Condos for Sale in Winter Park, FL
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87 condos are for sale in Winter Park, FL as of 2026-09-25. The median list price is $199,900 ($200/sq ft), most condos list between $135K to $975K, and the median listing has been on the market 44 days. 25 condos came on the market this week and 494 sold in the last 12 months at a median of $449,000.
87
Condos for sale
$199,900
Median list price
$135K to $975K
Typical range
44
Median days on market
25
New this week
$1,384
Est. monthly cost at median
2.1
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.
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 $199,900; the busiest band is Under $200K.
Under $200K: 44 homes
- $135,000 · 2 bd / 2 ba / 1,018 sq ft · 3020 ANTIQUE OAKS CIRCLE #129 (Parkview Village)
- $140,000 · 2 bd / 2.5 ba / 1,090 sq ft · 3021 AARON BURR AVENUE #3 (Colonies)
- $170,000 · 2 bd / 2.5 ba / 1,031 sq ft · 7476 WOODBURN COURT #38
- $180,000 · 1 bd / 1 ba / 638 sq ft · 1695 LEE ROAD #D107
$200K – $300K: 23 homes
- $227,000 · 2 bd / 2 ba / 1,120 sq ft · 602 TRINIDAD COURT #602 (Winter Park Villas)
- $229,000 · 3 bd / 2.5 ba / 1,151 sq ft · 7454 WYNNEWOOD SQUARE #188
- $254,000 · 2 bd / 2 ba / 1,316 sq ft · 2477 TAHOE CIRCLE #2477
- $234,900 · 2 bd / 2 ba / 1,295 sq ft · 2383 SUN VALLEY CIRCLE #2383
$300K – $400K: 5 homes
- $319,000 · 2 bd / 2 ba / 1,287 sq ft · 192 BALFOUR DRIVE #2
- $335,000 · 3 bd / 2.5 ba / 1,790 sq ft · 2526 PASSAMONTE DRIVE #10F
- $359,000 · 2 bd / 1 ba / 830 sq ft · 1306 S PENNSYLVANIA AVENUE #5 (Virginia Heights)
- $349,500 · 2 bd / 1 ba / 709 sq ft · 500 N PENNSYLVANIA AVENUE #G
$500K – $750K: 5 homes
- $739,000 · 2 bd / 2 ba / 1,311 sq ft · 250 CAROLINA AVENUE #205 (Park West Condo)
- $699,000 · 3 bd / 2 ba / 1,450 sq ft · 250 CAROLINA AVENUE #202 (Park West Condo)
- $525,000 · 3 bd / 3.5 ba / 2,195 sq ft · 1134 WASHINGTON AVENUE #13C
- $510,000 · 3 bd / 2.5 ba / 1,669 sq ft · 1061 ARAGON AVENUE #1061
$750K – $1M: 3 homes
- $799,000 · 3 bd / 2.5 ba / 1,957 sq ft · 1278 S PENNSYLVANIA AVENUE #13 (Casa Jardin Condo)
- $975,000 · 2 bd / 2 ba / 1,763 sq ft · 311 E MORSE BOULEVARD #4-5 (Phillips Circle Rep)
- $989,500 · 1 bd / 1.5 ba / 1,109 sq ft · 269 E CANTON AVENUE #269 (Village Winterset Inc)
$1M and up: 7 homes
- $1.30M · 3 bd / 2 ba / 1,734 sq ft · 100 S INTERLACHEN AVENUE #101
- $1.45M · 3 bd / 3 ba / 2,756 sq ft · 100 S VIRGINIA AVENUE #201 (Winter Park Residential)
- $2.35M · 3 bd / 3.5 ba / 3,110 sq ft · 200 S INTERLACHEN AVENUE #350
- $2.48M · 3 bd / 3 ba / 2,316 sq ft · 311 E MORSE BOULEVARD #1-5 (Phillips Circle Rep)
Every home for sale in Winter Park right now (87)
All 87 active Winter Park listings with a detail page, newest first, refreshed twice a day from the MLS.
