Sylvan Park
Homes for Sale in Winter Park, FL
All 356 homes for sale in WINTER PARK, FL · median $697,000 · 167 homes for sale in 32789 · Orange County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of October 2026, Sylvan Park in Winter Park, FL has 1 home for sale. As of October 2026, the MLS records 17 closed sales in Sylvan Park in Winter Park, FL since 2006, the most recent in February 2025. Across Winter Park as a whole, 494 homes closed in the last 12 months at a median of $449,000, 33 median days on market, with 128 homes for sale today. At that median and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $7,490 ($6,810 with the full homestead exemption).
| Location | WINTER PARK, Orange County, FL · ZIP 32789 |
|---|---|
| Homes in the community | 220 (FL DOR 2025 assessment roll) |
| Years built | 1901–2024 (median 1957) |
| Typical living area | 2,332 sq ft (median) |
| For sale right now | 1 active, 0 pending · median asking $5,500,000 |
| Owner-occupied (homestead) share | 67% |
Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2006 through 2025; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Sylvan Park key facts,” movewithmomentum.com/neighborhoods/sylvan-park-winter-park, data as of September 20, 2026.
Last 30 days in Sylvan Park: 1 new listing (median asking $5,500,000). As of September 28, 2026, Listings courtesy of Stellar MLS as distributed by MLS GRID.
Sylvan Park's housing stock spans over a century of construction, with a median year built of 1958 sitting inside a range that runs from 1901 to as recent as 2024. That mix means condition and vintage, not square footage or amenities, are what separate one listing from the next here. A mid-century home on a quiet lot and a newer infill build can sit blocks apart with very different maintenance profiles and very different pricing logic.
With only two active listings against a base of 233 homes, and no closings recorded in the current window, this is not a market where you can point to recent comps and expect confidence. Anyone buying or selling here right now is operating with thin data and needs a broker willing to dig into off-market context rather than lean on a stale automated number.
The 60-Second Overview
Sylvan Park is a small, established pocket in Winter Park where the housing stock reflects decades of individual building rather than a single subdivision-era plan, and where a high share of owners have filed homestead exemptions - a signal of longer-term occupancy over investor or short-term ownership.
Stellar MLS sales records identify 27 homes in Sylvan Park that have changed hands since 2004, built between 1915 and 2021 (median 1954), with a median living area of about 2,871 sq ft and a typical 3-bedroom, 3-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.
County records show 26 qualified sales in Sylvan Park across 2024 - 2025 (13 in 2024, 13 in 2025), median $1.15M - the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.
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 Sylvan Park is best for.
Best for
- Buyers drawn to older or architecturally varied homes over a matched, uniform streetscape.
- Buyers comfortable evaluating a home on its individual merits rather than a deep set of recent local comps.
- Buyers seeking a longer-term hold in a pocket where a majority of owners appear to be homesteaded, primary-residence owners.
Probably not for
- Buyers who want new-construction consistency across an entire community.
- Buyers who need several active listings to compare before committing.
- Investors expecting frequent turnover or a high volume of recent closed sales to model returns from.
The market around Sylvan Park
Sylvan Park 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), 390 homes closed in the last 12 months at a median of $635K ($396/sq ft), up 7.6% year over year, with a median 39 days on market. Right now 91 active and 26 pending listings put supply at about 5.2 months - a balanced market. See the live ZIP 32789 housing market and the Orange County market.
ZIP and county figures describe the wider market, not Sylvan Park specifically. Momentum Research analysis of MLS records.
Housing distress & ownership in Sylvan Park, 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 September 2026 through September 2026. Deemed reliable but not guaranteed.
Homes For Sale Right Now in Sylvan Park
Live MLS inventory for Sylvan Park. 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 and pending Sylvan Park listings as of 2026-09-28, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2006 through 2025. Tap any home to ask about it.
Every Home for Sale in Sylvan Park Winter Park Right Now (1)
All 1 active and pending Sylvan Park Winter Park listings with a detail page, newest first, refreshed twice a day from the MLS.
- 313 Sylvan Drive · $5,500,000 · 4 bd / 4.5 ba · listed Aug 31, 2026 · listed by Premier Sotheby'S Intl. Realty
Schools
- Orange County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Brookshire Elem · Elementary
- Glenridge Middle · Middle
- Winter Park High · High
Zoned schools reflect the assignments reported on recent Sylvan Park 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 Sylvan Park address.
Shop the zone: Homes zoned for Winter Park High High School
The Sylvan Park buying strategy.
If we were buying in Sylvan Park 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 Sylvan Park.
A market defined by vintage, not volume
The numbers here tell a story of scarcity more than anything else. Two active listings out of 233 total homes is a thin slice, and with zero closings logged in the current window, there is no fresh transaction trail to lean on. Anyone evaluating a home in Sylvan Park right now is largely working from the physical property itself - its year built, its square footage, its condition - rather than a stack of recent comparable sales.
The median year built of 1958 sits inside a full range from 1901 to 2024, which tells you this is not a uniform block of similarly aged homes. Median living area runs 2,392 square feet, a reasonably sized footprint that can show up in a well-maintained mid-century structure or a heavily updated and expanded version of one. The homestead share of 67.8% suggests a market where a majority of owners are treating these as primary residences rather than rentals or flips, which can mean listings surface less frequently and each one carries its own story.
The location and the amenities are priced into every listing in Sylvan Park. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
A market with two active listings and no recent closings data is exactly where a generic online estimate falls apart. We track individual property history, permit and condition context, and off-market conversations in small pockets like this one, so you are not pricing a century-old home against a 2024 build using the same yardstick.
Sylvan Park in 15 seconds.
HOA, CDD & Fees
- 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.
Tools for a Sylvan Park 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 Sylvan Park sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Sylvan Park, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Sylvan Park home worth?
Get a no-obligation home value based on real comparable sales in Sylvan Park, 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 →
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.
25% of homes for sale in ZIP 32789 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 (2026-10-04).
Frequently Asked Questions
How many homes are in Sylvan Park?
What share of Sylvan Park is owner-occupied?
When were the homes in Sylvan Park built?
Who is the best real estate agent for Sylvan Park?
How do I find a top Winter Park real estate agent who knows Sylvan Park?
Can Momentum Realty connect me with an agent for Sylvan Park?
Where is Sylvan Park, and what county is it in?
Should you buy in Sylvan Park?
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: September 28, 2026) |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (4 streets, ZIP 32789)) |
| Under-contract shares | Stellar MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2006 (17 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 →
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See how Sylvan Park fits the bigger picture — live prices, inventory, and Momentum Scores:
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