Azalea Lane
Homes for Sale in Winter Park, FL

All 337 homes for sale in Winter Park, FL · median $664,900 · 150 homes for sale in 32789 · Orange County homes for sale

Community in Winter Park · Orange County · ZIP 32789
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Built fromLive Stellar MLS data10 years of closingsUpdated twice daily

As of September 2026, the MLS records 3 closed sales in Azalea Lane in Winter Park, FL since 2016, the most recent in December 2024. 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

Azalea Lane sits inside Winter Park, in Orange County, and the current MLS pull does not surface a defined set of community amenities tied to the listings we track. That is not unusual for a smaller street-level pocket rather than a platted subdivision with an HOA-run clubhouse or pool — it simply means buyers should treat any amenities as a home-by-home question, not a community given.

Without pricing, inventory, or days-on-market data in the current snapshot, we are not going to manufacture a market narrative. What we can say is that Winter Park as a location carries its own draw independent of any one street's amenity package, and the right approach here is to evaluate each available home on its own condition and lot, then let us pull comparable closed sales for you directly.

Nearby homes for sale

No active listings inside Azalea Lane 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.

1134 WASHINGTON AVENUE #13C
$525K · 0.1 mi away
3 bd · 3.5 ba · 2,195 sqft
1134 WASHINGTON AVENUE #13C
Listed by PREMIER SOTHEBY'S INTL. REALTY
700 MELROSE AVENUE #J24
$350K · 0.1 mi away
1 bd · 1 ba · 987 sqft
700 MELROSE AVENUE #J24
Listed by KIMBRIDGE REALTY, LLC
1138 S PENNSYLVANIA AVENUE
$999K · 0.1 mi away
3 bd · 3 ba · 2,434 sqft
1138 S PENNSYLVANIA AVENUE
Listed by COLDWELL BANKER REALTY
1250 S DENNING DR #Unit 233
$245K · 0.2 mi away
2 bd · 2 ba · 913 sqft
1250 S DENNING DR #Unit 233
Listed by STOCKWORTH REALTY GROUP
1250 S DENNING DRIVE #127
$245K · 0.2 mi away
2 bd · 2 ba · 908 sqft
1250 S DENNING DRIVE #127
Listed by PREMIER SOTHEBY'S INTL. REALTY
1250 S DENNING DRIVE #109
$190K · 0.2 mi away
1 bd · 1 ba · 658 sqft
1250 S DENNING DRIVE #109
Listed by FAIRBANKS REALTY

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

The 60-Second Overview

Azalea Lane is a residential address within Winter Park, Orange County, without a distinct amenity package showing up in current MLS listings — treat it as a location play inside Winter Park rather than a packaged community.

Stellar MLS sales records identify 6 homes in Azalea Lane that have changed hands since 2005, built between 1983 and 1983 (median 1983), with a median living area of about 1,776 sq ft and a typical 3-bedroom, 2-bath layout; 67% are condominiums. 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

  • A buyer targeting a Winter Park address who prioritizes the home over shared amenities
  • Someone comfortable doing property-level diligence rather than relying on a community amenity list
  • A buyer who wants us to pull direct comparable sales before setting expectations on price

Probably not for

  • A buyer who requires a confirmed HOA amenity package (pool, clubhouse) as a deciding factor
  • Someone expecting a uniform, newly built subdivision feel
  • A buyer unwilling to evaluate homes individually without a shared community narrative to lean on

The market around Azalea Lane

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

In ZIP 32789, 244 homes are on the market and 25% 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 32789 (Winter Park), 394 homes closed in the last 12 months at a median of $635K ($396/sq ft), up 7.4% year over year, with a median 40 days on market. Right now 88 active and 21 pending listings put supply at about 4.9 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 Azalea Lane specifically. Momentum Research analysis of MLS records.

Azalea Lane by the numbers

From county property records and closed MLS sales for the Azalea Lane subdivision: 7 homes on record; built 1983; typical size about 1,323 heated sq ft; 2 bedrooms is the median. Housing mix: condo 71%, townhome 14%.

