Orlando Park
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 data16 years of closingsUpdated twice daily

As of September 2026, the MLS records 3 closed sales in Orlando Park Rep in Winter Park, FL since 2010, the most recent in March 2026. 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

The current MLS snapshot for Orlando Park Rep in Winter Park does not carry a median price or an active-listing count, which tells you something on its own: there is no meaningful pool of priced inventory right now to read a trend from. That is not the same as saying nothing is happening here, it means the data set is too thin this cycle to anchor pricing conversations to a number.

For a buyer or seller, that shifts the work. You cannot lean on a median or a days-on-market figure to negotiate or list here today. Instead, pricing has to be built from direct comparison to what is actually on the ground in Winter Park and Orange County right now, unit by unit, rather than from a community-level statistic.

Nearby homes for sale

No active listings inside Orlando Park Rep 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.

1421 CHAPMAN CIRCLE
$1.38M · 0.1 mi away
4 bd · 3.5 ba · 3,578 sqft
1421 CHAPMAN CIRCLE
Listed by KELLY PRICE & COMPANY LLC
2843 UPPER PARK ROAD
$650K · 0.2 mi away
3 bd · 2.5 ba · 1,818 sqft
2843 UPPER PARK ROAD
Listed by BHHS FLORIDA REALTY
2734 MEETING PLACE
$2M · 0.2 mi away
4 bd · 5.5 ba · 4,929 sqft
2734 MEETING PLACE
Listed by COLDWELL BANKER REALTY
1841 LAKE SPIER DRIVE
$1.50M · 0.2 mi away
3 bd · 4 ba · 2,467 sqft
1841 LAKE SPIER DRIVE
Listed by FANNIE HILLMAN & ASSOCIATES
2656 MEETING PLACE
$2.40M · 0.2 mi away
5 bd · 5 ba · 3,982 sqft
2656 MEETING PLACE
Listed by CORCORAN PREMIER REALTY
1881 LAKE SPIER DRIVE
$1.35M · 0.2 mi away
3 bd · 2 ba · 1,750 sqft
1881 LAKE SPIER DRIVE
Listed by NOVA REAL ESTATE SERVICES INC

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

The 60-Second Overview

Orlando Park Rep sits inside Winter Park, in Orange County, but the current MLS feed shows no community amenities identified and no priced listings to summarize, so this is a location worth evaluating property-by-property rather than by community-level stats.

Stellar MLS sales records identify 5 homes in Orlando Park that have changed hands since 2010, built between 1956 and 1983 (median 1983), with a median living area of about 1,838 sq ft and a typical 3-bedroom, 2-bath layout; 80% are townhomes. 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 is comfortable pricing off direct comparables rather than a published median
  • A buyer who has already found a specific listing here and wants it vetted on its own merits
  • A buyer who does not require confirmed community amenities and is open to verifying that in person

Probably not for

  • A buyer who wants a confirmed price range or median before engaging
  • A buyer who is choosing a community specifically for a documented amenity package
  • A buyer who needs a large, active comparable set to feel confident in an offer

The market around Orlando Park

Orlando Park 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 Orlando Park specifically. Momentum Research analysis of MLS records.

Orlando Park Rep by the numbers

From county property records and closed MLS sales for the Orlando Park Rep subdivision: 5 homes on record; built 1956–1983; typical size about 1,838 heated sq ft; 3 bedrooms is the median. Housing mix: townhome 80%, single-family 20%.

YearRecorded salesMedian price
20101$395,000
20111$260,000
20181$359,900
20191$305,000
20261$790,000

Newest recorded sale: $790,000 on 2026-03-25.

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 Orlando Park 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 Orlando Park.

Best Buy
Buyers or sellers focused on a Winter Park address who are prepared to work from direct comparables rather than a community-level median.
Biggest Risk
The current MLS snapshot has no priced inventory to confirm trend, pace, or value here.
Sweet Spot
Buyers who have already identified a specific unit here and need it evaluated on its own terms.
Avoid If
You need a community-level median or comparable set to shape your offer before you look at individual listings.

When the data set is thin

No community amenities are identified from current MLS listings for Orlando Park Rep. That can mean the amenities simply were not entered by the listing agent, or that this is a smaller or less amenity-driven property type within Winter Park. Either way, it is not something to assume one way or the other from the feed alone.

The same goes for price. Without a median or range in the current snapshot, there is nothing to characterize about the spread, the pace, or the condition-driven variation you would normally discuss for a community. Any read on value here has to come from pulling live comparables directly, not from a community summary.

The location and the amenities are priced into every listing in Orlando Park. 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 light, the value of a broker shifts from interpreting stats to going and finding the facts directly, pulling current listings, checking amenity details unit by unit, and confirming pricing against real comparables in Winter Park rather than a community average that does not exist yet.

Orlando Park in 15 seconds.

Best forBuyers or sellers focused on a Winter Park address who are prepared to work from direct comparables rather than a community-level median.
Biggest advantageLocation inside Winter Park, Orange County, without a published price benchmark pulling expectations in either direction.
Biggest riskThe current MLS snapshot has no priced inventory to confirm trend, pace, or value here.
Sweet spotBuyers who have already identified a specific unit here and need it evaluated on its own terms.
Avoid ifYou need a community-level median or comparable set to shape your offer before you look at individual listings.

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 Orlando Park sales matched to your home.

What is your Orlando Park home worth?

Get a no-obligation home value based on real comparable sales in Orlando 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 →

Real comps, not an automated estimate.
A buyer targeting a Winter Park address who is comfortable pricing off direct comparables rather than a published medianExcellent fit
A buyer who has already found a specific listing here and wants it vetted on its own meritsExcellent fit
A buyer who does not require confirmed community amenities and is open to verifying that in personExcellent fit
A buyer who wants a confirmed price range or median before engagingProbably not
A buyer who is choosing a community specifically for a documented amenity packageProbably not
A buyer who needs a large, active comparable set to feel confident in an offerProbably not

Data sources & freshness

Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-sale records back to 2010 (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 Orlando Park

Where is Orlando Park?

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

How many homes are in Orlando Park?

County property records list 5 homes in Orlando Park, built between 1956 and 1983; the typical home is about 1,838 heated square feet.

What do homes in Orlando Park sell for?

Orlando Park has no MLS sales in the last 12 months. The most recent year with recorded sales on file is 2026 (1 sale, median $790,000). For context, ZIP 32789 has 244 homes on the market with 25% under contract.

Are there homes for sale in Orlando Park right now?

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

Does Orlando Park have an HOA or CDD?

No HOA is on record for Orlando Park 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 Orlando Park with Momentum Realty’s local guides.

Windsong Elizabeths Walk 43 810.1 mi away · median $1.85M, 3 sales/12 moWWaterbridge0.2 mi away · 38 homes, built 1979–86, 1 for saleSouth Lakemont Shores0.2 mi away · 2 for saleWindsong Knowles Place0.3 mi awayLSLake Spier Crossing0.3 mi away

Browse all neighborhood guides →

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