Waterford Pointe
Homes for Sale in Windermere, FL

All 255 homes for sale in Windermere, FL · median $930,000 · 176 homes for sale in 34786 · Orange County homes for sale

Community in Windermere · Orange County · ZIP 34786
Free · No obligation
Talk to a Waterford Pointe Expert

True comps, carrying-cost math, and listings before the portals.

Built fromLive Stellar MLS data11 years of closingsUpdated twice daily

As of September 2026, the MLS records 9 closed sales in Waterford Pointe Ph 02 Rep in Windermere, FL since 2015, the most recent in July 2023. Across Windermere as a whole, 426 homes closed in the last 12 months at a median of $640,000, 37 median days on market, with 100 homes for sale today. At that median and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $10,670 ($10,000 with the full homestead exemption).

Part of the Waterford Pointe master-planned community in Windermere, FL — see all Waterford Pointe homes for sale (0 listings across 2 villages and sections in the MLS).

Jon Brooks, founder of Momentum Realty
Jon's Current Read

Waterford Pointe 02 Rep is a small enclave of 71 homes in Windermere, built out mostly between 1990 and 2014, with a median build year of 1999. What sets this community apart in the current MLS snapshot is scale: a median living area over 4,300 square feet puts most of these homes well above typical resale stock, which changes how they show and how they compete.

With homestead exemptions filed on roughly 73% of homes, this is a community where most owners have settled in for the long haul rather than cycling through as short-term holds. That kind of occupancy pattern tends to mean fewer distressed or rushed listings, and buyers should expect pricing and condition to vary house by house rather than a tight, predictable band.

Nearby homes for sale

No active listings inside Waterford Pointe Ph 02 Rep 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.

2450 DAHLGREN WAY
$1.62M · 0.2 mi away
5 bd · 5 ba · 4,365 sqft
2450 DAHLGREN WAY
Listed by LPT REALTY, LLC
2068 ROBERTS POINT DRIVE
$2.15M · 0.2 mi away
5 bd · 4 ba · 4,876 sqft
2068 ROBERTS POINT DRIVE
Listed by CENTURY 21 CARIOTI
2139 TILLMAN AVENUE
$860K · 0.3 mi away
4 bd · 4 ba · 3,078 sqft
2139 TILLMAN AVENUE
Listed by MARTI PURDY PROPERTIES INC
2039 HARBOR COVE WAY
$730K · 0.3 mi away
4 bd · 3 ba · 2,643 sqft
2039 HARBOR COVE WAY
Listed by KELLER WILLIAMS REALTY AT THE LAKES
2108 TILLMAN AVENUE
$849K · 0.4 mi away
5 bd · 4 ba · 3,078 sqft
2108 TILLMAN AVENUE
Listed by CENTRAL FLORIDA PRIME REAL ESTATE LLC
2230 RIDGEWIND WAY
$1.17M · 0.4 mi away
5 bd · 4 ba · 3,064 sqft
2230 RIDGEWIND WAY
Listed by COLDWELL BANKER REALTY

Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.

The 60-Second Overview

A compact pocket of larger-format homes in Windermere, spanning build years from 1990 to 2014, where most owners have homesteaded the property rather than treating it as a transitional purchase.

Stellar MLS sales records identify 57 homes in Waterford Pointe that have changed hands since 2010, built between 1990 and 2014 (median 1996), with a median living area of about 4,468 sq ft and a typical 5-bedroom, 4-bath layout; 98% 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.

Best for

  • Buyers who specifically want a larger floor plan and are budgeting for a home well above typical square footage
  • Buyers comfortable doing home-by-home diligence on condition given the 1990–2014 build spread
  • Buyers prioritizing a low-turnover pocket over a community with a formal amenity roster

Probably not for

  • Buyers who want a smaller, lower-maintenance footprint
  • Buyers who need a defined community amenity package as part of the purchase decision
  • Buyers expecting a tightly uniform product where condition and age are consistent across the board

The market around Waterford Pointe

Waterford Pointe is too small for its own price trend, so here is the market around it.

In ZIP 34786, 336 homes are on the market and 26% are under contract — a steady corner of Windermere.

Across Orange County, 5,909 homes are active and 1,877 pending (24% under contract).

In ZIP 34786 (Windermere), 784 homes closed in the last 12 months at a median of $622K ($262/sq ft), down 1.5% year over year, with a median 38 days on market. Right now 113 active and 37 pending listings put supply at about 3.0 months — a balanced market. See the live ZIP 34786 housing market and the Orange County market.

ZIP and county figures describe the wider market, not Waterford Pointe specifically. Momentum Research analysis of MLS records.

Waterford Pointe 02 Rep by the numbers

From county property records and closed MLS sales for the Waterford Pointe 02 Rep subdivision: 11 homes on record; built 1996–2014; typical size about 4,876 heated sq ft; 5 bedrooms is the median. Housing mix: single-family 100%.

