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Winter Park Property Search

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Search All Winter Park Real Estate

Our website features the best Winter Park real estate search for homes, condos, land and foreclosure properties available. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!

Hot Winter Park Properties

1500 Gay Road Unit 7B, Winter Park image
1500 Gay Road Unit 7B, Winter Park — 7 $285,000

Winter Park Lakefront living on Lake Killarney can be yours to enjoy. This ground floor 2BR 2BA Condo offers newer deluxe renovations in this solid built building for ma...

  • 2 Beds
  • 2 Baths
  • O6034282 MLS
  • 7 Bldg.
2418 Euston Road, Winter Park image
2418 Euston Road, Winter Park $529,000

Amazing Winter Park/Lake Killarney Location! Sit on your front porch swing and enjoy the beautifully landscaped yard with Magnolia trees and Almond trees that are in blo...

  • 3 Beds
  • 2.5 Baths
  • O6038635 MLS
2417 Lafayette Avenue, Winter Park image
2417 Lafayette Avenue, Winter Park $390,000

Endless possibilities for a buyer or builder looking for a lot in the highly desirable Winter Park zip code! Almost 3000 square feet FAR. Just minutes from I-4, Park Aven...

  • O6038273 MLS
2417 Lafayette Avenue, Winter Park image
2417 Lafayette Avenue, Winter Park $390,000

Bring your builder! Endless possibilities for a buyer looking for a lot in the highly desirable Winter Park zip code. Just minutes from I-4, Park Avenue, Winter Park Vil...

  • 2 Beds
  • 1 Baths
  • O6038075 MLS
2145 Lake Drive Unit A-26, Winter Park image
2145 Lake Drive Unit A-26, Winter Park $499,900

Charming 3 bedroom 2 bathroom home in Winter Park. This lakefront community with neighboring million dollar plus homes. Prime location in Winter Park with easy access t...

  • 3 Beds
  • 2 Baths
  • O6038577 MLS
1583 Orange Avenue, Winter Park image
1583 Orange Avenue, Winter Park $525,000

Charming Orwin Manor Bungalow in Winter Park - Freshly Painted Inside and Out! Beautifully updated, with vintage charm in this solid block historic 1951 home. Gorgeous or...

  • 3 Beds
  • 2 Baths
  • O6033226 MLS
1409 Sunset Drive, Winter Park image
1409 Sunset Drive, Winter Park $539,900

Welcome home to your quaint 2-bedroom, 1-bathroom home nestled in the heart of Winter Park. This home includes a newer roof and decking installed in 2021. Electric panel ...

  • 2 Beds
  • 1 Baths
  • O6038561 MLS
2413 Winter Park Road, Winter Park image
2413 Winter Park Road, Winter Park $3,150,000

Pre-Construction. To be built. Preparing to break ground on this newest Winter Park opportunity with F.G. Schaub Custom Homes. This Timeless Modern elevation offers a g...

  • 5 Beds
  • 5.5 Baths
  • O6034931 MLS
2500 Lee Road Unit 134, Winter Park image
2500 Lee Road Unit 134, Winter Park — Lakeside Manor $185,000

Winter Park Condo situated right on LAKE KILLARNEY!!! You will LOVE this completely renovated beauty. This 1 Bedroom/1 Bath, 1st floor unit is low maintenance and locat...

  • 1 Beds
  • 1 Baths
  • O6038468 MLS
  • Lakeside Manor Bldg.
200 Saint Andrews Boulevard Unit 3308, Winter Park image
200 Saint Andrews Boulevard Unit 3308, Winter Park — 3308 $299,990

YOUR SEARCH STOPS HERE!! GREAT CASH FLOW opportunity! Current tenant pays $1,700/month. This COMPLETELY UPGRADED AND FULLY RENOVATED end unit, townhome style condo is sit...

  • 2 Beds
  • 1.5 Baths
  • O6038178 MLS
  • 3308 Bldg.
2019 Strathaven Road, Winter Park image
2019 Strathaven Road, Winter Park $535,000

Winter Park POOL Home! Beautiful 4 bedroom, 3 full bath Mid-Century Ranch POOL home nestled in Kenilworth Shores of Winter Park! Fantastic location and move in ready! ...

