Allison Oakes
Homes for Sale in Winter Park, FL

All 337 homes for sale in Winter Park, FL · median $664,900 · 70 homes for sale in 32792 · Orange County homes for sale

Community in Winter Park · Orange County · ZIP 32792
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Built fromLive Stellar MLS data14 years of closingsUpdated twice daily

As of September 2026, the MLS records 7 closed sales in Allison Oakes in Winter Park, FL since 2012, the most recent in May 2025. Across Winter Park as a whole, 494 homes closed in the last 12 months at a median of $459,450, 34 median days on market, with 124 homes for sale today. At that median and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $7,660 ($6,990 with the full homestead exemption).

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

Allison Oakes sits inside Winter Park, in Orange County, and right now the current MLS snapshot doesn't surface a defined amenity package for the community. That's not unusual for smaller or established Winter Park pockets where the draw is the surrounding city rather than a private clubhouse or gated feature list — but it means buyers should verify any HOA structure, common areas, or deed restrictions directly rather than assuming a standard package.

With no pricing or activity figures populated in this snapshot, the honest read is that we don't yet have enough listing volume or recent closed data here to characterize pace or price posture with confidence. That's a signal in itself: this is a community where a buyer or seller needs a live pull of current listings and recent solds before setting expectations, not a market with an established, quotable trend line.

Nearby homes for sale

No active listings inside Allison Oakes 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.

2901 GLYN STREET
$379K · 0.2 mi away
3 bd · 2 ba · 1,546 sqft
2901 GLYN STREET
Listed by CREEGAN GROUP
8118 ESPERANZA STREET
$280K · 0.2 mi away
3 bd · 1.5 ba · 1,619 sqft
8118 ESPERANZA STREET
Listed by YETI REAL ESTATE LLC
8310 ROLLING LOG DRIVE
$336K · 0.3 mi away
3 bd · 2 ba · 1,170 sqft
8310 ROLLING LOG DRIVE
Listed by OPENDOOR BROKERAGE LLC
3341 LAKE JEAN DRIVE
$579K · 0.3 mi away
4 bd · 3.5 ba · 2,820 sqft
3341 LAKE JEAN DRIVE
Listed by ENGINE REALTY INC
7530 CRANES CREEK COURT
$310K · 0.4 mi away
3 bd · 2.5 ba · 1,545 sqft
7530 CRANES CREEK COURT
Listed by ROO REALTY LLC
7506 CRANES CREEK COURT #30
$365K · 0.4 mi away
3 bd · 2.5 ba · 1,861 sqft
7506 CRANES CREEK COURT #30
Listed by TRANSCONTINENTAL REALTY GROUP,

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

The 60-Second Overview

Allison Oakes is a Winter Park community in Orange County; current MLS listings don't identify a distinct amenity set, so the appeal here likely rests on location and lot rather than a packaged feature list.

Stellar MLS sales records identify 10 homes in Allison Oakes that have changed hands since 2010, built between 1989 and 1994 (median 1989), with a median living area of about 1,100 sq ft and a typical 2-bedroom, 2-bath layout; 70% 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 prioritizing a Winter Park location over a specific amenity package
  • Buyers willing to verify HOA structure and current listings directly before making assumptions
  • Buyers comfortable working with limited published market data and relying on a current, targeted pull

Probably not for

  • Buyers who want a confirmed clubhouse, pool, or gated feature list before touring
  • Buyers who need an established price trend or days-on-market pattern to plan an offer strategy
  • Buyers unwilling to request a fresh listing and HOA pull beyond a general snapshot

The market around Allison Oakes

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

In ZIP 32792, 137 homes are on the market and 21% are under contract — a steady corner of Winter Park.

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

In ZIP 32792 (Winter Park), 612 homes closed in the last 12 months at a median of $408K ($259/sq ft), down 2.0% year over year, with a median 28 days on market. Right now 48 active and 14 pending listings put supply at about 3.3 months — a balanced market. See the live ZIP 32792 housing market and the Orange County market.

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

Allison Oakes by the numbers

From county property records and closed MLS sales for the Allison Oakes subdivision: 10 homes on record; built 1989–1994; typical size about 1,075 heated sq ft; 2 bedrooms is the median. Housing mix: single-family 70%, townhome 10%.

