Winter Park, FL Luxury Homes for Sale and Real Estate

Winter Park, FL Luxury Homes for Sale and Real Estate

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918 ENCLAVE PL, WINTER PARK, FL 32792 - Image 2beea42368017be79ade6a41eccb50f6/2104189596

New Listing

918 ENCLAVE PLWINTER PARK, FL 32792

$2,125,000

5

5

3,713 SQ FT

Listing by Corcoran Premier Realty

MLS® #: O6439116

2052 WOOD THRUSH LN, WINTER PARK, FL 32792 - Image d7407ee850aa221269a952a15eb7aa5c/2348502188

New Listing

Virtual Tour

2052 WOOD THRUSH LNWINTER PARK, FL 32792

$900,000

4

3

2,807 SQ FT

Listing by Keller Williams Advantage Realty

MLS® #: O6446652

1540 MILLER AVE, WINTER PARK, FL 32789 - Image 04b178be92b3d2a57670d6c7b9b6ded6/3152506808

New Listing

Contingent

1540 MILLER AVEWINTER PARK, FL 32789

$1,399,900

4

4

2,984 SQ FT

Listing by Remax Exclusive Collection

MLS® #: O6446060

2007 EDWIN BLVD, WINTER PARK, FL 32792 - Image f695d31bb753d30e442384c75e9f44d6/1496898215

New Listing

2007 EDWIN BLVDWINTER PARK, FL 32792

$1,995,000

4

4

3,314 SQ FT

Listing by Dream Finders Realty Group Corp

MLS® #: O6439783

513 DUNRAVEN DR, WINTER PARK, FL 32792 - Image c10f754f7a12fdd533b8ca05c18b1117/2074310521

New Listing

513 DUNRAVEN DRWINTER PARK, FL 32792

$1,950,000

5

5

3,560 SQ FT

Listing by Premier Sotheby's Intl. Realty

MLS® #: O6444889

1225 SHARON PL, WINTER PARK, FL 32789 - Image bacf5f24052546ccf8c587f771e6e996/2859162590

Virtual Tour

Pending

1225 SHARON PLWINTER PARK, FL 32789

$1,749,000

5

4

3,097 SQ FT

Listing by Florida One Real Estate Llc

MLS® #: O6443546

100 S INTERLACHEN AVE APT 101, WINTER PARK, FL 32789 - Image a0a857d5bede81c1a24d9ab35be2f701/3846836447

New Listing

Contingent

100 S INTERLACHEN AVE APT 101WINTER PARK, FL 32789

$1,299,000

3

2

1,734 SQ FT

Listing by Premier Sotheby's Intl. Realty

MLS® #: O6438038

2614 PARKLAND DR, WINTER PARK, FL 32789 - Image 15af6a04ea3dde3f8ec0e0eb41098f1e/1513117785

New Listing

Virtual Tour

2614 PARKLAND DRWINTER PARK, FL 32789

$1,890,000

4

4

3,307 SQ FT

Listing by Jw Gaston Llc

MLS® #: O6444165

1951 WINTER PARK RD, WINTER PARK, FL 32789 - Image 560d38085ecdc418e21c2ba01bba0fbb/3365483460

Open House

Virtual Tour

1951 WINTER PARK RDWINTER PARK, FL 32789

$2,089,000

4

4

3,479 SQ FT

Listing by Keller Williams Winter Park

MLS® #: O6441816

100 S VIRGINIA AVE UNIT 201, WINTER PARK, FL 32789 - Image bab7c545078b23ef76565fbd75d6b996/2500258719

New Listing

Virtual Tour

100 S VIRGINIA AVE UNIT 201WINTER PARK, FL 32789

$1,450,000

3

3

2,756 SQ FT

Listing by Kelly Price & Company Llc

MLS® #: O6442678

532 LANGHOLM DR, WINTER PARK, FL 32789 - Image ea26f3ff51986e86de9fa6336c172a8c/1828216235

New Listing

Virtual Tour

532 LANGHOLM DRWINTER PARK, FL 32789

$2,990,000

5

5

4,050 SQ FT

Listing by One Luxury International Llc

MLS® #: O6442823

533 COUNTRY CLUB DR, WINTER PARK, FL 32789 - Image f2f6294010b7b729f0dd142016b3a530/1182941062

Open House

Virtual Tour

533 COUNTRY CLUB DRWINTER PARK, FL 32789

$1,599,000

4

4

2,942 SQ FT

Listing by Keller Williams Winter Park

MLS® #: O6440841