YearRecorded salesMedian price
20111$175,000
20151$232,650
20181$280,000
20211$340,000
20231$589,000
20241$658,125

Newest recorded sale: $658,125 on 2024-12-11.

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 Azalea Lane 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 Azalea Lane.

Best Buy
Buyers prioritizing a Winter Park address over a packaged amenity list.
Biggest Risk
No confirmed amenities means you should verify everything home-by-home rather than assume a shared feature set.
Sweet Spot
Buyers who've already toured Winter Park and want a specific home, not a lifestyle package.
Avoid If
You need a documented clubhouse, pool, or HOA-run amenity as part of the purchase decision.

A street, not a subdivision brochure

Some addresses in Central Florida read like planned communities with a name, a gate, and a listed pool. Azalea Lane does not show that profile in the current data — no clubhouse, pool, or recreational amenity is tied to the active listings we're seeing. For a buyer, that means the value case rests on the individual home and its position within Winter Park generally, not on shared community features.

This is worth stating plainly rather than glossing over: if you are shopping for a community with organized amenities, Azalea Lane's current listing set does not confirm that here. If instead you are focused on the home itself — layout, lot, condition, proximity to what Winter Park offers as a city — this can still be a sound target. The distinction matters for how you shop it.

The location and the amenities are priced into every listing in Azalea Lane. 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 street doesn't come with a packaged amenity story, the diligence shifts to the individual property — condition, recent permits, true lot boundaries, and how it stacks against actual closed comparables nearby. That is exactly the kind of groundwork we do before you write an offer, and we won't dress up a listing with claims the data doesn't support.

Azalea Lane in 15 seconds.

Best forBuyers prioritizing a Winter Park address over a packaged amenity list.
Biggest advantageIts location inside Winter Park stands on its own, independent of any community perks.
Biggest riskNo confirmed amenities means you should verify everything home-by-home rather than assume a shared feature set.
Sweet spotBuyers who've already toured Winter Park and want a specific home, not a lifestyle package.
Avoid ifYou need a documented clubhouse, pool, or HOA-run amenity as part of the purchase decision.

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 Azalea Lane sales matched to your home.

What is your Azalea Lane home worth?

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Real comps, not an automated estimate.
A buyer targeting a Winter Park address who prioritizes the home over shared amenitiesExcellent fit
Someone comfortable doing property-level diligence rather than relying on a community amenity listExcellent fit
A buyer who wants us to pull direct comparable sales before setting expectations on priceExcellent fit
A buyer who requires a confirmed HOA amenity package (pool, clubhouse) as a deciding factorProbably not
Someone expecting a uniform, newly built subdivision feelProbably not
A buyer unwilling to evaluate homes individually without a shared community narrative to lean onProbably not

Data sources & freshness

Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-sale records back to 2016 (3 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 Azalea Lane

Where is Azalea Lane?

Azalea Lane is a community in Winter Park, Orange County, Florida, ZIP 32789.

How many homes are in Azalea Lane?

County property records list 7 homes in Azalea Lane, built between 1983 and 1983; the typical home is about 1,323 heated square feet.

What do homes in Azalea Lane sell for?

Azalea Lane has no MLS sales in the last 12 months. The most recent year with recorded sales on file is 2024 (1 sale, median $658,125). For context, ZIP 32789 has 244 homes on the market with 25% under contract.

Are there homes for sale in Azalea Lane right now?

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

Does Azalea Lane have an HOA or CDD?

No HOA is on record for Azalea Lane 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 Azalea Lane with Momentum Realty’s local guides.

QAQuarters At Winter Park Condo0.1 mi awayKPKlusman Place Condo Or 5980 33200.1 mi awayWPWinter Park Gardens Condo0.1 mi away · median $265K, 8 sales/12 moWPWinter Park Gardens Condo0.1 mi awayHCHuntington Court0.2 mi awayMGMead Garden0.2 mi away · median $210K, 4 sales/12 mo

Browse all neighborhood guides →

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