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  • 118 South Fremont Avenue
    Tampa, FL 33606
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MIAMI ASSOCIATION OF REALTORS® All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of the Multiple Listing Service. Real estate listings held by brokerage firms other than Marjo Realty Co. may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS.

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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website. Listing Information presented by local MLS brokerage: Renaissance Realty Group

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Lakeside College Town Near Orlando

Townhouses & Duplexes in Winter Park, FL

Welcome to Winter Park, the Orange County city of tree-lined Park Avenue, Rollins College, and a chain of lakes just north of downtown Orlando.

Winter Park sits in Orange County, Florida, immediately north of downtown Orlando, and is widely regarded as one of the region's most distinctive cities. It was conceived in the late 19th century as a winter resort for Northerners arriving by rail, and its identity still flows from that origin — a planned community of lakes, tree-lined streets, and a walkable commercial avenue built around the railroad. Its population is about 30,000. The city's defining institutions are Rollins College and Park Avenue. Rollins, founded in 1885, is the oldest college in Florida, and its 70-acre campus of Spanish and Mediterranean Revival architecture sits directly across from Park Avenue, the city's central shopping and dining street. Together they give Winter Park an academic, cultured atmosphere unusual for a city of its size, with a steady presence of students, faculty, and visitors. Water is central to the city's geography. The Winter Park Chain of Lakes — six lakes connected by narrow canals — cuts through the community, creating a boating and paddling culture and shaping its lakefront neighborhoods. Many streets are shaded by ancient live oaks and moss-draped trees, reinforcing the garden-city feel that first drew the city's founders. Winter Park functions as an established, close-in suburb of Orlando. SunRail commuter rail and Amtrak stop at its station, linking the city to downtown Orlando and the wider region, while Interstate 4 runs nearby. Public schools belong to Orange County Public Schools, one of the nation's largest districts, anchored locally by Winter Park High School. The city suits households drawn to historic homes, lake access, a walkable downtown, and rail access to Orlando, who value character and culture over new-construction sprawl.

Population 29,795
County Orange County
Active Listings 606
Browse by Listing Type
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homeHouses apartmentCondos & Apartments holiday_villageTownhouses & Duplexes crop_landscapeLots & Land parkFarms & Ranches

Frequently Asked Questions

What county is Winter Park in?

Winter Park is located in Orange County, Florida, just north of downtown Orlando. It covers about 10.2 square miles, with a significant portion of its area made up of the Winter Park Chain of Lakes.

What college is located in Winter Park?

Winter Park is home to Rollins College, a private liberal arts college founded in 1885 and the oldest college in Florida. Its 70-acre campus, known for Spanish and Mediterranean Revival architecture, sits directly across from the city's Park Avenue district.

Does Winter Park have a train station?

Yes. The Winter Park station is served by SunRail commuter rail, which links the city to downtown Orlando and points across Central Florida, and by Amtrak's Floridian and Silver Meteor intercity trains, making rail access a defining feature of the city.

What is Park Avenue in Winter Park?

Park Avenue is Winter Park's central shopping and dining street, running alongside the Rollins College campus. It is known for its boutiques, cafés, restaurants, and seasonal events, and serves as the city's main gathering place.

What are the Winter Park Chain of Lakes?

The Winter Park Chain of Lakes is a series of six interconnected lakes joined by narrow canals, popular for paddleboarding, kayaking, boating, and fishing. The lakes sit near the heart of the city and anchor its waterside culture.

MARKET SNAPSHOT

The Market at a Glance

How homes have been selling here over the last 90 days.

home_work New This Week 34
Went Under Contract 0
trending_down Price Reductions 0
payments Median Sale Price $508,750 +6.2%
square_foot Price per Sq Ft $302
schedule Avg Days on Market 57
sell Homes Sold 278
percent Sale-to-List Ratio 98.0%
inventory_2 Months of Inventory 4.6

Price & Sales History

Market data reflects closed sales over the last 90 days and is provided for informational purposes.

BROWSE BY ZIP

Zip Codes

Browse listings by postal code in this area.

