Search Orlando Gated Homes for Sale, $200,000 - $300,000

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Active 5646 Alexander Springs Pl, LAKELAND

$299,999

RIVERSTONE PH 1

5646 Alexander Springs Pl, LAKELAND

3 Beds 2 Baths 1,426 SqFt Residential Single Family Residence MLS® # TB8546636
Active 27336 Pine Straw Rd, LEESBURG

$299,999

LEESBURG LEGACY LEESBURG UNIT 06

27336 Pine Straw Rd, LEESBURG

3 Beds 2 Baths 1,765 SqFt Residential Single Family Residence MLS® # G5116219
Active 156 Manseau Dr, WINTER HAVEN

$299,999

▼ $9,901 EMERALD ESTATES

156 Manseau Dr, WINTER HAVEN

3 Beds 2 Baths 1,323 SqFt Residential Single Family Residence MLS® # L4963680
Active 121 Pompei Dr, KISSIMMEE

$299,999

POINCIANA VILLAGE 1 NBHD 2

121 Pompei Dr, KISSIMMEE

3 Beds 2 Baths 1,594 SqFt Residential Single Family Residence MLS® # O6429639
Active 151 N Orlando Ave 118, WINTER PARK

$299,999

LAKE KILLARNEY CONDO

151 N Orlando Ave 118, WINTER PARK

2 Beds 1 Bath 710 SqFt Residential Condominium MLS® # O6311340
Active 31806 Parkdale Dr, LEESBURG

$299,999

▼ $10,001 PARK HILL SUB

31806 Parkdale Dr, LEESBURG

4 Beds 2 Baths 1,893 SqFt Residential Single Family Residence MLS® # TB8520395
Active 2841 Oakwater Dr, KISSIMMEE

$299,999

▼ $19,001 OAKWATER

2841 Oakwater Dr, KISSIMMEE

3 Beds 2 Baths 1,427 SqFt Residential Condominium MLS® # S5138853
Active 6129 Metrowest Blvd 101, ORLANDO

$299,999

SERENATA CONDO BLDG 18

6129 Metrowest Blvd 101, ORLANDO

4 Beds 3 Baths 1,868 SqFt Residential Townhouse MLS® # O6437410
Active 7612 Cabana Ct 101, REUNION

$299,999

▼ $1,000 VILLAS AT REUNION SQUARE CONDO PH 2

7612 Cabana Ct 101, REUNION

3 Beds 3 Baths 1,755 SqFt Residential Condominium MLS® # R4909919
Active 732 E Orange Ave, EUSTIS

$299,999

▼ $9,001 EUSTIS

732 E Orange Ave, EUSTIS

3 Beds 2 Baths 1,408 SqFt Residential Single Family Residence MLS® # O6426756
Active 4738 St Andrews Arcade, LEESBURG

$299,999

▼ $5,000 ROYAL HIGHLANDS PH 01D

4738 St Andrews Arcade, LEESBURG

3 Beds 2 Baths 1,892 SqFt Residential Single Family Residence MLS® # O6323322
Active 8871 Pebblebrooke Dr, LAKELAND

$299,999

▼ $10,001 PEBBLEBROOKE ESTATES

8871 Pebblebrooke Dr, LAKELAND

3 Beds 2 Baths 1,460 SqFt Residential Single Family Residence MLS® # TB8508705
Active 1126 Second Dr, EAGLE LAKE

$299,999

LANDINGS/EAGLE LAKE

1126 Second Dr, EAGLE LAKE

4 Beds 3 Baths 2,040 SqFt Residential Single Family Residence MLS® # TB8496326
Active 317 Chelmsford Ct, KISSIMMEE

$299,999

POINCIANA VILLAGE 2 NBHD 1

317 Chelmsford Ct, KISSIMMEE

3 Beds 2 Baths 1,840 SqFt Residential Single Family Residence MLS® # S5156548
Active 1018 Green Gate Blvd, GROVELAND

$299,999

▼ $9,001 GROVELAND VILLAS AT GREEN GATE

1018 Green Gate Blvd, GROVELAND

3 Beds 2 Baths 1,506 SqFt Residential Villa MLS® # O6393791
Open House
Active 5351 Mickey Ave, WINTER HAVEN

$299,999

▼ $9,000 SEASONS AT ANNABELLE ESTATES

5351 Mickey Ave, WINTER HAVEN

3 Beds 2 Baths 1,700 SqFt Residential
Wed, Sep 16th, 2026 @ 12pm - 6pm
Single Family Residence MLS® # S5138935
Active 1055 Harbor Ridge Dr, KISSIMMEE

