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

All 749 homes for sale in Winter Garden, FL · median $589,900 · Orange County homes for sale

Community in Winter Garden · Orange County
157 homesBuilt 2015–2023
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Built fromLive Stellar MLS data5 years of closingsFL DOR public recordsUpdated twice daily

As of October 2026, the MLS records 7 closed sales in Waterside/Johns Lake Ph 1 in Winter Garden, FL since 2021, the most recent in November 2025. Across Winter Garden as a whole, 1,339 homes closed in the last 12 months at a median of $595,000, 38 median days on market, with 694 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 Waterside, Winter Garden, FL — see all Waterside homes for sale (0 listings across 3 sections in the MLS).

Live · Waterside/Johns Lake Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Tempo
1
Sold · last 12 mo
10-yr average: about 1 a year
Ownership and context
78%
Owner-occupied · Waterside/Johns Lake
123 of 157 parcels homesteaded (FL DOR 2025)
22%
Non-owner-occupied · Waterside/Johns Lake
incl. 7% trust or LLC-held · 100% out-of-state
0%
Cash buyers · Waterside/Johns Lake
0 of 3 sales, 12 mo ending June 2024
157
Homes in the community
157 residential parcels (FL DOR 2025)
Track record · 5 years of records
Est. 2015
Community established
homes built 2015-2023, median 2017 (FL DOR 2025)
0
Failed listings · 2025
peaked at 2 in 2023
0.6%/yr
Turnover rate
about 1 of 157 homes trade a year
Jon Brooks, Co-Founder of Momentum Realty
Jon's Read · written July 21, 2026

The numbers on Waterside/Johns Lake point to a community built around scale, not amenities packages. A median living area north of 4,300 square feet, paired with a build window running from 2015 to 2023 and a median year built of 2017, tells you the housing stock here skews large and relatively recent. That size is the primary price driver in this pocket of Winter Garden — buyers are paying for square footage and layout more than for a clubhouse or gated entry, since current MLS listings do not surface a defined amenity package for the community.

With only one month of closings in the current window, there is not enough transaction volume to draw firm conclusions about pricing direction right now. That thin sample means sellers should lean on comparable size and condition rather than assuming momentum in either direction, and buyers have room to negotiate on a home-by-home basis rather than reacting to a hot or cold market narrative.

Figures in this note are as of July 21, 2026. The live market numbers elsewhere on this page update nightly and are newer.

Nearby homes for sale

No active listings inside Waterside/Johns Lake Ph 1 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.

17035 HARBOR OAK PARKWAY
$485K · 0.1 mi away
3 bd · 2 ba · 1,692 sqft
17035 HARBOR OAK PARKWAY
Listed by DALTON WADE INC
16924 TRADEWIND POINT
$720K · 0.1 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
1374 VISCAYA COVE BOULEVARD
$515K · 0.3 mi away
4 bd · 3.5 ba · 2,492 sqft
1374 VISCAYA COVE BOULEVARD
Listed by U S GLORY REALTY
17126 QUICKSILVER AVENUE
$525K · 0.3 mi away
4 bd · 3 ba · 2,030 sqft
17126 QUICKSILVER AVENUE
Listed by COLDWELL BANKER REALTY
16870 SANCTUARY DRIVE
$2.25M · 0.3 mi away
5 bd · 5 ba · 4,132 sqft
16870 SANCTUARY DRIVE
Listed by WRA BUSINESS & REAL ESTATE

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

The 60-Second Overview

Waterside/Johns Lake is a 157-home community in Winter Garden built primarily between 2015 and 2023, with a homestead exemption share of 78.3% pointing to a base of owner-occupied housing rather than heavy investor or rental turnover.

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 who want a larger home built within the last decade and are comfortable evaluating amenities on a listing-by-listing basis rather than assuming a community package.
  • Sellers with a well-maintained, size-forward home who want to price based on square footage and condition rather than lean on limited recent-sale comps.
  • Long-horizon owner-occupants, given the community's high homestead share and its signal toward longer-term residency patterns.

Probably not for

  • Buyers specifically shopping for a community with a confirmed clubhouse, pool, or trail system, since none is currently identified from MLS listings.
  • Anyone wanting to lean heavily on recent sales data to set or negotiate price, given the single-month closings window available.
  • Buyers seeking smaller or more compact floor plans, since the median size here runs well above typical entry-level footprints.

The market around Waterside/Johns Lake

Waterside/Johns Lake is a small community — 3 recorded sales on file, most recently in 2025 — too few for its own price trend. Here is the market around it.

Across Orange County, 5,886 homes are active and 2,019 pending (26% under contract).

Homes here are single family residence.

ZIP and county figures describe the wider market, not Waterside/Johns Lake specifically. Momentum Research analysis of MLS records.

If we were buying in Waterside/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/Johns Lake.

