WATERMARK
Homes for Sale in WINTER GARDEN, FL
True comps, carrying-cost math, and listings before the portals.
Market Heat
Watermark's pricing story here is really a construction-and-condition story: homes were built between 2015 and 2021, with a median build year of 2018, so the housing stock is consistent in age and layout rather than spread across decades. With 21 active listings against 938 homes and 6.1 months of supply, the community currently sits in buyer-leaning territory, meaning there is enough inventory on hand that offers do not need to be rushed to compete.
For sellers, that supply level argues for pricing and presentation that reflect the newer build cohort rather than assuming automatic competition among buyers. For buyers, it means there is room to be selective, compare floor plans near the 2,087 square foot median, and negotiate rather than waive contingencies.
WATERMARK right now
🟢 Buyer-leaning market. 6.1 months of supply and 8% of the inventory already under contract give buyers above-average negotiating leverage.Why it matters: months of supply is how long today's inventory would last at today's sales pace; under-contract share is the portion of homes for sale that already have a buyer.Momentum Research analysis of Stellar MLS records, as of August 2, 2026. Confidence: Very High (24 active and pending listings, 35 closed sales in 12 months).
🟢 Still climbing. The trailing-12-month median ($695K) is up 27.5% from the prior 12 months ($545K). With about 21 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 August 2. Confidence: Very High (35 and 37 sales in the two windows).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
Updated August 2, 2026 · Live data: Stellar MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness
The 60-Second Overview
WATERMARK market snapshot (as of August 2, 2026): the median sale price is about $695K ($257 per sq ft over the trailing 12 months of closed sales), a median 62 days on market for closed sales, and 6.1 months of supply, a buyer-leaning market. The trailing-12-month median is up 28% from the prior 12 months, computed from record-level Stellar MLS closed sales (35 closings in the current window).
WATERMARK is a community of 938 homes in WINTER GARDEN, Orange County, built between 2015 and 2021 (median 2018), with a median living area of about 2,087 square feet. 54% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
Watermark is a deed-restricted community in Winter Garden built out mostly between 2015 and 2021, giving it a fairly uniform newer-construction feel across its 938 homes, with just over half (53.6%) recorded as homestead-occupied.
The setting & the homes.
Aerial and on-site photos of WATERMARK. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
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WATERMARKWho WATERMARK is best for.
Best for
- Buyers who want a deed-restricted community with structured amenities like a clubhouse, fitness center, and dog park.
- Buyers comparing newer-construction homes and who value consistency in age and layout over a wide range of vintages.
- Buyers who can take time to shop given current buyer-leaning supply conditions rather than needing to move on the first listing.
Probably not for
- Buyers looking for a fixer-upper or value-add renovation project - the housing stock here is uniformly newer.
- Buyers who want to park a truck, RV, or motorcycle on-site, given the community's parking restrictions.
- Sellers expecting a fast, low-negotiation sale in the current 6.1-months-of-supply environment.
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending August 2 of each year, from record-level Stellar MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($695K) IS the median in the snapshot above, and the move from 2025 ($545K) IS the +27.5% one-year change.
Windows contain 0 to 45 sales each (35 in the current window); every figure carries its sample size. Based on Stellar MLS data distributed by MLS GRID for the period 2015 through 2026. Deemed reliable but not guaranteed.
WATERMARK Market Scorecard
WATERMARK is currently a balanced market. About 5.2 months of supply, a median asking price of $535,000, and homes go under contract in about 23 days.
Go deeper: 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.
Housing distress & ownership in WATERMARK, WINTER GARDEN
Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.
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 August 2026 through August 2026. Deemed reliable but not guaranteed.
Homes For Sale Right Now in WATERMARK
Live MLS inventory for WATERMARK. 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 · 81 daysTop listing
Active · 22 days
Active · 42 days
Active · 209 days
Active · 80 days
Active · 25 days
Active · 29 days
Active · 175 days
Active · 102 days
Active · 23 days
Active · 1 days
Active · 2 days
Active · 9 days
Active · 158 daysActive and pending WATERMARK listings as of 2026-08-23, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2015 through 2026. Tap any home to ask about it.
WATERMARK on the map.
Every active, pending, and recently sold home, plotted. Toggle the layers and tap a home for the details.
