Winding Bay Ph 1B
Homes for Sale in Winter Garden, FL

Community in Winter Garden · Orange County
182 homesBuilt 2019–2022Median sale $815K
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Built fromLive Stellar MLS data5 years of closingsFL DOR public recordsUpdated twice daily
Live · Winding Bay Ph 1B Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Price
$815K
Median sold · 12 mo
$255/sf
Sold $/sqft · 12 mo
peak $255 in 2026
97.8%
Sale vs ask
Orange median: 96.0%
Tempo
11days
Median DOM · closed
4 days at the 2022 low
12
Sold · last 12 mo
10-yr average: about 5 a year
Ownership and context
70%
Owner-occupied · Winding Bay Ph 1B
127 of 182 parcels homesteaded (FL DOR 2025)
30%
Non-owner-occupied · Winding Bay Ph 1B
incl. 6% trust or LLC-held · 100% out-of-state
0%
Cash buyers · Winding Bay Ph 1B
0 of 11 sales, 12 mo ending June 2026
182
Homes in the community
182 residential parcels (FL DOR 2025)
Track record · 5 years of records
Est. 2019
Community established
homes built 2019-2022, median 2021 (FL DOR 2025)
4
Failed listings · 2026
peaked at 9 in 2025
3,138sqft
Median sold home size
12-mo windows, closed sales
6.6%/yr
Turnover rate
about 12 of 182 homes trade a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Winding Bay Ph 1B is a newer pocket of Winter Garden, built out between 2019 and 2022 with a median home just over 2,900 square feet. Price here is driven by that newness and size rather than location scarcity — you are paying for recent construction and floor plans that are still current, with a median right at $815,000 and a median around $255 per square foot. Because the homes were delivered in a tight window, condition and lot position tend to matter more than vintage when a specific listing prices high or low.

The current posture favors sellers who present well. A median of 11 days on market across the trailing 12 months of closings signals that well-prepared listings move quickly, so buyers should come pre-approved and ready to decide rather than expecting a long negotiation. With roughly 70% of homes homesteaded, this reads as an owner-occupied community rather than a churn of investor inventory, which tends to keep listing quality consistent.

The 60-Second Overview

Winding Bay Ph 1B market snapshot (as of July 13, 2026): the median sale price is about $815K ($255 per sq ft over the trailing 12 months of closed sales), and a median 11 days on market for closed sales.

Winding Bay Ph 1B is a community of 182 homes in Winter Garden, Orange County, built between 2019 and 2022 (median 2021.0), with a median living area of about 2,908 square feet. 70% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).

This is a compact, recently built enclave of 182 homes in Winter Garden where the product is uniform enough that pricing conversations center on condition, square footage, and lot rather than age.

Best for

  • Buyers targeting a roughly 2,900-square-foot home built in the last several years, with a budget centered around the mid-$800s
  • Owner-occupants who value newer construction and a low-maintenance move-in over a project
  • Decisive buyers who can move quickly with financing in place in an 11-day market

Probably not for

  • Bargain hunters looking for older, discounted, or renovation-upside inventory
  • Buyers who need a long, unhurried negotiation and multiple counters
  • Investors expecting a deep pool of non-owner-occupied turnover to flip into

Windows contain 0 to 12 sales each (12 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.

Homes sold per 12-mo window
0510202220242026
0 to 12 a year; 12 in the current window.

If we were buying in Winding Bay Ph 1B 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 1B.

Best Buy
Buyers who want recent construction at the 2,900-square-foot scale without a renovation project.
Biggest Risk
A fast market means well-priced listings clear in days, leaving little room to deliberate.
Sweet Spot
A move-in-ready home near the median with a strong lot and current finishes.
Avoid If
You want a bargain fixer or a long negotiating window to chip at price.

A new-build community that already turns fast

The defining trait here is homogeneity of vintage. With every home built inside a 2019–2022 stretch and a median year of 2021, you are not comparing dated stock against renovated stock — you are comparing similar-era homes against each other. That narrows the value question to how a given home has been maintained and finished, and to its lot, which is where the real spread in this community lives. The median near $255 per square foot is a useful anchor, but expect variation home to home on those factors.

Turnover speed is the other headline. An 11-day median days-on-market against 12 months of closings tells you demand is meeting supply efficiently. For a seller, that means pricing to the market rather than testing a ceiling is the faster path. For a buyer, it means the good listings do not linger, and the ~70% homestead share suggests inventory is thinner and more competitive than an investor-heavy tract would be.

The location and the amenities are priced into every listing in Winding Bay Ph 1B. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

In a fast-moving, single-vintage community, the edge is knowing which lots and finishes actually justify a premium over the $815,000 median and which do not. We track how these homes have been trading, position sellers to sell into an 11-day market without leaving money on the table, and get buyers ready to act before a strong listing is gone.

Winding Bay Ph 1B in 15 seconds.

Best forBuyers who want recent construction at the 2,900-square-foot scale without a renovation project.
Biggest advantageA tight vintage makes comparing homes straightforward and pricing legible.
Biggest riskA fast market means well-priced listings clear in days, leaving little room to deliberate.
Sweet spotA move-in-ready home near the median with a strong lot and current finishes.
Avoid ifYou want a bargain fixer or a long negotiating window to chip at price.

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 1B sales matched to your home.

What is your Winding Bay Ph 1B home worth?

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Real comps, not an automated estimate.

Frequently Asked Questions

What is the median home price in Winding Bay Ph 1B?
The median sale price in Winding Bay Ph 1B was $815K over the 12 months ending July 13, 2026 (12 closed sales, Stellar MLS).
How long do homes in Winding Bay Ph 1B take to sell?
Homes that closed in the 12 months ending July 13, 2026 took a median 11 days on market (12 sales, Stellar MLS).
How many homes are in Winding Bay Ph 1B?
The Florida DOR 2025 assessment roll shows 182 homes in Winding Bay Ph 1B (public records).
What share of Winding Bay Ph 1B is owner-occupied?
70% of Winding Bay Ph 1B 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 1B built?
Homes in Winding Bay Ph 1B were built between 2019 and 2022, with a median year built of 2021.0 (FL DOR 2025 roll).
Do cash buyers compete in Winding Bay Ph 1B?
Cash buyers took 0% of Winding Bay Ph 1B sales in the 12 months ending June 2026 (0 of 11 closings, Stellar MLS).
Who is the best real estate agent for Winding Bay Ph 1B?
The best agent for Winding Bay Ph 1B 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 1B.
How do I find a top Winter Garden real estate agent who knows Winding Bay Ph 1B?
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 1B and the wider Winter Garden area.
Can Momentum Realty connect me with an agent for Winding Bay Ph 1B?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Winding Bay Ph 1B purchase or sale - no call center and no pressure.
Buyers targeting a roughly 2,900-square-foot home built in the last several years, with a budget centered around the mid-$800sExcellent fit
Owner-occupants who value newer construction and a low-maintenance move-in over a projectExcellent fit
Decisive buyers who can move quickly with financing in place in an 11-day marketExcellent fit
Bargain hunters looking for older, discounted, or renovation-upside inventoryProbably not
Buyers who need a long, unhurried negotiation and multiple countersProbably not
Investors expecting a deep pool of non-owner-occupied turnover to flip intoProbably not

Data sources & freshness

Community market statsStellar MLS closed sales, 12-month windows ending July 13, 2026
Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (5 streets, ZIP 34787))
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-sale records back to 2021 (28 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.

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