Condos for Sale in Winter Park, FL
92 condos are for sale in Winter Park, FL as of 2026-11-06. The median list price is $248,000 ($218/sq ft), most condos list between $138K to $745K, and the median listing has been on the market 63 days. 8 condos came on the market this week and 887 sold in the last 12 months at a median of $499,000.
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.
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 $248,000; the busiest band is Under $200K.
Under $200K: 35 homes
- $175,000 · 1 bd / 1 ba / 727 sq ft · 200 ST ANDREWS BOULEVARD #906 (Four Seasons Condo)
- $169,999 · 2 bd / 2.5 ba / 1,090 sq ft · 3027 AARON BUR AVENUE #L1 (Colonies)
- $199,900 · 2 bd / 2 ba / 1,037 sq ft · 623 GRENADINE COURT #623 (Winter Park Villas)
- $188,800 · 2 bd / 2 ba / 1,058 sq ft · 4832 TANGERINE AVENUE #4832 (Wrenwood Condominium)
$200K – $300K: 32 homes
- $249,000 · 3 bd / 2 ba / 1,345 sq ft · 4940 TANGERINE AVENUE #4940 (Wrenwood Condominium)
- $280,000 · 2 bd / 2 ba / 1,495 sq ft · 2352 SUN VALLEY CIRCLE
- $299,000 · 2 bd / 2 ba / 1,032 sq ft · 170 BALFOUR DRIVE #1
- $270,000 · 3 bd / 2.5 ba / 1,580 sq ft · 7463 CANFORD COURT #15 (Whisperwood Condo)
$300K – $400K: 8 homes
- $325,000 · 2 bd / 2 ba / 1,074 sq ft · 700 MELROSE AVENUE #A22 (Winter Park Gardens Condo)
- $349,500 · 2 bd / 1 ba / 709 sq ft · 500 N PENNSYLVANIA AVENUE #G
- $340,000 · 2 bd / 2 ba / 1,074 sq ft · 700 MELROSE AVENUE #M23 (Winter Park Gardens Condo)
- $347,500 · 2 bd / 1 ba / 830 sq ft · 1306 S PENNSYLVANIA AVENUE #5 (Virginia Heights)
$400K – $500K: 1 home
$500K – $750K: 7 homes
- $745,000 · 2 bd / 1.5 ba / 897 sq ft · 640 N PARK AVENUE #3
- $635,000 · 3 bd / 2.5 ba / 2,015 sq ft · 565 HUNTINGTON AVENUE #565
- $525,000 · 3 bd / 3.5 ba / 2,195 sq ft · 1134 WASHINGTON AVENUE #13C
- $649,000 · 3 bd / 2 ba / 1,450 sq ft · 250 CAROLINA AVENUE #202 (Park West Condo)
$750K – $1M: 4 homes
- $849,999 · 3 bd / 2.5 ba / 2,052 sq ft · 775 MCINTYRE AVENUE #9
- $825,000 · 3 bd / 2 ba / 1,639 sq ft · 100 S INTERLACHEN AVENUE #401 (Cloisters Condo)
- $895,000 · 2 bd / 2 ba / 1,763 sq ft · 311 E MORSE BOULEVARD #4-5 (Phillips Circle Rep)
- $799,000 · 3 bd / 2.5 ba / 1,957 sq ft · 1278 S PENNSYLVANIA AVENUE #13 (Casa Jardin Condo)
$1M and up: 5 homes
- $1.15M · 2 bd / 2 ba / 993 sq ft · 1602 ALABAMA DRIVE #107 (Alabama Condo)
- $1.45M · 3 bd / 3 ba / 2,756 sq ft · 100 S VIRGINIA AVENUE #201 (Winter Park Residential)
- $2.48M · 3 bd / 3 ba / 2,316 sq ft · 311 E MORSE BOULEVARD #1-5 (Phillips Circle Rep)
- $2.35M · 3 bd / 3.5 ba / 3,110 sq ft · 200 S INTERLACHEN AVENUE #350
Every home for sale in Winter Park right now (92)
All 92 active Winter Park listings with a detail page, newest first, refreshed twice a day from the MLS.
- $849,999 · 3 bd / 2.5 ba / 2,052 sq ft · 775 MCINTYRE AVENUE #9
- $249,000 · 3 bd / 2 ba / 1,345 sq ft · 4940 TANGERINE AVENUE #4940 (Wrenwood Condominium)
- $175,000 · 1 bd / 1 ba / 727 sq ft · 200 ST ANDREWS BOULEVARD #906 (Four Seasons Condo)
- $169,999 · 2 bd / 2.5 ba / 1,090 sq ft · 3027 AARON BUR AVENUE #L1 (Colonies)
- $325,000 · 2 bd / 2 ba / 1,074 sq ft · 700 MELROSE AVENUE #A22 (Winter Park Gardens Condo)
- $280,000 · 2 bd / 2 ba / 1,495 sq ft · 2352 SUN VALLEY CIRCLE
- $745,000 · 2 bd / 1.5 ba / 897 sq ft · 640 N PARK AVENUE #3
- $299,000 · 2 bd / 2 ba / 1,032 sq ft · 170 BALFOUR DRIVE #1
- $270,000 · 3 bd / 2.5 ba / 1,580 sq ft · 7463 CANFORD COURT #15 (Whisperwood Condo)
- $199,900 · 2 bd / 2 ba / 1,037 sq ft · 623 GRENADINE COURT #623 (Winter Park Villas)
- $188,800 · 2 bd / 2 ba / 1,058 sq ft · 4832 TANGERINE AVENUE #4832 (Wrenwood Condominium)
- $635,000 · 3 bd / 2.5 ba / 2,015 sq ft · 565 HUNTINGTON AVENUE #565
- $230,000 · 3 bd / 2 ba / 1,268 sq ft · 216 LEWFIELD CIR #216
- $170,000 · 1 bd / 1 ba / 793 sq ft · 200 SAINT ANDREWS BOULEVARD #3408
- $349,500 · 2 bd / 1 ba / 709 sq ft · 500 N PENNSYLVANIA AVENUE #G
- $185,000 · 2 bd / 1.5 ba / 1,281 sq ft · 4882 TANGERINE AVENUE #4882 (Wrenwood Condominium)
- $340,000 · 2 bd / 2 ba / 1,074 sq ft · 700 MELROSE AVENUE #M23 (Winter Park Gardens Condo)
- $255,000 · 2 bd / 2 ba / 1,026 sq ft · 1500 GAY ROAD #26-C (Chateaux Du Lac)
- $1.15M · 2 bd / 2 ba / 993 sq ft · 1602 ALABAMA DRIVE #107 (Alabama Condo)
- $134,999 · 1 bd / 1 ba / 749 sq ft · 3032 ANTIQUE OAKS CIRCLE #145 (Parkview Village)
- $159,900 · 1 bd / 1 ba / 645 sq ft · 2500 LEE ROAD #123 (Lakeside Manor Apts Condo)
- $140,000 · 1 bd / 1 ba / 678 sq ft · 302 LEWFIELD CIRCLE #302 (Stratford A Winter Park Condo)
- $825,000 · 3 bd / 2 ba / 1,639 sq ft · 100 S INTERLACHEN AVENUE #401 (Cloisters Condo)
- $525,000 · 3 bd / 3.5 ba / 2,195 sq ft · 1134 WASHINGTON AVENUE #13C
- $290,000 · 2 bd / 2.5 ba / 1,133 sq ft · 188 SANDLEWOOD #1
- $159,000 · 1 bd / 1 ba / 793 sq ft · 200 SAINT ANDREWS BOULEVARD #704 (Four Seasons Condo)
- $347,500 · 2 bd / 1 ba / 830 sq ft · 1306 S PENNSYLVANIA AVENUE #5 (Virginia Heights)
- $140,000 · 2 bd / 1 ba / 881 sq ft · 1695 LEE ROAD #C206 (Waterfall Cove)
- $265,000 · 2 bd / 2 ba / 908 sq ft · 1250 S DENNING DRIVE #119 (Mead Garden)
- $100,000 · 1 bd / 1 ba / 785 sq ft · 173 SCOTTSDALE SQUARE #173 (Winter Park Woods Condo)
- $1.45M · 3 bd / 3 ba / 2,756 sq ft · 100 S VIRGINIA AVENUE #201 (Winter Park Residential)
- $319,000 · 2 bd / 2 ba / 1,287 sq ft · 192 BALFOUR DRIVE #2
- $150,000 · 2 bd / 2 ba / 1,063 sq ft · 7453 DANIEL WEBSTER DRIVE #A5 (Colonies)
- $259,900 · 2 bd / 2 ba / 1,234 sq ft · 4027 Northlight DR 4 (Winterpark)
- $165,000 · 2 bd / 2 ba / 840 sq ft · 3651 N GOLDENROD ROAD #C109
- $649,000 · 3 bd / 2 ba / 1,450 sq ft · 250 CAROLINA AVENUE #202 (Park West Condo)
- $249,000 · 3 bd / 2.5 ba / 1,720 sq ft · 2463 GRAND TETON CIRCLE #2463
- $184,900 · 2 bd / 1.5 ba / 1,365 sq ft · 7468 CANFORD COURT #24
- $895,000 · 2 bd / 2 ba / 1,763 sq ft · 311 E MORSE BOULEVARD #4-5 (Phillips Circle Rep)
- $234,900 · 2 bd / 2 ba / 1,295 sq ft · 2383 SUN VALLEY CIRCLE #2383
- $2.48M · 3 bd / 3 ba / 2,316 sq ft · 311 E MORSE BOULEVARD #1-5 (Phillips Circle Rep)
- $170,000 · 2 bd / 2.5 ba / 1,031 sq ft · 7476 WOODBURN COURT #38
- $2.35M · 3 bd / 3.5 ba / 3,110 sq ft · 200 S INTERLACHEN AVENUE #350
- $245,000 · 2 bd / 2 ba / 908 sq ft · 1250 S DENNING DRIVE #127 (Mead Garden)
- $799,000 · 3 bd / 2.5 ba / 1,957 sq ft · 1278 S PENNSYLVANIA AVENUE #13 (Casa Jardin Condo)
- $255,000 · 2 bd / 2 ba / 1,008 sq ft · 5108 LAZY OAKS DRIVE #5108 (Lazy Oaks Condo)
- $269,000 · 2 bd / 1 ba / 710 sq ft · 151 N ORLANDO AVENUE #242 (Lake Killarney Condo)
- $242,500 · 2 bd / 2 ba / 913 sq ft · 1250 S DENNING DR #Unit 233 (Mead Garden)
- $189,900 · 2 bd / 2 ba / 953 sq ft · 222 LEWFIELD CIRCLE (Stratford A Winter Park Condo)
- $279,000 · 2 bd / 2.5 ba / 960 sq ft · 283 SANDLEWOOD TRAIL #3
- $147,000 · 1 bd / 1 ba / 678 sq ft · 285 LEWFIELD CIRCLE #285 (Stratford A Winter Park Condo)
- $739,000 · 2 bd / 2 ba / 1,311 sq ft · 250 CAROLINA AVENUE #205
- $274,900 · 2 bd / 2.5 ba / 1,236 sq ft · 5210 LAZY OAKS DRIVE
- $247,000 · 2 bd / 2 ba / 1,316 sq ft · 2477 TAHOE CIRCLE #2477
- $159,900 · 1 bd / 1 ba / 732 sq ft · 1500 GAY ROAD #4D
- $180,000 · 1 bd / 1 ba / 638 sq ft · 1695 LEE ROAD #D107
- $214,900 · 3 bd / 2.5 ba / 1,151 sq ft · 7413 BELLE RIVER COURT #3
- $97,000 · 1 bd / 1 ba / 796 sq ft · 1000 S SEMORAN BOULEVARD #302 (Golfside Villas Condo)
- $510,000 · 3 bd / 2.5 ba / 1,669 sq ft · 1061 ARAGON AVENUE #1061
- $268,000 · 2 bd / 2 ba / 1,295 sq ft · 2475 TAHOE CIRCLE
- $115,000 · 1 bd / 1 ba / 735 sq ft · 1000 S SEMORAN BOULEVARD #305 (Golfside Villas Condo)
- $335,000 · 3 bd / 2.5 ba / 1,790 sq ft · 2526 PASSAMONTE DRIVE #10F
- $170,000 · 2 bd / 2.5 ba / 1,031 sq ft · 7450 WYNNEWOOD SQUARE #189
- $250,000 · 3 bd / 2 ba / 1,311 sq ft · 2450 GRAND TETON CIRCLE #2450
- $268,000 · 2 bd / 2 ba / 1,008 sq ft · 5184 LAZY OAKS DRIVE (Lazy Oaks Condo)
- $279,900 · 2 bd / 2 ba / 1,295 sq ft · 2305 SUN VALLEY CIR
- $138,000 · 1 bd / 1 ba / 776 sq ft · 1000 S SEMORAN BOULEVARD #408 (Golfside Villas Condo)
- $138,000 · 1 bd / 1 ba / 796 sq ft · 1000 S SEMORAN BOULEVARD #306 (Golfside Villas Condo)
- $138,000 · 1 bd / 1 ba / 776 sq ft · 1000 S SEMORAN BOULEVARD #404 (Golfside Villas Condo)
- $210,000 · 2 bd / 2.5 ba / 1,578 sq ft · 7488 WHISPERWOOD DRIVE #28 (Whisperwood Condo)
- $235,000 · 2 bd / 2 ba / 1,026 sq ft · 1500 GAY ROAD #3C (Chateaux Du Lac)
- $199,900 · 1 bd / 1 ba / 582 sq ft · 151 NORTH ORLANDO AVENUE #142 (Lake Killarney Condominium Assn Inc.)
