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Homes for Sale in Winter Park, FL

By , Co-Founder, Momentum Realty · Updated October 4, 2026

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356 homes are for sale in Winter Park, FL as of 2026-10-04, with 20 more under contract. The median list price is $697,000 ($398/sq ft), most homes list between $180K to $2.80M, and the median listing has been on the market 39 days. That is 242 houses, 91 condos and 23 townhouses. 84 homes came on the market this week and 494 sold in the last 12 months at a median of $449,000.

Winter Park, FL key facts
LocationOrange County, FL
ZIP codes with their own page2
For sale right now356 active, 20 under contract
Asking prices$697,000 median · $398 per sq ft · most homes $180K–$2.80M
Median days on market (active listings)39
Property types for sale242 houses, 91 condos, 23 townhouses
New listings this week84
Homes sold, last 12 months494 at a median of $449,000

Listing counts and prices as of 2026-10-04; MLS data, refreshed nightly; sold figures are trailing 12 months of closed sales. Market figures describe homes, not residents. Cite as: Momentum Realty, “Winter Park, FL key facts,” movewithmomentum.com/homes-for-sale/winter-park-fl/, data as of 2026-10-04.

356
Homes for sale
$697,000
Median list price
$180K to $2.80M
Typical range
39
Median days on market
84
New this week
20
Under contract
$4,832
Est. monthly cost at median
8.6
Months of supply

Newest homes for sale in Winter Park

The most recently listed homes in Winter Park, newest first, with photos. Each card opens the full listing with every photo, the community’s sales history and a tour request. Homes marked New listed in the last seven days.