- $1.30M · 3 bd / 2 ba / 1,734 sq ft · 100 S INTERLACHEN AVENUE #101
- $2.35M · 3 bd / 3.5 ba / 3,110 sq ft · 200 S INTERLACHEN AVENUE #350
- $1.45M · 3 bd / 3 ba / 2,756 sq ft · 100 S VIRGINIA AVENUE #201 (Winter Park Residential)
- $799,000 · 3 bd / 2.5 ba / 1,957 sq ft · 1278 S PENNSYLVANIA AVENUE #13 (Casa Jardin Condo)
- $739,000 · 2 bd / 2 ba / 1,311 sq ft · 250 CAROLINA AVENUE #205 (Park West Condo)
- $335,000 · 3 bd / 2.5 ba / 1,790 sq ft · 2526 PASSAMONTE DRIVE #10F
- $319,000 · 2 bd / 2 ba / 1,287 sq ft · 192 BALFOUR DRIVE #2
- $254,000 · 2 bd / 2 ba / 1,316 sq ft · 2477 TAHOE CIRCLE #2477
- $229,000 · 3 bd / 2.5 ba / 1,151 sq ft · 7454 WYNNEWOOD SQUARE #188
- $227,000 · 2 bd / 2 ba / 1,120 sq ft · 602 TRINIDAD COURT #602 (Winter Park Villas)
- $189,900 · 2 bd / 2 ba / 953 sq ft · 222 LEWFIELD CIRCLE (Stratford A Winter Park Condo)
- $180,000 · 1 bd / 1 ba / 638 sq ft · 1695 LEE ROAD #D107
- $170,000 · 2 bd / 2.5 ba / 1,031 sq ft · 7476 WOODBURN COURT #38
- $140,000 · 2 bd / 2.5 ba / 1,090 sq ft · 3021 AARON BURR AVENUE #3 (Colonies)
- $135,000 · 2 bd / 2 ba / 1,018 sq ft · 3020 ANTIQUE OAKS CIRCLE #129 (Parkview Village)
- $359,000 · 2 bd / 1 ba / 830 sq ft · 1306 S PENNSYLVANIA AVENUE #5 (Virginia Heights)
- $234,900 · 2 bd / 2 ba / 1,295 sq ft · 2383 SUN VALLEY CIRCLE #2383
- $165,000 · 2 bd / 2 ba / 840 sq ft · 3651 N GOLDENROD ROAD #C109 (Lancelot/Winter Park)
- $150,000 · 2 bd / 2 ba / 1,063 sq ft · 7453 DANIEL WEBSTER DRIVE #A5 (Colonies)
- $134,900 · 2 bd / 2 ba / 756 sq ft · 7302 SWALLOW RUN #7302
- $269,000 · 2 bd / 2 ba / 1,008 sq ft · 5108 LAZY OAKS DRIVE #5108 (Lazy Oaks Condo)
- $147,000 · 1 bd / 1 ba / 678 sq ft · 285 LEWFIELD CIRCLE #285 (Stratford A Winter Park Condo)
- $699,000 · 3 bd / 2 ba / 1,450 sq ft · 250 CAROLINA AVENUE #202 (Park West Condo)
- $975,000 · 2 bd / 2 ba / 1,763 sq ft · 311 E MORSE BOULEVARD #4-5 (Phillips Circle Rep)
- $199,900 · 2 bd / 1 ba / 851 sq ft · 2500 LEE ROAD #220 (Lakeside Manor Apts Condo)
- $2.48M · 3 bd / 3 ba / 2,316 sq ft · 311 E MORSE BOULEVARD #1-5 (Phillips Circle Rep)
- $285,000 · 2 bd / 2.5 ba / 960 sq ft · 283 SANDLEWOOD TRAIL #3
- $199,900 · 2 bd / 2 ba / 1,037 sq ft · 623 GRENADINE COURT #623 (Winter Park Villas)
- $159,900 · 2 bd / 2 ba / 840 sq ft · 3651 N GOLDENROD ROAD #C205 (Lancelot/Winter Park)
- $245,000 · 2 bd / 2 ba / 913 sq ft · 1250 S DENNING DR #Unit 233 (Mead Garden)
- $349,500 · 2 bd / 1 ba / 709 sq ft · 500 N PENNSYLVANIA AVENUE #G
- $245,000 · 2 bd / 2 ba / 908 sq ft · 1250 S DENNING DRIVE #127 (Mead Garden)
- $115,000 · 1 bd / 1 ba / 735 sq ft · 1000 S SEMORAN BOULEVARD #305 (Golfside Villas Condo)
- $130,000 · 1 bd / 1 ba / 645 sq ft · 2500 LEE ROAD #143 (Lakeside Manor Apts Condo)
- $269,000 · 2 bd / 1 ba / 710 sq ft · 151 N ORLANDO AVENUE #242 (Lake Killarney Condo)