Best Buy
Buyers and sellers focused on larger-format homes in a relatively recent build era.
Biggest Risk
Only one month of closings is available, so pricing signals are thin and should not be over-read.
Sweet Spot
A move-up buyer who wants recent construction and space over a defined amenity package.
Avoid If
You are prioritizing a community with an established amenity set over home size.

Size-driven value, thin data

The defining fact here is square footage. A median living area of roughly 4,382 square feet puts this community firmly in the large-home category for the area, and that scale — more than any shared amenity — is what shapes value conversations. Current MLS records do not show a defined amenity package attached to the community, so any pool, trail, or common-area access would need to be verified property by property rather than assumed as a community-wide feature.

Build dates cluster tightly between 2015 and 2023, with a median year built of 2017, so most homes are inside a fairly narrow age band. That consistency simplifies condition-based comparisons for buyers, since you are largely comparing homes of similar age and construction era rather than reconciling decades of differing build standards. The high homestead share, at 78.3%, suggests a market where longer-term occupancy is more common than short-hold resale or rental activity.

“

The location and the amenities are priced into every listing in Waterside/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

With only one month of closings to work from, pricing a home in Waterside/Johns Lake well requires more than pulling a standard comp sheet — it means understanding which specific features of a large-format home are actually driving offers right now. We track this community's thin data closely so sellers do not underprice square footage and buyers do not overpay for a listing's presentation.

Waterside/Johns Lake in 15 seconds.

Best forBuyers and sellers focused on larger-format homes in a relatively recent build era.
Biggest advantageHomes here offer more square footage than is typical, built mostly within a tight post-2015 window.
Biggest riskOnly one month of closings is available, so pricing signals are thin and should not be over-read.
Sweet spotA move-up buyer who wants recent construction and space over a defined amenity package.
Avoid ifYou are prioritizing a community with an established amenity set over home size.

HOA, CDD & Fees

A note on who we are: Momentum Realty is a real estate brokerage. We are not the Waterside/Johns Lake 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 Waterside/Johns Lake.
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 Waterside/Johns Lake sales matched to your home.

What is your Waterside/Johns Lake home worth?

Get a no-obligation home value based on real comparable sales in Waterside/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 homes for sale in Waterside/Johns Lake on the map →

Real comps, not an automated estimate.

Streets in this community

Street-level pages: every home on record, what sold and what is for sale on each street.

Email me new listings in Waterside/Johns LakeHomes for Sale

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/Johns LakeHomes for Sale

Have a question about the homes, fees, rules or commute here? A Momentum agent who works Waterside/Johns LakeHomes for Sale 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.

Recent Developments in Waterside Johns Lake Ph 1

Development, infrastructure, retail, and school activity affecting Waterside Johns Lake Ph 1, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated October 2026.

  1. September 2026
    Development

    Orange County commissioners approve Tuscana land use plan in Shingle Creek Basin on 4-3 vote

    Commissioners voted 4-3 to approve the Tuscana land use application from Shingle Creek Co-Owners LLC and Geyer Development, reversing a unanimous rejection in May 2025. The plan includes more than 1,000 hotel rooms, about 4,000 apartments and commercial buildings, with conditions for a raised road, flood mitigation and wetland protection. The developer projects thousands of jobs at full build-out.

    What it may mean for the marketThe approval could add substantial rental housing, hotel capacity and commercial space in the Shingle Creek area, while flood-mitigation conditions will shape how and when it is built. The site is about 6 miles northeast of Waterside Johns Lake Ph 1.

    Source: Spectrum News 13
  2. September 2026
    Development

    Lake County approves 2,241-acre Panther Run rezoning for up to 2,624 homes near Clermont

    The Lake County Commission voted 3-1 on Sept. 1 to rezone about 2,241 acres in the Wellness Way area, north of Sawgrass Bay Boulevard, for GT Homes. The planned unit development allows up to 2,624 residential units and more than 1 million square feet of non-residential space, with sites reserved for a future public high school and public safety facilities. Plans include extending County Road 455 and about 11 miles of public trails.

    What it may mean for the marketThe plan adds long-term housing supply, employment space and new connector roads in south Lake County, with infrastructure planned ahead of residential growth. The site is about 10 miles northwest of Waterside Johns Lake Ph 1.

    Source: Clermont Sun
  3. August 2026
    Retail & Dining

    Plans for Mattel indoor water park near Lake Buena Vista Factory Stores expand to 13 acres

    Updated plans for the site off State Road 535 show a 95,000-square-foot indoor water park designed by Martin Aquatic, a separate 45,000-square-foot entertainment building and nearly 900 parking spaces. The tower height rises to as much as 100 feet and still needs Orange County approval. About 200 jobs are expected, and no opening date has been announced.