010 homes for saleMedian sale$295K1 sale in the last 90 days
003 homes for saleMedian sale$295K
0001 home for saleMedian sale$295K
00006 homes for saleMedian sale$295K
0000029 homes for saleMedian sale$370KPer sq ft$199 sales in the last 90 days
0060225 homes for saleMedian sale$417.5KPer sq ft$3124 sales in the last 90 days
0060322 homes for saleMedian sale$235KPer sq ft$7273 sales in the last 90 days
0061228 homes for saleMedian sale$160KPer sq ft$1685 sales in the last 90 days
0062359 homes for saleMedian sale$240KPer sq ft$19214 sales in the last 90 days
006418 homes for saleMedian sale$262KPer sq ft$1762 sales in the last 90 days
00646141 homes for saleMedian sale$1.5MPer sq ft$59625 sales in the last 90 days
0066239 homes for saleMedian sale$463KPer sq ft$2939 sales in the last 90 days
View All Zip Codes
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1326 MERRYDALE WAY For Rent
$2,700
1326 MERRYDALE WAYWinter Park, FL 32792
  • 3 bd
  • 2.5 ba
  • 2355 sqft
  • Built 2021
  • MFRO6435756
7605 ALOMA PINES COURT #7605 For Sale
$359,000
7605 ALOMA PINES COURT #7605Winter Park, FL 32792
  • 3 bd
  • 2.5 ba
  • 2274 sqft
  • Built 2016
  • MFRO6435026
1261 INDIANA AVENUE For Sale
$540,000
1261 INDIANA AVENUEWinter Park, FL 32789
  • 3 bd
  • 2.5 ba
  • 2400 sqft
  • Built 2005
  • MFRO6400698
1720 MILLER AVENUE For Rent
$1,775
1720 MILLER AVENUEWinter Park, FL 32789
  • 2 bd
  • 1 ba
  • 825 sqft
  • Built 1959
  • MFRO6435312
3112 CROWN JEWEL COURT For Rent
$2,350
3112 CROWN JEWEL COURTWinter Park, FL 32792
  • 3 bd
  • 2.5 ba
  • 1600 sqft
  • Built 2020
  • MFRO6433046
2857 CLEVER LANE For Sale
$417,500
2857 CLEVER LANEWinter Park, FL 32792
  • 3 bd
  • 2.5 ba
  • 2290 sqft
  • Built 2023
  • MFRO6434185
1618 INDIANA AVENUE #1616 For Rent
$1,995
1618 INDIANA AVENUE #1616Winter Park, FL 32789
  • 2 bd
  • 1 ba
  • 802 sqft
  • Built 1963
  • O6434163
1618 INDIANA AVENUE For Rent
$1,995
1618 INDIANA AVENUEWinter Park, FL 32789
  • 2 bd
  • 1 ba
  • 1604 sqft
  • Built 1963
  • O6434146
1256 MELISSA COURT For Sale
$660,000
1256 MELISSA COURTWinter Park, FL 32789
  • 3 bd
  • 3 ba
  • 1690 sqft
  • Built 1983
  • MFRO6432855
3606 LEANNE COURT For Rent
$1,800
3606 LEANNE COURTWinter Park, FL 32792
  • 3 bd
  • 2 ba
  • 1047 sqft
  • Built 1985
  • MFRO6433738
1427 BROAD WING LANE For Sale
$419,900
1427 BROAD WING LANEWinter Park, FL 32792
  • 3 bd
  • 2.5 ba
  • 2312 sqft
  • Built 2020
  • MFRO6431630
7446 WYNNEWOOD SQUARE #190 For Rent
$1,850
7446 WYNNEWOOD SQUARE #190Winter Park, FL 32792
  • 2 bd
  • 2.5 ba
  • 1031 sqft
  • Built 1984
  • MFRR4911800
2881 TEMPLE TRAIL For Sale
$575,000
2881 TEMPLE TRAILWinter Park, FL 32789
  • 2 bd
  • 2.5 ba
  • 2101 sqft
  • Built 1984
  • MFRO6431955
2534 LEEWARD WAY For Rent
$2,000
2534 LEEWARD WAYWinter Park, FL 32792
  • 3 bd
  • 2 ba
  • 1072 sqft
  • Built 1976
  • MFRR4911711
2337 SHADOWLAND LOOP For Rent
$3,395
