Search Orlando Pool Real Estate Listings, $300,000 - $400,000

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Active 14501 Grove Resort Ave 1318, WINTER GARDEN

$399,900

GROVE RESORT AND SPA HOTEL CONDOMINIUM

14501 Grove Resort Ave 1318, WINTER GARDEN

2 Beds 2 Baths 1,265 SqFt Residential Condo - Hotel MLS® # S5094992
Active 1273 Red Hill Rd, DAVENPORT

$399,900

▼ $26,000 CHARLES COVE

1273 Red Hill Rd, DAVENPORT

5 Beds 3 Baths 2,696 SqFt Residential Single Family Residence MLS® # A4696834
Active 322 E Central Blvd 1910, ORLANDO

$399,900

WAVERLY/LK EOLA

322 E Central Blvd 1910, ORLANDO

2 Beds 2 Baths 1,317 SqFt Residential Condominium MLS® # O6428866
Active 815 Montgomery Way, DAVENPORT

$399,900

LAUREL ESTATES

815 Montgomery Way, DAVENPORT

4 Beds 4 Baths 2,026 SqFt Residential Single Family Residence MLS® # TB8491301
Open House
Active 447 Skyfield Ct, LADY LAKE

$399,900

BOULEVARD OAKS OF LADY LAKE

447 Skyfield Ct, LADY LAKE

4 Beds 2 Baths 1,998 SqFt Residential
Tue, Sep 1st, 2026 @ 11am - 5pm
Single Family Residence MLS® # G5105461
Active 1221 Radiant St, KISSIMMEE

$399,900

REUNION PH 1 PRCL 1 UNIT 1

1221 Radiant St, KISSIMMEE

0 Beds 0 Baths 0 SqFt Land Land MLS® # O6433929
Active 2713 Barnsley Ln, KISSIMMEE

$399,900

▼ $5,100 REMINGTON PH 1 TR F

2713 Barnsley Ln, KISSIMMEE

4 Beds 3 Baths 1,993 SqFt Residential Single Family Residence MLS® # S5151648
Active 16525 Sunrise Vista Dr, CLERMONT

$399,900

SUNRISE LAKES PH I SUB

16525 Sunrise Vista Dr, CLERMONT

3 Beds 3 Baths 2,409 SqFt Residential Single Family Residence MLS® # O6426488
Active 11429 Kenley Cir, ORLANDO

$399,900

SOUTHCHASE PH 01B VILLAGE 04

11429 Kenley Cir, ORLANDO

3 Beds 2 Baths 1,261 SqFt Residential Single Family Residence MLS® # O6429664
Active 2875 Beaver Ridge Loop, CLERMONT

$399,900

▼ $40,000 CLERMONT LOST LAKE TR F LT 01 ORB 2233

2875 Beaver Ridge Loop, CLERMONT

4 Beds 2 Baths 2,434 SqFt Residential Single Family Residence MLS® # V4949118
Active 329 Silver Maple Rd, GROVELAND

$399,900

▼ $25,100 CASCADES OF GROVELAND

329 Silver Maple Rd, GROVELAND

2 Beds 2 Baths 1,808 SqFt Residential Single Family Residence MLS® # G5109935
Active 4704 River Ridge Dr, LEESBURG

$399,900

▼ $25,100 PLANTATION AT LEESBURG GLEN EAGLE VILLAG

4704 River Ridge Dr, LEESBURG

3 Beds 2 Baths 2,155 SqFt Residential Single Family Residence MLS® # G5105014
Active 2260 Tradewinds Dr, KISSIMMEE

$399,900

▼ $20,000 CONCORDE ESTATES PH 2A

2260 Tradewinds Dr, KISSIMMEE

4 Beds 3 Baths 2,944 SqFt Residential Single Family Residence MLS® # O6416638
Active 856 Driving Range Ct, REUNION

$399,900

▼ $10,100 REUNION FAIRWAYS 17 & 18 PH 3

856 Driving Range Ct, REUNION

3 Beds 3 Baths 1,704 SqFt Residential Townhouse MLS® # O6402090
Active 3752 Quaint Ln, CLERMONT

$399,900

▼ $19,100 HERITAGE HILLS PH 6A

3752 Quaint Ln, CLERMONT

3 Beds 3 Baths 2,006 SqFt Residential Single Family Residence MLS® # G5110537
Open House
Active 10016 Eagle Creek Center Blvd, ORLANDO