- $143,500 · 1 bd / 1 ba / 749 sq ft · 3019 ANTIQUE OAKS CIRCLE #127 (Parkview Village)
- $184,900 · 2 bd / 1.5 ba / 1,365 sq ft · 7468 CANFORD COURT #24 (Whisperwood Condo)
- $525,000 · 3 bd / 3.5 ba / 2,195 sq ft · 1134 WASHINGTON AVENUE #13C
- $284,900 · 2 bd / 2.5 ba / 1,236 sq ft · 5210 LAZY OAKS DRIVE (Lazy Oaks Condo)
- $214,900 · 3 bd / 2.5 ba / 1,151 sq ft · 7413 BELLE RIVER COURT #3
- $172,000 · 2 bd / 1.5 ba / 990 sq ft · 3243 FOREST OAKS COURT #117
- $179,900 · 2 bd / 2.5 ba / 1,031 sq ft · 3381 CEDAR SPRINGS PLACE #151
- $110,000 · 1 bd / 1 ba / 796 sq ft · 1000 S SEMORAN BOULEVARD #302 (Golfside Villas Condo)
- $275,000 · 2 bd / 2 ba / 1,008 sq ft · 5184 LAZY OAKS DRIVE (Lazy Oaks Condo)
- $175,000 · 2 bd / 2 ba / 1,058 sq ft · 4798 TANGERINE AVENUE #4798
- $154,900 · 3 bd / 2 ba / 1,149 sq ft · 1695 LEE ROAD #A101 (Waterfall Cove)
- $199,900 · 1 bd / 1 ba / 582 sq ft · 151 NORTH ORLANDO AVENUE #142 (Lake Killarney Condominium Assn Inc.)
- $199,000 · 2 bd / 2.5 ba / 1,578 sq ft · 7488 WHISPERWOOD DRIVE #28 (Whisperwood Condo)
- $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)
- $510,000 · 3 bd / 2.5 ba / 1,669 sq ft · 1061 ARAGON AVENUE #1061
- $170,000 · 2 bd / 2.5 ba / 1,031 sq ft · 7450 WYNNEWOOD SQUARE #189
- $164,500 · 1 bd / 1 ba / 732 sq ft · 1500 GAY ROAD #4D (Chateaux Du Lac)
- $205,000 · 3 bd / 2.5 ba / 1,151 sq ft · 3371 RIVER VIEW WAY #46
- $135,000 · 3 bd / 2 ba / 1,149 sq ft · 1695 LEE ROAD #A116
- $235,000 · 2 bd / 2 ba / 1,026 sq ft · 1500 GAY ROAD #3C (Chateaux Du Lac)
- $180,000 · 2 bd / 2 ba / 1,105 sq ft · 2923 ANTIQUE OAKS CIRCLE #34 (Parkview Village)
- $159,000 · 2 bd / 2.5 ba / 1,090 sq ft · 3027 AARON BURR AVENUE #L1 (Colonies)
- $159,000 · 2 bd / 2.5 ba / 1,108 sq ft · 7300 DANIEL WEBSTER DRIVE #M7 (Colonies)
- $275,000 · 1 bd / 1 ba / 570 sq ft · 311 E MORSE BOULEVARD #6-12
- $279,900 · 2 bd / 2 ba / 1,295 sq ft · 2305 SUN VALLEY CIR
- $710,000 · 3 bd / 2 ba / 1,350 sq ft · 300 CAROLINA AVENUE #402C (Park West Condo)
- $248,900 · 2 bd / 2.5 ba / 1,300 sq ft · 193 LEWFIELD CIRCLE (Stratford A Winter Park Condo)
- $1.79M · 3 bd / 2 ba / 1,807 sq ft · 106 S INTERLACHEN AVENUE #518
- $1.77M · 3 bd / 3.5 ba / 3,112 sq ft · 101 S NEW YORK AVENUE #311 (Winter Park Residential)
- $1.82M · 2 bd / 2 ba / 2,304 sq ft · 311 E MORSE BOULEVARD #1-3
- $149,000 · 1 bd / 1 ba / 645 sq ft · 2500 LEE ROAD #232
- $989,500 · 1 bd / 1.5 ba / 1,109 sq ft · 269 E CANTON AVENUE #269 (Village Winterset Inc)
- $350,000 · 1 bd / 1 ba / 987 sq ft · 700 MELROSE AVENUE #J24 (Winter Park Gardens Condo)
- $175,000 · 2 bd / 2.5 ba / 1,031 sq ft · 7327 FOREST HILL COURT #223
- $89,000 · 1 bd / 1 ba / 638 sq ft · 1695 LEE ROAD #B210
- $107,000 · 2 bd / 1 ba / 881 sq ft · 1695 LEE ROAD #D211
- $275,000 · 2 bd / 2 ba / 1,008 sq ft · 5143 LAZY OAKS DRIVE #5143 (Lazy Oaks Condo)