- $1.77M · 3 bd / 3.5 ba / 3,112 sq ft · 101 S NEW YORK AVENUE #311 (Winter Park Residential)
- $199,900 · 2 bd / 1 ba / 851 sq ft · 2500 LEE ROAD #220 (Lakeside Manor Apts Condo)
- $99,900 · 2 bd / 1 ba / 881 sq ft · 1695 LEE ROAD #D211
- $650,000 · 3 bd / 2 ba / 1,350 sq ft · 300 CAROLINA AVENUE #402C (Park West Condo)
- $246,400 · 2 bd / 2.5 ba / 1,300 sq ft · 193 LEWFIELD CIRCLE (Stratford A Winter Park Condo)
- $350,000 · 1 bd / 1 ba / 987 sq ft · 700 MELROSE AVENUE #J24 (Winter Park Gardens Condo)
- $189,000 · 2 bd / 2 ba / 1,018 sq ft · 2918 ANTIQUE OAKS CIRCLE #25
- $229,000 · 3 bd / 2.5 ba / 1,151 sq ft · 7454 WYNNEWOOD SQUARE #188
- $140,000 · 2 bd / 2.5 ba / 1,090 sq ft · 3021 AARON BURR AVENUE #3 (Colonies)
- $449,900 · 2 bd / 2.5 ba / 1,428 sq ft · 630 KILLARNEY BAY COURT #3 (Killarney Bay Condo)
- $299,999 · 2 bd / 1 ba / 710 sq ft · 151 N ORLANDO AVENUE #118 (Lake Killarney Condo)
- $184,400 · 1 bd / 1 ba / 645 sq ft · 2500 LEE RD. #222 (Lakeside Manor Apts Condo)
- $285,000 · 2 bd / 1 ba / 710 sq ft · 151 N ORLANDO AVENUE ##115 (Lake Killarney Condo)
- $109,000 · 1 bd / 1 ba / 785 sq ft · 311 SCOTTSDALE SQUARE #311 (Winter Park Woods Condo)
- $179,990 · 2 bd / 2.5 ba / 1,031 sq ft · 3370 CEDAR SPRINGS PLACE #156
- $285,000 · 2 bd / 2 ba / 1,669 sq ft · 2336 SUN VALLEY CIRCLE #BLDG 20
- $279,000 · 1 bd / 1 ba / 570 sq ft · 311 E MORSE BOULEVARD #7-11 (Phillips Circle Rep)
- $89,900 · 1 ba / 549 sq ft · 3071 GEORGE MASON AVENUE #5 (Colonies)
- $205,000 · 3 bd / 2 ba / 1,149 sq ft · 1695 LEE ROAD #C202 (Waterfall Cove At Winter Park)
- $339,000 · 2 bd / 2 ba / 1,140 sq ft · 220 KILLARNEY BAY COURT #6-2 (Killarney Bay Condo)
Pending and under contract in Winter Park (2)
Winter Park homes that have an accepted offer and are working toward closing. They can still fall through, so each one keeps its page until it closes.
- $135,000 · 2 bd / 2 ba / 1,018 sq ft · 3020 ANTIQUE OAKS CIRCLE #129
- $275,000 · 2 bd / 2 ba / 1,008 sq ft · 5143 LAZY OAKS DRIVE #5143
Browse every listing on Momentum Realty.
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.
