Watermark
Homes for Sale in Winter Garden, FL
All 750 homes for sale in Winter Garden, FL · median $585,000 · 679 homes for sale in 34787 · Orange County homes for sale
True comps, carrying-cost math, and listings before the portals.
Market Heat
As of October 2026, Watermark in Winter Garden, FL has 22 homes for sale and 3 pending, asking from $375,000 to $1,198,000 (median $539,450). Over the 12 months ending 2026-08-02, 35 recorded sales closed at a median of $695,000, $257 per square foot, a median 62 days on market, sellers accepting 95% of original asking (+28% versus the prior year). Homes listed or recently sold were built 2015 - 2020; 36 of 37 report an HOA (median $164/mo); none of the 37 geocoded homes sit in a FEMA special flood hazard zone (median elevation 125 ft). At the median price and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $11,590 ($10,920 with the full homestead exemption).
Sections of Watermark in the MLS
Watermark in Winter Garden, FL is recorded as 2 separate subdivisions/phases in the MLS; 0 homes are for sale across them today. Each section has its own page:
Last 30 days in Watermark: 8 new listings (median asking $534,950), 3 under contract right now, 1 closed sale (median $410,000). As of October 15, 2026, Listings courtesy of Stellar MLS as distributed by MLS GRID.
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 · 85 daysTop listing
Active · 22 days
Active · 42 days
Active · 256 days
Active · 114 days
Active · 88 days
Active · 1 days
Active · 47 days
Active · 13 days
Active · 158 days
Active · 28 days
Active · 234 days
Active · 172 days
Active · 4 daysActive and pending Watermark listings as of 2026-10-15, 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'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 October 15, 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).
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.
Flood zones in Watermark: of 32 listing addresses checked against the FEMA National Flood Hazard Layer, 100% sit outside the FEMA Special Flood Hazard Area (Zone X). Individual parcels vary - verify any specific address at msc.fema.gov. See flood zones by neighborhood in Winter Garden.
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
Watermark
WatermarkWatermarkWatermarkWatermarkWatermarkWatermarkWatermarkPhotos from Stellar MLS listings in Watermark; content deemed reliable but not guaranteed.
Who 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.
12% of homes for sale in Watermark are already under contract (under contract ÷ under contract + active listings) — a read on how much of the available inventory buyers have already claimed. Source: MLS data (2026-10-15).
WATERMARK Market Scorecard
WATERMARK is currently a buyer's market. About 6.5 months of supply, a median asking price of $551,795, and homes go under contract in about 80 days.
Typical home value in the 34787 ZIP is $570,875, right around the Florida norm (Zillow Home Value Index).
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: Stellar MLS, distributed by MLS GRID, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.
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 contributors.
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.
Shop the zone: Homes zoned for Windermere High School · Homes zoned for Horizon High School
Recent Developments in Watermark
Development, infrastructure, retail, and school activity affecting Watermark, 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 9 miles east of Watermark.
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 5 miles west of Watermark.
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 6 miles east of Watermark.
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 14 miles east of Watermark, 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 12 miles northeast of Watermark, 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 16 miles northeast of Watermark, 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 the Orlando Metro.
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.
What it really costs to own in Watermark
The parts of the monthly number a mortgage calculator leaves out, from the tax roll, the MLS, Citizens and FEMA. Property facts only.
| HOA dues | Median $164/month across 1093 MLS listings (most billed monthly; 2026-10-15). Dues cover what the documents say they cover; ask for the budget and reserve study. |
|---|---|
| Home and flood insurance | The average Citizens Property Insurance premium in Orange County is $1,409/yr (4,204 policies, Citizens detail by county, April 2026); private-market quotes depend on roof age, wind mitigation and construction. Flood: of 33 listing addresses checked against the FEMA flood map, 100% sit outside the high-risk zone. Statewide, a Zone X flood policy runs about $500-$700/yr and a high-risk zone $1,200-$2,500/yr (FEMA Risk Rating 2.0 averages, not quotes). |
| Roof and age | Median build year 2017 across 36 listings. An original roof here is about 9 years old: still inside the 15-year window Florida carriers use, but ask for the roof's permit date before you bind coverage. |
Email me new listings in Watermark
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 Watermark
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Watermark will answer, and the answer is published on this page for the next buyer.
HOA, CDD & Fees
- HOA dues reported around $164/month (about $1,968/yr) · median of 1093 MLS listings, most billed monthly
- Any club/amenity membership is billed separately
Listings in this community report association dues of about $164 per month ($1,968 a year) - the median AssociationFee across 1093 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.
Flood & Insurance Context
Of 33 sampled listing addresses in this community: 100% outside the FEMA Special Flood Hazard Area (Zone X/B/C).