901 GOLFVIEW TERRACE, home for sale in Winter Park
$7.00M New
5 bd · 5.5 ba · 5,479 sq ft · built 2023
901 GOLFVIEW TERRACE, 32789
Winter Park
Listing courtesy of PREMIER SOTHEBY'S INTL. REALTY
1530 ALABAMA DRIVE, home for sale in Winter Park
$5.90M New
5 bd · 3.5 ba · 3,680 sq ft · built 1980
1530 ALABAMA DRIVE, 32789
Winter Park
Listing courtesy of CHARLES RUTENBERG REALTY ORLANDO
702 VIA BELLA, home for sale in Winter Park
$4.40M New
4 bd · 5.5 ba · 3,720 sq ft · built 2025
702 VIA BELLA, 32789
Palmer Ave Lakeside Prop
Listing courtesy of PREMIER SOTHEBY'S INTL. REALTY
160 W ROCKWOOD WAY, home for sale in Winter Park
$3.40M New
5 bd · 5.5 ba · 4,015 sq ft · built 2017
160 W ROCKWOOD WAY, 32789
Forest Hills
Listing courtesy of PREMIER SOTHEBY'S INTL. REALTY
2812 MULFORD AVENUE, home for sale in Winter Park
$2.50M New
5 bd · 5.5 ba · 3,656 sq ft · built 2026
2812 MULFORD AVENUE, 32789
Winter Park
Listing courtesy of CORCORAN PREMIER REALTY
1200 WOODMERE DRIVE, home for sale in Winter Park
$1.65M New
3 bd · 3 ba · 2,857 sq ft · built 1958
1200 WOODMERE DRIVE, 32789
Winter Park
Listing courtesy of PREMIER SOTHEBY'S INTL. REALTY
1540 MILLER AVENUE, home for sale in Winter Park
$1.40M New
4 bd · 3.5 ba · 2,984 sq ft · built 2026
1540 MILLER AVENUE, 32789
Winter Park
Listing courtesy of RE/MAX EXCLUSIVE COLLECTION
100 S INTERLACHEN AVENUE #101, home for sale in Winter Park
$1.30M New
3 bd · 2 ba · 1,734 sq ft · built 1971
100 S INTERLACHEN AVENUE #101, 32789
Winter Park
Listing courtesy of PREMIER SOTHEBY'S INTL. REALTY
393 HOLT AVENUE, home for sale in Winter Park
$1.05M New
3 bd · 2 ba · 1,469 sq ft · built 1941
393 HOLT AVENUE, 32789
Winter Park
Listing courtesy of PREMIER SOTHEBY'S INTL. REALTY
1409 ASTER COURT, home for sale in Winter Park
$589,900 New
4 bd · 2 ba · 2,050 sq ft · built 1983
1409 ASTER COURT, 32792
Winter Park
Listing courtesy of RE/MAX SELECT GROUP
1071 ARAGON AVENUE, home for sale in Winter Park
$575,000 New
2 bd · 2.5 ba · 1,851 sq ft · built 2008
1071 ARAGON AVENUE, 32789
Seville Park
Listing courtesy of FANNIE HILLMAN & ASSOCIATES
3209 HEARTWOOD AVENUE, home for sale in Winter Park
$449,900 New
4 bd · 2 ba · 1,627 sq ft · built 1981
3209 HEARTWOOD AVENUE, 32792
Bel Aire Pines
Listing courtesy of LEDGE REAL ESTATE SOLUTIONS LLC
2370 BARBADOS DRIVE, home for sale in Winter Park
$305,000 New
3 bd · 2 ba · 1,467 sq ft · built 1979
2370 BARBADOS DRIVE, 32792
Winter Park
Listing courtesy of COLDWELL BANKER REALTY
825 PALMER AVENUE, home for sale in Winter Park
$5.20M New
5 bd · 6 ba · 5,122 sq ft · built 2027
825 PALMER AVENUE, 32789
J Kronenberger Sub
Listing courtesy of CORCORAN PREMIER REALTY
540 N PENNSYLVANIA AVENUE, home for sale in Winter Park
$3.95M New
4 bd · 2 ba · 1,652 sq ft · built 1938
540 N PENNSYLVANIA AVENUE, 32789
Winter Park Villas
Listing courtesy of COLDWELL BANKER REALTY
1742 TEMPLE DRIVE, home for sale in Winter Park
$3.70M New
4 bd · 5 ba · 3,658 sq ft · built 2003
1742 TEMPLE DRIVE, 32789
Lake Knowles Terrace Add 02
Listing courtesy of ROI AVE LLC
200 S INTERLACHEN AVENUE #350, home for sale in Winter Park
$2.35M New
3 bd · 3.5 ba · 3,110 sq ft · built 2001
200 S INTERLACHEN AVENUE #350, 32789
Winter Park
Listing courtesy of KELLY PRICE & COMPANY LLC
918 ENCLAVE PLACE, home for sale in Winter Park
$2.12M New
5 bd · 4.5 ba · 3,713 sq ft · built 2026
918 ENCLAVE PLACE, 32792
The Enclave Winter Park
Listing courtesy of CORCORAN PREMIER REALTY
2007 EDWIN BOULEVARD, home for sale in Winter Park
$2.00M New
4 bd · 3.5 ba · 3,314 sq ft · built 2027
2007 EDWIN BOULEVARD, 32792
Eastgate Sub Winter Park
Listing courtesy of DREAM FINDERS REALTY GROUP CORP
513 DUNRAVEN DRIVE, home for sale in Winter Park
$1.95M New
5 bd · 4.5 ba · 3,560 sq ft · built 2026
513 DUNRAVEN DRIVE, 32792
Kenilworth Shores
Listing courtesy of PREMIER SOTHEBY'S INTL. REALTY
2614 PARKLAND DRIVE, home for sale in Winter Park
$1.89M New
4 bd · 3.5 ba · 3,307 sq ft · built 2007
2614 PARKLAND DRIVE, 32789
Parklando 03 Winter Park
Listing courtesy of JW GASTON LLC
2308 MULBRY DRIVE, home for sale in Winter Park
$1.70M New
4 bd · 3.5 ba · 2,530 sq ft · built 2026
2308 MULBRY DRIVE, 32789
Lake Forest Park
Listing courtesy of COMPASS FLORIDA LLC
250 KILLARNEY, home for sale in Winter Park
$1.60M New
4 bd · 3.5 ba · 2,568 sq ft · built 1997
250 KILLARNEY, 32789
Killarney Estates
Listing courtesy of FLORIDA PROPERTY SPECIALIST
1320 ORCHID AVENUE, home for sale in Winter Park
$1.35M New
4 bd · 4 ba · 2,998 sq ft · built 2023
1320 ORCHID AVENUE, 32789
Elizabeth Heights Sub
Listing courtesy of EXP REALTY LLC

Winter Park homes for sale by price

Every active listing in Winter Park grouped by price, with the newest listings in each band. The median is $697,000; the busiest band is $1M and up.

