Search Orlando Pool Real Estate Listings, $200,000 - $300,000

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Active 1337 Lee Ct, LEESBURG

$299,900

LEESBURG BEVERLY SHORES

1337 Lee Ct, LEESBURG

3 Beds 2 Baths 1,392 SqFt Residential Single Family Residence MLS® # W7888762
Active 4910 Coral Castle Dr, KISSIMMEE

$299,900

FIESTA KEY PH 2

4910 Coral Castle Dr, KISSIMMEE

3 Beds 2 Baths 1,844 SqFt Residential Townhouse MLS® # O6398986
Active 14501 Grove Resort Ave 3429, WINTER GARDEN

$299,900

▼ $10,000 GROVE RESIDENCE & SPA HOTEL CONDO 3

14501 Grove Resort Ave 3429, WINTER GARDEN

3 Beds 2 Baths 1,396 SqFt Residential Condo - Hotel MLS® # O6401719
Active 183 Club Villas Ln, KISSIMMEE

$299,900

▼ $15,000 REMINGTON PH 1 TR A

183 Club Villas Ln, KISSIMMEE

2 Beds 2 Baths 1,397 SqFt Residential Villa MLS® # O6427874
Active 4450 Capital Blvd, ST CLOUD

$299,900

ANTHEM PARK PH 2

4450 Capital Blvd, ST CLOUD

3 Beds 3 Baths 1,876 SqFt Residential Townhouse MLS® # O6400561
Active 2742 Oakwater Dr 104, KISSIMMEE

$299,900

OAKWATER CONDO PH 11-14

2742 Oakwater Dr 104, KISSIMMEE

3 Beds 2 Baths 1,427 SqFt Residential Condominium MLS® # O6432444
Active 7740 Sandy Ridge Dr 102, REUNION

$299,900

SPECTRUM AT REUNION CONDO PH 1A THRU 1D

7740 Sandy Ridge Dr 102, REUNION

3 Beds 3 Baths 1,491 SqFt Residential Condominium MLS® # O6323826
New
Active 1734 Minnow Ct, POINCIANA

$299,900

POINCIANA NBRHD 04 VILLAGE 07

1734 Minnow Ct, POINCIANA

3 Beds 2 Baths 1,788 SqFt Residential Single Family Residence MLS® # S5156221
Active 8945 Shine Dr, KISSIMMEE

$299,800

WEST LUCAYA VILLAGE

8945 Shine Dr, KISSIMMEE

3 Beds 2 Baths 1,300 SqFt Residential Townhouse MLS® # TB8419203
Open House
Active 2725 Coupe St, KISSIMMEE

$299,800

REGAL OAKS AT OLD TOWN

2725 Coupe St, KISSIMMEE

3 Beds 3 Baths 1,440 SqFt Residential
Sat, Sep 5th, 2026 @ 11am - 2pm
Townhouse MLS® # L4964465
Active 25206 Ormond Ct, LEESBURG

