Winter Park Residential
Homes 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.
As of September 2026, Winter Park Residential in Winter Park, FL has 1 home for sale. Over the 12 months ending 2026-09-12, 3 recorded sales closed at a median of $1,129,000, $432 per square foot, a median 4 days on market, sellers accepting 97% of original asking (+3% versus the prior year). Homes listed or recently sold were built 2008 - 2009; 4 of 5 report an HOA (median $731/mo); none of the 5 geocoded homes sit in a FEMA special flood hazard zone (median elevation 94 ft). At the median price and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $18,820 ($18,150 with the full homestead exemption).
With a single active listing against a median closing price of $1,104,000, this is less a 'market' in the usual sense and more a narrow window that opens rarely. The building's profile - secured garage, key card and gate access, elevators, on-site restaurant - points to a condominium or high-service residence rather than a typical single-family tract, and that access/service layer is a real driver of price per square foot here, currently near $419.53.
A median days-on-market of just over three days, against roughly three months of supply, tells you that when something does list, it moves fast. That combination - balanced months-of-supply on paper but almost no active inventory - means sellers hold real leverage on timing, while buyers need to be pre-qualified and decisive before they ever see a showing.
Winter Park Residential right now
🟡 Balanced market. 3.0 months of supply and 0% of the inventory already under contract put buyers and sellers on roughly even footing.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 12, 2026. Confidence: Low (1 active and pending listings, 3 closed sales in 12 months).
🟡 Still climbing. The trailing-12-month median ($1.13M) is up 2.7% from the prior 12 months ($1.10M). With about 2 sales a year, a single closing can swing this number, so read the level and the decade, not one year's move.Momentum Research, record-level Stellar MLS closed sales, 12-month windows ending September 12. Confidence: Low (3 and 3 sales in the two windows).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated September 15, 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 Residential market snapshot (as of September 12, 2026): the median sale price is about $1.13M ($432 per sq ft over the trailing 12 months of closed sales), a median 4 days on market for closed sales, and 3.0 months of supply, a balanced market. The trailing-12-month median is up 3% from the prior 12 months, computed from record-level Stellar MLS closed sales (3 closings in the current window).
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.
Stellar MLS sales records identify 16 homes in Winter Park Residential that have changed hands since 2019, built between 2008 and 2009 (median 2008), with a median living area of about 2,756 sq ft and a typical 3-bedroom, 3.5-bath layout; 94% 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.
This is a tightly held, amenity-secured residential community in Winter Park where inventory is thin enough that a single listing can define the current market for weeks at a time.
The setting & the homes.
Aerial and on-site photos of Winter Park Residential. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
Winter Park Residential
Winter Park Residential
Winter Park Residential
Winter Park Residential
Winter Park ResidentialPhotos from Stellar MLS listings in Winter Park Residential; content deemed reliable but not guaranteed.
Who Winter Park Residential is best for.
Best for
- A buyer with financing in place who can move on a listing within days of it appearing
- Someone prioritizing secured building access, elevators, and on-site services over a larger private lot
- A seller who wants pricing leverage in a market with almost no competing active inventory
Probably not for
- A buyer who wants to browse several active listings before narrowing a choice
- Anyone working with a budget well under the community's roughly $1.1M median closing price
- A buyer who prefers standalone-home ownership without shared building amenities or HOA oversight
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending September 12 of each year, from record-level Stellar MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($1.13M) IS the median in the snapshot above, and the move from 2025 ($1.10M) IS the +2.7% one-year change.
Windows contain 0 to 7 sales each (3 in the current window); every figure carries its sample size, and thin markets swing on single closings. Based on Stellar MLS data distributed by MLS GRID for the period 2019 through 2026. Deemed reliable but not guaranteed.
WINTER PARK RESIDENTIAL Market Scorecard
WINTER PARK RESIDENTIAL is currently a seller's market. About 3.0 months of supply, a median asking price of $1,775,000, and homes go under contract in about 88 days.
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 · county scorecard · true cost calculator · affordability calculator.
Live data: Stellar MLS, distributed by MLS GRID, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.
Housing distress & ownership in Winter Park Residential, 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 September 2026 through September 2026. Deemed reliable but not guaranteed.
Homes For Sale Right Now in Winter Park Residential
Live MLS inventory for Winter Park Residential. 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 Residential listings as of 2026-09-14, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2019 through 2026. Tap any home to ask about it.
