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.
Market Heat
As of September 2026, waterleigh in Winter Garden, FL has 59 homes for sale and 21 pending, asking from $379,990 to $1,724,500 (median $669,500). Over the 12 months ending 2026-09-12, 182 recorded sales closed at a median of $579,995, $255 per square foot, a median 38 days on market, sellers accepting 96% of original asking (-19% versus the prior year). Homes listed or recently sold were built 2015 - 2026 with 40 new construction; 92 of 92 report an HOA (median $250/mo); 2 of the 83 geocoded homes sit in a FEMA special flood hazard zone (median elevation 114 ft). At the median price and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $9,670 ($9,000 with the full homestead exemption).
Sections of Waterleigh in the MLS
Waterleigh in Winter Garden, FL is recorded as 2 separate subdivisions/phases in the MLS; 0 homes are for sale across them today. Each section has its own page:
Homes For Sale Right Now in Waterleigh
Live MLS inventory for Waterleigh. Every active listing, what is under contract right now, and the last 12 months of closed sales, refreshed twice a day. Closed comps beat an algorithm's guess every time.
Active · 88 daysTop listing
Active · 325 days
Active · 21 days
Active · 24 days
Active · 55 days
Active · 93 days
Active · 44 days
Active · 1 days
Active · 22 days
Active · 20 days
Active · 63 days
Active · 63 days
Active · 21 days
Active · 49 daysActive and pending Waterleigh listings as of 2026-09-14, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2015 through 2026. Tap any home to ask about it.
Waterleigh right now
🟡 Balanced market. 3.6 months of supply and 26% of the inventory already under contract put buyers and sellers on roughly even footing.Why it matters: months of supply is how long today's inventory would last at today's sales pace; under-contract share is the portion of homes for sale that already have a buyer.Momentum Research analysis of Stellar MLS records, as of September 12, 2026. Confidence: Very High (80 active and pending listings, 182 closed sales in 12 months).
🔴 Off the recent peak. The trailing-12-month median ($580K) is down 18.7% from the prior 12 months ($713K).Momentum Research, record-level Stellar MLS closed sales, 12-month windows ending September 12. Confidence: Very High (182 and 128 sales in the two windows).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated September 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
Waterleigh market snapshot (as of September 12, 2026): the median sale price is about $580K ($255 per sq ft over the trailing 12 months of closed sales), a median 39 days on market for closed sales, and 3.6 months of supply, a balanced market. The trailing-12-month median is down 19% from the prior 12 months, computed from record-level Stellar MLS closed sales (182 closings in the current window).
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.
Flood zones in waterleigh: of 82 listing addresses checked against the FEMA National Flood Hazard Layer, 98% sit outside the FEMA Special Flood Hazard Area (Zone X); 2% are in an A-series high-risk zone where flood insurance is required with a federally backed mortgage. Individual parcels vary - verify any specific address at msc.fema.gov. See flood zones by neighborhood in Winter Garden.
Waterleigh is a community of 440 homes in Winter Garden, Orange County, built between 2014 and 2024 (median 2018), with a median living area of about 2,474 square feet. 43% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
The setting & the homes.
Aerial and on-site photos of Waterleigh. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
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WaterleighPhotos from Stellar MLS listings in Waterleigh; content deemed reliable but not guaranteed.
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending September 12 of each year, from record-level Stellar MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($580K) IS the median in the snapshot above, and the move from 2025 ($713K) IS the -18.7% one-year change.
Windows contain 0 to 222 sales each (182 in the current window); every figure carries its sample size. Based on Stellar MLS data distributed by MLS GRID for the period 2015 through 2026. Deemed reliable but not guaranteed.
Waterleigh Market Scorecard
Waterleigh is currently a seller's market. About 3.5 months of supply, a median asking price of $669,500, and homes go under contract in about 32 days.
Typical home value in the 34787 ZIP is $574,696, right around the Florida norm (Zillow Home Value Index).
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: Stellar MLS, distributed by MLS GRID, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.
Housing distress & ownership in waterleigh, Winter Garden
Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.
Source: Momentum Realty Research. Ownership & parcels from the FL DOR 2025 tax roll; distress from MLS active-listing status/remarks; price from MLS closed sales. Based on Stellar MLS data distributed by MLS GRID for the period September 2026 through September 2026. Deemed reliable but not guaranteed.
