Waterside - The Strand
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 2 closed sales in Waterside - The Strand in Winter Garden, FL since 2019, the most recent in November 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).
Waterside - The Strand sits in Winter Garden, Orange County, and current MLS activity here is thin enough that we don't have a reliable read on pricing patterns or typical time on market. That's worth stating plainly rather than papering over with a borrowed number from a nearby community.
For now, the honest posture is to treat this as a name-and-location listing rather than a data-rich one. Anyone serious about buying or selling here should pull a live, address-specific comp set before forming price expectations, because the community-level snapshot simply isn't there yet.
Nearby homes for sale
No active listings inside Waterside - The Strand 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
Waterside - The Strand is a Winter Garden community in Orange County; current MLS listings don't yet surface confirmed amenity details, so what's here is largely a location marker rather than a full profile.
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 Waterside - The Strand is best for.
Best for
- Buyers already committed to a Winter Garden location who are willing to have current listings pulled directly for this community
- Sellers who want an agent to verify current comps rather than quote a generic or outdated figure
- Buyers comfortable moving forward on a single address or plat without a full published amenity list
Probably not for
- Buyers who need a firm price range or median before starting a search
- Anyone shopping primarily by a specific amenity list, since none is confirmed here yet
- Sellers hoping to price off a published community-level trend rather than a direct comp pull
The market around Waterside - The Strand
Waterside - The Strand 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 Waterside - The Strand specifically. Momentum Research analysis of MLS records.
The Waterside - The Strand buying strategy.
If we were buying in Waterside - The Strand 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 Waterside - The Strand.
What we actually know right now
The straightforward fact is that MLS data for Waterside - The Strand doesn't currently list confirmed community amenities, and there isn't enough transaction volume in the feed to responsibly describe pricing behavior, inventory turnover, or seasonal patterns. Rather than fill that gap with assumptions borrowed from surrounding Winter Garden product, we're flagging it as unknown.
That doesn't mean the community lacks substance — it means the current snapshot is limited. Anyone evaluating this address should treat any general Winter Garden or Orange County commentary as background context only, not as a stand-in for this specific community's numbers.
The location and the amenities are priced into every listing in Waterside - The Strand. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
When a community's public data is this thin, the value is in someone actually pulling current listings, pending activity, and closed records directly rather than repeating a stale or generic summary — that's the work we do before we tell a client what to expect.
Waterside - The Strand in 15 seconds.
HOA, CDD & Fees
- HOA dues reported around $368/month (about $4,416/yr) · median of 3 MLS listings, most billed monthly
- Any club/amenity membership is billed separately
Listings in this community report association dues of about $368 per month ($4,416 a year) — the median AssociationFee across 3 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 Waterside - The Strand 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 Waterside - The Strand sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Waterside - The Strand, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Waterside - The Strand home worth?
Get a no-obligation home value based on real comparable sales in Waterside - The Strand, 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 Waterside - The Strand?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: September 14, 2026) |
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| Historical depth | Closed-sale records back to 2019 (2 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 Waterside - The Strand fits the bigger picture — live prices, inventory, and Momentum Scores:
Common questions about Waterside - The Strand
Where is Waterside - The Strand?
Waterside - The Strand is a community in Winter Garden, Orange County, Florida, ZIP 34787.
Are there homes for sale in Waterside - The Strand right now?
No active listings inside Waterside - The Strand at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.
Does Waterside - The Strand have an HOA or CDD?
No HOA is on record for Waterside - The Strand 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 Waterside - The Strand with Momentum Realty’s local guides.
Waterside The Strand Market Scorecard
Waterside The Strand is currently a no active listings market. Limited supply, a median asking price of n/a.
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: realMLS, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.