2337 SHADOWLAND LOOPWinter Park, FL 32792
  • 3 bd
  • 2.5 ba
  • 2378 sqft
  • Built 2020
  • MFRO6432518
1600 INDIANA AVENUE For Rent
$1,350
1600 INDIANA AVENUEWinter Park, FL 32789
  • 1 bd
  • 1 ba
  • 620 sqft
  • Built 1963
  • MFRO6431665
1071 ARAGON AVENUE For Sale
$575,000
1071 ARAGON AVENUEWinter Park, FL 32789
  • 2 bd
  • 2.5 ba
  • 2508 sqft
  • Built 2008
  • MFRO6429215
2017 CANNY COVE For Sale
$399,900
2017 CANNY COVEWinter Park, FL 32792
  • 3 bd
  • 2.5 ba
  • 2301 sqft
  • Built 2023
  • MFRO6430136
1136 S PENNSYLVANIA AVENUE For Rent
$6,300
1136 S PENNSYLVANIA AVENUEWinter Park, FL 32789
  • 3 bd
  • 3 ba
  • 3171 sqft
  • Built 2006
  • MFRO6430077
1409 MICHIGAN AVENUE For Rent
$3,150
1409 MICHIGAN AVENUEWinter Park, FL 32789
  • 3 bd
  • 2.5 ba
  • 2445 sqft
  • Built 2007
  • MFRO6430070
2251 NAIRN DRIVE For Sale
$625,000
2251 NAIRN DRIVEWinter Park, FL 32792
  • 4 bd
  • 2.5 ba
  • 1978 sqft
  • Built 2015
  • MFRO6429723
125 S INTERLACHEN AVENUE #2 For Sale
$3,150,000
125 S INTERLACHEN AVENUE #2Winter Park, FL 32789
  • 3 bd
  • 4 ba
  • 4935 sqft
  • Built 2020
  • MFRO6411134
5101 ORANGE AVENUE #B For Rent
$2,000
5101 ORANGE AVENUE #BWinter Park, FL 32792
  • 3 bd
  • 1 ba
  • 922 sqft
  • Built 1956
  • MFRO6429559
125 S INTERLACHEN AVENUE #1 For Sale
$3,895,000
125 S INTERLACHEN AVENUE #1Winter Park, FL 32789
  • 3 bd
  • 4 ba
  • 5286 sqft
  • Built 2019
  • MFRO6428952
1434 MINNESOTA AVENUE For Rent
$1,495
1434 MINNESOTA AVENUEWinter Park, FL 32789
  • 2 bd
  • 1 ba
  • 1000 sqft
  • Built 1959
  • MFRO6429250
2033 CANNY COVE For Sale
$399,000
2033 CANNY COVEWinter Park, FL 32792
  • 3 bd
  • 2.5 ba
  • 1907 sqft
  • Built 2023
  • MFRO6426457
2339 INAGUA WAY For Sale
$297,500
2339 INAGUA WAYWinter Park, FL 32792
  • 3 bd
  • 2 ba
  • 1578 sqft
  • Built 1979
  • MFRO6415345
2487 HARBOUR WAY For Sale
$290,000
2487 HARBOUR WAYWinter Park, FL 32792
  • 3 bd
  • 3 ba
  • 1803 sqft
  • Built 1978
  • MFRO6422155
3374 CEDAR SPRINGS PLACE #155 For Rent
$1,590
3374 CEDAR SPRINGS PLACE #155Winter Park, FL 32792
  • 2 bd
  • 2.5 ba
  • 1031 sqft
  • Built 1984
  • MFRO6424930
436 W SWOOPE AVENUE For Sale
$699,000
436 W SWOOPE AVENUEWinter Park, FL 32789
  • 4 bd
  • 3.5 ba
  • 3126 sqft
  • Built 2014
  • O6423105
5781 SHALE COURT For Sale
$310,000
5781 SHALE COURTWinter Park, FL 32792
  • 2 bd
  • 2 ba
  • 1394 sqft
  • Built 1985
  • O6422583
Address Not Shown For Rent
$2,325
Address Not ShownWinter Park, FL 32792
  • 3 bd
  • 2.5 ba
  • 1628 sqft
  • Built 2004
  • O6422736
3220 OAK LAWN PLACE PLACE #210 For Rent
$1,900
3220 OAK LAWN PLACE PLACE #210Winter Park, FL 32792
  • 3 bd
  • 2.5 ba
  • 1151 sqft
  • Built 1984
  • S5150258
1138 S PENNSYLVANIA AVENUE For Sale
$1,025,000
1138 S PENNSYLVANIA AVENUEWinter Park, FL 32789
  • 3 bd
  • 3 ba
  • 3147 sqft
  • Built 2005
  • O6420090
2657 EXUMA WAY For Rent
$2,100
2657 EXUMA WAYWinter Park, FL 32792