Under $200K: 44 homes

$200K – $300K: 31 homes

$300K – $400K: 27 homes

$400K – $500K: 32 homes

$500K – $750K: 51 homes

$750K – $1M: 39 homes

$1M and up: 132 homes

Every home for sale in Winter Park right now (356)

All 356 active Winter Park listings with a detail page, newest first, refreshed twice a day from the MLS.

Showing the newest 150 of 356; the price bands above and the map cover the rest.

Homes for sale in Winter Park by ZIP code

Where the inventory is: active listings and the median asking price by ZIP. ZIPs link to their housing scorecard.

ZIPHomes for saleMedian list price
32789212$1.17M
32792144$429,950

Winter Park communities with the most homes for sale

The Winter Park neighborhoods and subdivisions with active listings, the median asking price in each, and what homes there actually sold for over the last 12 months. Community names open the community guide with live inventory, sales history, HOA and schools.

CommunityFor saleMedian listMedian sold (12 mo)Days on market
Winter Park Pines9$669,900——
Kenilworth Shores8$1.61M——
The Enclave Winter Park8$2.20M——
Winter Park Villas6$1.22M——
Golfside Villas Condo5$138,000——
Killarney Estates5$1.25M——
Lakeside Manor Apts Condo5$184,400——
Stratford A Winter Park Condo5$182,900——
Winter Park Village5$1.58M——
Charmont5$2.09M——
Colonies5$150,000——
Lake Knowles Terrace Add 024$1.99M——
Lazy Oaks Condo4$275,000——
Winter Park Estates4$477,450——
J Kronenberger Sub3$5.20M——
Lake Killarney Condo3$285,000——
Lakeview Terrace3$725,000——
Maitland Shores First Add3$5.60M——
Mead Garden3$245,000——
Orwin Manor Westminster3$479,900——
Park West Condo3$710,000——
Parkview Village3$150,000——
Phillips Circle Rep3$925,000——
Seville Park3$575,000——
South Lakemont Shores3$1.50M——
Sylvan Heights3$1.75M——
Virginia Heights3$925,000——
Forest Hills3$3.40M——
Karolina On Killarney2$1.08M——
Lake Bell Terrace2$604,500——

What is for sale in Winter Park: property types

Another 3 listings in Winter Park are land, commercial or other non-residential property and are not counted above.

Browse by type: Condos for sale in Winter Park (91) · Townhomes for sale in Winter Park (23).

The Winter Park real estate market right now

Over the last 12 months 494 homes sold in Winter Park at a median of $449,000 (+1.6% year over year), $270 per square foot. Sellers received 96% of list price and homes took a median 33 days to go under contract. With 356 homes for sale against that sales pace, months of supply is 8.6, a buyer’s market by the six-month rule. Cash buyers accounted for 31% of sales. New construction was 3% of sales.

Winter Park supply by price band

Price bandActiveSold, 12 moMonths of supplyDOM
Under $300K381313.568
$300K–$500K15862.123
$500K–$750K21972.625
$750K+541803.646

Winter Park home prices by year

Median sold price, closed sales, days on market and sale-to-list ratio by year, from Momentum’s MLS record.

YearMedian sold priceHomes soldDays on marketSale-to-list
2019$457,423639892%
2021$490,389193799%
2022$462,5431,182999%
2023$497,7613682096%
2024$607,8629282196%
2025$619,7229593394%
2026$647,8258503496%

What a home in Winter Park costs to own

Take the median $697,000 listing with 20% down at today’s 7.28% 30-year rate: principal and interest run about $3,815/month. Orange County’s typical millage of 16.67 puts property tax near $10,788/year after the $50,000 homestead exemption — and that is the reset bill a buyer pays, not the seller’s capped one. Citizens’ average premium in Orange County is about $1,409/year; newer roofs and inland addresses usually quote below it. All in, plan on roughly $4,832/month plus any HOA or CDD assessment.

Communities buyers are searching in Winter Park. The Winter Park community pages people are opening from Google right now: Colonies · Park Hill · Enclave at Hawks Crest.

Explore Winter Park

Homes for sale near Winter Park

Recently off market in Winter Park

Homes in Winter Park that left the market most recently, with their last list price and a public-record page for each address. Off-market pages keep the community, tax and sales-history context after a listing closes or expires.