120 BROADVIEW AVE, WINTER PARK, FL 32789 - Image deff426264b38c3a44db29fb67755a6c/576974613

New Listing

Virtual Tour

120 BROADVIEW AVEWINTER PARK, FL 32789

$1,250,000

3

2

1,747 SQ FT

Listing by Fannie Hillman & Associates

MLS® #: O6440960

1530 ALABAMA DR, WINTER PARK, FL 32789 - Image 1d8707f37447fa9e1482313beefde4db/3934478241

Virtual Tour

Contingent

1530 ALABAMA DRWINTER PARK, FL 32789

$5,900,000

5

4

3,680 SQ FT

Listing by Charles Rutenberg Realty Orlando

MLS® #: O6436553

1742 TEMPLE DR, WINTER PARK, FL 32789 - Image fd46951ba2801c4e006829f7286c0cde/2359025833

New Listing

Virtual Tour

1742 TEMPLE DRWINTER PARK, FL 32789

$3,695,999

4

5

3,658 SQ FT

Listing by Roi Ave Llc

MLS® #: O6443437

555 E LAKE SUE AVE, WINTER PARK, FL 32789 - Image b0c40d1d2416323513e21243c122bff4/4090097228

New Listing

Virtual Tour

555 E LAKE SUE AVEWINTER PARK, FL 32789

$2,095,000

4

4

3,776 SQ FT

Listing by Keller Williams Winter Park

MLS® #: O6442775

2572 FIFESHIRE DR, WINTER PARK, FL 32792 - Image 298cefe4cbb49c8760fcb5464ae3c265/3224792373

Open House

3D Virtual Tour

2572 FIFESHIRE DRWINTER PARK, FL 32792

$925,000

4

3

2,578 SQ FT

Listing by Premier Sotheby's Intl. Realty

MLS® #: O6442325

1517 HARMON AVE, WINTER PARK, FL 32789 - Image 8fa1874679bd959cbb68fc92a75e82f7/2774557356

New Listing

1517 HARMON AVEWINTER PARK, FL 32789

$1,095,000

4

4

2,135 SQ FT

Listing by Beycome of Florida Llc

MLS® #: O6443217

662 GRANVILLE DR, WINTER PARK, FL 32789 - Image 88f155bcdb7397b4f881c7621fb99ce8/3204368623

New Listing

Virtual Tour

662 GRANVILLE DRWINTER PARK, FL 32789

$3,495,000

5

6

4,478 SQ FT

Listing by Premier Sotheby's Intl. Realty

MLS® #: O6442030

1166 PALMER AVE, WINTER PARK, FL 32789 - Image b675645b83bc7fbc9ca0530a38898e6f/2300985880

New Listing

Virtual Tour

1166 PALMER AVEWINTER PARK, FL 32789

$5,500,000

5

7

5,181 SQ FT

Listing by Keller Williams Advantage Realty

MLS® #: O6442798

2119 HOWARD DR, WINTER PARK, FL 32789 - Image e6437cac2e56915daa75cb36f8f86041/3939241318

New Listing

2119 HOWARD DRWINTER PARK, FL 32789

$3,195,000

5

6

4,139 SQ FT

Listing by Corcoran Premier Realty

MLS® #: O6442111

2417 CHANTILLY AVE, WINTER PARK, FL 32789 - Image 44bf5bbfb9e779f434a855de65148978/2130408761

New Listing

Virtual Tour

2417 CHANTILLY AVEWINTER PARK, FL 32789

$1,579,000

4

4

2,718 SQ FT

Listing by Remax Exclusive Collection

MLS® #: O6442539

618 BLAIRSHIRE CIR, WINTER PARK, FL 32792 - Image a6bfa59ba7f31b2bca15c1080d36dd2b/3857101324

Open House

Virtual Tour

618 BLAIRSHIRE CIRWINTER PARK, FL 32792

$895,000

4

3

1,876 SQ FT

Listing by Real Broker, Llc

MLS® #: O6439298

1271 PALMER AVE, WINTER PARK, FL 32789 - Image 306c276016b0258ad3c5d801cbdbce50/76445952

Open House

Virtual Tour

1271 PALMER AVEWINTER PARK, FL 32789

$2,195,000

4

5

2,850 SQ FT

Listing by Kelly Price & Company Llc

MLS® #: O6441038

Updated 3:55pm UTC- 8/27/2026

Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright © 2026 MLS GRID. All Rights Reserved. For DMCA information, please review Copyright Complaints at https://www.remax.com/terms-of-use.