Waterside on Johns Lake in Winter Garden

Waterside on Johns Lake
Homes for Sale in Winter Garden, FL

All 737 homes for sale in Winter Garden, FL · median $599,000 · 681 homes for sale in 34787 · Orange County homes for sale

Community in Winter Garden · Orange County · ZIP 34787
Median sale $869K
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True comps, carrying-cost math, and listings before the portals.

Built fromLive Stellar MLS data10 years of closingsUpdated twice daily

As of November 2026, waterside on johns lake in Winter Garden, FL has 1 home for sale. Homes listed or recently sold were built 2019 - 2022; 5 of 5 report an HOA (median $215/mo); none of the 5 geocoded homes sit in a FEMA special flood hazard zone (median elevation 123 ft).

Last 30 days in Waterside on Johns Lake: 1 new listing (median asking $2,575,000), 2 under contract right now. As of November 12, 2026, Listings courtesy of Stellar MLS as distributed by MLS GRID.

Live · Waterside on Johns Lake Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Price
$869K ▲
Median sold · 12 mo
up 40.2% vs the prior 12 months
+40.2% ▲
1-yr price change
n = 3 and 3 sales in the two windows
$296/sf
Sold $/sqft · 12 mo
peak $296 in 2026
94.3%
Sale vs ask
Tempo
90days
Median DOM · closed
0 days at the 2021 low
0 · 0
For sale · pending
live counts, refreshed twice daily
3
Sold · last 12 mo
10-yr average: about 3 a year
Track record · 10 years of records
3,261sqft
Median sold home size
12-mo windows, closed sales
Jon Brooks, Co-Founder of Momentum Realty
Jon's Read · written October 26, 2026

Price here is condition-driven and sits in the high end of the Winter Garden map, with a median of $869,000 and median square footage pricing around $296. The gated layout, clubhouse, pool, fitness center, and trail network are doing real work on value - this is an amenity-rich community with deed restrictions, and that package is reflected in what homes command.

The posture right now is thin and slow-moving. With zero active listings and only three recent closings, this is a low-inventory snapshot, and a median of 90 days on market tells you buyers are taking their time even when something lists. The year-over-year figure is up sharply, but with so few data points behind it, read it as a signal that pricing is firm, not as a trend you can bank on. Sellers have leverage on scarcity; buyers should expect to wait for the right home and underwrite it on its own merits.

Figures in this note are as of October 26, 2026. The live market numbers elsewhere on this page update nightly and are newer.

Waterside on Johns Lake Housing Pulse · Momentum Research · as of September 20, 2026

Waterside on Johns Lake right now

🟢 Still climbing. The trailing-12-month median ($869K) is up 40.2% from the prior 12 months ($620K). With about 3 sales a year, a single closing can swing this number, so read the level and the decade, not one year's move.Momentum Research, record-level Stellar MLS closed sales, 12-month windows ending September 20. Confidence: Low (3 and 3 sales in the two windows).

Jump to: Price history & scorecard · Homes for sale · Schools · FAQ

· Updated November 14, 2026 · Live data: Stellar MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness

Nearby homes for sale

No active listings inside waterside on johns lake 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.

1374 VISCAYA COVE BOULEVARD
$515K · 0.2 mi away
4 bd · 3.5 ba · 2,492 sqft
1374 VISCAYA COVE BOULEVARD
Listed by U S GLORY REALTY
17126 QUICKSILVER AVENUE
$520K · 0.2 mi away
4 bd · 3 ba · 2,030 sqft
17126 QUICKSILVER AVENUE
Listed by COLDWELL BANKER REALTY
17108 HARBOR OAK PARKWAY
$535K · 0.2 mi away
4 bd · 3 ba · 2,690 sqft
17108 HARBOR OAK PARKWAY
Listed by SPRING REALTY ONE LLC
16924 TRADEWIND POINT
$720K · 0.2 mi away
4 bd · 3.5 ba · 2,958 sqft
16924 TRADEWIND POINT
Listed by REAL BROKER, LLC
17307 BAL HARBOUR DRIVE
$625K · 0.3 mi away
3 bd · 2 ba · 2,123 sqft
17307 BAL HARBOUR DRIVE
Listed by LOVELAND PROPERTIES
17361 BAL HARBOUR DRIVE
$690K · 0.4 mi away
4 bd · 3 ba · 2,931 sqft
17361 BAL HARBOUR DRIVE
Listed by ACCESS GROUP

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

The 60-Second Overview

Waterside on Johns Lake market snapshot (as of September 20, 2026): the median sale price is about $869K ($296 per sq ft over the trailing 12 months of closed sales), and a median 90 days on market for closed sales. The trailing-12-month median is up 40% from the prior 12 months, computed from record-level Stellar MLS closed sales (3 closings in the current window).

In ZIP 34787 (Winter Garden), 811 homes closed in the last 12 months at a median of $600K ($249/sq ft), down 6.2% year over year, with a median 34 days on market. Right now 210 active and 125 pending listings put supply at about 3.1 months - a balanced market. See the live ZIP 34787 housing market and the Orange County market.

