Windsong Preserve Point
Homes for Sale in Winter Park, FL
All 394 homes for sale in Winter Park, FL · median $636,250 · 169 homes for sale in 32789 · Orange County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of November 2026, the MLS records 1 closed sale in Windsong Preserve Point in Winter Park, FL, the most recent in August 2026. Across Winter Park as a whole, 887 homes closed in the last 12 months at a median of $499,000, 37 median days on market, with 326 homes for sale today. At that median and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $8,320 ($7,650 with the full homestead exemption).

Windsong Preserve Point is a small, gated enclave of just 25 homes in Winter Park, built between 2002 and 2015. What sets price here is square footage and condition, not location novelty - with a median living area north of 5,500 square feet, these are substantial houses, and the spread between an updated home and a dated one will be wide. Expect price to be driven by how move-in ready a given house is far more than by any published range.
As of September 2026, there are no active listings. That is the headline for both sides: this is a hold-and-stay community with low turnover, reinforced by a homestead share near three-quarters. For a buyer, patience and readiness matter - when a home does come up, you need to be positioned to move. For a seller, scarcity works in your favor, but only if the home is priced and presented to the standard the square footage implies.
Figures in this note are as of October 26, 2026. The live market numbers elsewhere on this page update nightly and are newer.
Nearby homes for sale
No active listings inside Windsong Preserve Point 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
A gated, 25-home community of large houses built across roughly a decade and a half, with most owners occupying as primary residences and essentially no inventory changing hands right now.
Stellar MLS sales records identify 8 homes in Windsong Preserve Point that have changed hands since 2010, built between 2001 and 2012 (median 2006), with a median living area of about 7,160 sq ft and a typical 5-bedroom, 6-bath layout; 100% 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 Windsong Preserve Point is best for.
Best for
- Buying to settle in for the long term in a gated, low-turnover enclave
- Needing substantial living space well above average square footage
- Buyers who can stay ready and move quickly when a rare listing appears
Probably not for
- Needing to close on a fixed or near-term timeline
- Looking for a smaller or lower-maintenance home
- Wanting active inventory and several options to compare right now
The market around Windsong Preserve Point
Windsong Preserve Point is too small for its own price trend, so here is the market around it.
In ZIP 32789, 239 homes are on the market and 23% are under contract — a steady corner of Winter Park.
Across Orange County, 5,774 homes are active and 1,755 pending (23% under contract).
In ZIP 32789 (Winter Park), 111 homes closed in the last 12 months at a median of $627K ($396/sq ft), down 21.6% year over year, with a median 42 days on market. Right now 34 active and 4 pending listings put supply at about 3.7 months - a buyer's market. See the live ZIP 32789 housing market and the Orange County market.
ZIP and county figures describe the wider market, not Windsong Preserve Point specifically. Momentum Research analysis of MLS records.
Life at Windsong Preserve Point
- Park · reported on 1 of 1 listings
- Playground · reported on 1 of 1 listings
- Pool · reported on 1 of 1 listings
- Security Gate · reported on 1 of 1 listings
- Security Lights · reported on 1 of 1 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.
The Windsong Preserve Point buying strategy.
If we were buying in Windsong Preserve Point 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 Windsong Preserve Point.
A small, stay-put enclave
The scale here is the story. A median living area of about 5,500 square feet puts these firmly in the large-home category, and the 2002 - 2015 build window means construction is relatively current - not new, but past the oldest systems-and-finishes concerns. Because the community is only 25 homes, no two sales are truly comparable; condition, updates, and lot will swing value more than any neighborhood average.
Amenities reported across MLS listings include a park, playground, pool, and a security gate with security lights. For a gated community this small, that is a reasonable package, but access and current status should be confirmed directly with the HOA. The high homestead share tells you this is a community people buy into and keep, which is why active inventory sits at zero.
The location and the amenities are priced into every listing in Windsong Preserve Point. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a 25-home community with no active listings, the deals happen before they hit the open market or in the narrow window when one appears. We track this enclave closely, know how to read condition against the large median footprint, and can tell you honestly whether a specific home is priced to its finish level. For sellers, we build the pricing and presentation case that scarcity rewards; for buyers, we keep you ready for the rare opening.
Windsong Preserve Point in 15 seconds.
Tools for a Windsong Preserve Point 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 Windsong Preserve Point sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Windsong Preserve Point, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Windsong Preserve Point home worth?
Get a no-obligation home value based on real comparable sales in Windsong Preserve Point, 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 Park →
| Location | Winter Park, Orange County, FL · ZIP 32789 |
|---|---|
| Homes in the community | 25 (FL DOR 2025 assessment roll) |
| Years built | 2002–2015 (median 2008.0) |
| Typical living area | 5,500 sq ft (median) |
| Amenities listed by sellers | Park, Playground, Pool, Security Gate, Security Lights, Security System |
| For sale right now | 0 active, 0 pending |
| Owner-occupied (homestead) share | 74% |
Data as of November 13, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2026 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Windsong Preserve Point key facts,” movewithmomentum.com/neighborhoods/windsong-preserve-point-winter-park, data as of November 13, 2026.
Housing distress & ownership in Windsong Preserve Point, Winter Park
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.
More Winter Park home searches
- All homes for sale in Winter Park, FL
- Homes for sale in Orange County, FL
- Gated communities in Winter Park
- Homes under $300K in Winter Park
- 4-bedroom homes for sale in Winter Park
- Winter Park home values: what is my house worth?
- ZIP 32789 housing scorecard
Winter Park guides & data
- Market data
- Cost of living
- Best neighborhoods
- Flood zones
- Property taxes (Orange County)
- Homestead exemption (Orange County)
- Home insurance cost
- New construction
Florida buyer guides
- Florida home insurance rates by county
- Florida property tax by county
- Florida property tax calculator
- What flood zone X means
- The 4-point inspection, explained
- Florida flood insurance calculator
- Florida housing market map
- Interactive housing market map (county, ZIP and community)
- Save Our Homes tax estimator
- How to stop a foreclosure in Florida
- Florida documentary stamp tax, explained
- Cheapest places to live in Florida
Real estate agent in Winter Park? Join Momentum in Winter Park: 100% commission, one $12K cap.
Email me new listings in Windsong Preserve Point
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 Windsong Preserve Point
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Windsong Preserve Point will answer, and the answer is published on this page for the next buyer.
The real cost & risk here
Before the list price, the Florida math the portals skip. These are Orange County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.
Check it for your address: look up your flood zone (FEMA) · insurance by county · true-cost calculator · Orange County scorecard.
County typicals from Momentum’s Florida housing data (Zillow & Realtor.com aggregates, Census, FRED), updated monthly; insurance modeled. Flood zone is property-specific — always confirm via FEMA.
Frequently Asked Questions
How many homes are in Windsong Preserve Point?
What share of Windsong Preserve Point is owner-occupied?
When were the homes in Windsong Preserve Point built?
Who is the best real estate agent for Windsong Preserve Point?
How do I find a top Winter Park real estate agent who knows Windsong Preserve Point?
Can Momentum Realty connect me with an agent for Windsong Preserve Point?
Where is Windsong Preserve Point, and what county is it in?
Should you buy in Windsong Preserve Point?
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 26, 2026) |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (1 streets, ZIP 32789)) |
| Under-contract shares | Stellar MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2026 (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.
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. A Momentum agent can 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 Windsong Preserve Point fits the bigger picture — live prices, inventory, and Momentum Scores:






