Condos for Sale in Winter Park, FL

100 condos are for sale in Winter Park, FL as of 2026-10-15. The median list price is $243,750 ($215/sq ft), most condos list between $140K to $850K, and the median listing has been on the market 40 days. 25 condos came on the market this week and 494 sold in the last 12 months at a median of $449,000.

100
Condos for sale
$243,750
Median list price
$140K to $850K
Typical range
40
Median days on market
25
New this week
$1,737
Est. monthly cost at median
2.4
Months of supply

Newest condos 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.

1602 ALABAMA DRIVE #107, home for sale in Winter Park
$1.15M New
2 bd · 2 ba · 993 sq ft · built 1921
1602 ALABAMA DRIVE #107, 32789
Alabama Condo
Listing courtesy of CORCORAN PREMIER REALTY
775 MCINTYRE AVENUE #9, home for sale in Winter Park
$849,999 New
3 bd · 2.5 ba · 2,052 sq ft · built 1987
775 MCINTYRE AVENUE #9, 32789
Winter Park
Listing courtesy of PARKSIDE PROPERTIES, LLC
640 N PARK AVENUE #3, home for sale in Winter Park
$745,000 New
2 bd · 1.5 ba · 897 sq ft · built 1956
640 N PARK AVENUE #3, 32789
Park Aire Condo
Listing courtesy of FANNIE HILLMAN & ASSOCIATES
250 CAROLINA AVENUE #205, home for sale in Winter Park
$739,000 New
2 bd · 2 ba · 1,311 sq ft · built 1982
250 CAROLINA AVENUE #205, 32789
Park West Condo
Listing courtesy of BHHS FLORIDA REALTY
700 MELROSE AVENUE #M23, home for sale in Winter Park
$354,000 New
2 bd · 2 ba · 1,074 sq ft · built 1964
700 MELROSE AVENUE #M23, 32789
Winter Park Gardens Condo
Listing courtesy of COMPASS FLORIDA LLC
2526 PASSAMONTE DRIVE #10F, home for sale in Winter Park
$335,000 New
3 bd · 2.5 ba · 1,790 sq ft · built 2009
2526 PASSAMONTE DRIVE #10F, 32792
Winter Park
Listing courtesy of LEGACY CORNERSTONE INC
1500 GAY ROAD #26-C, home for sale in Winter Park
$255,000 New
2 bd · 2 ba · 1,026 sq ft · built 1972
1500 GAY ROAD #26-C, 32789
Chateaux Du Lac
Listing courtesy of SOTERA LIVING
7454 WYNNEWOOD SQUARE #188, home for sale in Winter Park
$229,000 New
3 bd · 2.5 ba · 1,151 sq ft · built 1984
7454 WYNNEWOOD SQUARE #188, 32792
Winter Park
Listing courtesy of APPLE REALTY
222 LEWFIELD CIRCLE, home for sale in Winter Park
$189,900 New
2 bd · 2 ba · 953 sq ft · built 1973
222 LEWFIELD CIRCLE, 32792
Stratford A Winter Park Condo
Listing courtesy of MARKET CONNECT REALTY LLC
1695 LEE ROAD #D107, home for sale in Winter Park
$180,000 New
1 bd · 1 ba · 638 sq ft · built 1966
1695 LEE ROAD #D107, 32789
Winter Park
Listing courtesy of PRIMESTATE REALTY, INC.
7476 WOODBURN COURT #38, home for sale in Winter Park
$170,000 New
2 bd · 2.5 ba · 1,031 sq ft · built 1983
7476 WOODBURN COURT #38, 32792
Winter Park
Listing courtesy of COLDWELL BANKER REALTY
200 SAINT ANDREWS BOULEVARD #3408, home for sale in Winter Park
$170,000 New
1 bd · 1 ba · 793 sq ft · built 1970
200 SAINT ANDREWS BOULEVARD #3408, 32792
Four Seasons Condo
Listing courtesy of PARK 26 REALTY LLC
2500 LEE ROAD #123, home for sale in Winter Park
$169,900 New
1 bd · 1 ba · 645 sq ft · built 1969
2500 LEE ROAD #123, 32789
Lakeside Manor Apts Condo
Listing courtesy of HOME WISE REALTY GROUP, INC.
302 LEWFIELD CIRCLE #302, home for sale in Winter Park
$140,000 New
1 bd · 1 ba · 678 sq ft · built 1973
302 LEWFIELD CIRCLE #302, 32792
Stratford A Winter Park Condo
Listing courtesy of REGENCY REAL ESTATE LLC
3021 AARON BURR AVENUE #3, home for sale in Winter Park
$140,000 New
2 bd · 2.5 ba · 1,090 sq ft · built 1974
3021 AARON BURR AVENUE #3, 32792
Colonies
Listing courtesy of NAIM REAL ESTATE LLC
1695 LEE ROAD #C206, home for sale in Winter Park
$140,000 New
2 bd · 1 ba · 881 sq ft · built 1966
1695 LEE ROAD #C206, 32789
Waterfall Cove
Listing courtesy of INVESTMENT REALTY
3032 ANTIQUE OAKS CIRCLE #145, home for sale in Winter Park
$139,999 New
1 bd · 1 ba · 749 sq ft · built 1984
3032 ANTIQUE OAKS CIRCLE #145, 32792
Parkview Village
Listing courtesy of OLDE TOWN BROKERS INC
173 SCOTTSDALE SQUARE #173, home for sale in Winter Park
$100,000 New
1 bd · 1 ba · 785 sq ft · built 1974
173 SCOTTSDALE SQUARE #173, 32792
Winter Park Woods Condo
Listing courtesy of AXEN REALTY, LLC
100 S INTERLACHEN AVENUE #401, home for sale in Winter Park
$850,000 New
3 bd · 2 ba · 1,639 sq ft · built 1971
100 S INTERLACHEN AVENUE #401, 32789
Cloisters Condo
Listing courtesy of FANNIE HILLMAN & ASSOCIATES
200 SAINT ANDREWS BOULEVARD #704, home for sale in Winter Park
$159,000 New
1 bd · 1 ba · 793 sq ft · built 1970
200 SAINT ANDREWS BOULEVARD #704, 32792
Four Seasons Condo
Listing courtesy of EXP REALTY LLC
7453 DANIEL WEBSTER DRIVE #A5, home for sale in Winter Park
$150,000 New
2 bd · 2 ba · 1,063 sq ft · built 1974
7453 DANIEL WEBSTER DRIVE #A5, 32792
Colonies
Listing courtesy of LA ROSA REALTY PREMIER LLC
4882 TANGERINE AVENUE #4882, home for sale in Winter Park
$185,000 New
2 bd · 1.5 ba · 1,281 sq ft · built 1973
4882 TANGERINE AVENUE #4882, 32792
Wrenwood Condominium
Listing courtesy of SIMPLYSOLD REAL ESTATE PREMIER
250 CAROLINA AVENUE #202, home for sale in Winter Park
$699,000 New
3 bd · 2 ba · 1,450 sq ft · built 1982
250 CAROLINA AVENUE #202, 32789
Park West Condo
Listing courtesy of FANNIE HILLMAN & ASSOCIATES
170 BALFOUR DRIVE #1, home for sale in Winter Park
$299,000 New
2 bd · 2 ba · 1,032 sq ft · built 1980
170 BALFOUR DRIVE #1, 32792
Winter Park
Listing courtesy of RE/MAX ASSURED