- $189,000 · 2 bd / 2 ba / 1,018 sq ft · 2918 ANTIQUE OAKS CIRCLE #25
- $245,000 · 2 bd / 2 ba / 1,026 sq ft · 1500 GAY ROAD #20D
- $299,999 · 2 bd / 1 ba / 710 sq ft · 151 N ORLANDO AVENUE #118 (Lake Killarney Condo)
- $150,000 · 1 bd / 1 ba / 749 sq ft · 2948 ANTIQUE OAKS CIRCLE #94 (Parkview Village)
- $182,900 · 2 bd / 2 ba / 927 sq ft · 205 LEWFIELD CIRCLE #205 (Stratford A Winter Park Condo)
- $184,400 · 1 bd / 1 ba / 645 sq ft · 2500 LEE RD. #222 (Lakeside Manor Apts Condo)
- $199,000 · 2 bd / 1.5 ba / 1,393 sq ft · 7471 CANFORD COURT #19 (Whisperwood Condo)
- $109,400 · 1 bd / 1 ba / 785 sq ft · 311 SCOTTSDALE SQUARE #311 (Winter Park Woods Condo)
- $285,000 · 2 bd / 1 ba / 710 sq ft · 151 N ORLANDO AVENUE ##115 (Lake Killarney Condo)
- $179,990 · 2 bd / 2.5 ba / 1,031 sq ft · 3370 CEDAR SPRINGS PLACE #156
- $279,000 · 1 bd / 1 ba / 570 sq ft · 311 E MORSE BOULEVARD #7-11
- $205,000 · 3 bd / 2 ba / 1,149 sq ft · 1695 LEE ROAD #C202 (Waterfall Cove At Winter Park)
- $89,900 · 1 ba / 549 sq ft · 3071 GEORGE MASON AVENUE #5 (Colonies)
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 | — | — |
| Colonies | 5 | $150,000 | — | — |
| Lazy Oaks Condo | 4 | $275,000 | — | — |
| Parkview Village | 4 | $146,750 | — | — |
| Stratford A Winter Park Condo | 4 | $186,400 | — | — |
| Lake Killarney Condo | 3 | $285,000 | — | — |
| Lakeside Manor Apts Condo | 3 | $184,400 | — | — |
| Park West Condo | 3 | $710,000 | — | — |
| Whisperwood Condo | 3 | $199,000 | — | — |
| Lancelot/Winter Park | 2 | $162,450 | — | — |
| Mead Garden | 2 | $245,000 | — | — |
| Phillips Circle Rep | 2 | $1.73M | — | — |
| Winter Park Residential | 2 | $1.61M | — | — |
| Winter Park Villas | 2 | $213,450 | — | — |
| Chateaux Du Lac | 2 | $199,750 | — | — |
| Lake Killarney Condominium Assn Inc. | 1 | $199,900 | — | — |
| Village Winterset Inc | 1 | $989,500 | — | — |
| Virginia Heights | 1 | $359,000 | — | — |
| Waterfall Cove At Winter Park | 1 | $205,000 | — | — |
| Waterfall Cove | 1 | $154,900 | — | — |
| Winter Park Gardens Condo | 1 | $350,000 | — | — |
| Winter Park Woods Condo | 1 | $109,400 | — | — |
| Casa Jardin Condo | 1 | $799,000 | — | — |
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 87 condos for sale against that sales pace, months of supply is 2.1, 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 band | Active | Sold, 12 mo | Months of supply | DOM |
|---|---|---|---|---|
| Under $300K | 38 | 131 | 3.5 | 68 |
| $300K–$500K | 15 | 86 | 2.1 | 23 |
| $500K–$750K | 21 | 97 | 2.6 | 25 |
| $750K+ | 54 | 180 | 3.6 | 46 |
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 |
|---|---|---|---|---|
| 2019 | $457,423 | 63 | 98 | 92% |
| 2021 | $490,389 | 193 | 7 | 99% |
| 2022 | $462,543 | 1,182 | 9 | 99% |
| 2023 | $497,761 | 368 | 20 | 96% |