Address-sampled; individual parcels vary - verify any specific address at msc.fema.gov. Check any address at FEMA's Flood Map Service Center, and see average home-insurance costs by Florida county.
Source: FEMA National Flood Hazard Layer, address-level lookups (n=33) · as of 2026-10
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 →
Recently off market in WATERMARK
Homes in WATERMARK that recently left the market. Each address opens its public-record profile: county-recorded value, property taxes, the last recorded sale, community sales history, and what is for sale nearby now. 6 on record.
- 10361 Austrina Oak Loop · off market
- 14536 Golden Harbor Lane · off market
- 14704 Seton Creek Boulevard · off market
- 9218 Holliston Creek Place · off market
- 9338 Tyrella Pine Trail · off market
- 9606 Woodcrane Drive · off market
| Location | Winter Garden, Orange County, FL · ZIP 34787 |
|---|---|
| Homes in the community | 938 (FL DOR 2025 assessment roll) |
| Years built | 2015–2021 (median 2018) |
| Typical living area | 2,087 sq ft (median) |
| Home types (current listings and sales) | single-family 86%, townhouses 14% |
| Amenities listed by sellers | Pool, Fitness Center, Playground, Tennis Court(s), Clubhouse, Park |
| Sale prices, last 12 months | $695,000 median across 35 closed sales · $257 per sq ft · +27.5% vs the prior 12 months |
| Days on market (closed sales) | 62 median |
| For sale right now | 22 active, 2 pending · median asking $837,495 · 6.1 months of supply |
| Owner-occupied (homestead) share | 54% |
Data as of August 2, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2015 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Watermark key facts,” movewithmomentum.com/neighborhoods/watermark-winter-garden, data as of August 2, 2026.
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 October 2026 through October 2026. Deemed reliable but not guaranteed.
Just listed in Watermark
The newest homes for sale in Watermark right now, newest first. Each link opens the full listing with every photo, the price history and a tour request.
- 9766 Amber Chestnut Way $429,900 · 3 bd · 2.5 ba · 1,937 sq ft · new today Courtesy of LPT REALTY, LLC
- 9356 Tyrella Pine Trail $495,000 · 4 bd · 2.5 ba · 1,838 sq ft · 1 day on market Courtesy of POINTON REALTY INC
- 10079 Austrina Oak Loop $880,000 · 5 bd · 4 ba · 3,414 sq ft · 1 day on market Courtesy of NUMBER 1 BROKER, LLC
- 10301 Austrina Oak Loop $520,000 · 3 bd · 2.5 ba · 2,078 sq ft · 4 days on market Courtesy of OPTIMA ONE REALTY, INC.
- 9936 Pallida Hickory Way $468,000 · 3 bd · 2.5 ba · 1,744 sq ft · 7 days on market Courtesy of RC GROUP REALTY LLC
- 14739 Glade Hill Park Way $750,000 · 4 bd · 3.5 ba · 2,935 sq ft · 13 days on market Courtesy of WRA BUSINESS & REAL ESTATE
Checked against the MLS Oct 15, 2026. All new listings in this market.
Every Home for Sale in Watermark Winter Garden Right Now (25)
All 25 active and pending Watermark Winter Garden listings with a detail page, newest first, refreshed twice a day from the MLS.
- 10079 Austrina Oak Loop · $880,000 · 5 bd / 4 ba · listed Oct 9, 2026 · listed by Number 1 Broker, Llc
- 9936 Pallida Hickory Way · $468,000 · 3 bd / 2.5 ba · listed Oct 7, 2026 · listed by Rc Group Realty Llc
- 9356 Tyrella Pine Trail · $495,000 · 4 bd / 2.5 ba · listed Oct 5, 2026 · listed by Pointon Realty Inc
- 9766 Amber Chestnut Way · $429,900 · 3 bd / 2.5 ba · listed Oct 3, 2026 · listed by Lpt Realty, Llc
- 9845 Emerald Berry Drive · $1,050,000 · 5 bd / 4.5 ba · pending · listed Sep 19, 2026 · listed by On Me Realty
- 10301 Austrina Oak Loop · $520,000 · 3 bd / 2.5 ba · listed Sep 6, 2026 · listed by Optima One Realty, Inc.
