Winter Park Oasis
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, Winter Park Oasis in Winter Park, FL has 1 home for sale. As of November 2026, the MLS records 8 closed sales in Winter Park Oasis in Winter Park, FL since 2014, the most recent in May 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).

With just one active listing in Winter Park Oasis, there is not enough on-market inventory right now to establish a reliable price pattern from this community alone. Twelve months of supply puts this squarely in buyer-leaning territory, meaning the current listing has more room to negotiate on terms and timeline than a seller would in a tighter market.
For a seller, this is a market where a single well-prepared listing can stand out simply because there is so little competition to be compared against. For a buyer, it means less urgency and more leverage, but also fewer nearby listings to use as a reality check on value.
Figures in this note are as of July 21, 2026. The live market numbers elsewhere on this page update nightly and are newer.
Winter Park Oasis right now
🟢 Buyer-leaning market. 12.0 months of supply and 0% 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 September 20, 2026. Confidence: Low (1 active and pending listings, 0 closed sales in 12 months).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated November 14, 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
Winter Park Oasis is a small-footprint community where inventory moves in and out one unit at a time, so the current single listing effectively is the market snapshot.
Stellar MLS sales records identify 11 homes in Winter Park Oasis that have changed hands since 2005, built between 1964 and 1981 (median 1968), with a median living area of about 1,681 sq ft and a typical 4-bedroom, 2-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 6 qualified sales in Winter Park Oasis across 2024 - 2025 (3 in 2024, 3 in 2025), median $1.26M - 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 Winter Park Oasis is best for.
Best for
- A buyer who has already identified this specific listing and wants secured garage parking as part of the deal
- A buyer comfortable negotiating in a slow-moving, buyer-leaning market with limited comparables
- A buyer who plans to verify HOA amenities and rules directly rather than relying on listing summaries
Probably not for
- A buyer who wants several active listings to compare before deciding
- A buyer who needs fast turnaround in a high-absorption market
- A buyer unwilling to independently confirm amenity and HOA details before making an offer
The market around Winter Park Oasis
Winter Park Oasis 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 Winter Park Oasis specifically. Momentum Research analysis of MLS records.
Homes For Sale Right Now in Winter Park Oasis
Live MLS inventory for Winter Park Oasis. 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 Winter Park Oasis listings as of 2026-11-13, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2014 through 2026. Tap any home to ask about it.
Life at Winter Park Oasis
- Secured Garage/Parking · 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.
Schools
- Orange County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Lakemont Elem · Elementary
- Maitland Middle · Middle
- Winter Park High · High
Zoned schools reflect the assignments reported on recent Winter Park Oasis 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 Winter Park Oasis address.
Shop the zone: Homes zoned for Winter Park High High School
The Winter Park Oasis buying strategy.
If we were buying in Winter Park Oasis 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 Winter Park Oasis.
A One-Listing Market
Twelve months of supply is a slow-absorption signal, and with only one active listing, that ratio is being driven almost entirely by how long this specific unit has been sitting rather than by a broad pattern across many homes. Read it as a caution against assuming there is a deep bench of comparable units to shop against or negotiate off of.
The community's noted amenity is secured garage or parking access, flagged as reported across MLS listings rather than independently confirmed. Anyone evaluating this listing should verify current amenity access and any HOA rules directly, since a single-listing market does not give us a second data point to cross-check against.
The location and the amenities are priced into every listing in Winter Park Oasis. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a community with one active listing and a year of supply on the books, the value of local guidance is less about picking among options and more about knowing what questions to ask before you commit. We verify amenity claims and HOA specifics directly rather than relying on listing-sheet shorthand, and we can walk a buyer through what a thin, buyer-leaning market means for negotiating room.
Winter Park Oasis in 15 seconds.
Tools for a Winter Park Oasis 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 Winter Park Oasis sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Winter Park Oasis, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Winter Park Oasis home worth?
Get a no-obligation home value based on real comparable sales in Winter Park Oasis, 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 | 68 (FL DOR 2025 assessment roll) |
| Years built | 1952–2024 (median 1954.0) |
| Typical living area | 1,660 sq ft (median) |
| Amenities listed by sellers | Fire Alarm, Secured Garage/Parking, Security System |
| For sale right now | 1 active, 0 pending · median asking $1,540,000 · 12.0 months of supply |
| Owner-occupied (homestead) share | 71% |
Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2014 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Winter Park Oasis key facts,” movewithmomentum.com/neighborhoods/winter-park-oasis-winter-park, data as of September 20, 2026.
Housing distress & ownership in Winter Park Oasis, 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 November 2026 through November 2026. Deemed reliable but not guaranteed.
Every Home for Sale in Winter Park Oasis Winter Park Right Now (1)
All 1 active and pending Winter Park Oasis Winter Park listings with a detail page, newest first, refreshed twice a day from the MLS.
- 641 Northwood Circle · $1,425,000 · 3 bd / 4 ba · listed Aug 15, 2026 · listed by Premier Sotheby'S Intl. Realty
More Winter Park home searches
- All homes for sale in Winter Park, FL
- Homes for sale in Orange County, FL
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- 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
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Ask an agent about Winter Park Oasis
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Winter Park Oasis will answer, and the answer is published on this page for the next buyer.
19% 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 (2026-11-14).
Frequently Asked Questions
Is Winter Park Oasis a buyer's or seller's market right now?
How many homes are in Winter Park Oasis?
What share of Winter Park Oasis is owner-occupied?
When were the homes in Winter Park Oasis built?
Who is the best real estate agent for Winter Park Oasis?
How do I find a top Winter Park real estate agent who knows Winter Park Oasis?
Can Momentum Realty connect me with an agent for Winter Park Oasis?
Where is Winter Park Oasis, and what county is it in?
Should you buy in Winter Park Oasis?
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: November 13, 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 2014 (8 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?
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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. A Momentum agent can price yours against live local comps.
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See how Winter Park Oasis fits the bigger picture — live prices, inventory, and Momentum Scores:

