info@rrgrouptampa.com Renaissance Realty Group
Traffic Dashboard
Home Home
  • Search
  • Communities
    • Tampa
    • Clearwater
    • Saint Petersburg
    • Hillsborough County
    • Pasco County
    • Pinellas County
  • Buy
    • Buying Info
  • Sell
    • Selling Info
  • Property Management
  • Resources
    • Claim Your Free Book
  • About
    • Learn More
    • Meet the Team
    • Our Testimonials
  • Articles
  • Contact
Traffic Dashboard
Renaissance Realty Group
info@rrgrouptampa.com
  • 118 South Fremont Avenue
    Tampa, FL 33606
Home
  • Search
  • Communities
  • Buy
  • Sell
  • Property Management
  • Resources
  • About
  • Articles
  • Contact
Legal
  • Privacy
  • Terms
  • DMCA
  • Accessibility
  • Fair Housing
Account
  • Dashboard
  • Logout
  • Login
Renaissance Realty Group - Footer Logo
©2026 Renaissance Realty Group. All rights reserved.
Website built by CloseHack.
Miami Association of REALTORS®

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.

My Florida Regional MLS DBA Stellar MLS

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

Back

Lakeside College Town Near Orlando

Lots & Land 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
attach_moneyFor Sale editFor Rent
Browse by Property Type
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
Get Alerts Advanced Search
  • Grid
  • Map
  • List
1416 BORDER DRIVE For Sale
$675,000
1416 BORDER DRIVEWinter Park, FL 32789
  • MFRO6434973
1133 BELLA LAGO COVE For Sale
$2,100,000
1133 BELLA LAGO COVEWinter Park, FL 32792
  • MFRO6434781
150 E READING WAY For Sale
$1,495,000
150 E READING WAYWinter Park, FL 32789
  • MFRO6430223
540 PENNSYLVANIA AVENUE For Sale
$4,600,000
540 PENNSYLVANIA AVENUEWinter Park, FL 32789
  • MFRO6431538
669 W COMSTOCK AVENUE For Sale
$249,000
669 W COMSTOCK AVENUEWinter Park, FL 32789
  • MFRTB8535201
2614 PARKLAND DRIVE For Sale
$1,893,000
2614 PARKLAND DRIVEWinter Park, FL 32789
  • O6427443
1909 TAYLOR AVENUE For Sale
$425,000
1909 TAYLOR AVENUEWinter Park, FL 32792
  • O6426549
1415 GROVE TERRACE For Sale
$2,200,000
1415 GROVE TERRACEWinter Park, FL 32789
  • O6423553
313L SYLVAN DRIVE For Sale
$1,750,000
313L SYLVAN DRIVEWinter Park, FL 32789
  • O6424300
JESSICA COURT For Sale
$449,000
JESSICA COURTWinter Park, FL 32789
  • O6419256
1113 VIA DEL MAR For Sale
$1,595,000
1113 VIA DEL MARWinter Park, FL 32789
  • O6416144
120 BROADVIEW AVENUE For Sale
$1,450,000
120 BROADVIEW AVENUEWinter Park, FL 32789
  • O6410178
1009 LAKE BELL DRIVE For Sale
$650,000
1009 LAKE BELL DRIVEWinter Park, FL 32789
  • O6410167
1881 LAKE SPIER DRIVE For Sale
$1,350,000
1881 LAKE SPIER DRIVEWinter Park, FL 32789
  • O6396791
620 PINETREE ROAD For Sale
$2,689,000
620 PINETREE ROADWinter Park, FL 32789
  • O6397264
3601 MIDIRON DRIVE For Sale
$459,900
3601 MIDIRON DRIVEWinter Park, FL 32789
  • O6368849
731 MIDGET DRIVE For Sale
$899,000
731 MIDGET DRIVEWinter Park, FL 32789
  • O6368705
503 INTERLACHEN AVENUE For Sale
$4,500,000
503 INTERLACHEN AVENUEWinter Park, FL 32789
  • O6331207
18

Winter Park Searches

  • All Winter Park
  • For Sale in Winter Park
  • Rentals in Winter Park
  • Houses in Winter Park
  • Condos & Apartments in Winter Park
  • Townhouses & Duplexes in Winter Park
  • Farms & Ranches in Winter Park

Featured Searches

Advanced Search
  • $200k to $300k Homes
  • $300k to $400k Homes
  • $400k to $500k Homes
  • Acreage
  • Commercial Properties
  • Farms & Ranches
  • Golf Course Homes
  • Homes Listed this Week
  • Homes with 2+ Beds
  • Homes with Pools
  • Large Houses (2k+ sqft)
  • Luxury Condos ($400k+)
  • Multi-Family Homes
  • New Construction
  • Oceanfront Condos
  • Rentals Under $2k
  • Rentals with Pets
  • Under $200k Homes
  • Under $250k Homes
  • Water View Homes
  • Water View Homes

Popular Cities

All Cities
  • Miami8657 Listings
  • Orlando5530 Listings
  • ocala4757 Listings
  • Port Charlotte4756 Listings
  • Tampa4503 Listings
  • Kissimmee3841 Listings
  • Sarasota3472 Listings
  • North Port3050 Listings
  • St Petersburg2915 Listings
  • Port St. Lucie2758 Listings

Recent Articles

All Articles
  • How Much Home Can You Afford?
  • Capital Gains Exclusion for Surviving Spouses
  • Benefits of Homeownership
  • How to Market Your Summer Vacation Home
  • Finding the Best First-Time Homebuyer Programs
  • The Perks of Buying a Waterfront Property in Fall
  • 4 Reasons to Buy a Home in Fall
  • Market-Specific Home Buying Strategies
  • Tips for Selling Your Home in Hillsboro Beach, Florida
  • Experience the Best of Hillsboro Beach, Florida: Explore our Homes for Sale!