Search Orlando Pool Real Estate Listings, Over $1,000,000

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Active 9725 Chestnut Ridge Dr, WINDERMERE

$5,975,000

▼ $25,000 ISLEWORTH

9725 Chestnut Ridge Dr, WINDERMERE

7 Beds 7 Baths 8,000 SqFt Residential Single Family Residence MLS® # O6370294
Active 9726 Kilgore Rd, ORLANDO

$5,900,000

▼ $900,000 N/A

9726 Kilgore Rd, ORLANDO

5 Beds 6 Baths 10,010 SqFt Residential Single Family Residence MLS® # O6339007
Active 10160 Autumn Mist Ln 402, ORLANDO

$5,823,000

GOLDEN OAK FLORIAN PARK CONDOMINIUM

10160 Autumn Mist Ln 402, ORLANDO

3 Beds 4 Baths 3,477 SqFt Residential Condominium MLS® # O6388385
Active 8922 University Blvd, ORLANDO

$5,750,000

LAKEWOOD PARK

8922 University Blvd, ORLANDO

5 Beds 5 Baths 6,699 SqFt Residential Single Family Residence MLS® # O6432145
Active 9225 Bevington Ln, ORLANDO

$5,656,000

LAKE NONA ESTATES

9225 Bevington Ln, ORLANDO

4 Beds 6 Baths 5,664 SqFt Residential Single Family Residence MLS® # G5112045
Active 2228 Azalea Pl, WINTER PARK

$5,600,000

MAITLAND SHORES FIRST ADD

2228 Azalea Pl, WINTER PARK

5 Beds 6 Baths 5,152 SqFt Residential Single Family Residence MLS® # O6416342
Active 10473 Cromwell Grove Ter, ORLANDO

$5,500,000

LAKE NONA PH 01A PRCL 03

10473 Cromwell Grove Ter, ORLANDO

3 Beds 4 Baths 3,054 SqFt Residential Single Family Residence MLS® # O6427639
Active 313 Sylvan Dr, WINTER PARK

$5,500,000

SYLVAN PARK

313 Sylvan Dr, WINTER PARK

4 Beds 5 Baths 4,775 SqFt Residential Single Family Residence MLS® # O6407606
Active 1330 Lake Olivia, WINDERMERE

$5,500,000

LAKE OLIVIA RESERVE

1330 Lake Olivia, WINDERMERE

6 Beds 8 Baths 6,442 SqFt Residential Single Family Residence MLS® # S5155388
Active 15926 Pendio Dr, BELLA COLLINA

$5,499,000

BELLA COLLINA SUB

15926 Pendio Dr, BELLA COLLINA

6 Beds 8 Baths 8,479 SqFt Residential Single Family Residence MLS® # O6426186
Active 521 Muirfield Loop, REUNION

$5,395,000

▼ $144,000 REUNION WEST VLGS NORTH

521 Muirfield Loop, REUNION

12 Beds 15 Baths 12,987 SqFt Residential Single Family Residence MLS® # S5145899
Active 12264 Montalcino Cir, WINDERMERE

$5,390,000

CASA DEL LAGO REP

12264 Montalcino Cir, WINDERMERE

4 Beds 7 Baths 7,872 SqFt Residential Single Family Residence MLS® # O6404587
Active 5199 Latrobe Dr, WINDERMERE

$5,300,000

ISLEWORTH

5199 Latrobe Dr, WINDERMERE

6 Beds 7 Baths 4,665 SqFt Residential Single Family Residence MLS® # O6409961
Active 16619 Arezo Ct, MONTVERDE

$5,250,000

BELLA COLLINA SUB

16619 Arezo Ct, MONTVERDE

6 Beds 10 Baths 11,049 SqFt Residential Single Family Residence MLS® # G5112651
Active 8590 Apache Tr, KISSIMMEE

$5,250,000

▼ $400,000 HAPPY TRAILS UNIT 5

8590 Apache Tr, KISSIMMEE

5 Beds 9 Baths 11,138 SqFt Residential Single Family Residence MLS® # O6296135
Active 16744 Artimino Loop, MONTVERDE

$5,087,750

BELLA COLLINA SUB

16744 Artimino Loop, MONTVERDE

5 Beds 7 Baths 6,475 SqFt Residential Single Family Residence MLS® # G5114188
Active 9721 Carillon Park Dr, WINDERMERE

$5,000,000

▼ $489,000 KEENES POINTE

