Waterside - The Strand
Homes for Sale in Winter Garden, FL
All 749 homes for sale in Winter Garden, FL · median $589,900 · 706 homes for sale in 34787 · Orange County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of October 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, 1,339 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).
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.
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 - 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.
County records show 12 qualified sales in Waterside - The Strand 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.
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), 2,123 homes closed in the last 12 months at a median of $595K ($252/sq ft), down 0.9% year over year, with a median 37 days on market. Right now 352 active and 181 pending listings put supply at about 3.7 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.
Email me new listings in Waterside - The StrandHomes 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.
Ask an agent about Waterside - The StrandHomes for Sale
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Waterside - The StrandHomes for Sale will answer, and the answer is published on this page for the next buyer.
HOA, CDD & Fees
- HOA dues reported around $368/month (about $4,416/yr) · median of 32 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 32 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, 2026-10.
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 19, 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.
Recent Developments in Waterside The Strand
Development, infrastructure, retail, and school activity affecting Waterside The Strand, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated October 2026.
- September 2026Development
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 7 miles southeast of Waterside The Strand.
Source: Spectrum News 13 - September 2026Development
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 9 miles west of Waterside The Strand.
Source: Clermont Sun - August 2026Retail & 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 southeast of Waterside The Strand.
Source: FOX 35 Orlando - July 2026Development
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 10 miles east of Waterside The Strand, elsewhere in Orange County.
Source: ClickOrlando - July 2026Civic
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 9 miles northeast of Waterside The Strand, elsewhere in Orange County.
Source: Orange County Newsroom - June 2026Development
Planning board approves zoning for 37-story tower at 170 East Washington Street
Orlando's Municipal Planning Board voted to approve a Planned Development amendment for a 37-story, 425-foot mixed-use tower at 170 East Washington Street across from Lake Eola Park. The project would include 252 residential units, a 221-room hotel, a three-story restaurant, and structured parking. It still requires City Council consideration before construction.
What it may mean for the marketWould add a 37 story tower with 252 residences and a hotel to the downtown skyline, replacing a prior approval for a 7 story hotel and increasing high density housing and parking supply. The project is about 12 miles northeast of Waterside The Strand, elsewhere in Orange County.
Source: Florida YIMBY
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.
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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.
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Streets in this community
Street-level pages: every home on record, what sold and what is for sale on each street.
- Broadwater Avenue (2 homes on record)
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.