Waterford Pointe
Homes for Sale in Windermere, FL
True comps, carrying-cost math, and listings before the portals.
Price here is set by the house, not the address. With a median just north of $1.65M against a median around 4,178 square feet, you are paying for scale first — large homes built between 1990 and 2014, with the middle of the pack dating to 1999. At roughly $438 per square foot, condition and updates do the heavy lifting on where a given home lands within a wide spread, since homes of this era range from largely original to fully renovated.
The market posture is patient. A median of 71 days on market says this is not a place where listings clear in a weekend — buyers have room to inspect, negotiate, and walk. For sellers, that means pricing to the home's actual condition and presentation from day one; overpriced inventory sits. For buyers, the timeline rewards diligence over urgency.
The 60-Second Overview
Waterford Pointe market snapshot (as of July 15, 2026): the median sale price is about $1.65M ($438 per sq ft over the trailing 12 months of closed sales), and a median 71 days on market for closed sales.
Waterford Pointe is a community of 118 homes in Windermere, Orange County, built between 1990 and 2014 (median 1999), with a median living area of about 4,188 square feet. 75% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
Waterford Pointe is a small, established community of 115 homes in Windermere, weighted toward large residences built across the 1990s and 2000s. The high homestead share — about 76% — points to an owner-occupied, hold-long-term inventory rather than a churn of investor product.
Who Waterford Pointe is best for.
Best for
- Buyers with a budget around the mid-seven figures wanting substantial square footage in an established setting
- Long-hold owner-occupants comfortable in a low-turnover community
- Buyers willing to budget for updates on an older large home in exchange for the right layout and lot
Probably not for
- Buyers needing a quick close or a fast-moving market
- Anyone wanting new construction or a small, low-maintenance footprint
- Investors chasing rental turnover, given the high owner-occupied share
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending July 15 of each year, from record-level Stellar MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($1.65M) IS the median in the snapshot above.
Windows contain 0 to 4 sales each (3 in the current window); every figure carries its sample size, and thin markets swing on single closings. Based on Stellar MLS data distributed by MLS GRID for the period %s through %s. Deemed reliable but not guaranteed.
The Waterford Pointe buying strategy.
If we were buying in Waterford Pointe 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 Waterford Pointe.
A condition-driven market at scale
The defining variable here is age versus updates. With build years spanning 1990 to 2014 and a median of 1999, two homes of similar footprint can trade very differently depending on how much of the original build remains. At this size — median living area near 4,178 square feet — mechanical systems, roofs, and kitchen/bath updates carry real dollar weight, so the per-square-foot figure of roughly $438 is best read as a midpoint, not a rule.
This is a low-turnover, established community — 115 homes total with roughly three-quarters homesteaded. That limits how many options are on the market at once and reinforces the longer selling timeline. Buyers should expect to wait for the right home rather than choose among many, and to underwrite each property on its own condition.
The location and the amenities are priced into every listing in Waterford Pointe. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a condition-driven market with a 71-day median timeline, the value is in reading each home honestly — what the per-square-foot number hides, what the deferred maintenance on a 1990s-to-2010s build will cost, and where a listing is mispriced against its actual updates. We price and negotiate on the specifics of the house, not the neighborhood average, and we will tell you when a given home does not justify its ask.
Waterford Pointe 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 Waterford Pointe 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 Waterford Pointe sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Waterford Pointe, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Waterford Pointe home worth?
Get a no-obligation home value based on real comparable sales in Waterford Pointe, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.
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Frequently Asked Questions
What is the median home price in Waterford Pointe?
How long do homes in Waterford Pointe take to sell?
How many homes are in Waterford Pointe?
What share of Waterford Pointe is owner-occupied?
When were the homes in Waterford Pointe built?
Do cash buyers compete in Waterford Pointe?
Who is the best real estate agent for Waterford Pointe?
How do I find a top Windermere real estate agent who knows Waterford Pointe?
Can Momentum Realty connect me with an agent for Waterford Pointe?
Should you buy in Waterford Pointe?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Community market stats | Stellar MLS closed sales, 12-month windows ending July 15, 2026 |
| Housing stock & ownership | Florida DOR 2025 assessment roll (street-list match (7 streets, ZIP 34786)) |
| Under-contract shares | Stellar MLS records, as of 2026-07-12 |
| Historical depth | Closed-sale records back to 2004 (51 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.
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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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