Watrerleigh
Homes for Sale in Winter Garden, FL

All 693 homes for sale in Winter Garden, FL · median $585,000 · 639 homes for sale in 34787 · Orange County homes for sale

Community in Winter Garden · Orange County · ZIP 34787
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Built fromLive Stellar MLS data2 years of closingsUpdated twice daily

As of October 2026, the MLS records 2 closed sales in Watrerleigh in Winter Garden, FL since 2024, the most recent in February 2025. Across Winter Garden as a whole, 1,339 homes closed in the last 12 months at a median of $597,500, 38 median days on market, with 342 homes for sale today. At that median and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $9,960 ($9,290 with the full homestead exemption).

Jon Brooks, founder of Momentum Realty
Jon's Current Read

Watrerleigh in Winter Garden does not currently have enough active MLS data flowing through our feed to isolate what is driving price on a per-listing basis — no median, no day-on-market pattern, no amenity list has surfaced yet. That is itself useful information: it tells us this is either a very quiet stretch for listings or a community where inventory turns over in ways our current snapshot has not captured.

Until more listings populate the feed, pricing and timeline expectations here should be built from a direct comparison to nearby Winter Garden product rather than from Watrerleigh-specific statistics. We would rather tell you that plainly than manufacture a number that is not there.

Nearby homes for sale

No active listings inside WatrerleighHomes for Sale in Winter Garden, FL 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.

10174 MERRYMEETING BAY DRIVE
$899K · 0.1 mi away
4 bd · 3.5 ba · 2,758 sqft
10174 MERRYMEETING BAY DRIVE
Listed by LUXE PROPERTIES LLC
10198 MERRYMEETING BAY DRIVE
$1.16M · 0.2 mi away
5 bd · 3.5 ba · 3,911 sqft
10198 MERRYMEETING BAY DRIVE
Listed by LOKATION
10169 SHALLOW WATER DRIVE
$799K · 0.2 mi away
4 bd · 3.5 ba · 3,227 sqft
10169 SHALLOW WATER DRIVE
Listed by SPRING REALTY ONE LLC
10294 MERRYMEETING BAY DRIVE
$450K · 0.3 mi away
3 bd · 2 ba · 1,689 sqft
10294 MERRYMEETING BAY DRIVE
Listed by CHARLES RUTENBERG REALTY ORLANDO
9982 BEACH PORT DRIVE
$791K · 0.4 mi away
4 bd · 3.5 ba · 2,921 sqft
9982 BEACH PORT DRIVE
Listed by EXP REALTY LLC
9605 LOST CREEK DRIVE
$699K · 0.4 mi away
4 bd · 3 ba · 2,117 sqft
9605 LOST CREEK DRIVE
Listed by PREMIER SOTHEBYS INTL REALTY

Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.

The 60-Second Overview

Watrerleigh sits in Winter Garden, Orange County, but current MLS activity has not produced enough listing data to characterize price, pace, or on-site amenities with any precision.

Pre-construction details are compiled from public records, builder announcements and builder listings, and are subject to change without notice; figures are deemed reliable but not guaranteed. Momentum Research figures are our own analysis. This page describes homes, pricing and community attributes, not residents.

Best for

  • Buyers targeting the Winter Garden area who are willing to evaluate Watrerleigh listing-by-listing rather than by aggregate trend
  • Buyers working with an agent who can pull live, current inventory rather than relying on historical stats
  • Buyers with flexible timelines who can wait for more listing data to populate before locking in expectations

Probably not for

  • Buyers who require a documented median price or day-on-market figure before considering a community
  • Buyers on a tight timeline who need immediate clarity on price positioning
  • Buyers who want confirmed on-site amenities before touring

The market around Watrerleigh

Watrerleigh is too small for its own price trend, so here is the market around it.

In ZIP 34787, 957 homes are on the market and 30% are under contract — a steady corner of Winter Garden.

Across Orange County, 5,909 homes are active and 1,877 pending (24% under contract).

In ZIP 34787 (Winter Garden), 2,147 homes closed in the last 12 months at a median of $598K ($252/sq ft), down 0.8% year over year, with a median 36 days on market. Right now 352 active and 181 pending listings put supply at about 3.7 months — a balanced market. See the live ZIP 34787 housing market and the Orange County market.

