,533–3,657 sq ft
$218$667,500$600,000 – $775,00010

The Winding Hollow Winter Springs housing stock, from the live feed

From the live MLS feed as of 2026-09-03: The homes listed or recently sold were built between 1995 and 2000 (median 1998); 13 of 13 listed or recently sold homes report an HOA, median $42/mo; none of the 13 geocoded listed or recently sold homes sits in a FEMA special flood hazard zone (median elevation 28 ft); the features listings here most often name are Playground, Deed Restrictions, Street Lights and Park. See the current Winding Hollow Winter Springs listings →

At Winding Hollow Winter Springs’s $600,000 median and Seminole County’s adopted 15.18 mills (FY2025-26), a home assessed at that price carries roughly $9,110 a year in property tax before exemptions, or about $8,510 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 Winding Hollow Winter Springs right now: what the record says

Current asking prices run a median $685,000 against the $600,000 recorded sold median (+14%) — the gap between what sellers hope and what the record shows. The market is carrying about 1 months of supply at the current sales pace. Since 2004, 112 Winding Hollow Winter Springs listings were withdrawn, canceled, or expired without selling (2 so far in 2026) — overpricing is the recurring cause statewide. Over the recorded years, an average of 45% of Winding Hollow Winter Springs listings ended without selling (withdrawn/canceled/expired); in 2026 that rate was 33%. Momentum’s market-heat index for Winding Hollow Winter Springs reads 50/100 (computed from DOM, sale-to-list, and absorption; 2020–21 peaked in the 70s here).

Cash bought 25% of recorded Winding Hollow Winter Springs sales in the window ending 2026-06 (3 of 12) — a fact worth knowing before assuming every buyer needs an appraisal to close. With asking prices running +14% over the recorded sold median, a Winding Hollow Winter Springs listing priced against the closed record above stands out against its competition; one priced against the asking crowd joins the statewide list of homes that never sold.

What would YOUR Winding Hollow Winter Springs 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 Winding Hollow Winter Springs compares with its neighbors

Communities buyers shopping Winding Hollow Winter Springs are also weighing (nearest by map distance), 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
HERITAGE PARK TWNHMS$285,000$222704
PARKSTONE$479,500$2324016
JESUPS RESERVE TWNHMS REP$342,500$242548
JESUPS LANDING$404,000$1983910

More Winding Hollow Winter Springs: 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 %s through %s. 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