Winter Park condos for sale by price

Every active listing in Winter Park grouped by price, with the newest listings in each band. The median is $243,750; the busiest band is Under $200K.

Under $200K: 42 homes

$200K – $300K: 33 homes

$300K – $400K: 6 homes

$400K – $500K: 1 home

$500K – $750K: 7 homes

$750K – $1M: 5 homes

$1M and up: 6 homes

Every home for sale in Winter Park right now (100)

All 100 active Winter Park listings with a detail page, newest first, refreshed twice a day from the MLS.

Condos 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.

ZIPCondos for saleMedian list price
3279254$181,445
3278945$349,500
341121$259,900

Winter Park communities with the most condos 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
Stratford A Winter Park Condo5$182,900——
Colonies5$150,000——
Golfside Villas Condo5$138,000——
Lazy Oaks Condo4$275,000——
Lake Killarney Condo3$285,000——
Lakeside Manor Apts Condo3$184,400——
Phillips Circle Rep3$925,000——
Mead Garden3$245,000——
Park West Condo3$699,000——
Chateaux Du Lac2$245,000——
Winter Park Gardens Condo2$352,000——
Four Seasons Condo2$164,500——
Parkview Village2$145,000——
Winter Park Residential2$1.61M——
Winter Park Woods Condo2$104,700——
Winterpark1$259,900——
Cloisters Condo1$850,000——
Killarney Bay Condo1$459,900——
Lancelot/Winter Park1$165,000——
Village Winterset Inc1$989,500——
Virginia Heights1$359,000——
Waterfall Cove At Winter Park1$205,000——
Winter Park Villas1$199,900——
Wrenwood Condominium1$185,000——
Alabama Condo1$1.15M——
Lake Killarney Condominium Assn Inc.1$199,900——
Park Aire Condo1$745,000——
Waterfall Cove1$140,000——
Whisperwood Condo1$199,000——

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 100 condos for sale against that sales pace, months of supply is 2.4, a seller’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 $243,750 listing with 20% down at today’s 7.40% 30-year rate: principal and interest run about $1,350/month. Orange County’s typical millage of 16.67 puts property tax near $3,231/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 $1,737/month plus any HOA or CDD assessment.

Explore Winter Park

Condos 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.

Common questions

How many condos are for sale in Winter Park, FL?
As of 2026-10-15, Momentum's MLS record shows 100 condos actively listed for sale in Winter Park. 25 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 condos for sale in Winter Park is $243,750, about $215 per square foot for a typical 1,031-square-foot home. Ten percent of listings are under $140K and ten percent are above $850K. 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 40 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 2.4 months of supply, a seller's market by the usual six-month rule.
What does a $243,750 home in Winter Park cost per month?
Roughly $1,737 a month with 20% down at 7.40%: principal and interest of $1,350, Orange County property tax of about $269/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 condos for sale?
The communities with the most active listings right now are Stratford A Winter Park Condo (5), Colonies (5), Golfside Villas Condo (5), Lazy Oaks Condo (4), Lake Killarney Condo (3). 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. Condos for sale there today carry the ZIP codes 32792, 32789, 34112. Nearby cities in the same county with condos for sale: Orlando, Winter Garden, Apopka, Windermere, Ocoee.
What ZIP codes are in Winter Park, FL?
Listings in Winter Park are currently in 3 ZIP codes: 32792, 32789, 34112. The ZIP table above shows how many condos are for sale in each and the median asking price.
How do I buy a house in Winter Park, FL?
Start with the numbers: 100 condos are for sale in Winter Park today at a median asking price of $243,750, so a 20% down payment on the median home is about $48,750 and principal and interest run near $1,350/month at today's 7.40% 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.

Listings, counts and prices are from Momentum Realty’s MLS record of active residential listings in Winter Park as of 2026-10-15 and refresh as homes list and sell. Listing information provided by the Florida Gulf Coast Multiple Listing Service, Inc. Information is deemed reliable but not guaranteed by the MLS to be accurate. 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.

Buying in Winter Park?

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