YearRecorded salesMedian price
20173$750,000
20181$1,500,000
20193$1,400,000
20201$1,114,000
20222$1,399,950
20231$1,500,000

Newest recorded sale: $1,500,000 on 2023-07-31.

Recorded data as of 2026-09-12; counts cover addresses tagged to this subdivision in the public record, not every parcel. Not an appraisal.

If we were buying in Waterford Pointe today, this is the order of operations we would run for our clients.

1

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.

2

Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.

3

Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.

4

Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.

5

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.

Best Buy
Buyers who need larger living space and are comfortable evaluating condition on a case-by-case basis.
Biggest Risk
The wide build-year range means system age and updates vary significantly from house to house.
Sweet Spot
Buyers targeting a settled, low-turnover pocket rather than a fast-flip or transitional purchase.
Avoid If
Skip this one if you want a turnkey smaller home or a community with an active listed amenity package.

Size sets the tone here

The defining number in this dataset is square footage. A median living area above 4,300 square feet means these are not starter homes or downsizing targets — the floor plans reflect a different intent, and that shapes everything from utility costs to how a home is marketed. Buyers comparing this community to smaller nearby product should expect the comparison to break down quickly once square footage enters the conversation.

The build-year range, 1990 through 2014, with a median around 1999, means the community carries a mix of original systems and later updates depending on which section and which owner. There is no shortcut here — condition has to be evaluated house by house, since age alone will not tell you what has been maintained or replaced.

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.

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

In a community this small, with only 71 homes and no listed amenity package to lean on, the value is entirely in the individual property and its history. We pull permit records, review condition against the build-year spread, and price against what has actually closed nearby rather than relying on generic comps that ignore the square footage premium built into this pocket.

Waterford Pointe in 15 seconds.

Best forBuyers who need larger living space and are comfortable evaluating condition on a case-by-case basis.
Biggest advantageThe above-average square footage here is the structural advantage over most nearby resale stock.
Biggest riskThe wide build-year range means system age and updates vary significantly from house to house.
Sweet spotBuyers targeting a settled, low-turnover pocket rather than a fast-flip or transitional purchase.
Avoid ifSkip this one if you want a turnkey smaller home or a community with an active listed amenity package.

HOA, CDD & Fees

In short
  • 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.

The takeaway

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.

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.

See all homes for sale in Windermere →

Real comps, not an automated estimate.
Buyers who specifically want a larger floor plan and are budgeting for a home well above typical square footageExcellent fit
Buyers comfortable doing home-by-home diligence on condition given the 1990–2014 build spreadExcellent fit
Buyers prioritizing a low-turnover pocket over a community with a formal amenity rosterExcellent fit
Buyers who want a smaller, lower-maintenance footprintProbably not
Buyers who need a defined community amenity package as part of the purchase decisionProbably not
Buyers expecting a tightly uniform product where condition and age are consistent across the boardProbably not

Data sources & freshness

Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-sale records back to 2015 (9 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.

By submitting, you agree that EAB RE INVESTMENTS LLC (Momentum Realty) and its agents may call, email, and text you about your inquiry, which may involve automated means and prerecorded or artificial voices. You do not need to consent as a condition of buying any property, goods, or services. To opt out, reply STOP at any time or reply HELP for assistance. You can also click the unsubscribe link in emails. Message and data rates may apply. Message frequency may vary. See our Privacy Policy and SMS Terms.or call (904) 351-6461
CallFree valuation →

Common questions about Waterford Pointe

Where is Waterford Pointe?

Waterford Pointe is a community in Windermere, Orange County, Florida, ZIP 34786.

How many homes are in Waterford Pointe?

County property records list 11 homes in Waterford Pointe, built between 1996 and 2014; the typical home is about 4,876 heated square feet.

What do homes in Waterford Pointe sell for?

Waterford Pointe has no MLS sales in the last 12 months. The most recent year with recorded sales on file is 2023 (1 sale, median $1.50M). For context, ZIP 34786 has 336 homes on the market with 26% under contract.

Are there homes for sale in Waterford Pointe right now?

No active listings inside Waterford Pointe at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.

Does Waterford Pointe have an HOA or CDD?

No HOA is on record for Waterford Pointe 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.

Nearby Communities

Explore more neighborhoods near Waterford Pointe with Momentum Realty’s local guides.

WPWaterford Pointe0.1 mi awayBronsons Lndgs F M Winter Garden0.3 mi away · median $905K, 4 sales/12 moEstates At Windermere0.4 mi awayEAEstates At0.4 mi awayRAReserve At Waterford Pointe0.5 mi awayBSBronson S Landing0.5 mi awayWHWintermere Harbor0.5 mi away

Browse all neighborhood guides →

Talk to a Local Waterford Pointe Expert
Call Get Listings