$299,999

▼ $14,001 SOLIVITA PH 7D

1055 Harbor Ridge Dr, KISSIMMEE

3 Beds 2 Baths 1,590 SqFt Residential Single Family Residence MLS® # S5155290
Active 4504 Alberto Cir, KISSIMMEE

$299,999

BELLAVIDA PH 1

4504 Alberto Cir, KISSIMMEE

3 Beds 3 Baths 1,295 SqFt Residential Townhouse MLS® # O6300872
Active Garfield Rd, FORT MEADE

$299,999

Garfield Rd, FORT MEADE

0 Beds 0 Baths 0 SqFt Land Land MLS® # TB8425394
Active 2714 Bushman Dr, KISSIMMEE

$299,999

▼ $30,001 REGAL OAKS

2714 Bushman Dr, KISSIMMEE

4 Beds 4 Baths 1,852 SqFt Residential Townhouse MLS® # S5151642
Open House
Active 171 Stanley Bell Dr, MOUNT DORA

$299,999

▼ $16,001 MOUNT DORA LAKE FRANKLIN PARK REV

171 Stanley Bell Dr, MOUNT DORA

3 Beds 2 Baths 1,404 SqFt Residential
Mon, Sep 14th, 2026 @ 9am - 5pm
Single Family Residence MLS® # O6431229
Active 265 Majestic Gardens Ln, WINTER HAVEN

$299,999

▼ $10,001 GARDENS PH 01

265 Majestic Gardens Ln, WINTER HAVEN

3 Beds 2 Baths 1,951 SqFt Residential Single Family Residence MLS® # L4962565
Active 4981 Alita Ter, ST CLOUD

$299,999

▼ $4,999 BATTAGLIA

4981 Alita Ter, ST CLOUD

4 Beds 3 Baths 1,696 SqFt Residential Townhouse MLS® # O6434630
Active 324 Gina Ln, DAVENPORT

$299,999

BELLA VITA PH 1A & 1B-1

324 Gina Ln, DAVENPORT

3 Beds 2 Baths 1,516 SqFt Residential Single Family Residence MLS® # O6432891
Active 1153 Drop Ln, DAVENPORT

$299,999

CHAMPIONSGATE

1153 Drop Ln, DAVENPORT

2 Beds 2 Baths 1,388 SqFt Residential Condominium MLS® # S5132169
Active 172 Tanager St, HAINES CITY

$299,999

HIGHLAND MDWS PH 4A

172 Tanager St, HAINES CITY

4 Beds 2 Baths 1,980 SqFt Residential Single Family Residence MLS® # G5112464
Open House
Active 1200 Sunshine Ave, LEESBURG

$299,999

▼ $15,000 LEESBURG SUNSHINE PARK

1200 Sunshine Ave, LEESBURG

3 Beds 2 Baths 1,360 SqFt Residential Single Family Residence MLS® # O6432772
Active 5851 Hutton Dr, ORLANDO

$299,997

▼ $5,003 LAKE SPARLING HEIGHTS

5851 Hutton Dr, ORLANDO

3 Beds 2 Baths 1,120 SqFt Residential Single Family Residence MLS® # O6432415
Active 941 Shorehaven Dr, KISSIMMEE

$299,995

▼ $24,905 SOLIVITA PH 02D

941 Shorehaven Dr, KISSIMMEE

3 Beds 3 Baths 2,325 SqFt Residential Single Family Residence MLS® # P4939104
Active 1365 Shinnecock Hills Dr, DAVENPORT

$299,995

THE VISTAS AT CHAMPIONSGATE

1365 Shinnecock Hills Dr, DAVENPORT

3 Beds 3 Baths 1,794 SqFt Residential Townhouse MLS® # O6395807
Active 1328 Tupelo Tr, HAINES CITY

$299,990

CYPRESS PARK ESTATES

1328 Tupelo Tr, HAINES CITY

3 Beds 2 Baths 1,560 SqFt Residential Single Family Residence MLS® # O6417299
New
Active 229 Cuban Royal Palm Way, DAVENPORT

