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Winter Park Real Estate Search

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Winter Park Homes for Sale

Winter Park, Florida, is a fantastic place to buy a home in the Orlando Metro Area of sunny Orange County. Home to nearly thirty thousand people, this charming community is known for its brick-lined streets, stately mature trees, lovely parks, and sparkling lakes. Initially chartered in 1887, it is a well-established community with a long history and rich heritage. Located just north of the excitement of Orlando, Winter Park offers proximity to big-city services, amenities, and attractions, as well as a relaxed, laid-back lifestyle. That said, you’ll find many wonderful options for shopping, dining, recreation, and entertainment in and around Winter Park, too.

Among the many advantageous features of Winter Park is Central Florida’s second oldest golf club and the Winter Park Historical Museum. Beyond these two destinations are many other options for recreation and entertainment. Furthermore, the community has numerous annual events, festivals, and holiday celebrations, including the Winter Park Sidewalk Art Festival, the Winter Park Autumn Art Festival, the Bach Festival Society of Winter Park, and the Florida Film Festival. Additionally, there are many exciting shopping and dining choices along Park Avenue and in other pockets of Winter Park.

Beyond all of these beneficial features, Winter Park real estate is also remarkable. Homes for sale in Winter Park can be found in numerous prestigious neighborhoods and subdivisions, such as Northwood Circle, Windsong, Plymouth Apartments, Green Oaks, Hannibal Square, College Quarter, and Orwin Manor. Real estate in Winter Park includes attached and detached properties to suit people in all seasons of life, whether young and single or married and retired, or somewhere in between. Winter Park homes are big and small, old and new, and in a wide variety of architectural styles. It would be our great pleasure to tell you all about the currently listed properties in Winter Park, Florida, so please connect with us as soon as it is convenient.

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 the Winter Park real estate market? Sign up for a Winter Park Real Estate Market Report to see what’s active, under contract, and sold!

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

Newest Winter Park Homes for Sale

3437 Bowman Drive, Winter Park image
3437 Bowman Drive, Winter Park $450,000

Just like new! This home has recently under gone through complete updating. Newer roof and widows. Completely new kitchen, updated bathrooms, refinished flooring, new lan...

  • 3 Beds
  • 2 Baths
  • Eastbrook Sub Unit 12 SubDv.
  • 32792 Zip Code
5535 Garden Grove Circle, Winter Park image
5535 Garden Grove Circle, Winter Park $432,900

Amazing pool home completely updated inside and out, near excellent schools. Contact Chad Shultz for any and all questions regarding this property. Get a look before this...

  • 3 Beds
  • 2 Baths
  • Garden Grove SubDv.
  • 32792 Zip Code
3077 Nicholson Drive, Winter Park image
3077 Nicholson Drive, Winter Park $429,900

This stunning property is the epitome of convenience, offering you a lifestyle that's second to none. With its prime location, this home is move-in ready and perfectly si...

  • 4 Beds
  • 3 Baths
  • Howell Branch Woods SubDv.
  • 32792 Zip Code
1252 Valley Creek Run, Winter Park image
1252 Valley Creek Run, Winter Park $850,000

Extremely rare opportunity to own a fully updated CONTEMPORARY MASTERPIECE in the heart of Seminole County, FL!! Meticulous maintenance and pride of ownership is obvious...

  • 5 Beds
  • 3 Baths
  • Lost Creek SubDv.
  • 32792 Zip Code
5324 Poinsetta Avenue, Winter Park image
5324 Poinsetta Avenue, Winter Park $470,000 ▼

Excellent primary residence with an income opportunity or two rental units in one! The main home is a spacious 3/2 with recently upgraded bathrooms and partial kitchen u...

  • 5 Beds
  • 3 Baths
  • Wrenwood Heights Unit 2 SubDv.
  • 32792 Zip Code
1721 Brazilian Lane, Winter Park image
1721 Brazilian Lane, Winter Park $399,000

One or more photo(s) has been virtually staged. Welcome to 1721 Brazilian Lane! This turn-key home is ready for its new owner! Equipped with PAID OFF State of the Art Sol...