Neighborhoods buyers are searching for in Winter Park

Common questions

How many homes are for sale in Winter Park, FL?
As of 2026-10-04, Momentum's MLS record shows 356 residential homes actively listed for sale in Winter Park and 20 under contract. 84 of them came on the market in the last 7 days.
What is the median home price in Winter Park?
The median list price of homes for sale in Winter Park is $697,000, about $398 per square foot for a typical 1,856-square-foot home. Ten percent of listings are under $180K and ten percent are above $2.80M. Over the last 12 months the median SOLD price was $449,000, +1.6% year over year.
How long do homes take to sell in Winter Park?
Homes currently listed have been on the market a median of 39 days. Homes that sold in the last 12 months took a median of 33 days and sold at 96% of list price. At today's inventory that is 8.6 months of supply, a buyer's market by the usual six-month rule.
What does a $697,000 home in Winter Park cost per month?
Roughly $4,832 a month with 20% down at 7.28%: principal and interest of $3,815, Orange County property tax of about $899/month after the $50,000 homestead exemption, and insurance near $117/month at the Citizens county average. HOA or CDD fees, where they apply, come on top.
Which Winter Park neighborhoods have the most homes for sale?
The communities with the most active listings right now are Winter Park Pines (9), Kenilworth Shores (8), The Enclave Winter Park (8), Winter Park Villas (6), Golfside Villas Condo (5). Each community page carries its own sales history, live inventory and schools.
How do I see a home for sale in Winter Park?
Every listing on this page opens a full page with all photos, the community's data and a tour request. A Momentum agent who works Winter Park can show any home here, whether it is our listing or another brokerage's, at no cost to a buyer. Call (904) 351-6461 or use the form below.
Where is Winter Park, FL, and what county is it in?
Winter Park is in Orange County, Florida. Homes for sale there today carry the ZIP codes 32789, 32792. Nearby cities in the same county with homes for sale: Orlando, Winter Garden, Apopka, Windermere, Ocoee.
What ZIP codes are in Winter Park, FL?
Listings in Winter Park are currently in 2 ZIP codes: 32789, 32792. The ZIP table above shows how many homes are for sale in each and the median asking price.
How many houses are for sale in Winter Park, FL?
242 single-family houses are for sale in Winter Park today, out of 356 total listings (91 condos, 23 townhouses). The property-type section above breaks the inventory down, and each card opens the full listing.
How do I buy a house in Winter Park, FL?
Start with the numbers: 356 homes are for sale in Winter Park today at a median asking price of $697,000, so a 20% down payment on the median home is about $139,400 and principal and interest run near $3,815/month at today's 7.28% 30-year rate. Get pre-approved first, sign a written buyer agreement with your agent (required before touring since August 2024), then search by price band, ZIP or community above. Our Florida buyer closing-cost calculator itemizes the cash to close, and the Florida first-time buyer guide covers programs and down-payment help.
What county is Winter Park in?
Winter Park is in Orange County, Florida; a smaller share of Winter Park addresses fall in Seminole County. Orange County's 12-month median sale price is $462K on 10,554 closings. Property tax, school zoning and permitting for Winter Park run through Orange County.
Is Winter Park a good place to live?
That depends on your budget, commute and the kind of home you want, so here is what the housing data says about Winter Park: the median sale price over the last 12 months was $449K across 494 closings (+1.6% year over year), about the same as the Orange County median of $462K; homes took a median 33 days to go under contract; 128 homes are for sale today, 4.5 months of supply at the current pace, which is balanced; the communities with the most sales are Kenilworth Shores Sec 1, Eastbrook Sub Unit 8, EASTBROOK SUB UNIT 05, KENILWORTH SHORES SEC 06. The market tracker, price bands and community pages on this site carry the full numbers.
Is Winter Park in a flood zone?
Mostly no. Across 50 homes sampled in Winter Park's largest communities, nearly all sit outside a FEMA Special Flood Hazard Area (Zone X). Flood zones are drawn parcel by parcel, so check the exact address on FEMA's flood map; each community page here shows its own mix.

Listings, counts and prices are from Momentum Realty’s MLS record of active residential listings in Winter Park as of 2026-10-04 and refresh as homes list and sell. Listings courtesy of Stellar MLS as distributed by MLS GRID. The data relating to real estate for sale on this page comes in part from the Internet Data Exchange (IDX) program of the MLS(s) named above; listings held by brokerages other than Momentum Realty are marked with the listing brokerage’s name. Information is deemed reliable but not guaranteed. Estimates are not guarantees. Equal Housing Opportunity.

More communities in Winter Park

Maccallum

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