ZIP and county figures describe the wider market, not Watrerleigh specifically. Momentum Research analysis of MLS records.

If we were buying in Watrerleigh 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 Watrerleigh.

Best Buy
Best suited to buyers who want a Winter Garden location and are comfortable evaluating the community firsthand rather than off aggregate stats.
Biggest Risk
The risk is pricing blind without a reliable median or pace benchmark specific to this community.
Sweet Spot
The sweet spot is a buyer who treats current listings, not historical averages, as the source of truth here.
Avoid If
Avoid if you need firm comparables and a documented market trend before you will commit to a neighborhood.

What we can and can't say yet

Our snapshot for Watrerleigh shows no community amenities identified from current MLS listings, which usually means either listing descriptions have not detailed them or there is limited active inventory to draw from. It does not mean the community lacks amenities — it means our data source has not confirmed them yet.

The same caveat applies to pricing and market pace. We are not going to cite a median, a day-on-market figure, or a price trend that our feed does not actually contain. If you are evaluating Watrerleigh right now, the honest move is to pull live comparable listings in Winter Garden and walk the community in person rather than lean on aggregate stats that do not yet exist for this specific area.

“

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

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

When the data is thin, the value we add shifts from stat interpretation to legwork — pulling current showings, checking what is actually listed today, and giving you a straight answer about what we do and do not know before you make an offer.

Watrerleigh in 15 seconds.

Best forBest suited to buyers who want a Winter Garden location and are comfortable evaluating the community firsthand rather than off aggregate stats.
Biggest advantageThe advantage right now is low competition for information — few buyers are working from a full data picture either.
Biggest riskThe risk is pricing blind without a reliable median or pace benchmark specific to this community.
Sweet spotThe sweet spot is a buyer who treats current listings, not historical averages, as the source of truth here.
Avoid ifAvoid if you need firm comparables and a documented market trend before you will commit to a neighborhood.

HOA, CDD & Fees

A note on who we are: Momentum Realty is a real estate brokerage. We are not the Watrerleigh homeowners association, its management company or its developer, and we cannot help with dues, gate access, violations, amenity bookings or association documents. To reach the association, check your closing package, the recorded declaration at the county clerk, or search the association’s name at sunbiz.org for its registered agent. Call or message us to buy or sell a home in Watrerleigh.
In short
  • 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.

The takeaway

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

What is your Watrerleigh home worth?

Get a no-obligation home value based on real comparable sales in Watrerleigh, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.

See all homes for sale in Winter Garden →

Real comps, not an automated estimate.
Buyers targeting the Winter Garden area who are willing to evaluate Watrerleigh listing-by-listing rather than by aggregate trendExcellent fit
Buyers working with an agent who can pull live, current inventory rather than relying on historical statsExcellent fit
Buyers with flexible timelines who can wait for more listing data to populate before locking in expectationsExcellent fit
Buyers who require a documented median price or day-on-market figure before considering a communityProbably not
Buyers on a tight timeline who need immediate clarity on price positioningProbably not
Buyers who want confirmed on-site amenities before touringProbably not

Data sources & freshness

Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-sale records back to 2024 (2 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.

Looking to buy here? Search homes for sale →

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Common questions about Watrerleigh

Where is Watrerleigh?

Watrerleigh is a community in Winter Garden, Orange County, Florida, ZIP 34787.

Are there homes for sale in Watrerleigh right now?

No active listings inside Watrerleigh at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.

Does Watrerleigh have an HOA or CDD?

No HOA is on record for Watrerleigh in our data. Verify dues, what they cover, and any special assessment for a specific address before you offer.

Answers are generated from county property records, MLS feeds and the figures on this page, as of the page date; deemed reliable but not guaranteed.

Nearby Communities

Explore more neighborhoods near Watrerleigh with Momentum Realty’s local guides.

WCWaterleigh Community0.2 mi away · 16 homes, built 2019–19Waterleigh0.6 mi away · median $575K, 183 sales/12 moWWaterleight0.6 mi away

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