Winding Bay Ph 3
Homes for Sale in Winter Garden, FL

Community in Winter Garden · Orange County
334 homesBuilt 2019–2024Median sale $796K
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Live · Winding Bay Ph 3 Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Price
$796K
Median sold · 12 mo
up 28.9% vs the prior 12 months
+28.9%
1-yr price change
n = 20 and 8 sales in the two windows
$252/sf
Sold $/sqft · 12 mo
peak $272 in 2025
97.5%
Sale vs ask
Orange median: 96.0%
Tempo
19days
Median DOM · closed
0 days at the 2022 low
20
Sold · last 12 mo
10-yr average: about 19 a year
Ownership and context
67%
Owner-occupied · Winding Bay Ph 3
224 of 335 parcels homesteaded (FL DOR 2025)
33%
Non-owner-occupied · Winding Bay Ph 3
incl. 8% trust or LLC-held · 100% out-of-state
10%
Cash buyers · Winding Bay Ph 3
2 of 19 sales, 12 mo ending June 2026
334
Homes in the community
plus 1 vacant residential lots · 335 residential parcels (FL DOR 2025)
Track record · 5 years of records
Est. 2019
Community established
homes built 2019-2024, median 2021 (FL DOR 2025)
17
Failed listings · 2026
peaked at 25 in 2025
2,918sqft
Median sold home size
12-mo windows, closed sales
6.0%/yr
Turnover rate
about 20 of 334 homes trade a year
Built fromLive Stellar MLS data5 years of closingsFL DOR public recordsUpdated twice daily
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Winding Bay Ph 3 sits in the mid-$700s at a median of $725,000, with a median around $238 per square foot. That combination tells you price here is driven more by home size, finish, and lot than by any single entry point — the per-foot figure is moderate, so a larger floor plan does more to move a number than premium finishes alone.

At a median of 55 days on market, this is not a snap-your-fingers market. Homes are taking the better part of two months to trade, which gives a buyer room to inspect, negotiate, and walk if the terms are wrong. For a seller, it means pricing to the current comps and presenting the home well matters more than hoping momentum carries a stretch number.

Winding Bay Ph 3 Housing Pulse · Momentum Research · as of July 15, 2026

Winding Bay Ph 3 right now

🟢 Still climbing. The trailing-12-month median ($796K) is up 28.9% from the prior 12 months ($617K). With about 19 sales a year, a single closing can swing this number, so read the level and the decade, not one year's move.Momentum Research, record-level Stellar MLS closed sales, 12-month windows ending July 15. Confidence: Medium (20 and 8 sales in the two windows).

Jump to: Price history & scorecard · Homes for sale · Schools · FAQ

Updated July 15, 2026 · Live data: Stellar MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness

Winding Bay Ph 3 Housing Pulse · Momentum Research · as of July 15, 2026

Winding Bay Ph 3 right now

🟢 Still climbing. The trailing-12-month median ($796K) is up 28.9% from the prior 12 months ($617K). With about 19 sales a year, a single closing can swing this number, so read the level and the decade, not one year's move.Momentum Research, record-level Stellar MLS closed sales, 12-month windows ending July 15. Confidence: Medium (20 and 8 sales in the two windows).

Jump to: Price history & scorecard · Homes for sale · Schools · FAQ

Updated July 15, 2026 · Live data: Stellar MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness

The 60-Second Overview

Winding Bay Ph 3 market snapshot (as of July 15, 2026): the median sale price is about $796K ($252 per sq ft over the trailing 12 months of closed sales), and a median 19 days on market for closed sales. The trailing-12-month median is up 29% from the prior 12 months, computed from record-level Stellar MLS closed sales (20 closings in the current window).

Winding Bay Ph 3 is a community of 334 homes in Winter Garden, Orange County, built between 2019 and 2024 (median 2021.0), with a median living area of about 2,809 square feet. 67% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).

This is a Winter Garden community in west Orange County where pricing is condition- and size-driven rather than clustered around a single tier, and where a two-month absorption pace rewards patience on both sides of the table.

Best for

  • Buyers with a mid-$700s budget who want a larger floor plan and a west Orange County location
  • Buyers who value time to inspect and negotiate over speed
  • Sellers willing to price to current comps and present the home well

Probably not for

  • Buyers who need to be under contract in a matter of days
  • Sellers expecting to name an above-market number and have it clear quickly
  • Buyers working a budget well below the mid-$700s median here

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 ($796K) IS the median in the snapshot above, and the move from 2025 ($617K) IS the +28.9% one-year change.

Windows contain 1 to 37 sales each (20 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.

Every sale since 2021 · price vs size
$0$500K$1M2k3k4k
112 closed sales; green = recent. Size sets the floor, condition and lot set the rest.
Homes sold per 12-mo window
0102030202220242026
1 to 37 a year; 20 in the current window.
Sellers who gave up · failed listings per year
010202020202220242026
Canceled, expired, or withdrawn. 25 quit in 2025; 17 so far in 2026. The clearest stress gauge a community has.

If we were buying in Winding Bay Ph 3 today, this is the order of operations we would run for our clients.

1

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.

2

Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.

3

Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.

4

Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.

5

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 Winding Bay Ph 3.

Best Buy
Buyers targeting a larger home in west Orange County who want room to negotiate.
Biggest Risk
A thin recent-sales window makes the median a directional read, not a precise gauge.
Sweet Spot
A correctly-priced home in good condition near the median moves without drama.
Avoid If
You need to close fast or expect a bidding-war seller's market.