Winter Park Residential on the map.
Every active, pending, and recently sold home, plotted. Toggle the layers and tap a home for the details.
Listing locations from Stellar MLS. Map data © OpenStreetMap, tiles © CARTO.
Life at Winter Park Residential
- Lobby Key Required · reported on 3 of 5 listings
- Secured Garage/Parking · reported on 3 of 5 listings
- Elevators · reported on 2 of 5 listings
- Maintenance · reported on 2 of 5 listings
- Key Card Entry · reported on 2 of 5 listings
- Security Gate · reported on 2 of 5 listings
- Elevator(s) · reported on 2 of 5 listings
- Community Mailbox · reported on 1 of 5 listings
- Gated Community - No Guard · reported on 1 of 5 listings
- Security · reported on 1 of 5 listings
- Restaurant · reported on 1 of 5 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
- Audubon Park K8 · Elementary
- Audubon Park K-8 · Middle
- Winter Park High · High
Zoned schools reflect the assignments reported on recent Winter Park Residential 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 Residential address.
Shop the zone: Homes zoned for Winter Park High High School
The Winter Park Residential buying strategy.
If we were buying in Winter Park Residential 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 Winter Park Residential.
A market defined by scarcity, not volume
The numbers here should be read with the sample size in mind: one active listing and a four-closing window behind the current median. That is not enough transactions to draw firm conclusions about a 'typical' unit, but it is enough to confirm the pattern - homes that do close here move at a median price north of a million dollars, at a price per square foot near $420, and they do not sit. A median of roughly three and a half days on market is close to an as-listed, pending-same-week pace.
The building amenities on file - key card entry, a manned or gated security layer, secured garage parking, elevators, on-site maintenance, and a restaurant - describe a full-service residence rather than a standard subdivision. Those features carry ongoing HOA and service costs that belong in any offer analysis, and they are worth confirming directly with the association since access and amenity details can change between MLS updates.
The location and the amenities are priced into every listing in Winter Park Residential. The deal is won or lost on condition, the comps, and the renovation math.
Momentum Buy Score.
Our proprietary 0 to 10 read across the factors that decide how a home in Winter Park Residential buys, holds, and resells. Momentum Research; not an appraisal.
Momentum Intelligence Scores are our proprietary, qualitative assessment on a 0 to 10 scale, built from the record-level market data on this page. They are a framework for comparing communities, not a guarantee of future value and not advice on a specific home; unlike an automated value estimate they do not price your home, they grade the community on evidence you can inspect. Composite is the plain average of the 3 factors (7.2). Basis: Recent Direction +2.7% year-over-year; Liquidity & Demand 3.0 months of supply; Pricing Power 96.8% sale-to-list. Refreshed with each data update.
Why work with Momentum here
In a community running on a single active listing, the deal is often made before it hits general search - through standing buyer relationships, off-market conversations, and same-week response when something does surface. We track this address specifically so a serious buyer or seller does not lose a three-day window to a slow start.
Winter Park Residential in 15 seconds.
HOA, CDD & Fees
- HOA dues reported around $731/month (about $8,772/yr) · median of 12 MLS listings, most billed monthly
- Any club/amenity membership is billed separately
Listings in this community report association dues of about $731 per month ($8,772 a year) - the median AssociationFee across 12 MLS records, normalised to a monthly figure; most are billed monthly. Dues change with budgets and can differ by section or product type; confirm the current figure with the association before you offer. Source: MLS listing records, 2026-09.
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 Winter Park Residential 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 Residential 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 Residential, 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 Residential home worth?
Get a no-obligation home value based on real comparable sales in Winter Park Residential, 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 →
Frequently Asked Questions
What is the median home price in Winter Park Residential?
How long do homes in Winter Park Residential take to sell?
Is Winter Park Residential a buyer's or seller's market right now?
Who is the best real estate agent for Winter Park Residential?
How do I find a top Winter Park real estate agent who knows Winter Park Residential?
Can Momentum Realty connect me with an agent for Winter Park Residential?
Should you buy in Winter Park Residential?
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 14, 2026) |
| Community market stats | Stellar MLS closed sales, 12-month windows ending September 12, 2026 |
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| Historical depth | Closed-sale records back to 2019 (15 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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See how Winter Park Residential fits the bigger picture — live prices, inventory, and Momentum Scores:
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