    What it may mean for the marketThe project would add visitor attractions, dining and roughly 200 jobs near the State Road 535 corridor, with added traffic and parking demand nearby. The site is about 4 miles northeast of Waterside Johns Lake Ph 1.

    Source: FOX 35 Orlando
  4. July 2026
    Development

    Capstone begins construction on The Gateway luxury apartments

    Capstone Building Corp began construction on The Gateway, a 270-unit apartment community at 7250 Shadowridge Drive in Orlando, developed by JBL Development. The five-story gated project spans more than 417,000 square feet and is expected to be completed in late 2027. Amenities include a saltwater pool, fitness center, pickleball court, and a clubhouse with a restaurant and bar.

    What it may mean for the marketAdds 270 market rate apartments in a five story building with resort style amenities, expanding the local rental housing stock in the Airport Lakes area of south Orlando. The project is about 15 miles east of Waterside Johns Lake Ph 1, elsewhere in Orange County.

    Source: Construction Owners
  5. July 2026
    Development

    Orange County opens Enclave at Canopy Park with 104 affordable units

    Orange County opened The Enclave at Canopy Park, a 104-unit affordable apartment community at 4440 Canopy Park Loop developed by Archway Partners. The county contributed 3 million dollars from its Affordable Housing Trust Fund. The community includes one and two bedroom homes plus a community center, fitness center, technology lab, and EV charging.

    What it may mean for the marketAdds 104 income-restricted apartment homes to the local rental supply along with new community amenities and green-certified construction. The project is about 13 miles northeast of Waterside Johns Lake Ph 1, elsewhere in Orange County.

    Source: ClickOrlando
  6. July 2026
    Civic

    Orange County previews new Innovation Center on West Colonial Drive

    Orange County previewed its new Innovation Center at 7149 West Colonial Drive, located within the county's Multicultural Center and Senior Center complex, with an official opening set for Fall 2026. The center will offer technology programs including 3D printing and makerspace prototyping through the Orange County Library System, plus career exploration and workforce training through CareerSource Central Florida.

    What it may mean for the marketAdds a county operated civic and technology facility with library and workforce programming to the West Colonial corridor. The project is about 15 miles north of Waterside Johns Lake Ph 1, elsewhere in Orange County.

    Source: Orange County Newsroom

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Summaries reflect public reporting and official sources linked above as of the dates shown. Project details, timelines, and approvals can change. Commentary on potential market effects is general observation, not investment advice or a prediction for any specific property. For the freshest items across the whole region, see This Week in Northeast Florida.

Frequently Asked Questions

How many homes are in Waterside/Johns Lake?
The Florida DOR 2025 assessment roll shows 157 homes in Waterside/Johns Lake (public records).
What share of Waterside/Johns Lake is owner-occupied?
78% of Waterside/Johns Lake parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Waterside/Johns Lake built?
Homes in Waterside/Johns Lake were built between 2015 and 2023, with a median year built of 2017.0 (FL DOR 2025 roll).
Do cash buyers compete in Waterside/Johns Lake?
Cash buyers took 0% of Waterside/Johns Lake sales in the 12 months ending June 2024 (0 of 3 closings, Stellar MLS).
Who is the best real estate agent for Waterside/Johns Lake?
The best agent for Waterside/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/Johns Lake.
How do I find a top Winter Garden real estate agent who knows Waterside/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/Johns Lake and the wider Winter Garden area.
Can Momentum Realty connect me with an agent for Waterside/Johns Lake?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Waterside/Johns Lake purchase or sale - no call center and no pressure.
Where is Waterside/Johns Lake, and what county is it in?
Waterside/Johns Lake is in Winter Garden, Orange County, FL.
Buyers who want a larger home built within the last decade and are comfortable evaluating amenities on a listing-by-listing basis rather than assuming a community package.Excellent fit
Sellers with a well-maintained, size-forward home who want to price based on square footage and condition rather than lean on limited recent-sale comps.Excellent fit
Long-horizon owner-occupants, given the community's high homestead share and its signal toward longer-term residency patterns.Excellent fit
Buyers specifically shopping for a community with a confirmed clubhouse, pool, or trail system, since none is currently identified from MLS listings.Probably not
Anyone wanting to lean heavily on recent sales data to set or negotiate price, given the single-month closings window available.Probably not
Buyers seeking smaller or more compact floor plans, since the median size here runs well above typical entry-level footprints.Probably not

Data sources & freshness

Housing stock & ownershipFlorida DOR assessment roll (street-list match (3 streets, ZIP 34787))
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-sale records back to 2021 (7 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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Thinking of selling in Waterside/Johns Lake Ph 1? 1 recorded closings (window ending 2026-07-13). See the Orange County sell-now-or-wait data, what made 201,552 Florida listings fail in the last 12 months, or compare a cash offer vs. listing. Compiled from MLS records; deemed reliable but not guaranteed.

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