Townhomes for Sale in Winter Park, FL
36 townhomes are for sale in Winter Park, FL as of 2026-10-15. The median list price is $412,448 ($219/sq ft), most townhomes list between $285K to $2.62M, and the median listing has been on the market 38 days. 9 townhomes came on the market this week and 494 sold in the last 12 months at a median of $449,000.
Newest townhomes 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 townhomes for sale by price
Every active listing in Winter Park grouped by price, with the newest listings in each band. The median is $412,448; the busiest band is $300K – $400K.
Under $200K: 1 home
$200K – $300K: 4 homes
- $299,990 · 3 bd / 2 ba / 1,467 sq ft · 2275 ISLAND RUN
- $285,000 · 3 bd / 2 ba / 1,467 sq ft · 2657 EXUMA WAY
- $275,000 · 2 bd / 2 ba / 1,544 sq ft · 2302 BARBADOS DRIVE
- $270,000 · 3 bd / 3 ba / 1,803 sq ft · 2487 HARBOUR WAY
$300K – $400K: 13 homes
- $305,000 · 3 bd / 2 ba / 1,467 sq ft · 2370 BARBADOS DRIVE
- $325,000 · 3 bd / 2.5 ba / 1,628 sq ft · 1462 SICILIANO POINT
- $309,900 · 3 bd / 2.5 ba / 1,545 sq ft · 7530 CRANES CREEK COURT
- $365,000 · 3 bd / 2.5 ba / 1,861 sq ft · 7506 CRANES CREEK COURT #30
$400K – $500K: 3 homes
- $491,000 · 3 bd / 2.5 ba / 2,308 sq ft · 1407 BROAD WING LANE
- $424,900 · 3 bd / 2.5 ba / 1,755 sq ft · 1521 BANTAM WAY
- $425,000 · 3 bd / 2.5 ba / 1,755 sq ft · 2349 SHADOWLAND LOOP
$500K – $750K: 5 homes
- $575,000 · 2 bd / 2.5 ba / 1,851 sq ft · 1071 ARAGON AVENUE (Seville Park)
- $575,000 · 2 bd / 2.5 ba / 1,648 sq ft · 1259 INDIANA AVENUE (Townhomes/Harper Place)
- $660,000 · 3 bd / 3 ba / 1,690 sq ft · 1256 MELISSA COURT (Waterbridge)
- $535,000 · 3 bd / 3.5 ba / 1,937 sq ft · 1250 FORMOSA AVENUE (Urban Green 12)
$750K – $1M: 3 homes
- $915,000 · 3 bd / 3.5 ba / 2,093 sq ft · 1927 S LAKEMONT AVENUE (Lake Spier Xing)
- $925,000 · 3 bd / 3 ba / 2,434 sq ft · 1138 S PENNSYLVANIA AVENUE (Virginia Heights)
- $774,900 · 3 bd / 3.5 ba / 2,030 sq ft · 1265 ARLINGTON PL (Virginia Hgts Rep)
$1M and up: 7 homes
- $3.69M · 3 bd / 4 ba / 3,878 sq ft · 125 S INTERLACHEN AVENUE #1
- $3.00M · 3 bd / 4 ba / 3,244 sq ft · 125 S INTERLACHEN AVENUE #2
- $2.69M · 3 bd / 3.5 ba / 3,286 sq ft · 660 W MORSE BOULEVARD
- $1.40M · 3 bd / 2.5 ba / 2,585 sq ft · 512 W SWOOPE AVENUE (Vilasa Twnhms)
Every home for sale in Winter Park right now (36)
All 36 active Winter Park listings with a detail page, newest first, refreshed twice a day from the MLS.