$299,800

▼ $9,200 PLANTATION AT LEESBURG GLENDALE VILLAGE

25206 Ormond Ct, LEESBURG

2 Beds 2 Baths 1,723 SqFt Residential Single Family Residence MLS® # G5114850
Active 4731 Clock Tower Dr 206, KISSIMMEE

$299,800

THE TERRACES AT STOREY LAKE CONDO NO 1 PH 2

4731 Clock Tower Dr 206, KISSIMMEE

2 Beds 2 Baths 1,196 SqFt Residential Condominium MLS® # S5150203
Active 4847 Rigging St, HAINES CITY

$299,800

▼ $100 HAMMOCK RESERVE PH 3

4847 Rigging St, HAINES CITY

4 Beds 2 Baths 1,688 SqFt Residential Single Family Residence MLS® # S5144946
Active 7523 Pellham Way, KISSIMMEE

$299,800

▼ $15,000 OAKWATER CONDO PH 7-10

7523 Pellham Way, KISSIMMEE

3 Beds 3 Baths 1,808 SqFt Residential Townhouse MLS® # O6393950
Active 1066 Twins St, DAVENPORT

$299,740

▼ $5,000 GRANDVIEW TH

1066 Twins St, DAVENPORT

3 Beds 3 Baths 1,423 SqFt Residential Townhouse MLS® # O6421063
Active 8180 Boat Hook Loop 109, WINDERMERE

$299,500

LAKESIDE/LKS

8180 Boat Hook Loop 109, WINDERMERE

2 Beds 2 Baths 1,161 SqFt Residential Condominium MLS® # S5150297
Active 10930 Camp Mack Rd, LAKE WALES

$299,500

TIOTIE BEACH ESTATES

10930 Camp Mack Rd, LAKE WALES

2 Beds 1 Bath 1,086 SqFt Residential Single Family Residence MLS® # O6433740
Active 132 Duval Rd, WINTER HAVEN

$299,500

▼ $10,000 ELOISE WOODS EAST LAKE MARIAM UNIT

132 Duval Rd, WINTER HAVEN

2 Beds 2 Baths 1,260 SqFt Residential Single Family Residence MLS® # O6412582
Active 8517 Bay Lilly Loop, KISSIMMEE

$299,000

ENCANTADA PH 1

8517 Bay Lilly Loop, KISSIMMEE

3 Beds 3 Baths 1,295 SqFt Residential Townhouse MLS® # S5156218
Active 722 Chacall Loop, MOUNT DORA

$299,000

▲ $4,000 MOUNT DORA SUMMERBROOKE PH 01

722 Chacall Loop, MOUNT DORA

4 Beds 4 Baths 2,052 SqFt Residential Townhouse MLS® # O6398482
Active 14501 Grove Resort Ave 1612, WINTER GARDEN

$299,000

▼ $30,000 GROVE RESORT AND SPA HOTEL CONDO 1

14501 Grove Resort Ave 1612, WINTER GARDEN

2 Beds 2 Baths 1,375 SqFt Residential Condo - Hotel MLS® # S5136940
Active 133 Rebecca Dr Ne, WINTER HAVEN

$299,000

SAXON MYERS REP PH 2

133 Rebecca Dr Ne, WINTER HAVEN

3 Beds 2 Baths 1,342 SqFt Residential Single Family Residence MLS® # L4964187
Active 3024 Blown Feather Ln, MULBERRY

$299,000

▼ $5,000 IMPERIALAKES PH ONE

3024 Blown Feather Ln, MULBERRY

3 Beds 2 Baths 1,405 SqFt Residential Single Family Residence MLS® # L4963310
Active 27210 Stoney Brook Dr, LEESBURG

$299,000

▼ $1,000 LEESBURG LEGACY OF LEESBURG UNIT 07

27210 Stoney Brook Dr, LEESBURG

3 Beds 2 Baths 1,601 SqFt Residential Single Family Residence MLS® # O6400899
Active 1208 Turtle Island Rd, LADY LAKE

$299,000

▼ $11,000 HAMMOCK OAKS PH 1C

1208 Turtle Island Rd, LADY LAKE

3 Beds 2 Baths 1,509 SqFt Residential Villa MLS® # NS1087894
Active 9031 Wildflower Ln, KISSIMMEE

$299,000

▼ $10,000 MURANO AT WESTSIDE PH 2

9031 Wildflower Ln, KISSIMMEE

3 Beds 3 Baths 1,530 SqFt Residential Townhouse MLS® # O6417989
Active 110 N Tremain St 209, MOUNT DORA

$299,000

▼ $25,900 MOUNT DORA LAKEWOOD CONDO

110 N Tremain St 209, MOUNT DORA

2 Beds 2 Baths 1,219 SqFt Residential Condominium MLS® # O6416381
Open House
Active 664 Madrid Dr, KISSIMMEE

$299,000

POINCIANA VILLAGE 1 NBHD 3 WEST

664 Madrid Dr, KISSIMMEE

3 Beds 3 Baths 2,110 SqFt Residential
Sun, Sep 6th, 2026 @ 11:30am - 2:30pm
Single Family Residence MLS® # S5155420
Active 3998 Pemberly Pines Cir, ST CLOUD