$399,900

▼ $19,100 EAGLE CREEK VILLAGE

10016 Eagle Creek Center Blvd, ORLANDO

3 Beds 3 Baths 1,725 SqFt Residential
Sat, Sep 5th, 2026 @ 1pm - 4pm
Townhouse MLS® # O6424699
Active 9487 Randal Park Blvd, ORLANDO

$399,900

▼ $20,000 RANDAL WALK

9487 Randal Park Blvd, ORLANDO

3 Beds 3 Baths 1,709 SqFt Residential Townhouse MLS® # S5151361
Active 150 E Robinson St 1810, ORLANDO

$399,900

▼ $25,000 VUE/LK EOLA

150 E Robinson St 1810, ORLANDO

2 Beds 2 Baths 1,134 SqFt Residential Condominium MLS® # O6421566
Active 8515 Vedder Ln, ORLANDO

$399,900

▼ $5,100 RANDAL PARK

8515 Vedder Ln, ORLANDO

3 Beds 3 Baths 1,549 SqFt Residential Townhouse MLS® # O6414227
Active 20945 Oldenburg Loop, MOUNT DORA

$399,900

SULLIVAN RANCH SUB

20945 Oldenburg Loop, MOUNT DORA

3 Beds 2 Baths 2,164 SqFt Residential Single Family Residence MLS® # G5113644
New
Active 1631 Kingfisher Ct, KISSIMMEE

$399,900

BELLALAGO PH 5J SEC 2

1631 Kingfisher Ct, KISSIMMEE

3 Beds 2 Baths 2,138 SqFt Residential Single Family Residence MLS® # S5156217
Active 2410 Tangier Dr, KISSIMMEE

$399,900

▼ $18,100 WINDSOR AT WESTSIDE PH 3

2410 Tangier Dr, KISSIMMEE

5 Beds 5 Baths 2,263 SqFt Residential Townhouse MLS® # A4692263
Active 5154 Tana Ter, ST CLOUD

$399,900

▼ $5,100 BUENA LAGO PH 1 & 2

5154 Tana Ter, ST CLOUD

4 Beds 2 Baths 1,828 SqFt Residential Single Family Residence MLS® # O6404984
Active 3151 Sunset Walk Dr 116, KISSIMMEE

$399,900

▼ $25,100 SUNSET WALK HOTEL CONDO PH 1

3151 Sunset Walk Dr 116, KISSIMMEE

1 Bed 1 Bath 960 SqFt Residential Condo - Hotel MLS® # S5153810
Active 1853 Superior Ct, POINCIANA

$399,900

▼ $40,000 POINCIANA NBRHD 05 VILLAGE 07

1853 Superior Ct, POINCIANA

4 Beds 4 Baths 3,474 SqFt Residential Single Family Residence MLS® # O6412910
Active 566 Montana Ave, DAVENPORT

$399,900

HILLCREST HOMES LAKE DAVENPORT PH 01

566 Montana Ave, DAVENPORT

3 Beds 2 Baths 1,809 SqFt Residential Single Family Residence MLS® # O6433499
Active 408 Coleman Dr, WINTER HAVEN

$399,900

SUMMER HAVEN SHORES

408 Coleman Dr, WINTER HAVEN

4 Beds 2 Baths 2,420 SqFt Residential Single Family Residence MLS® # O6425340
Active 273 Talisi Loop, ST CLOUD

$399,900

▼ $20,100 SUMMERLY

273 Talisi Loop, ST CLOUD

4 Beds 2 Baths 1,846 SqFt Residential Single Family Residence MLS® # O6411945
Active 4027 Woodsong Dr, ORLANDO

$399,900

WOODSONG

4027 Woodsong Dr, ORLANDO

3 Beds 2 Baths 1,519 SqFt Residential Single Family Residence MLS® # V4950725
Active 653 Jaybee Ave, DAVENPORT

$399,900

▼ $14,100 FAIRWAYS LAKE ESTATES

653 Jaybee Ave, DAVENPORT

4 Beds 3 Baths 1,877 SqFt Residential Single Family Residence MLS® # G5113093
Active 8700 Pacific Dunes Dr, DAVENPORT

$399,900

▼ $10,100 STONEYBROOK SOUTH NORTH PRCL PH 2

8700 Pacific Dunes Dr, DAVENPORT

4 Beds 3 Baths 2,346 SqFt Residential Single Family Residence MLS® # O6412801
Active 5579 Millenia Park Blvd 521, ORLANDO