Waterleigh on the map.
Every active, pending, and recently sold home, plotted. Toggle the layers and tap a home for the details.
Listing locations from Stellar MLS. Map data © OpenStreetMap, tiles © CARTO.
Life at Waterleigh
- Clubhouse · reported on 76 of 80 listings
- Pool · reported on 75 of 80 listings
- Fitness Center · reported on 72 of 80 listings
- Playground · reported on 72 of 80 listings
- Deed Restrictions · reported on 61 of 80 listings
- Tennis Court(s) · reported on 30 of 80 listings
- Park · reported on 29 of 80 listings
- Dog Park · reported on 22 of 80 listings
- Community Mailbox · reported on 18 of 80 listings
- Recreation Facilities · reported on 15 of 80 listings
- Trail(s) · reported on 12 of 80 listings
- Golf Carts OK · reported on 11 of 80 listings
Community amenities as reported across Stellar MLS listings in this community; deemed reliable but not guaranteed. Verify current amenities and access with the HOA.
Schools
- Orange County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Water Spring Elementary · Elementary
- Water Spring Middle · Middle
- Horizon High School · High
Zoned schools reflect the assignments reported on recent Waterleigh listings and can change; always confirm with Orange County Public Schools for a specific address.
Buying with schools in mind? We can confirm the exact zoned schools for any Waterleigh address.
Shop the zone: Homes zoned for Horizon High School
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 closer look at the Waterleigh market
At a median of $255 per square foot, Waterleigh prices sit in a fairly defined band, so condition and updates — more than the list price — tend to separate one home from the next.
Inventory runs at 3.6 months of supply, a balanced market and the trailing-12-month median down 19% year over year. Homes that do trade take a median 39 days on market, useful leverage on any listing that has lingered.
The housing stock is 440 homes built between 2014 and 2024, and 43% of parcels are homesteaded — the owner-occupancy proxy in the Florida DOR assessment roll.
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.
Momentum Buy Score.
Our proprietary 0 to 10 read across the factors that decide how a home in Waterleigh buys, holds, and resells. Momentum Research; not an appraisal.
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 4 factors (4.8). Basis: Recent Direction -18.7% year-over-year; Liquidity & Demand 3.6 months of supply; Owner Commitment 43% owner-occupied; Pricing Power 96.1% sale-to-list. Refreshed with each data update.
HOA, CDD & Fees
- HOA dues reported around $250/month (about $3,000/yr) · median of 260 MLS listings, most billed monthly
- Any club/amenity membership is billed separately
Listings in this community report association dues of about $250 per month ($3,000 a year) - the median AssociationFee across 260 MLS records, normalised to a monthly figure; most are billed monthly. Dues change with budgets and can differ by section or product type; confirm the current figure with the association before you offer. Source: MLS listing records, 2026-09.
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 →
Recently off market in waterleigh
Homes in waterleigh that recently left the market. Each address opens its public-record profile: county-recorded value, property taxes, the last recorded sale, community sales history, and what is for sale nearby now. 22 on record.
- 11045 Bostwick Alley · off market
- 11253 Hollow Bay Drive · off market
- 11277 Hollow Bay Drive · off market
- 11803 Shine View Lane · off market
- 11864 Shine View Lane · off market
- 12032 Shine View Lane · off market
- 13617 Salamander Street · off market
- 16130 Wind View Lane · off market
Frequently Asked Questions
What is the median home price in Waterleigh?
How long do homes in Waterleigh take to sell?
Is Waterleigh a buyer's or seller's market right now?
How many homes are in Waterleigh?
What share of Waterleigh is owner-occupied?
When were the homes in Waterleigh built?
Who is the best real estate agent for Waterleigh?
How do I find a top Winter Garden real estate agent who knows Waterleigh?
Can Momentum Realty connect me with an agent for Waterleigh?
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: September 14, 2026) |
| Community market stats | Stellar MLS closed sales, 12-month windows ending September 12, 2026 |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (14 streets, ZIP 34787)) |
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| Historical depth | Closed-sale records back to 2015 (1,014 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:
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