9721 Carillon Park Dr, WINDERMERE

6 Beds 9 Baths 8,305 SqFt Residential Single Family Residence MLS® # O6336879
Active 1125 Grand Traverse Pkwy, REUNION

$4,999,995

REUNION WEST VILLAGE 03A

1125 Grand Traverse Pkwy, REUNION

11 Beds 14 Baths 11,027 SqFt Residential Single Family Residence MLS® # O6337382
Active 5138 Fairway Oaks Dr, WINDERMERE

$4,999,500

▼ $500,500 ISLEWORTH

5138 Fairway Oaks Dr, WINDERMERE

4 Beds 5 Baths 4,330 SqFt Residential Single Family Residence MLS® # O6401757
Active 5070 Down Point Ln, WINDERMERE

$4,995,000

SUNSET BAY

5070 Down Point Ln, WINDERMERE

6 Beds 7 Baths 7,349 SqFt Residential Single Family Residence MLS® # O6385276
Active 15215 Pendio Dr, BELLA COLLINA

$4,987,750

BELLA COLLINA SUB

15215 Pendio Dr, BELLA COLLINA

4 Beds 5 Baths 5,754 SqFt Residential Single Family Residence MLS® # G5114180
Active 231 Chelton Cir, WINTER PARK

$4,950,000

FOREST HILLS

231 Chelton Cir, WINTER PARK

4 Beds 7 Baths 5,550 SqFt Residential Single Family Residence MLS® # O6414890
Active 6159 Harbour Town Ct, ORLANDO

$4,950,000

BAY HILL

6159 Harbour Town Ct, ORLANDO

6 Beds 7 Baths 6,643 SqFt Residential Single Family Residence MLS® # O6425809
Active 7825 Palmilla Ct, REUNION

$4,950,000

▼ $1,550,000 REUNION WEST VLGS NORTH

7825 Palmilla Ct, REUNION

8 Beds 10 Baths 7,980 SqFt Residential Single Family Residence MLS® # S5136203
Active 3525 W Kelly Park Rd, APOPKA

$4,900,000

▼ $300,000 0000

3525 W Kelly Park Rd, APOPKA

6 Beds 7 Baths 6,319 SqFt Residential Single Family Residence MLS® # O6409189
Active 15000 Pendio Dr, BELLA COLLINA

$4,900,000

BELLA COLLINA SUB

15000 Pendio Dr, BELLA COLLINA

5 Beds 7 Baths 6,215 SqFt Residential Single Family Residence MLS® # G5116322
Active 9575 Westover Roberts Rd, WINDERMERE

$4,850,000

▼ $75,000 GOTHA TOWN

9575 Westover Roberts Rd, WINDERMERE

7 Beds 8 Baths 8,931 SqFt Residential Single Family Residence MLS® # O6357873
Active 9400 Laws Rd, CLERMONT

$4,795,000

POSTAL GROVES

9400 Laws Rd, CLERMONT

5 Beds 8 Baths 12,145 SqFt Residential Single Family Residence MLS® # S5154718
Active 16748 Artimino Loop, MONTVERDE

$4,788,500

BELLA COLLINA SUB

16748 Artimino Loop, MONTVERDE

6 Beds 8 Baths 6,118 SqFt Residential Single Family Residence MLS® # G5116785
Active 9245 Southern Breeze Dr, ORLANDO

$4,700,000

ESTATES AT PHILLIPS LANDING PH 02

9245 Southern Breeze Dr, ORLANDO

6 Beds 8 Baths 6,790 SqFt Residential Single Family Residence MLS® # O6344799
Active 857 Brock St, WINTER PARK

$4,650,000

PARK GROVE

857 Brock St, WINTER PARK

5 Beds 6 Baths 4,827 SqFt Residential Single Family Residence MLS® # O6432219
Active 15054 Pendio Dr, BELLA COLLINA

$4,600,000

BELLA COLLINA SUB

15054 Pendio Dr, BELLA COLLINA

5 Beds 6 Baths 6,112 SqFt Residential Single Family Residence MLS® # G5113724
Active 1525 Granville Dr, WINTER PARK

$4,595,000

▼ $155,000 PARK GROVE

1525 Granville Dr, WINTER PARK

5 Beds 6 Baths 5,211 SqFt Residential Single Family Residence MLS® # O6422951
New Open House
Active 10352 Burris Ct, ORLANDO

