Landmark
Condos for Sale in Winter Park, FL
All 337 homes for sale in Winter Park, FL · median $664,900 · 81 condos for sale in Winter Park · 150 homes for sale in 32789 · Orange County homes for sale
True comps, carrying-cost math, and listings before the portals.
Photo via Stellar MLS
As of September 2026, the MLS records 6 closed sales in Landmark in Winter Park, FL since 2014, the most recent in July 2023. 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).

Landmark Condo doesn't come with a published amenity package in the current MLS data, which tells us something important on its own: whatever a given unit offers, in terms of building features or shared space, needs to be verified listing by listing rather than assumed from the community name. That makes this a building where the details of the specific unit — floor plan, condition, parking arrangement — carry more weight in setting value than any blanket community feature would.
Without a current median price or day-on-market figure to point to, our read is simple: this is a market where you evaluate unit by unit rather than trend by trend. For a buyer, that means asking direct questions about condition and building rules before assuming anything about cost or timeline. For a seller, it means the presentation and documentation of your specific unit is doing more of the work than the address alone.
The 60-Second Overview
Landmark Condo sits within Winter Park in Orange County, offering a condo format in a location known for its walkable center and proximity to Orlando. Current MLS data does not identify a defined set of community amenities, so building specifics are best confirmed unit by unit.
Stellar MLS sales records identify 5 homes in Landmark that have changed hands since 2017, built between 2007 and 2010 (median 2008), with a median living area of about 2,291 sq ft and a typical 3-bedroom, 3-bath layout; 100% 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.
Who Landmark Condo is best for.
Best for
- Buyers who want a specific Winter Park address and are comfortable verifying building details directly before writing an offer
- Buyers prioritizing a lower-maintenance condo structure over a defined amenity package
- Buyers already targeting a particular unit here who need help confirming HOA and condition specifics
Probably not for
- Buyers who need a guaranteed amenity list (pool, fitness center, etc.) confirmed before they'll even tour
- Buyers relying on published price trends or day-on-market averages to time an offer
- Buyers unwilling to review condo association documents before moving forward
The market around Landmark Condo
Landmark Condo 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 Landmark Condo specifically. Momentum Research analysis of MLS records.
Landmark Winter Park Condo Market Scorecard
Landmark Winter Park Condo is currently a thin data market. Limited supply, a median asking price of n/a.
Typical home value in the 32789 ZIP is $809,773, about 61.9% above the Florida norm (Zillow Home Value Index).
Go deeper: ZIP market scorecard · true cost calculator · affordability calculator.
Live data: realMLS, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.
Homes For Sale Right Now in Landmark Condo
Live MLS inventory for Landmark Condo. 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 Landmark Condo listings as of 2026-09-12, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2014 through 2023. Tap any home to ask about it.
Schools
- Orange County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Audubon Park K8 · Elementary
- Audubon Park K-8 · Middle
- Winter Park High · High
Zoned schools reflect the assignments reported on recent Landmark Condo 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 Landmark Condo address.
Shop the zone: Homes zoned for Winter Park High High School
The Landmark Condo buying strategy.
If we were buying in Landmark Condo 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 Landmark Condo.
What we actually know here
When a community's amenity set isn't itemized in current listings, it usually means one of two things: the building predates the kind of amenity marketing common in newer developments, or the shared features exist but aren't being highlighted in the active inventory we're seeing. Either way, the responsible move is to treat any claim about pools, fitness space, or common areas as something to confirm directly with the building's association documents rather than assume from the name or reputation of the area.
Winter Park itself is a well-established location in Orange County, and a condo here can appeal for reasons that have nothing to do with amenities — proximity to the area's core, a lower-maintenance ownership structure, or simply a specific unit that fits a buyer's layout needs. The building's value proposition, in other words, is best understood unit by unit rather than through a generic community pitch.
The location and the amenities are priced into every listing in Landmark Condo. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a building where the MLS feed doesn't spell out amenities or give us a current pricing baseline, the value of a broker who will actually pull the condo docs, confirm HOA specifics, and walk the unit with you in person goes up, not down. We don't fill gaps with guesses — we tell you what we can verify and go get the rest before you make an offer.
Landmark Condo 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 Landmark Condo 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 Landmark Condo sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Landmark Condo, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Landmark Condo home worth?
Get a no-obligation home value based on real comparable sales in Landmark Condo, 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 →
Should you buy in Landmark Condo?
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 12, 2026) |
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| Historical depth | Closed-sale records back to 2014 (6 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 →
What’s your home worth in your area?
A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.
See how Landmark Condo fits the bigger picture — live prices, inventory, and Momentum Scores:
Common questions about Landmark
Where is Landmark?
Landmark is a community in Winter Park, Orange County, Florida, ZIP 32789.
Are there homes for sale in Landmark right now?
Yes — 0 active and 1 pending listings as of the last feed refresh (twice daily). They are listed on this page.
Does Landmark have an HOA or CDD?
No HOA is on record for Landmark 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 Landmark with Momentum Realty’s local guides.