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.
| Community | For sale | Median list | Median sold (12 mo) | Days on market |
|---|---|---|---|---|
| Golfside Villas Condo | 5 | $138,000 | — | — |
| Stratford A Winter Park Condo | 4 | $168,450 | — | — |
| Colonies | 4 | $145,000 | — | — |
| Lakeside Manor Apts Condo | 3 | $184,400 | — | — |
| Mead Garden | 3 | $245,000 | — | — |
| Phillips Circle Rep | 3 | $895,000 | — | — |
| Wrenwood Condominium | 3 | $188,800 | — | — |
| Winter Park Gardens Condo | 3 | $340,000 | — | — |
| Lake Killarney Condo | 3 | $285,000 | — | — |
| Lazy Oaks Condo | 2 | $261,500 | — | — |
| Winter Park Woods Condo | 2 | $104,500 | — | — |
| Park West Condo | 2 | $649,500 | — | — |
| Whisperwood Condo | 2 | $240,000 | — | — |
| Winter Park Residential | 2 | $1.61M | — | — |
| Killarney Bay Condo | 2 | $394,450 | — | — |
| Chateaux Du Lac | 2 | $245,000 | — | — |
| Four Seasons Condo | 2 | $167,000 | — | — |
| Winterpark | 1 | $259,900 | — | — |
| Parkview Village | 1 | $134,999 | — | — |
| Virginia Heights | 1 | $347,500 | — | — |
| Waterfall Cove | 1 | $140,000 | — | — |
| Winter Park Villas | 1 | $199,900 | — | — |
| Waterfall Cove At Winter Park | 1 | $205,000 | — | — |
| Alabama Condo | 1 | $1.15M | — | — |
| Casa Jardin Condo | 1 | $799,000 | — | — |
| Cloisters Condo | 1 | $825,000 | — | — |
| Lake Killarney Condominium Assn Inc. | 1 | $199,900 | — | — |
The Winter Park real estate market right now
Over the last 12 months 887 homes sold in Winter Park at a median of $499,000 (-0.2% year over year), $270 per square foot. Sellers received 98% of list price and homes took a median 37 days to go under contract. With 92 condos for sale against that sales pace, months of supply is 1.2, a seller’s market by the six-month rule. Cash buyers accounted for 32% of sales. New construction was 6% of sales.
Winter Park supply by price band
| Price band | Active | Sold, 12 mo | Months of supply | DOM |
|---|---|---|---|---|
| Under $300K | 10 | 65 | 1.8 | 93 |
| $300K–$500K | 2 | 26 | 0.9 | 19 |
| $500K–$750K | 8 | 55 | 1.7 | 15 |
| $750K+ | 22 | 74 | 3.6 | 40 |
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.
| Year | Median sold price | Homes sold | Days on market | Sale-to-list |
|---|---|---|---|---|
| 2018 | $256,629 | 67 | 29 | 97% |
| 2021 | $361,230 | 13 | 8 | 100% |
| 2022 | $406,045 | 278 | 7 | 100% |
| 2023 | $492,843 | 64 | 27 | 96% |
| 2024 | $558,975 | 177 | 18 | 97% |
| 2025 | $454,585 | 214 | 24 | 95% |
| 2026 | $608,096 | 312 | 38 | 96% |
What a home in Winter Park costs to own
Take the median $248,000 listing with 20% down at today’s 7.18% 30-year rate: principal and interest run about $1,344/month. Orange County’s typical millage of 16.67 puts property tax near $3,301/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.
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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.
- 269 E Canton Avenue #269 · last listed $899,000 · off market Nov 6, 2026
- 2157 Lake Drive · last listed $689,000 · off market Nov 6, 2026
- 1320 Buckingham Road · last listed $449,000 · off market Nov 6, 2026
- 7302 Swallow Run #7302 · last listed $134,900 · off market Nov 3, 2026
- 2054 Eastbrook Boulevard · last listed $500,000 · off market Nov 3, 2026
- 1592 Arbor Park Drive · last listed $700,000 · off market Nov 3, 2026
- 274 N Ranger Boulevard · last listed $629,900 · off market Nov 2, 2026
- 2372 Sun Valley Circle #2372 · last listed $285,000 · off market Nov 2, 2026
- 7327 Forest Hill Court #223 · last listed $175,000 · off market Nov 1, 2026
- 525 S Lakemont Avenue · last listed $1,999,990 · off market Nov 1, 2026
- 525 Ololu Drive · last listed $490,900 · off market Nov 1, 2026
- 2948 Antique Oaks Circle #94 · last listed $150,000 · off market Nov 1, 2026
Common questions
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Listings, counts and prices are from Momentum Realty’s MLS record of active residential listings in Winter Park as of 2026-11-06 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.
