$299,000

▼ $11,000 PEMBERLY PINES

3998 Pemberly Pines Cir, ST CLOUD

3 Beds 3 Baths 1,768 SqFt Residential Townhouse MLS® # S5135880
Active 1008 Monarch Pass, LAKE HAMILTON

$299,000

▼ $35,540 HAMILTON BLUFF

1008 Monarch Pass, LAKE HAMILTON

4 Beds 2 Baths 1,840 SqFt Residential Single Family Residence MLS® # TB8502438
Active 2756 Big Timber Dr, KISSIMMEE

$299,000

▼ $16,000 HAMMOCK TRAILS

2756 Big Timber Dr, KISSIMMEE

3 Beds 2 Baths 1,493 SqFt Residential Single Family Residence MLS® # S5143530
Active 1140 S Orlando Ave E1, MAITLAND

$299,000

▼ $20,000 LAKE MAITLAND TERRACE APTS

1140 S Orlando Ave E1, MAITLAND

2 Beds 1 Bath 816 SqFt Residential Condominium MLS® # O6429461
Active 13180 Summerton Dr, ORLANDO

$299,000

SUMMERFIELD

13180 Summerton Dr, ORLANDO

3 Beds 3 Baths 1,313 SqFt Residential Townhouse MLS® # O6435064
Active 2039 Cypress Bay Blvd, KISSIMMEE

$299,000

CYPRESS LAKES TWNHMS PII U1

2039 Cypress Bay Blvd, KISSIMMEE

3 Beds 3 Baths 1,382 SqFt Residential Townhouse MLS® # S5155515
Active 1218 Santos Pl, THE VILLAGES

$299,000

THE VILLAGES

1218 Santos Pl, THE VILLAGES

2 Beds 2 Baths 1,319 SqFt Residential Single Family Residence MLS® # G5116335
Active 1450 W Lake Cannon Dr Nw, WINTER HAVEN

$299,000

▼ $26,000 INWOOD

1450 W Lake Cannon Dr Nw, WINTER HAVEN

5 Beds 2 Baths 4,053 SqFt Residential Single Family Residence MLS® # L4960456
Active 8519 Bay Lilly Loop, KISSIMMEE

$299,000

ENCANTADA PH 1

8519 Bay Lilly Loop, KISSIMMEE

3 Beds 3 Baths 1,295 SqFt Residential Townhouse MLS® # O6379015
Active 1484 Discovery St, DAVENPORT

$299,000

▼ $19,900 FESTIVAL PH 4

1484 Discovery St, DAVENPORT

3 Beds 2 Baths 1,624 SqFt Residential Townhouse MLS® # O6367290
Active 6028 Bimini Ave, HAINES CITY

$299,000

HAMMOCK RESERVE PH 3

6028 Bimini Ave, HAINES CITY

4 Beds 2 Baths 1,680 SqFt Residential Single Family Residence MLS® # O6409624
New Open House
Active 1230 Granada Ct, THE VILLAGES

$299,000

THE VILLAGES

1230 Granada Ct, THE VILLAGES

2 Beds 2 Baths 1,383 SqFt Residential
Tue, Sep 8th, 2026 @ 11am - 1pm
Single Family Residence MLS® # G5116953
Open House
Active 3180 Paradox Cir 405, KISSIMMEE

$299,000

▼ $11,000 THE TERRACES AT STOREY LAKE CONDO 2 PH 13

3180 Paradox Cir 405, KISSIMMEE

2 Beds 2 Baths 1,196 SqFt Residential
Sun, Sep 13th, 2026 @ 12pm - 3pm
Condominium MLS® # TB8517657
Active 4954 Rainbow Trout Rd, TAVARES

$299,000

▼ $11,000 TAVARES ROYAL HARBOR PH 05

4954 Rainbow Trout Rd, TAVARES

3 Beds 2 Baths 1,489 SqFt Residential Single Family Residence MLS® # G5102019
Active 8401 Crystal Cove Loop, KISSIMMEE

$299,000

EMERALD ISLAND RESORT PH 2

8401 Crystal Cove Loop, KISSIMMEE

4 Beds 4 Baths 1,645 SqFt Residential Townhouse MLS® # O6382485
Active 1603 Tranquil Ave, CLERMONT

$299,000

▼ $19,000 SERENITY AT SILVER CREEK SUB

1603 Tranquil Ave, CLERMONT

3 Beds 3 Baths 1,501 SqFt Residential Townhouse MLS® # O6407373
Active 26207 Avenida Las Colinas, HOWEY IN THE HILLS

$299,000

▼ $60,900 MISSION CORONADO CONDO

26207 Avenida Las Colinas, HOWEY IN THE HILLS

2 Beds 2 Baths 2,031 SqFt Residential Condominium MLS® # G5095934
Active 4334 Trotters Way, LAKELAND

$299,000

▼ $10,000 SADDLE CRK PRESERVE PH 1

4334 Trotters Way, LAKELAND

4 Beds 2 Baths 1,850 SqFt Residential Single Family Residence MLS® # L4963627
Active 4493 Turnberry Ln, LAKE WALES

$299,000

LAKE ASHTON GOLF CLUB PH 03-A

4493 Turnberry Ln, LAKE WALES

3 Beds 2 Baths 1,706 SqFt Residential Single Family Residence MLS® # P4939425
Active 5909 Windsong Oak Dr, LEESBURG

$299,000

▼ $1,000 WINDSONG AT LEESBURG

5909 Windsong Oak Dr, LEESBURG

3 Beds 2 Baths 1,875 SqFt Residential Single Family Residence MLS® # O6411614