- 14739 Glade Hill Park Way · $750,000 · 4 bd / 3.5 ba · listed Aug 28, 2026 · listed by Wra Business & Real Estate
- 14543 Golden Harbor Lane · $485,000 · 3 bd / 2.5 ba · listed Aug 27, 2026 · listed by Preferred Real Estate Brokers
- 9225 Holliston Creek Place · $1,150,000 · 5 bd / 4 ba · listed Aug 19, 2026 · listed by Global Florida Realty
- 10439 Austrina Oak Loop · $549,900 · 3 bd / 2.5 ba · listed Aug 13, 2026 · listed by Novak Realty Corp
- 15031 Guava Bay Drive · $890,000 · 5 bd / 4.5 ba · listed Aug 12, 2026 · listed by Real Broker, Llc
- 9231 Grand Island Way · $495,000 · 4 bd / 2.5 ba · listed Aug 6, 2026 · listed by Elite International Realty Inc
- 9312 Holliston Creek Place · $1,100,000 · 4 bd / 3.5 ba · listed Jul 30, 2026 · listed by K Realty
- 14031 Picard Alley · $380,000 · 3 bd / 2.5 ba · listed Jul 29, 2026 · listed by Elite International Realty Inc
- 14681 Seton Creek Boulevard · $789,000 · 3 bd / 3 ba · listed Jul 25, 2026 · listed by Sunshine Life Realty Llc
- 9189 Busaco Park Way · $1,198,000 · 4 bd / 4 ba · listed Jul 17, 2026 · listed by Coldwell Banker Realty
- 9362 Woodcrane Drive · $435,800 · 3 bd / 2.5 ba · listed Jul 16, 2026 · listed by Century 21 Carioti
- 10103 Austrina Oak Loop · $899,900 · 5 bd / 3.5 ba · listed Jul 16, 2026 · listed by America Real Estate Company Ll
- 9972 Pallida Hickory Way · $553,690 · 3 bd / 2.5 ba · listed Jul 16, 2026 · listed by Vesti Llc
- 14989 Apollo Bond Drive · $375,000 · 3 bd / 2.5 ba · listed Jul 16, 2026 · listed by The C Smith Real Estate Group Llc
- 9803 Amber Chestnut Way · $529,000 · 4 bd / 3.5 ba · listed Jul 16, 2026 · listed by Naim Real Estate Llc
- 9207 Busaco Park Way · $1,000,000 · 5 bd / 4 ba · listed Jul 16, 2026 · listed by Coldwell Banker Realty
- 9354 Meadow Hunt Way · $525,000 · 3 bd / 2.5 ba · listed Jul 16, 2026 · listed by Infinity Realty Group Llc
- 9942 Summerlake Groves Street · $845,000 · 4 bd / 3.5 ba · pending · listed Jul 16, 2026 · listed by Florida Connexion Properties
- 9567 Meadow Hunt Way · $945,000 · 4 bd / 4 ba · pending · listed Jul 16, 2026 · listed by Interealty Service
Recently sold in Watermark Winter Garden
- 9338 Tyrella Pine Trail · sold $410,000
- 9606 Woodcrane Drive · sold $510,000
Closed sales from the MLS; each page shows the sold price, taxes and value history.
More Winter Garden home searches
- All homes for sale in Winter Garden, FL
- Homes for sale in Orange County, FL
- Winter Garden pool homes for sale
- Winter Garden waterfront homes for sale
- Gated communities in Winter Garden
- Winter Garden golf course homes
- Homes under $300K in Winter Garden
- Homes from $300K to $500K in Winter Garden
- 4-bedroom homes for sale in Winter Garden
- Winter Garden home values: what is my house worth?
Streets in this community
Street-level pages: every home on record, what sold and what is for sale on each street.
- Austrina Oak Loop (26 homes on record)
- Amber Chestnut Way (24 homes on record)
- Austrina Oak Loop (21 homes on record)
- Amber Chestnut Way (13 homes on record)
- Guava Bay Drive (13 homes on record)
- Winter Stay Drive (12 homes on record)
- Summerlake Groves Street (12 homes on record)
- Emerald Berry Drive (12 homes on record)
- Meadow Hunt Way (12 homes on record)
- Seton Creek Boulevard (11 homes on record)
- Seton Creek Boulevard (10 homes on record)
- Scott Key Drive (10 homes on record)
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?
Where is Watermark, and what county is it in?
Is Watermark in a flood zone?
Is Watermark a good place to live?
Should you buy in Watermark?
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: October 15, 2026) |
| Community market stats | Stellar MLS closed sales, 12-month windows ending August 2, 2026 |
| Housing stock & ownership | Florida DOR 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 local comps.
Looking to buy here? Search homes for sale →
What’s your home worth in your area?
A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.
See how WATERMARK fits the bigger picture — live prices, inventory, and Momentum Scores:
Nearby Communities
Explore more neighborhoods near Watermark Homes for Sale in Winter Garden, FL with Momentum Realty’s local guides.
More on Watermark
- Home values · What homes in Watermark actually sell for