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Winter Park Real Estate Search

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Winter Park Homes for Sale

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 and Condos for Sale

1771 Willa Circle, Winter Park image
1771 Willa Circle, Winter Park $400,000

Well stablish community of single-family homes close to the heart of all, while yet you feel the peace and quiet of a small community. No! HOA fees. nice and spacious bac...

  • 3 Beds
  • 2 Baths
  • Willa Grove SubDv.
  • 32792 Zip Code
2911 Antique Oaks Circle Unit GE, Winter Park image
2911 Antique Oaks Circle Unit GE, Winter Park — 2911 $199,000

WHAO LOCATION! GROUND FLOOR CONDO 1018 SQUARE FEET!. Two bedrooms and two full bathrooms with an open floor plan and walk-in closet in Master bedroom! Includes Fridge, Ra...

  • 2 Beds
  • 2 Baths
  • Parkview Village SubDv.
  • 32792 Zip Code
1664 Tremont Lane, Winter Park image
1664 Tremont Lane, Winter Park $349,900

Welcome home to this charming 2 bedroom, 2 bathroom home in Winter Park, FL! The property features a large living room with classic Parquet flooring and neutral paint col...

  • 2 Beds
  • 2 Baths
  • Country Lane SubDv.
  • 32792 Zip Code
5333 Cypress Reserve Place, Winter Park image
5333 Cypress Reserve Place, Winter Park $749,000

Welcome to your dream home in the exclusive, gated community of Cypress Reserve in Winter Park! This stunning 4 bedroom, 2.5 bath pool home is perfectly located for your ...

  • 4 Beds
  • 2.5 Baths
  • Cypress Reserve SubDv.
  • 32792 Zip Code
600 Maiden Lane, Winter Park image
600 Maiden Lane, Winter Park $1,575,000

Perched on a hill on a corner lot, nestled between Sylvan and Bonita along the brick streets of Winter Park, this home has so much to offer. With a privacy wall along Mai...

  • 4 Beds
  • 4.5 Baths
  • Comstock Park SubDv.
  • 32789 Zip Code
234 Scottsdale Square Unit 234, Winter Park image
234 Scottsdale Square Unit 234, Winter Park — 234 $145,000

INCREDIBLE OPPORTUNITY to own an updated two-story condo with lush garden views from BOTH BALCONIES! The unit underwent an enormous upgrade overhaul just a few years ago ...

  • 2 Beds
  • 1.5 Baths
  • Winter Park Woods Condo SubDv.
  • 32792 Zip Code
1769 Indiana Avenue Unit D, Winter Park image
1769 Indiana Avenue Unit D, Winter Park — Las Casas De Indiana $429,000

Mediterranean style Townhouse, granite counter tops, SS appliances, hardwood floors on first floor and carpet on second floor, private courtyard, detached one car garage ...

  • 3 Beds
  • 2.5 Baths
  • Las Casas De Indiana SubDv.
  • 32789 Zip Code
4033 Tenita Drive, Winter Park image
4033 Tenita Drive, Winter Park $559,000

Cozy Winter Park Pool Home in Orange County - Move-in Ready! Experience the outdoor oasis by relaxing in your screened Lanai or take a dip in the private pool. Great for ...

  • 4 Beds
  • 2 Baths
  • Lake Waunatta Woods SubDv.
  • 32792 Zip Code
7577 Dockside Street, Winter Park image
7577 Dockside Street, Winter Park $389,500

Fully remodeled home in Winter Park with no association and huge backyard space. This three-bedroom, two-bath, one-car garage home has new laminate throughout the entire ...

  • 3 Beds
  • 2 Baths
  • Woodcrest Unit 6 SubDv.
  • 32792 Zip Code
1303 Alberta Drive, Winter Park image
1303 Alberta Drive, Winter Park $2,950,000

Welcome to this exquisite French Modern home that seamlessly blends classic architecture with modern amenities. With 4 bedrooms, 4.5 bathrooms, 4,055 s/f, and a detached...

  • 4 Beds
  • 4.5 Baths
  • Alberta Place SubDv.
  • 32789 Zip Code
3173 Crown Jewel Court, Winter Park image
3173 Crown Jewel Court, Winter Park $375,000

Wanting to live in Winter Park in a newer and beautiful property? Here it is. This beautiful property is so centrally located that has it all near by within less than 10 ...

  • 3 Beds
  • 2.5 Baths
  • Coronado Twnhms SubDv.
  • 32792 Zip Code
2827 Parkland Circle, Winter Park image
2827 Parkland Circle, Winter Park $1,995,000

Welcome home to this professionally decorated two-story custom French provincial pool home. No space or detail has been overlooked, and with an endless list of upgrades, ...

  • 4 Beds
  • 3.5 Baths
  • Lake Forest Park SubDv.
  • 32789 Zip Code
1714 Westchester Avenue, Winter Park image
1714 Westchester Avenue, Winter Park $799,000

Welcome to Orwin Manor, a timeless Orlando-Winter Park neighborhood established in 1924, offering lifestyle and prime location. Come see this designer dream! Solidly buil...

  • 3 Beds
  • 2.5 Baths
  • Orwin Manor Westminster Sec SubDv.
  • 32789 Zip Code
1918 Summerfield Road, Winter Park image
1918 Summerfield Road, Winter Park $1,300,000

BETTER THAN NEW AND READY FOR YOU! BUILT IN 2021!! Designed and built by Winter Park architect and building contractor, Stevens, Inc., this CUSTOM CRAFTSMAN style home br...

  • 5 Beds
  • 4.5 Baths
  • Kenilworth Shores Section Seven SubDv.
  • 32792 Zip Code
1554 Harris Circle, Winter Park image
1554 Harris Circle, Winter Park $1,220,000

Pre-inspected. Offered for the first time in over 30 years! Winter Park’s only original, charming and completely remodeled historical farmhouse. Known as the “Harris-Edis...

  • 3 Beds
  • 2.5 Baths
  • Sylvan Lake Shores SubDv.
  • 32789 Zip Code
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James Franklin

James Franklin

Phone: (407) 956-0417
Email: JamesFranklinRealtor@gmail.com

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Charles Rutenberg Realty Orlando
James Franklin
631 S. Orlando Avenue, Suite 200
Winter Park, FL 32789

Office: (407) 956-0417
Email: JamesFranklinRealtor@gmail.com

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