Stellar MLS sales records identify 39 homes in waterside on johns lake that have changed hands since 2016, built between 2015 and 2022 (median 2019), with a median living area of about 2,934 sq ft and a typical 4-bedroom, 3.5-bath layout; 79% 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.

County records show 12 qualified sales in waterside on johns lake across 2024 - 2025 (4 in 2024, 8 in 2025), median $1.90M - the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.

Waterside on Johns Lake is a gated, amenity-heavy community in Winter Garden where the clubhouse, pool, fitness center, and trails sit behind deed restrictions - and where, at the moment, there is nothing actively for sale.

Best for

  • Buying to hold in a gated community with a clubhouse, pool, fitness center, and trails
  • Buyers who can stay patient and move quickly when a rare listing appears
  • Buyers comfortable living under deed restrictions in exchange for maintained shared amenities

Probably not for

  • Needing to close on a tight timeline, given there are currently no active listings
  • Wanting several comparable homes to tour and negotiate between
  • Buyers who want to avoid HOA rules and shared-amenity governance

Windows contain 0 to 11 sales each (3 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 2016 through 2026. Deemed reliable but not guaranteed.

Every sale since 2016 · price vs size
$0$500K$1M$1.5M2k3k4k
31 closed sales; green = recent. Size sets the floor, condition and lot set the rest.
Homes sold per 12-mo window
0510201620182020202220242026
0 to 11 a year; 3 in the current window.

The real cost & risk here

Before the list price, the Florida math the portals skip. These are Orange County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.

$2,537/mo
Orange County typical true cost to own
$117/mo
Orange County typical home insurance
Check CDD
Confirm before you offer

County typicals from Momentum’s Florida housing data (Zillow & Realtor.com aggregates, Census, FRED), updated monthly; insurance modeled. Flood zone is property-specific — always confirm via FEMA.

How much local inventory is already under contract

26% of homes for sale in ZIP 34787 are already under contract (under contract ÷ under contract + active listings) — a read on how much of the available inventory buyers have already claimed. Source: MLS data (2026-11-14).

Waterside on Johns Lake Market Scorecard

Balanced

Waterside on Johns Lake is currently a balanced market., and homes go under contract in about 25 days.

$869,000
Median sold
$413
List $/sqft
25
Days on mkt
2/0/4
Active/Pend/Sold 12 mo

Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.

Live data: Stellar MLS, refreshed twice daily. Market metrics only; these describe homes for sale and recent sales, not residents.

Homes For Sale Right Now in Waterside on Johns Lake

Live MLS inventory for Waterside on Johns Lake. 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 and pending Waterside on Johns Lake listings as of 2026-11-04, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2016 through 2026. Tap any home to ask about it.

Listing locations from Stellar MLS. Map data © OpenStreetMap contributors.

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

In short
  • Orange County Public Schools
  • Verify the zoned schools by address
  • Magnet and choice options may be available
  • Hamlin Elementary · Elementary
  • Hamlin Middle · Middle
  • West Orange High · High

Zoned schools reflect the assignments reported on recent Waterside on Johns Lake 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 Waterside on Johns Lake address.

If we were buying in Waterside on Johns Lake 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 Waterside on Johns Lake.

Best Buy
Buyers who want a gated, amenity-rich address in Winter Garden and can wait for the right home.
Biggest Risk
Pricing rests on a tiny sample of closings, so the year-over-year figure is noisy.
Sweet Spot
A well-maintained home bought on its own merits near the $869,000 median.
Avoid If
You need to buy on a short timeline or want multiple homes to compare.

A low-volume market with a long clock

The numbers to anchor on are inventory and time. Zero active listings and three closings in the recent window mean this community trades rarely, so a single sale can move the median in ways that overstate a trend. The 40.2% year-over-year jump is worth noting but not worth over-reading on this sample size - treat it as evidence that prices are holding firm, not as a forecast.

At the same time, a 90-day median days-on-market says homes here do not clear quickly. That combination - tight supply, slow absorption - rewards patience on both sides. Buyers won't have much to choose from and should be ready to move when inventory appears; sellers should price to the home's condition and plan for a longer marketing runway rather than a bidding sprint.

“

The location and the amenities are priced into every listing in Waterside on Johns Lake. 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 community this thin on transactions, comps are scarce and easy to misread. We underwrite each home on its own condition and square footage rather than leaning on a volatile median, help buyers stay ready for the rare listing, and give sellers a realistic timeline instead of a sprint narrative. We'll also confirm current amenities and access directly with the HOA before you count on them.

Waterside on Johns Lake in 15 seconds.

Best forBuyers who want a gated, amenity-rich address in Winter Garden and can wait for the right home.
Biggest advantageA full amenity package - clubhouse, pool, fitness center, and trails - behind deed restrictions.
Biggest riskPricing rests on a tiny sample of closings, so the year-over-year figure is noisy.
Sweet spotA well-maintained home bought on its own merits near the $869,000 median.
Avoid ifYou need to buy on a short timeline or want multiple homes to compare.
The takeaway

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

What is your Waterside on Johns Lake home worth?