$4,590,000

LAKE SHEEN ESTATES

10352 Burris Ct, ORLANDO

5 Beds 6 Baths 5,004 SqFt Residential
Tue, Sep 1st, 2026 @ 4pm - 7pm
Single Family Residence MLS® # O6436268
Active 157 Tranquil Mirror Lake Court Lot 10, CLERMONT

$4,577,718

MIRROR LAKE

157 Tranquil Mirror Lake Court Lot 10, CLERMONT

4 Beds 5 Baths 5,604 SqFt Residential Single Family Residence MLS® # O6391254
Active 11091 Cromwell Rd, ORLANDO

$4,575,000

LAKE NONA ESTATES 10

11091 Cromwell Rd, ORLANDO

5 Beds 7 Baths 5,551 SqFt Residential Single Family Residence MLS® # O6365301
Active 9222 Sloane St, ORLANDO

$4,500,000

LAKE NONA PH 01A PT REP

9222 Sloane St, ORLANDO

5 Beds 6 Baths 5,305 SqFt Residential Single Family Residence MLS® # O6434008
Active 12540 Park Ave, WINDERMERE

$4,500,000

▼ $99,000 CHAINE DU LAC

12540 Park Ave, WINDERMERE

5 Beds 6 Baths 7,740 SqFt Residential Single Family Residence MLS® # O6381869
Active 706 Golfpark Dr, CELEBRATION

$4,495,000

CELEBRATION VILLAGE UNIT 2

706 Golfpark Dr, CELEBRATION

4 Beds 4 Baths 5,534 SqFt Residential Single Family Residence MLS® # S5155178
Active 6719 Valhalla Way, WINDERMERE

$4,495,000

KEENES POINTE 46/104

6719 Valhalla Way, WINDERMERE

4 Beds 7 Baths 6,159 SqFt Residential Single Family Residence MLS® # O6428554
New
Active 2095 Town Pasture Dr, EUSTIS

$4,490,944

PINE MEADOWS RESERVE PHASE 1A

2095 Town Pasture Dr, EUSTIS

5 Beds 3 Baths 2,755 SqFt Residential Single Family Residence MLS® # O6437949
Active 16250 Pendio Dr, MONTVERDE

$4,300,000

BELLA COLLINA SUB

16250 Pendio Dr, MONTVERDE

5 Beds 6 Baths 5,879 SqFt Residential Single Family Residence MLS® # G5116726
Active 9144 Isleworth Gardens Dr, WINDERMERE

$4,300,000

▼ $150,000 ISLEWORTH

9144 Isleworth Gardens Dr, WINDERMERE

3 Beds 5 Baths 5,004 SqFt Residential Single Family Residence MLS® # O6397842
Active 229 Alexander Pl, WINTER PARK

$4,250,000

ALEXANDER PLACE

229 Alexander Pl, WINTER PARK

4 Beds 6 Baths 4,431 SqFt Residential Single Family Residence MLS® # O6412911
Active 15934 Pendio Dr, MONTVERDE

$4,250,000

BELLA COLLINA SUB

15934 Pendio Dr, MONTVERDE

5 Beds 6 Baths 5,879 SqFt Residential Single Family Residence MLS® # G5116776
Active 24250 Deep Springs Loop, EUSTIS

$4,203,000

▼ $146,000 LAKEWOOD RANCHES SUB

24250 Deep Springs Loop, EUSTIS

5 Beds 6 Baths 5,356 SqFt Residential Single Family Residence MLS® # O6409397
Active 15738 Pendio Dr, MONTVERDE

$4,200,000

BELLA COLLINA SUB

15738 Pendio Dr, MONTVERDE

5 Beds 6 Baths 5,879 SqFt Residential Single Family Residence MLS® # G5116783
Active 15353 Pendio Dr, BELLA COLLINA

$4,189,000

BELLA COLLINA SUB

15353 Pendio Dr, BELLA COLLINA

5 Beds 6 Baths 4,967 SqFt Residential Single Family Residence MLS® # G5111386