$299,990

BIMINI BAY

229 Cuban Royal Palm Way, DAVENPORT

3 Beds 3 Baths 1,451 SqFt Residential Townhouse MLS® # O6440472
Active Forehand Rd, DAVENPORT

$299,990

▼ $100,000 ALEMAN ACRES

Forehand Rd, DAVENPORT

0 Beds 0 Baths 0 SqFt Land Land MLS® # S5122343
Active 1120 S Scenic Hwy, LAKE WALES

$299,990

NOT IN SUBDIVISION

1120 S Scenic Hwy, LAKE WALES

3 Beds 2 Baths 1,149 SqFt Residential Single Family Residence MLS® # L4964413
Active 955 Bear Hammock Dr, UMATILLA

$299,990

MAGNOLIA POINTE PH 1

955 Bear Hammock Dr, UMATILLA

4 Beds 2 Baths 1,867 SqFt Residential Single Family Residence MLS® # S5143248
New
Active 228 Cuban Royal Palm Way, DAVENPORT

$299,990

BIMINI BAY

228 Cuban Royal Palm Way, DAVENPORT

3 Beds 3 Baths 1,451 SqFt Residential Townhouse MLS® # O6440405
New
Active 721 Kindred Ln, AUBURNDALE

$299,990

BERKLEY RIDGE

721 Kindred Ln, AUBURNDALE

3 Beds 2 Baths 1,690 SqFt Residential Single Family Residence MLS® # O6440630
Active 2578 Olympic Ct, DAVENPORT

$299,990

▼ $2,500 BRENTWOOD TOWNHOMES PHASES 2 & 3

2578 Olympic Ct, DAVENPORT

3 Beds 3 Baths 1,673 SqFt Residential Townhouse MLS® # O6423877
Active 428 Liberty Bnd, HAINES CITY

$299,990

▼ $1,150 LIBERTY TRACE

428 Liberty Bnd, HAINES CITY

4 Beds 2 Baths 1,624 SqFt Residential Single Family Residence MLS® # O6434565
Active 1346 Dunbarton Ct, KISSIMMEE

$299,990

POINCIANA VILLAGE 02 NEIGHBORHOOD 01

1346 Dunbarton Ct, KISSIMMEE

3 Beds 2 Baths 1,600 SqFt Residential Single Family Residence MLS® # O6434360
Open House
Active 2525 Olympic Ct, DAVENPORT

$299,990

▼ $2,500 BRENTWOOD TOWNHOMES PHASES 2 & 3

2525 Olympic Ct, DAVENPORT

3 Beds 3 Baths 1,673 SqFt Residential Townhouse MLS® # O6405107
Active 7651 Whisper Way 201, KISSIMMEE

$299,990

VILLAS AT REUNION SQUARE CONDO PH 4

7651 Whisper Way 201, KISSIMMEE

3 Beds 3 Baths 1,755 SqFt Residential Condominium MLS® # O6432645
Active 1566 Starling Song Ln, LAKELAND

$299,990

▼ $11,000 LAKESIDE PRESERVE

1566 Starling Song Ln, LAKELAND

3 Beds 2 Baths 1,452 SqFt Residential Single Family Residence MLS® # W7885977
Active 324 Casterton Cir, DAVENPORT

$299,990

▼ $20,000 WESTRIDGE PH 07

324 Casterton Cir, DAVENPORT

3 Beds 2 Baths 1,168 SqFt Residential Single Family Residence MLS® # S5155953
Active 4404 America St, ORLANDO

$299,990

▼ $5,010 WASHINGTON PARK SEC 1

4404 America St, ORLANDO

4 Beds 3 Baths 1,360 SqFt Residential Single Family Residence MLS® # O6423082
Active 247 Calabria Ave, DAVENPORT

$299,990

REGAL PALMS AT HIGHLAND RESERVE PH 02

247 Calabria Ave, DAVENPORT

3 Beds 3 Baths 1,492 SqFt Residential Townhouse MLS® # O6327908
Active 714 Tournament Ln, KISSIMMEE

$299,990

POINCIANA SUBDIVISION NBRHD 1 VIL 3

714 Tournament Ln, KISSIMMEE

3 Beds 2 Baths 1,252 SqFt Residential Single Family Residence MLS® # S5153439
Active 32 Altera Ct, KISSIMMEE

$299,950

POINCIANA VILLAGE 1 NBHD 2

32 Altera Ct, KISSIMMEE

3 Beds 2 Baths 1,690 SqFt Residential Single Family Residence MLS® # S5150939