Winter Park, FL Luxury Homes for Sale and Real Estate

Winter Park, FL Luxury Homes for Sale and Real Estate

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143 Results

2330 WESTMINSTER CT, WINTER PARK, FL 32789 - Image 096e518a123a75f6e18ae955bd9aacc1/1437320967

New Listing

2330 WESTMINSTER CTWINTER PARK, FL 32789

$985,000

5

3

3,296 SQ FT

Listing Broker: Fannie Hillman & Associates

MLS® #: O6452380

1631 HILLCREST AVE, WINTER PARK, FL 32789 - Image c99f8d44f75ad058ccdb42ef36eec2c9/3196646665

New Listing

3D Virtual Tour

1631 HILLCREST AVEWINTER PARK, FL 32789

$4,500,000

5

6

4,754 SQ FT

Listing Broker: Chris Quarles Properties Llc

MLS® #: O6443872

1825 WHITEHALL DR, WINTER PARK, FL 32789 - Image 3101d12513c89e9296792ebca91dc112/1839808967

New Listing

Virtual Tour

1825 WHITEHALL DRWINTER PARK, FL 32789

$3,195,000

4

6

4,311 SQ FT

Listing Broker: Compass Florida Llc

MLS® #: O6450811

617 N INTERLACHEN AVE, WINTER PARK, FL 32789 - Image eaef23174195fa0970cd1b1db1638e3c/2590069461

New Listing

617 N INTERLACHEN AVEWINTER PARK, FL 32789

$4,695,000

11

8

3,615 SQ FT

Listing Broker: Easy Realty

MLS® #: R4912183

1600 LEGION DR, WINTER PARK, FL 32789 - Image 785aa593650441ed80044b641652012c/479415593

New Listing

Virtual Tour

1600 LEGION DRWINTER PARK, FL 32789

$3,495,000

5

6

4,483 SQ FT

Listing Broker: Coldwell Banker Realty

MLS® #: O6450869

1681 WOODLAND AVE, WINTER PARK, FL 32789 - Image 390440d025b7051a65e6056d83429bac/1386158700

New Listing

Virtual Tour

1681 WOODLAND AVEWINTER PARK, FL 32789

$2,629,000

5

5

3,682 SQ FT

Listing Broker: One Luxury International Llc

MLS® #: O6449440

1011 MCKEAN CIR, WINTER PARK, FL 32789 - Image 6d914dd3e2a8c844591f2daf282334b6/753187469

New Listing

Virtual Tour

1011 MCKEAN CIRWINTER PARK, FL 32789

$6,000,000

5

7

4,806 SQ FT

Listing Broker: United Real Estate Preferred

MLS® #: O6449269

1445 VIA SANGRO PL, WINTER PARK, FL 32792 - Image d536a4fa288722f76e8987e33ab9e160/1839791153

New Listing

Virtual Tour

1445 VIA SANGRO PLWINTER PARK, FL 32792

$1,249,000

6

6

5,021 SQ FT

Listing Broker: Coldwell Banker Realty

MLS® #: O6449663

1751 GLENCOE RD, WINTER PARK, FL 32789 - Image c3f68c67b453b026c9110a63eaa41956/2959887046

New Listing

Virtual Tour

1751 GLENCOE RDWINTER PARK, FL 32789

$3,390,000

5

7

4,520 SQ FT

Listing Broker: One Luxury International Llc

MLS® #: O6442410

1611 CHESTNUT AVE, WINTER PARK, FL 32789 - Image 5c85570606e13e0dafa3168eff8c3153/332340950

New Listing

Virtual Tour

1611 CHESTNUT AVEWINTER PARK, FL 32789

$985,000

4

4

2,916 SQ FT

Listing Broker: Olympus Executive Realty Inc

MLS® #: O6449003

1939 WOODCREST DR, WINTER PARK, FL 32792 - Image 4eaa95344674bd9b101ab6626d942ce9/891484931

New Listing

Virtual Tour

1939 WOODCREST DRWINTER PARK, FL 32792

$1,349,000

4

4

2,575 SQ FT

Listing Broker: La Rosa Realty Premier Llc

MLS® #: O6449666

1411 DEVON RD, WINTER PARK, FL 32789 - Image 46dac35c59c0445df7ec3895747acece/2506286178

New Listing

Virtual Tour

1411 DEVON RDWINTER PARK, FL 32789

$950,000

2

2

1,947 SQ FT

Listing Broker: Premier Sotheby's Intl. Realty

MLS® #: O6449441

1737 INDIANA AVE, WINTER PARK, FL 32789 - Image 481974ca62c01c802d3b06d3495fc5e2/2913893612

New Listing

Virtual Tour

1737 INDIANA AVEWINTER PARK, FL 32789

$1,399,900

4

4

2,984 SQ FT

Listing Broker: Lokation

MLS® #: S5158760

304 SANTIAGO DR, WINTER PARK, FL 32789 - Image 108e2517910e9bad67558ad3a302ea6f/2392075648

Virtual Tour

Contingent

304 SANTIAGO DRWINTER PARK, FL 32789

$2,195,000

5

5

4,213 SQ FT

Listing Broker: Fannie Hillman & Associates

MLS® #: O6447782

2613 LAFAYETTE AVE, WINTER PARK, FL 32789 - Image a75d4b062b6c0b8d33717106665e875a/3087506629

New Listing

Virtual Tour

2613 LAFAYETTE AVEWINTER PARK, FL 32789

$1,699,900

4

4

2,661 SQ FT

Listing Broker: Corcoran Premier Realty

MLS® #: O6447662

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 Broker: 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 Broker: Keller Williams Advantage Realty

MLS® #: O6446652

2823 PARKLAND CIR, WINTER PARK, FL 32789 - Image 60c9f05890491e75c9bb72f5229936fa/3624532009

New Listing

Virtual Tour

2823 PARKLAND CIRWINTER PARK, FL 32789

$3,250,000

5

6

4,459 SQ FT

Listing Broker: Premier Sotheby's Intl. Realty

MLS® #: O6444919

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 Broker: 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 Broker: Premier Sotheby's Intl. Realty

MLS® #: O6444889

1760 OAKHURST AVE, WINTER PARK, FL 32789 - Image 6db15e67115b11b8f33def1e00fd3dde/1707043188

New Listing

3D Virtual Tour

1760 OAKHURST AVEWINTER PARK, FL 32789

$2,500,000

5

5

3,700 SQ FT

Listing Broker: Sierra Realty Group Llc

MLS® #: O6441988

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 Broker: Florida One Real Estate Llc

MLS® #: O6443546

2614 PARKLAND DR, WINTER PARK, FL 32789 - Image 15af6a04ea3dde3f8ec0e0eb41098f1e/2507802692

Virtual Tour

2614 PARKLAND DRWINTER PARK, FL 32789

$1,890,000

4

4

3,307 SQ FT

Listing Broker: Jw Gaston Llc

MLS® #: O6444165

1951 WINTER PARK RD, WINTER PARK, FL 32789 - Image 560d38085ecdc418e21c2ba01bba0fbb/4116287598

Virtual Tour

1951 WINTER PARK RDWINTER PARK, FL 32789

$2,089,000

4

4

3,479 SQ FT

Listing Broker: Keller Williams Winter Park

MLS® #: O6441816

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

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