Watermark
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 1 closed sale in Watermark Ph 2B1 in Winter Garden, FL, the most recent in September 2022. 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 Watermark, Winter Garden, FL — see all Watermark homes for sale (27 listings across 3 sections in the MLS).
There is not enough current MLS activity in Watermark to pull a reliable read on pricing or pace right now. That in itself is information: this is a smaller slice of Winter Garden inventory, and when active listings are thin, the comps that do exist can swing wide depending on lot, condition, and how recently a home last changed hands.
For now, treat this as a community where you price and negotiate off individual listings rather than a neighborhood trend line. That favors buyers willing to do the legwork on a specific house, and it means sellers should lean on a direct comparison to what is actually listed nearby rather than assuming a market average applies.
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 WatermarkHomes for Sale in Winter Garden, FL 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
Watermark sits within the broader Watermark community in Winter Garden, Orange County, an area that has seen substantial newer-home development in recent years. Current MLS data does not show enough listing volume here to establish clear pricing or amenity patterns for this specific phase.
Stellar MLS sales records identify 489 homes in Watermark that have changed hands since 2015, built between 2015 and 2021 (median 2018), with a median living area of about 2,080 sq ft and a typical 4-bedroom, 2.5-bath layout; 84% 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.
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 Watermark is best for.
Best for
- Buyers targeting a specific home in Watermark and willing to verify details directly rather than rely on aggregate stats
- Buyers comfortable doing extra diligence on HOA documents and amenity access before writing an offer
- Sellers with a well-maintained home who want a direct, comp-by-comp pricing conversation rather than an automated estimate
Probably not for
- Buyers who want to lean on a well-documented pricing trend before deciding
- Buyers assuming a specific amenity package without confirming it in the HOA documents first
- Anyone expecting a fast, high-volume resale market based on current listing activity
The market around Watermark
Watermark 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 Watermark specifically. Momentum Research analysis of MLS records.
The Watermark buying strategy.
If we were buying in Watermark 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 Watermark.
A phase without a public track record yet
Watermark is a discrete phase within the larger Watermark development in Winter Garden. Because it is a smaller, more specific slice of that community, MLS listing activity at any given moment can be sparse, and no community-level amenities are currently identified from active listings. That does not mean amenities do not exist within Watermark broadly; it means this particular phase's listings have not documented them in the current feed.
The practical effect is that anyone evaluating this phase should verify amenity access, HOA structure, and condition details house by house rather than relying on a generalized community profile. Winter Garden and Orange County location factors, proximity to roads, schools as a location matter, and nearby retail, still apply, but the phase-specific picture has to be built listing by listing until more MLS history accumulates.
The location and the amenities are priced into every listing in Watermark. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
When a phase like Watermark does not have a robust public sales history, the value of an agent is in doing the manual comparison work: pulling what has actually closed nearby in Watermark's other phases, checking HOA documents for what amenities and fees actually apply to this specific section, and pressure-testing any list price against real, current comps rather than a generic neighborhood average.
Watermark in 15 seconds.
HOA, CDD & Fees
- 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.
Tools for a Watermark 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 Watermark sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Watermark, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Watermark home worth?
Get a no-obligation home value based on real comparable sales in Watermark, 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 Watermark?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| Historical depth | Closed-sale records back to 2022 (1 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 Watermark Ph 2b1
Development, infrastructure, retail, and school activity affecting Watermark Ph 2b1, 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 10 miles north of Watermark Ph 2b1.
Source: Spectrum News 13 - 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 11 miles north of Watermark Ph 2b1.
Source: FOX 35 Orlando - July 2026Development
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 16 miles northeast of Watermark Ph 2b1, elsewhere in Orange County.
Source: Construction Owners - 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 17 miles north of Watermark Ph 2b1, 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 22 miles north of Watermark Ph 2b1, elsewhere in Orange County.
Source: Orange County Newsroom - March 2026Development
Orlando approves the 380-acre Dowden Central Community Development District in Lake Nona
Orlando approved the Dowden Central Community Development District, a roughly 380-acre district in the Lake Nona area of southeast Orlando, in March 2026. The district provides the framework to build roads, drainage, utilities, and parks for future development phases.
What it may mean for the marketA new community development district lays the groundwork for large-scale growth in the Lake Nona area, a step that typically precedes new housing and commercial activity nearby. The project is about 15 miles northeast of Watermark Ph 2b1, elsewhere in Orange County.
Source: ClickOrlando
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 Watermark
Where is Watermark?
Watermark is a community in Winter Garden, Orange County, Florida, ZIP 34787.
Are there homes for sale in Watermark right now?
No active listings inside Watermark at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.
Does Watermark have an HOA or CDD?
No HOA is on record for Watermark 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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Winter Garden guides & data
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