  • 3 Beds
  • 2 Baths
  • Eastbrook Sub Unit 06 2nd Rep SubDv.
  • 32792 Zip Code
7384 Grand Avenue, Winter Park image
7384 Grand Avenue, Winter Park $405,880

This is your new home Winter Park ! Move in condition, large fenced backyard with patio and deck. New doors new windows, new paint.. this home is move in ready.. Open p...

  • 3 Beds
  • 2 Baths
  • Oakcrest-516 SubDv.
  • 32792 Zip Code
1512 Westdale Avenue, Winter Park image
1512 Westdale Avenue, Winter Park $385,000

No HOA! Great home in awesome Winter Park location! This lovely 3/2 offers 1671 sq. ft. Split bedroom floor plan with large bedrooms, beautiful vaulted cedar ceilings in ...

  • 3 Beds
  • 2 Baths
  • Cedar Ridge Unit 1 SubDv.
  • 32792 Zip Code
1589 Springtime Loop, Winter Park image
1589 Springtime Loop, Winter Park $419,900

Recently renovated, 4bed 2bath, with a floorplan that flows seamlessly. The kitchen has soft close, shaker cabinets, granite countertops, stainless steel appliances, & b...

  • 3 Beds
  • 2 Baths
  • Autumn Glen Ph 3 SubDv.
  • 32792 Zip Code
1132 Valley Creek Run, Winter Park image
1132 Valley Creek Run, Winter Park $675,000

HIDDEN OASIS! It’s all about location and it will be hard to find something like this one-of-a-kind beauty. This beautiful spacious Winter Park home is in the Lost Creek ...

  • 4 Beds
  • 3 Baths
  • Lost Creek Rep SubDv.
  • 32792 Zip Code
2286 Marsh Sedge Lane, Winter Park image
2286 Marsh Sedge Lane, Winter Park $775,000 ▼

Now available: 2286 Marsh Sedge Lane, Winter Park - Modern Elegance in The Preserve at Hawk's Crest! Welcome to sophisticated living in the heart of Winter Park. The f...

  • 4 Beds
  • 3 Baths
  • Hawk's Crest SubDv.
  • 32792 Zip Code
5233 Lake Howell Road, Winter Park image
5233 Lake Howell Road, Winter Park $589,500 ▼

NO HOA. NEW POOL DECK. NEW POOL PUMP. POOL RESURFACED.NEW ROOF (installation in progress). Totally renovated. NEW HOT WATER HEATER. NEW FLOORS. POOL RESURFACED. NEW POOL ...

  • 4 Beds
  • 3 Baths
  • Tanglewood Sec 3 Rep SubDv.
  • 32792 Zip Code
7109 Nathan Court, Winter Park image
7109 Nathan Court, Winter Park $415,000

Discover the potential of this charming 4-bedroom, 3-bathroom home nestled in the sought-after Winter Park area. Priced to sell, this residence beckons those with an eye ...

  • 4 Beds
  • 2.5 Baths
  • Wrenwood Heights SubDv.
  • 32792 Zip Code
5206 N Indiana Avenue, Winter Park image
5206 N Indiana Avenue, Winter Park $369,999 ▼

Great opportunity to own this fully renovated solid block home in Winter Park, Florida. Perfect for first time homeowners who are ready for their forever home. This prope...

  • 3 Beds
  • 2 Baths
  • Suburban Homes Sec 2 SubDv.
  • 32792 Zip Code
1447 Viburnum Lane, Winter Park image
1447 Viburnum Lane, Winter Park $374,990

Beautiful 3 bedroom 2 bath home in the Eastbrook Community of Winter Park. The property includes an area outdoors, providing a convenient space to grill and entertain out...

  • 3 Beds
  • 2 Baths
  • Eastbrook Sub Unit 05 SubDv.
  • 32792 Zip Code
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Lake Mary, FL 32746

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