| 2024 | $607,862 | 928 | 21 | 96% |
| 2025 | $619,722 | 959 | 33 | 94% |
| 2026 | $647,825 | 850 | 34 | 96% |
What a home in Winter Park costs to own
Take the median $199,900 listing with 20% down at today’s 6.95% 30-year rate: principal and interest run about $1,059/month. Orange County’s typical millage of 16.67 puts property tax near $2,499/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 $1,384/month plus any HOA or CDD assessment.
Explore Winter Park
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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.
- 436 W Swoope Avenue · last listed $699,000 · off market Sep 25, 2026
- 2803 Banchory Road · last listed $474,000 · off market Sep 25, 2026
- 1009 Lake Bell Drive · last listed $650,000 · off market Sep 25, 2026
- 7487 Canford Court #5 · last listed $249,900 · off market Sep 24, 2026
- 644 N Knowles Avenue #3 · last listed $424,400 · off market Sep 24, 2026
- 361 E Kings Way · last listed $3,199,000 · off market Sep 24, 2026
- 1533 Springtime Loop · last listed $415,000 · off market Sep 24, 2026
- 1500 Gay Road #17D · last listed $234,900 · off market Sep 24, 2026
- 1313 S Denning Drive · last listed $589,900 · off market Sep 24, 2026
- 1250 S Denning Drive #109 · last listed $190,000 · off market Sep 24, 2026
- 631 Williams Drive · last listed $1,824,000 · off market Sep 23, 2026
- 1611 Chestnut Avenue · last listed $995,000 · off market Sep 23, 2026
Common questions
How many condos are for sale in Winter Park, FL?
As of 2026-09-25, Momentum's MLS record shows 87 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 $199,900, about $200 per square foot for a typical 1,031-square-foot home. Ten percent of listings are under $135K and ten percent are above $975K. 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 44 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 2.1 months of supply, a seller's market by the usual six-month rule.
What does a $199,900 home in Winter Park cost per month?
Roughly $1,384 a month with 20% down at 6.95%: principal and interest of $1,059, Orange County property tax of about $208/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 Golfside Villas Condo (5), Colonies (5), Lazy Oaks Condo (4), Parkview Village (4), Stratford A Winter Park Condo (4). 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. 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 2 ZIP codes: 32792, 32789. 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: 87 condos are for sale in Winter Park today at a median asking price of $199,900, so a 20% down payment on the median home is about $39,980 and principal and interest run near $1,059/month at today's 6.95% 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 2026-09-25 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.