Waterleigh
Homes for Sale in Winter Garden, FL

All 720 homes for sale in Winter Garden, FL · median $575,000 · 509 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 data4 years of closingsUpdated twice daily

As of September 2026, the MLS records 1 closed sale in Waterleigh Ph Ib in Winter Garden, FL, the most recent in May 2022. Across Winter Garden as a whole, 1,316 homes closed in the last 12 months at a median of $595,000, 38 median days on market, with 348 homes for sale today. At that median and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $9,920 ($9,250 with the full homestead exemption).

Part of Waterleigh, Winter Garden, FL — see all Waterleigh homes for sale (80 listings across 3 sections in the MLS).

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

Waterleigh in Winter Garden doesn't have enough current MLS detail to point to a specific price level or pace of sales right now, which is itself useful information: this is a phase where the story is written listing by listing rather than by a headline number. Anyone pricing or evaluating a home here needs to lean on individual comps within the phase rather than a community-wide average.

Because current listings don't spell out a defined amenity package, buyers and sellers should treat that as a question to answer directly with the listing agent or HOA documentation rather than assume what's included. For sellers, that means your listing description carries more weight than usual in filling the gap. For buyers, it means due diligence on the HOA and any shared facilities is a required step, not a formality.

Nearby homes for sale

No active listings inside Waterleigh Ph Ib 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.

9969 LOST CREEK DRIVE
$1.20M · 0.0 mi away
5 bd · 3.5 ba · 3,910 sqft
9969 LOST CREEK DRIVE
Listed by CHARLES RUTENBERG REALTY ORLANDO
16209 ADMIRALS COVE LANE
$410K · 0.2 mi away
3 bd · 2.5 ba · 1,568 sqft
16209 ADMIRALS COVE LANE
Listed by AROD PARTNERS REALTY
9991 SCHROEDER ALLEY
$384K · 0.2 mi away
3 bd · 2.5 ba · 1,568 sqft
9991 SCHROEDER ALLEY
Listed by KELLER WILLIAMS ELITE PARTNERS III REALTY
16754 OAKBORO STREET
$520K · 0.2 mi away
4 bd · 3.5 ba · 2,477 sqft
16754 OAKBORO STREET
Listed by SPRING REALTY ONE LLC
16771 OAKBORO STREET STREET
$787K · 0.2 mi away
5 bd · 4 ba · 2,840 sqft
16771 OAKBORO STREET STREET
Listed by DOUGLAS ELLIMAN
9849 LOST CREEK DRIVE
$990K · 0.2 mi away
5 bd · 3.5 ba · 3,910 sqft
9849 LOST CREEK DRIVE
Listed by REAL BROKER, LLC

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

The 60-Second Overview

Waterleigh sits within the broader Waterleigh community in Winter Garden, Orange County, but current MLS activity doesn't surface a distinct price benchmark or a documented amenity list for this specific phase.

Stellar MLS sales records identify 1,599 homes in Waterleigh that have changed hands since 2015, built between 2015 and 2026 (median 2020), with a median living area of about 2,350 sq ft and a typical 4-bedroom, 3-bath layout; 81% are single-family homes. Source: Stellar MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.

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 focused on the Winter Garden location itself who are willing to verify pricing and amenities phase by phase rather than by community averages.
  • Buyers working with an agent who can pull direct comps, since public phase-level data here is limited right now.
  • Sellers comfortable pricing off individual comparable sales and writing a detailed listing description to fill gaps in the public record.

Probably not for

  • Buyers who want a clearly published median price and sales pace before they start touring.
  • Buyers who need a confirmed, itemized amenity list up front without direct HOA research.
  • Anyone unwilling to do extra diligence when a phase's MLS footprint is this limited.

The market around Waterleigh

Waterleigh 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), 2,162 homes closed in the last 12 months at a median of $595K ($251/sq ft), down 0.6% year over year, with a median 36 days on market. Right now 357 active and 169 pending listings put supply at about 3.8 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 Waterleigh specifically. Momentum Research analysis of MLS records.

If we were buying in Waterleigh 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 Waterleigh.

Best Buy
Buyers and sellers who want a Winter Garden address within Waterleigh and are comfortable doing phase-specific homework rather than leaning on a published track record.
Biggest Risk
Limited current MLS detail means pricing and amenity questions need to be answered directly, not assumed from the community's general reputation.
Sweet Spot
Buyers working closely with an agent who will pull real comps and confirm HOA specifics before writing an offer.
Avoid If
You want a community with an established, easily quoted price benchmark and a documented amenity list before you start looking.

A phase without a headline number yet

Some phases inside larger master-planned communities build a visible track record over time as enough resales accumulate to establish a clear price pattern. Waterleigh, as of this snapshot, hasn't generated that kind of standalone data through current MLS listings, so there isn't a median or sales-count figure to point to for this phase specifically.

That doesn't mean the phase lacks activity or structure. It means anyone evaluating a home here should ask the listing agent for phase-specific comps, confirm HOA obligations and any shared-facility access in writing, and treat the broader Waterleigh community's reputation as context rather than a stand-in for this phase's own numbers.

The location and the amenities are priced into every listing in Waterleigh. 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 a phase like Waterleigh doesn't have a clean public data trail, the value of a broker is doing the legwork MLS summaries skip: pulling actual phase-level comps, reading the HOA documents for what's really included, and pricing or negotiating off verified specifics instead of community-wide assumptions.

Waterleigh in 15 seconds.

Best forBuyers and sellers who want a Winter Garden address within Waterleigh and are comfortable doing phase-specific homework rather than leaning on a published track record.
Biggest advantageBeing part of the larger Waterleigh community without an outdated price ceiling to work around, since this phase's own data trail is thin.
Biggest riskLimited current MLS detail means pricing and amenity questions need to be answered directly, not assumed from the community's general reputation.
Sweet spotBuyers working closely with an agent who will pull real comps and confirm HOA specifics before writing an offer.
Avoid ifYou want a community with an established, easily quoted price benchmark and a documented amenity list before you start looking.

HOA, CDD & Fees

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 Waterleigh sales matched to your home.

What is your Waterleigh home worth?

Get a no-obligation home value based on real comparable sales in Waterleigh, 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.
Buyers focused on the Winter Garden location itself who are willing to verify pricing and amenities phase by phase rather than by community averages.Excellent fit
Buyers working with an agent who can pull direct comps, since public phase-level data here is limited right now.Excellent fit
Sellers comfortable pricing off individual comparable sales and writing a detailed listing description to fill gaps in the public record.Excellent fit
Buyers who want a clearly published median price and sales pace before they start touring.Probably not
Buyers who need a confirmed, itemized amenity list up front without direct HOA research.Probably not
Anyone unwilling to do extra diligence when a phase's MLS footprint is this limited.Probably not

Data sources & freshness

Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-sale records back to 2022 (1 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?

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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.

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Common questions about Waterleigh

Where is Waterleigh?

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

Are there homes for sale in Waterleigh right now?

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

Does Waterleigh have an HOA or CDD?

No HOA is on record for Waterleigh 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

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Waterleigh0.0 mi away · median $580K, 182 sales/12 mo

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