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
True comps, carrying-cost math, and listings before the portals.
As of September 2026, the MLS records 14 closed sales in Waterleigh Phase 3Bcd in Winter Garden, FL since 2021, the most recent in July 2025. 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).
Waterleigh is a young pocket of Winter Garden, with its 278 homes built between 2020 and 2022 and a median year of 2021. In a section this new and this consistent in vintage, price is driven less by age and more by condition, lot, and finish level. Expect a wide spread around the median rather than a tidy tier, and read each listing on its own merits.
About 63% of homes here carry a homestead exemption, which points to a base of owner-occupants rather than a churn of short-term holds. For a seller, that tends to mean fewer distressed sales setting the comps. For a buyer, it means inventory can be thin and the homes that do come up should be evaluated quickly and on condition.
Nearby homes for sale
No active listings inside Waterleigh Phase 3Bcd 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.
Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.
The 60-Second Overview
This is a newer, uniform-vintage section of Waterleigh where the housing stock skews larger, with a median living area of roughly 2,840 square feet. The consistency in age works in your favor when comparing homes side by side.
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.
Who Waterleigh is best for.
Best for
- Buyers wanting a move-in-ready, recently built home with more square footage
- Owner-occupants planning to hold and homestead the property
- Buyers who value clean, comparable inventory over hunting for outliers
Probably not for
- Bargain hunters looking for distressed or fixer-priced homes
- Buyers who need a broad range of price points and home sizes to choose from
- Investors chasing quick turnover in a section dominated by owner-occupants
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.
The Waterleigh buying strategy.
If we were buying in Waterleigh today, this is the order of operations we would run for our clients.
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.
Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.
Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.
Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.
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.
A new-build section that is now resale
Everything here was delivered in a tight 2020-to-2022 window, so the homes share a construction era, systems, and general layout language. That uniformity makes comparables cleaner than in older, mixed-vintage neighborhoods, but it also means the differentiators are condition, upgrades, and lot position rather than fundamental differences in the houses themselves.
At a median of about 2,840 square feet, this is a larger-footprint part of Waterleigh. Buyers should look closely at how much of each home's asking price reflects builder upgrades versus original finish, because in a section this homogeneous that is where value separates. There is no meaningful price range to lean on beyond the median, so let condition, not a headline number, anchor your read.
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.
Why work with Momentum here
Because the homes here are so similar in age and layout, the winning strategy is comparing finish-for-finish and lot-for-lot, not chasing a number. We track what actually closes in this section, tell you when an upgrade premium is real versus optimistic, and move fast when the right home surfaces in a market where owner-occupied inventory stays tight.
Waterleigh in 15 seconds.
HOA, CDD & Fees
- 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.
Tools for a Waterleigh buy.
Free calculators to pressure-test the real cost before you tour.
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.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Waterleigh, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
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.
See all homes for sale in Winter Garden →
Should you buy in Waterleigh?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| Historical depth | Closed-sale records back to 2021 (14 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.
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See how Waterleigh fits the bigger picture — live prices, inventory, and Momentum Scores:
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
Explore more neighborhoods near Waterleigh with Momentum Realty’s local guides.