  • 3 bd
  • 2 ba
  • 1467 sqft
  • Built 1978
  • O6418670
660 W MORSE BOULEVARD For Sale
$2,800,000
660 W MORSE BOULEVARDWinter Park, FL 32789
  • 3 bd
  • 3.5 ba
  • 4264 sqft
  • Built 2021
  • O6419377
2521 GALLIANO CIRCLE For Sale
$335,000
2521 GALLIANO CIRCLEWinter Park, FL 32792
  • 3 bd
  • 2.5 ba
  • 1980 sqft
  • Built 2003
  • O6419329
2712 TORTOISE CV For Sale
$235,000
2712 TORTOISE CVWinter Park, FL 32792
  • 2 bd
  • 1 ba
  • 1223 sqft
  • Built 1981
  • O6419150
1411 MILLER AVENUE For Sale
$899,000
1411 MILLER AVENUEWinter Park, FL 32789
  • 3 bd
  • 3.5 ba
  • 2387 sqft
  • Built 2023
  • O6416926
512 W SWOOPE AVENUE For Sale
$1,399,000
512 W SWOOPE AVENUEWinter Park, FL 32789
  • 3 bd
  • 2.5 ba
  • 3352 sqft
  • Built 2023
  • O6417375
1265 ARLINGTON PL For Sale
$810,000
1265 ARLINGTON PLWinter Park, FL 32789
  • 3 bd
  • 3.5 ba
  • 2353 sqft
  • Built 2014
  • O6415981
413 W MORSE BOULEVARD For Sale
$2,695,000
413 W MORSE BOULEVARDWinter Park, FL 32789
  • 3 bd
  • 3.5 ba
  • 5408 sqft
  • Built 2018
  • O6412134
1250 FORMOSA AVENUE For Sale
$550,000
1250 FORMOSA AVENUEWinter Park, FL 32789
  • 3 bd
  • 3.5 ba
  • 2856 sqft
  • Built 2022
  • O6412954
649 PARK AVENUE For Sale
$3,500,000
649 PARK AVENUEWinter Park, FL 32789
  • 3 bd
  • 4 ba
  • 4393 sqft
  • Built 2019
  • O6411141
7522 ALOMA PINES COURT For Sale
$375,000
7522 ALOMA PINES COURTWinter Park, FL 32792
  • 3 bd
  • 2.5 ba
  • 2274 sqft
  • Built 2017
  • S5150544
1540 FLORENTINO LANE For Sale
$315,000
1540 FLORENTINO LANEWinter Park, FL 32792
  • 3 bd
  • 2.5 ba
  • 1980 sqft
  • Built 2004
  • O6408841
2648 GALLIANO CIRCLE For Rent
$2,049
2648 GALLIANO CIRCLEWinter Park, FL 32792
  • 2 bd
  • 2.5 ba
  • 1848 sqft
  • Built 2004
  • S5150250
1995 CANNY COVE For Sale
$405,000
1995 CANNY COVEWinter Park, FL 32792
  • 3 bd
  • 2.5 ba
  • 1907 sqft
  • Built 2023
  • G5112476
1351 MERRYDALE WAY For Rent
$2,750
1351 MERRYDALE WAYWinter Park, FL 32792
  • 3 bd
  • 2.5 ba
  • 2317 sqft
  • Built 2018
  • O6408378
5806 MARBLE COURT For Sale
$289,000
5806 MARBLE COURTWinter Park, FL 32792
  • 2 bd
  • 2 ba
  • 1436 sqft
  • Built 1989
  • O6399228
3254 HOWELL BRANCH ROAD For Rent
$1,600
3254 HOWELL BRANCH ROADWinter Park, FL 32792
  • 2 bd
  • 2 ba
  • 964 sqft
  • Built 1985
  • O6402855
905 ENCLAVE PLACE For Sale
$1,495,000
905 ENCLAVE PLACEWinter Park, FL 32792
  • 4 bd
  • 3.5 ba
  • 3441 sqft
  • Built 2026
  • O6383679
901 ENCLAVE PLACE For Sale
$1,495,000
901 ENCLAVE PLACEWinter Park, FL 32792
  • 4 bd
  • 3.5 ba
  • 3514 sqft
  • Built 2026
  • O6383602
432 W SWOOPE AVENUE For Sale
$695,000
432 W SWOOPE AVENUEWinter Park, FL 32789
  • 4 bd
  • 3.5 ba
  • 1079 sqft
  • Built 2014
  • O6375719
3220 NETHERWOOD DRIVE For Sale
$268,950
3220 NETHERWOOD DRIVEWinter Park, FL 32792
  • 2 bd
  • 2 ba
  • 5461 sqft
  • Built 1982
  • MFRO6374172
55

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