YearRecorded salesMedian price
20141$65,000
20191$148,000
20201$195,000
20221$280,000
20231$205,000
20251$230,000

Newest recorded sale: $230,000 on 2025-05-20.

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 Allison Oakes 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 Allison Oakes.

Best Buy
Buyers focused on the Winter Park location itself rather than a packaged amenity list.
Biggest Risk
Limited current data means price and pace here need direct verification before you set expectations.
Sweet Spot
Buyers comfortable doing a live listing pull before committing to a price range or timeline.
Avoid If
You want a community with a confirmed amenity package or established pricing trend already visible.

What the current data actually shows

The most useful fact in this snapshot is what's absent: no community amenities are identified from current MLS listings, and no price or pace metrics are populated. That doesn't mean the community lacks structure or character — it means the feed we're pulling from doesn't have enough active or recent listing data tagged to Allison Oakes to generate those figures reliably.

For a buyer or seller, that puts the emphasis on direct verification. Pull current active listings, recent closings, and any HOA documents before forming a view on price expectations or what a typical home here looks like. Winter Park as a city carries its own established profile, but Allison Oakes specifically needs a fresh, targeted data pull rather than a generalized city-level assumption.

The location and the amenities are priced into every listing in Allison Oakes. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

When a community's MLS footprint is this thin, the value we add is knowing how to dig past the snapshot — pulling current actives, recent solds, and any HOA or association records that don't show up in a standard feed, so you're negotiating from real information rather than a generic Winter Park assumption.

Allison Oakes in 15 seconds.

Best forBuyers focused on the Winter Park location itself rather than a packaged amenity list.
Biggest advantageThe location inside Winter Park and Orange County, independent of any community-level feature set.
Biggest riskLimited current data means price and pace here need direct verification before you set expectations.
Sweet spotBuyers comfortable doing a live listing pull before committing to a price range or timeline.
Avoid ifYou want a community with a confirmed amenity package or established pricing trend already visible.

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 Allison Oakes sales matched to your home.

What is your Allison Oakes home worth?

Get a no-obligation home value based on real comparable sales in Allison Oakes, 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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Real comps, not an automated estimate.
Buyers prioritizing a Winter Park location over a specific amenity packageExcellent fit
Buyers willing to verify HOA structure and current listings directly before making assumptionsExcellent fit
Buyers comfortable working with limited published market data and relying on a current, targeted pullExcellent fit
Buyers who want a confirmed clubhouse, pool, or gated feature list before touringProbably not
Buyers who need an established price trend or days-on-market pattern to plan an offer strategyProbably not
Buyers unwilling to request a fresh listing and HOA pull beyond a general snapshotProbably not

Data sources & freshness

Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-sale records back to 2012 (7 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.

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Common questions about Allison Oakes

Where is Allison Oakes?

Allison Oakes is a community in Winter Park, Orange County, Florida, ZIP 32792.

How many homes are in Allison Oakes?

County property records list 10 homes in Allison Oakes, built between 1989 and 1994; the typical home is about 1,075 heated square feet.

What do homes in Allison Oakes sell for?

Allison Oakes has no MLS sales in the last 12 months. The most recent year with recorded sales on file is 2025 (1 sale, median $230,000). For context, ZIP 32792 has 137 homes on the market with 21% under contract.

Are there homes for sale in Allison Oakes right now?

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

Does Allison Oakes have an HOA or CDD?

No HOA is on record for Allison Oakes 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 Allison Oakes with Momentum Realty’s local guides.

CTCoronado Townhomes0.0 mi awayMCMeadows Chickasaw0.1 mi awayGPGary Park0.2 mi awaySun Haven0.2 mi away · median $285K, 5 sales/12 moSun Haven Orlando0.3 mi away · 1 for saleEnclave At Lake Jean Orlando0.3 mi away · 1 for saleEvergreen Terrace Orlando0.3 mi away · 39 homes, built 1964–76, 1 for saleBEBelmont Estates0.4 mi away

Browse all neighborhood guides →

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