- $575,000 · 2 bd / 2.5 ba / 1,851 sq ft · 1071 ARAGON AVENUE (Seville Park)
- $325,000 · 3 bd / 2.5 ba / 1,628 sq ft · 1462 SICILIANO POINT
- $305,000 · 3 bd / 2 ba / 1,467 sq ft · 2370 BARBADOS DRIVE
- $491,000 · 3 bd / 2.5 ba / 2,308 sq ft · 1407 BROAD WING LANE
- $365,000 · 3 bd / 2.5 ba / 1,861 sq ft · 7506 CRANES CREEK COURT #30
- $309,900 · 3 bd / 2.5 ba / 1,545 sq ft · 7530 CRANES CREEK COURT
- $169,000 · 2 bd / 2.5 ba / 1,031 sq ft · 3307 AMBER WOOD WAY #106
- $424,900 · 3 bd / 2.5 ba / 1,755 sq ft · 1521 BANTAM WAY
- $355,000 · 3 bd / 2.5 ba / 1,866 sq ft · 7560 ALOMA PINES COURT
- $299,990 · 3 bd / 2 ba / 1,467 sq ft · 2275 ISLAND RUN
- $355,000 · 3 bd / 2.5 ba / 1,872 sq ft · 7498 ALOMA PINES COURT
- $285,000 · 3 bd / 2 ba / 1,467 sq ft · 2657 EXUMA WAY
- $399,995 · 3 bd / 2.5 ba / 1,782 sq ft · 2857 CLEVER LANE
- $275,000 · 2 bd / 2 ba / 1,544 sq ft · 2302 BARBADOS DRIVE
- $915,000 · 3 bd / 3.5 ba / 2,093 sq ft · 1927 S LAKEMONT AVENUE (Lake Spier Xing)
- $425,000 · 3 bd / 2.5 ba / 1,755 sq ft · 2349 SHADOWLAND LOOP
- $660,000 · 3 bd / 3 ba / 1,690 sq ft · 1256 MELISSA COURT (Waterbridge)
- $575,000 · 2 bd / 2.5 ba / 1,648 sq ft · 1259 INDIANA AVENUE (Townhomes/Harper Place)
- $270,000 · 3 bd / 3 ba / 1,803 sq ft · 2487 HARBOUR WAY
- $349,000 · 3 bd / 2.5 ba / 1,872 sq ft · 7605 ALOMA PINES COURT
- $379,999 · 3 bd / 2.5 ba / 1,907 sq ft · 2017 CANNY COVE
- $3.69M · 3 bd / 4 ba / 3,878 sq ft · 125 S INTERLACHEN AVENUE #1
- $3.00M · 3 bd / 4 ba / 3,244 sq ft · 125 S INTERLACHEN AVENUE #2
- $389,000 · 3 bd / 2.5 ba / 1,907 sq ft · 2033 CANNY COVE
- $375,000 · 3 bd / 2.5 ba / 1,872 sq ft · 7522 ALOMA PINES COURT
- $925,000 · 3 bd / 3 ba / 2,434 sq ft · 1138 S PENNSYLVANIA AVENUE (Virginia Heights)
- $2.69M · 3 bd / 3.5 ba / 3,286 sq ft · 660 W MORSE BOULEVARD
- $1.40M · 3 bd / 2.5 ba / 2,585 sq ft · 512 W SWOOPE AVENUE (Vilasa Twnhms)
- $315,000 · 3 bd / 2.5 ba / 1,682 sq ft · 1540 FLORENTINO LANE
- $2.62M · 3 bd / 3.5 ba / 3,048 sq ft · 413 W MORSE BOULEVARD
- $774,900 · 3 bd / 3.5 ba / 2,030 sq ft · 1265 ARLINGTON PL (Virginia Hgts Rep)
- $399,000 · 3 bd / 2.5 ba / 1,907 sq ft · 1995 CANNY COVE
- $535,000 · 3 bd / 3.5 ba / 1,937 sq ft · 1250 FORMOSA AVENUE (Urban Green 12)
- $1.55M · 4 bd / 3.5 ba / 2,756 sq ft · 905 ENCLAVE PLACE (The Enclave Winter Park)
- $1.55M · 4 bd / 3.5 ba / 2,738 sq ft · 901 ENCLAVE PLACE (The Enclave Winter Park)
- $680,000 · 4 bd / 3.5 ba / 2,664 sq ft · 432 W SWOOPE AVENUE (Swoope Park)
Townhomes 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 townhomes 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 |
|---|---|---|---|---|
| The Enclave Winter Park | 2 | $1.55M | — | — |
| Lake Spier Xing | 1 | $915,000 | — | — |
| Seville Park | 1 | $575,000 | — | — |
| Townhomes/Harper Place | 1 | $575,000 | — | — |
| Urban Green 12 | 1 | $535,000 | — | — |
| Virginia Heights | 1 | $925,000 | — | — |
| Virginia Hgts Rep | 1 | $774,900 | — | — |
| Waterbridge | 1 | $660,000 | — | — |
| Swoope Park | 1 | $680,000 | — | — |
| Vilasa Twnhms | 1 | $1.40M | — | — |
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 36 townhomes for sale against that sales pace, months of supply is 0.9, 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 $412,448 listing with 20% down at today’s 7.40% 30-year rate: principal and interest run about $2,285/month. Orange County’s typical millage of 16.67 puts property tax near $6,043/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 $2,906/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.
- 802 Hamilton Place Court · last listed $1,324,000 · off market Oct 14, 2026
- 363 N Phelps Avenue · last listed $1,249,000 · off market Oct 14, 2026
- 3114 Heartleaf Place · last listed $685,000 · off market Oct 14, 2026
- 274 N Ranger Boulevard · last listed $659,900 · off market Oct 14, 2026
- 2500 Lee Road #104 · last listed $242,400 · off market Oct 14, 2026
- 1780 Bryan Avenue · last listed $849,000 · off market Oct 14, 2026
- 1256 S Pennsylvania Avenue #9 · last listed $950,000 · off market Oct 14, 2026
- 1200 Woodmere Drive · last listed $1,649,000 · off market Oct 14, 2026
- 1052 Manchester Circle · last listed $460,000 · off market Oct 14, 2026
- 100 S Interlachen Avenue #101 · last listed $1,299,000 · off market Oct 14, 2026
- 2923 Antique Oaks Circle #34 · last listed $180,000 · off market Oct 13, 2026
- 2500 Lee Road #202 · last listed $224,999 · off market Oct 13, 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 2026-10-15 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.