  • 4 Beds
  • 3 Baths
  • O6038102 MLS
311 E Morse Boulevard Unit 6-4, Winter Park image
311 E Morse Boulevard Unit 6-4, Winter Park — 6-4 $425,000

Prime location, first floor condo in downtown Winter Park. Whispering Waters Condos on Lake Osceola. Light and bright, enjoy the landscaped view. Updated kitchen, bath an...

  • 1 Beds
  • 1 Baths
  • O6037505 MLS
  • 6-4 Bldg.
2164 Turkey Run, Winter Park image
2164 Turkey Run, Winter Park $1,250,000

The first thing you will notice is how grandly this Colonial inspired home is situated on a gently arcing lot within the tree-lined streets of Quail Hollow. With nearly 4...

  • 5 Beds
  • 3.5 Baths
  • O6036554 MLS
2020 Cornell Avenue, Winter Park image
2020 Cornell Avenue, Winter Park $349,000

Duplex

  • 3 Beds
  • O6037994 MLS
2620 Lotafun Avenue, Winter Park image
2620 Lotafun Avenue, Winter Park $520,000

Location, location, this amazing opportunity to build your DREAM HOME is here for you in prime location of Winter Park. The key and main value here is in the LAND!!!!. ...

  • 3 Beds
  • 1 Baths
  • O6037929 MLS
3604/3606 Leanne Court, Winter Park image
3604/3606 Leanne Court, Winter Park $449,999

Great location for a duplex residential in Winter Park! Each side has 3 bedrooms 2 full bathrooms 1 car garage and a covered patio in back yard. Privately fenced propert...

  • 6 Beds
  • 4 Baths
  • O6037869 MLS
630 W Swoope Avenue, Winter Park image
630 W Swoope Avenue, Winter Park $350,000

This Central Winter Park location, one mile from the Winter Park Mall provides a rare opportunity for investors.

  • 2 Beds
  • 1 Baths
  • O6037928 MLS
1700 Winter Park Road, Winter Park image
1700 Winter Park Road, Winter Park $1,089,000

Location! Location! Location! Don't miss out on this beautiful home in the heart of Winter Park! One block from Lake Virginia and just minutes from amazing shopping, dini...

  • 3 Beds
  • 3 Baths
  • G5056657 MLS
283 N Ranger Boulevard, Winter Park image
283 N Ranger Boulevard, Winter Park $574,900

Stunning, newer renovated, contemporary Winter Park Pines pool home. Highly desirable neighborhood, with excellent Winter Park schools. Steps from popular Cady Way walkin...

  • 3 Beds
  • 2 Baths
  • O6037488 MLS
3130 Lowndes Drive, Winter Park image
3130 Lowndes Drive, Winter Park $425,000

One or more photo(s) has been virtually staged. This Winter Park one-story home offers a patio, quartz countertops, and a one-car garage. This home has been virtually st...

  • 3 Beds
  • 2 Baths
  • O6037674 MLS
616 Worthington Drive, Winter Park image
616 Worthington Drive, Winter Park $899,000

Welcome home to this thoughtfully renovated house in a desirable Winter Park neighborhood. Built in 1958, the property has only had two owners and has been maintained and...

  • 4 Beds
  • 3 Baths
  • O6036125 MLS
472 Fletcher Place, Winter Park image
472 Fletcher Place, Winter Park $2,100,000

Winter Park custom home on a quiet street with lake access to Winter Park Chain of Lakes on Lake Osceola at end of street. This four-bedroom, four-and-a-half-bath home is...

  • 4 Beds
  • 4.5 Baths
  • O6037558 MLS
1209 Sharon Place, Winter Park image
1209 Sharon Place, Winter Park $1,699,000

Excellent opportunity to build your dream home near The Vias in Winter Park. Oversized 108x152, 0.38 acre lot. Existing structure on the site has no value - value is in t...

  • O6037593 MLS
1209 Sharon Place, Winter Park image
1209 Sharon Place, Winter Park $1,699,000

Excellent opportunity to build your dream home near The Vias in Winter Park. Oversized 108x152, 0.38 acre lot. Existing structure on the site has no value - value is in t...

  • 4 Beds
  • 3 Baths
  • O6036610 MLS
2808 Amsden Road, Winter Park image
2808 Amsden Road, Winter Park $540,000

Enjoy all Winter Park has to offer! This Winter Park Estates home is ready for a new owner. This house was meticulously taken care of. Completed renovated inside and out!...

  • 3 Beds
  • 3.5 Baths
  • O6037438 MLS

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407-508-8755 or 407-7296927

 

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