Reading the pace and the price

The closing window here is thin — the snapshot rests on a small number of recent sales — so treat the median as a directional read, not a precise ceiling or floor. When only a handful of homes trade in a window, one large or heavily upgraded sale can nudge the median more than the broader trend warrants. That is a reason to work each listing on its own comps rather than lean on the community average.

The 55-day median is the more durable signal. It says demand is real but measured, and that a well-prepared, correctly-priced home should transact without extraordinary concessions. It also means an overpriced listing will sit and eventually correct — so the discipline is in the initial number, not in chasing the market down later.

The location and the amenities are priced into every listing in Winding Bay Ph 3. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty
8.3A- · Buy Score
Recent Direction10.0/10
Owner Commitment6.7/10
Pricing Power8.4/10

Momentum Intelligence Scores are our proprietary, qualitative assessment on a 0 to 10 scale, built from the record-level market data on this page. They are a framework for comparing communities, not a guarantee of future value and not advice on a specific home; unlike an automated value estimate they do not price your home, they grade the community on evidence you can inspect. Composite is the plain average of the 3 factors (8.3). Basis: Recent Direction +28.9% year-over-year; Owner Commitment 67% owner-occupied; Pricing Power 97.5% sale-to-list. Refreshed with each data update.

Why work with Momentum here

With a thin recent-sales window and a per-foot number that swings on floor plan and finish, the value is in getting the comps right and reading the individual home — not in leaning on a headline median. We price and negotiate off what is actually trading in this pocket of Winter Garden, and we will tell you plainly when a listing is a stretch or when it is worth pressing on days-on-market to win a concession.

Winding Bay Ph 3 in 15 seconds.

Best forBuyers targeting a larger home in west Orange County who want room to negotiate.
Biggest advantageA measured 55-day pace gives buyers time to inspect and push back on terms.
Biggest riskA thin recent-sales window makes the median a directional read, not a precise gauge.
Sweet spotA correctly-priced home in good condition near the median moves without drama.
Avoid ifYou need to close fast or expect a bidding-war seller's market.

HOA, CDD & Fees

In short
  • 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.

The takeaway

Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Winding Bay Ph 3 sales matched to your home.

What is your Winding Bay Ph 3 home worth?

Get a no-obligation home value based on real comparable sales in Winding Bay Ph 3, 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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Real comps, not an automated estimate.

Frequently Asked Questions

What is the median home price in Winding Bay Ph 3?
The median sale price in Winding Bay Ph 3 was $796K over the 12 months ending July 15, 2026 (20 closed sales, Stellar MLS).
How long do homes in Winding Bay Ph 3 take to sell?
Homes that closed in the 12 months ending July 15, 2026 took a median 19 days on market (20 sales, Stellar MLS).
How many homes are in Winding Bay Ph 3?
The Florida DOR 2025 assessment roll shows 334 homes plus 1 vacant residential lots in Winding Bay Ph 3 (public records).
What share of Winding Bay Ph 3 is owner-occupied?
67% of Winding Bay Ph 3 parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Winding Bay Ph 3 built?
Homes in Winding Bay Ph 3 were built between 2019 and 2024, with a median year built of 2021.0 (FL DOR 2025 roll).
Do cash buyers compete in Winding Bay Ph 3?
Cash buyers took 10% of Winding Bay Ph 3 sales in the 12 months ending June 2026 (2 of 19 closings, Stellar MLS).
Who is the best real estate agent for Winding Bay Ph 3?
The best agent for Winding Bay Ph 3 is one who actively works Winter Garden and knows the community's pricing, fees, and current inventory. Tell us what you're looking for in the form on this page and Momentum Realty will match you with a local specialist for Winding Bay Ph 3.
How do I find a top Winter Garden real estate agent who knows Winding Bay Ph 3?
Share a few details in the form on this page. Momentum Realty has 280+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Winding Bay Ph 3 and the wider Winter Garden area.
Can Momentum Realty connect me with an agent for Winding Bay Ph 3?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Winding Bay Ph 3 purchase or sale - no call center and no pressure.
Buyers with a mid-$700s budget who want a larger floor plan and a west Orange County locationExcellent fit
Buyers who value time to inspect and negotiate over speedExcellent fit
Sellers willing to price to current comps and present the home wellExcellent fit
Buyers who need to be under contract in a matter of daysProbably not
Sellers expecting to name an above-market number and have it clear quicklyProbably not
Buyers working a budget well below the mid-$700s median hereProbably not

Data sources & freshness

Community market statsStellar MLS closed sales, 12-month windows ending July 15, 2026
Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (9 streets, ZIP 34787))
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-sale records back to 2021 (112 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.

Windows contain 1 to 37 sales each (20 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.

Every sale since 2021 · price vs size
$0$500K$1M2k3k4k
112 closed sales; green = recent. Size sets the floor, condition and lot set the rest.
Homes sold per 12-mo window
0102030202220242026
1 to 37 a year; 20 in the current window.
Sellers who gave up · failed listings per year
010202020202220242026
Canceled, expired, or withdrawn. 25 quit in 2025; 17 so far in 2026. The clearest stress gauge a community has.

Data sources & freshness

Community market statsStellar MLS closed sales, 12-month windows ending July 15, 2026
Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (9 streets, ZIP 34787))
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-sale records back to 2021 (112 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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