Get a no-obligation home value based on real comparable sales in Waterside on Johns Lake, 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.

Recently off market in waterside on johns lake

Homes in waterside on johns lake 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. 1 on record.

Waterside on Johns Lake key facts
LocationWinter Garden, Orange County, FL · ZIP 34787
Homes in the community107 (FL DOR 2025 assessment roll)
Years built2015–2023 (median 2016.0)
Typical living area4,397 sq ft (median)
Home types (current listings and sales)single-family 100%
Amenities listed by sellersClubhouse, Fitness Center, Pool, Playground, Park, Recreation Facilities
For sale right now1 active, 2 pending · median asking $2,575,000 · 6.0 months of supply
Owner-occupied (homestead) share78%

Data as of November 13, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2026 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Waterside on Johns Lake key facts,” movewithmomentum.com/neighborhoods/waterside-on-johns-lake-winter-garden, data as of November 13, 2026.

Housing distress & ownership in waterside on johns lake, Winter Garden

Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.

Active inventory in distress
0.0%
0 of 6 listings
Distress share trend - 0.0% now (2026-08-12 → 2026-11-04)

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 November 2026 through November 2026. Deemed reliable but not guaranteed.

Just listed in Waterside on Johns Lake

The newest homes for sale in Waterside on Johns Lake right now, newest first. Each link opens the full listing with every photo, the price history and a tour request.

Checked against the MLS nightly. All new listings in this market.

Every Home for Sale in Waterside On Johns Lake Winter Garden Right Now (3)

All 3 active and pending Waterside On Johns Lake Winter Garden listings with a detail page, newest first, refreshed twice a day from the MLS.

What it really costs to own in Waterside on Johns Lake

The parts of the monthly number a mortgage calculator leaves out, from the tax roll, the MLS, Citizens and FEMA. Property facts only.

HOA duesMedian $215/month across 6 MLS listings (most billed monthly; 2026-11-14). Dues cover what the documents say they cover; ask for the budget and reserve study.
Home and flood insuranceThe average Citizens Property Insurance premium in Orange County is $1,409/yr (4,204 policies, Citizens detail by county, April 2026); private-market quotes depend on roof age, wind mitigation and construction.
Roof and ageMedian build year 2019 across 3 listings. Newer roofs and current wind-mitigation features usually mean the lower end of insurance quotes.

Email me new listings in Waterside on Johns Lake

One e-mail a day, only when a home lists here, with price, beds, baths and a link to every listing. Straight from the MLS feed; no account needed.

Equal Housing Opportunity. Every community is open to everyone; alerts are about homes, never about who lives here.

Ask an agent about Waterside on Johns Lake

Have a question about the homes, fees, rules or commute here? A Momentum agent who works Waterside on Johns Lake will answer, and the answer is published on this page for the next buyer.

Property facts only: homes, fees, rules, commute. Every community is open to everyone; agents do not answer questions about who lives here.

Frequently Asked Questions

What is the median home price in Waterside on Johns Lake?
The median sale price in Waterside on Johns Lake was $869K over the 12 months ending September 20, 2026 (3 closed sales, Stellar MLS).
How long do homes in Waterside on Johns Lake take to sell?
Homes that closed in the 12 months ending September 20, 2026 took a median 90 days on market (3 sales, Stellar MLS).
Who is the best real estate agent for Waterside on Johns Lake?
The best agent for Waterside on Johns Lake 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 Waterside on Johns Lake.
How do I find a top Winter Garden real estate agent who knows Waterside on Johns Lake?
Share a few details in the form on this page. Momentum Realty has 320+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Waterside on Johns Lake and the wider Winter Garden area.
Can Momentum Realty connect me with an agent for Waterside on Johns Lake?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Waterside on Johns Lake purchase or sale - no call center and no pressure.
Where is Waterside on Johns Lake, and what county is it in?
Waterside on Johns Lake is in Winter Garden, Orange County, FL, ZIP 34787. The community's center is about 8 miles northwest of the center of Winter Garden (straight-line).
Buying to hold in a gated community with a clubhouse, pool, fitness center, and trailsExcellent fit
Buyers who can stay patient and move quickly when a rare listing appearsExcellent fit
Buyers comfortable living under deed restrictions in exchange for maintained shared amenitiesExcellent fit
Needing to close on a tight timeline, given there are currently no active listingsProbably not
Wanting several comparable homes to tour and negotiate betweenProbably not
Buyers who want to avoid HOA rules and shared-amenity governanceProbably not

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: November 4, 2026)
Community market statsStellar MLS closed sales, 12-month windows ending September 20, 2026
Under-contract sharesStellar MLS records, as of 2026-09-20
Historical depthClosed-sale records back to 2016 (31 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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