$399,700

MILLENIA PARK CONDOMINIUM

5579 Millenia Park Blvd 521, ORLANDO

2 Beds 2 Baths 1,023 SqFt Residential Condominium MLS® # S5148777
Active 8481 Leeland Archer Blvd, ORLANDO

$399,500

▼ $10,500 NEWBURY PARK

8481 Leeland Archer Blvd, ORLANDO

3 Beds 3 Baths 1,634 SqFt Residential Townhouse MLS® # O6426544
Active 6560 Lake Clark Dr, LAKELAND

$399,500

CHRISTINA HAMMOCK

6560 Lake Clark Dr, LAKELAND

3 Beds 2 Baths 1,790 SqFt Residential Single Family Residence MLS® # L4961782
Active 237 Strathmore Cir, KISSIMMEE

$399,500

▲ $4,500 REMINGTON PH 1 TR B

237 Strathmore Cir, KISSIMMEE

4 Beds 2 Baths 2,278 SqFt Residential Single Family Residence MLS® # O6403214
Active 11333 Pink Blossom Ct, ORLANDO

$399,500

▼ $20,400 PARKVIEW NORTH

11333 Pink Blossom Ct, ORLANDO

3 Beds 2 Baths 1,674 SqFt Residential Single Family Residence MLS® # O6425943
Active 4102 Breakview Dr 40203, ORLANDO

$399,490

ISLES/CAY COMMONS

4102 Breakview Dr 40203, ORLANDO

2 Beds 2 Baths 1,112 SqFt Residential Condominium MLS® # O6417542
New
Active 5327 Haven View Dr, CLERMONT

$399,490

SANCTUARY AT WELLNESS RIDGE 50S

5327 Haven View Dr, CLERMONT

2 Beds 2 Baths 1,779 SqFt Residential Single Family Residence MLS® # O6436674
Active 1677 Sackett Cir, ORLANDO

$399,250

▼ $12,350 SHADOW RIDGE

1677 Sackett Cir, ORLANDO

4 Beds 2 Baths 2,515 SqFt Residential Single Family Residence MLS® # O6415947
Active 3554 Rodrick Cir, ORLANDO

$399,000

WYNDHAM LAKES ESTATES

3554 Rodrick Cir, ORLANDO

3 Beds 3 Baths 2,352 SqFt Residential Townhouse MLS® # O6424100
Active 24044 Peekskill St, LEESBURG

$399,000

PLANTATION AT LEESBURG BRAMPTON

24044 Peekskill St, LEESBURG

2 Beds 3 Baths 2,634 SqFt Residential Single Family Residence MLS® # G5114627
Active 2112 Saint Ives Ct, CLERMONT

$399,000

▼ $10,900 KINGS RIDGE

2112 Saint Ives Ct, CLERMONT

3 Beds 2 Baths 2,028 SqFt Residential Single Family Residence MLS® # G5114395
Active 1048 Plantation Ln, DAVENPORT

$399,000

FESTIVAL

1048 Plantation Ln, DAVENPORT

3 Beds 3 Baths 1,622 SqFt Residential Townhouse MLS® # O6411390
Active 9915 Highland Sky Alley, ORLANDO

$399,000

RANDAL WALK

9915 Highland Sky Alley, ORLANDO

3 Beds 3 Baths 1,491 SqFt Residential Townhouse MLS® # O6400679
Active 3071 Beach Palm Ave, KISSIMMEE

$399,000

PARADISE PALMS RESORT PH 2

3071 Beach Palm Ave, KISSIMMEE

5 Beds 4 Baths 2,024 SqFt Residential Townhouse MLS® # O6409330
Active 1933 Bellknoll Ln, KISSIMMEE

$399,000

▼ $16,000 KINDRED

1933 Bellknoll Ln, KISSIMMEE

4 Beds 2 Baths 1,846 SqFt Residential Single Family Residence MLS® # O6411567
Active 3220 Fish Hawk Dr, POLK CITY

$399,000

BAY LAKE RESIDENCE

3220 Fish Hawk Dr, POLK CITY

1 Bed 1 Bath 740 SqFt Residential Single Family Residence MLS® # L4964166
Active 5128 Grassy Knoll Dr, TAVARES

$399,000

▼ $26,000 OAK BEND

5128 Grassy Knoll Dr, TAVARES

5 Beds 4 Baths 2,889 SqFt Residential Single Family Residence MLS® # OM724172