Listing locations from Stellar MLS. Map data © OpenStreetMap, tiles © CARTO.
Life at WATERMARK
- Pool · reported on 27 of 27 listings
- Playground · reported on 25 of 27 listings
- Fitness Center · reported on 23 of 27 listings
- Clubhouse · reported on 21 of 27 listings
- Tennis Court(s) · reported on 21 of 27 listings
- Park · reported on 13 of 27 listings
- Basketball Court · reported on 7 of 27 listings
- Deed Restrictions · reported on 6 of 27 listings
- Community Mailbox · reported on 5 of 27 listings
- Recreation Facilities · reported on 4 of 27 listings
- Dog Park · reported on 4 of 27 listings
- Irrigation-Reclaimed Water · reported on 3 of 27 listings
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
- Orange County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Panther Lake Elementary · Elementary
- Hamlin Middle · Middle
- Horizon High School · High
Zoned schools reflect the assignments reported on recent WATERMARK 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 WATERMARK address.
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.
Use your leverage. With inventory sitting, there is room to negotiate on anything dated or overpriced and to ask for repairs or a rate buydown.
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 newer-build community with room to negotiate
The build timeline is the defining feature of Watermark: with a median year built of 2018 and a full range of 2015 to 2021, this is not a community where buyers need to weigh decades-old systems against recently renovated ones. Homes cluster around a 2,087 square foot median living area, so shoppers can expect comparable scale from one listing to the next rather than a wide spread of home sizes.
The amenity package on file includes a pool, fitness center, clubhouse, tennis courts, a dog park, playground, and basketball court, along with deed restrictions, community mailboxes, and fence and parking restrictions - the kind of structured, HOA-run environment that tends to accompany planned communities of this era. With 21 active listings and 6.1 months of supply, current conditions favor buyers who take time to compare options rather than feel pressure to move immediately.
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.
Momentum Buy Score.
Our proprietary 0 to 10 read across the factors that decide how a home in WATERMARK buys, holds, and resells. Momentum Research; not an appraisal.
Momentum Intelligence Scores are our proprietary, qualitative assessment on a 0 to 10 scale, built from the record-level market data on this page. They are a framework for comparing communities, not a guarantee of future value and not advice on a specific home; unlike an automated value estimate they do not price your home, they grade the community on evidence you can inspect. Composite is the plain average of the 4 factors (6.5). Basis: Recent Direction +27.5% year-over-year; Liquidity & Demand 6.1 months of supply; Owner Commitment 54% owner-occupied; Pricing Power 95.4% sale-to-list. Refreshed with each data update.
Why work with Momentum here
A community built almost entirely within a single construction window still has real variation - lot placement, upgrade packages, HOA enforcement patterns - and we track those listing-by-listing rather than relying on averages. We also verify current amenity access and deed restriction details directly with the HOA before a buyer commits, since MLS-reported amenity lists can lag actual community rules.
WATERMARK in 15 seconds.
HOA, CDD & Fees
- Mandatory HOA. Confirm current dues
- 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 homes for sale in WATERMARK on the map →
Frequently Asked Questions
What is the median home price in WATERMARK?
How long do homes in WATERMARK take to sell?
Is WATERMARK a buyer's or seller's market right now?
How many homes are in WATERMARK?
What share of WATERMARK is owner-occupied?
When were the homes in WATERMARK built?
Do cash buyers compete in WATERMARK?
Who is the best real estate agent for WATERMARK?
How do I find a top WINTER GARDEN real estate agent who knows WATERMARK?
Can Momentum Realty connect me with an agent for WATERMARK?
Should you buy in WATERMARK?
An honest fit check. We will tell you when it is not your community.
Nearby Communities
Explore more neighborhoods near WATERMARK with Momentum Realty’s local guides.
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: August 2, 2026) |
| Community market stats | Stellar MLS closed sales, 12-month windows ending August 2, 2026 |
| Housing stock & ownership | Florida DOR 2025 assessment roll (community parcel extract) |
| Under-contract shares | Stellar MLS records, as of 2026-08-01 |
| Historical depth | Closed-sale records back to 2015 (240 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 your area comps.
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See how WATERMARK fits the bigger picture — live prices, inventory, and Momentum Scores: